Family friendly vacation rentals in St. Augustine, FL

Explore 418 family-friendly vacation rentals, homes, and villas in St. Augustine, FL for your next getaway. With space for everyone, enjoy the comfort and privacy of a home filled with premium amenities such as Air Condition Homes, Homes with Free Parking and Best Affordable Homes. Throughout your stay, settle in, spend quality time together, and enjoy a space designed for making memories. With options starting as low as $45 per night and homes offering up to 10 bedrooms and 10 bathrooms, it's easy to book a comfortable, personalized stay for your family. And with 24/7 local support and high-speed Wi-Fi, everyone stays connected and protected even while on vacation. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, making each trip more rewarding than the last. Book your next family escape and enjoy the moments that matter most.

418 Family-Friendly Homes in St. Augustine

The Fitzgerald Mansion l Luxury l Pool & Spa

St. Augustine, FL, US
5 Bedrooms 13 Guests
Aug 26 - 28
$474 night

Welcome to The Fitzgerald Mansion, where history meets modern luxury! ->Backyard retreat w/ dreamy pool/spa, cozy loungers, putting green, bocce ball court, and outdoor deck! ->Luxurious primary suite w/ sitting area, private balcony, and inviting bathroom with soaking tub ->Walk to downtown, less than 10 minute drive to Vilano Beach ->Pet friendly for 1 dog under 50 lbs (See below for additional details) *Pool/Spa Heat Available for $40 per day - Contact us for details **Wedding/Bach Groups please see additional information in other things to note section** The Fitzgerald Mansion is an era inspired home, perfectly designed with chic touches and relaxation in mind. This 1800’s home has been restored and renovated to provide the perfect stay in the Oldest City. The Fitzgerald Mansion is situated in the Uptown neighborhood, with a short walk to the main historic district and less than a 10 minute drive to Vilano Beach. Take a tour of your new dream vacation spot: [FIRST FLOOR] LIVING ROOM (Sleeps 2)- Spacious living space furnished with pullout couch and large tv for gathering. SITTING ROOM- An additional space for entertaining and enjoying a morning coffee or afternoon cocktail. KITCHEN- Luxury chef’s kitchen fully equipped with everything you need for in home meals. Large island with seating for 6 and corner nook for additional dining space. DINING ROOM- Formal dining area next to the kitchen with seating for 8. Additional seating in the open sun room for 4 more. HALF BATHROOM- Connected to the dining room and living space. [SECOND FLOOR] BEDROOM 1 (Sleeps 3)- Furnished with bunk bed with 2 Fulls and 1 Twin Trundle. Attached laundry area with washer and dryer, iron and ironing board. FULL BATHROOM 1- Accessed from the hallway with shower/tub combo. BEDROOM 2 (Sleeps 2)- Furnished with Queen bed, dresser, closet, and smart tv. BEDROOM 3 (Sleeps 2)- Furnished with Queen bed, closet, and smart tv. BEDROOM 4 (Sleeps 2)- Ensuite with King bed, dresser, and smart tv. FULL BATHROOM 2- Full bathroom attached to first ensuite bedroom with walk in shower. BEDROOM 5 (Sleeps 2)- Grand primary ensuite furnished with king bed, dresser, closet, and smart tv. Additional features include bright sitting area and private balcony with bistro set. FULL BATHROOM 3: Spacious, luxury bathroom attached to primary bedroom with large walk in shower, his and hers vanities, and relaxing soaking tub. [OUTDOOR SPACE] POOL/SPA- Luxurious pool and attached spa with heated feature (with daily fee). Cozy loungers on the pool side for soaking up the Florida sun. BOCCE BALL & PUTTING GREEN- Installed putting green and bocce ball court FIRE TABLE- Fire table with seating underneath charming string lights for a romantic night time ambiance. OUTDOOR LOUNGE: Outdoor bartop with seating and cozy conversation set with outdoor tv. PARKING- Off street parking in back driveway for up to 6 cars. Guests have private access to the entire 5 bedroom home, and backyard/pool area. **Important** If booking for a wedding group, bachelor/bachelorette party please send message BEFORE confirming the reservation. Additional security deposit will be required. SECURITY CAMERAS: The home has an active security cameras installed at the front door and facing the backyard/pool/parking area . No private areas can be seen and there are no other cameras inside or outside the home. PET POLICY: We can accommodate 1 dog under 50 lbs at the home (some exceptions are allowed, please ask). The dog must be up to date on vaccinations and fully potty trained/kenneled. No puppies under 1 year. -Pet must be added to the reservation PRIOR to check in and $200 nonrefundable pet fee will be included (guests are still responsible for any damages the pet may cause during their stay)

Rooftop Oasis in Historic St. Augustine | Panoramic Intracoastal Waterway Views

st. augustine, fl, US
3 Bedrooms 10 Guests
Aug 29 - 31
$266 night

Wake up with a fresh cup of coffee on your private rooftop terrace as the sun rises over the Intracoastal Waterway and Matanzas Bay. Spend your afternoons relaxing in your private backyard retreat, and end the day with a cocktail under the stars, surrounded by the beauty and history of America’s oldest city. Welcome to Waterscape, a stunning 3,331-square-foot modern villa nestled in the heart of Historic St. Augustine. What makes this home truly special is a feature rarely found in the historic district: a private rooftop terrace with breathtaking water views. Here, you don’t have to choose between historic charm and modern luxury—you get both. Thoughtfully Designed for Comfort From the moment you walk in, you’ll feel at home. The interior blends relaxed coastal style with warm natural textures, soft furnishings, and carefully chosen design details that create an inviting and effortless atmosphere. Every space feels intentional, comfortable, and beautifully curated. Space for Everyone Waterscape offers three spacious bedrooms and four full bathrooms, making it ideal for families, couples traveling together, or small groups seeking both connection and privacy. Two of the bedrooms are luxurious king suites, each featuring a private ensuite bathroom complete with a soaking tub—perfect for unwinding after a day exploring the city. The third bedroom features bunk beds, creating a fun and comfortable space for children or additional guests. With four full bathrooms throughout the home, everyone has room to get ready without feeling rushed. A Kitchen You’ll Actually Want to Use Whether you’re preparing a family breakfast before heading into town or gathering around for dinner after a day at the beach, the fully equipped kitchen has everything you need. You’ll find a full-size refrigerator, stove, oven, dishwasher, blender, Keurig coffee maker, and plenty of space to cook, serve, and gather. Cozy Evenings Year-Round A fireplace adds warmth and ambiance during cooler evenings, making Waterscape just as enjoyable in winter as it is during the summer months. Dedicated Workspace Need to answer a few emails or squeeze in some work before your adventures begin? A dedicated workspace provides a quiet and comfortable place to stay connected. Your Private Outdoor Retreat Step outside into your own backyard oasis. Fire up the grill, relax on the comfortable outdoor seating, or enjoy a peaceful evening under the Florida sky. The fenced yard offers privacy and tranquility, creating the perfect setting for outdoor dining, family gatherings, and laid-back afternoons. As the day winds down, head back up to the rooftop terrace where sweeping views of the water provide the perfect backdrop for sunset drinks and unforgettable memories. An Unbeatable Location One of the best parts of staying at Waterscape is being able to experience St. Augustine on foot. Walk to the iconic Castillo de San Marcos, stroll along the charming streets of the historic district, browse local boutiques, visit art galleries, and enjoy some of the city’s best restaurants—all just minutes from your front door. During the holiday season, you’ll be perfectly positioned to enjoy the world-famous Nights of Lights, when St. Augustine transforms into a magical display of millions of twinkling lights. Once you arrive, you may never need your car again. Perfect For Family vacations Multi-generational trips Couples traveling together Girls’ weekends Wellness retreats Special celebrations Remote work getaways Whether you’re gathering with loved ones, reconnecting with friends, or simply looking for a unique place to unwind, Waterscape offers a rare blend of luxury, privacy, and location. Come experience a side of St. Augustine that few visitors discover—a modern retreat with incredible views, thoughtful design, and all the comforts of home, right in the center of one of America’s most beloved historic destinations.

The Grand Augustine l Heated Pool l Walk to DNTN

St. Augustine, FL, US
5 Bedrooms 15 Guests
Aug 26 - 28
$267 night

BRAND NEW LUXURY home in the perfect location! >Located just minutes walking distance to all of downtown, directly across from Francis Field >Game room, pool, and putt putt for home entertainment >Pool Heat available for $30 per day - Please inquire for terms and conditions >2 Master ensuites! >Book the identical home next door to sleep 30! **Wedding/Bach Groups and special event inquiries please see additional information in other things to note section** Welcome to The Grand Augustine, where history and luxury collide! This brand new home was built side by side with its sister property, The Royal Floridian. Perfectly put together with custom craftsman finishes, historic decor, and plush furniture. This home is located just steps to downtown and directly across from Francis Field, giving you the PRIME location to all St. Augustines top events. See more details about this beautiful space: [MAIN HOME] First Floor: >Spacious, custom kitchen with luxury finishes, fully stocked with utensils and cookware >Dining room with vintage >Picture perfect living room with smart tv >Bedroom 1 with King bed, ensuite full bathroom, with private entry to the pool deck >Bedroom 2 with queen bed and ensuite full bathroom >Half bathroom >Private workspace with access from the front porch Second Floor: >Bedroom 3 with 2 Twin beds, closet with built in shelving >Bedroom 4 with King bed, closet with built in shelving >Full bathroom >Open loft area with Twin daybed and Twin trundle (sleeps 2) with smart tv [GARAGE APARTMENT] >Spacious studio with King bed, couch, and smart tv >Full kitchen with drip coffee maker and basic cooking utensils, dining set for 4 >Small attached bedroom with Full bed and Twin Trundle >Outdoor balcony that looks out to Francis Field >Garage designed as the ultimate game room that opens up to the pool deck [OUTSIDE SPACE] >Private, pool with outdoor seating and basketball hoop >Pool Heat available for $30 per day - Please inquire for terms and conditions >Putting green and corn hole >Gas grill Guests have private access to both the main 4 bedroom home, apartment studio, garage game room, as well as a pool. 2 ring security cameras are installed: 1 at the front door of the main home and an additional camera from the back of the home, facing the pool area. **Important** If booking for a wedding group, bachelor/bachelorette party please send message BEFORE confirming the reservation. Additional security deposit will be required. Small events may be approved for an additional fee, please inquire.

Pet-Friendly St Augustine Home: Steps to Downtown!

St. Augustine, FL, US
2 Bedrooms 4 Guests
Aug 30 - Sep 2
$224 night

A fun-filled Florida escape awaits you at this charming 2-bedroom, 2-bath St. Augustine vacation rental! Located just steps away from the downtown area, this home offers the perfect destination for sightseeing, shopping, food tours, and more. Catch a show at the St. Augustine Amphitheatre, explore nature at Anastasia State Park, or visit one of the historical museums. After your adventures, prepare a home-cooked meal in the fully equipped kitchen and enjoy al fresco dining on the private patio. -- THE PROPERTY -- Walkable Location | Screened-In Porch | Proximity to Historical Sites Bedroom 1: Queen Bed | Bedroom 2: Queen Bed OUTDOOR LIVING: Private backyard, patio, dining area, ample seating INDOOR LIVING: Smart TV, DVD player, 4-person dining table, books, ceiling fans KITCHEN: Cooking basics, refrigerator, microwave, stove/oven, dishwasher, dishware & flatware, blender, coffee maker, toaster, spices, water filter GENERAL: Free WiFi, linens/towels, central A/C & heating, in-unit washer/dryer, hair dryers, hangers, iron/board, trash bags/paper towels, complimentary toiletries FAQ: Pet fee (paid pre-trip), quiet hours (10:00 PM-7:00 AM), stairs required to enter (single-story) PARKING: Driveway (2 vehicles), free street parking (first-come, first-served) -- THE LOCATION -- DOWNTOWN (walking distance): Castillo de San Marcos National Monument, St. Augustine Pirate & Treasure Museum, Lightner Museum, Historic St Augustine, Ponce de Leon's Fountain of Youth Archaeological Park OUTDOOR SPOTS: Anastasia State Park (3 miles), St. Augustine Beach (6 miles), Crescent Beach (11 miles) SEE & DO: Lighthouse Park (3 miles), St. Augustine Alligator Farm Zoological Park (3 miles), St. Augustine Lighthouse and Maritime Museum (3 miles), The St. Augustine Amphitheatre (4 miles) AIRPORT: Jacksonville International Airport (49 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $50 fee (+ fees & taxes) - No events, parties, or large gatherings - Must be at least 25 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: Please observe quiet hours from 10:00 PM to 7:00 AM - NOTE: The property requires stairs to enter

Citrus Hideaway l Hot Tub l 1 Block to Downtown

St. Augustine, FL, US
3 Bedrooms 8 Guests
Aug 26 - 28
night

Charming 3 bedroom, 2 bathroom modern designed home in the heart of Downtown! -> Hot tub and outdoor seating and life size games under string lighting -> Fun bunk room with 2 player pacman game -> Family amenities including umbrella stroller, high chair, toys, kids dining utensils and cups -> 4 off-street parking spaces in the driveway -> 1 block to the Lightner Museum and Flagler, 3 blocks to Saint George Street, & 10 min drive to beach -> -> Dog Friendly For 1 dog < 50 lbs Say hello to your citrus abode! This charming home is located in the historic Lincolnville and steps away from everything St. Augustine has to offer. LIVING ROOM: >Cozy living room with spacious l-shaped couch with Full size pullout (sleeps 2) >Large smart tv BEDROOM 1 (Sleeps 2): >Furnished with King bed, stand up mirror, dresser, closet, smart tv >Private ensuite bathroom with walk in shower BEDROOM 2 (Sleeps 2): >Furnished with King bed, dresser, closet, smart tv BEDROOM 3 (Sleeps 3): >Furnished with bunk bed with Queen on bottom and Twin up top, pac man, compact dresser, closet, smart tv FULL BATHROOM: >Full bathroom accessed from the hallway with walk in shower DINING: >Dining space for 6 with 3 counter top seats at the kitchen bar LAUNDRY: >Washer and dryer stack off of kitchen/dining OUTDOORS: >Gas grill >Seating in front of home with porch swings and adirondacks >Private back patio with covered sitting area, outdoor games including jenga, connect 4, and ring toss and HOT TUB FAMILY AMENITIES: >Umbrella stroller, pack n play, high chair are all provided in the home >Kids toys and board games >Plastic dinnerware and utensils, washable bibs, and sippy cups Guests have private access to the entire home and backyard with hot tub. Get around town in any different way: >With the great location, guests can walk to the many shops, top restaurants, art galleries and attractions making it easy to get around on foot. >Pineapple Ride and Tour is right up the road and provides golf cart rides to anywhere in the city >The old Town Trolley Tours and a great fun way to see the city with a hop-on, hop-off trolley service that offers stops throughout St. Augustine. The trolley makes 23 stops at or near popular destinations and departs every 15 minutes between 9 a.m. and 4:30 p.m. Purchase your tickets online and hop right on just a bloack away at the Distillery! PET POLICY: We can accommodate 1 dog under 50 lbs at the home. The dog must be up to date on vaccinations and fully potty trained/kenneled. No puppies under 1 year. Pet must be added to the reservation PRIOR to check in and $150 nonrefundable pet fee will be included (guests are still responsible for any damages the pet may cause during their stay)

Downtown Gem- Dog Friendly/Walk to Everything!

St. Augustine, FL, US
2 Bedrooms 6 Guests
Aug 26 - 28
$109 night

A charming home located in the historic Lincolnville neighborhood, minutes walk to everything downtown St. Augustine has to offer! -> Lightner Museum only 3 minute walk, Flagler College less than 5 minutes! -> 2 cozy bedrooms with king beds in each -> Game room w/ ping pong table, connect 4, darts, and badminton -> Fully equipped kitchen -> Washer/dryer in home -> Off-street parking for 2-3 vehicles -> Fenced yard and dog friendly (See listing details for pet restrictions) This Downtown Gem is the perfect mix of historic and chic! Take a tour of your downtown getaway: DINING ROOM: > Dining table with seating for 6 > Cabinet filled with games for indoor fun LIVING ROOM: > Cozy sitting area with couch and accent chair > Futon for additional seating and sleeping arrangements (Queen/Sleeps 2) > Large smart tv > In-home bar with a local barrel table from the St. Augustine Distillery KITHCHEN: > Fully equipped for cooking in home with pots and pans set > Plates, bowls, glasses, and silverware for 6 > Coffee maker options include Keurig, drip coffee maker, and espresso machine BEDROOM 1 (Sleeps 2): > Spacious King bed > Smart tv > Work desk > Clothing storage in both dresser and closet BEDROOM 2 (Sleeps 2): > Spacious King bed > Smart tv > Clothing storage in both dresser and closet > Attached ensuite bathroom with walk in shower BATHROOM 2: > Shower/tub combo > Spacious vanity with ample countertop room OUTDOORS: > Separate game room/shed with ping pong table, connect 4, darts, and more! > Badminton net and gear for outdoor play > BBQ Grill > Open outdoor area with dining table and gas firepit > Fully fenced when driveway gate is closed Guests have private access to the entire house and private outdoor areas as well as free Wi-Fi, free parking, complimentary coffee for their fist morning, and access to a laundry with a washing machine and dryer. Get around town in any different way: *With the great location, guests can walk to the many shops, top restaurants, art galleries and attractions making it easy to get around on foot. *Drifters is our top recommendation for daily bike rentals and will drop them off directly at the home. *Pineapple Ride and Tour is right up the road and provides golf cart rides to anywhere in the city at $4/person. *The old Town Trolley Tours and a great fun way to see the city with a hop-on, hop-off trolley service that offers stops throughout St. Augustine. The trolley makes 23 stops at or near popular destinations and departs every 15 minutes between 9 a.m. and 4:30 p.m. and will set you back around $25 per adult and $10 for kids which includes three days of unlimited rides and complimentary admission to the St. Augustine History Museum. Purchase your tickets online and hop right on just up the road at the Distillery! PET POLICY: We can accommodate 1 dog under 50 lbs at the home (some exceptions are allowed, please ask). The dog must be up to date on vaccinations and fully potty trained/kenneled. No puppies under 1 year. Pet must be added to the reservation PRIOR to check in and $150 nonrefundable pet fee will be included (guests are still responsible for any damages the pet may cause during their stay)

Historic 1900 Cottage in Downtown St Augustine!

St. Augustine, FL, US
2 Bedrooms 6 Guests
Aug 27 - 30
$387 night

- Central Walkable Location - 1 Mile to Beach - Close to E-Bike Station Fall in love with this 2-bed, 2-bath vacation rental home in St. Augustine! &#39;The Pink Hen House&#39; was originally built circa 1900 and is located in the historic Lincolnville District. Settle in with a contemporary interior featuring a full kitchen and a backyard with a hot tub. The Lightner Museum and the Saint Augustine Distillery are just a walk away! -- THE PROPERTY -- SLEEPING ARRANGEMENTS: - Bedroom 1 (En-Suite Bathroom): Queen Bed - Bedroom 2: Queen Bed - Den: Queen Sleeper Sofa OUTDOOR LIVING: - Private hot tub, fire pit, garden - Covered dining table, outdoor seating - Brick pavers - Covered porch, rocking chairs - Seasonal community pool INDOOR LIVING: - 50†Smart TV (living room), 2 additional Smart TVs (bedrooms) - Contemporary farmhouse decor - Den living space - Sliding barn doors, ceiling fans - 4-person dining table - Italian marble in bathrooms, rain shower heads KITCHEN: - Fully equipped w/ cooking basics - Quartz countertops, stainless steel appliances - Microwave, dishwasher - Keurig coffee maker - Dishware/flatware - Island w/ seating GENERAL: - Free WiFi - Complimentary toiletries - Washer &amp; dryer - Towels &amp; linens - Cleaning essentials - Central A/C &amp; heating, ceiling fans FAQ: - Stairs required for entry - 4 exterior security cameras (facing out) - Seasonal community pool fee ($2 per person, per day, paid on-site) - Quiet hours (10:00 PM - 8:00 AM) - Delicate furnishings PARKING: - Driveway (2 vehicles) -- THE LOCATION -- - 1 mile to Castillo de San Marcos National Monument - 3 miles to Anastasia State Park - 53 miles to Jacksonville International Airport - 57 miles to Daytona Beach International Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you&#39;ll never want to leave. You can relax knowing that our properties will always be ready for you and that we&#39;ll answer the phone 24/7. Even better, if anything is off about your stay, we&#39;ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties or large gatherings - Must be at least 25 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: Please observe quiet hours from 10:00 PM to 8:00 AM - NOTE: The property requires stairs to enter and may be difficult for guests with limited mobility - NOTE: Your safety matters. This property features 4 exterior security cameras: 1 camera is located on the front porch facing the front entrance, 1 camera is on the roof facing the street, 1 camera is on the shed facing the driveway, and 1 camera is on the side entrance facing the gate. The cameras are outward facing and do not look into interior spaces. The cameras actively record video when motion is detected and will be on while guests are present - NOTE: The community pool has an additional fee of $2 per person per day that is paid on-site when arriving at the pool - NOTE: The property may not be suitable for young children as there are antiques, breakables, and delicate furnishings

Magnolia Cove - Fire Pit, Hot Tub, Downtown

St. Augustine, FL, US
4 Bedrooms 8 Guests
Aug 31 - Sep 2
$85 night

The Cove, your dream vacation home in St. Augustine’s bustling West King district. This stunning 4-bedroom home has been recently updated to ensure you have all the essentials you need for a comfortable and enjoyable stay. Not only are you steps away from top-rated breweries, cafes, and restaurants, but you’re also within walking distance to historic downtown. With a large parking area that can accommodate boat trailers, RVs, and 8 vehicles, you won’t have to worry about finding parking. Welcome to this stunning 4 bedroom, two-story house that exudes classic charm, built in the 1930s and completely remodeled to offer all the latest amenities. The open living room is perfect for relaxation, while the cozy dining room is perfect for intimate meals. The fully-equipped kitchen has everything you need to prepare your favorite dishes, and the inside laundry room provides added convenience. The sleeping arrangements go as follows: Downstairs additional space/"bedroom", Upstairs: Spacious Master Suite (King) with walk-in closet and private bathroom, guest bedroom 2 has full bed and two night stands and closet, Guest bedroom 3 with a trundle bed that has two single mattresses. You can soak up the evening air on the covered front patio or the large side open patio, which features an abundance of outdoor dining space. Also, there is a charcoal grill and a wood burning fire pit to enjoy during your stay. This home is a rare find in a city where parking is a challenge, as it provides ample space for over 8 vehicles and even has room for a boat trailer or RV. Come and make this your home away from home and experience the unique charm of this classic abode. **Fire pit **Hot tub **Putting Area **Back Patio and seating area perfect for hanging out with friends **Walking distance to several coffee shops and brewery ** Grill **Beach gear **Indoor/outdoor games **Outdoor TV **Hot Tub ** Boat and RV parking space **Sleeping Arrangements - The primary bedroom features a king bed and an air mattress. Upstairs, one guest bedroom offers a full bed, while the kids’ bedroom includes one queen bed and one full trundle bed. The downstairs guest bedroom features one queen bed. You will have access to the entire property, patio area, and house. Short walking distance to everything in the West Augustine district. Approximately a 15 minute walk to downtown to St. Augustine or short car/uber ride. 2 beach cruiser bicycles and helmets available for guest to use during their stay. Also, during busy times there is the free West King Shuttle to downtown located 212 W King St, St. Augustine, FL 32084. (check online for run times) Health & Safety: We prioritize the health, safety, and comfort of our guests. Each stay is followed by a thorough cleaning to maintain a welcoming environment. Late Check-Outs & Early Arrivals 1-2 hours: $100 2-3 hours: $200 Note: Early arrivals and late check-outs are not guaranteed due to our tight cleaning schedule. Please request approval in advance. Refund Policy A 3.9% processing fee on refunds is non-refundable. Refunds will be the amount paid minus this fee, per Stripe’s policy. This applies to direct booking and bookings made through select booking channels. General Guidelines ●Pets: A pet fee of $100 applies per reservation for up to 2 pets. Bringing a pet without prior notification incurs an additional $100 fee, and we may end your stay early. No cats allowed. If your pet causes any damages, additional charges will incur to cover repair or cleaning costs. ●Garage Access: Not permitted due to liability. If applicable, garage doors must stay closed. ●Age Requirement: Primary guest must be 21+, with an adult over 21 present during the stay. Food & Drink: No food or drink in bedrooms (closed water bottles allowed); extra cleaning fees for stains. ●No Smoking: Smoking of any kind is prohibited; $200 fine for violations. Additional charges will incur to cover repair or cleaning costs. ●Trash: Dispose of all trash in outside bins before departure. ●Damages: Report any damages within 24 hours of occurrence or immediately upon arrival. Failure to report damages could result in liability for repair or replacement costs. ●Dishes: Wash all dishes and run the dishwasher (if applicable) before leaving. ●Windows: Keep windows closed for security. ●Laundry: Avoid overloading machines; do not wash sandy items, and clean the dryer lint trap. ●Storage Closet: Keep this area closed and locked. ●Consumables: Leftover items are at your discretion; freshness is not guaranteed. ●Furniture: Do not rearrange. ●Parties & Events: Unauthorized parties are not allowed; violations will result in additional charges and immediate eviction. ●Only registered guests are permitted to stay at the property. If you would like to add extra guests beyond the number initially registered, please request approval before finalizing your booking. Any additional guests that exceed the maximum allowed at the property will incur an additional charge of $100 per person. This requires approval from us prior to booking. ●Illegal Activities: Will result in immediate eviction. ●Quiet Hours: 10pm to 7am. Please be respectful of neighbors. Joseph Ellen Guest Protection Program. We believe vacation should be about making memories—not worrying about "what ifs." And let’s be honest... nobody likes unexpected damage claims. To help protect both our guests and our homes, all reservations are required to complete the Joseph Ellen Guest Protection Program before check-in. As part of the simple pre-arrival process, you’ll: Complete a quick guest verification. Review and electronically sign the Joseph Ellen Rental Agreement. Choose one of the following protection options: Damage Waiver: A small non-refundable fee that provides coverage for eligible accidental damage during your stay. This is the most popular option and helps avoid unexpected costs from minor accidents. Security Deposit: A fully refundable security deposit hold that’s released after checkout, provided no damage or policy violations are found. We’ll send you a secure guest portal link before your arrival to complete these quick steps. It only takes a few minutes and helps create a smoother, worry-free experience for everyone. Thank you for your cooperation, and enjoy your stay!

Haven Tiny House - Pool - Walk to Downtown!

St. Augustine, FL, US
2 Bedrooms 4 Guests
Aug 26 - 28
$147 night

>Pool Heat Available for $30 per day - Contact us after booking for details Newly renovated historic cottage in the heart of Lincolnville only a short walk to everything in the Historic District.  2 king bedrooms, both with doors leading to a private soaking pool and lounge area.  Unique shared bathroom split between each bedroom.  High speed internet, cable, full kitchen, washer/dryer and a cozy front porch for coffee or cocktails. ***PLEASE READ - this house has no designated off-street parking.  There is plenty of free street parking within 1-2 blocks in all directions*** Welcome to Haven Tiny House!  This home is a meticulously remodeled and charming cottage from the early 1900’s in the heart of downtown St. Augustine’s Historic District. Nestled on a quiet one-way street, the home is a short walk to all of the city’s famous attractions. Great amenities like a soaking/lounge pool, propane grill and plenty of outdoor seating offer the perfect ways to relax after a day of exploring the city.  Please note that due to the pool, this home is not suitable for infants, toddlers, or young children under the age of 12. The house is ideal for small families or two couples - 2 identical king bedrooms with memory foam mattresses share a unique jack-and-jill bathroom (2 half baths with a shared shower in between).  Both bedrooms and bathrooms are stocked with clean linens and fluffy, white towels.   The kitchen provides all the necessities and more for your in-home meals. All glasses, plates, and silverware are well stocked, along with all of the proper cooking utensils. Appliances include: *Refrigerator *Electric stove *Microwave *Toaster *Combination drip and single-use (Keurig style) coffee machine (beginning supply of k-pods provided at check in) *Combination washer/dryer With all the wonderful amenities and cozy features provided in the home, you’ll never want to leave! But when you are ready to venture out, guests are delighted to find that many of the top St. Augustine attractions are just minutes away by foot from the home. Enjoy some local favorite restaurants nearby such as Preserved, Blue Hen, and Bantam Chef! With everything so close you won’t have to stress over fighting for a spot in the limited downtown parking. By choosing the Haven Tiny House, your stay in St. Augustine will be one of the most memorable experiences. Hopefully by now, you’re a click away from booking but if you have any further questions about this amazing home please send us an inquiry and we’ll be happy to assist! SECURITY CAMERA: The home has an active security camera installed at the front door (Ring Video Doorbell). No private areas can be seen and there are no other cameras inside or outside the home. Guests will have private access to the entire home and pool. Get around town in any different way: *With the great location, guests can walk to the many shops, top restaurants, art galleries and attractions making it easy to get around on foot. *OR bring your bikes. Drifters is our top recommendation for daily bike rentals and will drop them off directly at the home. *Pineapple Ride and Tour is right up the road and provides golf cart rides to anywhere in the city at $4/person. *The Old Town Trolley Tours is a great fun way to see the city with a hop-on, hop-off trolley service that offers stops throughout St. Augustine. The trolley makes 23 stops at or near popular destinations and departs every 15 minutes between 9 a.m. and 4:30 p.m. Purchase your tickets online and hop right on just up the road at the Lightner Museum! POOL HEAT: Pool Heat is available for an additional fee of $30 per day. Please contact us for Details PARKING: Parking is not included with this home. Please see listing for more information. SECURITY CAMERA: The home has an active security camera installed at the front door (Ring Video Doorbell). No private areas can be seen and there are no other cameras inside or outside the home.

Sanford Splash l Pool l Dogs OK l Walk to DNTN

St. Augustine, FL, US
5 Bedrooms 12 Guests
Aug 26 - 28
$335 night

A charming, modern home filled with all the luxuries for your group: ->Pool Heat Available for $30 per day - Contact us for details -> 10 minute walk to Lightner Museum, White Room, Flagler College -> 15 minute walk to St. George Street -> 20 minute walk to the Fort -> 10 minute drive to the beach -> Foosball table, family games, and more! -> Dog Friendly (see additional details below for restrictions) **Wedding/Bach Groups please see additional information in other things to note section** Guests have private access to the entire house and private backyard with pool, as well as free Wi-Fi, free off-street parking, complimentary coffee for their first morning, and access to a laundry with a washing machine and dryer. Get around town in any different way: >With the great location, guests can walk to the many shops, top restaurants, art galleries and attractions making it easy to get around on foot. > Bring your bikes and see the town on wheels! Drifters is our top recommendation for daily bike rentals and will drop them off directly at the home. > The old Town Trolley Tours and a great fun way to see the city with a hop-on, hop-off trolley service that offers stops throughout St. Augustine. The trolley makes 23 stops at or near popular destinations and departs every 15 minutes between 9 a.m. and 4:30 p.m. and includes complimentary admission to the St. Augustine History Museum. Purchase your tickets online and hop right on! POOL HEAT - Pool Heat is available for an additional fee of $30 per day. Please contact us for Details **Important** If booking for a wedding group or bachelor/bachelorette party please send message BEFORE confirming the reservation. Additional security deposit will be required. PET POLICY: We can accommodate 1 dog under 50 lbs at the home. The dog must be up to date on vaccinations and fully potty trained/kenneled. No puppies under 1 year. -Pet must be added to the reservation PRIOR to check in and $200 nonrefundable pet fee will be included (guests are still responsible for any damages the pet may cause during their stay)

Spacious Home Near DT w Yard Boogie Boards Bikes

Saint Augustine, FL, US
3 Bedrooms 10 Guests
Aug 26 - 28
$169 night

Experience easygoing coastal living at The Big Yellow House-your spacious 3-bedroom St. Augustine getaway. Designed for comfort and connection, this home features two inviting living rooms, a fully stocked chef’s kitchen, bright bedrooms, and generous outdoor spaces. Guests love the fenced backyard with a fire pit, boogie boards, bikes, and everything needed for beach days or evening relaxation. Located in a quiet residential area just minutes from Historic Downtown St. Augustine, beautiful Atlantic beaches, top-rated restaurants, and family-friendly attractions. This home is perfect for families, couples, groups, and one well-behaved dog. Discover the ideal blend of location, privacy, and coastal charm. ️ Primary suite with California King & ensuite bath Spa-style soaking tub in primary bathroom ️ Two additional bedrooms with queen beds ️ Two sleeper sofas for flexible sleeping Pack ’n Play included for little ones ️ Two spacious living rooms with ample seating Smart TVs, DVD-enabled TVs & board games Dedicated workstation with desk, chair & printer Fully stocked kitchen with cookware & tools ☕ Drip coffee maker + Keurig Wine fridge & wet bar ️ Dining table plus breakfast bar seating Private fenced yard for outdoor living Gas grill & fire pit Front porch & upper balcony Bikes, boogie boards & surfboards provided Family-friendly essentials included Stroller, high chair & Pack ’n Play Washer & dryer in home Tech & convenience features High-speed Wi-Fi throughout ❄️ Central A/C Exterior security cameras (front door & garage floodlight only) Guests enjoy full private access to: ✅ Entire home (two levels) ✅ Two living rooms w/ sleeper sofas ✅ Fully equipped chef’s kitchen ✅ Spacious back deck & fenced yard ✅ Gas fire pit + outdoor seating ✅ Garage w/ bikes, boogie boards & surfboards ✅ In-home washer & dryer ✅ Smart TVs + free Wi-Fi ✅ Driveway parking for 2 vehicles + street parking INDOORS Two spacious living rooms with Smart TVs Fully stocked chef’s kitchen Dining table + breakfast bar Primary suite w/ soaking tub & walk-in closet Desk, chair & printer for remote work Laundry room with washer/dryer Board games, DVDs, family amenities OUTDOORS Back deck with seating Fully fenced private yard Gas fire pit + outdoor grill Front porch for relaxing Garage with bikes, boogie boards, surfboards Located just 1.7 miles from Historic Downtown St. Augustine, this peaceful residential neighborhood places you close to everything while offering the quiet comforts of home. Nearby Highlights: • Historic District – 5 min • Bridge of Lions – 6 min • St. Augustine Beach – 10–12 min • Alligator Farm – 10 min • ⚓ Castillo de San Marcos – 7 min • Trolley Stations – 5–7 min • ️ Dining & shopping – minutes away Perfect central location for exploring the nation’s oldest city! Getting There Easy access from US-1, San Marco Ave., and I-95 ️ Parking: • Driveway fits 2 vehicles • Free, safe street parking available Terms & Additional Fees: In addition to the platform’s terms, a signed rental agreement is required to complete your reservation and will be sent after booking. Please note that failure to return the signed agreement may result in cancellation of your stay. Depending on your booking method, we may also require a copy of a government-issued ID and confirmation of the last four digits of the credit card on file. Violations of agreement terms and house rules are subject to additional fines. Guest will be charged what is agreed to be nonpunitive amounts as follows: >> Parties and events of any kind are strictly prohibited. Violations of this rule are subject to the following fees: $1,500 event fee, $300 trash removal fee, $500 refundable damage deposit. >> Up to 2 dogs allowed with approval and a fee of $200. Please clean up after your dog and do not allow them on the furniture. All pet waste must be picked up. A $50 fee will apply if waste is left in the yard. Unattended pets must be crated. Unauthorized animals will result in additional fees. No cats allowed. Unauthorized animals are subject to a $500 fee per animal. >> $500 or portion thereof for every 4 hrs of unauthorized late checkout. >> Max occupancy: 10. A $150/person/day, or portion thereof, fee applies for unauthorized guests not registered with the booking or exceeding the occupancy limit. >> Smoking or vaping in the property is prohibited. A $500 fee applies for smoking and/or order removal due to smoke or otherwise. >> The invoiced amount plus $100 (or $100/hr. or portion thereof for staff hours) for replacement of missing/moved items, damages not covered by damage waiver, stains, bedbug treatment, technical support, pay-per-view purchases, tampering with equipment (pool [a crime], pool alarm, air conditioning, smoke/fire detectors and extinguishers), failure to return keys/passes/fobs, failure to keep pool gates and doors secured, extra cleaning (including due to illness), and similar acts and omissions. >> $500+ for plumbing misuse, including flushing anything other than toilet paper. Code compliance with local noise ordinances is required. Quiet hours are 10 PM - 8 AM. The maximum number of vehicles that may park in this location is: 2 Failure to comply with house rules or agreement terms may result in immediate removal from the property and cancellation of the remainder of the reservation. In such cases, the guest will not be entitled to a partial or full refund. Cancellations and date changes are not permitted outside of the cancellation window, including for personal emergencies, weather, or other unforeseen events. We strongly recommend purchasing travel insurance to protect against unexpected changes to your plans, particularly when traveling during seasons that are prone to extreme weather that may disrupt travel. Property Registration Number: STR25-00534

Pool, Hot Tub, Walk to Ice Plant, Smart TVs, BBQ

St. Augustine, FL, US
3 Bedrooms 6 Guests
Aug 31 - Sep 2
$284 night

Save my home to your wishlist by clicking on the &lt;3 in the upper right corner! &gt;Stunning Blue Oasis Pool with heated jacuzzi! >Pool House with Bar and Half Bathroom >20 Minute Walk to Downtown >2 Blocks from Blue Hen Cafe <3 >Walk to Ice Plant, Dog Rose Brewery and others >Great for families and small friend groups! >Short drive to the beaches >Drip coffee machine >Washer + Dryer >Private patio w seating >2-3 days of supplies provided (TP, trash bags, pods, etc.) If you are looking for a one-stop-shop vacation, where you can walk, bike (rent bikes from our local bike delivery company Drifters!) or drive in just minutes to all of St. Augustine’s most sought after attractions and venues, look no further! Coming for a wedding? All of St. Augustine’s downtown venues are a short distance: The Lighter Museum, The Treasury, Flagler College, the Ice Plant, Casa Monica Hotel, the White Room, and many more! This home boasts 3 bedrooms, 2.5 bathrooms, a stunning backyard oasis with pool, heated jacuzzi, pool house and bar, screened in patio, laundry, 4 smart TVs with cable, off street parking, gorgeous renovated kitchen - the list goes on and on! Linens and towels included. The Layout: Master Bedroom: King size bed, walk in closet, Smart TV with cable + en-suite bathroom with shower/tub combo. Second Bedroom: Queen size bed and Smart Tv with cable. Third Bedroom: Queen size bed and Smart Tv with cable. Guest Bathroom: Has a large walk in shower and is located in the hall between the 2nd and 3rd bedrooms. Half Bathroom: Located in the pool house in the backyard. The Pool: The pool is not heated but the in ground hot tub jacuzzi is!! Pool towels provided! Umbrella not provided. Propane Grill: Included with rental on back patio near pool. Parking: There is no street parking allowed whatsoever, no exceptions. The neighbors/neighborhood will ticket and tow. We have approximately 3 off street parking spots depending on the size of your vehicles. These spots consist of white gravel. 2 spots are bumper to bumper, requiring you to pull 2 vehicles straight in towards the gate/fence, parallel along the left (north) side of the house. The 3rd spot is a parallel parking spot along the front of the house. All additional cars must be parked in other designated paid public parking lots. We are so excited to host you! Please inquire so that we may confirm your booking Asap! SECURITY DEPOSIT: In lieu of a traditional security deposit charge or authorization hold for a large sum, we will instead charge a one-time non-refundable incidentals fee to your stay of $99. This fee acts as insurance for minor damages and covers you up to a max of $1000 of damage. You may elect to increase your incidentals fee for more coverage ($99 for $1000, $149 for $1500, $199 for $2000 and so on and so forth). *IMPORTANT: Guests must report to us any damage that has taken place during their stay before checkout, otherwise the incidental fee coverage is null and void. In this case, we reserve the right to charge the full amount of repairing or replacing the damaged items to you. Your insurance coverage amount ($500, $1000, $1500, etc) is not the max that you are responsible for. If damages exist beyond your coverage amount we will document this with photos and professional estimates of repair, and bill you for the repairs or replacements. Entire space is included in this rental. Please, make yourself at home. There is no street parking allowed whatsoever, no exceptions. The neighbors/neighborhood will ticket and tow. We have approximately 3 off street parking spots depending on the size of your vehicles. These spots consist of white gravel. 2 spots are bumper to bumper, requiring you to pull 2 vehicles straight in towards the gate/fence, parallel along the left (north) side of the house. The 3rd spot is a parallel parking spot along the front of the house. All additional cars must be parked in other designated paid public parking lots. We recommend renting a car to get around, or there are local pedi-cabs you can call to pick you up if you’re only traveling a short distance downtown. Rental Agreement: A quick virtual rental agreement is required—simple and guest-friendly! Traveling with Little Ones? We’re a BabyQuip affiliate! Ask us for easy baby gear rentals. Boat Tour Deal: Want discounted tickets to St. Augustine’s newest boat tour? Just ask—we’ve got the hookup! WEEKLY SERVICES: There are various service providers that visit and maintain the exterior of the property on a weekly basis and the days they visit vary from week to week. These services include lawn care, exterior pest control, trash handling and where applicable, pool and spa cleaners. Some properties may have other specialty service providers. If you see them outside, they are just on site to do their job and keep the home in its best condition for the enjoyment of our guests. Please remember that you’re staying in a house, not a hotel. Please treat the space with respect. If any problems arise, we will do our best to take action ASAP, but there is no one living on site 24/7. Guests must be 21 or older to book. Umbrella pictured is not included. There is a Ring doorbell outside of the front door of the home and an exterior camera that monitors the backyard. There are no cameras inside this home whatsoever. These exterior cameras are in place for your safety and the security of the home. There is no street parking allowed whatsoever, no exceptions. The neighbors/neighborhood will ticket and tow. We have approximately 3 off street parking spots depending on the size of your vehicles. These spots consist of white gravel. 2 spots are bumper to bumper, requiring you to pull 2 vehicles straight in towards the gate/fence, parallel along the left (north) side of the house. The 3rd spot is a parallel parking spot along the front of the house. All additional cars must be parked in other designated paid public parking lots. Pack N Play Available Upon Request with 48 hours notice. Pets are not allowed at this property. LOST AND FOUND ITEMS: We charge a $50 minimum to ship forgotten items, which must be paid in advance. For heavier items, we ask that you pre-pay the $50 and we will acquire any additional shipping cost and bill this to you accordingly + 25% service fee.

Walk Downtown, By Conch House, Free Parking, Games

St. Augustine, FL, US
1 Bedrooms 2 Guests
Aug 26 - 28
$105 night

Save to your wishlist, click the &lt;3 in the top right corner! *Book 2 nights, get the 3rd night 30% off!* &gt;Walk 3 min to restaurants >10 min walk or 2 min drive to downtown >5 min drive to St. Augustine Beach & The Amp! >1 small dog ok *with nightly fee >Sleeps 2 >Kid friendly pack n play >Board games & children’s toys >Sunny patio >Electric grill >Drip Coffee Maker >In-unit Washer Dryer >1 free parking spot >Smart TV’s with Netflix and Hulu >2-3 days of supplies (TP, trash bags, pods, etc) THE SKINNY: This cozy & comfortable condo is the perfect place for a couple or family to settle in and enjoy everything St. Augustine has to offer. You can quickly walk or drive to all of the hot spots of our historic city! For Nights of Lights, you can’t beat the quick walk and views of downtown as you walk over the Lion’s Bridge! The kitchen has all of the essentials and the home is equipped with your functional needs such as a pack & play, iron & ironing board. Back patio looks out over the condo’s backyard and A1A Blvd. Enjoy your morning coffee while sitting on the front of back patio balconies. Linens and towels are included. The beds are ultra-comfy. Take in the beautiful moon mural we carefully installed in the living room framing the Smart TV! THE LAYOUT - has a 1/1 layout BEDROOM 1: 1 King bed BATHROOM: En suite to the bedroom with a shower/tub combo. PARKING: This condo has one assigned spot and there is also free on-street parking. THE PROXIMITY: Just a 2 minute ride to the St. Augustine Amp (Ampitheatre) where you can see shows from many major bands and artists like John Legend, Iration, Young The Giant, etc and enjoy our Local Farmer’s Market every Saturday morning! Just as close by is Anastasia State Park and Lighthouse Park! The Conch House is walkable within the neighborhood, famous for seafood and Reggae Sundays! The St. Augustine beach pier parking lot is only 5 minutes away. You can bike to any of these locations utilizing the available bike rentals companies in the area as well! Walk to all of our favorite local spots: Black Fly Restaurant, The World Famous Conch House Restaurant, Osprey Tacos, Mojo’s Tacos, Gas Restaurant, Llama Restaurant, Whetstone Chocolates, Yoga Studios, Mellow Mushroom, and MUCH more! HISTORIC DOWNTOWN ST. AUGUSTINE: Just a few minute walk north is historic downtown St. Augustine! Take a tour, enjoy the rich Spanish history, the architecture, the food and craft cocktails and all that our pleasant waterfront town has to offer. Contact me for lots of insider local recommendations on what NOT to miss! BEACHSIDE FUN IN THE SUN: Our beaches are unparalleled! We really know how to enjoy what nature has blessed us with here in our quaint little St. Augustine. This home is situated a few minutes to St. Augustine Beach where you can park your car at any of the beach parking lots and walk on. You can also drive to one of the public beach accesses in Crescent or St. Augustine Beach to drive on. TURN IT UP: Want to live on the edge? There are a couple of rental shops nearby where you can rent surfboards, paddle boards, snorkeling gear, you name it! Deep sea fishing charters and boat rentals are also available in multiple places throughout town. Delivery bike rentals available via a local company. Contact me for recommendations. SECURITY DEPOSIT: In lieu of a traditional security deposit charge or authorization hold for a large sum, we will instead charge a one-time non-refundable incidentals fee to your stay of $49. This fee acts as insurance for minor damages and covers you up to a max of $1000 of damage. You may elect to increase your incidentals fee for more coverage ($99 for $1000, $149 for $1500, $199 for $2000 and so on and so forth). *IMPORTANT: Guests must report to us any damage that has taken place during their stay before checkout, otherwise the incidental fee coverage is null and void. In this case, we reserve the right to charge the full amount of repairing or replacing the damaged items to you. Your insurance coverage amount ($500, $1000, $1500, etc) is not the max that you are responsible for. If damages exist beyond your coverage amount we will document this with photos and professional estimates of repair, and bill you for the repairs or replacements. This entire condo is included in the rental, Please make yourself at home! PARKING: Parking is assigned. Please follow parking instruction in the check in instructions LAUNDRY: There is a washer & dryer inside the unit but there is also a shared laundry space available in the building. There is a cost of $1.75 per load to utilize the units. PETS: Dog friendly ONLY other pets will not be considered due to allergies. 1 small dog max, *WITH FEE* If you are bringing a dog, please reach out to us directly about our policy and fees! **Many booking channels do not automatically include pet fees (due to an integration gap with our software we have to add pet fees to your confirmed reservation manually). Please reach out if you plan to bring your dog!** BEACH GEAR: We only supply beach towels. Beach items do tend to accumulate from prior guests. We don’t inventory or replace beach gear items. If you want to leave anything behind for future guests, please feel free :) WEEKLY SERVICES: There are various service providers that visit and maintain the exterior of the property on a weekly basis and the days they visit vary from week to week. These services include lawn care, exterior pest control and where applicable, pool cleaners. Some properties may have other service providers. If you see them outside, they are just on site to do their job. While walking distance to the Historic Downtown area, we recommend renting a car for your stay. If you prefer to travel by bicycle or would just like to rent them for fun, check out Drifters for drop off/pick up bike rentals. Rental Agreement: A quick virtual rental agreement is required—simple and guest-friendly! Traveling with Little Ones? We’re a BabyQuip affiliate! Ask us for easy baby gear rentals. Boat Tour Deal: Want discounted tickets to St. Augustine’s newest boat tour? Just ask—we’ve got the hookup! WEEKLY SERVICES: There are various service providers that visit and maintain the exterior of the property on a weekly basis and the days they visit vary from week to week. These services include lawn care, exterior pest control, trash handling and where applicable, pool and spa cleaners. Some properties may have other specialty service providers. If you see them outside, they are just on site to do their job and keep the home in its best condition for the enjoyment of our guests. Guests must be 21 or older to book. Please remember that you’re staying in a house, not a hotel. Please treat the space with respect. If any problems arise, we will do our best to take action ASAP, but there is no one living on site 24/7. LAUNDRY: There is a washer & dryer inside the unit but there is also a shared laundry space available in the building. There is a cost of $1.75 per load to utilize the units. Pack N Play Available Upon Request with 48 hours notice. Dog friendly only. 1 dog total allowed, with maximum weight of 50 lbs each. Our dog rent fee is $30.00/night, $175.00/Week, with a maximum of $300.00/Month. -This fee is added on to your total after booking confirmation. -The fee doesn’t cover damage caused by your pet. We will provide photos and a handyman quote to fairly assess repair charges. -Pets must be fully housebroken, freshly bathed prior to arrival and treated with flea and tick meds within 30 days of check in. -Please share with us any details regarding weight, age, if crated when left alone, if allowed on furniture. If you are bringing a dog, please reach out to us directly about our policy and fees! NOISE LEVELS: There are residents all around on all sides as this is a residential neighborhood. Please respect their right to quiet enjoyment by keeping noise levels down and observing quiet time per St. Johns County ordinance from the hours of 10pm until 8am. LOST AND FOUND ITEMS: Lost & found items are only held for 14 days. We charge a $50 minimum to ship forgotten items, which must be paid in advance. For heavier items, we ask that you pre-pay the $50 and we will acquire any additional shipping cost and bill this to you accordingly + 25% service fee

3 BD/ 2 BA/ Saint Augustine (311 FB)

Saint Augustine, FL, US
3 Bedrooms 6 Guests
Aug 26 - 28
$148 night

Located in the highly walkable Davis Shores neighborhood, this beautiful vacation home is just a short walk or quick drive from major historical sites, unique stores, mini-golf & restaurants in St. Augustine, FL. • 3 Bedrooms/ 3 Bathrooms/ Sleeps 6 • St. Augustine Beach: 9 minutes (4.5 miles) • Vilano Beach: 14 minutes (5.5 miles) • Location: Flagler Blvd, Saint Augustine, FL 32080 DETAILS • 1,423 sqft • Central AC • Washer & Dryer • Fully Equipped Kitchen • Hair Dryers, Iron & Ironing Board • Private Door Code for Easy Check-In • Smart Roku TVs in Every Bedroom & Wi-Fi • Fresh towels and linens await you! Please note that we kindly ask guests to bring their own washcloths. • Private Screened-in Patio with an Outdoor TV, a backyard with a fire pit, and an outdoor dining area. - BEDROOM SETUP SINGLE-STORY HOME Bedroom 1: 1 King Bed (Private Bathroom) Bedroom 2: 1 Queen Bed Bedroom 3: 1 Bunk Bed (Twin Over Twin) + Shared Bathroom In Hallway - USEFUL INFORMATION • THIS HOME IS SELF-CATERING We do provide a small welcome kit to get you started. You can stop by the nearest supermarket to gather any additional items you may need for the duration of your stay. Please bring your own washcloths as we only provide towels. • CHECKING IN AND OUT - Check-in after 4:00 PM - Checkout before 10:00 AM • PARKING - Free on-site parking. Driveway available. • BBQ RENTAL - OPTIONAL - Cost: $75 for the entire stay • TRASH DISPOSAL Please dispose of the trash in the plastic bin daily to keep the home clean. • HOUSEKEEPING There is no daily housekeeping service provided in the rental rate. Before check-in, the unit will be thoroughly cleaned and inspected by a professional cleaning company. Clean sheets and towels will be available in the unit. Mid-stay cleaning services can be requested for an additional fee. PLEASE NOTE: Failure to comply with house rules may result in additional cleaning or repair charges.

Walk Downtown, Free Parking, By Conch House, Games

St. Augustine, FL, US
1 Bedrooms 2 Guests
Aug 26 - 28
$94 night

Save to your wishlist, click the &lt;3 in the top corner! Click "Show More" below for important info: &gt;Walk 5 min to restaurants >10 min walk or 2 min drive to downtown >5 min drive to St. Augustine Beach & The Amp! >1 small dog ok *w nightly fee >Sleeps 2 >Kid friendly pack & play >Board games, children’s toys >Sunny patio >Drip Coffee Maker >Smart TV’s w Netflix and Hulu >2-3 days of supplies (TP, trash bags, pods, etc) >1 free parking spot >Coin laundry facilities in adjacent building Please be advised: this home has a noticeable smoke smell from neighboring unit owners who smoke. If this is something you do not think you will be alright with, please consider booking any of our other homes. Ask about our sister condo in the building next door with a Moon and Stars theme! THE SKINNY: This cozy & comfortable condo is the perfect place for a couple or family to settle in and enjoy everything St. Augustine has to offer. You can quickly walk or drive to all of the hot spots of our city! For Nights of Lights, you can’t beat the quick walk and views of downtown as you walk over the Lion’s Bridge! The kitchen has all of the essentials and the home is equipped with your functional needs such as a pack & play, iron & ironing board. Back patio looks out over the condo’s backyard and A1A Blvd. Enjoy your morning coffee while sitting on the front of back patio balconies. Linens and towels are included. The beds are ultra-comfy. Take in the beautiful Sun and Dune mural we installed in the living room! THE LAYOUT - has a 1/1 layout BEDROOM 1: 1 King bed BATHROOM: En suite to the bedroom with a shower/tub combo. PARKING: This condo has one free assigned spot. There is also free on street parking. THE PROXIMITY: Just a 2 minute ride to the St. Augustine Amp (Ampitheatre) where you can see shows from many major bands and artists like John Legend, Iration, Young The Giant, etc and enjoy our Local Farmer’s Market every Saturday morning! Just as close by is Anastasia State Park and Lighthouse Park! The Conch House is walkable within the neighborhood, famous for seafood and Reggae Sundays! The St. Augustine beach pier parking lot is only 5 minutes away. You can bike to any of these locations utilizing the available bike rentals companies in the area as well! Walk to all of our favorite local spots: Black Fly Restaurant, The World Famous Conch House Restaurant, Osprey Tacos, Mojo’s Tacos, Gas Restaurant, Llama Restaurant, Whetstone Chocolates, Yoga Studios, Mellow Mushroom, and MUCH more! SPECIAL NOTE: The neighboring residents are active smokers. A smoke smell can often be present. Please be aware of this prior to booking. HISTORIC DOWNTOWN ST. AUGUSTINE: Just a few minute walk north is historic downtown St. Augustine! Take a tour, enjoy the rich Spanish history, the architecture, the food and craft cocktails and all that our pleasant waterfront town has to offer. Contact me for lots of insider local recommendations on what NOT to miss! BEACHSIDE FUN IN THE SUN: Our beaches are unparalleled! We really know how to enjoy what nature has blessed us with here in our quaint little St. Augustine. This home is situated a few minutes to St. Augustine Beach where you can park your car at any of the beach parking lots and walk on. You can also drive to one of the public beach accesses in Crescent or St. Augustine Beach to drive on. TURN IT UP: Want to live on the edge? There are a couple of rental shops nearby where you can rent surfboards, paddle boards, snorkeling gear, you name it! Deep sea fishing charters and boat rentals are also available in multiple places throughout town. Delivery bike rentals available via a local company. Contact me for recommendations. LAUNDRY SERVICE: We have shared coin laundry machines in a common area laundry room in the adjacent building for your use. SECURITY DEPOSIT: In lieu of a traditional security deposit charge or authorization hold for a large sum, we will instead charge a one-time non-refundable incidentals fee to your stay of $49. This fee acts as insurance for minor damages and covers you up to a max of $1000 of damage. You may elect to increase your incidentals fee for more coverage ($99 for $1000, $149 for $1500, $199 for $2000 and so on and so forth). *IMPORTANT: Guests must report to us any damage that has taken place during their stay before checkout, otherwise the incidental fee coverage is null and void. In this case, we reserve the right to charge the full amount of repairing or replacing the damaged items to you. Your insurance coverage amount ($500, $1000, $1500, etc) is not the max that you are responsible for. If damages exist beyond your coverage amount we will document this with photos and professional estimates of repair, and bill you for the repairs or replacements. This entire condo is included in the rental, Please make yourself at home! PARKING: Parking is assigned. Please follow parking instruction in the check in instructions. LAUNDRY: There is a shared laundry space available in the building. There is a cost of $1.75 per load to utilize the units. PETS: Dog friendly ONLY other pets will not be considered due to allergies. 1 small dog max, *WITH FEE* If you are bringing a dog, please reach out to us directly about our policy and fees! **Many booking channels do not automatically include pet fees (due to an integration gap with our software we have to add pet fees to your confirmed reservation manually). Please reach out if you plan to bring your dog!** BEACH GEAR: We only supply beach towels. Beach items do tend to accumulate from prior guests. We don’t inventory or replace beach gear items. If you want to leave anything behind for future guests, please feel free :) WEEKLY SERVICES: There are various service providers that visit and maintain the exterior of the property on a weekly basis and the days they visit vary from week to week. These services include lawn care, exterior pest control and where applicable, pool cleaners. Some properties may have other service providers. If you see them outside, they are just on site to do their job. While walking distance to the Historic Downtown area, we recommend renting a car for your stay. If you prefer to travel by bicycle or would just like to rent them for fun, check out Drifters for drop off/pick up bike rentals. Rental Agreement: A quick virtual rental agreement is required—simple and guest-friendly! Traveling with Little Ones? We’re a BabyQuip affiliate! Ask us for easy baby gear rentals. Boat Tour Deal: Want discounted tickets to St. Augustine’s newest boat tour? Just ask—we’ve got the hookup! WEEKLY SERVICES: There are various service providers that visit and maintain the exterior of the property on a weekly basis and the days they visit vary from week to week. These services include lawn care, exterior pest control, trash handling and where applicable, pool and spa cleaners. Some properties may have other specialty service providers. If you see them outside, they are just on site to do their job and keep the home in its best condition for the enjoyment of our guests. Guests must be 21 or older to book. The neighboring residents are active smokers. A smoke smell can often be present. Please be aware of this prior to booking. Please remember that you’re staying in a house, not a hotel. Please treat the space with respect. If any problems arise, we will do our best to take action ASAP, but there is no one living on site 24/7. LAUNDRY: There is a shared laundry space available in the building. There is a cost of $1.75 per load to utilize the units. Pack N Play Available Upon Request with 48 hours notice. Dog friendly only. 1 small dog allowed. Our dog rent fee is $30.00/Night, $175.00/Week, with a maximum of $300.00/Month. -This fee is added on to your total after booking confirmation. -The fee doesn’t cover damage caused by your pet. We will provide photos and a handyman quote to fairly assess repair charges. -Pets must be fully housebroken, freshly bathed prior to arrival and treated with flea and tick meds within 30 days of check in. -Please share with us any details regarding weight, age, if crated when left alone, if allowed on furniture. If you are bringing a dog, please reach out to us directly about our policy and fees! NOISE LEVELS: There are residents all around on all sides as this is a residential neighborhood. Please respect their right to quiet enjoyment by keeping noise levels down and observing quiet time per St. Johns County ordinance from the hours of 10pm until 8am. LOST AND FOUND ITEMS: Lost & found items are only held for 14 days. We charge a $50 minimum to ship forgotten items, which must be paid in advance. For heavier items, we ask that you pre-pay the $50 and we will acquire any additional shipping cost and bill this to you accordingly + 25% service fee.

Endless Views

St Augustine, FL, US
4 Bedrooms 12 Guests
Aug 31 - Sep 3
$625 night

We help make the most of your vacation by providing Free Admission to some of the area’s top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! See below for more details! Indulge in the ultimate coastal lifestyle at Endless Views, a premier resort-style estate positioned just steps from the Atlantic shoreline. This architecturally stunning residence combines the exclusivity of a private villa with the high-end amenities of a luxury resort. From the sun-drenched private pool to the sweeping panoramic balconies capturing the salt-tinged breeze, every detail is curated for an elevated vacation experience in America’s oldest city. The ground level serves as a versatile social hub, featuring a living area with a queen sleeper sofa, a children’s play corner, and a bunk room with two full beds. This floor opens directly to a fully fenced outdoor paradise equipped with a pristine pool, ten loungers, two grills, a fire pit, swing, and an outdoor shower. Beach access is effortless, located just steps from the spacious private driveway. The second floor is designed for grand entertaining, anchored by a gourmet kitchen and a light-filled living room with a gas fireplace. Dine alfresco on the private balcony as you take in the sights and sounds of the ocean. This level also hosts two sophisticated suites, one king and one queen, each featuring en suite baths and access to a southern-facing balcony. The third floor hosts a sophisticated master sanctuary, featuring a king bed, an inviting sitting area with a coffee cart, a smart TV, an expansive bathroom retreat with a jetted soaking tub, and a private balcony perfect for sunrise coffee and evening stargazing. A short stroll down the hall leads past a conveniently located half bathroom to the gateway of one of the home’s premier spaces; the two rooftop decks. Step outside onto the lower rooftop deck and ascend the signature spiral staircase to the upper observation level, where you are met with and surrounded by breathtaking, endless views of the St. Augustine horizon. Key Features: - Steps to beach - Private pool - Outdoor swing - Fire pit - Fenced yard - Outdoor dining - Three balconies - Two rooftop decks - Three suites - Smart TVs in all bedrooms and both living rooms Proximity: – 0.5 miles to Vilano Beach Pier – 2 miles to St. Augustine Lighthouse and Museum – 3 miles to Historic Downtown St. Augustine FREE FUN! Each booking will include one free entry per attraction each day of your stay! The following attractions are included: - St. Augustine Alligator Farm - St. Augustine Pirate & Treasure Museum - Old Town Trolley One Day Tour - Royal St. Augustine Golf & Country Club Course -The Fountain of Youth Additional attractions may be available, so feel free to reach out with any questions! Startup bathroom, kitchen, and laundry supplies are provided with each booking. 25 year age requirement to book and stay: Tenant must be at least twenty-five (25) years of age (an "adult") and will be an occupant of the unit during the entire reserved dates. Noise Ordinance: The city of St. Augustine has a noise ordinance that prohibits noise between the hours of 10:00pm-6:00am Sunday-Thursday, and 11:00pm-7:00am Friday-Saturday. Violations can result in a $500 fee. *Decibel levels are monitored at this property to abide by city and county noise ordinances. No smoking or vaping on the property. $500 fine for rule violation.

Tiki Nest

St. Augustine, FL, US
3 Bedrooms 11 Guests
Aug 28 - Sep 2
$209 night

We help make the most of your vacation by providing Free Admission to some of the area’s top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! See below for more details! Discover your own tropical pool paradise on Anastasia Island in Tiki Nest, a freshly updated and painted home with a beautiful pool and lush landscaping. Located right by The St. Augustine Alligator Farm and St. Augustine Lighthouse, and within walking distance to several restaurants and bars, this is a wonderful venue to relax and take in the beauty and history of St. Augustine. Rent bikes and enjoy a less than 1 mile ride to Anastasia Park, 3 miles to beach access, or a 1.5 mile ride over the Bridge of Lions to ride around the cobblestone streets of the Old City. Take in popular concerts in the St. Augustine Ampitheatre, just a 1 mile walk away. The fully fenced backyard will become your favorite spot for hanging out with family and friends, splashing in the pool, sunbathing, or resting in a hammock among the shady tropical foliage. Create your favorite drinks at the tiki bar. Tiki Nest has a spacious kitchen and living space which features an open floor plan and large breakfast and dining area, perfect for family meals, conversation, and games. The back screened porch is a great place for a morning cup of coffee, or an afternoon chat. The hammock cabanas are a great place to curl up with a favorite book. You will find all you need to prepare meals at home in the fully stocked kitchen. Bedrooms are outfitted with crisp white linens, and bathrooms are supplied with soft white towels and start up bath amenities. Amenities: Private Pool (Not Heated) Florida Room Tiki Bar Gas Grill Fully Stocked Kitchen All New Appliances Smart TVs (Living room, King bedroom, and Queen Bedroom) Driveway Parking Proximity: 1.5 miles to Downtown 3 miles to Beach 0.5 mile to Alligator Farm, Lighthouse Museum, and Public Boat Ramp 1 mile to St. Augustine Ampitheatre **PET POLICY: Only dogs are permitted, and must be approved by management PRIOR to booking. You must inquire with the number, weight, and breed to get approval before you book as some breed and size restrictions apply. A pet fee will be required upon approval. For safety and security purposes this property is equipped with cameras on each side of the garage overlooking the driveway, and a doorbell camera. Ride the Trolley around the area and take in the historic beauty of Downtown St. Augustine! Explore the oldest fort in the continental United States, the Castillo San Marcos, and stroll down colorful St. George Street filled with shops and restaurants of irresistible local flare. You might even spot a Pirate or Spanish Conquistador in period attire! Breathe in the warm, salty air as you enjoy a romantic walk along the waterfront as the sun sets, casting its final rays on the sparkling water, the drifting boats, and the picturesque Bridge of Lions. But don’t forget to make good use of the night by experiencing the Ghost train or Haunted House tour. Enjoy the endless variety of restaurants, coffee shops, ice cream, art, book stores and more just a short ride away from your front door. *Decibel levels are monitored at this property to abide by city and county noise ordinances. FREE FUN! Each booking will include one free entry per attraction each day of your stay! The following attractions are included: - St. Augustine Alligator Farm - St. Augustine Pirate & Treasure Museum - Old Town Trolley One Day Tour - Royal St. Augustine Golf & Country Club Course -The Fountain of Youth Additional attractions may be available, so feel free to reach out with any questions! Startup bathroom, kitchen, and laundry supplies are provided with each booking. 25 year age requirement to book and stay: Tenant must be at least twenty-five (25) years of age (an "adult") and will be an occupant of the unit during the entire reserved dates. Noise Ordinance: The city of St. Augustine has a noise ordinance that prohibits noise between the hours of 10:00pm-6:00am Sunday-Thursday, and 11:00pm-7:00am Friday-Saturday. Violations can result in a $500 fee. *Decibel levels are monitored at this property to abide by city and county noise ordinances. No smoking or vaping on the property. $500 fine for rule violation.

Beachfront Condo with Ocean Views & Pool Access

St. Augustine, FL, US
3 Bedrooms 6 Guests
Aug 29 - 31
$278 night

A stunning beachfront retreat in the historic city of St. Augustine, FL. This exquisite condo offers breathtaking ocean views and the perfect setting for a relaxing getaway. Please see: Other Things to Note *Pet Friendly home Wake up to the sound of waves and enjoy panoramic ocean views from your private balcony. The condo features modern decor and comfortable furnishings, creating a serene and inviting atmosphere. Rest easy in beautifully designed bedrooms with plush bedding and ample storage space. Enjoy gorgeous ocean views. This 3 bedroom, 3 bath condo is a 3-floor unit. The 3rd floor primary bedroom features a King and ensuite bath and Cable TV, with 2 comfortable swivel rocking chairs with private balcony patio and outdoor seating. The second 3rd floor Queen bedroom also offers a Cable TV and balcony access, as well as a remote workspace to quickly catch up on those emails! There is a studio-style bedroom with ensuite bath on the 1st floor featuring a King bed. Prepare your favorite meals in the well-appointed kitchen, complete with all the essentials and all stainless-steel appliances. You also have access to the onsite community pool! Step outside and find yourself just steps away from the sandy shores, perfect for sunbathing, swimming, or a leisurely stroll. This home uses door code entry for self-check-in; your door code is sent by email and text 48 hours prior to arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Immerse yourself in the blend of adventure and activity by renting a bicycle. Lose yourself in enchanting streets, uncover hidden treasures, and enjoy the ocean breeze. Take in a leisurely pace with beachfront strolls, explore shops, and savor local cuisine on foot. Enhance your experience with a sunset cruise, offering breathtaking views and the chance to spot playful dolphins. For the adventurous, rent kayaks, paddleboards, and other watercraft to explore our beautiful estuaries and waterways. Local favorites include Brewer Beach Rentals, St. Augustine City Tours, Doodle Cruises, North Guana Outpost, and Adventure Boat Tours. Please note that beach driving is not permitted. • Noise Disclaimer: Please note that the home is located near a roadway, and guests may experience traffic-related noise during their stay. This is outside of our control, and while we do our best to provide a comfortable experience, we cannot guarantee a completely noise-free environment. Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at one of our Starkey Properties by Portoro homes are required to sign (esignature) a rental agreement and complete identity registration. • Age restrictions apply. Reservation holder must be 25 years of age. • All guests must be included on the guest list and not exceed the maximum number stated on the listing. • Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. All guests are required to read the house manual upon arrival. Should you have any questions, please don’t hesitate to reach out to Starkey Properties by Portoro. • Known damages incurred during your stay must be reported to the property manager immediately. • Before check in, we will send you detailed directions to ensure a seamless arrival. • Check-in time is 4:00 p.m. Check-out time is 11:00 a.m. • We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. • Some homes offer pools/hot tubs. There is no guard around the water features when available. Use at your own risk. • Some homes have cameras for external monitoring only. • Stays over 29 days, please inquire separately for terms and conditions. • HOTEL TAX COLLECTION: Both St. Johns County and the State of Florida require all hotel and vacation rental hosts to collect hotel tax. We collect these two taxes within the booking transaction. The state requires 6.5% and the county requires 5%. • LONG-TERM STAYS: (Snowbird, long-term rental). Contact Wren Beach Rentals by Portoro to discuss if a long-term stay discount applies to this listing. Stays over six months are waived from paying the State and Local Hotel Tax. However, there are additional fees we need to collect for damage coverage and housekeeping. In compliance with our policies for long-term stays, we need to collect an additional cleaning fee for guests staying longer than 3 weeks. Your Guest Ambassador will coordinate the cleaning schedule for a minimum of once every 2 weeks. You can request cleanings more frequently if desired. Additional cleaning charges will be sent using a payment request or resolution request, immediately following the cleaning. Your guest ambassador will reply shortly and be available to assist you where needed. • This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. • This home is pet-friendly. Please note Any unauthorized animal will result in a $150 per day, per animal fee, and may lead to reservation cancellation and immediate removal from the Property. • 2 Dogs maximum permitted anywhere on the premises. $150 per pet, per stay, please let us know if you are bringing a dog.

Family Friendly, Pizza Oven & BBQ, Near Downtown

St. Augustine, FL, US
3 Bedrooms 6 Guests
Aug 26 - 28
$168 night

Save to your wishlist, click the &lt;3 in upper right corner! Book 2 nights, get the 3rd 30% off! &gt;Wood Fire Pit >BBQ + Pizza Oven >Private Fenced Yard >Family Friendly Home >10 min to Historic Downtown >5 min to Vilano Beach >Dog Friendly (welcome with fee) >Small Events Ok w Approval & Fee >Smart TVs + Fast WiFi >Keurig + Drip Coffee Makers >Washer + Dryer >3 days of starter supplies (TP, trash bags, pods, etc.) THE SKINNY: Evergreen Cottage is your perfect St. Augustine getaway! The spacious home is nestled just north of Historic Downtown, and is designed for families, couples, friends, and even your four legged companions looking to experience the very best of the nation’s oldest city. Whether you’re spending your days exploring the rich history of downtown, relaxing at nearby Vilano Beach, or gathering with loved ones, this home offers the perfect place to unwind. The backyard is where this home truly shines. Fire up the propane BBQ grill, craft homemade pizzas in the outdoor pizza oven, gather around the wood burning fire pit under the stars, challenge your group to a game of corn hole, or enjoy dinner together in the spacious outdoor seating area. Looking for a unique evening? Roll out the queen air mattress on the screened porch, lower the projector screen, and enjoy an unforgettable outdoor movie night under the Florida sky. Inside, you’ll find warm, inviting spaces inspired by the timeless charm of Historic St. Augustine. The fully equipped kitchen features both a Keurig and traditional drip coffee maker, making mornings easy whether you’re grabbing a quick cup before sightseeing or enjoying a slow breakfast together. The bar and dining corners are cheerful gathering spaces for your whole group to enjoy. Every bedroom, along with the living room, is equipped with a Smart TV, and high speed WiFi keeps everyone connected throughout your stay. Traveling with little ones? We’ve got you covered with a Pack ’n Play, high chair, baby monitor, changing table, baby bathtub, play mat, and more. Dogs are welcome (with fee), because vacations are even better when every member of the family gets to come along! 2 dogs total allowed up to 50 lbs. Planning a celebration? Small events are welcome with written approval and an event fee, making this a wonderful setting for small weddings, vow renewals, birthdays, reunions, bridal showers, family gatherings, and other intimate celebrations. THE PROXIMITY: Located just north of Historic Downtown St. Augustine, you’ll enjoy the perfect balance of a quiet residential neighborhood while remaining only minutes from everything the nation’s oldest city has to offer. Historic Downtown St. Augustine is just a short drive away, where you can stroll centuries old brick streets, tour the iconic Castillo de San Marcos, browse locally owned boutiques, enjoy award winning restaurants, sip craft cocktails, and immerse yourself in over 450 years of history. Vilano Beach is only minutes away and offers a quieter beach experience complete with the Vilano Beach Pier, waterfront restaurants, local shops, fishing, surfing, and beautiful sunrise walks along the Atlantic. Nearby attractions include: • Historic Downtown St. Augustine • Vilano Beach & Vilano Beach Pier • Castillo de San Marcos National Monument • St. George Street • The Fountain of Youth Archaeological Park • Ripley’s Believe It or Not! • Lightner Museum • St. Augustine Distillery • Colonial Quarter • Flagler College • Endless local restaurants, breweries, coffee shops, and boutiques Whether you’re planning beach days, sightseeing adventures, or relaxing evenings around the fire pit, this location puts it all within easy reach. THE SPACE: Thoughtfully designed for comfort and connection, this welcoming St. Augustine cottage combines inviting indoor living with an incredible backyard designed for gathering. The open living room flows seamlessly into the dining area and fully equipped kitchen, making it easy for everyone to stay together whether cooking, dining, or relaxing after a day of exploring. The kitchen includes both a Keurig and traditional drip coffee maker, quality cookware, and enough starter supplies to comfortably begin your vacation. Step outside to discover one of the home’s biggest highlights. The fully fenced backyard is perfect for entertaining with a propane grill, outdoor pizza oven, wood burning fire pit, corn hole, and plenty of comfortable seating. The screened porch transforms into an outdoor movie theater with the included projector, screen, and queen air mattress, creating a one of a kind experience you’ll be talking about long after your trip. Inside you’ll also enjoy: • Smart TVs in every bedroom and the living room • High speed WiFi • Family board games • Comfortable gathering spaces • Family friendly amenities for traveling with little ones • Thoughtfully designed interiors inspired by the character of Historic St. Augustine Whether you’re heading out to explore the nation’s oldest city, spending the afternoon at Vilano Beach, or relaxing around the fire pit with family and friends, this home offers the perfect place to reconnect and make lasting memories. OPEN LIVING: The kitchen opens directly to the dining and living areas so everyone can stay connected whether preparing meals, enjoying game night, or relaxing after a day of exploring. We provide enough paper products, trash bags, dishwasher pods, laundry pods, coffee supplies, and soaps to help you settle in during the first few days of your stay. Linens and bath towels are included. THE LAYOUT: This home features a 3 bedroom, 2 bathroom layout and comfortably sleeps up to 7 guests. Primary Bedroom: 1 King Bed with an en suite bathroom featuring a walk in shower and spacious walk in closet. Guest Bedroom 1: 1 Queen Bed with en suite bathroom with a shower/tub combo and a walk in closet. Guest Bedroom 2: 1 Twin Bed. Additional Sleeping: Queen air mattress available for additional guests. LAUNDRY: A full size washer and dryer are available for your convenience. Starter laundry pods, dryer sheets, an iron, ironing board, and basic cleaning supplies are provided. PARKING: Parking is available in the private paved or rocked driveway. Please do not park on the grass or block neighboring driveways. AMENITIES: Dog Friendly (dogs welcome with fee), Events Welcome with Prior Approval & Event Fee, Fully Fenced Backyard, Outdoor Pizza Oven, Propane Grill, Wood Burning Fire Pit, Outdoor Projector & Movie Screen, Screened Porch, Corn hole, Outdoor Dining & Lounge Seating, Roku Projector, Board Games, Smart TVs in Every Bedroom & Living Room, WiFi, Fully Equipped Kitchen, Keurig & Drip Coffee Makers, Washer & Dryer, Baby Gear (Pack ’n Play, High Chair, Baby Monitor, Baby Bath, Changing Table, Play Mat & More), Linens & Towels Included, Off Street Parking CONCIERGE SERVICES: We are pleased to offer our guests a variety of concierge services to make your stay even more memorable, including: • Private Chef Experiences • Grocery Shopping Before Arrival • Mid Stay Cleaning Services • Fresh Flowers Upon Arrival • Birthday & Special Occasion Decorations • In Home Massage • Private Yoga Sessions • Private Art Classes • Golf Cart Rentals • Jet Ski Rentals • And much more! HISTORIC DOWNTOWN ST. AUGUSTINE: Experience America’s oldest city just minutes from your front door. Wander charming brick streets, discover centuries of history, enjoy waterfront dining, explore museums and art galleries, browse local boutiques, sip handcrafted cocktails, and take in the unique character that makes St. Augustine one of Florida’s most beloved destinations. Need recommendations? We’d love to share our favorite local restaurants, hidden gems, and must see attractions. BEACH DAYS: Spend your mornings at nearby Vilano Beach enjoying peaceful walks, shell hunting, surfing, fishing from the Vilano Beach Pier, or simply relaxing in the Florida sunshine. Looking to explore even more coastline? St. Augustine Beach is also just a short drive away, offering additional restaurants, shopping, and beach activities. SECURITY DEPOSIT: In lieu of a traditional security deposit charge or authorization hold for a large sum, we instead charge a one time non refundable incidentals fee of $99. This fee acts as protection for minor damages and provides coverage for up to $1,000 in accidental damage. Guests may elect to purchase additional coverage for a higher limit. Any damages must be reported prior to checkout. Failure to report damages may void the incidental coverage, and guests may be responsible for the full cost of repair or replacement if damages exceed the selected coverage amount. Guests will have access to the entire home and all of it’s amenities. We recommend renting a car for your stay. If you prefer to travel by bicycle or would just like to rent them for fun, check out Drifters for drop off/pick up bike rentals. We can coordinate the delivery of a golf cart or jet-ski’s for your stay! Please let us know if you would like this service provided. I am here for you during your stay and can concierge an immersive guest experience for you based on our menu of service providers! However, our level of interaction is up to you. I’m only a phone call/message away. You will be able to self checkin upon arrival.

Heated Pool, Beach, Patio Lounge, Near Downtown

St. Augustine, FL, US
3 Bedrooms 8 Guests
Aug 30 - Sep 1
$329 night

Add my home to your wishlist, click the &lt;3 in top right corner! *Book 2 nights, get the 3rd night 30% off!* &gt;HUGE screened in pool! Heat pool for $60/day or $350/wk. >500 steps to beach >3 TV’s with streaming apps (not cable) >Lots of parking! >.5 miles to Publix grocery store >Short drive to marina, restaurants, boat rentals >Walk to intracoastal >Short drive to DT St. Aug >Washer + Dryer >BBQ Grill >3 days of supplies (TP, trash bags, etc.) This fantastic family home packs the perfect group getaway with its giant sparkling blue heated pool (option to upgrade to have the pool heated) will not disappoint, plus a stocked eat-in kitchen and plenty of driveway parking! Just 500 short steps and your toes are in the sand! Equally close are all of the restaurants, bars and grocery shopping on Vilano Rd, the main street of this area! Situated in Vilano Beach just a few minutes walk to the beach and inter-coastal waterway, this neighborhood is safe and highly sought-after as a vacation destination. Conveniently located a 2 minute drive from the Publix grocery store and multiple restaurants. Layout/Beds: 3 Bed 2 Bath - Sleeps 8 THE LAYOUT: This home has a solid 3/2 layout. >MASTER BEDROOM + BATH: King size bed and en suite bathroom with walk in shower and garden tub >GUEST BEDROOM 1: Queen size bed >GUEST BEDROOM 2: Queen size bed. >QUEEN Blowup Mattress >2ND FULL BATH: Located in the hall between the two guest bedrooms with shower/tub combo. Smart TV with streaming apps! Take a relaxing bath in the Master en-suite bathroom tub, enjoy a cup of coffee on the colorful patio furniture, or take a dive in the pool! *SECURITY DEPOSIT: In lieu of a traditional security deposit charge or authorization hold for a large sum, we will instead charge a one-time non-refundable incidentals fee to your stay of $99. This fee acts as insurance for minor damages and covers you up to a max of $1000 of damage. You may elect to increase your incidentals fee for more coverage ($99 for $1000, $149 for $1500, $199 for $2000 and so on and so forth). *IMPORTANT: Guests must report to us any damage that has taken place during their stay before checkout, otherwise the incidental fee coverage is null and void. In this case, we reserve the right to charge the full amount of repairing or replacing the damaged items to you. Your insurance coverage amount ($500, $1000, $1500, etc) is not the max that you are responsible for. If damages exist beyond your coverage amount we will document this with photos and professional estimates of repair, and bill you for the repairs or replacements. You will have access to the entire home. Please make yourself at home! Option to have pool heated for $60/day or $350/wk. When outside temperatures fall below 60°F, the heater will continue to operate; however, the surrounding air may prevent the pool from reaching the desired temperature. We suggest renting a car for your stay. Rental Agreement: A quick virtual rental agreement is required—simple and guest-friendly! Traveling with Little Ones? We’re a BabyQuip affiliate! Ask us for easy baby gear rentals. Boat Tour Deal: Want discounted tickets to St. Augustine’s newest boat tour? Just ask—we’ve got the hookup! PET POLICY: Up to 2 dogs maximum allowed, max of 50 lbs each. WEEKLY SERVICES: There are various service providers that visit and maintain the exterior of the property on a weekly basis and the days they visit vary from week to week. These services include lawn care, exterior pest control, trash handling and where applicable, pool and spa cleaners. Some properties may have other specialty service providers. If you see them outside, they are just on site to do their job and keep the home in its best condition for the enjoyment of our guests. Please remember that you’re staying in a house, not a hotel. Please treat the space with respect. If any problems arise, we will do our best to take action ASAP, but there is no one living on site 24/7. Guests must be 21 or older to book. Please Note: Pool is offered at $60 a day or $350 a week. When outside temperatures fall below 60°F, the heater will continue to operate; however, the surrounding air may prevent the pool from reaching the desired temperature. Pack N Play Available Upon Request with 48 hours notice. LOST AND FOUND ITEMS: We charge a $50 minimum to ship forgotten items, which must be paid in advance. For heavier items, we ask that you pre-pay the $50 and we will acquire any additional shipping cost and bill this to you accordingly + 25% service fee.

Luxury Direct Ocean Front, Near Downtown, Heated Pool, Hot Tub, Game Room, Sleeps 28, Pets,

St. Augustine, FL, US
6 Bedrooms 28 Guests
Aug 30 - Sep 1
$1,142 night

Escape to Seaside Rose, a stunning 6-bedroom, 6-bath luxury retreat set directly on the sandy shores of Vilano Beach, just minutes from historic St. Augustine. Designed for families, friends, and groups of up to 28 guests, this private oceanfront home combines resort-style amenities such as chef’s kitchen, hot tub and saltwater heated pool with elegant, comfortable living. Wake up to ocean views, spend the day in the heated saltwater pool, and end the evening in the hot tub under the stars. Every detail is designed for relaxation, connection, and unforgettable coastal memories. Top Highlights -Direct oceanfront location -Steps to the beach -Sleeps up to 28 guests -Heated saltwater pool -Hot tub -Outdoor kitchen and dining -6 bedrooms, 6 full bathrooms (4 en-suite) -Fully equipped chef’s kitchen -Family- and pet-friendly -1 Gigabit WiFi -Beach chairs, wagon and cooler Outdoor Oceanfront Living Step into your private backyard oasis overlooking the Atlantic. Lounge by the heated saltwater pool, unwind in the hot tub, or prepare dinner in the outdoor kitchen while the ocean breeze rolls in. Whether you’re soaking up the sun, enjoying a family barbecue, or dining under the stars, the outdoor space feels like your own private resort. Spacious & Comfortable Interiors Inside, the home is designed for both relaxation and gathering. -6 comfortable bedrooms with quality mattresses -6 full bathrooms, including 4 en-suites -Open living spaces for group gatherings -Plush linens and thoughtful finishes -Outdoor shower for easy beach days After a day in the sun, relax in the living room or enjoy a quiet evening by the pool. Fully Equipped Chef’s Kitchen Perfect for group meals and celebrations, the kitchen includes: -High-end appliances -Ample prep space -Large dining area -Coffee makers and family-friendly dinnerware -Cooking essentials, oils, spices, and utensils Cook together indoors or grill fresh seafood outside for a memorable coastal dinner. Entertainment & Nearby Attractions There’s something for everyone at Seaside Rose. -Direct beach access just steps away -Heated pool and hot tub -Mini-golf and outdoor entertainment -Minutes to historic St. Augustine -Close to restaurants, shops, and attractions Spend your days exploring the nation’s oldest city, then return to your peaceful oceanfront retreat. Family- & Pet-Friendly Features Traveling with kids or pets is easy here. -Baby gear available -Beach chairs, wagon, cooler and essentials -Pet-friendly for up to two small dogs Designed to make every guest feel welcome and comfortable. Important Property Policies -Non-smoking property -Minimum booking age: 25 -Booking guest must stay for the duration of the reservation -Exterior security cameras installed Pet Policy  $300 fee for one dog  $600 fee for two dogs  Maximum weight: 30 lbs per dog  No other pets allowed Additional rules:  Pick up after pets (failure may result in $750 fine)  Pets not allowed on furniture unless covered  Pets may not be left unattended  Pets not allowed in pool Pool Information  Heated via electric heat pump  Temperature set to 87°F  Heating effectiveness reduced below 55°F air temperature  Pool serviced Tuesdays and Fridays Check-In & Quiet Hours  Check-in: 4:00 PM  Check-out: 10:00 AM  Contactless entry with automatic door code Quiet hours:  10 PM – 7 AM (Sun–Thu)  11 PM – 7 AM (Fri–Sat) Book your stay at Seaside Rose and experience the perfect balance of oceanfront relaxation, resort-style amenities, and luxury coastal living.

Sea la Vie l Pool l Walk to Beach l Sleeps 14

St. Augustine, FL, US
5 Bedrooms 14 Guests
Aug 26 - 28
$368 night

Sea la Vie is a fun and open beach home in Vilano Beach! Walk to the beach in less than 5 minutes! -> Backyard hangout with pool, seating, and string lights for fun all day and night! -> Roof deck with peek a boo views of the ocean -> Up to 4-5 coveted off-street parking spaces -> Spacious kitchen and living area for gathering -> Multiple living spaces so everyone can spread out and relax -> 2 blocks walk to beach access and about a 5 minute drive to downtown Welcome to Sea la Vie~ The perfect beach vacation home for large groups and families! Sea la Vie is located just 2 blocks away from the white sandy Vilano Beach, and only minutes to downtown St. Augustine. Publix and popular dining are less than a mile away! Make your way into this charming home where you are greeted with bright, sun-filled rooms, soft comfortable furnishings and everything you could need for a relaxing beach side stay: [FIRST FLOOR] DINING ROOM: >Dining space for 6 KITCHEN: >Spacious kitchen with stainless appliances, gas stovetop, coffee bar, and large island >Bar seating for 4 LIVING ROOM: >Airy living room surrounded by windows bringing in ample sunlgiht >Smart tv FULL BATHROOM: >Full bathroom with walk in shower BEDROOM 1 (Sleeps 2): >Furnished with Double bed BEDROOM 2 (Sleeps 2): >Furnished with Queen bed, smart tv, closet, and dresser [SECOND FLOOR] BEDROOM 3 (Sleeps 2): >Furnished with Queen bed, smart tv, and dresser OPEN LIVING: >Cozy nook next to Queen bedroom with couch and smart tv FULL BATHROOM: >Full bathroom accessed from the hallway with shower/tub combination and double vanity BEDROOM 4 (Sleeps 4): >Primary bedroom furnished with Queen bed, dresser, smart tv and closet >Additional private living space with pullout couch >Private ensuite bathroom with glass shower and 2 vanities BEDROOM 5 (sleeps 2): >Furnished with King bed, dresser, closet, smart tv [THIRD FLOOR] LOFT >Open loft with work desk and pull out couch ROOF DECK: >Watch the sunset from the roof deck with seating for 2 and peek a boo views of the ocean [BACKYARD] COVERED PATIO: >Spacious covered patio with ample seating, fans to cool off with, and sting lights for evening ambiance POOL: >Beautiful pool and spa >2 pool side lounge chairs and built in seating on back patio wall Guests have private access to the entire home and backyard with private pool as well as free Wi-Fi, complimentary coffee for the first morning and access to a laundry with washer and dryer. Guests will not be provided access to the garage. Ample parking is available in the driveway. The best way to get around St. Augustine is with your own car or in a rental, however, the beach is in a short walking distance! Guests can also use rideshare apps like Uber and Lyft or call a taxi with cars available at all times of the day. *Please note due to pool paint color, a green tint is noticeable at all times. **Garage access is not available for guest use and will be locked off during your stay

Home 1 Block from 2 Beaches w/Private Pool, High-Speed WiFi & Central AC

st. augustine, fl, US
4 Bedrooms 11 Guests
Aug 26 - 28
$345 night

Escape to this stylish and contemporary vacation rental in the heart of Vilano Beach, St. Augustine’s best kept secret. Your perfect retreat for a relaxing coastal getaway awaits! Located just a short walk from 2 private beaches. Whether it is the classier Porpoise Point overlook at the end of Palencia St. or the more bustling Anahma Dr. beach access at the end of Corunna Street, you’ll be on the soft sands and making memories in no time. Vilano Beach offers the best of laid-back coastal living, with a scenic fishing pier stretching into the Tolomato River, the iconic Bluebird of Happiness statue, and a charming mix of beachside grills, pizza spots, a marina and a monthly nighttime market when Main Street transforms into a vibrant artisan’s market from 4:00 PM to 8:00 PM every third Saturday of the month. Night owls might enjoy the newest dining sensation, Pesca’s, with its regionally inspired food combined with premium beverages on the rooftop bar that overlooks the best of St. Augustine. Or relax off the grid strolling along the Vilano Beach Nature Boardwalk, where mosaic art of local wildlife enhances the serene wetland views. This modern retreat is within easy walking distance of beaches, shops, and fantastic local restaurants. Inside, you’ll find a fully equipped kitchen with stainless steel appliances, ample counter space, a breakfast bar, and a coffee station to start your mornings right. Gather at the dining table for meals or board games, then kick back in the cozy living area with a smart flatscreen TV—just bring your streaming logins! Outside, enjoy a furnished deck, fire up the gas grill, or lounge by the shared pool with plenty of seating for soaking up the sun. Whether you’re here to explore the beauty of Vilano Beach or simply unwind in comfort, this vacation rental is the perfect home base for your next adventure! Nearby Services and Dining Options Cafe within 5 miles. Casual dining within 1 mile. Dine-in restaurant within 1 mile. Gas station within 3 miles. Supermarket within 4 miles. Places to Visit During Your Stay Attraction Distance From Home Ripley’S Believe It Or Not! 3.1 Miles Castillo De San Marcos National Monument 3.5 Miles St Augustine Lighthouse & Maritime Museum 5.2 Miles St. Augustine Alligator Farm Zoological Park 5.3 Miles Anastasia State Park 5.7 Miles Fiesta Falls Miniature Golf 9.0 Miles The St. Augustine Amphitheatre 5.9 Miles Things to Know Free high-speed WiFi and cable Full kitchen with a dishwasher Beach towels are available for guest use Netflix and HBO streaming are available with guest accounts Age-appropriate dinnerware is available for younger guests Snowbird-friendly *It costs USD35 per day to heat the swimming pool. Guests must request heat three days in advance to heat the swimming pool *Separate entrances are available for the downstairs bedrooms

Vacation Rentals in St. Augustine by Amenities & Features

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Vacation Rentals Near St. Augustine

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