Vacation rentals in Seaside, FL with a pool

Explore 905 vacation rentals, homes, and villas with pools in Seaside, FL for your next getaway or business trip. Step outside to your own private or shared pool and into a home filled with premium amenities such as Air Condition Homes, Homes with Free Parking and Best Affordable Homes. Throughout your stay, unwind poolside, soak up the sun, and enjoy an outdoor space designed for relaxation. With options starting as low as $67 per night and homes offering up to 21 bedrooms and 20 bathrooms, it's easy to book a comfortable, personalized stay. You'll also have access to high-speed Wi-Fi and 24/7 local support, creating a more secure, connected atmosphere for your trip. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, so each trip's more rewarding than the last. Book your next poolside escape with Homes & Villas by Marriott.

905 Homes with Pools in Seaside

WaterColor "Wispy Waters" 73 Western Lake Drive

Santa Rosa Beach, FL, US
5 Bedrooms 14 Guests
Aug 27 - 30
$2,387 night

HOME HIGHLIGHTS: -Per WaterColor HOA, all guests 5 years of age or older must be included in your adult guest total in order to receive wristbands to access amenities and pools. This home is allotted 14 wristbands. - Private Heated Pool with spacious pool deck **Pool heating is available for this property from October 1st through May 1st for $35 per day** - Impeccable interior design - Top of the line furnishings and appliances - Carriage house - 5 adult bikes provided - Natural Gas Grill - Third floor tower - Complete Clean Linen Participant - ALL linens, including comforter covers, are laundered upon every checkout Guests staying in WaterColor will have access to the newly expanded WaterColor Beach Club. It features a new main pool and lounge area, second pool deck with additional lounge seating, and third pool with zero-entry, as well an enhanced WaterColor Grill, and new sunset bar, Costa Chica. All have scenic views of the Gulf of Mexico. DETAILS: A lavish WaterColor escape awaits at Wispy Waters. Accommodating 14 guests in unparalleled comfort, this property boasts 5 bedrooms and 5.5 bathrooms between the Main House and Carriage House. Indulge in resort-style community amenities, including the WaterColor Beach Club, Camp WaterColor, multiple pools, and pickleball courts. Delectable dining and shopping venues are scattered throughout, with more options at neighboring Seaside. Imagine days of poolside fun and relaxing on the sugar-soft sand—beach access is only a 2-minute walk away! Expertly designed with sprawling porches, coffered ceilings, and beautifully weathered wood floors, the Main House is a decadent example of coastal lavishness. In the living area, an array of comfortable seating and a 70” TV encourage gatherings with loved ones. The gourmet kitchen was crafted for culinary excellence and entertaining, boasting a Wolf range, 2 refrigerators, a wine chiller, and an ice maker. Sip pre-dinner drinks at the marble-topped island with seating for 4. When it’s time to dine, the 10-person table tucked into a windowed alcove invites intimate dinner parties, or guests can savor a meal at the alfresco table for 8 on the screened-in porch. French doors lead to the spacious back patio, furnished with a porch swing, cushioned wicker chairs, and a gas grill. Wander down to the private pool and surrounding loungers, sheltered by flourishing hedges, for a peaceful and private repose in the seaside breeze. A charming living space, featuring a queen sleeper sofa, TV, and wet bar, welcomes guests to the second level. For sleeping accommodations, choose between the palatial primary featuring a plush king bed and private bathroom, an inviting guest bedroom with a king bed, and 2 lovely bunk rooms, each with a twin-over-twin bunk. The 2 furnished balconies, facing the pool and street, complete the level. On the third level, catch stunning sunsets from the observation tower. The Carriage House offers extra seclusion, featuring a guest bedroom with a king bed, a well-equipped kitchenette with a refrigerator and glass cooktop, and a living space with a queen sleeper sofa and TV. Experience the elegance and enchantment of a WaterColor getaway at Wispy Waters. Parking for 2 vehicles, 5 complimentary bikes, and seasonal trolley service make exploring effortless. The nearest beach access is on Goldenrod Circle past the WaterColor Inn, a quick 2-minute walk, or at the WaterColor Beach Club. Book today! SLEEPING ARRANGEMENTS: SECOND FLOOR - Primary Bedroom: King Bed, Private Bathroom With Shower and Tub - Guest Bedroom: King Bed, Private Bathroom With Shower Tub Combo - Guest Bedroom: Queen Bed, Shared Bathroom With Shower - Guest Bedroom: (1) Twin Over Twin Bunk Bed With Twin Trundle & (1) Twin Over Twin Bunk Bed, Private Bathroom With Shower - Sitting Area: Queen Sleeper Sofa CARRIAGE HOUSE - King Bed and Queen Sleeper Sofa Private Bathroom With Shower, Kitchenette With Microwave and Sink Weddings are not allowed at this home. If this policy is violated, you may be asked to vacate the property and forfeit any rental payments as well as be subject to HOA, community and 360 Blue fines. Please note: Effective March 15, 2014, Low-Speed Vehicle rentals in WaterColor must be made through The Electric Cart Company and will be limited to 80 vehicles throughout the community at any given time. Only one cart may be rented per home and rentals will be granted on a first-come, first-served basis.

WaterColor "Happy Place Beach House" 81 Western Lake Drive

Santa Rosa Beach, FL, US
7 Bedrooms 14 Guests
Aug 19 - 24
$2,024 night

HOME HIGHLIGHTS: - Per WaterColor Community guidelines the maximum number of wristbands this home is allotted is 14 bands to access WaterColor amenities and community pools - Located in the beautiful Beach community of WaterColor - 7 adult bikes - Private pool **Pool heating is available for this property from October 1st through May 1st for $35 per day** - Carriage house - SONOS sound system - Parking for 2 vehicles - Complete Clean Linen Participant - ALL linens, including comforter covers, are laundered upon every checkout Guests staying in WaterColor will have access to the newly expanded WaterColor Beach Club. It features a new main pool and lounge area, a second pool deck with additional lounge seating, and a third pool with zero-entry, as well as an enhanced WaterColor Grill, and a new sunset bar, Costa Chica. All have scenic views of the Gulf of Mexico. DETAILS: Happy Place Beach House—the promise is in the name! Collectively featuring 7 bedrooms and 6.5 bathrooms between the Main House and Carriage House, this WaterColor property is the ultimate Emerald Coast retreat with a private pool, multiple outdoor spaces, and beautiful accommodations for 14 guests. WaterColor’s famous Beach Club is only a short walk, and guests have access to all community amenities, including pickleball courts, footpaths, pools, and sugar-sand beaches. The Main House’s first floor features a spacious mudroom with 2 washers and 2 dryers, as well as 2 guest bedrooms—2 twin beds are in the first, and 1 king bed is in the second. In the courtyard, a shimmering private pool, lounge chairs, porch swing, and Sonos sound system create an idyllic hideaway. Natural light fills the main-level great room, adorned with wicker accents, glittering chandeliers, and floor-to-ceiling French doors. There’s room to gather with a sofa and 2 armchairs around the Smart TV, plus 2 additional armchairs beside the 10-person dining table. The gourmet kitchen is a chef’s dream, boasting high-end appliances, ample counter space, and a 5-stool breakfast bar. Enjoy a refreshing drink on the covered balcony’s cushioned furniture or at the 8-seat alfresco table. Off the dining area is a second outdoor space with a 2-person bistro set, daybed, and outdoor kitchen. Retire for the night in the luxe primary bedroom with a king bed and private bathroom. Take the stairs to the lookout tower for amazing ocean views and sunsets. For privacy, retreat to the charming Carriage House featuring a living space, kitchen, 2-seat table, and guest bedroom with a king bed and private bathroom. Discover space, convenience, and luxury at WaterColor’s Happy Place Beach House. Parking for 2 vehicles and 7 complimentary adult bikes makes exploring easy. Both private beach accesses are less than a 5-minute walk. Book today! SLEEPING ARRANGEMENTS: (Sleeps 14): FIRST FLOOR: -Guest Bedroom: King Bed, Private Bathroom with Shower/Tub combo -Guest Bedroom: 2 Twin Beds, Shared Bathroom with Shower Only SECOND FLOOR: -Primary Bedroom: King Bed, Private Bathroom with Shower and Tub Separate THIRD FLOOR: -Guest Bedroom: King Bed, Private Bathroom with Shower Only -Bunk Room: 2 Twin-over-Twin Bunk Beds, Shared Bathroom with Shower Only -Loft Bedroom: 2 Twin Beds, Shared Bathroom with Shower Only -Additional Sleeping Area: Sunroom with 2 Twin Beds CARRIAGE HOUSE: -Guest Bedroom: King Bed, Private Bathroom with Shower Only *Weddings are not allowed at this home. If this policy is violated, you may be asked to vacate the property and forfeit any rental payments, as well as be subject to fines. *Please note: Per HOA Policy, all Low-Speed Vehicle rentals in WaterColor must be made through The Electric Cart Company and will be limited to 80 vehicles throughout the community at any given time. Homes are permitted one Low-Speed Vehicle per home. Homes with owner provided Low-Speed Vehicles are not permitted to rent an additional

One in a Vermillion

Santa Rosa Beach, FL, US
7 Bedrooms 16 Guests
Aug 25 - 27
$1,368 night

About this space 6-Seater LSV/Golf Cart + 6 bikes +WaterColor amenity access INCLUDED COMPLIMENTARY! Just MINUTES from Camp WaterColor! The home steps out onto WaterColor’s stunning trail system! Easy walking distance to the Frog Pond Pool and the Boathouse! Featuring 7 bedrooms and 6.5 bathrooms (including a separate carriage house) sleeping 18+, a private pool and huge outdoor space, fireplace, BBQ grill, outdoor shower, ping pong table, porches galore, and 2 masters! Beautiful views from 4th floor viewing tower! The space Welcome to ’One in a Vermillion!’ Step through the front door and you’re immediately greeted by the stunning chef’s kitchen, featuring a 6-burner stove with a flat top, dual ovens, a wine fridge, and oversized island with seating. The kitchen seamlessly flows into the dining room and then the living room, with large glass doors that lead out to the back let in plenty of natural light. Also on the first floor is the first master bedroom, complete with a King bed, private porch access, and an en-suite bathroom with a glass shower. Tucked just behind the kitchen is a full laundry room and a convenient half bathroom. Step out from the living room to your own private backyard oasis filled with amenities! Enjoy a private, heated pool with sun loungers, a shaded/covered outdoor fireplace, a built-in BBQ grill with bar seating for four, and an outdoor shower! There’s also an outdoor dining table, a comfortable outdoor sofa, and a ping pong table tucked along the spacious wraparound porch! Head upstairs to the second floor, where you’ll find an office nook with a built-in desk, along with three spacious bedrooms. The second master bedroom features a King bed, a walk-in closet, a private balcony with a daybed swing, and an en-suite bathroom with dual vanities, a glass shower, and a separate soaking tub. The other two bedrooms on this floor both have Queen beds, access to a shared balcony, and en-suite bathrooms. One of the bathrooms has a glass shower, and the other bathroom has a shower/tub combination and is also accessible from the hallway for added convenience. Up on the third floor, the last two bedrooms make the perfect space for kids or extra guests. One is a fun bunk room with two sets of Twin-over-Twin bunk beds with two Twin trundles, and the other bedroom has two Twin beds. Both of these rooms share a hallway bathroom with a glass shower. An elegant spiral staircase leads you up to the fourth-floor viewing tower, perfect for taking in the views and coastal breezes! For even more space and privacy, there is a separate carriage house above the garage (just across the pool) which includes a comfortable living area, kitchenette, and it’s own King bedroom with an en-suite bathroom with a glass shower. There is parking for 7-8 cars in the driveway (please note there is no garage access). Don’t forget to take the LSV/Golf Cart and bikes around to explore all that WaterColor has to offer! Pass under mature shade trees, along perfectly-manicured grounds, past fountains and over bridges! This home is the perfect place for an unforgettable 30A getaway! This house comes with a maximum of 16 wristbands, which per the WaterColor HOA limits the number we accommodate even if there are sleeping arrangements in the home for more. Children under 5 are not required to wear a wristband so are not included in this number. SLEEPING ARRANGEMENTS (Sleeps 18 Guests): FIRST FLOOR -Living Room -Dining Room -Kitchen -Laundry Room -Half Bathroom -Bedroom 1 (Master): King bed, private porch, en-suite bathroom with glass shower SECOND FLOOR -Office Area with built-in desk -Bedroom 2 (Master): King bed, walk-in closet, private balcony with daybed swing, en-suite bathroom with dual vanities, glass shower, + separate soaking tub -Bedroom 3: Queen bed, shared balcony, en-suite bathroom with glass shower -Bedroom 4: Queen bed, shared balcony, en-suite bathroom with shower/tub combination (bathroom also accessible from hallway) THIRD FLOOR -Bedroom 5: Bunk Room with two sets of Twin-over-Twin bunks with Twin trundles, shared hallway bathroom with glass shower -Bedroom 6: Two Twin beds, shared hallway bathroom with glass shower FOURTH FLOOR -Spiral staircase up to the 4th floor viewing tower CARRIAGE HOUSE (above garage) -Living Area -Kitchenette -Bedroom 7 (Master): King bed, en-suite bathroom with glass shower There is also a pack n’ play available at the home for guests’ use! Guest access The WaterColor community is the most desirable community on 30A due to its exceptional community amenities. Guests will have inclusive access to the gulf-front WaterColor Beach Club and new Camp WaterColor facilities, in addition to 7 other beautiful swimming pools located throughout the community, the closest of which is the wonderful (and quiet) Frog Pond Pool and park! The Beach Club is just across the bridge (3 minute bike ride), making this home a dream to not have to worry about parking since it is an easy walk or even quicker bike ride! Camp WaterColor is about a 3-minute LSV/Golf Cart ride. The highly exclusive and stunning Lake District location of this home cannot be beat! These are large estate-style homes with a quiet, neighborhood feel - great for kids to play and ride bikes tucked away from busy roads with no through traffic! The WaterColor Beach Club features a huge main pool and lounge area, an ’adults only’ pool, additional pool deck with even more lounge seating, and third pool area with zero-entry (perfect for even the littlest kids!). It also has dining service available, and a sunset bar, Costa Chica. All of these amenities have beautiful views of the Gulf! Camp WaterColor is geared towards kids and has its main butterfly pool with monarch slide for older kids, caterpillar pool (zero-entry + children’s area with skipper slide for littler kids), lazy lizard pool (zero-entry + lazy river), lifeguards on duty, The Canteen restaurant + bar, basketball court, playing field, and playground. Other things to note -Beach chairs through WaterColor Beach Club should be reserved in advance. -In order to receive the proper number of amenity wristbands, you must enter the total number of people in your group upon booking. Please bear in mind that the HOA will not be able to provide additional wristbands once you are here. Finally, the WaterColor HOA will charge $50 per wristband to replace any that are lost. Watercolor requires guest contact information for Watercolor wristband registration. -Please note we provide a starter set of supplies such as toilet paper, paper towels, trash bags, dishwasher + laundry pods for your stay. -Check in is 4:00 PM & check out is 10:00 AM. These times are strict and late check out may be subject to another day’s rental fees. -Smoking is strictly prohibited. -Pool heating must be for the full duration of your stay and must be requested 48 hours prior to check in and paid before the heater will be turned on. Pool heating cost is $50/night of your reservation and is available from October 1 - April 30. -All renters must be over 25 years of age, or if under age 25 must be accompanied by a parent/legal guardian. -Please note that guests will need to sign a waiver for usage of the LSV. A $500 refundable hold is also collected and returned at check-out, provided there is no damage. -LSV/Golf Cart is not to be driven past the town of Seagrove to the East or the town of Grayton Beach to the West. Resolving any issue from the LSV/Golf Cart battery dying because of the renters not charging it will be charged to the renters. -Damages that occur will be collected from the renters. -Southern Holiday Homes can not be held liable for any damage or injury to any persons caused by LSV/Golf Cart, pool, bikes or other amenities provided to guests.

Just in Thyme

Santa Rosa Beach, FL, US
6 Bedrooms 16 Guests
Aug 20 - 22
$942 night

Just In Thyme Features - 100 Yards to Dogwood/Thyme Beach Access. Beach service available at this location - 2 min bike ride to Seaside shopping and dining, including the famous Seaside Food Trucks - Pet Friendly for up to 2 dogs, 60 pounds or less, non-aggressive breeds only. Approval from Exclusive 30A and payment of a non-refundable pet fee is required prior to your arrival. - Private Pool - can be heated for an additional fee October through April - Complimentary Use of 6 Taxi bikes, serviced regularly to keep them in top shape for your arrival - Fenced-in backyard with paved sundeck and poolside lounge chairs - Outdoor grills - both gas and charcoal grills available - Catch a glimpse of the Gulf from the balcony - Wrap around balconies on the 2nd and 3rd floor with lots of seating - Outdoor dining on 2nd floor balcony - 1 Min Walk to the Beach, 5 Minute Walk to Seaside for shopping and dining - Large Covered patio with private outdoor shower, ping pong table, and outdoor dining - Main living area on the 2nd floor with full kitchen, dining area, and living area with flat screen TV and DVD player - Dining area with seating for 10 plus breakfast bar seating for 4 - 3rd Floor Den with dining table for 4, cushioned seating, wet bar, mini fridge, and flat screen TV - 2nd floor laundry room with washer and dryer - Driveway Parking for 4 Cars. RVs, Trailers, and street parking prohibited - Concierge services available, including grocery delivery, golf cart rentals, beach service, and baby equipment rentals - At least one mid-stay clean is required for any reservation 10 days or longer and this cost is included in your reservation. Extra cleans can be scheduled for an additional fee 6 Bedrooms, 6 Baths, Sleeps 16 - 1st Floor Bunk Nook with Twin bunk (sleeps 2): TV and DVD player, built-in ladder and guard rail on top bunk, hallway access to adjacent full bath with walk-in shower - 2nd Floor King Suite 1: TV, private entrance to wrap around balcony, dresser and closet storage, ensuite bath with vanity sink and walk-in shower featuring bench seating - 2nd Floor Bunk Room with two sets of Twin over Twin Bunks (sleeps 4): TV, closet and dresser storage, adjacent to full bath with combination shower/tub - 3rd Floor King Suite 2: TV, walk-in closet and dresser storage, private access to Gulf facing wrap around balcony, ensuite bath with his and hers vanity sinks plus jetted tub and walk-in shower - 3rd Floor Queen Room 1: TV, dresser and closet storage, adjacent to full bath with walk-in shower and vanity sink - 3rd Floor Queen Suite: 2 Queen Beds (sleeps 4), private entrance to wrap around balcony, Gulf view from bed! TV, dresser and closet storage, ensuite bath with walk-in shower Best in location and comfort, Just In Thyme will be your family’s new favorite vacation home. Nestled among gorgeous Magnolia Trees for a peaceful atmosphere, this 3000 square foot home is only 100 yards to the Dogwood/Thyme Beach Entrance and a 5-minute stroll (or 2-minute bike ride) to the center of Seaside with lots of shopping and dining options. This home is also loaded with amenities to ensure you have everything you need for a wonderful 30A vacation experience including a fenced in backyard with private pool and outdoor game room. Area Construction - Due to the outstanding beaches and amazing communities along 30A, our area is getting more popular each year. There is a high possibility of nearby construction, home remodels, community changes and county projects on the roads and bridges along 30A year-round and throughout every single community. Please be aware that refunds will not be issued due to noise disturbance or unsightly views due to nearby projects. STR 053572 TDT 053572

Better By The Beach | 164 Red Cedar Way

Santa Rosa Beach, FL, US
4 Bedrooms 12 Guests
Aug 23 - 26
$1,749 night

Better By the Beach | Camp District, Watercolor 164 Red Cedar Way, Santa Rosa Beach, FL 32459 Property Manager presents, Better By The Beach, a beautiful 4 bedroom 4.5 bathroom home located in the Camp District of Watercolor. This vacation rental home shows off multiple outdoor spaces with a tower that gives 360 views of Watercolor while providing a memorable experience of your beach vacation. As you enter on the first floor you are greeted by a grand staircase that leads upstairs. If you are to walk straight you will see the master bedroom on your left. Accompanied with a soak in tub and a walk in shower, closet space, and a large room with all around windows. Walking past the master bedroom you will enter the Kitchen with an open living space. The kitchen features a double sink that will help assist in cooking. The kitchen is fully stocked with up to date appliances and everything you will need. Multiple couches surround a fireplace in the living room creating an at home feel during your vacation. There is a dining table with room for eight. An attached sunroom that is windowed has views of the plunge pool / spa (can be heated for $50/day). The perfect place to read and relax while still being able to see outside. There is a screened in sunroom porch at the back of the house with access to the plunge pool / spa. There is a half bath and laundry room located on the first floor as well. The second floor hosts the three other bedrooms and a bunk nook. On the left there are two bedrooms both with their own bathrooms. The right displays a bunk nook with 4 beds and another bedroom. The bunk nook and other bedroom share a bathroom in the hall that is large with a shower tub combo. A second living room is on this level that is an amazing space for guests on this level. The second floor balcony has an outdoor seating area with a bed swing. The third floor hosts the fun! A media room is the owner of this floor. Accompanied with a TV and multiple seating areas this room is a great socialization spot for kids or adults. Games are provided and entertainment is ensured! There is a half bathroom on this floor as well. ~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~ HOME HIGHLIGHTS Sleeps 12 4 Bedrooms + Bunk Space 4 Full Bathrooms + 2 Half Baths 4 Seater Golf Cart Plunge Pool (can be heated for $50/day) Outdoor Shower Spacious Floor Plan Multiple Outdoor Spaces Tower Views of Watercolor 4 Beach Cruiser Bicycles Full Access to All WaterColor Community Swimming Pools, Including Camp WaterColor and the Beach Club FIRST FLOOR \- Laundry room \- Kitchen with stainless steel appliances \- Open concept living room \- Dining table with room for 8 \- Outdoor sunroom \- Master bedroom with a king size bed and private bathroom with a soaking tub and walk-in shower \- Half bath SECOND FLOOR \- Guest bedroom with a king size bed and private bathroom \- Bunk space with two twin over twin bunk beds \- Guest bedroom with a queen size bed and a private bathroom \- Guest bedroom with a queen size bed \- Shared hall bathroom \- Second living room with cozy seating and a tv THIRD FLOOR \- Media room with comfortable seating \- Games and puzzles \- Access to the Tower that provides stellar views of Watercolor \- Half bathroom OUTDOOR SPACES \- Multiple balconies with seating \- Plunge pool (can be heated for $50/day) \- Lounge chairs \- Corn hole \- Front porch swing \- 4 seat golf cart ADDITIONAL \- Hi-Speed WiFi (Not Responsible for Service Disruptions). \- Parking for 2 vehicles. \- Fireplace not for guest usage \- NO events, such as wedding receptions and other large gatherings are allowed. Only people sleeping in the home are allowed on this property. If violated, double cleaning fees, as well as other possible fees, will apply. \- NO PET HOME. Per the signed Rental Agreement, any violation of the NO PET policy will result in IMMEDIATE EVICTION, plus additional cleaning charges. BIKES: The quote you will receive includes 4 beach cruisers. RESERVATION/BOOKING POLICY \- MINIMUM AGE: All properties require a minimum of one adult OVER THE AGE of 26 be staying at the property throughout the rental term. \- RATES: SATURDAY TO SATURDAY ONLY - Spring Break and Summer. . . . \- CHECK-IN BEGINS at 4:00 PM and CHECK-OUT IS BY 10:00 AM. \- CLEANING: Reservations made for more than 12 nights require a full clean during your stay. This will be added onto your total when checking out. Reservations for less than 12 days, have the option to add a mid-stay clean onto your reservation. RATES: SATURDAY TO SATURDAY ONLY - Spring Break and Summer. ​​​​​​​ ADDITIONAL RENTAL RATES Additional Rental Rates include the following items: Amenity Passes, Bike Fee, PDP Fee, Cleaning Fee, Admin Fee, and CSA Trip Insurance. ***These additional items may alter based on property selection and guest add- on preferences.

Azure Leisure - Pool!

Santa Rosa Beach, FL, US
5 Bedrooms 12 Guests
Aug 19 - 22
$880 night

HOME HIGHLIGHTS: - Gulf views - Short walk to the beach and Seaside - Private Pool and sitting spa **Pool heating available Oct 1-May 1 for $35 per day** - 5 adult bikes - In-home elevator - Complete Clean Linen Participant - All linens, including comforter covers, laundered upon every checkout DETAILS: In the heart of Seagrove Beach, Azure Leisure blends comfort, convenience, and coastal charm. Boasting 2,607 square feet of thoughtfully designed space, this stunning home hosts up to 12 guests across 5 bedrooms, 4 full bathrooms, and 2 half baths. Friends and family will love the breathtaking Gulf views from the upper-floor balconies, relaxed afternoons in the private pool and sitting spa, and the unmatched convenience of being only steps away from Seaside attractions. Serene 30A days and walkable beach access await! A cheerful blue façade welcomes guests into this 3-story retreat. The sun-soaked entryway leads to a peaceful living area with comfy sofas and an adjoining kitchen with sleek appliances for poolside refreshments and snacks. Unwind in the loft with a king and twin mattress, or opt for the guest bedroom’s queen Murphy bed, complete with its own bathroom. Entertain friends and family outside—take a dip in the pool, recharge in the sitting spa, and fire up the grill to savor quick bites in the enclosed backyard. An outdoor shower and half bath add convenience, while the washer and dryer keep beach gear fresh. Take the in-home elevator to the second floor, featuring a spacious primary bedroom with a king bed, private bathroom, and balcony, as well as 2 other guest bedrooms sharing a Jack-and-Jill-styled bathroom—one boasts a king bed and the other has a twin-over-king bunk bed and twin trundle that’s perfect for families. The third floor is the heart of the home, blending the living, dining, and kitchen areas into an inviting space for gathering. Settle into the comfy L-shaped sectional and armchairs to take in the stunning Emerald Coast views or enjoy a family movie night. Savor early-morning coffee at the 3-stool breakfast bar and gather for lively conversation around the abutting dining table with 5 white slip-covered chairs and a bench. High-end appliances and a charming island in the gourmet kitchen make meal prep a breeze. Kick back in the guest bedroom on this floor, boasting a king bed and private bathroom. The nearby half bath adds convenience. Admire exceptionally colorful sunsets from the charming third-floor balcony! Azure Leisure blends relaxation and adventure! With on-site parking for 4-5 vehicles—plus 5 complimentary bikes—it’s easy to explore the area, including nearby Seaside restaurants and attractions. For beach access, walk or bike Timpoochee Trail Beach and cross 30A! Book now! SLEEPING ARRANGEMENTS (SLEEPS 12): FIRST FLOOR: -Guest Bedroom: Queen Murphy Bed with additional loft sleeping area with a King and Twin mattress together, Private Kitchen and Bathroom with Shower Only SECOND FLOOR: -Primary Bedroom: King Bed, Private Bathroom with Shower Only -Guest Bedroom: King Bed, Shared Jack and Jill bathroom with Shower/Tub Combo -Guest Room Twin-over-King with Twin Trundle, Shared Jack and Jill bathroom with Shower/Tub Combo THIRD FLOOR: - Guest Bedroom: King Bed, Private Bathroom with Shower Only *Unfortunately the 4th floor crow nest is not accessible to guests

Beach Blessings

Santa Rosa Beach, FL, US
6 Bedrooms 16 Guests
Aug 31 - Sep 2
$864 night

Top Reasons to Book Beach Blessings: * Public Beach Access Approx. 0.1 Miles Away * Private Pool With Heating Options (Fee Applies) * Golf Cart (6-Seater LSV) Included At The Home * Second Living Area + Wet Bar * Private Screened-In Porch * Propane/Gas Grill * Professionally Managed Some places stop time. Old Seagrove Beach is one of them. Beach Blessings sits in the heart of historic Old Seagrove Beach, where ancient oaks draped in Spanish moss shade winding white gravel roads and the Florida Gulf Coast feels exactly the way it was always meant to feel. Unhurried. Unspoiled. Unforgettable. This six-bedroom beach cottage sleeps your whole family or group in effortless coastal charm, with a huge private pool to anchor every lazy afternoon and a setting that turns ordinary moments into memories your family and friends will talk about for years. The beach is just a short walk away, Surfing Deer and Seagrove Village Market are practically neighbors, and the beloved flavors of Seaside — Airstream Row, Great Southern, Pickles and Bud and Alley’s — are just minutes down the road. Beach Blessing is not just a place to vacation. It is a place to remember what slowing down actually feels like, and to rediscover what matters most: the people you are with and the moments you create together. Beach Blessings is a charming 6-bedroom, 5-bathroom coastal retreat that sleeps up to 16 guests, thoughtfully designed for relaxed beach living along Scenic 30A. This inviting escape features a private pool, a screened porch, and multiple living areas, creating a graceful setting designed for comfort and togetherness. The home is arranged across two levels, creating a natural balance between shared spaces and private accommodations. The second floor serves as the main living level, where the open kitchen, dining, and living areas connect seamlessly for everyday gathering and time together. Three bedrooms are also located on this level, including a master suite with its own bathroom and direct access to the screened porch. On the first floor, three additional bedrooms—including a bunk room—are paired with an extra living area and wet bar, providing flexibility and space to spread out throughout the stay. Outdoors, the screened porch offers a peaceful retreat to unwind and leads down to the fenced private pool, where loungers and a grill are ready for afternoons outdoors and relaxed evenings after the beach. A complimentary 6-passenger golf cart (LSV) is included for exploring nearby restaurants and local spots with ease. Public access at Azalea–Camelia Beach Access is just a 2-minute walk away, offering a quiet stretch of shoreline with no parking required. With its thoughtful layout, outdoor spaces, and nearby beach access, Beach Blessings delivers a memorable coastal retreat along 30A. Home Layout and Bedroom Details: 1st Floor: Second Living Area + Wet Bar: The downstairs living space provides a cozy yet refined setting with a plush sleeper sofa and accent chair, complemented by direct access to the back patio. The corner wet bar features a full-sized refrigerator and sink, making it a convenient spot for entertaining or evenings in. Bedroom #1: This bedroom includes 2 twin/twin bunks and a private closet just off the 1st floor living area. There is access to Bathroom #1 next to the back door. Bathroom #1: This bathroom includes a single vanity and shower/bathtub combination for Bedroom #1. Bedroom + Bathroom #2: This bedroom includes a king-sized bed, 2 nightstands, a dresser, private closet, and flat-screen TV. There is a private bathroom attached with a single vanity and shower/bathtub combination. Bedroom + Bathroom #3: This bedroom includes a king-sized bed, 2 nightstands, a dresser, private closet, and flat-screen TV. There is a private bathroom attached with a single vanity and large walk-in shower. Backyard + Porch: The backyard features a private pool surrounded by loungers and open deck space, offering a relaxed setting for swimming and sun-filled afternoons. A nearby grill makes outdoor meals easy and enjoyable, while the second-level screened porch provides a covered retreat for dining, conversation, and unwinding in a breezy coastal setting. These spaces create a thoughtful blend of open-air relaxation and shaded comfort for enjoying time outdoors. 2nd Floor: Kitchen: The spacious kitchen is designed for effortless cooking and entertaining, featuring crisp white cabinetry, polished finishes, and stainless steel appliances throughout. Amenities include a refrigerator, microwave, dishwasher, toaster, Keurig, drip coffeemaker, crockpot, griddle, and blender, along with all standard cookware and utensils. A pass-through bar with seating for 4 creates an ideal space for casual dining. Dining Room: The dining area is next to the kitchen and includes a spacious table with seating for 8, highlighted by pendant lighting overhead. Living Room: The bright living room features a spacious sectional with accent seating, a mounted flat-screen TV, and an open layout that connects easily to the porch. Soft coastal touches and natural light create a welcoming space designed for relaxing, gathering, and spending time together. Bedroom + Bathroom #4: This bedroom includes a king-sized bed, 2 nightstands, a private closet, and flat-screen TV. It has direct access to the screened-in porch. There is a private bathroom attached with a single vanity and shower/bathtub combination. Bedroom #5: This bedroom includes a king-sized bed, 2 nightstands, a dresser, private closet, and flat-screen TV. This bedroom shares Bathroom #5 with Bedroom #6. Bathroom #5: This bathroom includes a spacious Jack-and-Jill vanity and shower/bathtub combination for Bedrooms #5 and #6. Bedroom #6: This bedroom includes a queen-sized bed, 2 nightstands, a dresser, private closet, accent chair, and flat-screen TV. It has direct access to the porch. This bedroom shares Bathroom #5 with Bedroom #5. Laundry: The laundry room is located on the 2nd floor and includes a full-sized washer and dryer. House Rules: -Guests must be at least 25 years old to book this property. -This is a NON-smoking property. -Pets are NOT permitted in this home. Student Booking Policies: -College student groups must all inquire and get approval before booking. Rates for student groups are subject to change; the price will be determined upon inquiry. -If a college student group is accepted, they will be subject to a $100.00 fully refundable damage deposit per person. -Golf carts are not included for groups under the age of 25 or college student groups. Parking: -All cars must be in the driveway. 4 cars maximum. No Trailers, RVs, Scooters, Boats, or Motorcycles are permitted without approval.

Freebird Seagrove

Santa Rosa Beach, FL, US
7 Bedrooms 26 Guests
Aug 19 - 22
$1,653 night

HOME HIGHLIGHTS: - Gulf views - Located two blocks from the beach - Short walk to the beach and Seaside - Private Pool **Pool heating available Oct 1–May 1 for $35 per day** - Rooftop hot tub - Complimentary beach setups each morning include 2 beach chairs with 1 umbrellas (Mar 1-Oct 31) - Complimentary Peloton Bike- an Alaya exclusive amenity - Free Standing Ice Maker - 7 adult bikes - 6-passenger Low-Speed Vehicle - In-home elevator - Fireplace - Complete Clean Linen Participant—All linens, including comforter, are laundered upon every checkout DETAILS: Nestled 2 blocks from the glittering Gulf, Freebird Seagrove offers a blissful beach getaway for 26 guests, boasting 7 beautiful bedrooms, 8.5 bathrooms, and ample amenities. Stargaze from the rooftop sitting spa, sunbathe by the private pool, or take advantage of the numerous living spaces made for entertaining large groups. A playful, contemporary design curates a welcoming atmosphere inside this 4-level home. The first-level game room is the perfect escape, featuring an L-shaped sofa, Smart TV, foosball table, classic arcade game, and kitchenette. Outside, a privacy fence offers peaceful seclusion for barbecuing on the grill, enjoying the shaded patio, or stretching out beside the sunlit pool. When bedtime arrives, choose between this level’s 3 guest bedrooms, each featuring a king bed. All the home’s bedrooms feature a private bathroom and Smart TV. The in-home elevator provides effortless access to the second level, where weathered beams and pale wood add a coastal touch to the open great room. Dual dark couches and 2 armchairs flank the fireplace and 65” Smart TV, equipped with a Sonos soundbar for elevated movie experiences. The fabulous kitchen is a chef’s dream with Thermador appliances, quartz countertops, and 2 dishwashers. Enjoy freshly prepared meals at the table for 10, with extra seating for 2 at the breakfast bar. Step outside the sliding doors, where a spacious screened-in porch with seating and a picnic-style table encourages relaxing or dining in the fresh air. Sleeping accommodations on this level include 2 guest bedrooms with king beds. The third floor features a kid-friendly playroom with beanbag seating, a Smart TV, and a cozy hideaway, alongside 2 bunk rooms—each outfitted with 2 full-over-full bunks. On the top floor, take in the sweeping bird’s-eye view while sneaking in a workout on the Peloton bike. A wet bar, loveseat, and Smart TV add comfort inside, while the rooftop patio’s sitting spa calls for peaceful nights beneath the stars. Savor a lavish getaway at Freebird Seagrove. Parking for 4 vehicles—plus 7 complimentary adult bikes and a 6-passenger low speed vehicle—makes it easy to explore Seagrove Beach and 30A. For beach access, follow Dogwood Street to East County Highway 30A, turn left, and the Dogwood-Thyme Beach Access will be on the right. Book today! SLEEPING ARRANGEMENTS FIRST FLOOR: - Primary Bedroom: King Bed, Private Bathroom with Shower Only - Guest Bedroom: King Bed, Private Bathroom with Shower/Tub Combo - Guest Bedroom: King Bed, Private Bathroom with Shower/Tub Combo - Half Bathroom: Toilet Only SECOND FLOOR: - Guest Bedroom: King Bed, Private Bathroom with Shower Only - Primary Bedroom: King Bed, Private Bathroom with Shower/Tub Separate - Half Bathroom: Toilet Only THIRD FLOOR: - Guest Bedroom: Two Full over Full Bunk Beds, Private Bathroom with Shower/Tub Combo - Guest Bedroom: Two Full over Full Bunk Beds, Private Bathroom with Shower/Tub Combo FOURTH FLOOR: - Guest Bathroom: Shower/Tub Combo

Watercolor "White Sands and Suntans" 34 Pine Needle Way

Santa Rosa Beach, FL, US
4 Bedrooms 12 Guests
Aug 23 - 26
$1,053 night

HOME HIGHLIGHTS: - Per WaterColor HOA, all guests 5 years of age or older must be included in your adult guest total in order to receive wristbands to access amenities and pools. This home is allotted 12 wristbands. - 6 passenger golf cart - Private pool **Pool heating is available for this property from October 1st through May 1st for $25 per day** - 5 adult bikes - Screened-in porch - Spacious balcony with forest views - Hallway bunks - Flat-screen TVs in every bedroom - Firepit - Sonos system - Grill - Premium, stainless-steel appliances - Complete Clean Linen Participant - ALL linens, including comforter covers, are laundered upon every checkout Guests staying in WaterColor will have access to the newly expanded WaterColor Beach Club. It features a new main pool and lounge area, second pool deck with additional lounge seating, and third pool with zero-entry, as well an enhanced WaterColor Grill, and new sunset bar, Costa Chica. All have scenic views of the Gulf of Mexico. DETAILS: Cheers to the memories made at "White Sands and Suntans!" This exquisite 4-bedroom, 4-bathroom home is located in WaterColor’s Forest District. With stark white walls and furnishings with accents of coastal blue throughout, this cheerful home captures the feel of a Florida cottage while still maintaining its elegance. Surrounded by forest views, this home has ultimate privacy from the pool area and plenty of space to enjoy the outdoors. The first floor is welcomed by an open kitchen and living area with a flat-screen TV, access to the screened-in porch, and seating for 8 at the dinner table and 5 at the breakfast bar. There is a guest bathroom down the hall adjacent to the secondary living room and first guest room with 2 sets of twin-over-twin bunk beds and a sleeper sofa. Upstairs, there is a set of twin-over-twin bunk beds in the hallway that separates the primary suite from the remaining guest rooms. The primary suite features private access to the balcony, sitting area, and private bathroom. The final 2 bedrooms feature a king and queen bed with private bathrooms. The corner balcony on the second floor is a cozy spot to enjoy the Gulf breeze and find a moment of serenity with a view of the Florida pine trees surrounding the home. Guests are just a short walk or bike ride to the many amenities around WaterColor’s neighborhood including tennis courts, nature paths, playgrounds, and The Boathouse. It’s also near Publix and the retail and dining options at the WaterColor Crossings center. Don’t miss your chance to stay in this fabulous WaterColor home! SLEEPING ARRANGEMENTS: (SLEEPS 12): FIRST FLOOR: - Guest Bedroom: Two Twin-over-Twin Bunk beds and Queen Sleeper Sofa, Shared Bathroom with Shower Only SECOND FLOOR: - Primary Bedroom: King Bed, Private Bathroom with Shower Only - Guest Bedroom: King Bed, Private Bathroom with Shower/Tub Combo - Guest Bedroom: Queen Bed, Private Bathroom with Shower Only - Hallway Bunk: Twin over Twin Bunk bed Weddings are not allowed at this home. If this policy is violated, you may be asked to vacate the property and forfeit any rental payments as well as be subject to HOA, community, and 360 Blue fines. Please note: Low-Speed Vehicle rentals in WaterColor must be made through The Electric Cart Company and will be limited to 80 vehicles throughout the community at any given time. Only one cart may be rented per home and rentals will be granted on a first-come, first-served basis.

Winter’s End

Santa Rosa Beach, FL, US
4 Bedrooms 12 Guests
Aug 29 - Sep 1
$1,028 night

Winter’s End by Oversee 30A | Perfect in Walton County Awards – Three-Time Diamond Winner – Best Rental Mgmt. 2026, 2025, 2024 Winter’s End is in the heart of historic Seagrove. Modern and wonderfully decorated with distinctive art, the courtyard home was built for luxury living and convenience. With 2,922 sq. ft, it comfortably sleeps 12. Highlights: - Seagrove - .4 miles to San Juan Public Beach Access - 4 bedroom, 3 bath - Large, saltwater, private pool! (optional heat) - Golf cart! - Gas grill - 4 bikes! Explore Seagrove, Seaside, and WaterColor. - 4-star restaurants - Boutiques Your entire family will love this luxurious beach sanctuary with a private saltwater pool and spa. The serene courtyard oasis, complete with comfortable lounge chairs, can be accessed at several points, including a primary bedroom. Your crew will also take advantage of the complimentary 4-seater golf cart, for zooming to the beaches, shops, and eateries. Or cruise around on one of the 4 complimentary bikes. Never a dull moment. Check out the stunningly designed interiors and the peaceful screened-in porch on the second floor. With high ceilings, rustic wood beams, and a gas fireplace, the expansive and handsome ground-floor living area is undeniably unique. The living room, with a large TV, has lots of plush, comfortable seating. The dining area includes seating for 8, along with a side table for 4, which doubles as a game table for rainy days. The impressive chef’s kitchen is equipped with two large sinks, a 5-burner gas range, double wall ovens, and 2 Bosch dishwashers. An exquisite, large quartzite island has additional seating for 5. A guest bedroom, queen, with a Smart TV, is next to the shared hall bath. A primary bedroom, king, is just as fabulous and includes a massive walk-in shower with multiple shower heads, a double quartzite vanity, and a private water closet. The second floor includes two guest bedrooms and a shared full bath with a double vanity and tub/shower combo. Relax on the large three-sided screened-in porch, overlooking the courtyard, which includes a comfy swinging seat, a loveseat, a side table, and outdoor fans. For a truly unique beach escape, take a dip in Winter’s End! Welcome! Our dedicated team at Oversee 30A, a local company, is committed to ensuring your stay is nothing short of exceptional. We strive for perfection and are just a stone’s throw away should you require any assistance. Reach out to us anytime, seven days a week, with the added peace of a 24/7 emergency line. Overview: - 860 steps (.4 miles) to the beach (San Juan Public Beach Access) - 4 bedroom, 3 bath - 2922 sq ft - Large 8’x20’ saltwater pool - (can be heated seasonally for an additional $55.00 per day, contact Oversee for details) - Gas grill - Wi-Fi included - 4 bikes included - Complimentary 4-seater gas golf cart - Parking limited to 3 vehicles with no street parking Overnight: - King in primary bedroom 1st floor; private shower; TV - Queen 1st floor; hall shower; TV - King with twin/twin bunks in 2nd floor guest room; shared hall bath with tub/shower; TV - Queen with twin/twin bunks in 2nd floor guest room; shared hall bath with tub/shower; TV Check-in is 4:00 PM CST. Checkout is 10:00 AM CST.

Seagrove "St. Charles" 45 Camellia Street

Santa Rosa Beach, FL, US
8 Bedrooms 26 Guests
Aug 19 - 22
$2,045 night

HOME HIGHLIGHTS: - Steps from the beach - Complimentary beach setups each morning include 2 beach chairs and 1 umbrella (Service provided March 1 - October 31) - Private heated pool *Pool heating available October 1 - May 1 for $65 per day* - Elevator - 8 adult bikes - 6-Passenger low speed vehicle - Complimentary Peloton Bike- an Alaya exclusive amenity - Sonos - Bike ride from WaterColor & Seaside, FL - Panoramic Gulf views from the rooftop deck - Outdoor kitchen and entertaining space - Game room with pool table - Commercial ice maker - Dual gas range stove - Dual refrigerators & dishwashers - Event friendly - Complete Clean Linen Participant - All linens, including comforter covers, laundered upon every checkout DETAILS: Indulge in a luxurious Seagrove Beach vacation at St. Charles. This expansive home accommodates 26 guests in immaculate luxury featuring 8 beautiful bedrooms, 8 bathrooms, and 2 half baths, perfect for family reunions, bachelorette trips, or groups seeking a delightful escape. Revel in blissful days lounging by the heated pool, savoring tasty barbecue from the outdoor kitchen, toasting the sunset on the observation deck, and strolling to the beach—only a 2-minute walk away! The lavish first floor evokes a playful spirit with a pool table and wet bar. A stunning, private oasis awaits out the glass doors and features an outdoor kitchen with a gas grill, a refrigerator, and a TV for leisurely entertainment. Slip into the private pool’s cooling waters or bask in the sunshine on the loungers. When it’s time to retire, 2 guest bedrooms invite unwinding with soft king beds and private bathrooms. The bunk room is a great option for the younger guests, with 1 queen-over-queen bunk bed, 2 twin-over-twin bunk beds, and a private bathroom. The impeccably designed second floor features the main living space, where a stunning natural wood ceiling and abundant natural light create a warm, inviting setting. Cooking enthusiasts will love the chef’s kitchen, which is perfectly equipped with top-of-the-line appliances. The adjacent dining table’s long bench and 6 chairs allow for ample seating with additional accommodations at the 4-stool breakfast bar. In the adjoining living space, watch TV or relive favorite memories from the day while relaxing on the 2 couches and armchairs. A covered, well-furnished deck welcomes guests outside. Enjoy a peaceful night in the spacious primary bedroom, featuring a king bed and a private bathroom. On the third-level landing, discover an extra living space, a sleeping nook with 2 built-in, twin-over-twin bunk beds, and a charming balcony with cushioned seating and a spiral staircase to the rooftop deck. The luxe primary bedroom and 3 lovely guest bedrooms each offer a plush king bed; the primary and 2 of the guest bedrooms include a private bathroom. Experience breathtaking Gulf views from the fourth-floor deck, outfitted with 2 alfresco tables. St. Charles offers an exceptional Seagrove Beach experience, easy exploration with 8 adult bikes and a 6-passenger low-speed vehicle, as well as quick beach access—only 400 feet away at Azalea-Camelia Beach Access. Book today! SLEEPING ARRANGEMENTS (Sleeps 26): FIRST FLOOR - Guest Bedroom: King Bed, Private Bathroom with Shower Only - Guest Bedroom: King Bed, Private Bathroom with Shower Only - Guest Bedroom: Queen-over-Queen Bunk Bed and Two Twin-over-Twin Bunk Beds, Private Bathroom with Shower Only SECOND FLOOR - Primary Bedroom: King Bed, Private Bathroom with Shower and Tub THIRD FLOOR - Guest Bedroom: King Bed, Private Bathroom with Shower Only - Guest Bedroom: King Bed, Private Bathroom with Shower Only - Primary Bedroom: King Bed, Private Bathroom with Shower and Tub - Guest Bedroom: King Bed, Shared Bathroom with Shower Only - Additional Bunk Area: Two Twin-over-Twin Bunk Beds, Shared Bathroom with Shower Only *Parties, weddings or events held at the property must be pre-approved in writing by 360 Blue. Fees apply. Reach out to us for additional details.

Utopian Village

Santa Rosa Beach, FL, US
6 Bedrooms 20 Guests
Aug 23 - 26
$1,261 night

HOME HIGHLIGHTS:  - Steps from the beach - Gulf views - Private heated pool and spa **Pool and spa are heated together and available October 1-May 1 for $35 per day** - Professionally decorated - Abundant natural light through window and door transoms - Free WiFi - 6 adult bikes - 6-passenger Low-Speed Vehicle - Complete Clean Linen Participant - All linens, including comforter covers, are laundered upon every checkout DETAILS: Outstanding location meets coastal elegance with this professionally decorated Seagrove Beach retreat—only steps from the beach! Utopian Village is a spacious 2,700-square-foot 30A getaway, boasting 6 bedrooms and 4 bathrooms that comfortably sleeps 20. Savor early-morning coffee from sprawling Gulf-view balconies, unwind on the sugar-soft beaches, and spend the afternoons lounging poolside with friends and family. Seaside and Rosemary Beach are a short bike ride away! Enter into this gorgeous 3-story coastal haven through its delightful entryway, where 3 spacious bedrooms are nestled on the first floor. The lovely primary bedroom features a comfy king bed, TV, and private bathroom, alongside 2 other equally inviting guest bedrooms with king beds and TVs—each bedroom offers direct outdoor access. A tall, stunningly white fireplace anchors this home’s outdoor oasis, perfectly positioned by the sparking pool and attached sitting spa. The covered outdoor kitchen and dining area offer ample seating under ceiling fans with a propane grill and outdoor TV—perfect for hosting! After a busy beach day, rinse off sandy feet in the outdoor shower, toss towels into the first-floor laundry room, and unwind on Adirondack chairs beneath the shade of coastal trees. With crisp white interiors and warm wood floors, the second-floor great room exudes a bright and airy charm as natural light cascades through large windows and transoms. The living area combines subtle coastal charm with comfort, featuring 2 cozy loveseats, 2 pinstriped armchairs, and a 65” TV with a sound bar. Cook, prep, and entertain in the sleek white kitchen, featuring pristine countertops, a deep farmhouse sink, and high-end Samsung appliances. Savor quick bites at the 3-person breakfast bar, or gather around the 8-seat dining table for sit-down dinners. Then, enjoy endless Gulf sunset views from the balcony, complete with plush furniture and a picnic table. When it’s time to retire, there are 2 guest bedrooms on this floor boasting king beds and TVs, alongside a shared bathroom. The third-floor bunk room is a dream come true for kids, featuring 5 twin-over-twin beds, a bathroom, TV, and balcony access! Utopian Village offers unforgettable memories on the Emerald Coast! With parking for 4 vehicles—plus 6 adult bikes and a low speed vehicle—exploring Scenic 30A is a breeze. For beach access, enjoy a short 1-minute stroll down Dothan Avenue to the boardwalk. Book now! SLEEPING ARRANGEMENTS: (SLEEPS 20): FIRST FLOOR: - Primary Bedroom: King Bed, Private Bathroom with Shower Only - Guest Bedroom: King Bed, Shared Bathroom with Shower Only - Guest Bedroom: King Bed, Shared Bathroom with Shower Only SECOND FLOOR: - Guest Bedroom: King Bed, Shared Bathroom with Shower Only - Guest Bedroom: King Bed, Shared Bathroom with Shower Only THIRD FLOOR: - Bunk Bedroom: Five Twin-over-Twin Bunk Beds, Shared Bathroom with Shower/Tub Combo Weddings are not allowed at this home. If this policy is violated, you may be asked to vacate the property and forfeit any rental payments and be subject to HOA, community, and 360 Blue fines.

Sunset Sands

Santa Rosa Beach, FL, US
7 Bedrooms 36 Guests
Aug 21 - 25
$1,577 night

HOME HIGHLIGHTS: - Steps from the beach - Gulf views - Private heated pool and sitting spa **Pool heating available Oct 1–May 1 for $115 per day** The pool and spa are heated together. - 6 Passenger Low-Speed Vehicle - Professionally designed - Elevator - Spacious balconies - Outdoor kitchen - Outdoor shower - 7 adult bikes - Complete Clean Linen Participant - All linens, including comforter covers, laundered upon every checkout DETAILS: Spectacular design meets incredible location! Imagine a 7-bedroom, 7-bathroom and 2-half bathroom 30A getaway with amazing outdoor spaces—including a private pool, sitting spa, and 3 balconies with sweeping Gulf views—all steps from the brilliant white sands and turquoise waters of the Gulf. Located in the heart of Seagrove Beach, “Sunset Sands” can accommodate up to 36 guests, making it the perfect retreat for large groups. Entering through the courtyard, guests will discover a living room with a TV and access to an expansive wet bar that includes a wine chiller, a beverage fridge, sink, dishwasher, and seating for 7. Steps away is a partially covered pool with a waterfall feature and sitting spa. Next to the pool are an outdoor shower, TV, and grilling area. Guests can change in a half-bath that’s steps away and drop wet towels off in the adjacent laundry room, which includes 2 sets of front-loading washers and dryers. The home has both a staircase and an elevator to access all 4 stories. The second floor is the heart and soul of the home. A gourmet kitchen seats 5 at the countertop and features premium stainless appliances, including a 6-burner stove and a massive 2-door fridge. A dining table seats 10. An adjacent half-bath makes it easy to wash up for meals. The kitchen opens onto the living area, which offers abundant seating and a TV—the perfect place to gather for vacation movie night. Twin doors open onto the balcony with table seating for 6 guests to dine al fresco. The first floor also has a primary bedroom with a private bath. Ascending to the third floor, you’ll find another living room with access to a vast deck with spectacular Gulf views. 3 bedrooms are on this floor. Two of the bedrooms have queen beds with 2 twin built-in bunks and private bathrooms with shower/tub combos. The third bedroom has a queen bed with a private bath with a shower/tub combo. The fourth floor offers another balcony—again with staggering Gulf views and chaise lounge chairs for sun worshipers. The 2 primary bedrooms have king beds and private baths, both with a shower only. A bunkroom is a perfect space for the young or young at heart. 4 sets of bunks—8 in all—and each includes its own TV! This bunkroom has a private bath. Sunset Sands has parking for 2 vehicles and comes with a 6-passenger Low-Speed Vehicle and 7 adult bikes, allowing guests to easily explore the communities of 30A. Book Sunset Sands today! SLEEPING ARRANGEMENTS SECOND FLOOR: - Primary Bedroom: King Bed, Private Bathroom with Shower/Tub Separate THIRD FLOOR: - Guest Bedroom: Queen Bed, Private Bathroom with Shower/Tub Combo - Guest Bedroom: Queen Bed and Full-Over-Full Bunkbed, Private Bathroom with Shower/Tub Combo - Guest Bedroom: Queen Bed and Full-Over-Full Bunkbed, Private Bathroom with Shower/Tub Combo FOURTH FLOOR: - Guest Bedroom: King Bed, Private Bathroom with Shower Only - Guest Bedroom: King Bed, Private Bathroom with Shower Only - Bunk Bedroom: 4 Full-Over-Full Bunk beds, Private Bathroom with Shower Only *Active construction in the vicinity of the property as of 12/2023. *We are happy to welcome up to 1 dog, not to exceed the weight limit of 50 lbs for an additional non-refundable pet fee of $400 plus tax. *Both the living room and primary bedroom fireplaces are not for guest use.

Seagrove Beach "Fore Seasons" 392 Wood Beach Drive

Santa Rosa Beach, FL, US
5 Bedrooms 16 Guests
Aug 19 - 22
$851 night

HOME HIGHLIGHTS: - Located in the heart of Seagrove Beach - Short bike ride to Seaside - Private pool *Pool heating is available for this property from Oct 1-May 1 for $30 per day. - 5 adult bikes - Complete Clean Linen Participant - All linens, including comforter covers, are laundered upon every checkout DETAILS: Tucked into the coveted Sugarwood community, Fore Seasons is a beautiful 5-bedroom, 3.5-bathroom home that sleeps up to 16 guests. Located in the heart of Seagrove Beach and a quick bike ride from Seaside, enjoy cruising the Timpoochee Trail, strolling the sugar-white sand beaches, and discovering the laid-back luxury and natural beauty that has enchanted generations of vacationers. Guests will love curling up with a beach read on the expansive wraparound sun porch or starting the morning with a refreshing swim in the private pool. Bright white decor and pale wood floors bring a coastal flair to this 2-story home’s Southern-inspired design. Dual plush couches and matching armchairs offer plenty of seating for gathering around the 65” Smart TV after a day of beachside fun. The concrete dining room table sits beneath a coffered ceiling, creating a luxe atmosphere for 6 to dine. Cooking aficionados will adore the Thermador appliances and gorgeous countertops in the spacious kitchen—with an island that seats 5 and a cozy sitting area to the side for easy entertaining. The adjacent pantry room has 2 beverage coolers and connects to the laundry room. Grab a pitcher of sangria and savor the gentle breeze on the screened porch, which includes a 4-person table and a sitting area with a TV. Outside, 6 poolside loungers beckon guests to bask under the golden sun, and a table for 8 encourages alfresco dining. When it’s time to turn in for the night, there is a primary bedroom with a king bed and private bathroom, as well as a guest bedroom with a king bed. Upstairs, 2 guest bedrooms each have a king bed, alongside a bunk room with 2 full-over-full beds and a private bathroom. Experience the joy of a Seagrove Beach getaway at Fore Seasons. Leisurely explore with parking for 6 vehicles and 5 complimentary adult bikes. The nearest beach access is Greenwood Street Public Beach Access at the south end of Greenwood Street—a 13-minute walk. Santa Clara Regional Beach Access is a short 4-minute drive for access with parking. Book today! SLEEPING ARRANGEMENTS (Sleeps 16): FIRST FLOOR: - Primary Bedroom: King Bed, Private Bathroom with Shower/Tub Separate - Guest Bedroom: King Bed SECOND FLOOR: - Guest Bedroom: King Bed, Shared Bathroom with Shower Only - Guest Bedroom: King Bed, Shared Bathroom with Shower Only - Guest Bedroom: 2 Full-over-Full Bunk Beds, Private Bathroom with Shower/Tub Combo

Mellow Yellow

Santa Rosa Beach, FL, US
3 Bedrooms 8 Guests
Aug 30 - Sep 2
$589 night

Mellow Yellow by Oversee 30A | Perfect in Walton County Awards – Three-Time Diamond Winner – Best Rental Mgmt. 2026, 2025, 2024 Mellow Yellow makes it easy to soak up the Florida sunshine. Lounge by your private pool, fire up the grill for sunset dinners, and enjoy a laid-back getaway just a short walk from Seagrove Beach’s iconic white sand. Highlights: 📍 Seagrove Beach ⛱️ Just .15 mile to San Juan Beach Access! 👙 Private pool! 🛌 3 bedrooms, 3 bath 🥂 3rd-floor hidden hangout, cozy kitchenette, outdoor seating 🚲 3 bikes! Explore Seaside and Seagrove 🔥 Gas grill 🦞 4-star dining! 🍦 Boutiques, shops, eateries Tucked (or is it nestled?) into the heart of Old Seagrove, this home sits near 30A, a stretch of the Gulf Coast known for its charm and natural beauty, a perfect spot for beach days, bike rides, and grabbing a fresh seafood dinner nearby. Inside, the main level is open and inviting, with a comfy living area, dining space, and a kitchen that keeps the conversation flowing. A guest room with two twin beds and a hall bath make it great for families. Upstairs, the primary suite comes with a private wraparound porch (ideal for slow mornings with coffee), while the guest rooms has its own full bath. The third level is a gem. The hidden hangout, with a cozy kitchenette and outdoor seating area, set the scene for sunset cocktails over the Seagrove treetops. Very nice. At Oversee 30A, we’re a locally owned team passionate about making every stay seamless. Our office is just down the road, open seven days a week, with 24/7 support if you need anything at all. Overview: - 375 steps (.15 mile) to the beach (San Juan Beach access) - 3 bedroom, 3 bath - 1546 square feet - Gas grill - Wi-Fi - Private pool (can be heated seasonally for an additional $55.00 per day, contact Oversee for details) - 3 bikes included Overnight: FIRST FLOOR - Guest Room: 2 twin beds, shared bathroom, TV (24”) - Sleeper sofa, queen, in 1st floor living room SECOND FLOOR - Primary Bedroom: King bed, private bath, TV (32”) - Guest Room: Queen bed, private bathroom, TV (24”) Check-in is 4:00 PM CST. Checkout is 10:00 AM CST.

Blue Pearl at Grayton

Grayton Beach, FL, US
6 Bedrooms 16 Guests
Aug 24 - 28
$522 night

Home Highlights - Private Pool (Pool can be heated for an additional $50 per day between Oct 1 - May 1) - Complimentary beach setups include 2 chairs and 1 umbrella - Service provided Mar 1-Oct 31 - Short Distance to Grayton Beach - Six Seater Golf Cart Included - Six Adult Bikes Included Experience the epitome of coastal luxury at The Blue Pearl at Grayton, nestled in the heart of Grayton Beach. This sleek and modern beach cottage welcomes you with a beautiful stone paver entry, setting the tone for the opulence that awaits within. As you step inside, be mesmerized by the light and airy ambiance created by the floor-to-ceiling windows that frame stunning views of the beach. Custom light fixtures add a touch of elegance to every corner, illuminating the space with a warm glow. The first floor of this exquisite retreat boasts a spacious living room, perfect for gatherings and relaxation. The gorgeous chef’s kitchen is a culinary masterpiece, featuring a large island with extra seating where you can enjoy casual meals or entertain guests in style. The first floor also hosts two king bedrooms, each with a private bathroom. One of these bedrooms offers a luxurious retreat with a shower and a soaking tub, while the other features a convenient shower. The living room seamlessly flows into the kitchen and dining area, creating a harmonious space for socializing. Additionally, The Blue Pearl at Grayton pampers you with a luxurious laundry room adorned with a brass sink and fixtures, providing ample space for folding and storage. Venture upstairs to discover the second floor, where indulgence continues. Two more king bedrooms await, each with its private bath featuring a shower. One of these bedrooms also boasts a rejuvenating soaking tub, offering a serene escape after a day of beach activities. A queen bedroom with a shower-tub combo provides comfort and convenience, while a bunk room with two twin-over-queen beds and a private bathroom with a shower is perfect for younger guests or additional visitors. An additional large laundry room with abundant storage ensures that your stay is as convenient as it is lavish. The thoughtfully designed interiors are complemented by luxurious outdoor amenities. Step onto the outside deck to experience the warmth of the modern firepit, ideal for cozy evenings under the stars. The private pool oasis beckons with its inviting waters and a captivating fire feature, creating an enchanting ambiance for relaxation and entertainment. For al fresco dining, the outside dining area with a built-in fire feature sets the stage for memorable meals with loved ones, surrounded by the beauty of Grayton Beach. Experience a seamless blend of comfort, style, and sophistication at The Blue Pearl at Grayton, where every detail is crafted to elevate your coastal getaway into a luxurious retreat. Sleeping Arrangements First Floor -King bedroom - Private Bathroom with Shower and Soaking tub -King bedroom - Private Bathroom with Shower Only Second floor -King Bedroom - Private Bathroom with Shower Only -King Bedroom - Private Bathroom with Shower Only -Queen bedroom - Private Bathroom with Shower/Tub combo -Bunk room -Two twin over Queen Bunks - Private Bathroom with Shower Only

Lofty Oasis

Santa Rosa Beach, FL, US
4 Bedrooms 10 Guests
Aug 24 - 27
$728 night

Lofty Oasis by Oversee 30A | Perfect in Walton County Awards – Three-Time Diamond Winner – Best Rental Mgmt. 2026, 2025, 2024 Lofty Oasis is all about unwinding in style. Fill your days and evenings with poolside lounging, and quiet moments on the two large porches. You’ll love the morning light, afternoon breezes, and evening chats with a neighborhood view. And yes, there’s a private pool! Highlights: - Seagrove - .4 mile to San Juan Public Beach Access - Private pool! With optional heat! - 3 bedrooms, a loft, 3 full baths, 2 half-baths - 5 bikes! - Gas grill - 4-star restaurants Inside, the main living area is bright, open, and ready for good times. The dining table’s got room for big meals and board games, while the fully stocked kitchen is set for pancake flipping or late-night snacking. The primary suite, king, features a private bath, plus there’s a half bath and a laundry room that leads right to the backyard. And the pool! Cool off, soak up the sun, or lounge in the covered hangout space, with a half bath, outdoor shower, and cornhole for some friendly competition. Upstairs, another primary suite, king, brings the luxury, with a private bath, while a guest room, queen, also features an extra twin bed and a loft with bunk beds and a twin, to keep things comfy. Plenty of room for the whole crew! Lofty Oasis is made for memory-making, laugh-til-you-cry moments, and a whole lot of fun. Pack your bags, rally your crew, and get ready for a good time! At Oversee 30A, we keep it simple: clean, comfy stays with a local team always close by. Our office is nearby, open seven days a week, with 24/7 support if you need anything. Overview: - .4 mile to the beach (San Juan Public Beach Access) - 3 bedroom (plus loft), 3 full baths, and 2 half baths - Propane grill - Wi-Fi - Private pool (can be heated seasonally for an additional $55.00 per day, contact Oversee for details) - 5 bikes included Overnight: FIRST FLOOR - Primary Bedroom: King bed, private bath, TV SECOND FLOOR - Primary Bedroom: King bed, private bath, TV - Guest Bedroom: Queen bed, single twin bed, shared hall bath, TV - Bunkroom Loft: Twin over twin bunk beds, shared hall bath, TV Check-in is 4:00 PM CST. Checkout is 10:00 AM CST.

Barsealona

Santa Rosa Beach, FL, US
5 Bedrooms 13 Guests
Aug 19 - 22
$908 night

Barsealona by Oversee 30A | Perfect in Walton County Awards – Three-Time Diamond Winner – Best Rental Mgmt. 2026, 2025, 2024 Barsealona is where your Seagrove Beach getaway goes from good to legendary. Spring break, summer vacay, or just because, this spot puts you right in the middle of 30A’s best, from the laid-back charm of Grayton Beach to the sleek vibes of Alys Beach and Rosemary Beach. Highlights: 📍 Seagrove 🏖️ .4 miles to San Juan Public Beach Access! 🐶 Pet-friendly! 👙 Private heated pool! 🛌 5 bedrooms, 5 baths 🦞 4-star restaurants 🛍️ Fun eateries and boutiques 🚲 5 bikes! Explore Seagrove, Seaside, and WaterColor. Inside, the open living space is bright, breezy, and ready for anything. Movie nights, game days, or just kicking back with a good book (or a great cocktail). The kitchen? Fully stocked for everything from beach-day fuel to a full-blown seafood feast. Out back, the private pool is practically begging for a cannonball contest. Fire up the grill for a sunset cookout, lounge with a drink in hand, or make a splash or three in the pool. A poolside bathroom and laundry setup mean no soggy treks through the house. Because vacation should be easy. Want to explore? Hop on a bike and cruise the Timpoochee Trail, browse Seaside’s quirky shops, or hit the beach for sun, sand, and serious relaxation. For the best in food, fun, and beachy vibes, 30A delivers. With Oversee 30A, you’re in good hands. Our local team is always close by, ready to help seven days a week (plus a 24/7 emergency line for the truly unexpected). Let’s make this trip one for the books. Overview: - 860 steps (.4 miles) to the beach (San Juan Public Beach Access) - 5 bedroom, 5 bath - Dogs considered, an additional $210 nonrefundable fee for each dog - 3744 sq ft - Saltwater pool - (can be heated seasonally for an additional $55.00 per day, contact Oversee for details) - Gas grill - Wi-Fi included - 5 bikes included Overnight: THIRD FLOOR - Primary Bedroom: King bed, private bath, TV - Guest Room: King bed, private bath, TV - Guest Room: Queen bed, shared hall bath, TV - Guest Room: Three twin singles, shared hall bath, TV - Guest Bunkroom: Two twin over twin bunks, shared hall bath, TV Check-in is 4:00 PM CST. Check-out is at 10:00 AM CST.

Casa Playa

Santa Rosa Beach, FL, US
2 Bedrooms 6 Guests
Aug 19 - 22
$510 night

Casa Playa by Oversee 30A | Perfect in Walton County Awards – Three-Time Diamond Winner – Best Rental Mgmt. 2026, 2025, 2024 Casa Playa, a cozy getaway in Seagrove Beach, is perfect for your next anniversary or small family vacation. Your crew will love the private pool! A screened-in porch and natural landscape surround the home. Highlights: - Seagrove, just minutes from Seaside - 880 steps (.4 mi) to San Juan Public Beach Access - Private pool! - Six-seater golf cart - 4 bikes - Outdoor shower - Gas grill - 4-star restaurants - Fun, yummy eateries - Shops Sitting just off scenic 30A, you’re just a short walk or bike ride to the San Juan Beach Access. Minutes away, you’ll find dining and shopping in the popular Seaside community. Inside, the 2 bedrooms and 2 full bathrooms are on separate floors of the home with separate exterior entrances. There is no interior staircase connecting the floors. This setup works well for two couples, or a family with grandparents, or older kids who want to stay together while retaining some privacy. When arriving at the home, a pathway on the left will lead you to the exterior door for the ground-level bedroom. This guest room, queen, has a TV and a private bathroom with a shower. On the right side of the driveway, a gate leads to a tropical oasis. Lounge and dine around your private pool (optional heat)! Enjoy the completely enclosed outdoor shower. The exterior staircase leads to the home’s main floor. The kitchen has plenty of cabinet and counter space, stainless steel appliances, and bar seating. The living area has lots of comfy seating, as well as a daybed and sleeper sofa. French doors between the living and dining areas open to a screened-in porch. Nearby is a primary bedroom, king, and en suite bath, with a large tub/shower combo. A bonus feature is an available garage, a space perfect for storing bikes, beach chairs, and sandy toys. At Casa Playa, the warmth of hospitality awaits. Our dedicated team at Oversee 30A, a local company, is committed to ensuring your stay is nothing short of exceptional. We strive for perfection and are just a stone’s throw away should you require any assistance. Reach out to us anytime, seven days a week, with the added peace of a 24/7 emergency line. Overview: - 880 steps (.4 miles) to the beach (San Juan Public Beach Access) - 2 bedroom, 2 bath - 988 sq ft - Complimentary 6-seater golf cart - Private pool (can be heated seasonally for an additional $55.00 per day, contact Oversee for details) - Gas grill - Outdoor shower - Wi-Fi included - 4 bikes included - Parking limited to 3 vehicles with no street parking Overnight: - Queen in the downstairs guest room; separate access - Twin in the upstairs living room - Sleeper sofa in upstairs living room - King in the upstairs primary bedroom Check-in is 4:00 PM CST. Checkout is 10:00 AM CST.

Feeling Tipsea

Santa Rosa Beach, FL, US
8 Bedrooms 26 Guests
Aug 19 - 24
$1,644 night

HOME HIGHLIGHTS: - Private heated saltwater pool with sitting spa and swim-up bar **Pool heating is available Oct 1-May 1 for $65 per day** The pool and spa are heated together. - 6 Passenger Low-Speed Vehicle - Rooftop patio with Gulf views - Firetable - Gas fireplace - Grill - Garage - 8 adult bikes - Complete Clean Linen Participant - All linens, including comforter covers, are laundered upon every checkout DETAILS: Experience a luxurious coastal escape at Feeling Tipsea, an 8-bedroom, 8-bathroom Seagrove Beach home that sleeps 26. Nestled within the Emerald Coast, this quintessential beach town has everything guests need for a delightful vacation. Enjoy sun-drenched days cooling off in the saltwater pool, sipping drinks at the swim-up bar, or strolling to the beach—5 minutes away! A serene interior of sea-inspired accents and white shiplap walls welcomes guests inside this 4-level abode. Prepare for laid-back competition in the game room, featuring a wet bar, 75” Smart TV, 5-person table, and a pool table. Out the sliding glass doors, an oversized private pool with deck seating, a swim-up bar, and a barbecue area with 2 outdoor tables seating 8 total encourages sun-fueled fun. When evening falls, retire to the guest bedroom with a king bed. Off the game room is a cozy sleeping area with 2 twin-over-twin bunk beds, which connects to the convenient laundry room. Take the stairs or the in-home elevator to the open-concept great room boasting 12-foot ceilings and oak wood floors on the second level. The thoughtfully furnished living area has 2 leather couches and 2 armchairs flanking a 75” Smart TV for movie nights. Continue past the 10-person dining table to find an enormous gourmet kitchen with Miele appliances and an island that seats 3. Outside, a 6-person table and soft seating are on the spacious balcony. Sleeping accommodations on this floor include a luxurious primary bedroom with 1 king bed and a bunk room with 1 queen-over-queen bed and 2 twin-over-twin beds. A second primary bedroom with a king bed and private bathroom awaits on the third level. Additionally, there are 3 guest bedrooms with king beds—the last has an extra twin-over-twin bunk bed. Venture to the rooftop patio and indulge in cocktails around the 5-person table as the sun sets over the Gulf. Feeling Tipsea’s private pool, quick beach access, and outdoor spaces make for a perfect Seagrove Beach retreat! Easily explore with parking for 6 vehicles—plus 8 complimentary adult bikes and a 6-passenger Low-Speed Vehicle. The nearest beach access is Santa Clara Regional, a 5-minute stroll away. Book this gorgeous home today! SLEEPING ARRANGEMENTS: (SLEEPS 26): FIRST FLOOR: - Guest Bedroom: King Bed, Private Bathroom with Shower Only - Guest Bedroom: 4 Twin XL Beds - Hallway Bathroom: Shower Only SECOND FLOOR: - Primary Bedroom: King Bed, Private Bathroom with Shower/Tub Separate - Guest Bedroom: Queen-over-Queen Bunk Bed and 2 Twin-over-Twin Bunk Beds - Hallway Bathroom: Shower/Tub Combo THIRD FLOOR: - Primary Bedroom: King Bed, Private Bathroom with Shower/Tub Separate - Guest Bedroom: King Bed and Twin XL-over-Twin XL Bunk Bed, Private Bathroom with Shower Only - Guest Bedroom: King Bed, Shared Bathroom with Shower/Only - Guest Bedroom: King Bed, Shared Bathroom with Shower/Tub Combo FOURTH FLOOR: - Rooftop Patio

Seagrove "Time Well Spent" 109 Santa Clara Street

Santa Rosa Beach, FL, US
6 Bedrooms 20 Guests
Aug 19 - 22
$1,346 night

HOME HIGHLIGHTS - 3-minute walk or less to beach - Santa Clara access is ADA accessible via ramp and has parking, restrooms, and lifeguards during peak season - Private pool**Pool heating available October 1-May 1 for $35 per day** - 2-minute drive to Publix in WaterColor Shopping Center - Short bike ride to Seaside or favorite local restaurants, Cafe 30A, Surfing Deer, and Market Cafe - Game room featuring PacMan machine, Atari games, & foosball Table - 2 Refrigerators and 2 dishwashers - 6-passenger Low-Speed Vehicle - 6 adult bikes provided - Complete Clean Linen Participant - All linens, including comforter covers, laundered upon every checkout DETAILS: Indulgent poolside days and effortless beach fun? That’s Time Well Spent! Designed for relaxing vacations, this 6-bedroom, 6.5-bathroom Seagrove Beach home sleeps 20 guests. Enjoy a stunning outdoor oasis, complete with a sparkling pool and a game room equipped for making memories. With the beach within a 3-minute walk and local restaurants less than a mile away, this home promises convenient Emerald Coast living! Beautiful finishes and cool neutrals await inside this 3-story beach home. In the kitchen, style meets function with quartz countertops, double dishwashers, and both a standard coffee maker and a Keurig. A large dining table hosts 8 comfortably, plus 4 bar stools at the island offer additional seating. The space flows into the adjacent living area, where 2 soft sofas and an armchair flank the TV. Out the back door, dine alfresco at the 6-seat table or recline on the outdoor sectional beneath the overhead fan while enjoying the pool’s melodic water feature. Sun loungers, palm trees, and a well-maintained privacy fence add the finishing touches to the idyllic setting. A dedicated laundry room adds convenience for post-swim cleanup and extended stays. When it’s time to retire, find a king bed and private bathroom in the first-level guest bedroom—all the bedrooms feature a Smart TV. On the second level, discover 1 guest bedroom with a queen bed, 1 guest bedroom with a king bed plus a twin-over-twin bunk bed, and 2 guest bedrooms with king beds and private bathrooms. The third-floor game room features a Pac-Man machine and a foosball table for competitive fun. Meanwhile, the 75-inch Smart TV and the oversized sectional—paired with a Blu-ray player and family-friendly movie library—make this a great space for movie marathons. With 2 full-over-full built-in bunk beds, it’s perfect for kids, teens, and adults young in spirit. There’s even a furnished balcony for enjoying fresh air and nature views! This floor also has 1 guest bedroom with a king bed, a twin-over-twin bunk bed, and a private bathroom. Time Well Spent has everything guests need for a dream Seagrove Beach vacation, including on-site parking, 6 complimentary adult bikes, and a 6-passenger low-speed vehicle for easy exploring! Santa Clara Regional Beach Access is right down Santa Clara Street, across the Scenic 30A Highway. Book today! SLEEPING ARRANGEMENTS (Sleeps 20): FIRST FLOOR - Guest Bedroom: King Bed, Private Bathroom with Tub/Shower Combo SECOND FLOOR - Guest Bedroom: King Bed, Twin-over-Twin Bunk Bed, Shared Bathroom with Shower - Guest Bedroom: Queen Bed, Shared Bathroom with Shower - Guest Bedroom: King Bed, Private Bathroom with Shower/Tub Combo - Guest Bedroom: King Bed, Private Bathroom with Shower THIRD FLOOR - Guest Bedroom: King Bed, Twin-over-Twin Bunk Bed, Private Bath - Game Room Bunks: Two Full over Full Built-in Bunk beds *Construction in the area is expected to continue through 2026

Grayton Beach "Shades of Summer" 185 Garfield St

Santa Rosa Beach, FL, US
6 Bedrooms 16 Guests
Aug 19 - 22
$1,800 night

HOME HIGHLIGHTS: - Walking distance to the beach - Private pool **Pool heating is available for this property from October 1 through May 1 for $45 per day** - Conveniently located in the heart of Grayton Beach - Views of the Gulf and Western Lake - Double amount of washer, dryer, dishwasher, and refrigerators - 6 Passenger Low-Speed Vehicle - Flat-screen TVs in every bedroom - Balconies in every bedroom - 6 adult bikes - Complete Clean Linen Participant - All linens, including comforter covers, laundered upon every checkout DETAILS: There’s something for everyone to enjoy at "Shades of Summer!" Welcome to the 6-bedroom, 6.5-bathroom home that sleeps 16 guests in the heart of Grayton Beach. All of the bedrooms are "suite" - there are en-suite bathrooms, flat-screen TVs and balconies in every room. It’s located just a few homes back from award-winning beaches and steps from a rare coastal dune lake and protected state parkland. There are 2 washer and dryers, 2 dishwashers and 2 refrigerators, making it perfect for large groups. This classic beach home has fresh exterior paint, includes 6 complimentary adult bikes and a private pool with a sunning deck. On the first floor are 2 bedrooms adjacent to the entry room. The first is a spacious bunk room that includes 4 sets of bunks built into the wall- 2 full-size and 2 twins. It doubles as a game room with a flat-screen TV, en-suite bathroom, and porch. The other bedroom has two king beds, en-suite bathroom with a shower only, and access to the porch. The main level hosts the kitchen and living room that open up to a balcony overlooking Garfield Street. The recently updated, gourmet kitchen includes premium Thermador appliances, fully equipped utensils, designer cabinetry, and casual eating for 8 at the bar. 2 dining tables have seating for 15 to enjoy a meal together. A king bedroom is down the hall with a private bathroom and balcony. Upstairs, there are 3 more bedrooms. All are primary suites contain king beds, private balconies, and en suite bathrooms. A large top-level deck is perfect for sunning and catching a glimpse of the breathtaking sunset over the Gulf. World-class dining and shopping are just a short walk away along the path to the beach. This home is very popular for families, corporate retreats, and wedding parties! SLEEPING ARRANGEMENTS: (SLEEPS 16): FIRST FLOOR -Guest Bedroom: Two King Beds, Private Bathroom with Shower Only -Guest Bedroom: Two Queen Bunks and Two Twin Bunks, Private Bathroom with Shower/Tub Combo SECOND FLOOR -Guest Bedroom: King Bed, Private Bathroom with Shower Only THIRD FLOOR -Primary Bedroom: King Bed, Private Bathroom with Shower Only -Guest Bedroom: King Bed, Private Bathroom with Shower/ Tub Combo -Guest Bedroom: King Bed, Private Bathroom with Shower Only

Coconut Cove

Santa Rosa Beach, FL, US
5 Bedrooms 12 Guests
Aug 19 - 22
$1,018 night

Coconut Cove by Oversee | Perfect in Walton County Awards – Three-Time Diamond Winner – Best Rental Mgmt. 2026, 2025, 2024 Welcome to Coconut Cove, a delightful mix of style, space, and relaxation!Ideal for families or friends, this home is the getaway you’ve been dreaming of. Highlights: 📍 Seagrove 🏖️ .5 miles to San Juan Beach Access 🛌 5 bedrooms, 5 bath 👙 Private pool w/spillover spa 🚲 4 bikes. Explore Seaside! 🚿 Outdoor shower 🍤 Great restaurants! 🛍️ Shops, boutiques, eateries Step inside and get ready to kick back. The foyer opens to a spacious living room, complete with a cozy full-size bed for extra guests (or a nap, we won’t judge). The first floor also has a chef-worthy kitchen with all the top appliances, a large dining room perfect for family feasts, and a backyard that’s basically a vacation of its own. Speaking of the backyard, get ready to indulge. A stunning pool and spa spill into each other, creating the ultimate spot for poolside lounging, spa relaxation, or dining under the stars. The outdoor patio is perfect for making memories over dinner, drinks, or just a chill afternoon. Each Primary bedroom is designed to give you the ultimate unwind, with luxurious linens and plenty of space to stretch out. Whether you want a quiet retreat or a lively stay with loved ones, Coconut Cove is just the place! Tucked away in a peaceful neighborhood, you’re still close to all the good stuff—beaches, restaurants, and shopping. So, explore the area by day and come back to your own slice of paradise by night. Book your stay today and make Coconut Cove your new favorite escape! At Oversee 30A, we’re all about giving you a top-tier experience. We’re a local team and just a quick call away, available seven days a week with a 24/7 emergency line to make sure your stay is stress-free. Overview: - .5 miles to the beach (San Juan Beach Access) - 5 bedrooms, 5 bath - 2684 sq ft - 25 ft by 15 ft pool - Private pool w/ spillover spa (pool can be heated seasonally for an additional $55.00 per day, contact Oversee for details) - Outdoor shower - Parking for 4 vehicles comfortably - Wi-Fi - 4 bikes included Overnight: FIRST FLOOR - Primary Bedroom: King bed, shared hall bath, TV - Full sofa-bed in living room, shared hall bath, TV SECOND FLOOR - Primary Bedroom: King bed, private bath, TV - Primary Bedroom: King bed, private bath, TV - Primary Bedroom: King bed, private bath, TV - Primary Bedroom: Queen bed, private bath, TV Check-in is 4:00 PM CST. Checkout is 10:00 AM CST.

Pine Lily Oasis

Santa Rosa Beach, FL, US
6 Bedrooms 14 Guests
Aug 19 - 21
$969 night

Pine Lily Oasis Spacious WaterColor Retreat with Private Pool, Spa, and Pond Views Home Introduction Escape to Pine Lily Oasis, a stunning 6-bedroom retreat in WaterColor designed for multi-family vacations and unforgettable gatherings along 30A. Featuring a private pool and spa, expansive outdoor living spaces, peaceful pond views, and access to WaterColor’s world-class amenities, this luxury home offers the perfect setting for relaxation, connection, and coastal adventure. Home Highlights · Private Pool and Spa — Includes sun shelf, basketball hoop, and pool heating October through April · Scenic Backyard Water Views — Overlooks a peaceful pond with lookout area perfect for fishing and family photos · Wraparound Screened Porch — Outdoor dining, outdoor TV, foosball, outdoor refrigerator and lounge seating · 6-Seater Electric Cart Company LSV and 6 Taxi Bikes— Included with stay (waiver required) · Access to WaterColor Beach Club and Camp WaterColor — Includes beach access at the Beach Club, pools, lazy river (at Camp WaterColor), dining options, and seasonal towel service · Sleeping for 14 Guests — 5 suites plus bunk room and sleeper sofa · Gourmet Kitchen — Jenn-Air appliances with drip and K-Cup coffee makers · Outdoor Living Spaces — Firepit, sundeck, lounge seating with umbrellas, dining, and a propane grill · 2nd Floor Family Room — Smart TV and queen sleeper sofa · Covered Front Porch with Seating · Furnished Second Floor Balcony · Outdoor Shower · Parking for 2 Vehicles in the driveway · Smart TVs, WIFI, and Cable Throughout the Home · Complete Clean Linen Program — All linens laundered after every stay Location Perks · 1 min bike ride to the Dragonfly Pool · 5 min bike ride to Camp WaterColor with pools, lazy river, and dining · 5 min bike ride to Scenic 395 Beach Access · 10 min bike ride to the WaterColor Beach Club with beach service available · 3 min to Publix, Pizza by the Sea, The Perfect Pig, and boutique shopping Know Before You Go · Access to WaterColor Beach Club, Camp WaterColor, and community pools included for up to 14 guests ages 5 and older · Community pools are heated seasonally and amenities are subject to neighborhood operations · Ring cameras are located on the back porch entry doors and front entry door, but no cameras are operational. All cameras are unhooked. · A mid-stay clean is required for reservations of 10+ days and is included in the reservation total · Concierge services available including grocery delivery, catering, baby equipment rentals, and additional bike rentals Sleeping Arrangements First Floor · King Suite 1 — Private access to screened porch, Smart TV, ensuite bath with walk-in shower · Guest Suite — Double Bed, Smart TV and ensuite bath with walk-in shower · Powder Room Second Floor · King Suite 2 — Private balcony access, Smart TV, ensuite bath with soaking tub and walk-in shower · King Suite 3 — Smart TV, Ensuite bath with walk-in shower · King Suite 4 — Smart TV, Ensuite access to shared bath with shower/tub combination · Bunk Room — Twin-over-twin bunks sleeping 4 guests with shared bath access · Family Room — Queen sleeper sofa and Smart TV STR-223566 TDT 030792

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Vacation Rentals Near Seaside

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