Vacation rentals in Rosemary Beach, FL with a pool

Explore 890 vacation rentals, homes, and villas with pools in Rosemary Beach, 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 $63 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.

890 Homes with Pools in Rosemary Beach

Verisun | 40 Elysee Court

Inlet Beach, FL, US
5 Bedrooms 14 Guests
Aug 23 - 26
$2,425 night

Verisun | Santimo Beach | Seacrest Beach, FL 40 Elysee Court, Inlet Beach, FL 32461 Property Manager presents, Verisun | 40 Elysee Court, a captivating vacation rental home that provides luxurious furnishing and amenities that will make you never want to leave. Professionally designed by Atlanta Interior Designer, Melanie Turner, enjoy 5 bedrooms + bunk space and 5 ½ bathrooms with a large private pool. This residence is located in the iconic, gated neighborhood Santimo Beach that is perfectly situated between Rosemary Beach and Alys Beach. This residence welcomes you with tall ceilings and an open concept first floor. Modern art and photography is found throughout the home, accompanied with dark muted pastels. The living room, dining and kitchen flow so effortlessly with an ample amount of space. The kitchen proudly features top of the line stainless steel appliances, a large center island, and bar stool seating for 4 guests. The stylish dining table offers seating for 8 guests. The backyard of the home features an appealingly abundant private pool (that can be heated for $50/day), an outdoor dining table, and a grill. There is an elevator in this home and half bathroom on this floor. The second floor of the home offers the majority of the bedrooms. You will find three guest bedrooms each with a king sized bed and private bathroom. The blush colored master oasis is on this floor and treats you to a king sized bed and private bathroom with a soaking tub, walk-in shower, and dual vanity sinks. Additionally, the laundry room features two washers and dryers for your convenience. The third and final floor of the home features a comfortable couch and a tv for the older kids or entire family to gather around situated in a cool toned room. There is a sitting area by the window that overlooks the beautiful Santimo Beach community. A ping pong table is present as well for friendly competition with the family. There is a guest bedroom on this floor with a king sized bed with a 2 twin over twin bunks in a nook. There is a full bathroom with a walk-in shower on this floor. *Construction Notice: The neighborhood this home is located in is currently under construction* ~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~ Home Highlights: Sleeps 14 5 Bedrooms + Bunk Space 5 Full Bathrooms and 1 Half Baths Private Pool (can be heated for $50/day) Professionally Decorated by Melanie Turner Gourmet Kitchen Perfectly Located Elevator Spacious Backyard Parking for 4 Vehicles 5 Beach Cruiser Bicycles FIRST FLOOR \- Open concept main living space with comfortable seating \- Gourmet kitchen with stainless steel appliances and large center island \- Stylish dining table with seating for 8 guests and bar stool seating for 4 guests \- Access to the backyard with pool, outdoor dining table, and grill \- Half bath SECOND FLOOR \- Guest bedroom with king sized bed and private bathroom with a shower \- Guest bedroom with a king sized bed and private bathroom with a shower \- Guest bedroom with a king sized bed and private bathroom with a shower/tub combo \- Master bedroom with a king sized bed and private bathroom with a soaking tub and shower THIRD FLOOR \- Open lounge space with ample seating and a tv \- Guest bedroom with a king sized bed and two twin over twin bunk beds \- Hall bathroom with a shower OUTDOOR SPACE \- Private pool (can be heated for $50/day) \- Parking for 4 vehicles \- 5 beach cruiser bicycles ADDITIONAL \- Hi-Speed WiFi (Not Responsible for Service Disruptions). \- Parking for 4 vehicles. \- 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 5 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.

Elegant abode overlooking the pool with beach access, tennis & pickleball

Seacrest, FL, US
2 Bedrooms 8 Guests
Aug 26 - 29
$307 night

High Pointe 3333 High Pointe 3333 Spoil the family and kick your feet up at this elegant condo just steps from the beach. The tasteful decor and modern furnishings will make you feel right at home and the updated kitchen sports beautiful countertops and a breakfast bar area to make mealtimes a breeze. After you eat a morning snack out on the furnished balcony, the lagoon-style pool is awaiting just below for a day of lounging in the sun. Walk a bit farther and enjoy the easy access to the sandy shores of the Gulf of Mexico. For those who need to get a bit more energy out, there are tennis and pickleball courts and a playground in the complex as well. Recuperate at home base after watching the famous sunsets and play a movie on the TV. Within walking distance of this condo, you can explore a plethora of boutiques, cafes, and restaurants right across the street at The Merchants of Seacrest Beach. Take a drive up the coast to the famous Pier Park. Here you will be able to shop at all of your favorite stores and experience the hustle and bustle of Panama City Beach. If there are a few golfers in the group, they will be pleased to know that Camp Creek Golf Club is just two miles away as well. Bike rentals are conveniently included in your rental, so grab a few cruisers and explore the coast for yourself. You are sure to find some hidden gems of your own. <b>RESORT AMENITIES</b> -Outdoor, lagoon-style pool -Outdoor hot tub - Tennis and pickleball courts -Shuffleboard court -Gulf-front bar and grill -Playground -Charcoal grilling areas -Boardwalk to private beach access -Elevator -Beach service (March - October) -Bicycle rentals (All year around) Things to Know" License number: CND7604219, TDT 207238

Beautiful 3rd-floor villa with hot tub, tennis, pickleball & balcony with views

Seacrest, FL, US
2 Bedrooms 6 Guests
Aug 29 - Sep 1
$305 night

High Pointe 1312 High Pointe 1312 This gorgeous third-floor condo overlooks the beautiful High Pointe landscape and lagoon-like pool with partial views of the Gulf. Pickleball courts and tennis courts are both on-site - a coveted and rare amenity in the area! Inside, you’ll love the recently updated furnishings, appliances, and fixtures throughout, as well as the Italian tile flooring in both bedrooms. Use the full kitchen to put some magic into tonight’s homecooked meal - it’s equipped with everything you need to impress your guests. Enjoy an evening cocktail with someone you love out on the large balcony. Seacrest Beach is a local beachside community located on Scenic Hwy 30A, in close proximity to Rosemary Beach, Alys Beach, Inlet Beach, and Watersound. Ever caught the fantastic waves at Santa Rosa Beach? Maybe it’s time to hit up LD Surf Shop, just over five miles west, for souvenirs, gear, and boards. You can also find Austin Magee’s Surf School eight miles away for rentals and lessons at reasonable prices. Maybe you’d like a little deep-sea fishing? No problem: 30-Angler, two miles away, will take you out to explore the Gulf’s amazing limestone reefs and put you right in the middle of the area’s best fishing waters. <b>RESORT AMENITIES</b> -Outdoor, lagoon-style pool -Outdoor hot tub Tennis and pickleball courts -Shuffleboard court -Gulf-front bar and grill -Playground -Charcoal grilling areas -Boardwalk to private beach access -Elevator -Beach service (March - October) -Bicycle rentals (year around) License number: CND7604219, TDT 207940

Seacrest Beach "Three Little Birds" 30 Barefoot Lane

Seacrest Beach, FL, US
5 Bedrooms 16 Guests
Aug 23 - 26
$767 night

HOME HIGHLIGHTS: - Private pool **Pool heating available October 1-May 1 for an additional $40 per day - Community pools - Seasonal complimentary beach tram - Multiple balcony space - 5 Adult Bikes - Complete Clean Linen Participant - ALL linens, including comforters, laundered upon every checkout *Please note this community requires a Guest Registration Form to be completed within two weeks of arrival to access the community amenities. DETAILS: Life is worry-free at Three Little Birds, an inviting 5-bedroom, 5-bathroom Seacrest Beach home. Comfortably accommodating 16 guests, this 3-level home is perfect for sunny days by the private pool or adventures on the sugar-soft beach—only a short walk or tram ride away. Ivory wainscotting and blonde wood floors harmonize with laid-back coastal touches inside the open great room. Culinary-inclined guests will enjoy crafting meals in the beautiful kitchen, featuring LG appliances, while chatting with friends and family at the 4-stool breakfast bar or dining table for 8. After a day in the sun, relax on the 2 couches and armchair in the living area. There’s a 75” Smart TV for entertainment and in-home speakers for playing music. Out the double-glass doors, find a covered balcony overlooking the pool, with a grill to the side and bar seating along the railing. Head down a short flight of stairs to cool off with a swim or kick back on the poolside loungers and chairs. When it’s time to turn in, guests can retire to the guest bedroom with a king bed and Smart TV on this level. Take the stairs to the second level for additional sleeping accommodations, including a primary bedroom with a king bed and 2 bunk rooms—all feature a Smart TV and private bathroom. With unique configurations, the first bunk room has 1 twin-over-twin-over-twin bed, while the second has 1 twin-over-twin-over-twin bed and 1 full-over-twin-over-queen bed. Both bunk rooms have access to a balcony. On the top floor, a wet bar and furnished balcony invite guests to enjoy the vibrant coastal sunset with a chilled drink. As the only bedroom on this level, a primary bedroom with a king bed and Smart TV offers extra privacy. Everything at Three Little Birds—from the comfy accommodations to the peaceful balconies and private pool—makes for a pleasant Seacrest Beach getaway. Easily explore with parking for 2 vehicles and 5 complimentary adult bikes. Beach access is at the Villas at Sunset Beach, directly south of Seacrest Beach—a 9-minute walk or guests can take advantage of the complimentary Seacrest Beach Tram Service. Book today! SLEEPING ARRANGEMENTS: (SLEEPS 16): FIRST FLOOR: - Guest Bedroom: King bed, Shared Bath with Shower/Tub Combo SECOND FLOOR: - Guest Bedroom: Twin-over-Twin-over-Twin Bunk bed and Twin-over-Twin-over-Full Bunk bed, Private Bath with Shower/Tub Combo - Guest Bedroom: Twin-over-Twin over-Twin Bunk Bed, Private Bath with Shower/Tub Combo - Primary Bedroom: King Bed, Private Bath with Shower/Tub Separate THIRD FLOOR: - Primary Bedroom: King Bed, Private Bath with Shower Only *Community Curfew: Individuals under age 18 must be accompanied by a parent or guardian over the age of 21 to be out within the community from 10:00 pm until 7:00 am.

The Silver Palm

Inlet Beach, FL, US
5 Bedrooms 12 Guests
Aug 27 - 30
$807 night

HOME HIGHLIGHTS: - 5 Adult bikes - Private pool *Pool heating is available from October 1st through May 1st for an additional fee of $60 per day. - Deeded beach access - Neighborhood shuttle - Community pool - with 12 wristbands allotted - Gated community - Forrest setting - Nearby shopping at 30Avenue - Complete Clean Linen Participant - All linens, including comforter covers, are laundered upon every checkout DETAILS: An unforgettable beach escape awaits at The Silver Palm in Seacrest Beach! Nestled in a gated community with tranquil forest views, this stunning coastal home is perfect for large groups, accommodating up to 12 guests across 5 bedrooms and 5.5 bathrooms. Enjoy a relaxing swim in the private pool, visit the expansive community pool for the kids to splash around, or take advantage of the designated beach access for easy trips to the soft, sandy shores. Located only minutes from vibrant 30A, guests can explore unique shops, local restaurants, and endless entertainment! Step inside this breathtaking 3-story property, showcasing a delightful blue-and-white exterior, with each level offering its own balcony and spectacular views. The first floor is the heart of the home, offering an inviting great room complete with a cozy fireplace and plush furniture. Sink into the couch and unwind with a good movie or spend quality time together around the warm fire. Beyond the living area is the dining table, a cozy spot for family meals and game nights. The modern kitchen is a chef’s dream, featuring sleek cabinetry, high-end appliances, and a spacious island with seating for 3—ideal for coffee or quick bites. French doors open to a stunning wraparound porch with an outdoor kitchen and fenced-in pool area. Enjoy hot-off-the-grill burgers at the 6-person alfresco table, catch the game on the wall-mounted TV, or play games in the private pool—it’s perfect for entertainment! After a busy day, unwind in the first-floor guest bedroom with a spacious king bed and private bathroom. The second floor offers comfortable accommodations, including a lovely primary bedroom with a king bed, private bathroom, and balcony with a porch swing, alongside 2 guest bedrooms with private bathrooms. One guest bedroom features a king bed, while the other includes a king bed with 2 lofted XL twin beds for versatility. A laundry completes this floor. A gorgeous third-floor primary bedroom offers complete privacy, featuring a king-sized bed, TV, workspace, and private bathroom with a soaking tub and shower. Enjoy the peaceful porch swing while taking in the views. The Silver Palm is the perfect destination for creating unforgettable memories! With on-site parking for 3 vehicles—plus 5 complimentary bikes and a neighborhood shuttle—exploring Scenic 30A and using the dedicated beach access is effortless. Book now! SLEEPING ARRANGEMENTS: (SLEEPS 12): FIRST FLOOR: - Guest Bedroom: King Bed, Private Bathroom with Shower Only SECOND FLOOR: - Primary Bedroom: King Bed, Private Bathroom with Shower Only - Guest Bedroom: King Bed, Private Bathroom with Shower Only - Guest Bedroom: King Bed and 2 XL Twin Beds, Private Bathroom with Shower Only THIRD FLOOR: - Primary Bedroom: King Bed, Private Bathroom with Shower/Tub Separate *Starting September 2023- Low-Speed Vehicle rentals are not allowed in the Treetop Community * This home only provides 12 community wristbands. Replacement wristbands are $25 per band.

Lifeguard Loop

Rosemary Beach, FL, US
4 Bedrooms 10 Guests
Aug 23 - 25
$305 night

The ultimate beach getaway for 10 awaits you here at Lifeguard Loop. This 2-story home offers something for everyone, with 4 bedrooms and 3.5 bathrooms, including a master suite on each floor, a private heated pool, a screened-in porch and so many extras. Upon entering the home, guests are welcomed into a vibrant living and kitchen area, colorful and comfortable - perfect for everyone in the family, even your furry friend! The kitchen is an open concept, with all the supplies guests need to cook for the whole group. As you walk through the living room, you continue on to the dining area, with family-style seating, and access to the screened-in porch. Guests rave about the porch, as a great place to relax and enjoy the view of the private pool, or have a drink in the afternoon or evening. The main floor also features a powder room, as well as a master suite (1 of 2 in the home). For your convenience this home also comes with a Pack ’n Play and baby gate. On the 2nd floor you’ll find 3 more bedrooms including another master suite. The wrap-around porch is a fantastic bonus, with plenty of comfortable furniture and great views of the Seacrest Beach neighborhood.. The backyard at Lifeguard Loop is a huge hit with its private pool (with option to heat). Guests traveling with pets appreciate the fact that the pool area is completely enclosed. Adjacent to the pool area is an outdoor shower, as well as a gas grill. Guests also have access to Seacrest’s 12,000 square-foot resort-style pool plus the free seasonal beach tram to the beach. You can truly have it all at Lifeguard Loop. Sleeping Arrangements: 1st Floor, Bedroom 1: King bed. Private bathroom with shower. 2nd Floor, Bedroom 2: Queen bed. 2nd Floor, Bedroom 3: 2 sets of twin-over-twin bunk beds. Bedrooms 2 and 3 share a Jack-and-Jill bathroom with tub/shower combo. 2nd Floor, Bedroom 4: King bed. Private bathroom with dual sinks, shower and tub. Beach Access: Enjoy FREE tram service from March - October to (and from!) your beach access across 30A at Sunset Beach. Just walk to the nearest designated tram stop and call for pickup. The tram should arrive within 15 minutes. It runs 7 days a week, starting at 9 AM with the last pickup from the beach at 5:30 PM. Distance: .4 miles | Time: 9 minutes walking Seacrest Beach II: The showstopper of the area is the 12,000 square-foot lagoon pool. With a waterfall, fountain, and children’s splash area we know you’ll find your perfect pool day at Seacrest. Surrounded by palm trees and poolside loungers, it might be hard to split your time between this pool and the beautiful Gulf. Your stay at Lifeguard Loop comes with Xplorie’s best activities! one ticket per day, per activity! (over $800 in nightly value) Tee off at Emerald Bay or Regatta Bay, zip through Baytowne Adventure Zone, and sail on the Sea Blaster Dolphin Cruise. Enjoy Big Kahuna’s Water Park, Black Light Mini Golf, and scenic bike rides with complimentary rentals. Explore 30A with ease and adventure! Please Note: Complimentary Xplorie activities are only available for reservations of 1–28 consecutive nights. Stays of 29 nights or longer are not eligible for these complimentary activities. * Parking for 2 cars. * Benchmark cannot guarantee/service owner-provided amenities * Pool heat can be added for an additional fee * Golf carts are not allowed in the Seacrest Beach community. * Dog Friendly: If bringing a pet, an additional non-refundable pet fee will be added to your booking. Please contact us if you are bringing a dog. A maximum of 2 dogs is allowed at a maximum of 25 lbs. Please see our rental policies for further details. A Benchmark welcome bag and initial starter kit of amenities are provided for all guests. For the kitchen this includes: 1 roll of paper towels, 1 dish sponge, 1 dish soap, 2 dishwasher pods, and 1 liner for each trashcan. For each bathroom it includes: 1 roll of toilet paper, 1 set of soap/body wash/shampoo/conditioner/lotion. For towels you will receive: 1 body towel/1 washcloth per guest and 2 hand towels per bathroom, plus 2 washing machine pods.

Seas the Moment

Watersound, FL, US
5 Bedrooms 10 Guests
Aug 23 - 25
$403 night

About this space Less than half a mile to DEEDED beach access! PRIVATE HEATED POOL w/ fountains! 4 Bikes INCLUDED! Featuring top-of-the-line BRAND NEW finishes, 5 bedrooms (including 4 Kings & a bunk room!), BBQ grill, coffee bar, gated community & more! Just a short walk to the Treetop Village community pool and Seacrest town center with great restaurants, shopping, & entertainment! Complimentary beach tram service available March - October! Between Alys Beach & Rosemary Beach, this location cannot be beat! The space Welcome to "Seas the Moment!" This spacious 5-bedroom home has everything you need for an unforgettable stay! As you walk inside, you’ll be greeted by a bright and open living room with plenty of seating and a built-in coffee bar nearby, perfect for relaxing or entertaining! The living room flows seamlessly into the dining area, and then into the fully equipped chef’s kitchen. Also on the first floor is a convenient half bathroom, plus the first master bedroom featuring a King bed, a walk-in closet, and an en-suite bathroom with dual vanities, a glass shower, and a separate soaking tub. Step outside to enjoy the beautiful backyard, where you’ll find a partially covered deck, a private pool for cooling off or lounging in the sun, and a BBQ grill for outdoor meals! Upstairs on the second floor, you’ll find the laundry room along with the remaining four spacious bedrooms. The first bedroom on this floor is another master bedroom, featuring a King bed, a walk-in closet, and an en-suite bathroom with dual vanities and a large glass shower. The next two bedrooms each have King beds and share a hallway bathroom with dual vanities and a shower/tub combination. The final bedroom is a cozy bunk room with one set of built-in Twin-over-Twin bunks, also sharing the hallway bathroom. Located in Treetop Village, you’ll have exclusive access to a private community pool just steps from your door! The gated community offers added security and peace of mind, and with a prime location just off Highway 98, you’ll have easy access to Seacrest Beach and other coastal gems along 30A! Also, from March to October, enjoy the complimentary shuttle service that takes you to and from the beach! SLEEPING ARRANGEMENTS (Sleeps 12 Guests): FIRST FLOOR -Living Room with coffee bar -Dining Room -Kitchen -Half Bathroom -Bedroom 1 (Master): King bed, walk-in closet, en-suite bathroom with dual vanities, glass shower, + separate soaking tub SECOND FLOOR -Laundry Room -Bedroom 2 (Master): King bed, walk-in closet, en-suite bathroom with dual vanities + glass shower -Bedroom 3: King bed, shared bathroom with dual vanities + shower/tub combination -Bedroom 4: King bed, shared bathroom with dual vanities + shower/tub combination -Bedroom 5: Bunk room with one set of built-in Twin-over-Twin bunks, shared bathroom with dual vanities + shower/tub combination There is also a pack n’ play and air mattress at the home for guests’ use! Guest access There is parking for up to 3 cars in the driveway! Guests can enjoy complimentary shuttle service to and from the beach! (March-October) Other things to note -Please note we provide a starter set of supplies such as toilet paper, paper towels, trash bags, + dishwasher pods for your stay. -Check in is 4:00 PM & check out is 10:00 AM. Late check out / early check in will be subject to another day’s rental fees. -Smoking is strictly prohibited. -All renters must be over 25 years of age, or if under age 25 must be accompanied by a parent/legal guardian. -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 October 1 - April 30. -Damage that occurs will be collected from the renters. -Southern Holiday Homes can not be held liable for any damage or injury to any persons caused by pool, bikes, or other amenities provided to guests.

North Winston Villa

Inlet Beach, FL, US
5 Bedrooms 14 Guests
Aug 23 - 27
$450 night

HOME HIGHLIGHTS: • 5 Bedrooms • 4.5 Full Bathrooms • Sleeps 14 • Private Courtyard • Private Oasis with Heated Pool (Pool can be heated for an additional $30 per day between Oct 1 - May 1) • 6 Seater Golf Cart Included • 6 Adult Bikes Included • Carriage House • Deeded Beach Access • Parking for 4 Vehicles SLEEPING ARRANGEMENTS (Sleeps 14) SECOND FLOOR: (Sleeps 8) • King Guest Suite (sleeps 2) and ensuite bathroom with single vanity and shower/tub combo + Private Balcony • King Guest Suite (sleeps 2) and ensuite bathroom with double vanity and walk-in tile/glass shower • Bunk Room (sleeps 4) with two sets of twin over twin bunks THIRD FLOOR (Sleeps 2) • King Primary Suite (sleeps 2) with fireplace and ensuite bathroom with double vanity, garden tub * walk-in tile/glass shower + Balcony CARRIAGE HOUSE (Sleeps 4) • Queen Guest Suite (sleeps 2) and ensuite bathroom with single vanity and walk-in tile/glass shower • Queen Sleeper Sofa (sleeps 2) DESCRIPTION: Experience unparalleled comfort and luxury with Echelon Luxury Properties at "North Winston Villa," a stunning 5-bedroom, 4.5-bath home with a carriage house, perfectly situated on the scenic park side of 30A. This beautifully designed retreat offers the ultimate getaway for families looking to relax, unwind, and create unforgettable memories. The home is beautifully decorated with lush furnishings, modern accents, and an inviting ambiance that perfectly blends sophistication and comfort. The private courtyard is a true oasis, featuring a heated pool, lounge chairs, a grill, a dining table, a covered deck, and access to the charming carriage house. Inside the main home, you’ll find an open concept living and dining area, a fully stocked gourmet kitchen, and a cozy gas fireplace. The property boasts four bedrooms, 3.5 baths, two private balconies, and an exquisite master suite occupying the entire third floor. Upon entering the first floor, you’ll notice the gourmet kitchen with top-tier appliances, a spacious living area with comfortable seating, and a gas fireplace, as well as a convenient half-bath. The interior design is enhanced by thoughtful touches, including plush seating, elegant fixtures, and a soothing color palette that reflects the coastal surroundings. On the second floor, the home features a laundry room, a bunk room with four twin-sized beds and a sliding barn door, and two guest suites, each with a king-sized bed, flat-screen TV, and private en-suite bathroom with a walk-in shower. The entire third floor is dedicated to the luxurious master suite, which boasts vaulted ceilings, a king-sized bed, a gas fireplace, a private balcony, and an opulent en-suite bathroom with an oversized tub and shower. The private carriage house offers additional space for up to four guests. It includes a bedroom with a queen-sized bed, a full bathroom, a fully equipped kitchen, a private balcony, and a pull-out queen sleeper sofa for extra flexibility. Beach access is just 0.3 miles away, and the vibrant town center of Rosemary Beach is within walking or biking distance, offering fantastic dining, shopping, and entertainment options. A private walking trail directly behind the villa provides access to Big Bad Breakfast, one of 30A’s top-rated brunch spots. If you’re visiting on a Sunday, don’t miss the nearby 30A Farmers Market, open from 9 AM to 1 PM. Discover your family’s annual vacation destination at North Winston Villa where luxury, style, and relaxation come together to create unforgettable experiences year after year. LAYOUT FIRST FLOOR: • Family Room with Gas Fireplace • Kitchen with Upscale Appliances and Pantry • Kitchen Island with Bench Seating and side bar table (seats 4) • Guest Half Bath • Access to Outdoor Oasis with Private Heated Pool SECOND FLOOR: • King Guest Suite with Ensuite Bath • King Guest Suite with Ensuite Bath • Bunk Room (two twin over twin bunks) • Laundry Facilities THIRD FLOOR: • Primary King Suite with Ensuite Bath CARRIAGE HOUSE: • Open Living Area with Kitchenette & Queen Sleeper Sofa • Queen Guest Suite with Ensuite Bath • Private Balcony • Access to Garage with Laundry Facilities & Additional Refrigerator OUTDOOR AREA: • Private Heated Pool • Outdoor Shower • Outdoor Dining & Sun Loungers • Grilling Station (Gas) • Parking for 4 Cars • Fenced Backyard

Tickle Me Tides

Inlet Beach, FL, US
4 Bedrooms 14 Guests
Aug 23 - 26
$1,190 night

Tickle Me Tides by Oversee 30A | Perfect in Walton County Awards – Three-Time Diamond Winner – Best Rental Mgmt. 2026, 2025, 2024 Have y’all some positive vibes at Tickle Me Tides. Step into a world where architectural whimsy meets coastal extravagance. Tickle Me Tides is a Japanese-style courtyard home designed by the original architect of Rosemary Beach, with fun additions and alterations by renowned local architect Chris. This sprawling, solar-powered estate is designed to spark wonder at every turn. From a literal treehouse equipped with a water cannon to a museum of vintage arcade games, this is 30A living turned up to eleven. Highlights: - Inlet Beach - Private heated pool with hot tub and splash pad - Solar-powered estate - 6-seater golf cart! - 5-minute walk to the beach - Vintage Arcade: Retro games, air hockey, foosball, and hanging chair - Features many pieces of art by local artists. - Magical Garden Mini Golf Course (watch for Bigfoot!) - Large firepit area with wrap-around seating - Full retro kitchen with grocery dumbwaiter - 8 complimentary bikes and an electric vehicle charging station - Lookout tower with gulf views - Main House + Carriage House + Enchanted Treehouse - Outdoor shower and bathhouse with full plumbing Step into the main house, where the adventure begins on the first floor. Wander back to the "Magical Forest Bunk Room," a forest-inspired retreat, or choose your own adventure between the “Monster Room” or the “Hollywood Room”. Each wonderful space has direct access to the mini golf course. Nestled at the heart of the lower level is a vibrant, technicolor lounge that serves as your official headquarters for high-definition hijinks and midnight movie marathons. This kaleidoscope of a room is perfectly positioned so you can tumble right out of any of the three surrounding bedrooms and straight into the cinematic action on the massive TV. Follow the large custom mural of 30A up the main stairs, illustrating the hot places to go! Enter the colorful mid-century modern living area. The kitchen is a retro masterpiece with matching candy-apple red appliances, while the dining area, complete with a piano for impromptu concertos (don’t worry, Elvis is always in attendance), seats 12 for high-style feasts. Look up to find the mezzanine that floats over the living and dining area, accessed by ladder, packed with all your favorite childhood board games, even some rare ones. Cross the glass walkover to the "Elvis" record room to spin some vintage vinyl (or connect via Bluetooth) and enjoy the private balcony. The primary suite resides here too, offering a sanctuary with a soaker tub and its own scenic balcony. The courtyard is a kingdom of its own, anchored by a massive, dedicated arcade building. Step inside this gamer’s paradise to find vintage arcade classics such as Ms. Pac-Man, Galaga, Tetris, Pole Position, Street Fighter II, Outrun, Donkey Kong, House of the Dead III, and more. Challenge your friends to air hockey or foosball and take a step back in time. The bottom level of the Carriage House is a flower-themed marvel, boasting hand-painted cabinets, a Japanese wood soaking tub for ultimate relaxation, and a twin bed in the common area. Also, in the flamingo-themed loft upstairs, a primary bedroom and two full beds are across the open-air walkway. Nearby, the one-of-a-kind treehouse offers a nostalgic hideaway with a full and twin bed (not counted in occupancy, sleep at your own risk!), though its crowning glory is a water cannon mounted at the top, ready to soak anyone in the pool below. Grab one of the bikes or hop on the 6-seater golf cart. And go! Between the enchanted mini golf course, splash pad, large fire pit, and the bubbling hot tub, the entertainment is endless. With a lookout tower offering Gulf views and an electric vehicle charging station in the carport for a small compact vehicle, every extravagant detail has been considered. Tickle Me Tides is a labor of love, filled with custom murals, hand-painted cabinetry, and rare vintage finds. We invite you to play hard and laugh often, but please treat this whimsical wonderland with the same care and respect you would your own home. Oversee 30A is local and close by, available daily with a 24/7 line for anything that comes up. Overview: - 5-minute stroll to the beach (Wall Street Public Beach Access) - Private pool (can be heated seasonally for an additional $55.00 per day, contact Oversee for details) - Splash pad and hot tub - Private mini-golf - 6-seater golf cart - Fire pit - 8 complimentary bikes - Electric vehicle charging station - Main House + Carriage House + Treehouse + Arcade - Vintage arcade and - Lookout tower with gulf views - Gas grill - Wi-Fi Overnight: FIRST FLOOR - Bunk Room: Full/Queen bunk with tree-limb stairs, shared bath (tub/shower combo) - Guest Room: King bed, backyard access - Guest Room: King bed, backyard access SECOND FLOOR - Primary Bedroom: King bed, private balcony, full bath with soaker tub and walk-in shower - Half Bath CARRIAGE - Common Area: Twin bed - Loft Area: King bed, Two full beds - Shared Full Bath w/wooden Japanese soaker tub and shower OUTSIDE - Full Cabana Bath w/ shower Check-in is 4:00 PM CST. Checkout is 10:00 AM CST.

Inlet Beach Paradise

Inlet Beach, FL, US
4 Bedrooms 10 Guests
Aug 23 - 26
$949 night

Inlet Beach Paradise by Oversee 30A | Perfect in Walton County Awards – Three-Time Diamond Winner – Best Rental Mgmt. 2026, 2025, 2024 A true coastal escape with an expansive backyard and private pool, welcome to Inlet Beach Paradise. Brand-new, polished, and designed for creating outstanding 30A vacay moments, the vibe is easy, elevated, and entirely yours. Highlights: - Inlet Beach - .5 miles to Public Inlet Beach Access! - Gorgeous private pool in large backyard! - 4 bedrooms, 3 baths - Gas grill - Stunning interiors - 4 bikes! - Near Rosemary Beach and Alys Beach - Grouper Reef is a great place to snorkel - 5-star restaurants Set in Inlet Beach, this prime location puts you exactly where you want to be. You’re just a half-mile from the shore, so a quick hop on a bike? Absolutely dreamy. Inside, natural light brightens the open living area, while stylish finishes and comfy seating create an easy gathering space, perfect for a regroup after a full day outside. The kitchen is efficient, well-equipped, and ready for anything, from quick breakfasts to unhurried dinners. The dining table is a wonderful setting that tends to host meals that last longer than planned. Bedrooms are bright and peaceful, offering excellent privacy for up to 10 guests. The primary suite is a true standout, featuring its own private balcony for morning coffee and sunset views. The tykes will love the fun bunk room. Also! The Inlet Beach Underpass is designed for pedestrian and cyclist safety at the intersection of Highway 98 and 30A and it provides a safe crossing beneath busy traffic, connecting beach access, shops and restaurants. It includes art murals by local artists. As always, the Oversee 30A team is nearby. Need anything? We’re here every day, plus a 24/7 line for the unexpected. Overview: - .5 miles to the Inlet Public Beach Access - Private pool (can be heated seasonally for an additional $55.00 per day, contact Oversee for details) - Large back yard - 4 bikes included - 4 bedrooms, 3 baths - 2,116 sq ft - Gas grill - Wi-Fi Overnight: FIRST FLOOR - Guest Room: King bed, ensuite full bath, shower/tub combo SECOND FLOOR - Primary Bedroom: King bed, private bath, walk-in shower, private balcony - Guest Room: King bed, shared full bath - Bunk Room: Two twin-over-twin, shared full bath Check-in is 4:00 PM CST. Checkout is 10:00 AM CST.

GULF ESCAPE

Inlet Beach, FL, US
4 Bedrooms 8 Guests
Aug 24 - 27
$597 night

Gulf Escape - Vacation Rental House with Private Pool in Seacrest Beach Favorite Features: - Large Screened-in Dual-Entry Private Pool - Less than 1-Minute Walk to Beach - Split Living Spaces featuring Two Kitchens and Living Rooms - 4 Bikes included - 2 Sets of Backpack Beach Chairs included More about Gulf Escape: Welcome to Gulf Escape, where sun, sand, and relaxation await! Located in the heart of Seacrest Beach on 30A, this bright and inviting retreat is perfect for multi-family getaways, or any large gathering. With a huge screened-in private pool, two fully equipped kitchens, and the beach just steps from your front door, you’ll have everything you need for an unforgettable vacation. Originally a duplex, this hidden gem is now a seamless coastal retreat that still offers flexibility for larger groups. Each side features its own kitchen, living room, and laundry area, with a connecting door that can be closed for extra privacy. The coastal-chic design, bright whites, and custom woodwork add character and warmth, creating a space that feels both stylish and comfortable. With four bedrooms and two bathrooms, Gulf Escape comfortably sleeps up to 16 guests. Each side of the home features a king bedroom and a full/full bunk room, with additional sleeping space available on the two sleeper sofas in the living areas. Every bedroom overlooks the shimmering pool, and access to the patio is conveniently located through the bunk rooms. Step outside to the spacious pool area, where there’s plenty of room to relax, play, and soak up the Florida sunshine. Fire up the grill for a cookout, lounge poolside with a drink in hand, or take a quick stroll to the beach for a sunset walk. Plus, with complimentary bikes included, exploring 30A’s charming communities, shops, and restaurants is effortless. Whether you’re planning a fun-filled family vacation or a laid-back retreat with friends, Gulf Escape offers the perfect blend of comfort, convenience, and coastal charm. Book your stay today and start making unforgettable beach memories! Sleeping Arrangements: FIRST FLOOR Bedroom 1: King Bed & Shared Ensuite Bathroom with Shower. Bedroom 2: King Bed & Shared Ensuite Bathroom with Shower. Bedroom 3: Full over Full Bunk with Trundle & Shared Ensuite Bathroom with Shower. Bedroom 4: Full over Full Bunk with Trundle & Shared Ensuite Bathroom with Shower. Additional Arrangements: Sleeper Sofa

A in the Sand

Alys Beach, Florida, US
6 Bedrooms 24 Guests
Aug 23 - 26
$1,769 night

HOME HIGHLIGHTS: - Private pool *Pool heating is available from October 1st through May 1st for an additional fee of $45 per day. - Short walk to the deeded beach access - Third floor lookout area with Gulf Views - Short Walking/Biking Distance to Alys and Rosemary Beach - Easy access to 30A and bike path - 6-passenger Low Speed Vehicle - 7 adult bikes - 5 parking spots - In-home fitness center - In-home elevator - Sauna - Peloton *An exclusive Alaya amenity - Media room - Complete Clean Linen Participant - All linens, including comforter covers, are laundered upon every checkout DETAILS: Refresh in luxury at 65 A Street, a stunning 6-bedroom, 8.5-bathroom Main and Carriage Home that accommodates 24 guests, offering plenty of room for large groups and multi-generational families. Savor relaxing days in the private pool, movie nights in the media room, Gulf sunsets from the lookout tower, and daily walks to the pristine beach—only 1-minute away. Tucked between Alys and Seacrest Beach, this property is a perfect base for experiencing 30A’s beauty and attractions! Simple luxury meets aesthetic drama inside this 2-level Main Home. In the living space, discover pillow-soft seating beneath an exquisite wood ceiling and an expressive sea life art piece. On the room’s opposite end, a gourmet kitchen with a top-of-the-line Wolf stove and an expansive center island welcomes homemade or catered meals. Between the two is a sophisticated dining table for 8, with additional seating for 6 at the breakfast bar. French doors open onto the courtyard, marrying the indoor and outdoor spaces. Step outside to unwind on the pool’s sun shelf, or sink into the sitting spa for a nighttime soak! Beneath the angled pergola, an outdoor living space and a neighboring grill area encourage hours of fun. A full gym with a Peloton bike and sauna, and a laundry room add convenience throughout every stay. When it’s time to retire, find a comfy king bed and a private bathroom in the guest bedroom. Entertainment awaits on the second level, beginning with a game table, arcade machine, wet bar, and shuffleboard table. A spacious media room offers epic comfort while streaming movies. Guests can choose between 3 guest bedrooms with private bathrooms, featuring 1 king bed, 1 king bed and a sleeper sofa, and 2 queen beds, respectively. There’s also a bunk room with 2 queen-over-queen bunk beds and 1 twin-over-twin bunk bed. On the top floor, greet the day with Gulf views at sunrise and a delicious cup of coffee. The private Carriage Home features a kitchen, a living space with a queen sleeper sofa, and a guest bedroom with a king bed. Experience a luxury Seacrest Beach vacation at 65 A Street. Parking for 5 vehicles—plus a 6-passenger low-speed vehicle and 8 complimentary adult bikes—makes exploring easy. For deeded beach access, head west on 30A and take the small trail between homes 8870 and 8858. Book today! SLEEPING ARRANGEMENTS: (SLEEPS 24): FIRST FLOOR: -Guest Bedroom: King Bed, Private Bathroom with Shower/Tub Separate -Additional Living Area: Full Gym with Sauna with a Private Half Bathroom, and Additional Half Bath in Hallway SECOND FLOOR: -Guest Bedroom: King Bed and Sleeper Sofa, Private Bathroom with Shower Only -Guest Bedroom: 2 Queen Beds, Private Bathroom with Shower Only -Guest Bedroom: King Bed, Private Bathroom with Shower Only -Guest Bedroom: 2 Queen-over-Queen Bunks Beds and Twin-over-Twin Bunk Bed , Shared Bathroom with Shower/Tub Combo -Additional Living Area: Media Room CARRIAGE HOUSE: -Guest Bedroom: King Bed, Shared Bathroom with Shower/Tub Combo -Additional Sleeping Area: Queen Sleeper Sofa -Half Bathroom on the bottom floor *The location of this home is advertised in Seacrest Beach with close proximity to Alys Beach. The official address is in Alys Beach, but many of the amenities are within Seacrest Beach. *Garage is not for guest use. *RV parking is not permitted at this property.

Lazy Days

Seacrest, FL, US
4 Bedrooms 12 Guests
Aug 23 - 25
$317 night

Come enjoy Lazy Days, a large Mediterranean-style home conveniently located just north of 30A in the heart of Seacrest Beach. This spacious 4-bedroom, 3.5-bath retreat sits on a large lot backing up to the golf course, providing ample privacy on this quaint cul-de-sac. Lazy Days accommodates up to 14 guests and offers private beach access through the deeded access just a few steps away. Located less than a mile from Alys Beach, Rosemary Beach, and Watersound, you’re just a short walk, bike, or drive from fun family activities at The Hub, fantastic restaurants, boutique shopping, and more. 1st Floor: - 1st floor refrigerator for pool snacks! - King bedroom with TV/cable - Queen bedroom with TV/cable - Full connecting "Jack-and-Jill" bathroom with separate vanities - Modern bunk room: 3 sets of bunks + 1 large connecting bathroom with 2 showers - GREAT for kids! Outside: - Expansive outdoor living space with sound system - 16’x32’ private pool with optional heating, lounge chairs, and outdoor shower - Fire pit area with seating 2nd Floor: - Open kitchen and dining area, seating up to 8 at the table, and 4 at countertop - Living area with queen sleeper sofa, fireplace, TV, and seating for 4 at a game/dining table - North side outdoor deck with dining table and gas grill overlooking the pool - spiral staircase to the patio area - South side outdoor deck with Gulf views 3rd Floor: - King master suite with chaise lounge and mini bar area with refrigerator - Master bath with double vanities, a glass enclosed double head shower, and jetted soaking tub overlooking the golf course - Balcony with sitting area overlooking the Gulf With over 1500 sq. ft. of exterior living, you and your family are sure to find comfort and luxury in this beautiful home just steps from the water! Additional Info for Lazy Days: - 4 Tommy Bahama Beach Chairs - 1 Tommy Bahama Beach Wagon - 1 Pack N Play - 1 High Chair Private Beach Access: Head down Pelican Glide and across 30A, turn right down the trail and at the Capistrano complex you’ll find your deeded beach access. Distance: .2 miles | Time: 4 minutes walking Your stay at Lazy Days comes with Xplorie’s best activities! one ticket per day, per activity! (over $800 in nightly value) Tee off at Emerald Bay or Regatta Bay, zip through Baytowne Adventure Zone, and sail on the Sea Blaster Dolphin Cruise. Enjoy Big Kahuna’s Water Park, Black Light Mini Golf, and scenic bike rides with complimentary rentals. Explore 30A with ease and adventure! Please Note: Complimentary Xplorie activities are only available for reservations of 1–28 consecutive nights. Stays of 29 nights or longer are not eligible for these complimentary activities. * Pool heat can be added for an additional fee * Sorry, no pets allowed * Benchmark cannot guarantee/service owner-provided amenities * Parking for 4 cars (no garage access) A Benchmark welcome bag and initial starter kit of amenities are provided for all guests. For the kitchen this includes: 1 roll of paper towels, 1 dish sponge, 1 dish soap, 2 dishwasher pods, and 1 liner for each trashcan. For each bathroom it includes: 1 roll of toilet paper, 1 set of soap/body wash/shampoo/conditioner/lotion. For towels you will receive: 1 body towel/1 washcloth per guest and 2 hand towels per bathroom, plus 2 washing machine pods.

High Tide - Saltwater Pool!

Santa Rosa Beach, FL, US
3 Bedrooms 8 Guests
Aug 26 - 29
$616 night

HOME HIGHLIGHTS: - Walking distance to the beach - Private salt water Martini pool *Pool heating is available from October 1st through May 1st for an additional fee of $30 per day. - 3 adult bikes - Grill - Complete Clean Linen Participant - All linens, including comforter covers, are laundered upon every checkout DETAILS: Sink into serenity at High Tide, a beautiful 3-bedroom, 2.5-bathroom Inlet Beach home, sleeping up to 8 guests—only a 4-minute walk from beach access. Tucked beside Camp Helen State Park, this quiet stretch of 30A is a perfect coastal haven. Savor fresh pastries from the Donut Hole, souvenir-browse at the Inlet Beach Shoppes, sunbathe on the beach, or rent a paddleboard and enjoy an afternoon snorkeling around the Grouper Reef while discovering the marine wildlife! When not exploring the area, guests will love relaxing in the private heated Martini pool or in the ample outdoor space. Step inside this 2-level home to discover a carefully curated interior of warm neutrals, golden tones, and natural light, creating a zen atmosphere for peaceful unwinding and slow-paced days. The fully equipped kitchen, with its modern aesthetics, open layout, and eat-in island for 4, seamlessly connects the living and dining spaces for effortless gathering. Split a bottle of wine over a hearty dinner at the banquette-style dining table for 6, before effortlessly moving to the comfortable couch or stylish lounge chair to stream a movie on the Smart TV. Through the glass doors, a covered patio and courtyard invite guests to take advantage of the Gulf weather. Refresh with a dip in the saltwater pool, barbecue on the propane grill, dine alfresco at the 6-seat table, or recline on the cushioned seating as a wide umbrella provides luxurious shade. When night falls, guests can retire to the primary bedroom’s plush king bed and private bathroom. A washer and dryer in the kitchen closet make it a breeze to refresh swimwear or towels after a day of in-the-water fun. On the second-level landing, 2 twin beds offer additional sleeping accommodations, and a back door leads to a rooftop balcony and lanai living area with a TV. This floor also features a guest bedroom with a king bed and private bathroom, as well as a bunk room with 2 twin-over-twin bunk beds. With the beach a short walk away, a private cocktail pool, and secluded outdoor spaces, High Tide has everything guests need for a fantastic Inlet Beach getaway—including parking for 2 vehicles and 3 complimentary adult bikes. To reach the beach, head out the back gate, follow Park Place, turn left onto South Walton Lakeshore Drive, and follow the road to Phillips Inlet Beach Access. Book today! SLEEPING ARRANGEMENTS: (SLEEPS 8): FIRST FLOOR: - Primary Bedroom: King Bed, Private Bathroom with Shower Only SECOND FLOOR: - Guest Bedroom: King Bed, Private Bathroom with Shower Only - Guest Bedroom: 2 Twin-over-Twin Bunk Beds - Additional Sleeping Area: 2 Twin Beds on Landing

Marisol 30A

Inlet Beach, FL, US
6 Bedrooms 20 Guests
Aug 23 - 27
$1,200 night

HOME HIGHLIGHTS: • 6 Bedrooms • 7.5 Full Bathrooms • Sleeps 20 • Unobstructed Gulf Views • Rooftop Terrace with Unparalleled Coastal Views • Heated Private Pool with Summer Kitchen (Pool can be heated for an additional $40 per day from October 1 - May 1) • 4 Stories & 5,616 Square Feet • 6 Seater Golf Cart & 6 Adult Bikes Included • 2 Beach Accesses • Elevator • Parking for 3 Vehicles Welcome to Marisol – where luxury meets the Gulf Coast’s natural beauty in a four-story retreat designed for unforgettable beach getaways. Nestled in the heart of Inlet Beach, this exquisite home blends modern elegance with timeless coastal charm. Its prime location offers effortless access to upscale shopping and dining at 30Avenue, as well as the iconic communities of Rosemary Beach and Alys Beach, ensuring an unparalleled experience of coastal living. With six bedrooms and seven and a half bathrooms, Marisol accommodates up to 20 guests, providing both comfort and privacy for all. Spanning 5,616 square feet of thoughtfully designed living space, this home offers plenty of room for gathering, unwinding, and making memories. Soak in the stunning, unobstructed Gulf views from nearly every angle, offering the perfect setting for tranquil mornings or vibrant sunsets. The gourmet kitchen, equipped with top-of-the-line appliances, is a chef’s delight and opens seamlessly into the spacious living area overlooking the turquoise waters. This inviting space is ideal for relaxation or entertaining. For the ultimate retreat, head to the rooftop terrace, where panoramic views of emerald waters and sugar-white sands take center stage. Step outside to your own heated private pool, an oasis perfect for year-round enjoyment. A six-seater golf cart and six adult bikes make exploring Inlet Beach effortless, while direct community beach access ensures the sugar-white sands and Gulf waters are just moments away. The home’s elevator provides convenience, making every floor accessible to guests of all ages. At Marisol, every detail has been thoughtfully curated to provide a luxurious and relaxing experience. Whether you’re lounging by the pool, enjoying the rooftop views, or strolling to the beach, every moment here is crafted for comfort and connection. Perfect for family gatherings, reunions, or group vacations, Marisol is more than just a home – it’s the ultimate coastal escape. Book your stay at Marisol and discover the unmatched beauty and charm of Inlet Beach – the Gulf Coast’s hidden gem. Sleeping Arrangement First Floor - Bunk Area w/ Two Queen over Queen Bunks, Shared Bathroom w/ Shower/Tub Combo - King Bedroom, Private Bathroom w/ Shower Only Second Floor - 1/2 Bathroom - King Bedroom, Private Bathroom w/ Shower Only Third Floor - Master King Bedroom, Private Bathroom with Shower/Tub Separate - Queen Bedroom, Private Bathroom w/ Shower Only - King Bedroom, Private Bathroom w/ Shower Only - Office Bedroom w/ Sleeper Sofa, Private Bathroom w/ Shower Only **Indoor fireplace not for guest use**

Inlet Beach "Beach Smiles" 70 Emerald Cove Lane

Inlet Beach, FL, US
5 Bedrooms 16 Guests
Aug 25 - 28
$2,052 night

HOME HIGHLIGHTS: - Located steps from the beach - Amazing gulf views - Private Pool **Pool heating available Oct 1-May 1 for $25 per day** - Semi-Private beach access - Complimentary beach setups each morning include 2 beach chairs with 1 umbrella (Mar 1- Oct 31) - Standalone ice maker - Elevator - Grill - 5 adult bikes - Community pool - Complete Clean Linen Participant - All linens, including comforter covers, laundered upon every checkout DETAILS: Beach Smiles is a lovely 5–bedroom, 4.5–bathroom Inlet Beach–home with Gulf views that sleeps 16. Guests will love the convenience of a private pool, semi-private beach access, and gorgeous Gulf views from 2 oversized balconies. The first floor offers guests 2 bedrooms. A guest bedroom with a king bed shares a bathroom with a shower/tub combo with the second guest bedroom. This second guest room has a full bed and French doors that open onto a beautiful patio with a swimming pool. Guests will enjoy relaxing poolside on comfortable chaise loungers to the calming sounds of the pool’s fountains, the constant Gulf breeze, and crashing waves. The main living areas on the second floor enjoy beautiful Gulf views. White shiplap and oyster shell chandeliers add a coastal feel to the large open kitchen, living, and dining area. Comfortable leather sofas and cozy armchairs invite conversation and are close enough to the generously sized marble-topped kitchen island that everyone can join in the fun. Next to the kitchen are French doors that open to a huge balcony. This outdoor living space is decked out with an outdoor grill and wet bar, a dining table, rocking Adirondack chairs, and an outdoor sofa. Guests will love the views of the Gulf while dining and relaxing in the shade. On the third floor, guests will enjoy the added privacy a living area (with a sleeping sofa) provides at the top of the stairs. A bunk room with bright white shiplap and cute dolphin and fish embellishments has 3 twin-over-twin bunk beds and a private bathroom with a shower. A guest bedroom has a king bed and French doors that open to a balcony with Adirondack chairs and Gulf views. This bedroom shares a bathroom with a shower/tub combo. A primary bedroom enjoys beautiful Gulf views from every window and has French doors which open to a balcony. The private bathroom has an oversized shower with a teak bench (and more Gulf views). Beach Smiles has everything you need for the perfect beach vacation. Enjoy exploring Inlet Beach, and nearby 30A on 5 included adult bikes. Beach Smiles won’t last long with its location, Gulf views, and private pool. SLEEPING ARRANGMENTS: FIRST FLOOR: Guest Bedroom: King Bed, Shared Bathroom with Shower/Tub Combo Guest Bedroom: Full Bed, Shared Bathroom with Shower/Tub Combo THIRD FLOOR: Primary Bedroom: King Bed, Private Bathroom with Shower Only Bunk Bedroom: Three Twin over Twin Bunk Beds, Private Bathroom with Shower Only Guest Bedroom: King Bed, Shared Common Bathroom with Shower/Tub Combo Living Area: Queen Sleeper Sofa Unfortunately, animals are not permitted in this home. Failure to adhere to this rule will result in immediate eviction and loss of deposit. Guest is fully responsible for all damages.

Blue Sails

Inlet Beach, FL, US
4 Bedrooms 12 Guests
Aug 28 - 30
$418 night

Discounts are automatically applied to stays, no promo codes needed. The total price already includes your savings. Welcome to Blue Sails! Each reservation of this property includes a credit to be used towards beach gear rentals and services at La Dolce Vita! This includes bikes, beach chairs, paddle boards, kayaks, and tours/experiences and could even be used towards a beach bonfire for the entire family! This family-friendly beach house is located in popular Inlet Beach, is only 100 yards from the beach (a 2 min walk), and has stunning views of the Gulf of Mexico’s gorgeous emerald green waters and its very own private pool! This home is sure to be a perfect fit for your family’s next vacation getaway! Not only is this home just steps away from the pristine beaches of the gulf, but you are also still close enough to enjoy all the shopping, dining, and fun, that Scenic 30A has to offer. As soon as you enter the home, you will notice the large open-concept main floor living space, and the abundance of natural light that floods through the windows! Escape to the expansive sun deck on the front of the home for your morning coffee and enjoy the sunrise or the sunsets in the evenings! The kitchen is spacious with stainless steel appliances and plenty of seating in the dining area. Also in the main living area of the home, you will find two guest bedrooms both with king-sized beds! Off the back of the home, you will have access to your own PRIVATE pool and deck! Head downstairs to the first level of the home and you will find the bunk room, a perfect place for the kids with its very own boat bed! Up on the third level, you will find the master suite with a private bathroom! As an added bonus the master suite also has a view for days and a private balcony, so that you can wake up and go to sleep taking in the pristine gulf views. Sleeping Arrangements: (Sleeps 12) 1st Floor: -Kids Room with 2 Twin Beds, and a Full Sized "Boat" Bed with Trundle Pull Out-Full Bathroom 2nd Floor: -Two King rooms and shared full bathroom with walk-in shower -Sleeper Sofa in the Living Room 3rd Floor: -Private Master King-Size Suite With a Sleeper Sofa- Full Private Bathroom with Walk-In shower. Walkout French doors to a private deck with amazing gulf views. Amenities: -100 Yards to the Beach -Beautiful Quiet Inlet Beach Location, Close to 30A. -Private pool (not heated) -Gulf-Views -Internet Access - WIFI - Gas Grill -Parking for 4 vehicles in driveway MAX -Pet-friendly-(Pet-fee required. Please contact the management company to add and pay the fee. $200 non-refundable fee for 1st pet, additional $100 fee for 2nd pet. Not to exceed 2 pets per property per stay. Dogs only.) Starter Amenity Package: All guests are provided with an "amenity starter kit," which includes an initial supply of bath soap, shampoo, conditioner, shower gel, dishwasher pods ( x1) toilet paper, paper towels, hand soap, laundry pods (X1), and trash bags. These items are provided for your convenience, and are only intended to get you through your first 24-48 hours of your stay. SUGGESTED ITEMS TO BRING Beach towels, beach chairs, sunscreen, sunglasses, bug spray, paper towels, toilet paper, trash bags, dishwasher detergent, laundry soap, bath soap, bicycles, rafts, coffee filters, antiseptic, flashlights, and beach toys. FAQ: Type of coffee pot: K cup or standard coffee pot Parking spots: MAX up to 4 in the driveway Pool Heated: No Distance to beach: Drive: 100 yards from the beach Bikes included: no (can use rental credit towards bikes.) Beach Chairs & Umbrella set-up included: NO ( can use rental credit toward beach chair set-up) Pet Policy: No more than 2 pets are allowed during a stay. Dogs only. **Please be aware that in this community and many others, there may be active construction going on. We are not held liable for this.**

Inlet Beach Retreat 202

Inlet Beach, FL, US
5 Bedrooms 12 Guests
Aug 29 - 31
$457 night

Top Reasons to Book this Beautiful Home: * Steps to the Beach – just a short stroll to the sugar-white sands and emerald waters * Private Pool and Hot Tub – your own secluded oasis for relaxing days * Stunning Gulf Views; Outdoor Patio with Grill – perfect for sunset dinners * 4 Bikes Included – explore scenic 30A with ease * 1 mile to Rosemary Beach; Less than a mile to Camp Helen State Park Snorkel the Grouper Reef – a must-do adventure just offshore (see Area Attractions below) * Professionally Managed; 24/7 Service *This property is NOT AVAILABLE for rent to those under the age of 25. No Exceptions. *Fits 2 cars in the driveway. We LOVE Snowbirds! Low Monthly Winter Rates Snowbird Season runs January thru February, on a monthly basis. To prepare a qualified quote, select your arrival date (must be the 1st day of the month) and the departure date (must be the 1st day of the month). Alternate dates must be pre-approved. All monthly rentals are subject to an additional $150 cleaning fee. Please contact us with your interest and to further assist! Welcome to Inlet Beach Retreat — your coastal getaway just 100 yards from the beach and minutes from Rosemary Beach. This spacious 5-bedroom, 5-bath home sleeps up to 12 and features Gulf views, multiple balconies, and inviting spaces designed for both relaxation and gathering. The first floor offers a private guest suite with a Murphy bed, kitchenette, sleeper sofa, and direct access to the lanai with a private pool and spa, plus a ping pong game room for added fun. Upstairs, you’ll find two king master suites with en-suite baths and private porches with Gulf views, along with a bunk room for flexible sleeping. The top floor is built for entertaining with an open-concept living area, large balcony, and a gourmet kitchen with Wolf and Subzero appliances, plus an additional king suite with a private balcony. Enjoy your private pool, spa, and outdoor grilling area after a day at the beach. Located in peaceful Inlet Beach, you’re still just minutes from Rosemary Beach, 30Avenue, and local favorites like The Donut Hole and Shades—perfect for dining, exploring, or simply unwinding. The Bed Setup: 1st Floor Guest Bedroom 1: Full Murphy Bed and Queen Sofa Bed 2nd Floor Master Bedroom 1: King Bed Master Bedroom 2: King Bed Guest Bedroom 3: Twin over Twin Bunk Bed 3rd Floor Guest Bedroom: King Bed Area Attractions: Rosemary Beach is just minutes away, offering shops, dining, and a charming town center with weekend markets. Enjoy the famous white sand beaches of 30A and explore nearby communities like Seacrest and Alys Beach. 30Avenue, just across Hwy 98, offers even more dining and shopping options. Don’t miss Grouper Reef, an artificial reef just 970 feet offshore, perfect for snorkeling and spotting marine life.

Endless Summer

Inlet Beach, FL, US
7 Bedrooms 20 Guests
Aug 23 - 27
$800 night

Home Highlights - Private Resort-Style Pool (Pool can be heated for an additional $60 per day between Oct 1 - May 1) - Elevator - 6 Seater Golf Cart Included - 6 Adult Bicycles Included - New Construction - Short Walk to the Beach - Game Room Welcome to Endless Summer, a stunning new-construction coastal retreat where modern luxury meets laid-back 30A living. Spanning four levels of beautifully designed living space, this home was built for the kind of vacations people talk about for years: big groups, extended families, and friends who want to be together without ever feeling crowded. With seven total bedrooms including a private in-law suite, multiple living areas across every floor, and sleeping accommodations for up to 20 guests, there is room for everyone to gather and room for everyone to disappear. Beverage stations on every level mean no one ever has to go far for a cold drink, and the chef-forward gourmet kitchen, outfitted with marble countertops, premium appliances, and a blue subway tile backsplash, turns shared meals into the highlight of the day. When the sun goes down, the gas fireplace anchors the main living space with a warm, inviting glow. But the real magic of Endless Summer happens outdoors. Covered balconies on every floor offer quiet moments with a morning coffee or an afternoon read, while the crown jewel, a rooftop entertainment deck and sundeck, delivers panoramic coastal views, a fire pit for evening gatherings, and the kind of sunset you have to see to believe. Back on the ground level, a private resort-style pool (with optional heating from October through May) provides the perfect place to cool off without ever leaving the property. A dedicated game room with ping pong keeps the competition going, and a private elevator makes all four floors effortlessly accessible for every member of your group. When you’re ready to venture out, Endless Summer makes it easy. The beach is just a short walk away, and an included six-seater golf cart and six adult bicycles put all of 30A’s dining, shopping, and charm right at your fingertips. Thoughtfully designed down to the last detail and effortlessly inviting from the moment you arrive, Endless Summer isn’t just a place to stay, it’s the reason you came. Sleeping Arrangements First Floor - King Bedroom w/ Private Bathroom, Shower/Tub Combo - Queen Bedroom w/ Private Bathroom, Shower/Tub Combo - Twin over Twin Bunkroom w/ Private Bathroom, Shower Only - Half Bathroom Second Floor - Two Queen over Queen Bunkroom w/ Private Bathroom, Shower Only - King Bedroom w/ Private Bathroom, Shower Only - Half Bathroom Third Floor - King Bedroom w/ Private Bathroom, Shower Only - Master King Bedroom w/ Private Bathroom, Shower/Tub Separate Fourth Floor - Half Bathroom

Occasionally Luxe

Seacrest, FL, US
5 Bedrooms 12 Guests
Aug 23 - 26
$1,055 night

Occasionally Luxe by Oversee 30A | Perfect in Walton County Awards – Three-Time Diamond Winner – Best Rental Mgmt. 2026, 2025, 2024 Welcome to Occasionally Luxe, a newly built home that brings beachside luxury to life! The backyard is an entertainment dream with a private heated pool, a delightful and comfy lounge area, and a gas grill, all within a fenced space for total privacy. Highlights: 📍 Seacrest 👣 Only 200 steps to the Seabreeze Public Beach Access! 👙 Private heated pool with large, covered patio, gas grill 🛏️ 5 bedrooms, 5.5 baths 🚲 5 bikes! 🪞 Gorgeous interiors 🍴 Spacious, fully equipped kitchen with island seating 🛍️ Near shops and restaurants at Alys Beach and Rosemary Beach This 5-bedroom, 5.5-bath retreat is ideal for families or groups, with plenty of space and thoughtful touches for ultimate comfort. The gorgeous kitchen is perfect for after-beach meals. The first floor includes a primary suite with a king bed and walk-in shower, plus a guest room with a queen bed and en suite bath. Upstairs, there are three more bedrooms and a handy kitchenette. Take a short walk to the beach for stunning sunsets and explore nearby dining and shopping at Alys Beach, Seagrove, and The Big Chill. Occasionally Luxe is the perfect mix of privacy, convenience, and fun! Book now and let Oversee 30A make your stay unforgettable. We’re local and here to help, anytime, day or night! Overview: -200 steps to Seabreeze Public Beach Access -Private heated pool (can be heated seasonally for an additional $55 per night, contact Oversee for details) -5 bedrooms, 5.5 baths -5 bikes included -2,850 sq ft -Large outdoor patio with grill and seating -Wi-Fi Overnight: FIRST FLOOR - Primary Bedroom: King bed, ensuite bath, TV - Guest Room: Queen bed, ensuite bath, TV SECOND FLOOR - Guest Room: King bed, ensuite bath, TV - Guest Room: Two queen beds, ensuite bath, TV - Guest Room: Two twin-over-twin bunk beds (4 twins), en suite bath, TV Check-in is 4:00 PM CST. Checkout is 10:00 AM CST.

Limelight

Inlet Beach, FL, US
4 Bedrooms 14 Guests
Aug 23 - 25
$283 night

Welcome to “Limelight” - your 4 bedroom, 4.5 bathroom beachside retreat in Inlet Beach LOCATION: This brand-new home is located in the beautiful Grande Pointe neighborhood, offering an exquisite experience for large groups seeking the pristine sands and crystal-clear waters of the Emerald Coast. Situated less than a mile from the closest public beach access point, and bordering Camp Helen State Park to the East, this home provides a serene coastal escape. Additionally, the neighborhood features a large pool and a community dock for convenient access to Lake Powell, perfect for paddle boarding, kayaking, and other water activities.You’ll enjoy both the tranquility of the surroundings and the convenience of nearby amenities. The upscale shopping and dining at 30Avenue are within close proximity, while familiar grocery stores and entertainment options at Pier Park are just a short drive away. Furthermore, the Panama City Airport is only a 20-minute drive from the property. PROPERTY OVERVIEW: Upon entering this newly-finished home, you’ll be captivated by the clean and bright living room that flows into the dining and kitchen area. The kitchen is equipped with top-of-the-line fixtures and appliances, including a stainless steel fridge/freezer, five-burner gas range, dishwasher, microwave, drip coffee maker, oven, toaster, and blender. All your culinary needs are catered for with a comprehensive selection of cookware, bakeware, and crockery, including separate dinnerware for adults and children. The kitchen island has a built-in bench that provides for ample seating at mealtime. The living room offers a comfortable couches and chairs, accompanied by a large smart TV with premium streaming included through the home’s FuboTV subscription. Continuing from the kitchen, the hallway leads to the powder room and large laundry room, equipped with a full-size washer and dryer along with deep countertop space. At the end of the hallway is the first floor bedroom, impeccably furnished with a king-sized bed and private en suite with walk-in shower. The back garden features a private-optionally heated pool with recessed pool lights, pool loungers, ample decking, al fresco dining space, and a built-in premium gas grill. Moving upstairs, you’ll discover three additional bedrooms on the second floor - a large bunk room with four custom-built full bunks, a queen bedroom with en suite, and a master bedroom with king bed, and large private bathroom, complete with a fully-enclosed shower room and deep, standalone soaking tub. A generously-sized hallway bathroom also sits across the landing from the bunk room with a shower and double vanity. The landing also features a nook with a drinks fridge as well as access to the front-facing loggia.The second floor back deck looks out over the pool below, and comes complete with premium outdoor seating and large flat-screen TV. AMENITIES: The home comes with four adult bikes, beach gear, towels (including beach towels), fresh linens, cutlery, cooking utensils, and a private driveway and garage that together can accommodate up to five cars. We offer a starter supply of premium, eco-friendly guest amenities: Body Wash Shampoo Conditioner Hand Soap Toilet Paper Facial Tissues Dish Soap Dishwasher Pods Laundry Detergent Paper Towels Trash Bags Dish Sponge Bath towels Bed linens NOTE: The primary guest must be 25 or older to rent this home. Unless you have specifically arranged for an early arrival time, please do not arrive at the property before your scheduled check-in time. Do not hang towels on porch/balcony railings. The HOA imposed fines on guests found to be doing so. This home has a strict no-pet policy. Unauthorized occupancy of pets will result in immediate eviction and loss of all rents and deposits, and the guest will be responsible for any and all direct consequential damages. This home is strictly non-smoking. Construction - This neighborhood - along with many others along the 30A - is growing, and as such there may be construction with attendant noise that may take place during your stay. By booking this listing, you acknowledge that possible construction noise won’t be an issue for you and that you understand that no discounts or refunds will be given for this reason.

Vacation Rentals in Rosemary Beach by Amenities & Features

More space, more privacy, more points with every home rental.

What makes Homes & Villas by Marriott Bonvoy a unique home rental experience? Unlike other home rental sites like AirBNB, when you book a vacation rental with Homes & Villas by Marriott Bonvoy you always have the whole place to yourself. Plus, as a member of Marriott Bonvoy, you can earn points towards free nights with every stay.

Vacation Rentals Near Rosemary Beach

Saved Home Image
Sign in or join now to view and save the homes you love