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Vacation rentals with a pool in Santa Rosa Island

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Santa Rosa Island

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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A resort-style pool is situated outdoors, surrounded by palm trees and lounge chairs. The clear blue water reflects the bright sky, and a shaded gazebo is visible in the distance. The area offers a relaxing atmosphere for guests to enjoy.

Condo in Destin

4.95 out of 5 average rating, 206 reviews

The Merry Whale on The Emerald Coast

Newly updated 1 bedroom/ 2 bath condo with built in bunkbeds. Located beach side on the 19th floor with breathtaking panoramic views of the emerald waters and pristine white sand beaches The Gulf of Mexico. Fully stocked kitchen with new granite countertops and slate appliances. Reliable fast high speed internet throughout. Resort amenities include a large pool and hot tub, a beachside tiki bar serving frozen drinks and beer. A fabulous cafe that serves hot breakfast, pizza, sandwiches & salads.

Top guest favorite

An aerial view of a resort-like complex showcases a winding lazy river surrounded by palm trees. Multiple pools are visible, including a circular hot tub and lounging areas with chairs and cabanas. Colorful inflatable tubes add a playful touch to the serene setting.

Condo in Fort Walton Beach

4.95 out of 5 average rating, 117 reviews

Destin West: Luxurious BAY View BEACH Access CONDO

Enjoy this luxurious 3bd/2ba 1,777 sq ft family friendly condo with a luxury master suite with Jacuzzi; & large balcony overlooking Choctawhatchee Bay. Walk to the dock & eat or sign up for a fishing charter, or rent your own jet skis or pontoon boat and make your way to Destin's Crab Island! Downstairs is the Lazy River, Waterfall pool, 2 heated pools, and 2 heated jet spas. Wristbands are required for this area. Guests can use the sky-bridge to access the beach, restaurants, and entertainment.

The image displays a direct view from the private balcony overlooking the sandy beach and the Gulf of Mexico. The soft white sand stretches into the distance, meeting the calm waters with varying shades of blue and green under a clear sky.

Condo in Fort Walton Beach

4.88 out of 5 average rating, 176 reviews

Relaxing Gulf Front Couple's Retreat*Beach Service

Welcome to Okaloosa island! Come experience gorgeous Direct Beachfront unobstructed views! This studio has everything you need for a fabulous beach getaway! Private balcony. Just seconds to beautiful beach & Gulf. 2 Chairs & Umbrella have been purchased for you w/ full beach service$50/day value (Mar-Oct)for a beautiful beachy day! 4 min drive to dining. Lg pool. LVP flooring*2022*Couch*2022*Premium foam mattress*2022 Spotless w/Low Cleaning Fee! Must be 22 years old to book w/ proof of ID

Top guest favorite

Condo in Fort Walton Beach

5 out of 5 average rating, 111 reviews

Waterfront cozy condo with king bed & resort pool

Welcome to The Salty Pirate, your waterfront vacation paradise! Kick back & relax in our calm, stylish condo featuring a king size bed, luxury bathroom & kitchenette. Relax in bed, enjoy the boats cruise by or watch the 65 inch TV. The waterfront balcony entices you to read & relax. Enjoy the resort style pool or reserve the 2-seater kayak (when available) provided for you to explore the waterway. Downtown restaurants & bars are walking distance & the white sugar sand beaches are 2 miles away!

The image features a curved building with multiple balconies overlooking a spacious pool area. Lounge chairs and a table with an umbrella are positioned by the water’s edge, surrounded by landscaped greenery. The tranquil atmosphere is enhanced by clear blue skies.

Condo in Fort Walton Beach

4.88 out of 5 average rating, 559 reviews

Cozy Soundside Condo - WataView2!

Vacation or work at our comfortable waterfront kitchenette studio in the heart of Fort Walton Beach. The sugar white sand beaches are just a short drive away, and adventure awaits right at your doorstep on Santa Rosa Sound. Includes pool and marina! Boat slip (28 Ft) available! The unit has a queen bed and futon that lays down to a full size bed. It's very comfortable for small groups. We are real owner-hosts and strive to keep our unit spotless and well supplied for our cherished guests.

Top guest favorite

A serene pool area features clear water, with families enjoying leisure activities. Colorful pool toys and beach balls are visible. Surrounding amenities include lounge chairs and umbrellas for shade. Palm trees and a flag can be seen in the background, enhancing the tropical setting.

Condo in Fort Walton Beach

4.97 out of 5 average rating, 138 reviews

One Step to the Beach!

"One Step to the Beach" Highlights: - Beachfront Condo at Surf Dweller - First Floor - Pull Up to the Front Door and Unload - Free “Platinum” Beach Service: 2 Beach Chairs, Umbrella + Kayak / Paddleboard access (Mar-Oct) - Two Parking Spaces - 1 King Bed - Master Suite - 2 Queen Beds - Second Bedroom - Cable + Streaming - WiFi - Keurig and Drip Coffee Makers - Seasonal Heated Pool - Tennis/Pickleball Courts - Washer and Dryer in the Condo - Pack n' Play - Shopping / Restaurants Nearby

Top guest favorite

A clear view of the outdoor pool area, featuring a uniquely shaped pool surrounded by lounge chairs. The condominium structure stands adjacent, with multiple balconies overlooking the pool. Tropical landscaping and palm trees are visible in the background.

Condo in Fort Walton Beach

4.96 out of 5 average rating, 125 reviews

Retreat by the Sea at Seacrest Condo

Welcome to Retreat by the Sea. This studio is at Seacrest Condominiums located directly on the beach on beautiful Okaloosa Island in Fort Walton Beach six miles from Destin. Relax on the balcony and enjoy the beautiful views of the Gulf and amazing sunrises and sunsets. You have direct access to the beach and all the amenities that the condo has to offer including indoor/outdoor pool, gym and bbq area. This amazing studio also has a kitchenette, mini-refrigerator and private laundry.

A clean, inviting outdoor pool is framed by a spacious deck. The pool features gentle slopes leading into the water and is surrounded by a landscaped area with palm trees. The condo building stands nearby, highlighting direct beach access.

Condo in Fort Walton Beach

4.95 out of 5 average rating, 131 reviews

Lovely beach-front condo with free beach setup.

As soon as you enter our 3rd floor beachfront condo, you will leave all your cares behind and unwind while enjoying a direct view of the Gulf of Mexico. You can walk to the beach straight out of the building, no need to cross any roads. Many updates done in March 2021: brand new queen size sleeper sofa bed, brand new stainless steel refrigerator, range, dishwasher and microwave, brand new furniture, new paint, new flooring, and brand new TV's. We have Netflix and high speed WiFi.

Top guest favorite

A circular swimming pool is shown, surrounded by a concrete deck with lounge chairs positioned nearby. Palm trees and a wooden fence are visible in the background under a clear blue sky, illustrating a relaxing outdoor area.

Condo in Fort Walton Beach

4.94 out of 5 average rating, 178 reviews

Sunshine and beach time /Okaloosa Island

Enjoy the BEACH! Steps to the sand, Ocean view , top floor unit, sleeps 5,(queen bed, single day bed, and queen sofa sleeper). Fully furnished, (new toilet/vanity, USB port outlets, no carpet, stainless appliances, and keyless entry). A one minute walk to the white sand!wifi in the unit, 2 beach chairs, cooler, and table for guests. Laundry onsite, Tom Thumb next door for items you might need. Everything for a great beach vacation! 683 Nautilus court ( top floor..facing the beach)

The resort complex features a sprawling lagoon-style pool surrounded by palm trees and landscaped areas. Lounge chairs are positioned along the pool's edge, with a clear view of the ocean in the background. Multiple pools are interspersed throughout the green space.

Condo in Fort Walton Beach

4.9 out of 5 average rating, 115 reviews

Ocean view condo, Lazy River & Beach, Destin West

From your unit on the Gulf side of the resort, enjoy the spectacular ocean view, award winning lazy river, and many pools in this family friendly Destin West Beach and Bay Resort with private beach. Your unit is a couple blocks from Gulfarium Marine Adventure park, where you can swimming with dolphins. Enjoy the Broadwalk Okaloosa Island with seaside shops, eats, and entertainment within a block. Okaloosa Island fishing pier is within 2 blocks for fishing enthusiasts.

A private balcony is featured, showcasing a round table with two chairs. The expansive view includes the Gulf waters and sandy beach under a partly cloudy sky with sunlight reflecting off the water.

Condo in Fort Walton Beach

4.94 out of 5 average rating, 173 reviews

Gulf View Studio condo Fort Walton Beach

Islander 705 Studio condo with a beautiful Gulf view on Okaloosa Island. This 7th floor unit sleeps 2 and includes - 1 King bed - 1 sofa sleeper - 1 Full bathroom (glass shower) - Keurig Mini - 1 full kitchen with stove, refrigerator, microwave, dish washer Complimentary beach service 2 chairs and 1 umbrella included March - October! Enjoy BREATHTAKING views of the Gulf & white sand beaches with the perfect sunset view from the balcony!

A spacious pool area is visible, bordered by several lounge chairs arranged neatly. The building's façade features multiple balconies overlooking the pool, providing a sunny atmosphere. A sign detailing pool hours is positioned prominently, ensuring guests are well-informed.

Condo in Fort Walton Beach

4.87 out of 5 average rating, 123 reviews

"The Golden Sun" condo

"The Golden Sun." A luxury and calm stay in a 4th-floor condo only steps from the beach. Enjoy golden sunsets from the balcony that oversees the beach! Fast wifi with Alex integration(not offered by most condos). This features 1 bed and 1 sofa bed for a 4 person stay. 2 full bathrooms. A nice small kitchen so you can cook! Two TVs with Rokus for streaming. Small community grills for BBQ and a beautiful pool!

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Popular amenities for Santa Rosa Island rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

A spacious living area features modern furniture, including a light-colored sofa and an armchair. Soft natural light fills the room through large glass doors that open to a balcony. The decor includes a wall sign that reads 'BEACH' and a neutral area rug.

4.94 out of 5 average rating, 106 reviews

Destin Retreat: Oceanview Poolside Luxury Condo

An aerial view of a resort-style pool features a winding shape surrounded by tropical landscaping. Multiple lounge chairs are arranged around the pool area, with palm trees and greenery enhancing the tropical ambiance. A small spa area is also visible, along with a thatched-roof Tiki Hut.

4.92 out of 5 average rating, 110 reviews

Walk/Free Shuttle to Beach, Resort Pool, Huge Home

A spacious pool area is presented, featuring a glimmering blue pool surrounded by comfortable lounge chairs. Lush palm trees and tropical plants enhance the coastal ambiance, while a two-story beach cottage stands nearby, highlighting a traditional architectural style.

4.96 out of 5 average rating, 117 reviews

Sugar Sand Cottage at Destin Pointe

A private pool is set within a spacious backyard, surrounded by palm trees and greenery. Four white lounge chairs are positioned beside the pool, accompanied by a shaded umbrella. A small storage shed is visible in the background, offering functional outdoor space.

4.93 out of 5 average rating, 147 reviews

Heated Pool!/FREEGolfCart!/Walktobeach! Sleeps 10!

Top guest favorite

A large, sparkling pool is situated within a spacious outdoor area, surrounded by a decorative stone border. Several lounge chairs with cushions are positioned nearby, along with umbrellas for shade. A covered seating area is visible in the background, providing additional relaxation space.

Home in Miramar Beach

4.96 out of 5 average rating, 252 reviews

Destin Miramar Walk To Beach Pet Friendly

Home in Santa Rosa Beach

4.96 out of 5 average rating, 113 reviews

30A 5 Min Walk to Beach/View/Private Pool/Family

A sparkling pool is surrounded by vibrant lounge chairs, umbrellas, and inflatable pool toys. The green landscaped area features palm trees and a garden shed in the background, providing a tranquil outdoor space for relaxation and enjoyment.

Home in Fort Walton Beach

4.9 out of 5 average rating, 290 reviews

#1 4BR HUGE PET Friendly Home w/ your own pool!

Top guest favorite

Home in Santa Rosa Beach

4.95 out of 5 average rating, 128 reviews

Luxury 30A Cottage w/ Private Pool and Golf Cart

Condo rentals with a pool

A clear blue sky stretches above the beach, where soft sand meets serene turquoise waves. A wooden pathway leads directly to the water, surrounded by patches of dune grass and wooden fencing, creating an inviting connection to the ocean.

Condo in Fort Walton Beach

4.9 out of 5 average rating, 81 reviews

Million $ Views- Island Sands 205

Top guest favorite

A serene beachfront view showcases the tranquil Gulf of Mexico with gentle waves lapping at the shore. A wooden walkway extends from the condominium to the beach, bordered by soft sand and coastal grass under a clear blue sky illuminated by sunlight.

Condo in Fort Walton Beach

5 out of 5 average rating, 25 reviews

It's a Shore Thing - Gulf Front - Pets Allowed!

Condo in Fort Walton Beach

4.96 out of 5 average rating, 48 reviews

Destin West Heron L-02 ~ Private Hot Tub ~ Lanai

A serene beach scene is captured, featuring soft white sand and calm turquoise waters. The horizon blends seamlessly where the ocean meets the sky, while a seagull is shown in flight above the shoreline.

Condo in Fort Walton Beach

4.97 out of 5 average rating, 76 reviews

Okaloosa Island Condo 17 pool/grills/ small pet

A well-appointed bedroom features a spacious bed covered in a white duvet. A ceiling fan is positioned above, while a mounted television displays a coastal view. A storage dresser and a closet are visible, contributing to the room's organized atmosphere.

Condo in Fort Walton Beach

4.89 out of 5 average rating, 45 reviews

Emerald Coast Retreat

A bright indoor pool area is surrounded by large windows, allowing natural light to fill the space. The pool is designed with a shallow section, and safety rails are positioned along the edges. The view outside includes palm trees and the beach area, enhancing the serene atmosphere.

Condo in Fort Walton Beach

4.92 out of 5 average rating, 117 reviews

Beach Paradise: 2-Bed, 2-Bath w/ Unbeatable Views!

Top guest favorite

Condo in Fort Walton Beach

4.95 out of 5 average rating, 103 reviews

Free Chair Service-Beachfront 4th Floor

A heated pool is surrounded by a spacious patio area, featuring lounge chairs and umbrellas for shade. The building's unique wavy façade serves as a backdrop, and parking spaces are visible in the foreground, providing convenience for guests enjoying the poolside experience.

Condo in Fort Walton Beach

4.84 out of 5 average rating, 140 reviews

Steps from Sand - Fort Walton Beach

Other vacation rentals with a pool

Top guest favorite

A spacious living area features a light-colored sectional sofa positioned around a low coffee table on a textured carpet. A large wall-mounted television displays a beach scene, while green accent walls add a refreshing touch. Natural light filters through sheer curtains, complemented by a decorative palm plant.

Apartment in Destin

4.89 out of 5 average rating, 19 reviews

Cozy Condo. Under the Palms

Top guest favorite

A table set for refreshments showcases a spread of crackers, cheese, fruits, and chilled water with lemon. In the background, the emerald waters of the Gulf are visible, with beach umbrellas dotting the shoreline under a partly cloudy sky.

Condo in Fort Walton Beach

4.99 out of 5 average rating, 99 reviews

Elegant spacious, beachfront, w/office

Condo in Fort Walton Beach

4.61 out of 5 average rating, 69 reviews

New listing 2BR Oceanfront | Balcony | Pool

Top guest favorite

An open-concept living area features a light-colored sofa adorned with throw pillows, overlooking a modern kitchen with stainless steel appliances. A spacious dining table with blue barstools is positioned near a decorative blue accent wall, while a wall-mounted TV adds to the contemporary decor.

Apartment in Fort Walton Beach

4.95 out of 5 average rating, 38 reviews

Waterfront Getaway w/ Pool Access – Bluefish #6

A large outdoor pool is visible, surrounded by a spacious deck with lounge chairs. The pool area offers a view of the beach, where white sand meets the blue waters of the Gulf of Mexico. A hot tub is located adjacent to the pool.

Condo in Fort Walton Beach

4.95 out of 5 average rating, 41 reviews

314 Island Princess - Beach, Pool, Spa, Balcony!

A bright living area features a comfortable sofa adorned with decorative pillows, a sleek coffee table, and a dresser. Large glass doors open to a balcony, allowing natural light and offering views of the water and surrounding landscape. Neutral tones create a calm atmosphere.

Apartment in Fort Walton Beach

4.75 out of 5 average rating, 20 reviews

Perfect Coastal Retreat

Top guest favorite

A large outdoor pool is surrounded by sun loungers, providing a leisurely space for guests. Palm trees are visible in the background, and the building features multiple balconies overlooking the pool area.

Condo in Fort Walton Beach

4.73 out of 5 average rating, 512 reviews

Emerald Waters & Sugar White Sand!

Top guest favorite

A beachfront balcony features two turquoise chairs positioned for unobstructed views of the ocean. The calm waves and expansive sky create a serene backdrop, highlighting the natural beauty of the coastal environment.

Condo in Fort Walton Beach

4.91 out of 5 average rating, 32 reviews

Updated 2BR Free Beach Service Oceanfront Dream

Quick stats about vacation rentals with a pool in Santa Rosa Island

Total rentals
2.5K properties
Nightly prices starting at
R862 ZAR before taxes and fees
Total number of reviews
51K reviews
Family-friendly rentals
1.8K properties are a good fit for families
Pet-friendly rentals
110 properties allow pets
Rentals with dedicated workspaces
1.7K properties have a dedicated workspace

Destinations to explore