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Vacation rentals with a pool in Choctawhatchee Bay

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Choctawhatchee Bay

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

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Top guest favorite

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

4.96 out of 5 average rating, 193 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

A view of a lush landscape featuring tall palm trees in the foreground and a well-maintained grassy area. Beyond the lush greenery, coastal homes and the ocean can be seen, with a clear blue sky above and gentle waves in the distance.

Townhouse in Destin

4.98 out of 5 average rating, 112 reviews

Waterview Villa/Pool/2 King Beds/ 3 Min to beach!

Nestled in the heart of Destin, FL, this upper-level 2-bedroom, 2-bathroom duplex is the perfect retreat. Wake up to serene private lake view from your balcony and enjoy the convenience of being just steps from the pristine white sand beach. Each bedroom features a plush king bed, while the fully equipped kitchen makes dining effortless. Relax by the community pool or savor tranquil evenings on your private patio. This villa combines coastal charm with modern comfort for an unforgettable escape!

Top guest favorite

Condo in Destin

4.97 out of 5 average rating, 487 reviews

Beach Paradise - Ocean View - Bonus Beach Service

Special bonus: Beach Service for daily set-up of umbrella & 2 chairs included. Available 3/1/25-11/30/25. Enjoy the gorgeous ocean view in this spectacular 2 bedrooms + 2 full bathrooms condo (972 sqft). Steps from the private beach. Ranked as one of Destin's Top Resorts. Lagoon pool, ocean-front heated pool, gas grills, work-out room, tiki-bar, gated resort, free parking, WiFi, and 24-hr security. Check out our condo in the same building: "Ocean Paradise - Beach Views in perfect location"

Condo in Niceville

4.9 out of 5 average rating, 198 reviews

Upgraded Studio on the Water, come relax!

Experience Mother Nature's artwork from sunrise to sunset when you live on Choctawhatchee Bay at Bayside #309! This unit is cute, cozy, and upgraded it has everything you need for a weekend get away in the beautiful community of Bluewater Bay. You are 10-15 mins from Destin without all the traffic and hustle. If you stay within the community there are many amenities in Bluewater within 5 minutes. Relax, open a glass of wine and sit out on your baloney with amazing water views and landscapes.

The spacious living area is highlighted by a modern sectional sofa in a muted tone. A contemporary television is mounted on a geometric accent wall, which is illuminated by soft, recessed lighting. Artistic decor adds a touch of character to the sleek atmosphere.

Condo in Destin

4.8 out of 5 average rating, 201 reviews

The Lovers’ Escape 229

Rebuild and set up for modern, young,social media and dine out enthusiasm COUPLE ONLY.this extremely modern LOFT is “the” place to relax, enjoy our 3 pool, tennis courts and 100 plus restaurants Destin have to offer.I du not tollerate disrespectful guest, seafood smell and smoke smell inside my places.if you are planning on cooking all day please find another place.here we make memories and we enjoy Destin.under 2 years old kid is also welcome!IMPORTANT FOR YOU TO READ OTHER DETAILS TO NOTE!

Top guest favorite

An open studio layout is presented with a spacious king-size bed and a comfortable sofa. A round table sits nearby, while large glass doors lead to a balcony with ocean views. Soft, neutral tones are used throughout, enhancing the serene atmosphere.

Condo in Miramar Beach

4.96 out of 5 average rating, 128 reviews

Zen Retreat ON Beach-Golfcart* @ Sandestin Resort

8th floor studio w/stunning VIEW, on beach in Sandestin Resort. Between Destin & 30A. 🛺 Golf cart with 3+ nts. Stylish open concept & WiFi. Pottery Barn furniture & King size bed w/ocean view. Sleek Kitchen w/dishwasher, ice maker & Keurig. 55” smart TV. Washer/dryer. Huge balcony to gaze @ the blue green sea. Enjoy the beach, dining, shopping, trails, golf & entertainment all without leaving the resort. Tram passes. Perfect for honeymoon, baby moon, girls trip or lil family vacay *no animals

Cottage in Santa Rosa Beach

4.96 out of 5 average rating, 131 reviews

Grayton Beach!-Best beach access, bikes, dune lake

We can’t wait to host you at Sand Reef Cottage in Grayton Beach/ Santa Rosa Beach FL! Grayton is an unspoiled florida beach town with rare coastal dune lake for safe swimming for all ages and a bohemian, small town vibe! Florida’s iconic 30A! The cottage is an easy bike ride, or free tram ride to the white sandy beaches. ♥Comfortably sleeps 8 ♥Bikes & trailers provided ♥Free Daily Tram Short Ride to Beach ♥Community pool ☒ Booking Guest must be 25. NO PARTIES, SMOKING, PETS @GoodHostCo

Condo in Miramar Beach

4.94 out of 5 average rating, 104 reviews

Grand Sandestin 2nd flr Studio w balcony- Baytowne

Village of Baytowne Wharf Studio at Grand Sandestin Resort 2nd floor, free Wi-Fi and Resort Tram Access inside Sandestin Golf and Beach Resort. We are at the Sandestin entertainment area. We offer our own nicely decorated and very well maintained condo, Netflix subscription and beach chairs & umbrella. Studio has a King bed and a sofa, a kitchenette with microwave, kitchen sink and a mid size refrigerator together with a full bathroom and a large balcony overlooking courtyard and pools.

A well-appointed kitchen area features a double sink with soap dispensers nearby. In the background, large windows offer expansive ocean views, framed by light curtains, while a cozy seating area with soft textiles invites relaxation.

Condo in Destin

4.99 out of 5 average rating, 119 reviews

1/1.5 Gulf View Condo Ariel Dunes 2 Beachfront

Enjoy the art, nature, and adventure of Miramar Beach in our lovely condo with beach access, on-site heated swimming pools, a fitness center with sauna, golf, tennis, pickle ball, basketball, dining and nightlife without leaving the complex! When you venture out, shopping at Silver Sands Outlet Center is a mile away, and Grand Boulevard and Sandestin Beach Resort are 3 miles away. End your relaxing day taking in the spectacular sunset with a glass of wine and loved ones on the balcony.

Top guest favorite

The backyard area features a private pool surrounded by lounge chairs and a paver patio. Palm trees add a tropical touch beside the home, which is illuminated against a twilight sky. A barbecue grill is visible, along with a seating area for outdoor relaxation.

4.98 out of 5 average rating, 109 reviews

Pool, Golf Cart, Fire Pit, & Walk to Beach

★ 3 story Destin home walking distance to Private Beach * 2500ft² / 230m² home * 3rd floor with 360° views and peekaboo views of the ocean * 3 min walk to the private beach and 6 min walk to Crystal Beach * Private pool + backyard oasis (fire pit and more) * 6-seater Golf Cart * Onsite parking for 5+ cars * 5 min drive to Destin Commons with Restaurants & Arcade * 10 min drive to Destin Harbor and 15 min drive to Crab Island * Fully stocked and equipped kitchen * Onsite washer + dryer

Home in Santa Rosa Beach

4.85 out of 5 average rating, 136 reviews

Santa Rosa Beach Canopy House with pool

A private oasis situated among lush vegetation and gorgeous oak trees, this property is steps away from the bay and just a 5 minute car ride to all the magic of 30A and beach access. Unique finishes include a heated saltwater pool for those perfect nights in, and 2 picturesque outdoor showers. The main house features 3 beds/3 baths while the guest house features a bunk room with a full bath. This is truly a nature lovers’ paradise to relax in while enjoying all that 30A has to offer.

Home in Santa Rosa Beach

4.97 out of 5 average rating, 165 reviews

Small Waves-30A beachhouse w golf cart/neighb pool

Small in stature but grand in design, this 30A beach house will wow you. Access to neighborhood pool, gym, & the beautiful white sand beaches a few blocks away. Small Waves is set in the Blue Mountain Beach area, which is well-known for its charm, its restaurants, & its famous ice cream shop. We have an EV car charger for electric cars (no extra fee) plus access to an electric golf cart (extra fee). Bedroom has a king size bed & twin bed & there are also 2 twin beds upstairs.

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Popular amenities for Choctawhatchee Bay rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

The exterior view showcases a two-story house surrounded by lush palm trees and vibrant greenery. A white picket fence frames the entrance, leading to a covered porch adorned with decorative railings. The bright blue sky offers a sunny ambiance to the welcoming facade.

4.83 out of 5 average rating, 6 reviews

orquidea 3king beds beach access

Top guest favorite

Two beach chairs are positioned on the sand, facing a vibrant sunset over the Gulf. The sky displays a blend of colors, while gentle waves lap at the shore nearby. A pair of flip-flops rests on the sand beside the chairs.

4.93 out of 5 average rating, 27 reviews

Awesome Beach Luau Resort, Golf, Bike Rides

A spacious beach house is framed by well-maintained landscaping, featuring palm trees and green shrubs. The two-story structure showcases a light-colored exterior with large front porches, inviting entrances, and symmetrical design elements.

Home in Santa Rosa Beach

5 out of 5 average rating, 8 reviews

Serenity at Cypress Dunes

Top guest favorite

The exterior of a two-story coastal home is presented, featuring a white façade with ample blue accents. A covered porch extends along the front, showcasing large windows and doors. Lush green landscaping and a picket fence enhance the inviting entrance, complemented by an American flag gently waving.

5 out of 5 average rating, 86 reviews

Private Pool -Block to Beach -Golf Cart Deals!

A charming two-story beach house with a pastel pink exterior is surrounded by lush tropical plants and palm trees. The front porch is equipped with blue chairs, and a white picket fence encloses the property. A concrete driveway leads up to the house with a garage visible on the right.

4.86 out of 5 average rating, 83 reviews

Walk to Beach~Private Heated Pool~Game Room

Top guest favorite

A newly built two-story home features a light-colored exterior with white siding and a welcoming front porch. Palm trees frame the entrance, and a golf cart is parked nearby on the paved driveway. The clear skies suggest a bright and sunny day.

Home in Santa Rosa Beach

5 out of 5 average rating, 16 reviews

Casa del Mar! New 30A Home w/ Private Heated Pool

The backyard features a private saltwater pool surrounded by lounge chairs and umbrellas for shade. A large swan float is positioned in the water, and a patio area includes a grill, enhancing the outdoor space for relaxation and entertainment.

Home in Santa Rosa Beach

4.98 out of 5 average rating, 105 reviews

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A

An aerial view captures the coastal beach house, showcasing its proximity to the sparkling Gulf waters. Lush greenery and palm trees are present, while nearby buildings add to the community atmosphere. The clear blue sky complements the tranquil sea, creating an inviting landscape.

4.94 out of 5 average rating, 53 reviews

Beachside Bliss: Gulf Views, Pool, Game Room

Condo rentals with a pool

Condo in Destin

4.84 out of 5 average rating, 412 reviews

Gulf Front to Emerald Waters and Sugar White Sand

Top guest favorite

A sparkling swimming pool is surrounded by palm trees and lounge chairs. The pool area is well-kept, with clear blue water reflecting the sky. A path along the pool leads towards additional amenities, creating an inviting outdoor space for relaxation.

Condo in Miramar Beach

4.94 out of 5 average rating, 120 reviews

Amalfi Gulf Views! Pools Steps to Beach Family

Top guest favorite

Condo in Santa Rosa Beach

4.98 out of 5 average rating, 146 reviews

Sun-Splashed 30A Gem w/ Loft, Pool & Beach Access

A spacious outdoor pool area features a clear, blue pool surrounded by a tiled deck. Several lounge chairs are arranged neatly around the pool. Lush palm trees provide shade, and a light-colored building is visible in the background, offering amenities and seating.

Condo in Destin

4.9 out of 5 average rating, 146 reviews

Gone Coastal 0.8 miles to beach, monthly discount

Condo in Destin

4.91 out of 5 average rating, 116 reviews

🏝 Penthouse Ocean View • Private Beach Access 🏝

A spacious outdoor pool is surrounded by lounge chairs and umbrellas, with palm trees lining the area. The pool features clear blue water and is set on a paved deck, providing ample space for relaxation and recreation.

Condo in Destin

4.85 out of 5 average rating, 121 reviews

Gulf Front Condo - with heated Pool

A community pool is centrally located within the landscaped area, surrounded by palm trees and shrubs. The pool deck features lounge chairs for relaxation, and a covered seating area is provided for shade. Nearby, the two-story condo buildings are visible against the clear sky.

Condo in Destin

4.9 out of 5 average rating, 147 reviews

1 Block to beach_Pool_Parking_2 King bd_Beach gear

Top guest favorite

The sleeping area features a spacious bed adorned with crisp white linens and decorative throw blankets. Natural light fills the room through large windows draped with sheer curtains, while a cozy dining set is positioned nearby, integrating a relaxed coastal aesthetic.

Condo in Inlet Beach

4.99 out of 5 average rating, 161 reviews

FlipFlopsOn II • 80 steps to the Beach • FL 30A

Home rentals with a private pool

A private backyard features a sparkling pool surrounded by a lounge area and colorful pool floats. Adirondack chairs and a firepit invite relaxation, while the covered patio with outdoor seating offers a perfect spot for gatherings. The house stands elegantly in the background.

4.86 out of 5 average rating, 29 reviews

7BDR w/ Pool+Hot Tub, Walk to Beach | Tidal Wave

An aerial view of the spacious backyard reveals a private pool surrounded by stone paving. Loungers and an umbrella-covered table are placed nearby, while tropical plants and a fence provide privacy. A pink flamingo float is placed in the crystal-clear water.

Home in Miramar Beach

4.88 out of 5 average rating, 17 reviews

18occ! Pool + Walk to Beach | Miramar Beach Jewel

A spacious backyard features a crystal-clear pool surrounded by lounge chairs and colorful pool floats. Two cornhole game boards are set up beside the pool, with palm trees and a cozy tiki bar adding a tropical touch to the scene.

Home in Miramar Beach

4.89 out of 5 average rating, 28 reviews

Sleeps 18! Pool, Near Beach | Miramar Dream House

The bright yellow exterior of the two-story home is complemented by turquoise accents and an inviting balcony. A spacious patio area features comfortable seating, with stairs leading to the upper level. A pink flamingo float rests beside the pool, enhancing the outdoor ambiance.

4.97 out of 5 average rating, 29 reviews

Villa Near Beach w/ Pool + Hot Tub | Woodward Way

A spacious backyard features a turquoise pool surrounded by lounge chairs and vibrant yellow umbrellas. Lush palm trees provide shade for relaxation. A hot tub is positioned to one side, enhancing the outdoor experience. The area is enclosed for privacy, creating a tranquil retreat.

5 out of 5 average rating, 25 reviews

Near Beach, Private Pool | Bohemian Beach Retreat

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