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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 light-filled living area features a comfortable sofa facing large glass doors that open to a private balcony, revealing sweeping views of the Gulf of Mexico. A wooden dining table is set, accompanied by modern white chairs. A unique chandelier hangs above, adding contemporary style.
Condo in Destin

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.

4.96 out of 5 average rating, 261 reviews
Top guest favorite
Condo in Destin

Beachfront! Newly remodeled! Right on the beach!

Beachfront top floor unit, on a private beach, in 2-story building gives unobstructed sunset/ocean views. Located on soft white sand with on-site free parking. Perks of choosing this unit include gated resort with pools, beach service included Mar.-Oct., tennis, pickle ball, and par 3 golf course. Luxury in a private gated community with serene beaches and exclusive amenities. Master bedroom beach/sunset views! Sleeps 4 adults-king master bed, queen sofa bed, and additional cot-sized bunkbeds.

4.99 out of 5 average rating, 302 reviews
Top guest favorite
A comfortable living area is highlighted by an overhead ceiling fan and a wall-mounted TV. Large glass doors provide a view of the Gulf, leading to a private balcony furnished with seating. Light curtains frame the windows, allowing natural light to fill the space.
Condo in Destin

1203 Oceanfront Pelican Beach: Pools/HTubs Fab Loc

NO PETS PERMITTED. PRIMARY GUEST MUST BE 25+ TO BOOK. Indulge in a refined coastal escape at Pelican Beach Resort 1203—an elegantly renovated 1‑bedroom, 2‑bath BEACHFRONT retreat offering breathtaking Gulf of Mexico views and DIRECT, effortless access to Destin’s sugar‑white sands. Perched on the 12th floor, this beautifully appointed residence blends contemporary comfort with resort‑level amenities for UP TO 6 GUESTS, creating an elevated experience for both families & discerning travelers.

5.0 out of 5 average rating, 139 reviews
Top guest favorite
An aerial view captures a beachside community with a blend of buildings and green spaces. The soft, white sand stretches along the shoreline, dotted with colorful umbrellas and beach chairs, providing a visual representation of the beach access available for guests.
Villa in Destin

Private Beach + Free Beach Setup | Steps to Pool

Sandpiper Cove | 8140 Free beach setup which includes 1 reserved umbrella and 2 chairs between March 1st and October 31st! 1,100 feet of private beach access! 4 beach towels are provided with unit 8140! 1 of the 5 pools is in the back terrace; steps away from the back porch of the villa! 1 restaurant, 1 beach side bar, a pitch and putt golf course, tennis and pickleball courts all on site. Minutes from several local attractions! About 17 miles from the Destin-Fort Walton Beach Airport!

4.96 out of 5 average rating, 110 reviews
Top guest favorite
Home in Santa Rosa Beach

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A

This is your 30A Florida escape, where relaxation meets adventure and every amenity imaginable. Guests rave about our extras! This pet friendly home has a fenced-in backyard, private pool (heated upon request), smart TVs with streaming apps, games room, sports gear (rackets, bicycles, and more) perfect for families. Minutes from Sandestin Miramar Beach, Santa Rosa Golf Club, you're close to the area's top beaches, dining, world-class golf courses, and scenic trails. All that’s missing is you

4.99 out of 5 average rating, 145 reviews
Top guest favorite
A three-story Tuscan-style villa is showcased with a stucco exterior and custom tile roof. Lush palm trees and well-maintained shrubs surround the entrance, and a cobblestone driveway leads to the double garage. Expansive windows add architectural interest and allow for natural light.
Home in Miramar Beach

Italian villa 200 steps from beach • Free cruise!

• SALE! 25% LOWER NIGHTLY RATE FOR ALL BOOKINGS TODAY • Just 200 steps away from the beach • 3 story Tuscan style villa in one of the nicest neighborhood of multi-million dollar properties • Free cruise ticket per night of stay! (for stays under 7 nights ) • Resort style pool, hot tub, pool views from balconies • Beach gear, work space, large smart TVs in all rooms Click ♡ icon to save to wishlist then "Contact Host" button to ask what cruise will be available on the dates of your stay.

4.96 out of 5 average rating, 183 reviews
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.
Home in Destin

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

4.97 out of 5 average rating, 142 reviews
Top guest favorite
The beach cottage features a welcoming exterior framed by palm trees and tropical foliage. A white picket fence surrounds the property, leading to a spacious porch with multiple steps. The home’s two levels and large windows create an open and airy appearance.
Home in Destin

Sugar Sand Cottage at Destin Pointe

This beautiful four bedroom beach cottage is located in the exclusive gated community of Destin Pointe. The home offers a tranquil setting and unsurpassed amenities that include a private lakefront pool for relaxation and entertainment-perfect for sipping your evening cocktails while overlooking the lake, direct lake views for the multiple levels of decks, private beach access to the sugar sands of Destin, and three community pools (one with a hot tub and splash pad) for guests use.

4.96 out of 5 average rating, 152 reviews
Top guest favorite
The newly built cottage features a two-story design with light-colored siding, surrounded by lush greenery. A golf cart is parked nearby on a gravel path, adding convenience for exploring the area. Sunlight filters through the trees, creating a serene atmosphere.
Home in Santa Rosa Beach

Luxury 30A Cottage w/ Private Pool and Golf Cart

A NEWLY BUILT LUXURY COTTAGE DESIGN BEACH HOUSE WITH PRIVATE/HEATED POOL* AND GOLF CART in the heart of Santa Rosa Beach off 30A. This beach house is nestled among the trees yet only minutes away from the white sandy beaches. Bask in the sun by day and wind down and relax in the outdoor areas surrounded by a peaceful wooded area by night. It is like stepping out of one world directly into another. Come and Relax and enjoy the peace and tranquility of this cozy retreat.

4.96 out of 5 average rating, 166 reviews
Top guest favorite
A serene bedroom features large floor-to-ceiling windows showcasing stunning Gulf views. A spacious bed is dressed in soft linens, and a TV is positioned on a wooden dresser. Natural light fills the room, complemented by light curtains and coastal decor.
Condo in Sandestin

CostaVista-Sandestin: Steps to Beach/Gulf Views!

CostaVista by Epiqhost is a beachfront 2BR/2BA condo in the Beachside 1 tower at Sandestin Golf and Beach Resort, with private deeded beach access, Gulf views, and modern coastal decor. Relax on the private balcony over the emerald waters, or head down to the seasonally heated pool, hot tub, and fitness center steps from the sand. Tram passes, free parking, beach towels, and (4) backpack beach chairs are all included - a fit for families, couples, and small groups.

4.9 out of 5 average rating, 126 reviews
Top guest favorite
Condo in Miramar Beach

Gulf Front • Beach Service • Beachside Pool

☆ ☆ Welcome to Aloha Y'all ☆ ☆ Meticulously reimagined, this exceptional beachfront retreat showcases unobstructed panoramic views of the Gulf and its sugar white sandy beaches. Begin your mornings or unwind at sunset on your private balcony. Experience the distinction of a home ranked among the top 1% of Airbnb properties. • The Beach - 0.0 mi • Groceries - 0.6 mi • Outlet Mall - 0.8 mi • 20+ restaurants - < 1 mile • High-end Shopping - < 3 mile

4.98 out of 5 average rating, 119 reviews
Superhost
Home in Destin

Summer Specials *Fully Loaded* Pool & Hot Tub

✨ Allure Destin is a charming Boho Chic retreat in the heart of Crystal Beach, designed for unforgettable group getaways. Comfortably sleeping up to 14 guests, this private oasis features stylish accommodations, a separate casita, a heated pool & hot tub, and resort-style outdoor living. Just 287 steps (4 minutes) from Crystal Beach 🏖️, enjoy the perfect blend of luxury, relaxation, and coastal charm on Florida’s Emerald Coast. ☀️

4.82 out of 5 average rating, 125 reviews

Popular amenities for Choctawhatchee Bay rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Guest favorite
A spacious living area is illuminated by natural light, featuring a curved sectional sofa and a glass coffee table adorned with magazines. A sleek fireplace adds a focal point, while a modern dining area and kitchen are visible in the background.
Home in Destin Harbor

Harbor Central Penthouse

4.89 out of 5 average rating, 160 reviews
Top guest favorite
An aerial view displays the gated community and its proximity to the coastline. The layout includes a mix of residential homes and palm trees, with a clear path marked for the gated beach access leading to the expansive sandy beach and ocean.
Home in Miramar Beach

5 Min Walk to Private Beach | Luxury Remodel

4.9 out of 5 average rating, 109 reviews
Top guest favorite
A private backyard area features a heated plunge pool surrounded by palm trees and landscaped rock beds. Comfortable seating options include Adirondack chairs and a fire pit nearby. A grill is available for outdoor cooking, creating a relaxed environment for gatherings.
Home in Destin

3BR Crystal Beach Retreat | Pool + Walk to Beach

4.94 out of 5 average rating, 177 reviews
Top guest favorite
An aerial view of a bright blue two-story home, surrounded by palm trees and a secure wooden fence. A private pool is situated in the spacious patio area, accompanied by a seating arrangement of blue chairs. The neatly paved surroundings complement the home's inviting exterior.
Home in Miramar Beach

Surf Song Beach Retreat - Heated Pool, Beach!

4.98 out of 5 average rating, 116 reviews
Top guest favorite
A spacious living area features light-toned furnishings, including a soft sofa with patterned cushions. A glass-top coffee table is centered on a textured rug. Bright lighting is provided by pendant fixtures above, while large windows bring in natural light, with sheer curtains partially drawn.
Home in Miramar Beach

Isle Be Back! Miramar Beach Villa! STEPS TO BEACH!

5.0 out of 5 average rating, 108 reviews
Top guest favorite
An open living area features a comfortable beige sofa and a blue accent chair, arranged around a rustic wooden coffee table. A large wall-mounted TV displays a beach scene. Sunlight fills the space through sliding glass doors, leading to a tranquil backyard.
Home in Miramar Beach

Luxurious BeachHouse Pickeball+HeatedPool

4.95 out of 5 average rating, 109 reviews
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.
Home in Destin

Private Heated* Pool - Block to Beach - Golf Cart

5.0 out of 5 average rating, 126 reviews
Top guest favorite
A spacious screened-in lanai is showcased, featuring a gathering area with a circular seating arrangement. A gas fireplace adds warmth, while soft lighting illuminates the saltwater pool outside, creating a calming ambiance. Colorful lounge chairs line the pool for relaxation.
Home in Fort Walton Beach

Salt Pool & Spa, Heat Opt, Cali King Bed, Beach 4M

4.99 out of 5 average rating, 109 reviews

Condo rentals with a pool

Guest favorite
Condo in Sandestin

Cozy Coastal Baytowne Studio Amazing Amenities

4.92 out of 5 average rating, 347 reviews
Guest favorite
A light-filled living area features a spacious sectional sofa adorned with decorative pillows. A coffee table holds a stack of magazines and a bowl. Artwork above the sofa depicts a serene landscape, while tall windows are framed by soft drapery, offering views of the outdoors.
Condo in Sandestin

Sandestin Renovated 1 BRD Condo

4.93 out of 5 average rating, 156 reviews
Superhost
Condo in Miramar Beach

1/1.5 Gulf View Condo Ariel Dunes 2 Beachfront

4.91 out of 5 average rating, 167 reviews
Top guest favorite
A comfortable living area features a cozy gray couch with decorative pillows, complemented by a blue accent chair. A wooden coffee table sits on a light rug, and wall art depicting nature is displayed above. A dining table for four is positioned nearby.
Condo in Miramar Beach

Dog Friendly, 1 Bdr 1 Bath, Private Beach & Pool

4.97 out of 5 average rating, 413 reviews
Guest favorite
The living area features a blend of comfortable seating, including a blue sofa and patterned chairs. A large coffee table sits on a plush rug, with a flat-screen TV positioned across from the seating. Floor-to-ceiling windows provide ample natural light and stunning views of the ocean.
Condo in Destin

5-Star Beachfront Condo #806 Pelican Beach Resort!

4.89 out of 5 average rating, 148 reviews
Guest favorite
An open living area features a comfortable seating arrangement with a light-colored sofa and armchairs. A round dining table is surrounded by elegant chairs. Large windows offer expansive views of the Gulf, while modern decor and a stylish light fixture enhance the space.
Condo in Sandestin

Luau 1BR | Gulf & Lagoon Views • Walk to Beach

4.93 out of 5 average rating, 156 reviews
Superhost
The living area features comfortable seating arrangements, including a spacious sofa and armchair. A coffee table sits in front of the television, which displays a coastal scene. Large windows framed by sheer curtains allow natural light to brighten the room while offering views of the outdoors.
Condo in Destin

Luxury Destin 1BR - Jetty East Beach Resort Condo

4.83 out of 5 average rating, 139 reviews
Guest favorite
A wooden boardwalk leads towards the beach, framed by a pergola overhead. Soft sand and gentle blue waves can be seen ahead, with several beach umbrellas dotting the shoreline. The open sky above reveals a mix of clouds and sunlight, creating a serene coastal view.
Condo in Miramar Beach

SnowBirds Welcome. Pets Yes No Stairs walk to pool

4.84 out of 5 average rating, 114 reviews

Other vacation rentals with a pool

Guest favorite
Vacation home in Destin

2 Beach Chairs Included! Villa @ Sandpiper Cove

4.95 out of 5 average rating, 139 reviews
Top guest favorite
Condo in Destin

Beachfront•18th Floor•1,400SqFt•SilverBeach Towers

5.0 out of 5 average rating, 7 reviews
Guest favorite
Home in Miramar Beach

Beachside Bungalow-Gulf Front, Game Room, Private

5.0 out of 5 average rating, 7 reviews
Top guest favorite
A spacious contemporary property is set against a backdrop of coastal scenery. The exterior features a bright façade with multiple balconies. A private pool is visible beside well-manicured lawns, surrounded by pathways leading to the ocean view in the distance.
Home in Santa Rosa Beach

62 Blue View Lakefront Private Pool 5 Min to Beach

5.0 out of 5 average rating, 19 reviews
Top guest favorite
Condo in Destin

New, luxury Beachfront, Gulf Views, Private Beach

5.0 out of 5 average rating, 24 reviews
Top guest favorite
Home in Destin

Luxury Beach House: Private Beach/Heated Pool

5.0 out of 5 average rating, 20 reviews
Top guest favorite
An expansive luxury home is showcased from an aerial view, featuring multiple balconies and large windows. The outdoor space includes a private pool surrounded by lounge chairs and palm trees. The scenic backdrop features a colorful sunset and nearby structures, highlighting the inviting atmosphere.
Home in Miramar Beach

Seas the Day: Private beach, Heated pool, Golfcart

5.0 out of 5 average rating, 66 reviews
Top guest favorite
A spacious living area features a comfortable leather sofa and an elegant coffee table. Two lamps provide soft lighting, while a crystal chandelier adds a touch of sophistication. Large glass doors offer unobstructed views of the Gulf of Mexico and lead to a private balcony.
Apartment in Miramar Beach

Beach Please Condo at Destin

5.0 out of 5 average rating, 71 reviews

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