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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
4.96 out of 5 average rating, 245 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 bright living area showcases large sliding glass doors that open to a private balcony with ocean views. Comfortable seating is arranged around a coffee table, and decorative elements include a large TV and art pieces depicting the beach, enhancing the coastal ambiance.
Vacation home in Destin
5 out of 5 average rating, 149 reviews

1004 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 1004—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 10th 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.

Top guest favorite
A spacious studio bedroom features a king bed with layered bedding and decorative pillows. Two bedside lamps provide soft lighting. A comfortable sofa is adorned with colorful cushions, and a small round table sits next to a chair. Large windows offer a view of the greenery outside.
Condo in Miramar Beach
4.98 out of 5 average rating, 101 reviews

*Luxury Baytowne Wharf- Bahia Breeze* w/Pool View

Welcome to the *New* luxurious dream getaway at Baytowne Wharf in Sandestin overlooking the main pool. Our charming unit, located in the heart of a vibrant waterfront village, offers an unforgettable pristine vacation experience. Perfectly designed for comfort, this stylish studio boasts a comfortable 1 King bed ideal for couples, making it an ideal retreat for couples, friends or small families seeking a fun filled exciting vacation surrounded by the best beaches & golf courses in Florida!

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 Miramar Beach
4.93 out of 5 average rating, 150 reviews

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

✔️ Designer 1BR at Luau with Gulf & lagoon views ✔️ Lagoon-style resort pool, hot tub & poolside bar ✔️ Modern, chic interiors • Sleeps up to 4 ✔️ Superhost • Self check-in • Flexible cancellation Your Stylish Resort Getaway: Renovated 1-bedroom retreat ideal for couples or small families seeking comfort, design, and resort amenities. Enjoy water views, a true separate bedroom, and an easy 5-minute walk to the beach within Sandestin Resort near the Hilton — perfect for resort-style stays.

Guest favorite
A spacious studio features a king bed adorned with neutral linens and an array of decorative pillows. Natural light flows through sliding glass doors that lead to a private balcony, while a comfortable queen sofa is positioned nearby, offering additional seating.
Condo in Miramar Beach
4.9 out of 5 average rating, 293 reviews

Stylish Coastal Baytowne Studio Amazing Amenities

Enjoy a stylish experience at this centrally-located studio on the Sandestin Resort right in the heart of the action of Baytowne Wharf Village. Newly renovated Welcome to paradise! Unit is located on the 5th floor of Pilot House allowing quick walking access to entertainment, food and pool. Only 10 minutes from the beach without ever leaving the Resort, Including Free Tram! The unit offers a King bed with luxury linens. Comfortable queen sofa that will fit two more guests or children.

Top guest favorite
The image showcases the exterior of a spacious resort building surrounded by lush greenery and palm trees. A large, inviting pool area is visible in the foreground, featuring a zero-entry design with sun loungers arranged around the water, all set against a backdrop of serene bay waters.
Apartment in Miramar Beach
4.97 out of 5 average rating, 147 reviews

Studio in Sandestin/ Free parking/Free beach tram

Sleeping up to 4 guests, this studio provides everything you will need for a perfect beach vacation while indulging in the luxurious resort life. Sandestin Golf and Beach Resort features over seven miles of beaches, a pristine bay front, four championship golf courses, 15 world-class tennis courts, a 226-slip marina, a fitness center, pools, hot tubs, and celebrity chef dining. Enjoy the fun and entertainment at The Village of Baytowne Wharf with shops, restaurants, playgrounds & more!

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
4.96 out of 5 average rating, 142 reviews

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.

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
4.95 out of 5 average rating, 152 reviews

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.

Top guest favorite
Condo in Destin
4.99 out of 5 average rating, 225 reviews

100 ft to sand, Corner unit, Hot Tub, Garden view

Step out and hit the beach—just 100 ft to the sugar sand beach from this charming condo. Featuring a King master suite w/private bath, 2nd King room, plus a bunk-bed cubby for kids with a hall shared bath. Ground level, corner unit. The fully stocked kitchen includes Keurig w/pods. 3 TVs. Private patio. Just steps from pool & hot tub. Wi-Fi, washer/dryer w/starter pods. Stroll to dining and local attractions. 2 FREE parking spots. Rent 25+ unless active duty military.

Top guest favorite
Condo in Destin
4.95 out of 5 average rating, 120 reviews

Beach Condo Steps to Sand | Fully Renovated + Pool

Enjoy a relaxing stay in the heart of Destin 🌴☀️ Beautifully renovated condo with new furniture, appliances, flooring, and modern coastal decor—clean, bright, and comfortable. Walk to the beach, restaurants, shops, and entertainment, or drive 2 minutes to Henderson Beach State Park and June White Decker Park. Includes beach chairs, umbrella, cooler, and toys—everything you need for a fun, stress-free stay. Perfect for families, couples, or a beach getaway.

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 Destin
4.97 out of 5 average rating, 400 reviews

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

Less than a five-minute walk to a private beach in Destin, Florida! This Gulf paradise ground floor condo is DOG FRIENDLY. Located in the Chateau La Mer resort complex guests have access to a private parking space, heated pool, tennis courts, and private beach access. There is not an ocean view with this condo. This condo is 850 sq ft. It works well for a couple with up to two children. We do not recommend more than three adults staying at one time.

Top guest favorite
Condo in Fort Walton Beach
4.97 out of 5 average rating, 106 reviews

Stars & Sea•Overlooking Pool & Sound•Sleeps 4

Kick back & relax in this calm, newly renovated ground-level condo on the Sound in Ft Walton Beach! ✨ Highlights: • 🌴 Waterfront views & stunning sunsets • 💦 Large resort-style pool • 🏖️ Minutes to beach access • 🍽️ Walk to local restaurants • 🚗 Easy parking & quiet community 🛏️ Queen bed w/Purple® mattress + Queen memory-foam sofa bed ☕ Kitchenette: Fridge • Air fryer/toaster • Microwave • Keurig •7.5 Miles to Destin

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