
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.

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.

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.

*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!

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.

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.

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!

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.

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.

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.

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.

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.

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
Popular amenities for Choctawhatchee Bay rentals with a pool
House rentals with a pool

62 Blue View Lakefront Private Pool 5 Min to Beach

NEW 3B/2.5Ba Heated Saltwater Pool near 30A!

3 bed 3 bath beach and bay escape - Free golf cart

Waterview Villa, Steps to the Sand, King Bed, Pool

Steps to the Sand. Miles from Ordinary.

6-Seater Golf Cart with Bay, Lake & Golf View Home

Oceanview | Pool | Private Beach | Golf Cart

Home on Bay-Private Pool-Boat Access-Kayaks-Fish!
Condo rentals with a pool

Majestic Sun A711*Remodeled*Golf Cart*Heated Pools

“Sea La Vie” (the Sea is Life) Lasata-Baytowne

"Sweet & Salty" @ Sandestin’s® Baytowne Wharf

Sandestin Renovated 1 BRD Condo

Condo w/ Pool, Hot Tub, Private Bch & Free Parking

Sandestin Elation Studio - Baytowne - Golf Cart

CostaVista-Sandestin®: Steps to Beach/Gulf Views!

Steps to beach, Pool, Parking, Two king bed suites
Other vacation rentals with a pool

Emerald Coast Escape

Cozy Condo. Under the Palms

Sunny escape in Miramar Beach, sleeps 6

Luau Sandestin Studio with Spectacular Views

Vacation Oasis 5BR w/ Pool, BBQ & Firepit!

* The Dock Condo * Waterfront zen in Bluewater

3BR Miramar Beach Stunner Just Steps to the Beach!

Sandbarr - Bayfront home with a Golf Cart!
Destinations to explore
- Atlanta Vacation rentals
- New Orleans Vacation rentals
- Panama City Beach Vacation rentals
- Tampa Vacation rentals
- Destin Vacation rentals
- Gulf Shores Vacation rentals
- Jacksonville Vacation rentals
- Orange Beach Vacation rentals
- Clearwater Vacation rentals
- St. Petersburg Vacation rentals
- Birmingham Vacation rentals
- Pensacola Vacation rentals
- Fitness-friendly rentals Choctawhatchee Bay
- Beachfront rentals Choctawhatchee Bay
- Waterfront rentals Choctawhatchee Bay
- Condo rentals Choctawhatchee Bay
- Rentals with beach access Choctawhatchee Bay
- Rentals with a hot tub Choctawhatchee Bay
- Rentals with a washer and dryer Choctawhatchee Bay
- Rentals with a fireplace Choctawhatchee Bay
- House rentals Choctawhatchee Bay
- Family-friendly rentals Choctawhatchee Bay
- Rentals with a sauna Choctawhatchee Bay
- Rentals with a fire pit Choctawhatchee Bay
- Pet-friendly rentals Choctawhatchee Bay
- Rentals with lake access Choctawhatchee Bay
- Rentals with outdoor seating Choctawhatchee Bay
- Rentals with a patio Choctawhatchee Bay
- Rentals with pools Florida
- Rentals with pools United States
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- St. Andrews State Park
- Henderson Beach State Park
- Frank Brown Park
- Seacrest Beach
- Village of Baytowne Wharf
- Navarre Beach Fishing Pier
- Blue Mountain Beach
- Aqua Resort
- Grayton Beach State Park
- HarborWalk Village
- Gulf Breeze Zoo
- Topsail Hill Preserve State Park
- St. Andrew State Park Pier
- Fort Walton Beach Landing
- Pier Park
- Jade East Towers
- The Boardwalk on Okaloosa Island
- Shipwreck Island Waterpark
- Shell Island Beach
- Signal Hill Golf Course





