
Holiday rentals with a pool in Choctawhatchee Bay
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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.

Sandestin Resort Studio, Spectacular Bay Views
Our Bayside Studio offers spectacular panoramic views of Choctawhatchee Bay. Located in Sandestin Resort on a quite enclave framed by Florida pines and the fairways of The Links Course, your own personal balcony on the third floor serves as the perfect viewpoint of the Bay. Guests and children will enjoy our relatively low nightly rates but also have access to all the amenities Sandestin has to offer (Beach, golf, tennis, water-sports, spa, nature trails, many kids activities, dining, shopping).

Waterview Villa, Steps to the Sand, King Bed, Pool
Located in the heart of Destin, FL, this stunning top-floor beach villa duplex offers 2 bedrooms and 2 baths, perfect for families or friends. The master suite features a king bed, while the second bedroom includes full bunk beds and a twin trundle. Enjoy breathtaking private lake views and easy access to the white sand beach only steps away. The villa boasts a full kitchen for home-cooked meals and access to a sparkling community pool. Comfort and Convenience await in this serene beach getaway

1002 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 1002—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.

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.

“Sea La Vie” (the Sea is Life) Lasata-Baytowne
BAYTOWNE STUDIO CONDO WITH BALCONY - Lasata #3307 "Sea La Vie" (the Sea is Life)…We welcome you to our cozy and quaint get away on the Bay side/the Village. From the sand to the very sound of the waves, the Sea is the Life we all crave. Come and enjoy the restful pleasures of Baytowne and all it has to offer. There is plenty of restaurants, shopping and beach access across the Hwy (Sandestin Hilton entrance) only a 5 minute drive. After a stay in Sandestin, life will become more manageable.

Condo w/ Pool, Hot Tub, Private Bch & Free Parking
Sleeping up to 4 guests, this premium studio provides you with everything you will need for a perfect beach vacation while indulging in the luxurious resort life. Sandestin Golf and Beach Resort features over 7 miles of beaches, a pristine bay front, 4 championship golf courses, 15 world-class tennis courts, a 226-slip marina, a fitness center, a spa, 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.

Cozy Coastal Baytowne Studio Amazing Amenities
Welcome to paradise! Unit is located on the 4th floor Of Market Street Inn allowing quick access to entertainment, food and pool. Only 10 minutes from the beach without ever leaving the Resort, Including Free Tram! New furniture and décor. Professionally decorated studio offers splendid furnishings. The unit offers a King size bed with luxury linens. You will love the convenience that the resort has to offer. Comfortable queen Sofa Bed that will fit two extra guests.

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.

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

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

3BR Miramar Beach Stunner Just Steps to the Beach!

Aloha Pool House- Stay Local, Live Aloha

Oceanview | Pool | Private Beach | Golf Cart

Private Pool + Golf Cart | 1,000 Ft to Sand | 30A

Pet-Friendly-Pvt Heated Pool-Hot Tub-Fire Pit-6min

Perfect coastal retreat with private beach access

3BR Crystal Beach Retreat | Pool + Walk to Beach
Apartment rentals with a pool

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

Gone Coastal 0.8 miles to beach

Private Beach access POOL pets Yes No Stairs

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

707 | with in-unit Washer/Dryer & walk-in shower

1 Block 2 beach-Pool-Parking-2 king beds-BeachGear

30A Beach Retreat:Pool View Balcony, 2 min > Beach

Majestic Sun 10th Floor View of Emerald Waters
Other holiday rentals with a pool

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

Luau Sandestin Studio with Spectacular Views

Beachside Ground‑Floor Getaway with Pool

* The Dock Condo * Waterfront zen in Bluewater

Boardwalk Breeze 2 bedroom Resort Condo

Esmeralda at Destin Pointe Resort

Gulf Front Condo, Renovated Kitchen, Stunning

Beautiful 1-bedroom Condo
Destinations to explore
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- Waterfront rentals Choctawhatchee Bay
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- Rentals with a patio Choctawhatchee Bay
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- Rentals with a hot tub Choctawhatchee Bay
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- House rentals Choctawhatchee Bay
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- Rentals with pools Florida
- Rentals with pools United States
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Aqua Resort
- Seacrest Beach
- Opal Beach
- St. Andrews State Park
- Frank Brown Park
- Navarre Beach Fishing Pier
- Village of Baytowne Wharf
- Blue Mountain Beach
- Grayton Beach State Park
- Gulf Breeze Zoo
- HarborWalk Village
- St. Andrew State Park Pier
- Fort Walton Beach Landing
- Henderson Beach State Park
- Shell Island Beach
- The Boardwalk on Okaloosa Island
- Shipwreck Island Waterpark
- Topsail Hill Preserve State Park
- Signal Hill Golf Course
- Camp Helen State Park
- Gulfarium Marine Adventure Park





