
Holiday 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.

Sandestin LUAU 6th flr. 1 bedroom - Close to beach
Spacious 1BR Luau 6th floor condo of Sandestin Golf & Beach Resort, just steps from the world-famous Sandestin Beach. Enjoy stunning sunset views of the pool, golf course lake, and distant ocean from your private balcony. Features a king bed, queen cool gel memory foam sofa bed, ottoman twin bed, full kitchen with new appliances, and in-unit washer/dryer. Includes TRAM access to Baytowne Wharf, WIFI, Netflix and beach gear with cart. Beautifully furnished and well maintained for a relaxing stay.

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.

It’s Just Darling
Welcome to "Just Darling" beach cottage off HWY 30A in Blue Mountain Beach. Closest Beach access is a 10 minute walk via a short cut path or 2 minute drive. Enjoy restaurants, shops, bike trail etc... close to "Watercolor and Seaside” communities. Home is sun filled and cozy with everything you would need for your stay, including a community pool up the street. Best of all, relax on the charming wrap around front porch or barbeque off the private porch off main floor back bedroom. ENJOY!

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.

Lagunamar-Sandestin® Resort:Golf cart to Beach!
Epiqhost™ ✭MARQUIS COLLECTION✭ Lagunamar is located in the beachfront community of Beachwalk Villas in Sandestin and a short golf cart ride/walk to the beach. This villa is nestled in a very private section of the resort right on Horseshoe Lake. Enjoy quiet evenings on the lakefront patio. This unit comes with a brand new 6-passenger golf cart for your use during your stay at Lagunamar. Quick access to the private beach, golf courses, resort and underpass to the Grand Boulevard shops.

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.

Carriage House 1.5 bed/1 bath located off 30A
You’ll love our place because of the ambiance, the neighborhood, the people and the location. This guest house is located in a gated community just steps from the beach with a community pool across from the home. Beach is 700 steps from front door along a paved sidewalk to private beach access for the neighborhood. The Carriage House is perfect for couples, families (with kids), and solo adventurers. Need more room? We have a larger home on property that sleeps 11.

Half duplex 300 steps from beach • Free cruise!
• SALE! 25% LOWER NIGHTLY RATE FOR ALL BOOKINGS TODAY • Pet friendly 2 story island style townhome only 300 steps (4 min walk) from the beach • Free cruise ticket per night of stay! (for stays under 7 nights ) • Safe and quiet neighborhood with a large pool close to all shops and restaurants • Beach gear, workspace, 4K smart TVs in every room Click ♡ icon to save to wishlist then "Contact Host" button to ask what cruise will be available on the dates of your stay.

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

The Juander Inn, cottage + saltwater pool on 30A!

62 Blue View Lakefront Private Pool 5 Min to Beach

Private POOL- walk to beach access-grill-backyard

New! Walk to Beach -Golf Cart -Pool -Fully Updated

3BR Miramar Beach Stunner Just Steps to the Beach!

3BR Beachside Home|6min walk to Beach|Pool|Hot Tub

Oceanview | Pool | Private Beach | Golf Cart

Modern Cottage + Golf Cart
Condo rentals with a pool

Sandestin Heron Walk Luxury Condo with Golf Cart!

View of beach/balcony/steps to sand/2 King suites

Gone Coastal 0.8 miles to beach

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

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

Gulf Front • Beach Service • Beachside Pool

Upgraded Studio on the Water, come relax!

Incredible View | Pools | Hot Tub | Free Chairs
Other holiday rentals with a pool

Summer breeze house beach view

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

Cozy Condo. Sunrise and Sunset

Luau Sandestin Studio with Spectacular Views

Beachside Ground‑Floor Getaway with Pool

Private Bay Dock - Private Heated Pool - Huge Yard

Sophisticated Condo with Unbeatable Gulf Views!

* The Dock Condo * Waterfront zen in Bluewater
Destinations to explore
- Seminole Holiday rentals
- Florida Panhandle Holiday rentals
- Atlanta Holiday rentals
- Tampa Holiday rentals
- New Orleans Holiday rentals
- Panama City Beach Holiday rentals
- Destin Holiday rentals
- Tampa Bay Holiday rentals
- St. Petersburg Holiday rentals
- Gulf Shores Holiday rentals
- Jacksonville Holiday rentals
- Orange Beach Holiday rentals
- Waterfront rentals Choctawhatchee Bay
- Condo rentals Choctawhatchee Bay
- Rentals with a patio Choctawhatchee Bay
- House rentals Choctawhatchee Bay
- Rentals with a fire pit Choctawhatchee Bay
- Fitness-friendly rentals Choctawhatchee Bay
- Pet-friendly rentals Choctawhatchee Bay
- Rentals with a fireplace Choctawhatchee Bay
- Rentals with a hot tub Choctawhatchee Bay
- Rentals with beach access Choctawhatchee Bay
- Rentals with a washing machine and dryer Choctawhatchee Bay
- Family-friendly rentals Choctawhatchee Bay
- Rentals with outdoor seating Choctawhatchee Bay
- Rentals with lake access Choctawhatchee Bay
- Rentals with a sauna Choctawhatchee Bay
- Beachfront rentals Choctawhatchee Bay
- Rentals with pools Florida
- Rentals with pools United States
- Destin Beach
- Crab Island
- Pensacola Beach
- 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
- Shell Island Beach
- Fort Walton Beach Landing
- Henderson Beach State Park
- The Boardwalk on Okaloosa Island
- Shipwreck Island Waterpark
- Camp Helen State Park
- Topsail Hill Preserve State Park
- Signal Hill Golf Course





