
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.

Zen Retreat ON Beach | Golfcart*| Oceanview | Pool
8th fl. stylish open studio w/stunning VIEW, beachfront in Sandestin Resort between Destin & 30A. 🛺 Golf cart with 5+ nts. NEW Pool & Hot Tub. West Elm furniture & King size bed w/ocean view. Sleek Kitchen w/dishwasher & Keurig. WiFi, 55” smart TV. Washer/dryer. Huge balcony to gaze @ the sea. Enjoy the beach, dining, shopping, trails, golf & entertainment all without leaving the resort. Tram pass & Gym. Perfect for honeymoon, baby moon, girls trip, solo travel or lil family vacay *NO animals

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.

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.

SurfSongA1 - remodeled,3mins to beach, New Kitchen
🛏 Luxury King Bed – MLILY Harmony 3.0 mattress for ultimate comfort 🍳 Brand-New Kitchen – Fully renovated December 2025 🌊 Beach in Minutes – Just a 3-minute stroll (0.3 miles) to the sand 🧺 In-Unit Washer & Dryer – Pack light and refresh your clothes anytime 🛋 Queen Sleeper Sofa – Comfortably sleeps up to 4 guests (King bed + sleeper sofa) 🏖 2 Beach Chairs Included – Ready for your days in the sun ⏱ Early Check-In – Often available 1–2 hours before standard check-in (when possible)

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.

Renovated Beachfront Condo with Sensational Views!
RENOVATED! Our family vacation condo is at the 17th floor of Pelican Beach Resort, a sought after resort in Destin, FL with its central location and amenities. Pools, hot tub, gym, sauna, Tiki bar, tennis courts. You can enjoy the amazing views of emerald ocean and endless beaches of Destin while having your favorite drinks at its private balcony. Our condo is freshly painted and has upgraded furniture, new sleeper sofa, dining set, bar stools, all mattresses replaced.

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.

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.

CasaBonita-Sandestin® 2BR/3BA/Loft-Cart to Beach!
Escape to CasaBonita, a stunning 2BR+Loft/2.5BA villa on Sandestin®’s Raven Golf Course. Sleep up to 7 with sweeping lake and golf views, enjoy a private patio, and explore with a 2024 6-seater golf cart. Access private beaches, pools, tennis, spa, and Grand Boulevard. Walk to Baytowne Wharf for dining, shopping, and fun. Luxury, adventure, and coastal charm blend perfectly for your unforgettable Sandestin® getaway. Book now and start your dream vacation!
Popular amenities for Choctawhatchee Bay rentals with a pool
House rentals with a pool

62 Blue View Lakefront Private Pool 5 Min to Beach

Private POOL- Gated beach access-grill-backyard

Walk to Beach · Private Heated Pool · Fenced

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

Aloha Pool House- Stay Local, Live Aloha

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

Esmeralda at Destin Pointe Resort

Sandbarr - Bayfront home with a Golf Cart!
Condo rentals with a pool

Sandestin Heron Walk Luxury Condo with Golf Cart!

Luxury Destin 1BR - Jetty East Beach Resort Condo

Gone Coastal 0.8 miles to beach

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

Prime 30A Location/Pool/200 feet to beach/Wi-Fi

Gulf Front • Beach Service • Beachside Pool

Upgraded Studio on the Water, come relax!

Majestic Ocean Views, Oceanfront Condo, Renovated!
Other holiday rentals with a pool

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

Summer breeze house beach view

Luau Sandestin Studio with Spectacular Views

Beachfront! Newly remodeled! Corner Unit!

Stunning Remodel, Gorgeous Gulf Views, Private Bea

Beach Bungalow | Private Pool + Golf Cart | 30A

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

Beautiful 1-bedroom Condo
Destinations to explore
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- House rentals Choctawhatchee Bay
- Rentals with a patio Choctawhatchee Bay
- Family-friendly rentals Choctawhatchee Bay
- Fitness-friendly rentals Choctawhatchee Bay
- Rentals with a fire pit Choctawhatchee Bay
- Rentals with a fireplace Choctawhatchee Bay
- Rentals with beach access Choctawhatchee Bay
- Rentals with a hot tub Choctawhatchee Bay
- Pet-friendly rentals Choctawhatchee Bay
- Waterfront rentals Choctawhatchee Bay
- Beachfront rentals Choctawhatchee Bay
- Rentals with lake access Choctawhatchee Bay
- Rentals with outdoor seating Choctawhatchee Bay
- Rentals with a sauna Choctawhatchee Bay
- Rentals with a washing machine and dryer Choctawhatchee Bay
- Condo 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





