
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.

Gulf View. Walk to beach. Pool open until 11:00pm
2BR/2BA 6th floor at The Palms of Destin Resort. Views of Henderson State Beach across street. The master has a king size bed and bathroom. Twin trundle beds in small bedroom + bath. The living room has a Cozy queen sleeper sofa w 8" mattress. The lagoon pool, heated pool, and hot tub is open until 11pm. Amenities include a gym, basketball, tennis, splash pad, and playground. Onsite coffee shop, bar, and Blue Lagoon Italian Restaurant. Walk to 6 restaurants, 2 beaches, Dollar Tree, Walmart.
4.96 out of 5 average rating, 183 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.
4.96 out of 5 average rating, 261 reviews
Beachfront! Newly remodeled! Right on the beach!
Beachfront top floor unit, on a private beach, in 2-story building gives unobstructed sunset/ocean views. Located on soft white sand with on-site free parking. Perks of choosing this unit include gated resort with pools, beach service included Mar.-Oct., tennis, pickle ball, and par 3 golf course. Luxury in a private gated community with serene beaches and exclusive amenities. Master bedroom beach/sunset views! Sleeps 4 adults-king master bed, queen sofa bed, and additional cot-sized bunkbeds.
4.99 out of 5 average rating, 302 reviews
Steps from beach, Pool, Parking, 2 king bed suites
• Steps to Miramar Beach & Pompano Joes • Beach Chairs, Umbrellas & wagon • Two King bed Suites • Covered Balcony with sofa & chairs • Community Pool • Assigned Parking • Full Kitchen • Full Size Washer/Dryer • Queen sofa bed in living room • High Speed WI-FI • Near Destin Commons & Silver Sands Premium Outlets Bedrooms & Bathrooms: • Bedroom #1 - King Bed with private bathroom (shower) • Bedroom #2 - King Bed with private bathroom (tub -shower • Living Room - Queen Sofa bed and Powder Room
4.89 out of 5 average rating, 188 reviews
1109 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 1109—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 11th 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.
5.0 out of 5 average rating, 107 reviews
Private Beach + Free Beach Setup | Steps to Pool
Sandpiper Cove | 8140 Free beach setup which includes 1 reserved umbrella and 2 chairs between March 1st and October 31st! 1,100 feet of private beach access! 4 beach towels are provided with unit 8140! 1 of the 5 pools is in the back terrace; steps away from the back porch of the villa! 1 restaurant, 1 beach side bar, a pitch and putt golf course, tennis and pickleball courts all on site. Minutes from several local attractions! About 17 miles from the Destin-Fort Walton Beach Airport!
4.96 out of 5 average rating, 110 reviews
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
4.99 out of 5 average rating, 145 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.
4.93 out of 5 average rating, 156 reviews
Italian villa 200 steps from beach • Free cruise!
• SALE! 25% LOWER NIGHTLY RATE FOR ALL BOOKINGS TODAY • Just 200 steps away from the beach • 3 story Tuscan style villa in one of the nicest neighborhood of multi-million dollar properties • Free cruise ticket per night of stay! (for stays under 7 nights ) • Resort style pool, hot tub, pool views from balconies • Beach gear, work space, large smart TVs in all rooms Click ♡ icon to save to wishlist then "Contact Host" button to ask what cruise will be available on the dates of your stay.
4.96 out of 5 average rating, 182 reviews
5 Min Walk to Private Beach | Luxury Remodel
✦ NEW LUXURY REMODEL ✦ PRIVATE BEACH + POOL ACCESS ✦ 2 PRIMARY SUITES Nestled in the heart of Miramar Beach, Villa Hermosa was intently designed to embody Mediterranean architecture and elegance. Tucked into a renowned gated community, this distinctly designed retreat is an easy stroll to private beach access along the Emerald Coast and 2 community pools. Nearby shops, restaurants, and local attractions from Destin to 30A make Villa Hermosa a centrally-located, idyllic destination.
4.9 out of 5 average rating, 109 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.
4.96 out of 5 average rating, 165 reviews
Gulf Front • Beach Service • Beachside Pool
☆ ☆ Welcome to Aloha Y'all ☆ ☆ Meticulously reimagined, this exceptional beachfront retreat showcases unobstructed panoramic views of the Gulf and its sugar white sandy beaches. Begin your mornings or unwind at sunset on your private balcony. Experience the distinction of a home ranked among the top 1% of Airbnb properties. • The Beach - 0.0 mi • Groceries - 0.6 mi • Outlet Mall - 0.8 mi • 20+ restaurants - < 1 mile • High-end Shopping - < 3 mile
4.98 out of 5 average rating, 119 reviewsPopular amenities for Choctawhatchee Bay rentals with a pool
House rentals with a pool

5 BR home w private pool & jacuzzi, 3 min to beach
4.75 out of 5 average rating, 103 reviews
Isle Be Back! Miramar Beach Villa! STEPS TO BEACH!
5.0 out of 5 average rating, 108 reviews
Pet-Friendly-Pvt Heated Pool-Hot Tub-Fire Pit-6min
4.98 out of 5 average rating, 135 reviews
Harbor Central Penthouse
4.89 out of 5 average rating, 159 reviews
Waterfront! Sleeps 14 & TWO Story Waterslide Fun!!
4.82 out of 5 average rating, 146 reviews
Luxurious BeachHouse Pickeball+HeatedPool
4.95 out of 5 average rating, 108 reviews
All you need! Location | Golf Cart | Walk to Beach
4.93 out of 5 average rating, 141 reviews
Surf Song Beach Retreat - Heated Pool, Beach!
4.98 out of 5 average rating, 116 reviewsCondo rentals with a pool

Cozy Coastal Baytowne Studio Amazing Amenities
4.92 out of 5 average rating, 346 reviews
4 min walk to beach! Sleeps 4~ Gulf VIEW!
4.96 out of 5 average rating, 111 reviews
Gulf Front Condo gym/heated pool/newly renovated
4.85 out of 5 average rating, 163 reviews
SnowBirds Welcome. Pets Yes No Stairs walk to pool
4.84 out of 5 average rating, 114 reviews
Dog Friendly, 1 Bdr 1 Bath, Private Beach & Pool
4.97 out of 5 average rating, 413 reviews
Luau Sandestin • Ocean View • 10th Floor Balcony
4.96 out of 5 average rating, 215 reviews
1/1.5 Gulf View Condo Ariel Dunes 2 Beachfront
4.91 out of 5 average rating, 167 reviews
Sandestin Resort Studio, Spectacular Bay Views
4.82 out of 5 average rating, 220 reviewsOther vacation rentals with a pool

Updated house just steps away from private beach!
4.96 out of 5 average rating, 102 reviews
Beachfront•18th Floor•1,400SqFt•SilverBeach Towers
5.0 out of 5 average rating, 7 reviews
New, luxury Beachfront, Gulf Views, Private Beach
5.0 out of 5 average rating, 23 reviews
*Oceanfront* Luxury High-Rise. Pool, Private Beach
4.94 out of 5 average rating, 68 reviews
Peaceful Palms | Pool* | Golf Cart & FREE Golf
4.96 out of 5 average rating, 28 reviews
Sunset on Laurel House! New! Golf Cart, Pets!
5.0 out of 5 average rating, 11 reviews
30A Beachfront | Pool | Spooky Palms | Sleeps 10
4.79 out of 5 average rating, 34 reviews
Luxury Beach House: Private Beach/Heated Pool
5.0 out of 5 average rating, 20 reviewsDestinations to explore
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Pier Park
- St. Andrews State Park
- Village of Baytowne Wharf
- Henderson Beach State Park
- Frank Brown Park
- Seacrest Beach
- Navarre Beach Fishing Pier
- HarborWalk Village
- Aqua Resort
- Grayton Beach State Park
- Topsail Hill Preserve State Park
- Gulf Breeze Zoo
- Fort Walton Beach Landing
- Jade East Towers
- St. Andrew State Park Pier
- Morrison Springs
- Shipwreck Island Waterpark
- Signal Hill Golf Course
- Camp Helen State Park
- Shell Island Beach





