
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.

Beachfront 30A Private Beach Blue Mountain Paradis
Paradise awaits at your beautiful, beachfront condo with stunning beach views of the PRIVATE BEACH from your own private balcony. The sweeping views continue from inside, through the large windows & sliding glass doors, including an ocean view from the master bedroom. This well appointed, family friendly unit offers 3 bedrooms, sleeper sofa, & 3 full bathrooms to comfortably accommodate 6-8 people. Complimentary Beach Service (2 chairs & umbrella) is included March-October, & 4 bikes year round

Isle Be Back! Miramar Beach Villa! STEPS TO BEACH!
Plan your perfect relaxing beach getaway just steps away from the white sands of Miramar Beach! You will feel right at home as soon as you walk in the front door. This 4 bedroom home is perfect for families or a trip with friends - with one bedroom having 6 twin sized bunk beds! The neighborhood is quiet, walkable to many nearby restaurants and has beach access. Our end unit is located next to the gated pool. You’ll never want to leave this cozy beach house, it'll make you say "Isle be Back!"

1203 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 1203—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 12th 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.

Sandpiper Cove 8140! 500 ft to the Beach!
Free beach setup which includes 1 reserved umbrella and 2 chairs between March 1st and October 31st! 1,100 feet of private beach access owned by Sandpiper Cove! 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!

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. MONTHLY SNOWBIRD PRICING. 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.

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

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.

30A • 15Sec Pvt Beach • Heated Pool • GolfCart
🌴 Private Heated Pool 🏊♀️ | Golf Cart 🚗 | 100 Steps to Private Beach 🏖️ | Bikes 🚲 Just 100 steps to private beach access in a gated community-no crowds, no long walks. One of the closest homes to private beach access on 30A, this 5BR retreat is designed for effortless beach days and relaxed family getaways. Enjoy a heated pool 🏊♂️, 6-seater golf cart 🚙, bikes 🚲, and daily beach setup 🌞. Walk to Shunk Gulley 🍔, Pecan Jacks 🍦, and more—everything you need just minutes away. 🌊

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.

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.

Waterfront! Sleeps 14 & TWO Story Waterslide Fun!!
This family fun home has a 2 story super fast custom water slide, large pool, (extra charge to heat pool) swim up bar, outdoor tiki hut bar with sink and gas grill, charcoal grill, fire pit, sandy beach, dock, boat slip, (no boat lift) paddle boards. Private suite with kitchen & bathroom on lower level with private access leading out to bay. bring your own fishing gear if you like to fish. Home is a labor of love and has brought so much joy to our family & hopefully to yours.
Popular amenities for Choctawhatchee Bay rentals with a pool
House rentals with a pool

Luxurious Private Pool, Beach Walk W/Private Acces

5 BR home w private pool & jacuzzi, 3 min to beach

Lux 4BR | Blue Mtn Beach | Golf Cart | Firepit

Pool, Games Rm, Fire Pit, Grill, FREE Cart & Bikes

Luxurious BeachHouse Pickeball+HeatedPool

Salt Pool & Spa, Heat Opt, Cali King Bed, Beach 4M

All you need! Location | Golf Cart | Walk to Beach

Perfect coastal retreat with private beach access
Condo rentals with a pool

Steps from beach, Pool, Parking, 2 king bed suites

Beachfront! Newly remodeled! Right on the beach!

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

Come find your Destiny in Destin!!!

1/1.5 Gulf View Condo Ariel Dunes 2 Beachfront

SnowBirds Welcome. Pets Yes No Stairs walk to pool

Top-Floor Ocean View • Private Beach Access

Luxury Destin 1BR - Jetty East Beach Resort Condo
Other vacation rentals with a pool

Beachfront•18th Floor•1,400SqFt•SilverBeach Towers

Beachside Bungalow-Gulf Front, Game Room, Private

30A Walk to Beach Access FREE Golf Cart Pool/Gated

*Oceanfront* Luxury High-Rise. Pool, Private Beach

New, luxury Beachfront, Gulf Views, Private Beach

Beach Access Updated Unit Multiple Pools FREE Tram

30A Charmed Waters ~ 5BR, Golf Cart, Pool

Eden House: Mansion on the Bay
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- Rentals with pools Florida
- Rentals with pools United States
- 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





