
Vacation 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.

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.

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!"

1004 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 1004—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.

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!

On the Gulf 2 Bed, 2 Bath Third Floor Condo
Ask about long-term winter stay rates. Third floor condo has panoramic views of the East Pass and Gulf. Spacious 2 bed and 2 bath with nice kitchen and laundry in unit. Right on the dunes with the beautiful white sand. The beach and snorkeling are a short walk. Sit on the patio and hear and see the ocean. Take an evening walk along the beach or the beautifully landscaped streets of Holiday Isle with the harbor to your right. Watch the fishing boats in the morning out the living room window.

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.

1/1.5 Gulf View Condo Ariel Dunes 2 Beachfront
Enjoy the art, nature, and adventure of Miramar Beach in our lovely condo with beach access, on-site heated swimming pools, a fitness center with sauna, golf, tennis, pickle ball, basketball, dining and nightlife without leaving the complex! When you venture out, shopping at Silver Sands Outlet Center is a mile away, and Grand Boulevard and Sandestin Beach Resort are 3 miles away. End your relaxing day taking in the spectacular sunset with a glass of wine and loved ones on the balcony.

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.

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.

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

Destin Miramar Walk To Beach Pet Friendly

5 Min Walk to Private Beach | Luxury Remodel

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

Harbor Central Penthouse

Luxurious BeachHouse Pickeball+HeatedPool

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

Perfect coastal retreat with private beach access

Casa del Sol. Golf cart/course. 2BR/2.5 BA. Resort
Condo rentals with a pool

Beachfront 2BR at Tops’l | Oversized Balcony

Beachfront! Newly remodeled! Right on the beach!

Luxury Destin 1BR - Jetty East Beach Resort Condo

CostaVista-Sandestin: Steps to Beach/Gulf Views!

Stylish Coastal Baytowne Studio Amazing Amenities

SnowBirds Welcome. Pets Yes No Stairs walk to pool

Gulf Front • Beach Service • Beachside Pool

Come find your Destiny in Destin!!!
Other vacation rentals with a pool

Relax By The Beach

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

New, luxury Beachfront, Gulf Views, Private Beach

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

Beachfront Paradise in Destin

Beach Access Updated Unit Multiple Pools FREE Tram

On Beach, Gulf Coastline View, Pool, Dining & More

Beachside Bungalow-Gulf Front, Game Room, Private
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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





