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.

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Top guest favourite
A bright living area is shown, featuring a spacious gray sofa and a wooden coffee table. Large sliding glass doors provide unobstructed ocean views, while a ceiling fan circulates air above. A small dining table with chairs complements the relaxed coastal decor.
Condo in Destin
4.99 out of 5 average rating, 294 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.

Guest favourite
Home in Santa Rosa Beach
4.99 out of 5 average rating, 138 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.

Guest favourite
A spacious studio features a king bed adorned with neutral linens and an array of decorative pillows. Natural light flows through sliding glass doors that lead to a private balcony, while a comfortable queen sofa is positioned nearby, offering additional seating.
Condo in Miramar Beach
4.9 out of 5 average rating, 300 reviews

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.

Top guest favourite
A three-story Tuscan-style villa is showcased with a stucco exterior and custom tile roof. Lush palm trees and well-maintained shrubs surround the entrance, and a cobblestone driveway leads to the double garage. Expansive windows add architectural interest and allow for natural light.
Home in Miramar Beach
4.96 out of 5 average rating, 177 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.

Top guest favourite
A spacious studio layout is illustrated, featuring a king size bed with blue bedding and a cozy sofa in a warm blue tone. Bright natural light filters in through large windows, with a dining area set near the kitchenette and a decorative rug adding color to the space.
Condo in Miramar Beach
4.95 out of 5 average rating, 195 reviews

Condo w/ Pool, Hot Tub, Private Bch & Free Parking

Sleeping up to 4 guests, this premium studio provides you with everything you will need for a perfect beach vacation while indulging in the luxurious resort life. Sandestin Golf and Beach Resort features over 7 miles of beaches, a pristine bay front, 4 championship golf courses, 15 world-class tennis courts, a 226-slip marina, a fitness center, a spa, and celebrity chef dining. Enjoy the fun and entertainment at The Village of Baytowne Wharf with shops, restaurants, playgrounds & more!

Top guest favourite
The beach cottage features a welcoming exterior framed by palm trees and tropical foliage. A white picket fence surrounds the property, leading to a spacious porch with multiple steps. The home’s two levels and large windows create an open and airy appearance.
Home in Destin
4.96 out of 5 average rating, 146 reviews

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.

Superhost
Home in Santa Rosa Beach
4.82 out of 5 average rating, 141 reviews

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.

Top guest favourite
An open living area features a comfortable beige sofa and a blue accent chair, arranged around a rustic wooden coffee table. A large wall-mounted TV displays a beach scene. Sunlight fills the space through sliding glass doors, leading to a tranquil backyard.
Home in Destin
4.95 out of 5 average rating, 104 reviews

Luxurious BeachHouse Pickeball+HeatedPool

🏖️ Our beautiful one-story open-floor house is the best choice for your beach vacation with your beloved family and friends. Perfectly located in a quiet community just a few minutes walk (~10 mins). White Sand Beach is close to the community pool and minutes away from shops, restaurants, and everything you need. With 3 bedrooms, 2 bathrooms, and a lovely private backyard, there is more than enough room for 11 guests and your pup, so you won't have to leave anyone behind!

Top guest favourite
The newly built cottage features a two-story design with light-colored siding, surrounded by lush greenery. A golf cart is parked nearby on a gravel path, adding convenience for exploring the area. Sunlight filters through the trees, creating a serene atmosphere.
Home in Santa Rosa Beach
4.96 out of 5 average rating, 157 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.

Guest favourite
A spacious living area is highlighted by a large, neutral sectional sofa, positioned around a sleek glass coffee table. A wall-mounted TV is visible alongside a modern media console. Natural light filters through sheer curtains, complemented by a ceiling fan and a decorative wall clock.
Apartment in Destin
4.95 out of 5 average rating, 104 reviews

Cozy Condo. Sunrise and Sunset

Bring the whole family to this great place with lots of room for fun! Indulge in coastal living at our new remodeled 1-bedroom, 1-bath apartment, just 0.5 miles from the beach. Experience the allure of a brand-new interior, featuring a spacious layout, modern design, and a fully equipped kitchen. With proximity to both great shopping and an array of restaurants, this seaside retreat offers the perfect bland of relaxation and convenience. Your ideal coastal escape awaits!

Top guest favourite
A light blue two-story house is presented from an aerial perspective, featuring a covered balcony with a small red table and chairs. Green trees surround the home, and a paved driveway leads to the entrance, enhancing the inviting exterior.
Guesthouse in Santa Rosa Beach
4.88 out of 5 average rating, 232 reviews

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.

Top guest favourite
Condo in Destin
4.99 out of 5 average rating, 228 reviews

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. 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.

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