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Holiday 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.

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Top guest favourite
A private backyard area features a heated plunge pool surrounded by palm trees and landscaped rock beds. Comfortable seating options include Adirondack chairs and a fire pit nearby. A grill is available for outdoor cooking, creating a relaxed environment for gatherings.
Home in Destin
4.93 out of 5 average rating, 166 reviews

3BR Crystal Beach Retreat | Pool + Walk to Beach

Whether chasing sunsets, grilling out, or splashing in the pool, we offer the perfect mix of comfort, convenience, and coastal charm for your vacay. 📍 LOCATION ✦5-min walk to TWO beach accesses ✦Close to Destin Commons ✦Quiet street with a laid-back beach vibe ✔3 Bedrooms ✔Private Plunge Pool ✔323 Steps To The Beach ✔Fenced Backyard ✔Fire Pit + Park Style Grill ✔Smart TVs In All Rooms ✔Digital Game Table ✔Beach Wagon + Beach Chairs (4) ✔Easy Parking + Unloading ✔1100 sq. ft Open Floor Plan

Top guest favourite
Home in Santa Rosa Beach
4.99 out of 5 average rating, 137 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.

Top guest favourite
A spacious studio bedroom features a king bed with layered bedding and decorative pillows. Two bedside lamps provide soft lighting. A comfortable sofa is adorned with colorful cushions, and a small round table sits next to a chair. Large windows offer a view of the greenery outside.
Apartment in Miramar Beach
4.97 out of 5 average rating, 104 reviews

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

Welcome to the *New* luxurious dream getaway at Baytowne Wharf in Sandestin overlooking the main pool. Our charming unit, located in the heart of a vibrant waterfront village, offers an unforgettable pristine vacation experience. Perfectly designed for comfort, this stylish studio boasts a comfortable 1 King bed ideal for couples, making it an ideal retreat for couples, friends or small families seeking a fun filled exciting vacation surrounded by the best beaches & golf courses in Florida!

Top guest favourite
A bright and airy living space features a comfortable sofa with decorative pillows. A staircase leads to a loft area, while woven pendant lights hang above a modern kitchen with sleek appliances and a breakfast counter. Tropical greenery adds a touch of nature.
Apartment in Santa Rosa Beach
4.99 out of 5 average rating, 204 reviews

Sun-Splashed 30A Gem w/ Loft, Pool & Beach Access

Step into The Hideaway At Palms North and immerse yourself in this sun-filled airy space with vaulted ceilings and a modern, coastal chic interior. Our recently renovated beach condo offers an inviting place to unwind after a day spent soaking up the sun on 30A's iconic white sand beaches. Whether you're here on a honeymoon or bringing the kids along, The Hideaway's private beach access, desirable location, amenities, and thoughtful design touches are sure to make your vacation memorable.

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, 176 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
An open studio layout features a king bed with a blue and white striped coverlet, a comfortable sofa, and a desk area. Large glass doors lead to a balcony with views of greenery, while a kitchenette is equipped with essential appliances.
Apartment in Miramar Beach
4.96 out of 5 average rating, 141 reviews

Grand Sandestin 2nd flr Studio w balcony- Baytowne

Village of Baytowne Wharf Studio at Grand Sandestin Resort 2nd floor, free Wi-Fi and Resort Tram Access inside Sandestin Golf and Beach Resort. We are at the Sandestin entertainment area. We offer our own nicely decorated and very well maintained condo, Netflix subscription and beach chairs & umbrella. Studio has a King bed and a sofa, a kitchenette with microwave, kitchen sink and a mid size refrigerator together with a full bathroom and a large balcony overlooking courtyard and pools.

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.
Apartment in Miramar Beach
4.95 out of 5 average rating, 190 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, 145 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, 102 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, 156 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.
Flat in Destin
4.95 out of 5 average rating, 102 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!

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