Holiday 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 view of a lush landscape featuring tall palm trees in the foreground and a well-maintained grassy area. Beyond the lush greenery, coastal homes and the ocean can be seen, with a clear blue sky above and gentle waves in the distance.

Townhouse in Destin

4.98 out of 5 average rating, 126 reviews

Waterview Villa/ Pool/ 3 Min to beach/ 2 King Beds

Nestled in the heart of Destin, FL, this upper-level 2-bedroom, 2-bathroom duplex is the perfect retreat. Wake up to serene private lake view from your balcony and enjoy the convenience of being just steps from the pristine white sand beach. Each bedroom features a plush king bed, while the fully equipped kitchen makes dining effortless. Relax by the community pool or savor tranquil evenings on your private patio. This villa combines coastal charm with modern comfort for an unforgettable escape!

Guest favourite

The living area features a spacious layout with modern furnishings, including a comfortable couch and armchairs. A rectangular dining table with benches offers seating for meals, while large windows provide views of the balcony and surrounding greenery. Light wood flooring enhances the fresh ambiance.

Condo in Destin

4.96 out of 5 average rating, 179 reviews

Beach Shuttle! Coffee, Chairs, Cooler Included!

The Palms has everything you need, all on one beautiful property! With beach access right across the street, grocery next door, the Destin Commons and HarborWalk Village a few miles away, this is the perfect Destin location! Our newly updated condo also comes with outstanding amenities! Destin's biggest lagoon pool Hot tub, heated pool & splash pad Beautiful new coffee house On-site restaurant, bar, and lounge Beach/Harbor shuttle Fully equipped gym And more! We look forward to hosting you :)

Top Guest favourite

A bright living area showcases large sliding glass doors that open to a private balcony with ocean views. Comfortable seating is arranged around a coffee table, and decorative elements include a large TV and art pieces depicting the beach, enhancing the coastal ambiance.

Holiday home in Destin

5 out of 5 average rating, 118 reviews

1004 Oceanfront Pelican Beach Fab Loc Pools/HTubs

1 Bed 2 Bath (Sleeps 6) NO PETS! Non-Negotiable rates. Location! Easy access to attractions! Direct access on the beach without having to cross the street. Pelican Beach Resort 1004 is a newly renovated 1-bedroom condo with stunning Gulf of Mexico views from your private balcony, an open-concept living area, and comfortable sleeping accommodations for up to 6 guests The fully equipped kitchen is designed with a bar that overlooks the living area for entertaining or enjoying a casual meal.

Top Guest favourite

An open studio layout is presented with a spacious king-size bed and a comfortable sofa. A round table sits nearby, while large glass doors lead to a balcony with ocean views. Soft, neutral tones are used throughout, enhancing the serene atmosphere.

Condo in Miramar Beach

4.97 out of 5 average rating, 147 reviews

Zen Retreat ON Beach -Golfcart* Hot Tub, SanDestin

8th fl. stylish open studio w/stunning VIEW, beachfront in Sandestin Resort between Destin & 30A. 🛺 Golf cart with 3+ nts. NEW Pool & Hot Tub. West Elm furniture & King size bed w/ocean view. Sleek Kitchen w/dishwasher & Keurig. WiFi, 55” smart TV. Washer/dryer. Huge balcony to gaze @ the sea. Enjoy the beach, dining, shopping, trails, golf & entertainment all without leaving the resort. Tram pass & Gym. Perfect for honeymoon, baby moon, girls trip, solo travel or lil family vacay *no animals

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, 252 reviews

Beachfront! Newly remodeled! Right on the beach!

Beachfront top floor unit, on a private beach, in two 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 courts, pickle ball, and par 3 golf course (included). Unit has fully functional kitchen and wifi included. Master bedroom beach/sunset views! Sleeps 4 adults with use of sofa bed in living area and additional cot-sized bunkbeds.

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, 120 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, quick private beach access to the sugar sands of Destin, and three community pools (one with a hot tub and splash pad) for guests use.

Guest favourite

A spacious studio features a king bed dressed in blue and white striped linens. Soft lighting from bedside lamps creates a relaxed atmosphere. A sitting area with a chair sits beside a window, which allows natural light to filter through sheer curtains, offering views of the outdoors.

Condo in Miramar Beach

4.94 out of 5 average rating, 145 reviews

Sandestin Bahia 2nd floor - Baytowne Wharf Studio

Chic studio with bay views in Sandestin Golf & Beach Resort, steps from the Village of Baytowne Wharf. Perfect for a romantic getaway with sunset views, resort tram access, and walkable dining and nightlife. Features a king bed, queen sofa, stylish décor, and kitchenette with mid-size fridge, microwave, blender, and toaster. Enjoy Wi-Fi, Netflix, and beach gear stored in our private garage-level storage. Perfect for couples or small families looking to relax and explore Sandestin.

Guest favourite

A modern bedroom features sliding barn doors that create a seamless entrance. A spacious bed with a dark grey blanket is centered in the room, flanked by soft lighting. A textured rug adds warmth, while a ceiling fan enhances airflow in the relaxed atmosphere.

Loft in Destin

4.94 out of 5 average rating, 443 reviews

The Naughty Scene 233

Brand new 1 bedroom apartment complete set up for coupleONLY or small family of 3.the perfect place for celebration a special moment,relax whit your love one and make memories.right in the center of Destin 1 minute drive to the public beach,2 minute drive to the harbor walk village..flower, cards, wine is available for surprise ,( just ask me) NO SMOKERS OR PARTYING INSIDE MY PLACE.please read other details to note!DU NOT BRING EXTRA FRIEND INSIDE and read OTHER DETAILS TO NOTE

Top Guest favourite

The image showcases the exterior of a spacious resort building surrounded by lush greenery and palm trees. A large, inviting pool area is visible in the foreground, featuring a zero-entry design with sun loungers arranged around the water, all set against a backdrop of serene bay waters.

Apartment in Miramar Beach

4.97 out of 5 average rating, 112 reviews

Studio in Sandestin/ Free parking/Free beach tram

Sleeping up to 4 guests, this studio provides everything you will need for a perfect beach vacation while indulging in the luxurious resort life. Sandestin Golf and Beach Resort features over seven miles of beaches, a pristine bay front, four 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

A charming beach house with a light-colored facade is framed by greenery. A paved driveway leads to the entrance, flanked by two beach cruiser bikes and a small outdoor seating area with a table. Sunlight filters through the trees, enhancing the inviting appearance.

Home in Santa Rosa Beach

4.97 out of 5 average rating, 179 reviews

Small Waves-30A beachhouse w golf cart/neighb pool

Small in stature but grand in design, this 30A beach house will wow you. Access to neighborhood pool, gym, & the beautiful white sand beaches a few blocks away. Small Waves is set in the Blue Mountain Beach area, which is well-known for its charm, its restaurants, & its famous ice cream shop. We have an EV car charger for electric cars (no extra fee) plus access to an electric golf cart (extra fee). Bedroom has a king size bed & twin bed & there are also 2 twin beds upstairs.

Guest favourite

A stylish living area features a comfortable white sofa adorned with decorative pillows in calming hues. A round coffee table stands center stage, layered with decorative bowls. Natural light filters through sheer curtains, highlighting modern artwork on the walls and creating a warm ambiance.

Condo in Destin

4.89 out of 5 average rating, 102 reviews

Hidden Gem on the Beach - Coastal Luxury!

This condo features a fully equipped kitchen with granite countertops, stainless steel appliances, and all necessary cookware. The bedroom has a king-sized bed and attached full bathroom. Additional sleeping space is provided with a queen-sized sleeper sofa in the living room. Step outside onto your private balcony and take in the stunning views of the resort and the Gulf of Mexico. Watch the sunset over the water or relax with your morning coffee and listen to the waves.

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

4.95 out of 5 average rating, 132 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.