Vacation rentals with a pool in Okaloosa County

4.92 out of 5 average rating, 110 reviews

An aerial view of a resort-style pool features a winding shape surrounded by tropical landscaping. Multiple lounge chairs are arranged around the pool area, with palm trees and greenery enhancing the tropical ambiance. A small spa area is also visible, along with a thatched-roof Tiki Hut.

Home in Destin

Walk/Free Shuttle to Beach, Resort Pool, Huge Home

Welcome to Tahitian Escape, perfect for a romantic getaway or large families! This modern and luxurious oasis in central Destin sleeps 12 in a 2 story, 2040 sq ft home. 4 beds, 3.5 baths, and an open living/dining room provides plenty of space to entertain your entire group! Just a short, 2 block walk away from the sugar-sand beaches of the beautiful Emerald Coast! ✓ Located in the ♥ of Destin! ✓ Free shuttle service, door to beach! ✓ Zero entry, resort-style pool and hot tub ✓ Gated community

A resort-style pool is situated outdoors, surrounded by palm trees and lounge chairs. The clear blue water reflects the bright sky, and a shaded gazebo is visible in the distance. The area offers a relaxing atmosphere for guests to enjoy.

4.95 out of 5 average rating, 206 reviews

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.

5 out of 5 average rating, 109 reviews

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.

Vacation home in Destin

1004 Oceanfront Pelican Beach Amazing Loc Pools

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.

4.95 out of 5 average rating, 196 reviews

5 Min walk to Beach*Complex Pool*FREE BEACH SETUP*

Enjoy this renovated 2-bedroom, 2-bath condo in Destin! 1,500 feet from the beach, it boasts a king bed, two queen beds, and a queen sleeper sofa. Beach service (March-October) is included, along with extra chairs, an umbrella, beach toys, a cooler, and a beach wagon. The condo features modern updates with granite countertops, stainless steel appliances, and smart TVs. Family-friendly amenities include a pack-and-play and convenient parking. Relax and make the most of your beach getaway!

4.99 out of 5 average rating, 244 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.

4.95 out of 5 average rating, 145 reviews

3107 Amazing Pools ~ Fall Special ~ Book Oct 3rd

One of only 14 Exclusive Poolside Villas! Welcome to the Villa Cabana Royale! 1450 sq ft of open concept space, with a walk in/ walk out setup, double sliding doors to bring the outdoors in. This poolside villa cabana sleeps 6 and is the perfect location, with an outdoor dining and patio experience in the tropical gardens along side the gorgeous lagoon pool. The Villa Cabana Royale has 2 huge bedrooms, 2 King Beds, single chair bed, queen sofa sleeper. 4 beds in total. 65" Inch Smart TVs

Condo in Fort Walton Beach

A large, mickey-shaped pool is surrounded by lounge chairs and tropical landscaping. In the background, the waterway can be seen, framed by palm trees and extending toward the horizon under a clear blue sky.

4.89 out of 5 average rating, 425 reviews

Relaxing Soundside Condo - WataView!

Vacation or work at our comfortable waterfront kitchenette studio in the heart of Fort Walton Beach. The sugar white sand beaches are just a short drive away, and adventure awaits right at your doorstep on Santa Rosa Sound. Includes pool and marina! Boat slip (28 Ft) available! The unit has a queen bed and futon that lays down to a full size bed. It's very comfortable for small groups. We are real owner-hosts and strive to keep our unit spotless and well supplied for our cherished guests.

A bright pool area features a clear blue swimming pool surrounded by a spacious deck. Several lounge chairs are positioned around the pool, and a covered cabana with seating is visible in the background, complemented by tropical palm trees.

4.88 out of 5 average rating, 123 reviews

The Beach Bungalow-Snowbird Rates!

Enjoy a relaxing stay at our 1-bedroom condo in the heart of Destin, FL! Just minutes from the emerald beaches, great shopping, and top local restaurants. This cozy unit includes a desk for remote work, access to 3 refreshing pools, and all the comforts of home. Whether you're here for a weekend getaway or a full beach vacation, you'll love the location and convenience. Walk to everything and unwind in one of Florida’s most beautiful beach towns! READ THE ENTIRE LISTING BEFORE BOOKING

A bright living area features a spacious gray sofa, complemented by a blue and white decorative pillow. Large glass doors open to a private balcony with ocean views. A dining table with white chairs and a chandelier is visible, alongside a wall-mounted flat screen TV and coastal artwork.

4.85 out of 5 average rating, 260 reviews

Majestic Ocean Views, Oceanfront Condo, Renovated!

Located right on the beach, this spacious condo has breathtaking unobstructed Gulf views, updated floors and appliances and sleeps six. Decorated in soothing designer colors with a coastal feel, the unit has a bedroom with a comfortable king size bed, flat screen TV and private bathroom; two bunk beds in a hallway alcove, a 2nd bathroom with shower, and open concept full size kitchen with all new full size stainless steel appliances, dining area and living room with a sleeper sofa..

Condo in Fort Walton Beach

A clear view of the outdoor pool area, featuring a uniquely shaped pool surrounded by lounge chairs. The condominium structure stands adjacent, with multiple balconies overlooking the pool. Tropical landscaping and palm trees are visible in the background.

4.96 out of 5 average rating, 125 reviews

Retreat by the Sea at Seacrest Condo

Welcome to Retreat by the Sea. This studio is at Seacrest Condominiums located directly on the beach on beautiful Okaloosa Island in Fort Walton Beach six miles from Destin. Relax on the balcony and enjoy the beautiful views of the Gulf and amazing sunrises and sunsets. You have direct access to the beach and all the amenities that the condo has to offer including indoor/outdoor pool, gym and bbq area. This amazing studio also has a kitchenette, mini-refrigerator and private laundry.

Condo in Fort Walton Beach

A clean, inviting outdoor pool is framed by a spacious deck. The pool features gentle slopes leading into the water and is surrounded by a landscaped area with palm trees. The condo building stands nearby, highlighting direct beach access.

4.95 out of 5 average rating, 131 reviews

Lovely beach-front condo with free beach setup.

As soon as you enter our 3rd floor beachfront condo, you will leave all your cares behind and unwind while enjoying a direct view of the Gulf of Mexico. You can walk to the beach straight out of the building, no need to cross any roads. Many updates done in March 2021: brand new queen size sleeper sofa bed, brand new stainless steel refrigerator, range, dishwasher and microwave, brand new furniture, new paint, new flooring, and brand new TV's. We have Netflix and high speed WiFi.