Vacation rentals with a pool in Okaloosa County

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.

4.96 out of 5 average rating, 199 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.

4.98 out of 5 average rating, 116 reviews

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

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!

4.96 out of 5 average rating, 492 reviews

Beach Paradise - Ocean View - Bonus Beach Service

Beach Service for daily set-up of umbrella & 2 chairs included. Available 3/1/25-11/30/25. Construction 10/15/25 - 12/9/25 - Balcony access restricted, view limited, & noise. Great discounted rates! Enjoy the gorgeous ocean view in this spectacular 2 bedrooms + 2 full bathrooms condo (972 sqft). Steps from the private beach. Ranked as one of Destin's Top Resorts. Lagoon pool, ocean-front heated pool, gas grills, work-out room, tiki-bar, gated resort, free parking, WiFi, and 24-hr security.

4.99 out of 5 average rating, 232 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.

Condo in Fort Walton Beach

A rectangular pool is surrounded by a white, fenced area and several lounge chairs are visible nearby. Palm trees and a clear blue sky enhance the serene setting, creating a refreshing spot for relaxation.

4.93 out of 5 average rating, 271 reviews

Oceanfront 3BR/3BA Condo | Steps to Sand & Surf!

Experience the Gulf in a Newly Remodeled Condo! This family-friendly ground-floor unit offers ultimate convenience. The master bedroom has ocean views, a king bed with a pullout trundle. The second bedroom has a king bed with a trundle, and the third has a queen bed. The living room includes a queen sofa bed. Each bedroom has a private bath and TV. Enjoy free beach service March–Oct with two chairs & an umbrella. Step onto the sand, relax, and unwind! Guests 27+ only. No smoking. No parties

4.96 out of 5 average rating, 114 reviews

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

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.

4.92 out of 5 average rating, 170 reviews

A modern living area features a leather sectional sofa paired with decorative pillows. A sleek, glass coffee table sits atop a patterned rug. The kitchen island, equipped with barstools, offers a view through large windows that provide natural light and overlook the landscape.

Apartment in Destin

Luxview

The Luxview was completely remodeled with a special attention to detail to make your stay exclusive. The warm and welcoming atmosphere is ideal for couples romantic gateway. Located in the HEART of Destin, within 2 minutes drive to the stunning beaches. The complex has 3 pools, a lake and a tennis court. Ideally located, you can walk to restaurants, shopping or to Big Kahuna's Water Park. Enjoy coffee and breakfast at sunrise or have a drink outside at night on the nice lakeview balcony.

Superhost

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.

Condo in Fort Walton Beach

4.9 out of 5 average rating, 417 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.

Condo in Fort Walton Beach

A generous balcony features a round table surrounded by four striped chairs, offering ocean views. Two blue lounge chairs are positioned beside the table. The expansive space allows for comfortable relaxation while overlooking the beach and turquoise waters.

4.92 out of 5 average rating, 243 reviews

ISLANDER BEACH 5TH FLOOR GULF VIEW CONDO - 2BD/2BA

Islander Beach Resort is a 7-story structure of 114 condos on a short 2 mile stretch of Okaloosa Island and sits DIRECTLY on the beach. The building is painted aqua blue and gray, and all units overlook the ocean. There are 2 elevators and lots of parking. Guests can freely access the beach, pool, BBQ pits and parking area (a parking pass is needed), but you will probably spend the majority of your time on our large private balcony overlooking the pool and beach, listening to the waves.

4.98 out of 5 average rating, 115 reviews

The backyard area features a private pool surrounded by lounge chairs and a paver patio. Palm trees add a tropical touch beside the home, which is illuminated against a twilight sky. A barbecue grill is visible, along with a seating area for outdoor relaxation.

Home in Destin

Pool, Golf Cart, Fire Pit, & Walk to Beach

★ 3 story Destin home walking distance to Private Beach * 2500ft² / 230m² home * 3rd floor with 360° views and peekaboo views of the ocean * 3 min walk to the private beach and 6 min walk to Crystal Beach * Private pool + backyard oasis (fire pit and more) * 6-seater Golf Cart * Onsite parking for 5+ cars * 5 min drive to Destin Commons with Restaurants & Arcade * 10 min drive to Destin Harbor and 15 min drive to Crab Island * Fully stocked and equipped kitchen * Onsite washer + dryer

4.94 out of 5 average rating, 427 reviews

A large swimming pool is surrounded by a patterned stone patio. The water appears clear and inviting, with steps leading into the pool area. Structures in the background include a covered sitting area and a building, with palm trees visible nearby.

Loft in Destin

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