Holiday rentals with a pool in Okaloosa County

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Top-rated rentals with a pool in Okaloosa County

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.
Apartment in Destin
4.99 out of 5 average rating, 292 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
Holiday home in Destin
4.95 out of 5 average rating, 132 reviews

2 Beach Chairs Included! Villa @ Sandpiper Cove

Unit 27 @ Sandpiper Cove has the MOST to offer in Destin! 5 pools, 3 hot tubs, 6 tennis courts, shuffleboard, fishing, beach bar, beach volleyball, and FREE par 3 nine hole golf included! Villa features a large private deck, WIFI, open spaces, and fully renovated. Just a two minute walk to the beach! Sandpiper Cove offers a family setting with no high rise elevators. Full water front restaurant and bar located less than 1 minute walk from unit. Free use of owners beach chairs, umbrellas, & toys!

Top guest favourite
Home in Destin
4.92 out of 5 average rating, 124 reviews

Waterview Villa, Steps to the Sand, King Bed, Pool

Located in the heart of Destin, FL, this stunning top-floor beach villa duplex offers 2 bedrooms and 2 baths, perfect for families or friends. The master suite features a king bed, while the second bedroom includes full bunk beds and a twin trundle. Enjoy breathtaking private lake views and easy access to the white sand beach only steps away. The villa boasts a full kitchen for home-cooked meals and access to a sparkling community pool. Comfort and Convenience await in this serene beach getaway

Guest favourite
A spacious bedroom features a comfortable bed with blue and white striped bedding, complemented by a large round pillow. Two accent chairs are placed nearby, and large windows allow natural light to fill the room. A modern bathroom is accessible through a door.
Flat in Fort Walton Beach
4.81 out of 5 average rating, 102 reviews

Luxury Pool/SPA/BEACH, 1BR w/Dol Views, Full KITCN

The Crow’s Nest is part of the Manor on the Bay, a large home transformed into multiple rental units. The full property is also avail for rent. This pvte 2nd story space bosts nautical design elements. Sip coffee on your balcony while watching the dolphins play. With options to cook in the well appointed galley kitchen or check out our local sea food spots, you wont leave here hungry. What I love: ✔ stunning views ✔ pvte space ✔ HUGE luxury spa w/pool & beach ✔ Dolphins! ✔ Book what you need

Superhost
A spacious living area is highlighted by a comfortable blue sofa and an upholstered ottoman, set on a light rug. The open-plan kitchen features dark cabinetry and a countertop. Bright natural light filters through large windows adorned with white curtains, contributing to a welcoming ambiance.
Apartment in Destin
4.84 out of 5 average rating, 433 reviews

BELIEVE! Great location! Charming/ sexy 1BD condo

ROMANTIC & charming 1 bed condo IDEAL for a COUPLE looking for FUN in an INTIMATE beautifully cured, clean, equipped, comfortable yet affordable getaway condo. In the HEART of Destin, FL within 1.5 miles of its BREATHTAKING BEACHES the complex has 3 pools (one heated), a lake and tennis courts. Ideally located, you can walk to fast food restaurants, ice-cream, liquor & souvenir store, etc. Within a 2 mi radius bars, food, gokarts, waterpark, bowling, nightclub, groceries, pharmacy, shopping.

Superhost
A wooden boardwalk leads towards the beach, framed by a pergola overhead. Soft sand and gentle blue waves can be seen ahead, with several beach umbrellas dotting the shoreline. The open sky above reveals a mix of clouds and sunlight, creating a serene coastal view.
Apartment in Destin
4.83 out of 5 average rating, 107 reviews

Private Beach access POOL pets Yes No Stairs

Bring the whole family to this great Ground floor condo with lots of room for fun. King Suite with attached full bathroom plus 2nd bedroom complete with 2 Queen beds. Plenty of space to spread out in the open Livingroom Dining room. Easy access to awesome semi private back yard perfect for Fido! Super close walking distance to Private Beach entrance just across scenic Highway, beside Captain Dave's! Resort includes year round access to beach and tennis courts plus pool. Seasonally heated.

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, 144 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
Apartment in Destin
4.82 out of 5 average rating, 177 reviews

SunDestin Resort: Gulf Front Resort

1BR/1.5Bath condominium sleeps SIX with two (2) queen beds in the bedroom and a queen sofa bed in the common area. Located within SunDestin Resort, the property has all you need for a luxurious vacation. The property is located directly on the Gulf, and the condominium has a partial view of the Gulf from within the unit. The property offers direct beach access, two outdoor pools, hot tub, onsite restaurant with a bar, mini store, and free parking. All new doors, windows and balcony.

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, 101 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!

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!

Top guest favourite
Apartment in Destin
4.99 out of 5 average rating, 225 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.

Guest favourite
A view of the lush green courtyard is presented, bordered by tropical palm trees. The white sand beach and blue ocean are visible in the background, with lounge chairs arranged neatly on the grass, inviting relaxation amidst the coastal scenery.
Apartment in Destin
4.85 out of 5 average rating, 287 reviews

Steps to Private Beach • Gulf Views • Kids Pool

Wake up to turquoise Gulf views and your own stretch of sugar-white sand. Beach days are easy with chairs, umbrellas, and toys ready for you—just grab and go. From your private balcony, enjoy your morning coffee or evening drink while the kids play below in the courtyard. In the summer, s’mores nights, outdoor movies, and live music are all included and just steps away. Big Kahuna’s Water Park and The Track are right nearby—walkable and easy, no car needed.

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