
Holiday rentals with a pool in Okaloosa County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Okaloosa County
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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.

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!

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 :)

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.

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.

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.

Cozy Soundside Condo - WataView2!
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.

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..

Luxury Destin 1BR Jetty East Beach Resort Condo
Discover a tranquil retreat at Jetty's East in Destin, Florida. Unit 104A is a charming 1-bedroom condo located within this beachfront complex. Enjoy direct beach access just steps away. Relax in the comfortable living area, prepare meals in the fully equipped kitchen, and unwind in the cozy bedroom. Take advantage of the resort amenities, including a pool, hot tub, tennis courts, and fitness center. Explore nearby attractions, shops, and restaurants for a delightful beach getaway.

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

Perfect View on Santa Rosa Sound with 2 Pools!
Enjoy beautiful blue skies and gorgeous sunsets over the Santa Rosa Sound, while looking out over the marina from your very own private deck! This gorgeous studio unit has one of the best views in the entire 120 room complex! Located in the preferred A building, this Non-Smoking, NO PETS ALLOWED, sparkling clean top floor unit has a beautiful bathroom with full size tile shower and newer plumbing fixtures. Marina slip is not available for rent at this time.

Sunshine and beach time /Okaloosa Island
CHRISTMAS at the BEACH! Steps to the sand, Ocean view , top floor unit, sleeps 5,(queen bed, single day bed, and queen sofa sleeper). Fully furnished, ( USB port outlets, no carpet, stainless appliances, and keyless entry). A one minute walk to the white sand, wifi in the unit, 2 beach chairs, cooler, beach towels, and beach umbrella. Laundry onsite, Tom Thumb next door for items you might need. Everything for a great beach vacation! 683 Nautilus court
Popular amenities for Okaloosa County rentals with a pool
House rentals with a pool

Destin Retreat: Oceanview Poolside Luxury Condo

Sundance: Sleeps 18! 1 Block to Beach! Pool & spa!

Private Heated Pool! Walk 2 Beach!

Fall Now Open! 1 Block to Beach + Pool • Sleeps 16

FREEGolfCart!/HEATEDPool!/Walktobeach! Sleeps 10!

Private Tropical Oasis Near Beach-Heated Spa Pool

Destin's most adored home!

Pet-Friendly-Pvt Heated Pool-Hot Tub-Fire Pit-6min
Condo rentals with a pool

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

Gulf Front to Emerald Waters and Sugar White Sand

Pelican upgraded corner unit, amazing ocean views!

Gulf View Studio condo Fort Walton Beach

Spacious, elegant, beachfront, w/office

Beach front 2/2 with gulf view.

Free Chair Service-Beachfront 6th Floor

Come find your Destiny in Destin!!!
Other holiday rentals with a pool

Coastal Dreams 3BR | Ocean Views

50 second walk Patio to Water

"SeaGlass" - Oceanfront with expansive balcony.

The Coastal Retreat

No Airbnb Fees! | Incredible View | Free Parking

Pool, 4 min walk to Crystal Beach, Luxe home!

Beachfront Corner Lobby Unit/Pool/Smart TV/King/WD

Nautical Loft (Reduced Rates for Winter in Effect)
Destinations to explore
- Hotel rentals Okaloosa County
- Townhouse rentals Okaloosa County
- Rentals with an accessible height toilet Okaloosa County
- Rentals with breakfast Okaloosa County
- Luxury rentals Okaloosa County
- Condo rentals Okaloosa County
- Holiday home rentals Okaloosa County
- Waterfront rentals Okaloosa County
- Apartment rentals Okaloosa County
- Rentals with an EV charger Okaloosa County
- Pet-friendly rentals Okaloosa County
- Rentals with beach access Okaloosa County
- Rentals with a kayak Okaloosa County
- Beachfront rentals Okaloosa County
- Family-friendly rentals Okaloosa County
- Rentals with outdoor seating Okaloosa County
- Rentals with lake access Okaloosa County
- Rentals with a hot tub Okaloosa County
- Rentals with an accessible height bed Okaloosa County
- Rentals with a fireplace Okaloosa County
- Fitness-friendly rentals Okaloosa County
- Rentals with a sauna Okaloosa County
- House rentals Okaloosa County
- Villa rentals Okaloosa County
- Rentals with a fire pit Okaloosa County
- Guesthouse rentals Okaloosa County
- Rentals with a patio Okaloosa County
- Rentals with a washing machine and dryer Okaloosa County
- Resort rentals Okaloosa County
- Rentals with pools Florida
- Rentals with pools United States
- Destin Harbor Boardwalk
- Crab Island
- Princess Beach
- James Lee Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Blue Mountain Beach
- Grayton Beach State Park
- Tiger Point Golf Club
- Pensacola Beach Crosswalk
- Eglin Beach Park
- Raven Golf Club
- Gulfarium Marine Adventure Park
- Fort Walton Beach Golf Course
- Walton Dunes Beach Access
- Camp Helen State Park
- Pensacola Dog Beach West
- The Track - Destin
- Fred Gannon Rocky Bayou State Park
- Seacrest Beach
- Wayside Park, Okaloosa Island
- Gulf Breeze Zoo
- San Carlos Beach
- Eglin Matterhorn Beach Access Point