
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.

Waterfront cozy condo with king bed & resort pool
Welcome to The Salty Pirate, your waterfront vacation paradise! Kick back & relax in our calm, stylish condo featuring a king size bed, luxury bathroom & kitchenette. Relax in bed, enjoy the boats cruise by or watch the 65 inch TV. The waterfront balcony entices you to read & relax. Enjoy the resort style pool or reserve the 2-seater kayak (when available) provided for you to explore the waterway. Downtown restaurants & bars are walking distance & the white sugar sand beaches are 2 miles away!

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.

Lowest Rates Around + Heated Pool & Huge Hot Tub
Relaxation awaits in this stunning, fully-furnished 2BR/2BA penthouse that comfortably sleeps 6. Bedrooms feature a TV, private bath, plus an in-unit washer/dryer for convenience. Breathtaking views of the Gulf and resort pool from your balcony. Discover our unique 11,000 sq. ft. lagoon pool with a zero-entry walk-in, hot tub, heated pool, and kid’s area. Nearby dining, coffee shops, and resort fitness center. Easy walk to the public beach across the street or 3 minute drive to Henderson Beach.

Beach Paradise - Ocean View - Bonus Beach Service
Beach Service for daily set-up of umbrella & 2 chairs included. Available 3/1/26-11/30/26. Discounts for restricted balcony for construction until January 7th. New bathroom renovation complete. 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.

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.

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.

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..

3 Min Walk to the Beach, Beach Svc, Sandpiper Cove
***Beach service at our private beach for 2 included**** A beautifully decorated studio condo that sleeps 4 comfortably. It includes a queen size bed and queen size sleeper sofa with a memory foam mattress. Not to mention a breakfast bar and 55” TV with surround sound. You can stand on the back deck and see views of the sugary white sand beaches that are right across the street from our place. Beach service at our private beach for 2 included from March-October.

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.

Come SEA us! Lake front condo+3 pools+tennis.
Gulf Terrace has an amazing location in the heart of Destin! Our Condo is less then a mile from the beach access and it was completely renovated so you can enjoy your stay with a piece of mind and it will feel like your home away from home! Enjoy the three pools, two tennis courts, and a fishing lake on 26 manicured acres. With Big Kahuna's Waterpark right next door and the Track nearby, Gulf Terrace 223 offers plenty for the whole family to enjoy!

Okaloosa Island Gulf View Resort Studio w/ Balcony
Escape to the stunning white sand beaches of the Gulf of Mexico and stay in this charming studio condo on Okaloosa Island! Located in the popular Islander Beach Resort, this unit is newly renovated and boasts breathtaking views of the emerald green waters. Step outside onto your private balcony to watch the sunset or enjoy your morning coffee with the sound of the waves. Book your stay today and experience the best of the Florida panhandle!
Popular amenities for Okaloosa County rentals with a pool
House rentals with a pool

Coastal Retreat in Emerald Shores • Private Beach

Private Heated Pool! Walk 2 Beach!

FREEGolfCart!/HEATEDPool!/Walktobeach! Sleeps 10!

Private Pool - Golf Cart - Block to Beach - Destin

House w/ private heated pool, short walk to beach!

#1 4BR HUGE PET Friendly Home Away from Snow!

Harbor Central Penthouse

Destin's most adored home!
Condo rentals with a pool

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

Walk to beach, 1 bedroom, beach service included!

Gulf View Studio condo Fort Walton Beach

5-Star Beachfront Condo #1917 Pelican Beach Resort

2BR Condo Pool +Beach Gear | Walk to Crystal Beach

Upgraded Studio on the Water, come relax!

Amazing View Beach Front Condo

Breathtaking views! 2024 updated condo in Destin
Other holiday rentals with a pool

Newly Upgraded~ Ocean View | 5-Star Pool | Hot Tub

Crystal Sands 316A - Beachfront Free Beach Service

The Mill House: Newly Installed Above Ground Pool!

Studio for 4 - Pool - WiFi - Destin Holiday Beach

Beach Side 1/1 Condo Paradise

Pristine Pool and Water View!

Island Paradise on Okaloosa Island

221 Lake View Condo Central Destin
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- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Princess Beach
- Navarre Beach Fishing Pier
- James Lee Beach
- Johnson's Beach, Gulf Islands National Seashore
- Blue Mountain Beach
- Grayton Beach State Park
- Tiger Point Golf Club
- Pensacola Beach Crosswalk
- Gulfarium Marine Adventure Park
- Eglin Beach Park
- Fort Walton Beach Golf Course
- Raven Golf Club
- Walton Dunes Beach Access
- The Track - Destin
- Camp Helen State Park
- Pensacola Dog Beach West
- Fred Gannon Rocky Bayou State Park
- Seacrest Beach
- Wayside Park, Okaloosa Island
- Gulf Breeze Zoo
- San Carlos Beach




