
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.

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.

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.

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

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..

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

Sunrise Destin-ation -Heated Pool-Beach View
“Sunrise Destin-ation” is the perfect spot for your next Destin getaway! “5-10 minutes away from everything - from the Beach, across the street, to limitless restaurants. Prime location for a trip to Destin!” – Cordelra, ‘23.. Our freshly remodeled condo, with a king bedroom, a twin-bunk alcove, and a queen sleeper sofa accommodates up to 6 guests easily so indulge in our community pool just STEPS from 2 gorgeous public beach access points directly across the street. Enjoy!

Beach Condo on the White Sands - Renovated
Welcome to your premium vacation rental at the Pelican Beach Resort! This 18th-floor condo is located directly on the white sands of Destin and it offers unobstructed & boundless views of the beach and the ocean. Our beach-themed decoration serves as an eclectic modern and traditional coastal style. The remodeling process has been completed in 2020, and some new upgrades have been made by the end of 2022. It is a perfectly refreshing getaway for your family!

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.
Popular amenities for Okaloosa County rentals with a pool
House rentals with a pool

Destin Retreat: Oceanview Poolside Luxury Condo

Book Holiday! Private Beach, Heated Pool, 2 Kings!

Sugar Sand Cottage at Destin Pointe

Private Heated Pool! Walk 2 Beach!

FREEGolfCart!/HEATEDPool!/Walktobeach! Sleeps 10!

Harbor Central Penthouse

Destin's most adored home!

Saltwater Pool/Spa, Cali King, BBQ, BEACH 4-miles
Apartment rentals with a pool

Gorgeous 3 bed 2 bath condo with pool near beach

Perfect View on Santa Rosa Sound with 2 Pools!

Destin FL Stunning Beach Front Condo-Private Beach

Pelican upgraded corner unit, amazing ocean views!

Lovely beach-front condo with free beach setup.

Breathtaking views! 2024 updated condo in Destin

GULF FRONT TopFloor Amazing VIEW Directly On Beach

Sunshine and beach time /Okaloosa Island
Other holiday rentals with a pool

Casa Palmas on Holiday Isle

1250 Stunning Gulf/Beach Front ~ Special Dec / Jan

Beachfront Panoramic Views Balcony Heated Pool

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

Paradise By The Pool unit #1011

Nautical Loft (Reduced Rates for Winter in Effect)

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

Waterfront Home-Dock, Pool, Kayaks, Dogs Welcome!
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- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- 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
- Gulfarium Marine Adventure Park
- Eglin Beach Park
- Fort Walton Beach Golf Course
- Raven Golf Club
- Walton Dunes Beach Access
- Camp Helen State Park
- The Track - Destin
- Pensacola Dog Beach West
- Fred Gannon Rocky Bayou State Park
- Seacrest Beach
- Wayside Park, Okaloosa Island
- Gulf Breeze Zoo
- San Carlos Beach




