
Holiday rentals with a pool in Okaloosa County
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Top-rated rentals with a pool in Okaloosa County
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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/ King Bed/Steps to the Beach
Escape to our beach villa, curated by an experienced superhost. Located in the heart of Destin, FL, this stunning bottom-floor unit offers 2 bedrooms and 2 baths. The master suite features a plush king bed, while the second bedroom includes full bunks. Enjoy breathtaking private lake views and easy access to the white sand beach just 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 cozy beach getaway

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!

Beautiful Ocean View Destin Condo,Free Beach Setup
Beach chair service is included in the rent from March 1st to Oct 31st. This spacious 1430 sqft 2 beds/2 baths unit is in Destin's premier Shoreline Towers. It offers amazing ocean views from the open balcony, living room, master bedroom, and the kitchen. It has a king bed in master bedroom, two queen beds in the guest room, a queen pull-out sofa sleeper in living room and a portable Graco® crib. Fully kitchen, washer/dryer, fully stocked with linens and towels, High-Speed Internet, 3 TVs.

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.

Beachfront 8th Fl. 1 BR at Pelican, Stunning Views
Completely renovated 8th floor condo right on the beach with unobstructed views of the Gulf and the beach. Located in the heart of Destin in popular Pelican Beach Resort, you will enjoy the private beach, multiple outdoor pools, an indoor pool, hottubs and more. Our beachfront condo has been professionally renovated with brand new cabinets, AC, floors, appliances, furniture, kitchen and more. All mattresses are brand new, cool-gel memory foam for a cool night's sleep. Fully stacked kitchen.

Pet-Friendly-Pvt Heated Pool-Hot Tub-Fire Pit-6min
The Escapes by Dave presents The Beach Escape - Destin, a professionally designed home that is a 5-minute walk to the beach and a 2-minute drive to Destin Commons. After your day on the beach, rinse off at the backyard outdoor shower and take a dip in the heated saltwater pool and 8ft x 8ft hot tub. Relax on the in-pool tanning ledge loungers while the children play in the shaded sandbox. Enjoy the fire pit while lounging in our comfortable, oversized adirondack chairs, while making S’Mores!

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.

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.

Beach Oasis - Pool, FREE Golf Cart & Cruiser Bikes
🌴 STINGRAY GETAWAY HIGHLIGHTS 🌴 🏖️ FREE 6 Seater Lifted Electric Golf Cart 🏖️ FREE Beach Cruiser Bikes (4) 🏖️ Huge 3000 SF 5 Bed, 4.5 Bath, Sleeps 14+ 🏖️ Beach & pool gear (chairs, umbrella, wagons, bodyboards, toys) 🏖️ Private swimming pool (Size: 22x11ft) Heated for a fee 🏖️ Entertainment area with Weber gas grill & wood burning fire pit 🏖️ 4K Roku TVs - Hulu & Disney+ 🏖️ Games room: foosball, arcade games, table tennis 🏖️ Must be 25+, no parties or events

Pelican Beach 4th floor 2 bedroom -on the beach-
Spacious 2BR condo on the 4th floor of Pelican Beach Resort with ocean views from the balcony and a relaxing overlook of the courtyard and pools. The master bedroom features ocean views, balcony access, a king bed, and en-suite bath. The second bedroom includes a queen bed and its own en-suite bath. Enjoy an open-concept layout, updated flooring, in-unit washer/dryer, high-speed Wi-Fi, and Netflix on every TV. A bright, stylish retreat perfect for couples or families

Beach Condo Steps to Sand | Fully Renovated + Pool
Enjoy a relaxing stay in the heart of Destin 🌴☀️ Beautifully renovated condo with new furniture, appliances, flooring, and modern coastal decor—clean, bright, and comfortable. Walk to the beach, restaurants, shops, and entertainment, or drive 2 minutes to Henderson Beach State Park and June White Decker Park. Includes beach chairs, umbrella, cooler, and toys—everything you need for a fun, stress-free stay. Perfect for families, couples, or a beach getaway.
Popular amenities for Okaloosa County rentals with a pool
House rentals with a pool

Jade East 1250 Corner Condo, Spectacular View~Deal

Deeded Beach Access, Views, Pool, Free TIki Cruise

Heated private POOL- walk to the beach access

Star Water Getaway

Downtown Bliss

Royal Palms | Arcade | Free Beach Shuttle | Pool

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

#1 4BR HUGE PET Friendly Home Away from Snow!
Apartment rentals with a pool

View of beach/balcony/steps to sand/2 King suites

Dog Friendly, 1 Bdr 1 Bath, Private Beach & Pool

Pool Table, Lazy River, & HUGE Patio! Destin West!

Private Beach access POOL pets Yes No Stairs

* The Dock Condo * Waterfront zen in Bluewater

Crystal Sands 316A - Beachfront Free Beach Service

Gulf-Front Corner 3BR | Sunrise & Sunset Views

Biggest Corner 2BR, 16th flr Beachfront at Pelican
Other holiday rentals with a pool

Beach Cottage-Private Pool/Spa-Golf Cart Included

Cozy Condo. Sunrise and Sunset

GOLF CART included. Seasonally Heated Pool!

Emerald "Jule"' - Waterfront Villa 19B

The Nautical Loft @ Nantucket

Dolphin Dreams

Gorgeous 2BR With Panoramic Water Views

Waterfront Villa~Beach~Pool-King Beds
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- Destin Beach
- Crab Island
- Pensacola Beach
- Destin Harbor Boardwalk
- Beachside Villas
- Seacrest Beach
- Opal Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Blue Mountain Beach
- Village of Baytowne Wharf
- Grayton Beach State Park
- Gulf Breeze Zoo
- HarborWalk Village
- Henderson Beach State Park
- Camp Helen State Park
- Fort Walton Beach Landing
- Topsail Hill Preserve State Park
- The Boardwalk on Okaloosa Island
- Gulfarium Marine Adventure Park
- The Track - Destin
- Jade East Towers
- Morrison Springs
- Destiny East
- Things to do Okaloosa County
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