
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.

Waterview Villa-Steps to the Sand-Pool-King Bed
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.

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!

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.

Gulf View. Pool open until 11:00pm! Walk to beach.
2BR/2BA is located on the 6th floor condo at The Palms of Destin Resort. Views of Henderson State Beach across street. The master has a king size bed and bathroom. Twin trundle beds in small bedroom and bath. The living room has a queen sleeper sofa & 80" TV. The lagoon pool, heated pool, and hot tub is open until 11pm. Amenities include a gym, basketball, tennis, splash pad, arcade, and playground. Dollar Tree, Walmart, Enterprise Car Rental next door. Walk to restaurants and 2 beaches.

*Snorkeling Cove* beach-1st floor-*King bed/Suite
Welcome to Snorkeling Cove Retreat; your beachside home on palm tree–lined Holiday Isle in Destin! Just a short walk to the Gulf (690ft) through the sand dunes this cozy condo offers easy snorkeling access, a relaxing pool, and all the comforts of home. Coffee station, granite counters, FREE parking. ASK ABOUT MONTHLY SNOWBIRD DISCOUNTS. Perfect for couples and families. Enjoy a private patio next to pool, full kitchen, WA/DR and coastal charm year-round. Rent 25+ unless active duty military.

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.

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.

Walk to beach, 1 bedroom, beach service included!
Discover an ideal vacation spot for couples or small families! Our updated condo has new flooring, stocked kitchen, new washer and dryer, king bed, comfortable seating, and two smart TVs. It’s a 7 minute walk to the beautiful white sand beach. Resort amenities include seasonal beach service, 5 pools, 3 hot tubs at the largest pool, a 3 par, 9 hole golf course, tennis/pickle ball/shuffleboard, seasonal Sand Flea Beach Bar at the beach, and Louisiana Lagniappe, and upscale onsite restaurant.

Beachfront Panoramic Views Balcony Heated Pool
Beachfront Corner Condo in Destin - Panoramic Gulf Views Summer dates just released! Experience luxury in our Destin beachfront condo! This 3-bedroom, 2-bath unit offers panoramic Gulf views from the living area, kitchen, and master bedroom. Enjoy a renovated balcony, heated pool, tennis, basketball, pickleball, gym, and sauna. Beach chairs and umbrella included March-October. Convenient elevator and steps access. Book your Destin vacation rental now for an unforgettable beach getaway!

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.

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

FREEGolfCart!/HEATEDPool!/Walktobeach! Sleeps 10!
Find yourself in Hidden Paradise, a curated cottage home in Destin's highly sought-after Crystal Beach. Featuring a complimentary 6 seater golf cart, the 2 blocks to the sugar sand beach is a breeze. Come home to a private pool and full-sized fenced backyard for some bbq on the grill or a game of cornhole. 3 bedrooms. Sleeps 10. Provided mini-crib and highchair...bring the family! Its the little things that help make big memories, and thats what is awaiting at Hidden Paradise!
Popular amenities for Okaloosa County rentals with a pool
House rentals with a pool

Destin - Beach and Gulf View - 5A

Holiday House Private Beach/Pool

Private Heated Pool! Walk 2 Beach!

Heated Pool & HotTub+ Golf Cart+Beach Service

3BR Beachside Home|6min walk to Beach|Pool|Hot Tub

Coral Sea Cottage

Harbor Central Penthouse

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

Pelican upgraded corner unit, amazing ocean views!

High-End Beachfront Condo w/Breathtaking Gulf View

Beachfront-Top Floor-West Corner-Free Bch Bch+ Gym

Incredible View | Beachfront | Hot Tub

Modern Fully Renovated Condo! Heart of Destin!

Majestic Ocean Views, Oceanfront Condo, Renovated!

Pelican 16th floor 1 bedroom Condo on the beach

Beautiful Emerald Beach Condo
Other holiday rentals with a pool

Luxurious Condo with Beach Access and Ocean views.

Private Beach & Heated Pool /Free Golf Cart/DogsOk

The Mill House: Newly Installed Above Ground Pool!

The Oyster | Beachfront Gem + Gulf Sunsets + Golf

Waterfront Villa~Heated Pool~Beach~King Beds

The Funky Monk

Luxurious BeachHouse Pickeball+HeatedPool+GolfCart

Barefoot & In Love in Destin Condo
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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
- Fort Walton Beach Golf Course
- Eglin Beach Park
- Raven Golf Club
- The Track - Destin
- Walton Dunes Beach Access
- Camp Helen State Park
- Pensacola Dog Beach West
- Fred Gannon Rocky Bayou State Park
- Gulf Breeze Zoo
- Wayside Park, Okaloosa Island
- Seacrest Beach
- San Carlos Beach




