
Vacation 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.

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!

ISLANDER BEACH 5TH FLOOR GULF VIEW CONDO - 2BD/2BA
Islander Beach Resort is a 7-story structure of 114 condos on a short 2 mile stretch of Okaloosa Island and sits DIRECTLY on the BEACH. The building is painted aqua blue and gray, and all units overlook the ocean. There are 2 elevators and lots of parking. Guests can freely access the beach, HEATED pool, BBQ pits and parking area (a parking pass is needed from lobby). You will probably spend a lot of your time on our large private balcony overlooking the pool and beach, listening to the waves.

Beachfront Bliss! Gulf Waves at The Palms #201
Nestled on shimmering Gulf shores, The Palms #201 invites you to unwind with jaw-dropping oceanfront views. This 2-bed, 2-bath sanctuary is your ticket to an unforgettable coastal retreat. Steps from the water, this guest favorite blends relaxation and rejuvenation for a home-away-from-home feel. From March through October, we provide complimentary beach service with two chairs and umbrella—a $40 daily value included free! Pure paradise is at your doorstep. Book this dream coastal escape today!!

Destin Comfort-Walk2Beach-Scenic 98 w/beach access
5 star rated, classy 2-bedroom condo on Scenic Highway 98 in Destin with private beach access. This family-friendly area features a bike path, nearby dining, and Destin beach just across the road. Enjoy updated amenities, a fully stocked kitchen, tennis courts, pickleball, a private heated pool (seasonal), and a secure boom gate entrance for private parking. The master bedroom has a king bed and en-suite bath, while the second bedroom offers a twin and full bed with a bathroom across the hall.

3BR Crystal Beach Retreat | Pool + Walk to Beach
Whether chasing sunsets, grilling out, or splashing in the pool, we offer the perfect mix of comfort, convenience, and coastal charm for your vacay. 📍 LOCATION ✦5-min walk to TWO beach accesses ✦Close to Destin Commons ✦Quiet street with a laid-back beach vibe ✔3 Bedrooms ✔Private Plunge Pool ✔323 Steps To The Beach ✔Fenced Backyard ✔Fire Pit + Park Style Grill ✔Smart TVs In All Rooms ✔Digital Game Table ✔Beach Wagon + Beach Chairs (4) ✔Easy Parking + Unloading ✔1100 sq. ft Open Floor Plan

Studio | Walk to the Beach!
Enjoy a relaxing vacation in this cozy studio condo! Perfect for a couple or a small family, it has a double bed and a twin trundle bed to give you a comfortable nights rest. Free parking right in front the unit. This condo has a full kitchen and its own washer and dryer. Situated close to the entrance/exit gate you can walk across the street and you are at the gate to the private beach of Sandpiper Cove in five minutes. AT LEAST ONE GUEST MUST BE 25 YEARS OF AGE. Contact host with questions

Pelican Upgraded 11th flr 1 bedroom -on the beach-
Stunning 11th-floor beachfront condo at Pelican Beach Resort with panoramic, unobstructed Gulf views from the living room, kitchen, dining area, and private balcony. Many guests spot dolphins right from the balcony each morning. Fully upgraded with new floors, a brand-new kitchen, and stylish furniture. Bunk beds feature personal flat-screen TVs. Enjoy high-speed Wi-Fi, Netflix on every TV, and beach chairs with umbrella conveniently stored in the unit. A guest favorite year after year!

Tranquil & Pristine at El Matador Resort
Our top floor non-smoking beach condo has stunning water views from all windows. A fully-stocked kitchen, large dining room table with six chairs, comfortable living room, bedroom furniture and Smart tvs, will make your visit a delight. Enjoy the sights and sounds from our balcony and the afternoon sun after a day at the beach. Chairs and beach equipment is in our balcony closet for your use. Two elevators are available in our building and a washer and dryer on each floor. Good times!

Two bedroom townhome next to pool
Fully furnished home short walk to amazing beach and bleached white sand on the Florida gulf coast located at Southbay by The Gulf, Unit #91. Heated swimming pool next door. Tennis and pickleball courts outside front door. Easy parking immediately outside front door. No elevators or stairs to climb to gain access but stairs to bedrooms. Please click on individual photos for additional information. N.B. Homeowners' Association prohibits renting to anyone under 21 years of age - sorry!

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

Destin Retreat: Oceanview Poolside Luxury Condo

Destin - Beach and Gulf View - 5A

Walk to Beach · Private Heated Pool · Fenced Yard

Coastal Retreat in Emerald Shores • Private Beach

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

Pool - Golf Cart - Block to Beach - Beach Service

Harbor Central Penthouse

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

Blue Ocean & Harbor Paradise

Crystal Calm, great neighborhood and great views!

Spectacular Views, Oceanfront Condo, Renovated!

1203 Oceanfront Pelican Beach: Pools/HTubs Fab Loc

Amazing View Beach Front Condo

Studio Condo with Beach/Harbor Access

Star Of The Sea

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

709 Renovated 2026 / Beach front Condo

Destin Oceanfront 2 Bedroom!

Coastal Dreams 3BR | Ocean Views

3BR condo Emerald Grande Harbor Walk (crab island)

Sandpiper Cove | 2BR/2BA | 5 min Walk to Beach

White Sands Hideaway 2 BR 2BA Private Beach Access

*Oceanfront* Luxury High-Rise. Pool, Private Beach

PrivatePool/Oasis/WholeHouse/nearBeachesDestinFWB
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Pensacola Beach
- Opal Beach
- Johnson's Beach, Gulf Islands National Seashore
- Navarre Beach Fishing Pier
- Blue Mountain Beach
- Grayton Beach State Park
- Gulf Breeze Zoo
- Camp Helen State Park
- Henderson Beach State Park
- Gulfarium Marine Adventure Park
- Village of Baytowne Wharf
- The Track - Destin
- HarborWalk Village
- Topsail Hill Preserve State Park
- The Boardwalk on Okaloosa Island
- Destiny East
- Johnson Beach
- Jade East Towers
- Pensacola Beach Boardwalk
- Morrison Springs
- Pensacola Bay Center
- Things to do Okaloosa County
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