We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

Vacation rentals with a pool in Okaloosa Island

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Okaloosa Island

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

1 of 3 pages

Condo in Fort Walton Beach

4.84 out of 5 average rating, 157 reviews

Waterpark Condo with Free Beach Setup & Aqua Pass

Welcome to Waterscape A419! This is a 1292 sqft 2 bedroom, 2 1/2 bath condo with a private bunk room that sleeps 8 people plus a baby. Waterscape is one of the newest and most luxurious direct beachfront resorts in Fort Walton Beach/Destin area. Our Unit is located on the 4th floor with partial beach/ocean views as well as the bay view. The resort has great amenities: 3 amazing swimming pools, a relaxing LAY-Z™ River, 10 gas grills, poolside Tiki Bar, fitness center, and private pristine beach.

Jan 19 – 26

€ 192 per night

Condo in Fort Walton Beach

4.99 out of 5 average rating, 111 reviews

GULF FRONT TopFloor Amazing VIEW Directly On Beach

Cozy oasis with a view that takes your breath away! You'll enjoy relaxing on the private balcony overlooking the ocean. King bed and twin pullout loveseat. Beautifully renovated kitchen and bath. Fully stocked kitchenette with granite countertops. The full sized refrigerator is a special perk in this Luxury Honeymoon suite. Charming coastal accents throughout. Special attention has been given to this unit to ensure everything is top notch with professional upgrades. Waves roll in, cares roll out

Mar 6 – 13

€ 364 per night

Condo in Fort Walton Beach

4.9 out of 5 average rating, 124 reviews

Ground floor! Waterfront condo at Pirates Bay!

Clean updated waterfront condo at Pirates Bay! Excellent ground floor walkout unit. We have smart locks, allowing for easy self check-in. The patio sits just off the resort pool and just steps to the marina and BBQ grills. Pirates Bay is a wonderful waterfront resort community and the west facing unit allows beautiful sunset views over looking the Santa Rosa Sound. Perfect location for everything in Ft Walton Beach and Destin! Public beach access on Okaloosa Island is a short 2 minute drive.

May 6 – 13

€ 138 per night

Loft in Destin

4.94 out of 5 average rating, 358 reviews

The Naughty Scene

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.I’m next door and I’m available 24/7.this is the place you want to spend your vacation.2 GUEST ONLY,family of 3

Oct 25 – Nov 1

€ 123 per night

Condo in Fort Walton Beach

4.97 out of 5 average rating, 236 reviews

Just For You In Fort Walton Beach

Aquamarine and white décor. tile floors. studio condominium with 1 queen bed, 2 smart TVs, intercoastal waterway view, off-street parking, 24-hour security, swimming pool, picnic/bbq area, cable TV, wifi, full bath, fully-equipped kitchen, microwave, convection oven. Balcony with tables and chairs for viewing waterfront. Morning sun. Also separate viewing area for evening sunset. No pets allowed. No service animals allowed due to guests' allergies which can cause physical reactions.

Nov 27 – Dec 4

€ 111 per night

Condo in Fort Walton Beach

4.93 out of 5 average rating, 155 reviews

Beautiful Emerald Beach Condo

Stay with us, be our guest! Newly remodeled beach studio condo, beautifully decorated, clean, & comfortable. Fully equipped to make your stay a wonderful experience. Ideal for small families/groups, couples, single and/or business travelers. The beachfront HOA offers several amenities. Beach is steps across the parking lot, approx a 1.5 min walk. Destin FL is approx a 15 min drive. 1st floor of Building 6 (regular charge for guests 12months old and older, no private bedroom, no beach view)

Nov 3 – 10

€ 146 per night

Condo in Fort Walton Beach

4.93 out of 5 average rating, 121 reviews

Sunshine and beach time /Okaloosa Island

Enjoy the BEACH! Steps to the sand, Ocean view , top floor unit, sleeps 5,(queen bed, single day bed, and queen sofa sleeper). Fully furnished, (new toilet/vanity, USB port outlets, no carpet, stainless appliances, and keyless entry). A one minute walk to the white sand!wifi in the unit, 2 beach chairs, cooler, and table for guests. Laundry onsite, Tom Thumb next door for items you might need. Everything for a great beach vacation! 683 Nautilus court unit 204 ( top floor..facing the beach)

Sep 18 – 25

€ 184 per night

Condo in Fort Walton Beach

4.87 out of 5 average rating, 127 reviews

El Matador 622: pool, beach, hottub, fitness, view

Stylish, updated condo just steps away from sugar-white beaches of Okaloosa Island. Breath-taking views from the balcony over the pristine sandy dunes rolling out toward the emerald waters of the Gulf. Perfect for relaxing, sunset-watching or a fun-filled beach vacation. Fully equipped kitchen and ample closet space provide the conveniences of home. Two pools, hot tub, tennis courts, fitness room and lush tropical grounds ensure an unforgettable resort resort experience at El Matador 622.

Oct 29 – Nov 5

€ 142 per night

Condo in Mary Esther

4.84 out of 5 average rating, 139 reviews

Emerald Escape Too In Waterfront Property

This updated treasure is a find, Something for EVERYONE,Relax and Sun on the nearby white sand beach and glistening emerald Gulf, If you prefer the adventures of the outdoors you can fish,kayak or paddle board on the beautiful scenic sound 100 ft from your front door. Close enough to the fine restaurants, golf courses, water parks and tourist areas of bustling Ft Walton Beach /Destin yet secluded and quiet enough to sit under a gorgeous cedar tree or by the pool with a book and a drink

Dec 5 – 12

€ 103 per night

Condo in Destin

4.86 out of 5 average rating, 284 reviews

Steps to Crystal Beach w heated pool at GCW 101

***The hot tub is currently not open. We apologize for the inconvenience. The pool is still open*** Nestled in the heart of Destin, Florida this property is located at Grand Caribbean West. Steps away from the Gulf of Mexico on the beautiful Crystal Beach area on Scenic Hwy 98. This 1 bedroom and 1 bathroom end unit is located on the first floor with more windows, privacy and directly across from the beach access entrance. Relax in the pool and hot tub located on the property.

Jan 7 – 14

€ 122 per night

Condo in Fort Walton Beach

4.85 out of 5 average rating, 231 reviews

Ocean Front #2002ETW 3Bed/3Bath Renovated

Ocean Front & Beach Front Condo!! Remodeled New Kitchen, flooring, bathrooms & Bedrooms! Please: NO SMOKERS! NO Parties! Family Friendly! We welcome guests over age 27 & families. Second floor unit with a stunning view of the Gulf. Master bedr and living room both gulfront. 3 Bedrooms, each with its own bath-2 King Bedrooms, 1 Bedroom w/ 2 Twin Beds. Sheets & bath towels provided TV’s in all bedrooms Free WIFI Free Beach Service Setup: Umbrella 2 Loungers from 1Mar-31Oct

Jan 10 – 17

€ 204 per night

Condo in Santa Rosa Beach

4.93 out of 5 average rating, 141 reviews

Steps from the beach w/ deeded access~Sleeps 4!

Come relax and enjoy all that 30a has to offer while staying in this beautifully decorated 1 bedroom condo in popular Gulf Place! With 3 private beach entrance directly across the street as well as one public beach access (Ed Waline), there is plenty of sand for everyone! This condo is conveniently equipped with a bedroom, full kitchen and living room with a pull out sofa sleeper. The bathroom and kitchen have been updated and the kitchen is fully stocked!

Nov 20 – 27

€ 151 per night

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Villas

Luxurious estates for the ultimate escape

Apartments

Convenient locations with everyday essentials

Popular amenities for Okaloosa Island rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Fort Walton Beach

4.9 out of 5 average rating, 190 reviews

Beautiful 4BR Pet Friendly Home (spacious!)

Dec 18 – 25

€ 272 per night

Home in Destin

4.94 out of 5 average rating, 223 reviews

SUNDESTIN BEACH RESORT 912, BEACHFRONT

Aug 13 – 20

€ 572 per night

Home in Destin

4.94 out of 5 average rating, 107 reviews

FREE GOLF CART!/Private Pool/walk2beach/Sleeps 10!

Nov 13 – 20

€ 585 per night

Home in Miramar Beach

4.97 out of 5 average rating, 207 reviews

Destin Miramar Walk To Beach Pet Friendly

Aug 8 – 15

€ 1,115 per night

Home in Destin

4.93 out of 5 average rating, 107 reviews

Epic: Ocean views! Sleeps 20! Pool! Golf cart!

Jan 15 – 22

€ 856 per night

Home in Destin

4.91 out of 5 average rating, 162 reviews

Blue Marlin*Free Golf Cart*Hot Tub*Pool Heat Deals

Jan 25 – Feb 1

€ 740 per night

Home in Santa Rosa Beach

4.97 out of 5 average rating, 104 reviews

Small Waves-30A beachhouse w golf cart/neighb pool

Sep 22 – 29

€ 529 per night

Home in Destin

4.89 out of 5 average rating, 132 reviews

Gulf views, steps to beach, Pool, Walk To Dining

Dec 3 – 10

€ 428 per night

Condo rentals with a pool

Condo in Fort Walton Beach

4.86 out of 5 average rating, 134 reviews

AdorableTop Floor Waterfront Studio B402

May 19 – 26

€ 161 per night

Condo in Fort Walton Beach

4.92 out of 5 average rating, 125 reviews

Beautiful Beachfront condo! 2 Bdrm, 2 Bath

Mar 13 – 20

€ 309 per night

Condo in Destin

4.85 out of 5 average rating, 245 reviews

Amazing Ocean Views, Oceanfront Condo, Renovated!

Dec 15 – 22

€ 185 per night

Condo in Destin

4.85 out of 5 average rating, 117 reviews

Sandestin Luau walkout Studio -with a scenic patio

Feb 10 – 17

€ 123 per night

Condo in Fort Walton Beach

4.94 out of 5 average rating, 129 reviews

Waterscape/View/Free BCH SVC/Lazy River/2Kings

Nov 9 – 16

€ 239 per night

Condo in Fort Walton Beach

4.85 out of 5 average rating, 117 reviews

Relaxing Gulf Front Couple's Retreat*Beach Service

Nov 28 – Dec 5

€ 256 per night

Condo in Fort Walton Beach

4.91 out of 5 average rating, 47 reviews

Cozy Beachfront Studio

Dec 15 – 22

€ 155 per night

Condo in Fort Walton Beach

5.0 out of 5 average rating, 29 reviews

Destin West- Bay Side, Sandpiper bldg. 501

Dec 17 – 24

€ 142 per night

Quick stats about vacation rentals with a pool in Okaloosa Island

Total rentals
2.3K properties
Rentals with dedicated workspaces
1.4K properties have a dedicated workspace
Pet-friendly rentals
90 properties allow pets
Family-friendly rentals
1.7K properties are a good fit for families
Total number of reviews
39K reviews
Nightly prices starting at
€ 47 before taxes and fees

Destinations to explore