
Vacation rentals with a pool in Okaloosa Island
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Top-rated rentals with a pool in Okaloosa Island
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Okaloosa Island rentals with a pool
House rentals with a pool

Poolside Paradise! Book your ‘25 Getaway!
Beautiful house, in front of the pool, feels like your at home. You have everything for your stay. Perfect for my guests.Very clean & spacious . We have some much fun.

Private Pool! 0.7 miles from Beach & Restaurants!
Great house for our girls’ trip. The accommodations were nice, clean, and comfortable making for a relaxing stay. One of the highlights was its convenient proximity to the beach, shops and restaurants which made exploring the area easy and enjoyable. I would recommend this house. Looking forward to coming back.

Reel Deal
This was an amazing stay! The house was beautiful, a short walk to a stunning white sand beach, the golf cart access really elevated the experience too. The house was beautiful! The pool was great and soo warm (we paid for heating, it was wonderful). We did deal with some drainage issues in the showers. Our host was quick to respond, however the plumber wasn’t able to come during our stay, which was unfortunate. Also, each bathroom only had 1-2 rolls of toilet paper provided. So if you have a large group and are staying for multiple days, I would purchase extra because we were definitely running low on our last few days.

~Private Pool ~ Walk to beach and shops
Can’t say enough great things about this place! The house was extremely comfortable for two families with little kiddos. I also considered renting it in the future for a girls trip! Such a great set up. The house was comfy (especially the beds! So comfy!), location was AMAZING, and the host was super helpful. The house was even better than the photos. We walked to so many great places. Great little paths for running in the morning as well. I would 100% recommend this to friends and family in the future if heading to a trip on the beaches of 30-A!

Great 3 Bedroom home in Crystal Beach! Private
What an amazing place! Our family had the best time ever. I can't recommend it enough!

#1 4BR HUGE PET Friendly Home w/ your own pool!
Great space for our family of 10. Nice size pool and outdoor area. Very responsive and appreciative host. Quiet neighborhood and walking distance from 4 of our 5 baseball games. Would definitely stay here again. 🌟🌟🌟🌟🌟

Malibu Chic Home w/ Carriage House & Pool!
From the moment I arrived, this beach house completely exceeded my expectations. The location alone is breathtaking—just a few blocks from the sand and beautiful blue ocean. Inside, the house is beautifully decorated with a coastal vibe that’s both chic and cozy. Everything was spotless, the beds were super comfy, and the kitchen had everything we needed for a relaxing stay. You can tell the owners really care about the little touches, from the fresh linens to the thoughtful amenities. Whether we were lounging in the sun, enjoying a sunset barbecue, or falling asleep to the ocean breeze, every moment felt magical. This place isn’t just a beach house—it’s an escape. 10/10 would stay again. Pure paradise!

Salt Therapy *Private Pool & Hot Tub *BBQ *Pets ok
Great place! Our family really enjoyed our stay. The backyard was private and great for us and our Westie. Spacious rooms with comfortable beds and other very nice furniture throughout the home. The kitchen was well stocked with cookware and utensils to prepare meals. The entire property, inside and out, was updated, neat, clean, and well maintained. Amy was a great host, very responsive. Definitely recommend this home and host!
Condo rentals with a pool

Gorgeous 3 bed 2 bath condo with pool near beach
George was an awesome host!! One minor thing was broke, and I bought it to his attention he came in fixed it in 10 min or even less!!! His place was cozy, clean, and neat most definitely the perfect location less than 5-10 min drive to all the places we was going to for our vacation with the kids.

Destin beaches at an affordable rate
I only have amazing things to say about this stay. It might be my favorite place I’ve ever stayed-truly feels like a home away from home.

Pool |150 Steps Beach|Sleeps 6|Public Beach Access
Cute, comfy and quaint! The place looked exactly like the photos. The heated pool was just a few steps away in the backyard, the beach was just right across the street and there were great restaurants in the area. Our host Jonathan was very accommodating. Everything we needed was provided, clean wash cloths and towels, cookware and utensils, even beach toys. The only complaint if I had to make one were the loud footsteps from the neighbors above us, other than that it was perfect for our mini vacation. We really enjoyed our stay and we’ll be back!

Gulf Front Condo - with heated Pool
Dave’s place was perfect for our family of 5! We loved being able to make breakfast and head down to the beach. You cannot beat the location and convenience. We took advantage of the gym which is decent for a beach destination and pickleball courts. Dave was super responsive and flexible. We will definitely return. Destin is perfect family vacation spot! For those traveling by air - we flew into MOB and drove the 2 hours to Destin…easy peasy.

Palm Paradise*Destin Harbor Condo*
My family of 5 thoroughly enjoyed our stay! The apartment was thoroughly clean, beautifully furnished, and in a picturesque and private area. The beautiful beach was within walking distance and the pool was directly downstairs. We highly recommend Oana’s Destin getaway!

The Palms of Destin- Spectacular lagoon pool! 2610
The Condo is very comfortable, clean, it has everything you might need, very nice decorated, I love it. thank you so much. Excelente lugar, super limpio y tiene todo lo que una familia necesita. Gracias.

Condo-B, steps to beach, pool, sleeps 4+, king bed
Had a great weekend trip! Condo was clean and comfortable!

Lakefront Condo steps away from the beach
This place was a last minute choice after spending days looking for a place I stumbled across this amazing place. Maria was very quick to respond to any questions I had. She provided accurate information about the location and other things. Maria's place is wonderful. The view from the living room towards the lake/pond behind the property is awesome, especially on early foggy mornings. The location is perfect as we were only 5 min walk (across the street) from the beach. You can walk along the scenic 98 up and down the beach. We had breakfast at Whales Tail just across the street, the view was great, the food just so so. There are so many restaurants and things to do near the property. It's also a very secure area as it is located within a gated property with secure guards. We definitely have added this to our favorites list and hope to return again as soon as we can. Thank you so much Maria & Bob for giving us the opportunity to share your wonderful place. Ray & Janine
Quick stats about vacation rentals with a pool in Okaloosa Island
Total rentals
2.4K properties
Nightly prices starting at
ﺩ.ﺇ37 before taxes and fees
Total number of reviews
47K reviews
Family-friendly rentals
1.8K properties are a good fit for families
Pet-friendly rentals
110 properties allow pets
Rentals with dedicated workspaces
1.6K properties have a dedicated workspace
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- Destin Harbor Boardwalk
- Crab Island
- James Lee Beach
- Princess Beach
- Navarre Beach Fishing Pier
- Frank Brown Park
- Shipwreck Island Waterpark
- Johnson's Beach, Gulf Islands National Seashore
- Blue Mountain Beach
- Langdon Beach
- Tiger Point Golf Club
- Pensacola Beach Crosswalk
- Grayton Beach State Park
- Raven Golf Club
- Gulfarium Marine Adventure Park
- Walton Dunes Beach Access
- Eglin Beach Park
- Pensacola Dog Beach
- Fred Gannon Rocky Bayou State Park
- San Carlos Beach
- Seacrest Beach
- Pensacola Dog Beach West
- The Track - Destin
- Eglin Matterhorn Beach Access Point