Vacation rentals with a pool in Okaloosa Island

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Popular amenities for Okaloosa Island rentals with a pool

House rentals with a pool

Superhost
A sparkling pool is surrounded by lush palm trees and tropical landscaping. A rocky feature rises from the water's center, enhancing the natural beauty of the area. Lounge chairs are visible along the pool's edges, inviting relaxation in the warm sun.
Home in Destin
4.84 out of 5 average rating, 120 reviews

Poolside Paradise! Book your ‘25 Getaway!

JanisseRating, 5 stars2 months ago
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.
Guest favorite
Home in Santa Rosa Beach
4.96 out of 5 average rating, 52 reviews

Private Pool! 0.7 miles from Beach & Restaurants!

SaraRating, 5 stars2 months ago
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.
Guest favorite
A spacious exterior view showcases a modern home with light-colored siding. An inviting pool reflects the sky, surrounded by a well-maintained patio and lush landscaping. Covered outdoor seating areas are visible, providing shaded relaxation options near the pool.
Home in Santa Rosa Beach
4.86 out of 5 average rating, 22 reviews

Reel Deal

LindseyRating, 5 stars2 months ago
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.
Guest favorite
A private heated pool is shown within a fenced area, surrounded by paved stones. The pool's blue water contrasts with the light-colored exterior of the house, which features large windows and a covered porch with ceiling fan. Lush greenery is visible in the background.
Home in Santa Rosa Beach
4.91 out of 5 average rating, 86 reviews

~Private Pool ~ Walk to beach and shops

EmilyRating, 5 stars3 weeks ago
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!
Superhost
Home in Destin
4.8 out of 5 average rating, 10 reviews

Great 3 Bedroom home in Crystal Beach! Private

NoemiRating, 5 stars10 months ago
What an amazing place! Our family had the best time ever. I can't recommend it enough!
Guest favorite
A sparkling pool is surrounded by vibrant lounge chairs, umbrellas, and inflatable pool toys. The green landscaped area features palm trees and a garden shed in the background, providing a tranquil outdoor space for relaxation and enjoyment.
Home in Fort Walton Beach
4.9 out of 5 average rating, 259 reviews

#1 4BR HUGE PET Friendly Home w/ your own pool!

JenniferRating, 5 stars2 weeks ago
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. 🌟🌟🌟🌟🌟
Top guest favorite
A spacious backyard showcases a private pool surrounded by lounge chairs. The two-story home, featuring a charming carriage house to the left, is bathed in soft twilight hues. Lush green grass complements the outdoor living area.
Home in Santa Rosa Beach
5 out of 5 average rating, 22 reviews

Malibu Chic Home w/ Carriage House & Pool!

JannetRating, 5 stars1 week ago
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!
Guest favorite
Home in Fort Walton Beach
4.75 out of 5 average rating, 40 reviews

Salt Therapy *Private Pool & Hot Tub *BBQ *Pets ok

CherieRating, 5 stars3 weeks ago
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

Guest favorite
An open living area features a spacious layout with modern furnishings. A large flat-screen TV is mounted on the wall, while a dining table with seating for four is positioned beside the kitchen. Bright natural light filters in through windows, highlighting the sleek vinyl plank flooring.
Condo in Destin
4.95 out of 5 average rating, 206 reviews

Gorgeous 3 bed 2 bath condo with pool near beach

SantanaRating, 5 stars2 weeks ago
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.
Guest favorite
A comfortable living area features dark leather sofas arranged around a wooden coffee table. Two lamps provide soft lighting, and artwork is displayed on the walls. Natural light filters through sheer curtains, enhancing the inviting ambiance.
Condo in Destin
4.9 out of 5 average rating, 224 reviews

Destin beaches at an affordable rate

AlexanderRating, 5 stars2 months ago
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.
Guest favorite
A clear view of the community pool surrounded by well-maintained lounge chairs and palm trees. The two-story condo complex is visible in the background, featuring spacious balconies and a path leading to the entrance. Bright blue skies enhance the inviting atmosphere.
Condo in Destin
4.86 out of 5 average rating, 157 reviews

Pool |150 Steps Beach|Sleeps 6|Public Beach Access

DanielleRating, 5 stars2 weeks ago
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!
Guest favorite
A spacious outdoor pool is surrounded by lounge chairs and umbrellas, with palm trees lining the area. The pool features clear blue water and is set on a paved deck, providing ample space for relaxation and recreation.
Condo in Destin
4.83 out of 5 average rating, 109 reviews

Gulf Front Condo - with heated Pool

DanielleRating, 5 stars1 week ago
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.
Guest favorite
A bright living area features large glass doors that open to a private balcony, offering views of the harbor. A comfortable sofa is paired with a circular coffee table. Soft curtains frame the windows, while a smart TV is positioned on a wooden stand beside the seating area.
Condo in Destin
4.93 out of 5 average rating, 86 reviews

Palm Paradise*Destin Harbor Condo*

AndreaRating, 5 stars1 week ago
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!
Superhost
Condo in Destin
4.82 out of 5 average rating, 104 reviews

The Palms of Destin- Spectacular lagoon pool! 2610

Alma DRating, 5 stars9 months ago
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.
Superhost
A seasonally heated swimming pool is surrounded by a paved deck furnished with multiple loungers. Palm trees provide shade alongside colorful buildings with light yellow exteriors, contributing to a relaxed atmosphere.
Condo in Destin
4.77 out of 5 average rating, 31 reviews

Condo-B, steps to beach, pool, sleeps 4+, king bed

CoreyRating, 5 stars2 weeks ago
Had a great weekend trip! Condo was clean and comfortable!
Superhost
A serene pool area is framed by palm trees and features a circular pool with clear water. Lounge chairs are arranged around the pool deck, providing ample seating options. A small building is visible in the background, enhancing the resort-like atmosphere.
Condo in Miramar Beach
4.62 out of 5 average rating, 68 reviews

Lakefront Condo steps away from the beach

RayRating, 5 stars4 weeks ago
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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