
Vacation rentals with a pool in Okaloosa County
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Top-rated rentals with a pool in Okaloosa County
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Popular amenities for Okaloosa County rentals with a pool
House rentals with a pool

Sugar Sand Cottage at Destin Pointe
Had an awesome stay at Sugar Sand Cottage with my family. The location is great and a short drive to various restaurants and activities. We loved the short walk (5 min) to the private beach with umbrella and chair service each day. The chair attendant had great local restaurant recommendations that we tried. The house is just like it’s shown in the pictures. We loved the layout with the porches overlooking the pond and private pool at night. Nichole was very responsive and can’t recommend this place enough. We will definitely stay here again when we come back to the Destin area.

Private Heated Pool! Walk 2 Beach!
We had a great stay in Destin! The house was clean and had everything we needed for a great beach vacation. The pool and back deck was a great place to enjoy coffee in the morning and dinner in the evening. Patrick was super responsive whenever I needed to contact him. The only negative was that the house is on a busy corner and with it comes a bit of street noise. I was pleasantly surprised however, that everyone slept great all 5 nights of our stay. Would not hesitate to stay here again!

Golf Cart Included | Pools | Shaded Beach Cabana
This was our second time staying here. Both stays were everything we’d hoped for. So good for the kids, riding bikes around the neighborhood, from pool to pool, and even to the beach! Easy access to many shops and restaurants. If you couldn’t ride bikes there you can always use the golf cart. Anytime I needed to inform Stan of anything or ask questions he was responsive. Can’t wait to go back next year.

Private Tropical Oasis Near Beach-Heated Spa Pool
Thoroughly enjoyed my stay! I loved how close the neighborhood pool was to the house and I had plenty of room for my family of 9. The accommodations were perfect and the ice machine was a nice small touch! Would definitely stay here again.

Harbor Central Penthouse
This penthouse is exactly as listed- it is the most perfect location, just a simple step from the boardwalk, meaning all nightlife and restaurants are right at your doorstep. The dock right below the balcony allows for many activities such as renting pontoons to be just a step away. A 10 minute drive from beautiful beaches, and easy to get anywhere like target or stores, because it’s right on the highway. It was perfect for our large group of 7, and the apartment was super clean. Ryan is very responsive and a great host. Would recommend this Airbnb, and Destin, to anyone! (And the beds and pillows are incredibly comfy!!!!!!!)

#1 4BR HUGE PET Friendly Home w/ your own pool!
I highly recommend Anna house. She is such an amazing host and her home is perfect! Everything was very clean, comfortable & felt like home. We loved how spacious and big it was inside, we loved having the 4 restrooms. Everything was perfect! Anna was incredibly responsive and helpful. I would definitely book again.

Waterfront Home-Pool-Boat Dock-June28-July 1 Open!
We loved our stay at the Traveling Mermaid. The house and property were amazing. The outside living space, pool and view were better than described. The house is beautifully decorated with and very comfortable. Paintings through the house gives its a fun, eclectic feel. My son enjoyed paddle boarding and our dogs loved exploring the backyard. Shelley and Dahl were very responsive when we had any questions. We have been visiting the area for 15 years and this is one of our favorite rentals.

Cozy Coastal Retreat | Near Destin &Okaloosa Beach
The house was more than just an AIR BNB, it was a Home! Gary and Tiffany provided a very clean and pristine home. They also provided amenities. The location of the home is close to the Harbor, Crab Island dock, Supermarkets, restaurants and more! the neighborhood was very comforting and welcoming. The home is perfect for couples, friends or family friendly get-away. I definitely recommend and will be booking with them in the near future!
Condo rentals with a pool

Private Beach access POOL pets Yes No Stairs
Great place to stay when you’re in Destin. Excellent location, 5 minute walk to the beach (private entrance) as well as several restaurants. Was very close to grocery stores, food, and shopping, but still enough off of the main strip that it felt a bit more secluded. Room was very comfortable and clean. Internet and streaming services for the kiddos in the afternoons as well. We had 3 little ones with us (4 and under) and they had a blast. Was great not to have to load everyone and our gear into the car every time we wanted to head to the beach. Overall, we really enjoyed our stay and would absolutely stay here again.

Beach Service Included | Walk to Crystal Beach!
Loved our stay at the Nantucket Cottages! It was the perfect size and location for a short getaway. Walkable distance to beautiful Crystal beach and it was so nice to take breaks and walk back to the cottage beach days. Such a nice treat to have the reserved chairs and umbrella on the beach so we didn’t have to lug more stuff. We visited a few beach towns and Destin was our favorite!

Bluefish | Pool and Minutes Walk To The Beach!
Easy to get to and quick walk to the beach. Stewby’s is very close and great place to eat.

Condo on a Golf Course, 5 Minute Walk to Pvt Beach
Wonderful stay in Destin. Excellent location! Close to everything. Private beach access was perfect. Beautiful beach and plenty of room. Even a little bar and restaurant called the Sand Flea. The apartment has everything you need and can think of. Loved how the outside closet has everything you could need for the beach. Plenty of towels, even beach towels. Kitchen has everything you would ever need to make anything. The Keurig machine was nice for coffee. Washer and dryer was so nice to have. Josh was always available and responsive whenever we needed. We felt right at home and welcome. The family had a wonderful time. The welcome basket with goodies was nice too. We would definitely stay here again!

Beach front 2/2 with gulf view.
Morgan was an excellent host! Very accommodating and so kind. This is our second time staying at this condo as a family and it’s very toddler friendly with a great view of the beach! We will be back!

Free Chair Service-Beachfront 6th Floor
simply amazing. accurate description of what was advertised. the property was well kept. the room was peaceful and relaxing. not sure if there is anything more ahead could have done to make our stay more amazing. my 12 old daughter was highly impressed. we look forward to coming back if she will have us. the private parking was a bonus as well. there was plenty of outside parking available as well. loved it!!!

Gulf View, Easy Beach Access, Heated Pool, Hot Tub
We loved staying here!!! Condo was clean and just like the photos! Very close to the beach and other places. The pool was great and the kids loved it. We cant wait to stay again!

Ocean Views at Waterscape Resort!
We had an AMAZING stay at Nick and Chelsea’s. The space was so welcoming and cozy! The bed and linens were very comfortable. Each room has balcony access which made it perfect for a late night without waking anyone else in the home. The photos were definitely on point! Prior to booking and during the stay, they were very responsive. My family also took advantage of the great recommendations as well. We are already looking forward to our next family vacation and stay with this host!!
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- Destin Harbor Boardwalk
- Crab Island
- Princess Beach
- James Lee Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Langdon Beach
- Grayton Beach State Park
- Blue Mountain Beach
- Pensacola Dog Beach
- Tiger Point Golf Club
- Pensacola Beach Crosswalk
- Camp Helen State Park
- Pensacola Dog Beach West
- San Carlos Beach
- Raven Golf Club
- Eglin Beach Park
- Gulfarium Marine Adventure Park
- Fort Walton Beach Golf Course
- Seacrest Beach
- Wayside Park, Okaloosa Island
- Walton Dunes Beach Access
- The Track - Destin
- Eglin Matterhorn Beach Access Point