
Vacation rentals with a pool in Diamondhead
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Diamondhead
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Diamondhead rentals with a pool
House rentals with a pool

Tranquility Bay Cottage
We stayed SuperBowl weekend! Much better value than NOLA hotels. It was the First time we’d Airbnb’d so we were skeptical. Turned out to be much better than we expected,

Heated Pool, Hot Tub, Boat/Fish Dock, No pet fees!
Our family group of 14 had a great time here. The house was large enough to accommodate all of us without feeling crowded, there was so much for everyone to do. The kids were busy all the time with paddling in the water behind the house, basketball, ping pong, soaking in the hot tub, roasting marshmallows. The house was so well stocked with everything we might need and much more. This is a great place to stay with kids of all ages!!!

Coastal Serenity! Heated Pool/Hot tub!
The house was extremely clean and cozy. Stacy was an excellent host. She was friendly, helpful and ensured our stay was successful. I would definitely return to Stacy's if I am back in Gulfport.

Henley House - Enjoy Pool, Old Town or Beach
Henley House was the perfect getaway for our family vacation. The location was ideal—just a short walk to the beach and the charming shops of Old Town Bay St. Louis. Being only an hour from New Orleans, it was easy to take day trips to the Big Easy. The house was exactly as described—spacious, comfortable, and beautifully maintained. We loved relaxing by the pool and patio after a day of exploring. Our 10-year-old had a blast spotting frogs and lizards in the backyard and spent time in the pool every single day. The master bedroom was a dream, and the open-concept living area felt incredibly welcoming. Jean was an outstanding host—responsive, friendly, and full of great local recommendations. We would highly recommend Henley House to any family looking for a relaxing and memorable getaway!

Spencer’s Way Beach House A with heated pool
Came to BSL for a girls’ weekend and this place was perfect! There was plenty of room for 6 of us and the heated pool and outdoor area was amazing! The house is less than 5 minutes from Main Street, so a perfect location! Would definitely stay here again!

POOL & HOT TUB! Minutes to Beach &Close to Biloxi!
Home away from home! Great for kids and adults! This place has an exceptional back yard living space, you’ll probably spend all your time there! The hosts are attentive and leave you welcoming gifts like snacks and soaps if you don’t have them yet, so much consideration for the guests!

Patio! Double Master suite 2 mi from Downtown OS!
Our stay at the Pink Flamingo in Ocean Springs was perfect. The home was welcoming, clean and had plenty of space for our group. It is located in a peaceful subdivision along a golf course and close to the bay. Pink Flamingo is a short drive to the many cute shops and restaurants downtown as well as the nightlife in Biloxi! Great little vacation home for our Girl's Trip! Ashley and Stephen are great hosts and available to help if needed.

Family Fun Beach House, Sleeps 8, Pool
Our stay at Marco’s place was great. We had some minor inconveniences, but once expressed to Marco, he addressed them quickly. He did ask what could be done to better future stays for other vacationers. Which was very nice, and very minor things was expressed, but he was completely open to them! Would book again, very short walk to the beach, and the pool was never overly crowded. We enjoyed our stay!
Condo rentals with a pool

Biloxi Beach Condo @ 2046 Beach Blvd, Biloxi
The place was beautiful, it felt like home. We went with our 3 kids, one is special needs, and it was a fantastic experience for us and him. It worked wonderfully for us and she was a very responsive host. Hope to go back again.

The Ritz
Second time staying it was another great experience! Will be staying here again in the future!

Casa de Tortuga @ 2252 Beach Drive
Samantha is an absolutely wonderful host!! She had a very nice welcome sign on the table with wonderful treats for each of us to include treats for our fur babies. The property was as clean and spotless as described. It was a welcoming, relaxing and safe place for my family since we had evacuated from Florida as a result of Hurricane Helene. Once the storm passed, she even followed up with us to inquiry if we had any property damage to our home as a result of the hurricane. We enjoyed it so much that we have saved the listing to re-book in May for a birthday celebration trip. Thanks so much Samantha for your warm hospitality and can't wait to return!!

Biloxi Blues! MS Gulf Coast
First floor condo. Right by the pool. As described. Very clean! We had a great time! Thank you!

Walk 2 Beach on Gulfport/Biloxi border, 2 pools
Our stay was amazing. We will definitely book again. Thanks!

Ground Floor Beach & Casino Getaway!
Very clean and cozy place. Was gated and very safe. I would recommend this place to anyone, the owners were very communicative and helpful. You won’t find a cleaner nicer place for the money !

Come and "Stay Awhile" at Oak Shores
Awesome stay. Love that it’s gated. And short walk to the beach. Would stay again!

1Bedroom Private Condo, Pool Access, Full Kitchen
Dawn was incredibly responsive and accommodating. The condo was spotless, with a comfortable bed, and easy access. Will be staying here again for concerts to come!
Quick stats about vacation rentals with a pool in Diamondhead
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ220 before taxes and fees
Total number of reviews
920 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Biloxi Beach
- Get Wet
- Fontainebleau State Park
- Mississippi Aquarium
- English Turn Golf & Country Club
- Gulf Island National Seashore
- Fallen Oak Golf
- Buccaneer State Park
- Harrison County Sand Beach
- Gulfport Beach, MS
- Grand Bear Golf Club
- Milićević Family Vineyards
- Money Hill Golf & Country Club
- The Beach
- Olimpic Beach
- Northshore Beach
- Waveland Beach
- Henderson Point Beach
- Long Beach Pavilion
- Shell Landing Golf Club
- East Beach
- The Preserve Golf Club
- Ocean Springs Beach
- The Beach