
Holiday 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.
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Popular amenities for Diamondhead rentals with a pool
House rentals with a pool

Yeah Bay-by! in Old Town BSL
it's a great house layout. we enjoyed it. we will definitely book it again.

The Corr'al Reef - Brand New!
We had a truly fantastic vacation at "THE CORR'AL REEF" in Bay St Louis. The house was impeccably clean and felt like a true home away from home. The pool and pool house area were pristine. Our location was five minutes away from Old Town Bay St Louis. The host was outstanding and responded quickly and provided helpful local recommendations. Truly memorable experience, can't wait to return. Tammy, Pamela, Sonya Angie and Angel.

Henley House - Enjoy Pool, Old Town or Beach
I want to say that this was one of the best experiences that we have had at an air bnb it was beautiful the house was beautiful had everything you needed for a beach vacation for sure but I think we only went to the beach once because the pool wasn’t cold and it wasn’t too warm it was just right every time you went in it!! The showers outside were very convenient when wanting to go inside from the pool. If you’re going to rent a house you will not be disappointed in this one whatsoever they even had the best laundry room to do your clothes so you wouldn’t have to do them once you you best home. If I could rate 10 stars I would!!!

Waveland Beach Cottage 213
Super cute house—very clean, comfortable, and the pool and hot tub were fantastic! The only minor inconvenience was the lack of shade in the pool area, and there were only four lounge chairs and four regular chairs, which wasn’t quite enough since the space is shared by five houses. That said, the host was friendly, helpful, and very responsive, which made our stay even better. Overall, we had a great experience and are definitely planning to stay here again!

Luxury Beachside Haven with Pool and Elevator
The house is beautiful and peaceful and was exactly as described! I stayed for one night by myself for some peace and this was absolutely perfect for me!! I will definitely be staying here again. The host was very descriptive with check in and check out instructions as well! 10/10 recommend

Heated Salt Pool*Walk2Beach*Mins2BayStLouis*PetsOK
The beach house was amazing. My grandkids loved the pool. The beds were comfortable and there was plenty of room

Heated Year Round Private Pool-2 Min Walk 2 Beach
This place was just what we wanted. A beautiful location and home, quiet with lots of fun family time. The house was amazing and surrounded by similar beautiful homes. We spent most of our time at the pool and watching thunderstorms from the porch. Quick walk to the beach with a wagon to load up the provided beach chairs. Such a cute town and we found some great places to eat. Loved our stay!

NEW! Waterfront Escape w/ Pool, Dock & Bayou Views
We spent a long holiday weekend at this lovely home. The property provides access to a river for fishing and crabbing, a beautiful pool and lounging area, multiple levels of outdoor porches with plenty of seating for dining and outdoor enjoyment, and a well stocked kitchen. The host offered local recommendations and was quick to respond to any questions. The peaceful location can’t be beat.
Condo rentals with a pool

Biloxi Beach Condo @ 2046 Beach Blvd, Biloxi
The condo far exceeded our expectations. The layout was spacious, and the pool was beautiful. The people were very relaxed, and it was never crowded. We would go back in a heartbeat.

Biloxi Retreat- Short/Long term VA welcome
We celebrated my husband's birthday weekend at this residence. The property was extremely comfortable, with clear instructions provided. Its proximity to local restaurants, game shops, and the beach was a notable advantage. Orlando and Gina demonstrated exceptional responsiveness to our inquiries. We thoroughly enjoyed our stay and anticipate returning soon.

$175 Summer sale - great rates and 5 star reviews
We really enjoyed our time in Gulfport. Lori's place is beautiful. The view was amazing. It was very clean and had everything we needed. The bed was comfortable and we both slept great. The pool was nice and everyone at Sienna was very friendly.

Perfect Vacation Home w/Beach Views! 2BR/2BA at OC
We enjoyed our stay even though it at was a short one. The only issue we had was trying to get a parking pass. We arrived at 3:30 and the office wasn't supposed to close until 5:00. However, there was nobody in the office. Security was supposed to be on the premises at 7:00 p.m., but my husband looked for security and they were not present even though sometime during the night someone gave us a warning. I went back to the office the next morning and it wasn't open. I was lucky and happened upon someone who worked on the property, and she was able to access the parking passes. Management needs to do better as far as keeping the office open during its stated hours. Turns out security is only there for 30 minutes in the evenings.

Beach Comber
This host is wonderful! Super attentive and responsive to communications, and the price of the location is a great value. We could not be happier with this rental experience.

Biloxi Blues! MS Gulf Coast
We love staying here. It’s located near a lot of restaurants and things to do. Place is clean and we love the pool right outside the room.

Walk 2 Beach on Gulfport/Biloxi border, 2 pools
Needed a place to rest and recover from life. Definitely gave privacy but, still in the loop of things. The balcony in the early morning....peaceful. Will come back!

Agape Bay - Sienna on the Coast Unit 102
we enjoyed our yearly beach vacation here with the kids and my mom. we had plenty of room and walked across the street to the beach. We loved the outdoor pool as well. only downside was it rained on us yesterday and the kids wanted to swim in the indoor pool but it was not working. we had everything we needed to make breakfast and felt like home! comfortable beds is a plus! I absolutely loved the blankets on the bed too, very soft!! we will definitely look here when we book. again.
Quick stats about holiday rentals with a pool in Diamondhead
Total rentals
20 properties
Nightly prices starting at
$101 NZD 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
Destinations to explore
- Gulf Shores Holiday rentals
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- Biloxi Beach
- Get Wet
- Gulf Island National Seashore
- Mississippi Aquarium
- Fontainebleau State Park
- Gulfport Beach, MS
- English Turn Golf & Country Club
- Buccaneer State Park
- Grand Bear Golf Club
- Fallen Oak Golf
- Milićević Family Vineyards
- Ocean Springs Beach
- East Beach
- Olimpic Beach
- Henderson Point Beach
- Harrison County Sand Beach
- Money Hill Golf & Country Club
- The Beach
- Shell Landing Golf Club
- Northshore Beach
- Waveland Beach
- The Beach
- Beach Park Pier
- The Preserve Golf Club