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

Yeah Bay-by! in Old Town BSL
David was an excellent host who was personable, friendly, and very responsive to any questions. His place was absolutely gorgeous, extremely clean, spacious, and had all the amenities needed and more. The house was so impressive that even the beautiful pictures on the site do not show the actual beauty of the house. The sofa and beds were cozy and comfortable. The location was so convenient and was walking distance to many antique stores and entertainment. Will be back for sure!

Heated Pool, Hot Tub, Boat/Fish Dock, No pet fees!
This was exactly the right choice for our small wedding. The home and yard were ABSOLUTELY BEAUTIFUL. Everything was easy to find in the home, the home was so inviting too! Just really had the best time, everyone in the family that attended also loved it. There were nothing but compliments! And Dick was probably the best host I've ever had. He was on top of things communication-wise! I thank him so much for everything. He really made my wedding so perfect.

Heated Pool! Petite Retreat in The Pass
My family and I had a great summer vacay at Shannon’s!! It was perfect for relaxing! The pool was lovely, the house was amazing, the surroundings were magnificent. Thank you to the neighbors also for bird feeders! There were so many birds to listen to and see. It was the perfect place for us. We will be booking for next summer!!! Thank you!

Coastal Serenity! Heated Pool/Hot tub!
My fiancé and I, along with our two friends, very much enjoyed our stay with Mrs. Stacey. We checked in very late due to work hours and she was very understanding. She was accommodating to our needs and wants, always quick to respond, and very kind and sweet. We will most definitely be booking with her and her beautiful home again in the future. Hands down a great first impression for our first stay in an Airbnb!

Beach Bungalow - Private Pool+Walk to Town & Beach
Adorable place with all the amenities you could need. The house was clean and extremely comfortable. Location was perfect for beach days and exploring downtown BSL. The pool was amazing. Our family loved this trip!

Camp Peace & Plenty @ the Beach- Bay St Louis
Kathy is an amazing host. She responds extremely quickly when messaged. The house was well stocked with everything you may need. Lots of towels, toilet paper, paper towels, etc. There were even spices and condiments there as well as coffee and all the fixings. She has a keurig and a traditional coffee pot which was great and beyond unexpected! We had a wonderful trip and the house was very spacious and comfy!

Henley House - Enjoy Pool, Old Town or Beach
Spent the weekend at the Beach.. its a short little 10.mins from the beach. beautiful, clean spacious home. great for a family. the little tiki bar/ outdoor shower adds a nice little touch to a back yard pool party night. the set up of the home is very flowable and accessible to the whole family.

Waterfront Comfort With Pool - Sleeps 8!
Our stay was extremely enjoyable. Having boat ramp, pool to cool off, freight elevator and fishing pier gave us everything we needed to have a great time. The local restaurants in the area gave us a chance to eat different every night. We went to relax and that we did. Our host Leon was very helpful and we would definately use him again.
Condo rentals with a pool

Beautiful Biloxi Getaway Beach Condo!
Great location, convenient to both Biloxi and Gulfport. Condo was extremely clean and cozy and well-stocked. Easy check in and checkout. Complex is quiet, but some buildings and parking lot need a bit of upkeep overall, it is an older complex. We would definitely stay here again. Anna is a great host!

Biloxi Beach Condo @ 2046 Beach Blvd, Biloxi
Mariely was great very fast response with emails. We stayed 8 nights felt right at home everything was clean and no issues at all. We will be back next year. Tank you, Mariely.

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.

Beach Getaway
All we needed was a place to basically sleep. Stephanie’s place was perfect . It matched the photos. We will definitely be back! Thank you again

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
Larry was a cool dude and the place was well worth the money

Walk 2 Beach on Gulfport/Biloxi border, 2 pools
Loved the swimming pool for my grandson. Close to the main beach blvd. Beds and linens were comfortable.
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
- Mississippi Aquarium
- Fontainebleau State Park
- Gulf Island National Seashore
- English Turn Golf & Country Club
- Gulfport Beach, MS
- Grand Bear Golf Club
- Buccaneer State Park
- Milićević Family Vineyards
- Fallen Oak Golf
- Henderson Point Beach
- Ocean Springs Beach
- Long Beach Pavilion
- Money Hill Golf & Country Club
- Harrison County Sand Beach
- East Beach
- Northshore Beach
- Shell Landing Golf Club
- The Beach
- Waveland Beach
- Olimpic Beach
- Beach Park Pier
- The Preserve Golf Club