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Vacation rentals with a pool in Diamondhead

Find and book unique homes with a pool on Airbnb

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Popular amenities for Diamondhead rentals with a pool

House rentals with a pool

Guest favorite
Home in Bay St. Louis
5 out of 5 average rating, 14 reviews

Tranquility Bay Cottage

EdwinRating, 5 stars2 months ago
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,
Top guest favorite
An outdoor heated pool features clear, inviting water, surrounded by wooden decking. Sunlight reflects off the surface, while green trees and a view of the river are visible in the background, offering a tranquil setting for relaxation.
Home in Pass Christian
4.95 out of 5 average rating, 145 reviews

Heated Pool, Hot Tub, Boat/Fish Dock, No pet fees!

FaraRating, 5 stars1 month ago
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!!!
Guest favorite
Home in Bay St. Louis
4.98 out of 5 average rating, 84 reviews

Henley House - Enjoy Pool, Old Town or Beach

LaurenRating, 5 stars1 week ago
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!
Top guest favorite
A heated saltwater pool is surrounded by a wooden fence, with two lounge chairs positioned nearby. An umbrella provides shade over a small table set for relaxation. Lush green trees are visible in the background, enhancing the outdoor ambiance.
Home in Bay St. Louis
4.98 out of 5 average rating, 124 reviews

Spencer’s Way Beach House A with heated pool

JenRating, 5 stars4 weeks ago
Great place. Comfortable, cute and clean. Walked to the beach/restaurants every night. Great pool area. Everything we needed and more!!
Top guest favorite
A private pool is highlighted in the outdoor space, surrounded by neatly trimmed greenery and tropical plants. The pool area is furnished with lounge chairs, and a covered patio provides another seating option, blending relaxation and comfort in a serene environment.
Home in Gulfport
4.97 out of 5 average rating, 69 reviews

POOL & HOT TUB! Minutes to Beach &Close to Biloxi!

RachelRating, 5 stars1 week ago
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!
Guest favorite
An aerial view captures the house surrounded by lush greenery, showcasing a spacious yard with an above-ground pool. The property is highlighted by a covered patio area and a mixture of trees and plants that create an inviting outdoor space.
Home in Ocean Springs
4.97 out of 5 average rating, 86 reviews

Patio! Double Master suite 2 mi from Downtown OS!

CathyRating, 5 stars3 weeks ago
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.
Guest favorite
A spacious living area features a large, comfortable sectional sofa with decorative blue cushions. Natural light floods in through the front door, complementing the artistic mural of a vibrant cityscape along one wall, enhancing the room's inviting atmosphere.
Home in Gulfport
5 out of 5 average rating, 8 reviews

Family Fun Beach House, Sleeps 8, Pool

PennieRating, 5 stars9 months ago
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!
Guest favorite
A two-story house with a metal roof is positioned beside a swimming pool, surrounded by lounge chairs. The house features light-colored siding and blue accents. The outdoor area is spacious and offers views of the landscape beyond.
Home in Long Beach
4.9 out of 5 average rating, 169 reviews

Gulf Moon Beach House II Waterfront Home with pool

BryantRating, 5 stars1 week ago
Place was a great location with a big yard, house sat back off the road. On the main level there is a bedroom with a connecting bathroom. Two bedrooms that share a bathroom in between, open kitchen and living room with a half bath by the back door. Upstairs has open hallway/den with two bedrooms and a bathroom in the hallway.

Condo rentals with a pool

Superhost
The image showcases a serene pool area surrounded by lush palm trees and inviting sun loungers. The pool's clear blue water reflects the clear sky, while the condominium buildings stand tastefully in the background, offering easy access to the relaxing outdoor space.
Condo in Biloxi
4.79 out of 5 average rating, 126 reviews

Biloxi Beach Condo @ 2046 Beach Blvd, Biloxi

MarieRating, 5 stars1 month ago
We spent a sisters getaway here and it was perfect! Walking in the door you get an instant welcoming and comfortable feeling. There is plenty of space (there were 4 of us) and we never felt like we were on top of each other, it was very breathable. Our favorite place was the couch with the big window view. We played games, had coffee and just felt relaxed and at home! We were right next to everything and could walk across the street to the beach without issue, great location! We would love to stay here again!
Top guest favorite
The studio features a spacious bed with a decorative headboard, complemented by two pillows and a neutral-toned blanket. A small seating area with two upholstered armchairs is situated nearby, while natural light filters in through a window adorned with blinds.
Condo in Biloxi
4.92 out of 5 average rating, 129 reviews

The Ritz

IanRating, 5 stars2 weeks ago
Second time staying it was another great experience! Will be staying here again in the future!
Superhost
A scenic view of Beach Drive is presented, with a mixture of greenery and light cloud coverage overhead. A sign indicating the entrance to a community is visible, along with road signage and a view of nearby structures and trees lining the street.
Condo in Gulfport
5 out of 5 average rating, 3 reviews

Casa de Tortuga (Turtle House) @ 2252 Beach Drive

R. JoeRating, 5 stars6 months ago
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!!
Guest favorite
The image features a gated swimming pool area surrounded by a clean, concrete deck. Two levels of condominiums are visible in the background, connected by an outdoor staircase. Green trees are partially seen above the buildings, with a cloudy sky above.
Condo in Biloxi
4.86 out of 5 average rating, 255 reviews

Biloxi Blues! MS Gulf Coast

CarrieRating, 5 stars4 months ago
First floor condo. Right by the pool. As described. Very clean! We had a great time! Thank you!
Top guest favorite
A swimming pool is surrounded by lounge chairs and a sunbathing area. The water appears clear and inviting, with the building visible in the background featuring multiple doors leading to different units.
Condo in Biloxi
4.96 out of 5 average rating, 219 reviews

Ground Floor Beach & Casino Getaway!

ConstanceRating, 5 stars3 weeks ago
Check in was easy, and it all looked exactly as pictured. Conveniently located would definitely book again.
Top guest favorite
A pool area is highlighted by a clear blue swimming pool, surrounded by a concrete deck. Patio tables with umbrellas are positioned nearby, offering shaded seating options. Two-story condominium units are visible in the background, framed by lush greenery and a clear sky.
Condo in Biloxi
4.98 out of 5 average rating, 131 reviews

Come and "Stay Awhile" at Oak Shores

KristinRating, 5 stars3 months ago
We very much enjoyed our stay- the location is very convenient, and the condo itself was clean and comfortable. We appreciated the amenities (large kitchen with utensils/cookware, washer/dryer) and the ease of check-in/checkout. Great value!
Guest favorite
An inviting outdoor pool is presented, featuring clear blue water and soothing water features. Comfortable lounge chairs with green umbrellas are arranged along the poolside, providing shade. A serene view overlooks a calm body of water, enhancing the tranquil atmosphere.
Condo in Gulfport
4.95 out of 5 average rating, 21 reviews

1Bedroom Private Condo, Pool Access, Full Kitchen

JessicaRating, 5 stars5 months ago
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!
Superhost
A clear blue swimming pool is surrounded by a spacious deck, with several lounge chairs placed around the perimeter. The area is framed by a white fence and palm trees, with multi-level accommodations visible in the background.
Condo in Biloxi
4.7 out of 5 average rating, 79 reviews

Seaside Gem

ShanettaRating, 5 stars25 months ago
It’s my 22nd birthday today and I loved it everything was neat and clean the beds were comfortable the patio was clean and privately comfortable and the bathroom was so nice it was definitely the sink for me it was fancy everything was just comfortable neighborhood was quiet but most of all the host’s was very polite and they responded quickly anytime we had questions and checkout was at 10 i think and time flies up there so they gave us a later checkout over all I will definitely be coming back because you can’t really beat the price nor can you always find people who are respectful and nice to their guests and I would suggest anyone who is thinking about booking this place to book it because you won’t regret it the food was amazing everything was walking distance like it was lit I didn’t wanna leave…book it!!

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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