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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!!!
Top guest favorite
A spacious backyard features a sparkling blue pool surrounded by a stone patio. Comfortable chairs are positioned around a fire pit, while a gazebo offers shaded outdoor seating. Lush greenery and a wooden deck complete the serene environment, ideal for relaxation and gathering.
Home in Gulfport
5 out of 5 average rating, 47 reviews

Coastal Serenity! Heated Pool/Hot tub!

JeffreyRating, 5 stars1 week ago
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.
Guest favorite
Home in Bay St. Louis
4.98 out of 5 average rating, 85 reviews

Henley House - Enjoy Pool, Old Town or Beach

LaurenRating, 5 stars2 weeks 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, 125 reviews

Spencer’s Way Beach House A with heated pool

KatRating, 5 stars2 weeks ago
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!
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 stars1 month 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!

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
4.8 out of 5 average rating, 128 reviews

Biloxi Beach Condo @ 2046 Beach Blvd, Biloxi

Joey ShaneRating, 5 stars2 weeks ago
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.
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, 130 reviews

The Ritz

IanRating, 5 stars3 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 @ 2252 Beach Drive

R. JoeRating, 5 stars7 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 stars5 months ago
First floor condo. Right by the pool. As described. Very clean! We had a great time! Thank you!
Guest favorite
Condo in Gulfport
4.86 out of 5 average rating, 112 reviews

Walk 2 Beach on Gulfport/Biloxi border, 2 pools

VeronicaRating, 5 stars3 weeks ago
Our stay was amazing. We will definitely book again. Thanks!
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, 220 reviews

Ground Floor Beach & Casino Getaway!

RobertRating, 5 stars2 weeks ago
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 !
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, 132 reviews

Come and "Stay Awhile" at Oak Shores

MakailaRating, 5 stars2 weeks ago
Awesome stay. Love that it’s gated. And short walk to the beach. Would stay again!
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!

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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