Holiday rentals with a pool in Diamondhead

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Diamondhead

  • Total holiday rentals

    Explore 30 holiday rentals in Diamondhead

  • Nightly prices starting at

    Diamondhead holiday rentals start at $78 SGD per night before taxes and fees

  • Verified guest reviews

    Over 870 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Diamondhead holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Diamondhead rentals

  • 4.9 Average rating

    Diamondhead stays are highly rated by guests – averaging 4.9 out of 5!

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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Top guest favourite
A cozy living area is presented with a light-colored sofa and armchair, complemented by a wooden coffee table. Natural light filters through the blinds, illuminating decorative elements like framed art and stylish mirrors on the wall.
Apartment in Diamondhead
5 out of 5 average rating, 78 reviews

Robin’s Nest A Golfers Delight

Welcome to Robin’s Nest located in Molokai Vlg, Diamondhead MS. Golf course, & country club walking distance away. Updated, 1 bdrm condo located on the second floor.Adjustable, queen size bed, guests say is the very “best” and a queen sofa sleeper. 3-4 guests total. Full kitchen,bath with soaking tub. Pool is gorgeous & steps away. Green space, historic oak trees and lots of deer, birds and nature to enjoy! Casinos & Beaches approx 12 min NOLA approx 45 min If shows not avail for a date, msg us

Top guest favourite
The exterior of the property is highlighted, showcasing a spacious deck illuminated by soft lights. A luxurious hot tub and saltwater pool are visible in the foreground, surrounded by lounge chairs and neatly arranged patio tiles, creating an inviting outdoor space.
Home in Bay St. Louis
4.86 out of 5 average rating, 111 reviews

Beach Bay&RiverMansion Private boat Ramp On water

Prime location. Balconies on all 4 sides. Water front ,Game Room, over looks the Jordan River & The Bay. No loud music 8 min golf cart ride downtown Bay St Louis. 9 min to beach . Game Room. Sleeps 15 Your own private boat launch. Free Kyac and paddlewheel boat ❤️ Hot Tub Salt water Pool. Pool can be heated. Breath taking views. KITCHEN - All professional appliances. Natural artesian well water The only place where the beach bay and River meets. THE BEST OPEN FLOOR PLAN IN BAY ST LOUIS

Guest favourite
A waterfront home is shown, featuring a spacious deck and a private boat launch. The structure is positioned alongside a canal, with neighboring homes visible in the background. The calm water reflects the clear blue sky above.
Home in Pass Christian
4.89 out of 5 average rating, 123 reviews

*Pelican Pass* Golf/Fish/Swim / Incredible water v

Located in prestigious timber ridge community this water front home has it all! A community that features the Pass Christian Isle golf course, a swimming pool, and a large boat launch. Pelican Pass is a 3 bedroom 3 full bathroom home on the canal featuring its own private boat launch/lift and a bonus game room. Enjoy panoramic water views from our spacious deck or from most rooms in the house with fishing right from the on site dock. Each room in the house features brand new smart tvs and

Top guest favourite
The living area features a comfortable sofa adorned with striped cushions, flanked by two armchairs. A round coffee table sits at the center, and a textured rug lies beneath. Light is provided by two stylish lamps, while mirrors accentuate the space.
Apartment in Diamondhead
5 out of 5 average rating, 38 reviews

Vibez on the Lanai @Diamondhead

This Cozy 2nd Floor Condo is a one bedroom unit with a queen bed and a queen sized sleeper sofa in the living room that can accommodate 4 guest. The condo is situated next to the Club at Diamondhead and overlooks one of the two pools on property. The Club at Diamondhead is open to the public and has entertainment that includes live bands on Friday and Saturday evenings. If you are looking for quiet place to stay, relax, or play golf, Vibez is the place to be. Pool is available for guests.

Top guest favourite
A balcony view features two chairs and a small table with a decorative item. The vibrant sunset casts shades of pink and orange over the horizon, creating a serene backdrop against the calm Gulf waters.
Apartment in Gulfport
4.99 out of 5 average rating, 132 reviews

Gorgeous Oceanview 3BR Luxury Condo - "Latitude"

Welcome to “Latitude”, your dream vacation getaway on the 13th floor of the luxurious Legacy Towers in Gulfport MS. This newly renovated condo includes top-of-the-line finishes and offers breathtaking ocean views that will leave you speechless. Whether it’s waking up every morning and enjoying your coffee while watching the sunrise over the Gulf or relaxing on the balcony while sipping a glass of Champaign witnessing the stunning sunsets, this condo has much to offer and will not disappoint!

Guest favourite
A spacious elevated home is shown surrounded by trees, featuring a circular above-ground pool and an outdoor seating area with a fire pit. A deck with stairs leads to the entrance, and a grill is visible nearby, creating an inviting outdoor space.
Home in Bay St. Louis
4.92 out of 5 average rating, 145 reviews

Pool, Hot Tub, Game Area, Waterfront Bay St. Louis

Relax in this spacious home in Bay St. Louis and enjoy the private pool and hot tub. This home is located on a quiet dead end road and features plenty of space to spread out, relax, and entertain. There is plenty of outdoor seating to enjoy while watching the kids play in the pool, fish from the back yard, or enjoy the fire pit. Cook on the grill and enjoy amenities like the bicycles, beanbag toss, ping pong, beach toys and more. This home is perfect for your next getaway so don't wait.

Guest favourite
A patio area features a round black metal table surrounded by four matching chairs. Bright umbrellas provide shade, with one red umbrella prominently positioned. A view of lush greenery is visible beyond the railing, creating an inviting outdoor space.
Townhouse in Diamondhead
4.94 out of 5 average rating, 16 reviews

Diamond on the Gulf

View sunrises from the front deck, and sunsets from the rear as herds of deer feed just outside. Margaritaville and the George Ohr Pottery Museum are located in nearby Biloxi. Explore a charming former railroad town of Ocean Springs with its shopping and dining district. And it's only a 15-20 minute drive to sandy beaches in Waveland and Bay St Louis from Diamondhead. Free parking is available along the beach road and side streets. Nearby casinos offer seafood buffets throughout the week.

Guest favourite
Apartment in Biloxi
4.96 out of 5 average rating, 203 reviews

Come and "Stay Awhile" at Oak Shores

Come "Stay Awhile" at my beautifully updated condominium. I am located directly across the street from beautiful Biloxi Beach. I am centrally located within minutes of several 5-star casinos, including the Beau Rivage and Hard Rock . The entertainment and dining options are endless. After a busy day, you can return to enjoy the 2 beautifully updated pools on property and cook a delicious meal in my fully stocked kitchen. You will love visiting Biloxi as much as I love living here!

Top guest favourite
A heated saltwater pool is framed by lounge chairs and an umbrella, and a fire pit with a glass top sits nearby, producing a warm glow. Soft lighting illuminates the surrounding area, creating a relaxed outdoor setting that encourages leisurely gatherings.
Home in Bay St. Louis
4.99 out of 5 average rating, 105 reviews

Spencer's Way Beach House B with heated pool

Come and relax with the family at our newly constructed beach themed home. Blocks away from the center of Bay St. Louis and the beach. The Bay has a small city Key West vibe, with boutiques, antique shops, great restaurants with live music. Beautiful new HEATED saltwater pool with cabana, barbecue area, refrigerator and sink, bar with TV, blue tooth speakers for your enjoyment. We invite you to stay at our cozy place and have a good time. Pool is shared with both units.

Guest favourite
An open-concept studio features a compact kitchen adjacent to a dining area with a wooden table and two stools. A comfortable seating area is visible, along with a spacious bed framed by large windows. Natural light highlights the neutral color palette and cozy furnishings.
Apartment in Diamondhead
4.93 out of 5 average rating, 29 reviews

“Fairway to Heaven"

Fairway to Heaven is the perfect place for you and your family to enjoy a stay on the desirable Mississippi Gulf Coast. You can step out on the back patio and enjoy your coffee and watch golf as our studio apartment sits on the 12th hole. There are two eighteen-hole golf courses and a nearby pool just steps away to enjoy. Bring your appetite and enjoy dinner in or around Bay St. Louis. The beach is only a short drive away and New Orleans is less than one hour away.

Top guest favourite
A shaded outdoor lounge area is featured, furnished with a dark sectional sofa adorned with red cushions. A coffee table is placed centrally, accompanied by a bottle of wine and a floral arrangement. The background showcases a private pool surrounded by greenery.
Home in Bay St. Louis
4.96 out of 5 average rating, 158 reviews

Private Pool, One minute to Beaches!

Experience the charm of Old Town Bay St. Louis, just a short 5 minutes away! Indulge in the delights of local restaurants, boutique shopping, thrilling fishing adventures, and so much more! Indulge in our fully equipped kitchen, lounge by the pool, and BBQ in your private oasis. Rest soundly in our cozy beds. Book now for the ultimate getaway! Don't miss out on this unforgettable experience! Book now and secure your slice of paradise! Your dream getaway awaits.

Top guest favourite
A comfortable living area is presented with a beige sofa and a plush armchair, accompanied by a round dining table with four white chairs. Natural light filters through a window, illuminating decorative wall art and enhancing the inviting ambiance.
Apartment in Diamondhead
4.96 out of 5 average rating, 28 reviews

1BR/1BA w/POOL & Golf - Sunshine Oaks

Beaches, casinos, golf courses, and much more are available when you visit the Mississippi Gulf Coast! At Sunshine Oaks you will be staying in a well-kept, artistically decorated one-bedroom, one-bathroom condo located in Diamondhead's Molokai Village. Newly renovated, at Sunshine Oaks you will find all the comforts of home and a central location. It is the perfect choice for a romantic getaway, golf trip, or vacation with the family. Book your stay today!

Popular amenities for Diamondhead rentals with a pool

When is the best time to visit Diamondhead?

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