
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 $105 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Diamondhead holiday rentals include Wi-Fi 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.

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

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

*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

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.

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!

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.

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.

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!

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.

“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.

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.

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
House rentals with a pool

The Clermont at Clermont Bay

Beach Bungalow - Private Pool+Walk to Town & Beach

Waveland Beach Cottage 213

The Boat House Bay St. Louis

The View | Waterfront • Pool • Paradise

Fabulous House Directly on the Bay - Pool, Pier

The Shack

NEW! Waterfront Escape w/ Pool, Dock & Bayou Views
Condo rentals with a pool

Biloxi Beach Condo @ 2046 Beach Blvd, Biloxi

Biloxi Retreat- Short/Long term VA welcome

Beach Getaway

Beautiful Views Biloxi Beach Condo

The Ritz

Biloxi Blues! MS Gulf Coast

Ground Floor Beach & Casino Getaway!

Blue Heaven Condo on the Beach!
Other holiday rentals with a pool

BeachFront -- Huge Balconies--No Fees by Owner

Pass Christian 3BR Townhome - Sleeps 6 - Pool

3 bd 1ba near Old Town with shared pool

Soul Shine 4Br 2Ba House

Cottage At The Campground

Bourbon by the Bay

Gulfviews, short walk to Beaches w Pool sleeps 4

Beach House at the Bay!
When is the best time to visit Diamondhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $156 NZD | $164 NZD | $157 NZD | $150 NZD | $147 NZD | $166 NZD | $166 NZD | $147 NZD | $150 NZD | $199 NZD | $171 NZD | $170 NZD |
| Avg. temp | 11°C | 13°C | 16°C | 20°C | 24°C | 27°C | 28°C | 28°C | 26°C | 21°C | 15°C | 12°C |
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- Rentals with pools United States
- Biloxi Beach
- Fontainebleau State Park
- Mississippi Coast Coliseum & Convention Center
- Lakefront Arena
- Ocean Springs Beach
- Mississippi Aquarium
- Ship Island
- Ship Island Excursions
- Gulf Islands Waterpark
- English Turn Golf & Country Club
- Shaggy's Biloxi Beach
- Jones Park
- Big Play Entertainment Center
- Hollywood Casino
- Hard Rock Casino
- Buccaneer State Park
- Biloxi Lighthouse
- Golden Nugget Casino Presidential Suite
- Finishline Performance Karting
- Infinity Science Center





