
Vacation rentals with a pool in Diamondhead
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Diamondhead

Total vacation rentals
Explore 20 vacation rentals in Diamondhead

Nightly prices starting at
Diamondhead vacation rentals start at ﺩ.ﺇ 257 per night before taxes and fees

Verified guest reviews
Over 700 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Diamondhead vacation 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
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Lovely Long Beach Condo With Pool and Beach View!
Beautiful, newly renovated Long Beach Condo. The unit is in a great family friendly, quiet, safe complex. We are less than a mile from downtown Long Beach, 5 Miles to Gulfport, and 10 miles to Bay St Louis. You have a beautiful Gulf view from the 2nd story porch. 2 Queen Size Beds and Flat Screen TVs in all the rooms. The unit is equipped with a Washer/Dryer as well. The condo is fully equipped for long term rentals. The complex has a pool and plenty of parking. You won't be disappointed!
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Lacey's Coastal Cabana - Charming & Quiet Condo
[Tuesday is pool-cleaning day at the cabana, so the pool is usually unavailable Tues] Welcome to Lacey’s Coastal Cabana, the only 1st-floor poolside STR in the complex—dive in anytime! This freshly revamped 1BR combines the coziness of a weekend getaway with the practicality of extended stays (full-sized kitchen & washer/dryer). 20 mins to sandy shores, 15 to casinos, 45 to NOLA. Golf, tennis, & country club perks are a quick stroll. Stream Hulu, Disney, & ESPN on us to catch the big game.
FamilyLocationOutdoor spaces

Waterfront Comfort With Pool - Sleeps 8!
Waterfront home perfect for a family vacation, fishing getaway, or just for relaxation! Pool & boat launch on premises. Open kitchen/living room floor plan, 3 bedrooms & 2 full bathrooms. The master has a queen bed & en-suite bathroom, the second has one queen bed & the third has a bunk bed w/2 full beds, second full bath in the hallway. Fully stocked kitchen, linens/towels, soap, shampoo, conditioner, coffee & more included. Pets allowed with a $100 pet fee. $30/day fee to use the pool heater.
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*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
ValueFamilyLaundry

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.
LocationFamilyView

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.
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Beach Bungalow - Private Pool+Walk to Town & Beach
Uniquely sophisticated and charmingly luxurious beach house with a private saltwater pool in Bay St. Louis' Historic District. Experience all that Bay St. Louis has to offer from this cozy, beautifully appointed bungalow located 1/2 a block from the beach and walkable to a vibrant downtown. Located about a 30 minute drive to Stennis Space Center and less than an hour drive to New Orleans. Across the Bay Bridge, discover neighboring towns of Mississippi’s “Secret Coast".
LocationFamilyIndoor spaces

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.
LocationFamilyShared spaces

“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.
FamilyLocationLong stay

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.
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Heated Pool! Petite Retreat in The Pass
The Petite Retreat in The Pass A Serene, Sublime, Self-Contained Vacation Rental The Petite Retreat in The Pass in Pass Christian, Mississippi offers upscale lodging with a heated pool and a full array of amenities to keep the whole family happy without ever leaving the property! Wake up to stunning sunrises over the golf course to the east and enjoy striking sunsets over the bayou to the west. Nature's bounty surrounds this magical home.
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Popular amenities for Diamondhead rentals with a pool
House rentals with a pool

Yeah Bay-by! in Old Town BSL - king bed
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Sea La Vie
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The Boat House Bay St. Louis
LocationFamilySleep quality

Beach House at the Bay!
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Beach Bay&RiverMansion Private boat Ramp On water
ValueFamilyCheck-in

The View | Waterfront • Pool • Paradise •Golf Cart
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Heron Retreat | Heated Pool • Walk to Beach
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Southern Charm-Beach Front BSL with Saltwater Pool
FamilyLocationNearby
Condo rentals with a pool

Biloxi Beach Condo @ 2046 Beach Blvd, Biloxi
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Biloxi Retreat- Short/Long term VA welcome
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Beach Getaway
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Beautiful Views Biloxi Beach Condo
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The Ritz
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Ground Floor Beach & Casino Getaway!
LocationFamilyOutdoor spaces

The Pineapple Villa
LocationValueNearby

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

BeachFront -- Huge Balconies--No Fees by Owner
LocationFamilyHospitality

Pass Christian 3BR Townhome - Sleeps 6 - Pool
FamilyLocationTV

Soul Shine 4Br 2Ba House
LocationSleep qualityWalkability

*Fully Stocked* Beach Bungalow in Long Beach
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Waveland Beach Cottage 213
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Pool & Spa - Luxury Retreat With Bay Views
LocationFamilyAmenities

The Shack
LocationFamilyAmenities

Beautiful condo on Golf Course
LocationFamilyBathroom
When is the best time to visit Diamondhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 327 | ﺩ.ﺇ 345 | ﺩ.ﺇ 331 | ﺩ.ﺇ 356 | ﺩ.ﺇ 375 | ﺩ.ﺇ 397 | ﺩ.ﺇ 349 | ﺩ.ﺇ 308 | ﺩ.ﺇ 316 | ﺩ.ﺇ 419 | ﺩ.ﺇ 360 | ﺩ.ﺇ 356 |
| 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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- Biloxi Beach
- Fontainebleau State Park
- Mississippi Coast Coliseum & Convention Center
- Ocean Springs Beach
- Ship Island
- Lakefront Arena
- Mississippi Aquarium
- Ship Island Excursions
- Gulf Islands Waterpark
- Shaggy's Biloxi Beach
- English Turn Golf & Country Club
- 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
- De Soto National Forest





