
Vacation rentals with a pool in Diamondhead
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Diamondhead
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Beach Villa
Experience the perfect blend of comfort and Convenience in this spacious 2-bedroom, 2-bath villa, ideally situated within walking distance of the Gulf Coast beaches. Just minutes away, you'll find restaurants, shops, and exciting casinos to explore. Nestled in a secure, gated community, this villa boasts a variety of amenities to enhance your stay, including two sparkling pools, a fitness center, and a delightful playground for the little ones. Come and take it easy at your home away from home.

Lacey's Coastal Cabana - Charming Poolside Condo
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. Your local host is minutes away, ready to make every stay seamless & unforgettable!

*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

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.

Beautiful Long Beach Condo with Ocean View+Pool!
Pristine condo right on Beach Blvd. Grab your flip flops and walk across the street to the beach and enjoy the beautiful sunsets. Stainless steel appliances, granite counter tops, and Flat Screens in each room. Our condo has a beautiful beach view. Long Beach is the hidden gem of the Mississippi Gulf Coast. Hop in the car and visit the sights in Gulfport, Biloxi, Ocean Springs, Pass Christian, and Bay St Louis. All of these towns are filled with great shops, restaurants, and museums.

Blue Heaven Condo on the Beach!
Blue Heaven is a cheerful condo steps away from the beach or pool. Come and relax with a cup of coffee while you watch the sun rise over the ocean from the balcony or the front porch. Time slows down at Blue Heaven, no rushing, just full out rest and relaxation. If you prefer retail therapy, dining out, fun at the casino, golfing, biking, ocean tours, chartered fishing - you are in the right place! The Long Beach area is full of options for everyone. Relax, Swim, Enjoy....

Shell House Estate Bungalow
We are located on the Gulf of Mexico. A private beach is out your front door along with Fishing and Sailing. We are also a short distance from Casinos, as well as many family-friendly activities. This is a three acre 170 year old private estate property with 500 year old registered live oak trees. The Bungalow also has a covered parking space. THE POOL HOUSE sleeps 6 two in one room and 4 in the other room. BUNGALOW sleeps 4 two in one room and 2 in the other room. See photos.

18th Hole Hideaway - A Clean and Modern Condo
Escape to a serene getaway at the golf course. Our charming vacation rental offers a perfect blend of comfort and luxury, featuring access to a pristine pool, the country club, golf, tennis courts and more! Enjoy modern amenities, a fully equipped kitchen, and cozy living space designed for maximum relaxation. Sit on the balcony and enjoy your morning coffee or afternoon cocktail. Just minutes from the beach all local attractions. Pull out couch available for 2nd bed.

“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.

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.
Popular amenities for Diamondhead rentals with a pool
House rentals with a pool

Our Hot Tub WORKS, Heated Pool, boat dock pets ok

BSL Charmer!

Spencer’s Way Beach House A with heated pool

Waveland Beach Cottage 213

POOL w/Heating Option! Walk to Beach! Golf Cart!

Serene Beach Oasis with Heated Pool

Escape to Live Oak Landing

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

Bourbon by the Bay

Gulfport/Biloxi Waterfront Oasis

Tranquil Beach Front 2 Bed/Bath Condo Sleeps 6

Studio in lake setting close to pool and clubhouse

Walk 2 Beach on Gulfport/Biloxi border, 2 pools

Agape Bay - Sienna on the Coast Unit 102

Beautiful condo on Golf Course

Cozy Condo Overlooking Pool! Pond, Golf, Swim!
Other vacation rentals with a pool

*Walk to Beach! Heated Pool/Spa*views & oak trees

On Main St/FREE GOLF CART!/private pool/sleeps 10!

Beachy Villa/2 Min to Beach!/Pools/Hot tub/Playgrd

Gorgeous Beachfront Condo

Luxury 1 King Bed/Bath Condo, Pool Access

Palm Bay Casita

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

Villa del Sol-Stylish Beach Home with Private Pool
When is the best time to visit Diamondhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ305 | ﺩ.ﺇ327 | ﺩ.ﺇ334 | ﺩ.ﺇ316 | ﺩ.ﺇ308 | ﺩ.ﺇ349 | ﺩ.ﺇ349 | ﺩ.ﺇ308 | ﺩ.ﺇ316 | ﺩ.ﺇ419 | ﺩ.ﺇ360 | ﺩ.ﺇ356 |
| 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 |
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.ﺇ220 per night before taxes and fees

Verified guest reviews
Over 780 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

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

4.8 Average rating
Diamondhead stays are highly rated by guests—averaging 4.8 out of 5!
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- Biloxi Beach
- Fontainebleau State Park
- Mississippi Aquarium
- Lakefront Arena
- Mississippi Coast Coliseum & Convention Center
- Ship Island
- Biloxi Lighthouse
- Ship Island Excursions
- Golden Nugget Casino Presidential Suite
- Jones Park
- Shaggy's Biloxi Beach
- Hard Rock Casino
- Gulf Islands Waterpark
- Hollywood Casino
- Big Play Entertainment Center




