
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 20 holiday rentals in Diamondhead

Nightly prices starting at
Diamondhead holiday rentals start at $100 AUD per night before taxes and fees

Verified guest reviews
Over 700 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 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.

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!

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.

*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.

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!

Shell House Estate Pool House
Shell House a 170 year old private estate that sits on three acres with 500 year old registered live oak trees. Located on the Gulf of Mexico there is a private beach just out your front door.. The property is walking distance to restaurants, fishing and sailing. We are also a short distance from 12 Casinos. The estate has a Pool House that sleeps 6 two in one room and four in the other room. A Bungalow that sleeps 4 two in one room and two in the other room. See Photos.

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.

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.

Mermaids and Moonshine
Comfy cozy studio with lots of extras! Super comfortable bed! 15 minutes to the Beach! Close to Hancock County Fair Grounds, Stennis Space Center, Hancock Sports complex, Centrally located between Gulfport MS and Slidell LA. We are one hour from New Orleans. Come be our Guest! Enjoy the Pool, Barbecue, Fire pit and outdoor areas. This is a perfect spot if you are visiting family but want your own space!
Popular amenities for Diamondhead rentals with a pool
House rentals with a pool

Southern Charm-Beach Front BSL with Saltwater Pool

Coastal Oasis - Heated Pool, Walk to Beach!

Serene Beach Oasis with Heated Pool

Family Home "Lone Star Cabana" Shared Pool!

Beach Bungalow - Private Pool+Walk to Town & Beach

The View | Waterfront • Pool • Paradise •Golf Cart

The Boat House Bay St. Louis

Henley House - Enjoy Pool, Old Town or Beach
Condo rentals with a pool

Blue Heaven Condo on the Beach!

Beach Getaway

Beautiful Views Biloxi Beach Condo

8th Floor Condo | On the Beach | Walk Boardwalk

Biloxi Beach Condo @ 2046 Beach Blvd, Biloxi

Biloxi Retreat- Short/Long term VA welcome

Paris

Contemporary Biloxi Condo for 2 - Oak Shores
Other holiday rentals with a pool

Lacey's Coastal Cabana - Charming & Quiet Condo

Diamond on the Gulf

Beautiful condo on Golf Course

Vibez on the Lanai @Diamondhead

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

The Shack

Pass Christian 3BR Townhome - Sleeps 6 - Pool

Cozy Old Town Cottage
When is the best time to visit Diamondhead?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $127 AUD | $134 AUD | $128 AUD | $138 AUD | $145 AUD | $154 AUD | $135 AUD | $119 AUD | $122 AUD | $162 AUD | $139 AUD | $138 AUD |
| 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 |
Destinations to explore
- New Orleans Holiday rentals
- Panama City Beach Holiday rentals
- Destin Holiday rentals
- Gulf Shores Holiday rentals
- Orange Beach Holiday rentals
- Birmingham Holiday rentals
- Pensacola Holiday rentals
- Columbus Holiday rentals
- Baton Rouge Holiday rentals
- Fort Walton Beach Holiday rentals
- Santa Rosa Island Holiday rentals
- Mobile Holiday rentals
- Biloxi Beach
- Fontainebleau State Park
- Mississippi Coast Coliseum & Convention Center
- Ocean Springs Beach
- Ship Island
- Gulf Islands Waterpark
- English Turn Golf & Country Club
- Shaggy's Biloxi Beach
- Jones Park
- Hollywood Casino
- Buccaneer State Park
- Biloxi Lighthouse
- Lakefront Arena
- Infinity Science Center
- Hard Rock Casino
- Golden Nugget Casino Presidential Suite
- Mississippi Aquarium
- De Soto National Forest
- Ship Island Excursions
- Finishline Performance Karting
- Big Play Entertainment Center





