
Holiday 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.

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.

Hillside Hideaway Downtown Studio B&B Pool Gardens
Looking for some peace and tranquility in downtown Ocean Springs? Look no further! The Hillside Hideaway Downtown Studio is your new home away from home designed with comfort and convenience in mind. Your quaint accommodations include a living/dining area, kitchen, bedroom, and bathroom all located only a few blocks from restaurants, shops, bars and the beach. This space has been recently renovated and is brand new. *There is construction happening nearby. We hope this doesn’t affect your stay.

Spencer’s Way Beach House A 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 little city Key West vibe , with boutiques, antique shops, great restaurants with live music. We Invite you to stay at our cozy Place and have a wonderful time. There is also a new HEATED salt water pool with barbecue area, fridge & sink. Bar area with television and blue tooth speakers for your enjoyment. The pool is shared by both units.

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 from 2nd story balcony. 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 are filled with great shops, restaurants, and museums.

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

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!

Nirvana on the Beach
Beautiful Condo directly on secluded beach with POOL. No road to cross between the Beach & Condo. 2 bedrooms (Two King beds!), 2 full baths. Views of the Gulf from the master, living room, and a view of the Bay from the guest bedroom and front balcony. Balcony for sunrises and sunsets. The condo has a large pool & patio area with gas grills. BBQ pits & Gym. Fast WIFI! Fully furnished. Golf courses and restaurants nearby. Sorry no animals are allowed per condo association rules. BOOK TODAY!

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.

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 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.

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

Sea La Vie

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

Coastal Serenity! Heated Pool/Hot tub!

Beach House at the Bay!

Southern Beach Beauty | 2 Min Walk to Sand

4BR/3.5BA w/POOL - walk to Downtown! Near Beach!

The Pelican

Family Home "Lone Star Cabana" Shared Pool!
Condo rentals with a pool

Beautiful Biloxi Getaway Beach Condo!

Biloxi Beach Condo @ 2046 Beach Blvd, Biloxi

Beach Getaway

Bourbon by the Bay

The Ritz

Vacation Home w/Beach Views! 2BR/2BA at OC

Come and "Stay Awhile" at Oak Shores

Agape Bay - Sienna on the Coast Unit 102
Other holiday rentals with a pool

Pass Christian 3BR Townhome - Sleeps 7 - Pool

Soul Shine 4Br 2Ba House

Pool, hot tub, .8 miles to beach #bsl048

Cottage At The Campground

Gulfviews, short walk to Beaches w Pool sleeps 4

Pool & Spa - Luxury Retreat With Bay Views

NEW! Waterfront Escape w/ Pool, Dock & Bayou Views

Relaxing 5-Bedroom Home with Outdoor Pool and Bar
When is the best time to visit Diamondhead?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $124 AUD | $130 AUD | $125 AUD | $119 AUD | $117 AUD | $132 AUD | $132 AUD | $117 AUD | $119 AUD | $158 AUD | $136 AUD | $135 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 |
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 $83 AUD 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!
Destinations to explore
- Florida Panhandle Holiday rentals
- New Orleans Holiday rentals
- Panama City Beach Holiday rentals
- Destin Holiday rentals
- Gulf Shores Holiday rentals
- Orange Beach Holiday rentals
- Miramar Beach Holiday rentals
- Pensacola Holiday rentals
- Santa Rosa Island, Florida Holiday rentals
- Rosemary Beach Holiday rentals
- Birmingham Holiday rentals
- Alys Beach Holiday rentals
- Rentals with outdoor seating Diamondhead
- Rentals with a patio Diamondhead
- Pet-friendly rentals Diamondhead
- Family-friendly rentals Diamondhead
- Rentals with a washing machine and dryer Diamondhead
- Condo rentals Diamondhead
- Beachfront rentals Diamondhead
- Rentals with pools Hancock County
- Rentals with pools Mississippi
- Rentals with pools United States
- Biloxi Beach
- De Soto National Forest
- Gulfport Beach, MS
- Fontainebleau State Park
- Mississippi Aquarium
- Lakefront Arena
- Mississippi Coast Coliseum & Convention Center
- Ocean Springs Beach
- Ship Island
- Ship Island Excursions
- Shaggy's Biloxi Beach
- Jones Park
- Gulf Islands Waterpark
- Hard Rock Casino
- Hollywood Casino
- Big Play Entertainment Center





