
Holiday rentals with a pool in Diamondhead
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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.

*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.

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.

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.

Relaxing getaway in a peaceful resort setting.
Our cottage is in a beautifully landscaped private resort setting with pool, gazebo with fireplace and TV, gardens, outdoor kitchen/gas grill and outdoor eating area. It is near area beaches and great restaurants, as well as the Island View Casino. For overcast days, there are numerous board games, puzzles, and interesting books along with a very high-speed internet connection. Perfect for a romantic getaway, pool vacation, or grilling while watching a game.

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

Sea La Vie

Soul Shine 4Br 2Ba House

Walk To Beach -Pool-Gourmet-Kitchen-Elevator

Waveland Beach Cottage B

Beach Bay&RiverMansion Private boat Ramp On water

Escape to Live Oak Landing

Coastal Retreat by the Beach

Beach cottage w/Views, Golf Cart, Fire-PIT & Pool
Condo rentals with a pool

Beautiful Biloxi Getaway Beach Condo!

Biloxi Beach Condo @ 2046 Beach Blvd, Biloxi

Biloxi Retreat- Short/Long term VA welcome

Beach Getaway

The Ritz

Beach Comber

Come and "Stay Awhile" at Oak Shores

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

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Nirvana on the Beach

Recently Updated Trendy Biloxi Beach Condo

The Pelican

Condo in Bay St. Louis
When is the best time to visit Diamondhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $117 AUD | $126 AUD | $129 AUD | $122 AUD | $119 AUD | $134 AUD | $134 AUD | $119 AUD | $122 AUD | $161 AUD | $139 AUD | $137 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 20 holiday rentals in Diamondhead

Nightly prices starting at
Diamondhead holiday rentals start at $85 AUD per night before taxes and fees

Verified guest reviews
Over 780 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
20 of Diamondhead holiday 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
- Golden Nugget Casino Presidential Suite
- Ship Island Excursions
- Jones Park
- Shaggy's Biloxi Beach
- Hard Rock Casino
- Hollywood Casino
- Gulf Islands Waterpark
- Big Play Entertainment Center




