
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.

Walk 2 Beach on Gulfport/Biloxi border, 2 pools
Spacious whole condo w/ no one above and below you @ Villas at Legacy, a resort like community. Includes: 3 TVs (1 Roku TV), free Netflix & Disney+, fast Wi-Fi, 1 Queen bed, 1 King bed, and 2 pull out sofas. Bathroom amenities: shampoo, conditioner, body wash, hand soap & clean towels Kitchen amenities: cups, plates, silverware, electric rice cooker, coffee/tea station & various utensils. We hope you will enjoy relaxing or working in our serene beach condo. If you have any questions, I am here to answer them 24/7. Only the garage is on the first floor with direct access to the unit. There are stairs leading up to the main level which is on the second floor. The main level consists of 2 br/2 ba, kitchen, W/D and living room. Natural, comfortable, simple, clean and spacious. Gated property with security guard. 1 car garage with direct access to the unit. Additional guest parking available near unit (must use hanging pass). Keys/code to 2 pools with hot tubs, playground and gym. via email/text msg is best Walk 6 minutes (0.3 miles) to the beach. Close to airport (7 miles), casinos (7 miles), aquarium (5 miles), mall (1.2 miles), and Walmart Supercenter (1 mile). Walk 6 minutes (0.3 miles) to the beach. Close to airport (7 miles), casinos (7 miles), aquarium (5 miles), mall (1.2 miles), and Walmart Supercenter (1 mile).

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.

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

"116 On the Green"
116 On the Green 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. Located on the first floor!!

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.

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.

Coastal Oasis - Heated Pool, Walk to Beach!
Bring the whole family to enjoy a beach vacation on beautiful MS Coast. Just 5 minutes to the shops and restaurants in downtown Bay St. Louis, the West Inn Beach club is it's own private oasis. 3 blocks to beach, private pool, ping pong, outdoor living room/tv, yard games, 600 sq ft. of screened in porches. Sleeps 12! We offer the pool to be heated November - March for an additional fee. Please inquire.
Popular amenities for Diamondhead rentals with a pool
House rentals with a pool

Yeah Bay-by! in Old Town BSL

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

BSL Charmer!

The Corr'al Reef - Brand New!

Waveland Beach Cottage 213

Walk To Beach -Pool-Gourmet-Kitchen-Elevator

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

NEW Gulfport Rental - Near Beach/Casinos/Downtown
Condo rentals with a pool

Gulfport/Biloxi Waterfront Oasis

Bourbon by the Bay

Tranquil Beach Front 2 Bed/Bath Condo Sleeps 6

Studio in lake setting close to pool and clubhouse

Agape Bay - Sienna on the Coast Unit 102

Gorgeous Beachfront Condo

Beautiful condo on Golf Course

Luxury 1 King Bed/Bath Condo, Pool Access
Other holiday rentals with a pool

Steps to Beach, Pet-Friendly, Pool, Fast WiFi

Soul Shine 4Br 2Ba House

Coastal Serenity! Heated Pool/Hot tub!

Resort-Style Coastal Villa/Pools/HotTub/Gym*Gated

1 bd 1 ba near Old Town w/pool & free parking!

Beachside Condo

Pool & Spa - Luxury Retreat With Bay Views

Sailor's Den pool, pet ok
When is the best time to visit Diamondhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $138 NZD | $148 NZD | $151 NZD | $143 NZD | $139 NZD | $158 NZD | $158 NZD | $139 NZD | $143 NZD | $189 NZD | $162 NZD | $161 NZD |
| 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 $99 NZD 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, Wi-Fi 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
- Biloxi Lighthouse
- Ship Island
- Hard Rock Casino
- Ship Island Excursions
- Jones Park
- Golden Nugget Casino Presidential Suite
- Shaggy's Biloxi Beach
- Gulf Islands Waterpark
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- Big Play Entertainment Center




