
Vacation rentals with a pool in Diamondhead
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Diamondhead

Total vacation rentals
Explore 30 vacation rentals in Diamondhead

Nightly prices starting at
Diamondhead vacation rentals start at R 994 ZAR per night before taxes and fees

Verified guest reviews
Over 870 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
30 of Diamondhead vacation 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.

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

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....

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 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.

Violet Beach, Ping-Pong, Swings, Sleep 8, Gated
We have the ONLY 2 beach townhouses in the gated complex with COVERED huge bak patio with Ping-Pong Table and 2 Egg Chairs Swings. Escape to our newly remodeled townhouse, just a 5-minute walk away from the beach with Smart TVs, beach essentials, and a BBQ grill. Plus, we're located away from the noisy train tracks unlike many other rentals in the complex. Book now and enjoy a peaceful beach getaway. Note: We have a strict no pets policy due to server health allergies

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.

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

Sea La Vie

Beach Bungalow - Private Pool+Walk to Town & Beach

Waveland Beach Cottage 213

Spencer's Way Beach House B with heated pool

Serene Beach Oasis with Heated Pool

The View | Waterfront • Pool • Paradise

The Shack

Waterfront Home w/ Pool & Boat Ramp | Beach Nearby
Condo rentals with a pool

Biloxi Beach Condo @ 2046 Beach Blvd, Biloxi

Biloxi Retreat- Short/Long term VA welcome

Beach Getaway

Beautiful Views Biloxi Beach Condo

The Ritz

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

Beach Comber

Ground Floor Beach & Casino Getaway!
Other vacation rentals with a pool

Coastal Comfort - Pool - 1 Block from Beach

Soul Shine 4Br 2Ba House

Bourbon by the Bay

“Fairway to Heaven"

Escape to Live Oak Landing

The Porter Clause

Beautiful condo on Golf Course

BSL Main St. Pool/Hot Tub Oasis BSL039
When is the best time to visit Diamondhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R 1,475 ZAR | R 1,558 ZAR | R 1,491 ZAR | R 1,425 ZAR | R 1,392 ZAR | R 1,574 ZAR | R 1,574 ZAR | R 1,392 ZAR | R 1,425 ZAR | R 1,889 ZAR | R 1,624 ZAR | R 1,607 ZAR |
| 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 |
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- Pet-friendly rentals Diamondhead
- Family-friendly rentals Diamondhead
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- Rentals with a patio Diamondhead
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- Rentals with a washer and dryer Diamondhead
- Rentals with pools Hancock County
- Rentals with pools Mississippi
- Rentals with pools United States
- Biloxi Beach
- Fontainebleau State Park
- Mississippi Coast Coliseum & Convention Center
- Lakefront Arena
- Ocean Springs Beach
- Mississippi Aquarium
- Ship Island
- Ship Island Excursions
- English Turn Golf & Country Club
- Gulf Islands Waterpark
- Jones Park
- Shaggy's Biloxi Beach
- Big Play Entertainment Center
- Hollywood Casino
- Hard Rock Casino
- Buccaneer State Park
- Biloxi Lighthouse
- Golden Nugget Casino Presidential Suite
- Infinity Science Center
- Finishline Performance Karting





