
Vacation 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.

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.

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 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 short or long term rentals. The complex has a pool and plenty of parking. You won't be disappointed!

*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.

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.

18th Hole Hideaway - A Clean and Modern Condo
Escape to a serene getaway at the golf course. Our charming vacation rental offers a perfect blend of comfort and luxury, featuring access to a pristine pool, the country club, golf, tennis courts and more! Enjoy modern amenities, a fully equipped kitchen, and cozy living space designed for maximum relaxation. Sit on the balcony and enjoy your morning coffee or afternoon cocktail. Just minutes from the beach all local attractions. Pull out couch available for 2nd bed.

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.

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

Yeah Bay-by! in Old Town BSL

Coastal Serenity! Heated Pool/Hot tub!

The Corr'al Reef - Brand New!

Olde Towne BSL Pool Paradise

Waveland Beach Cottage 213

Escape to Live Oak Landing

Privacy, Walk2beach,firepit, Golfcart, VIEWS, pool

~Cozy~ FirePit ~ Joyful Spring
Condo rentals with a pool

Biloxi Beach Condo @ 2046 Beach Blvd, Biloxi

Beautiful Views Biloxi Beach Condo

Gulfport/Biloxi Waterfront Oasis

Bourbon by the Bay

Tranquil Beach Front 2 Bed/Bath Condo Sleeps 6

Walk 2 Beach on Gulfport/Biloxi border, 2 pools

Nirvana on the Beach

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

BSL Charmer!

Romantic 2BR Beachfront Balcony

Wined Down in a cozy 2br/2ba home on water w/pool

Just Beachy Get-Away

Beachside Condo

NEW Gulfport Rental - Near Beach/Casinos/Downtown

Fabulous House - Private Pool, Pier- Best Sunsets

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 | € 71 | € 77 | € 78 | € 74 | € 72 | € 82 | € 82 | € 72 | € 74 | € 84 | € 81 | € 78 |
| 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 vacation rentals with a pool in Diamondhead

Total vacation rentals
Explore 20 vacation rentals in Diamondhead

Nightly prices starting at
Diamondhead vacation rentals start at € 52 per night before taxes and fees

Verified guest reviews
Over 780 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
20 of Diamondhead vacation 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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- Rentals with pools Hancock County
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- Rentals with pools United States
- De Soto National Forest
- Biloxi Beach
- Fontainebleau State Park
- Mississippi Aquarium
- Lakefront Arena
- Mississippi Coast Coliseum & Convention Center
- Ship Island
- Hard Rock Casino
- Hollywood Casino
- Ship Island Excursions
- Jones Park
- Golden Nugget Casino Presidential Suite
- Shaggy's Biloxi Beach
- Gulf Islands Waterpark
- Big Play Entertainment Center
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