
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 ﺩ.ﺇ220 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.

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.

Lacey's Coastal Cabana - Charming Poolside Condo
Welcome to Lacey’s Coastal Cabana, the only 1st-floor poolside STR in the complex—dive in anytime! This freshly revamped 1BR combines the coziness of a weekend getaway with the practicality of extended stays (full-sized kitchen & washer/dryer). 20 mins to sandy shores, 15 to casinos, 45 to NOLA. Golf, tennis, & country club perks are a quick stroll. Stream Hulu, Disney, & ESPN on us to catch the big game. Your local host is minutes away, ready to make every stay seamless & unforgettable!

*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.

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.

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

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

Walk To Beach -Pool-Gourmet-Kitchen-Elevator

Beach Bay&RiverMansion Private boat Ramp On water

Southern Beach Beauty | 2 Min Walk to Sand

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

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

Waterfront Comfort With Pool - Sleeps 8!

The Pelican
Condo rentals with a pool

Biloxi Retreat- Short/Long term VA welcome

Biloxi Beach Condo @ 2046 Beach Blvd, Biloxi

Beach Getaway

Bourbon by the Bay

The Ritz

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

Ground Floor Beach & Casino Getaway!

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

3BR Townhome - Sleeps 7 - Pool - Pet Friendly

Sea La Vie

BSL Charmer!

*Fully Stocked* Beach Bungalow in Long Beach

Romantic 2BR Beachfront Balcony

Villa del Sol-Stylish Beach Home with Private Pool

Walk to Beach | Private Pool | Sleeps 8

Dock of The Bay-Swimming Pool, Waterfront paradise
When is the best time to visit Diamondhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ305 | ﺩ.ﺇ327 | ﺩ.ﺇ334 | ﺩ.ﺇ316 | ﺩ.ﺇ308 | ﺩ.ﺇ349 | ﺩ.ﺇ349 | ﺩ.ﺇ308 | ﺩ.ﺇ316 | ﺩ.ﺇ419 | ﺩ.ﺇ360 | ﺩ.ﺇ356 |
| 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
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- Rentals with outdoor seating Diamondhead
- Condo rentals Diamondhead
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- Rentals with pools Hancock County
- Rentals with pools Mississippi
- Rentals with pools United States




