
Holiday rentals with a pool in Diamondhead
Find and book unique homes with a pool on Airbnb
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 ₹6,718 per night before taxes and fees

Verified guest reviews
Over 700 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Diamondhead holiday rentals include wifi 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.

Robin’s Nest A Golfers Delight
Welcome to Robin’s Nest located in Molokai Vlg, Diamondhead MS. Golf course, & country club walking distance away. Updated, 1 bdrm condo located on the second floor.Adjustable, queen size bed, guests say is the very “best” and a queen sofa sleeper. 3-4 guests total. Full kitchen,bath with soaking tub. Pool is gorgeous & steps away. Green space, historic oak trees and lots of deer, birds and nature to enjoy! Casinos & Beaches approx 12 min NOLA approx 45 min If shows not avail for a date, msg us
LocationValueHospitality
5.0 out of 5 average rating, 90 reviews
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.
ValueFamilySleep quality
4.97 out of 5 average rating, 162 reviews
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.
FamilyValueDecor
4.91 out of 5 average rating, 163 reviews
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.
FamilyLocationNearby
4.96 out of 5 average rating, 24 reviews
Main St BSL: Private Pool & Golf Cart | Sleeps 10
****Now with private heated pool added May 2023**** Welcome to Hidden Paradise on the Bay, a 3 bedroom 2 1/2 bath curated cottage on Main Street in the heart of old town Bay Saint Louis, MS. 2 blocks from the marina and steps away from shopping and restaurants. Take the complimentary golf cart to the beach or for coffee and antiquing, take in a parade or cruising the coast right from the front porch swing. This family friendly home has a private pool and fire pit area for entertaining!
LocationFamilySleep quality
4.95 out of 5 average rating, 107 reviews
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....
ValueFamilyComfort
4.92 out of 5 average rating, 121 reviews
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.
FamilyValueSleep quality
4.92 out of 5 average rating, 272 reviews
Beautiful condo on Golf Course
Relax with the whole family for a fun yet relaxing getaway. This gorgeous second floor condo overlooks a crystal clean pool and is walking distance to Diamondhead country club which features a golf course, tennis, pickleball, swimming and restaurants. And, if you need to get a little work done during your stay, there’s a desk and comfortable work chair with a great view of the pool and garden area. You’ll be close beaches, casinos and other fun activities during your stay.
FamilyLocationWalkability
4.92 out of 5 average rating, 59 reviews
Beach Bungalow - Private Pool+Walk to Town & Beach
Uniquely sophisticated and charmingly luxurious beach house with a private saltwater pool in Bay St. Louis' Historic District. Experience all that Bay St. Louis has to offer from this cozy, beautifully appointed bungalow located 1/2 a block from the beach and walkable to a vibrant downtown. Located about a 30 minute drive to Stennis Space Center and less than an hour drive to New Orleans. Across the Bay Bridge, discover neighboring towns of Mississippi’s “Secret Coast".
LocationFamilyCheck-in
4.99 out of 5 average rating, 108 reviews
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.
FamilyValueOutdoor spaces
4.96 out of 5 average rating, 168 reviews
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.
LocationValueAccess
4.94 out of 5 average rating, 112 reviews
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.
FamilyLocationCheck-in
4.84 out of 5 average rating, 133 reviewsPopular amenities for Diamondhead rentals with a pool
House rentals with a pool

*Pelican Pass* Golf/Fish/Swim / Incredible water v
ValueFamilyQuiet
4.89 out of 5 average rating, 127 reviews
Southern Charm-Beach Front BSL with Saltwater Pool
FamilyLocationPool
4.96 out of 5 average rating, 105 reviews
Spencer's Way Beach House B with heated pool
FamilyLocationParking
4.99 out of 5 average rating, 113 reviews
Family Home "Lone Star Cabana" Shared Pool!
ValueFamilyGrill
4.91 out of 5 average rating, 153 reviews
Waterfront Comfort With Pool - Sleeps 8!
ValueFamilyCondition
4.95 out of 5 average rating, 113 reviews
Pool & Hot Tub Oasis! | Mins to Beach! | Sleeps 6
FamilyLocationBathroom
4.95 out of 5 average rating, 98 reviews
Henley House - Enjoy Pool, Old Town or Beach
ValueFamilyHospitality
5.0 out of 5 average rating, 28 reviews
The View | Waterfront • Pool • Paradise •Golf Cart
LocationValueHospitality
5.0 out of 5 average rating, 32 reviewsApartment rentals with a pool

Beach Getaway
FamilyValueBeach
4.85 out of 5 average rating, 296 reviews
Gorgeous Oceanview 3BR Luxury Condo - "Latitude"
ValueLocationOutdoor spaces
4.99 out of 5 average rating, 141 reviews
Beautiful Views Biloxi Beach Condo
FamilyLocationAccess
4.97 out of 5 average rating, 115 reviews
Biloxi Beach Condo @ 2046 Beach Blvd, Biloxi
LocationFamilyAmenities
4.8 out of 5 average rating, 160 reviews
Contemporary Biloxi Condo for 2 - Oak Shores
LocationValueParking
4.97 out of 5 average rating, 261 reviews
Sunny Beachfront Biloxi Condo w/ Resort Amenities!
ValueFamilyIndoor spaces
4.92 out of 5 average rating, 135 reviews
Ground Floor Beach & Casino Getaway!
FamilyLocationBiking
4.96 out of 5 average rating, 262 reviews
The Ritz
ValueFamilyView
4.91 out of 5 average rating, 176 reviewsOther holiday rentals with a pool

Lacey's Coastal Cabana - Charming & Quiet Condo
LocationValueSleep quality
5.0 out of 5 average rating, 47 reviews
Vibez on the Lanai | Poolside Golf Course Retreat
LocationFamilyLong stay
5.0 out of 5 average rating, 41 reviews
1BR/1BA w/POOL & Golf - Sunshine Oaks
LocationFamilyAmenities
4.94 out of 5 average rating, 33 reviews
Cottage At The Campground
LocationValueComfort
4.89 out of 5 average rating, 35 reviews
Hollywood Hangout | Pool • Boat • Stay • Play
FamilyLocationCleanliness
5.0 out of 5 average rating, 3 reviews
Beach House at the Bay!
FamilyLocationHospitality
4.94 out of 5 average rating, 72 reviews
Relaxing 5-Bedroom Home with Outdoor Pool and Bar
ValueLocationBathroom
4.77 out of 5 average rating, 81 reviews
Heron Retreat | Heated Pool • Walk to Beach
ValueLocationGetting around
4.81 out of 5 average rating, 47 reviewsWhen is the best time to visit Diamondhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹8,542 | ₹9,022 | ₹8,638 | ₹9,310 | ₹9,790 | ₹10,366 | ₹9,118 | ₹8,062 | ₹8,254 | ₹10,941 | ₹9,406 | ₹9,310 |
| 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 |
Destinations to explore
- New Orleans Holiday rentals
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- Birmingham Holiday rentals
- Pensacola Holiday rentals
- Lower Grand Lagoon Holiday rentals
- Columbus Holiday rentals
- Baton Rouge Holiday rentals
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- Biloxi Beach
- Fontainebleau State Park
- Mississippi Coast Coliseum & Convention Center
- Ocean Springs Beach
- Lakefront Arena
- Ship Island
- Mississippi Aquarium
- Gulf Islands Waterpark
- Shaggy's Biloxi Beach
- English Turn Golf & Country Club
- Jones Park
- Hollywood Casino
- Big Play Entertainment Center
- Hard Rock Casino
- Biloxi Lighthouse
- Buccaneer State Park
- Golden Nugget Casino Presidential Suite
- Finishline Performance Karting
- Infinity Science Center
- Ship Island Excursions
- De Soto National Forest





