
Holiday 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!

Beach Getaway
Full studio (388 sf) near Keesler, across from the beach, restaurants, and shopping. There is a public bus stop on the corner & shuttles for the casinos. Wifi with small smart TV. Let yourself in with keyless entry then go for a swim, enjoy coast seafood, or join the excitement at a casino. Make yourself at home and feel safe with security lighting and no stairs. My place is good for couples and solo adventurers. No trailer parking allowed. Max. occupancy is 2: violation results in eviction.

Biloxi Beach House
Walk to the beach! This two-story, two-bedroom, 1.5 bath, townhouse is completely furnished with everything you could need to enjoy a week at the beach. Beautiful green spaces and a fenced back patio.Oak Shores is a gated community located on Beach Boulevard along miles of pristine beachfront and features swimming pools, playgrounds, and a fitness gym. The location can't be beat! It is a quick walk to the beach and conveniently located near some of Biloxi's best restaurants and entertainment!

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.

A stay so inviting, you won’t want to leave
Relax and unwind in this cozy, chic and very welcoming space. This unit has been completely renovated and upgraded with modern luxurious touches all to help make your stay most comfortable. This unit also faces south with a slight beach view and sea breeze. Unit is top floor (stairs) and backs up to the mailboxes, when the blinds are open, beautiful trees are the view! 50 inch smart TV, equipped with Amazon Firestick, quartz countertops, 5G Wifi and normal wifi available

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.

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!

Private Apartment 5 miles off the Beach! (B )
Want a nice getaway without all the hassle? Come stay in our fully furnished and ready to go rentals at Magic River! It has two bedrooms with queen beds in each room, a living room with a TV, full kitchen, bathroom, washer & dryer, and a deck with a mini BBQ grill. The rental comfortably sleeps 3-4 people. We are also within 15-20 minutes of the casinos!
Popular amenities for Diamondhead rentals with a pool
House rentals with a pool

Yeah Bay-by! in Old Town BSL

SUGAR BOWL READY 3 Acre Estate Heated Pool Hot Tub

Olde Towne BSL Pool Paradise

The Corr'al Reef - Brand New!

Beach Bungalow - Private Pool+Walk to Town & Beach

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

Southern Beach Beauty | 2 Min Walk to Sand

Privacy, Walk2beach,firepit, Golfcart, VIEWS, pool
Apartment rentals with a pool

Biloxi Beach Condo @ 2046 Beach Blvd, Biloxi

Biloxi Retreat- Short/Long term VA welcome

Bourbon by the Bay

Beach Comber

Walk 2 Beach on Gulfport/Biloxi border, 2 pools

Nirvana on the Beach

Beachside Love Nest Close to Keesler

Pool View Condo
Other holiday rentals with a pool

Seashell & Sand Studio

Highpoint Haven, Base Rate $175/night

The Boat House Bay St. Louis

Pool & Spa - Luxury Retreat With Bay Views

The Pelican

Secluded Waterfront Home w/Outdoor Kitchen & Bar

Condo in Bay St. Louis

Walk to Beach | Private Pool | Sleeps 8
When is the best time to visit Diamondhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $107 SGD | $114 SGD | $117 SGD | $111 SGD | $108 SGD | $122 SGD | $122 SGD | $108 SGD | $111 SGD | $126 SGD | $121 SGD | $116 SGD |
| 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 $64 SGD 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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

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!
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- Rentals with outdoor seating Diamondhead
- Rentals with a washing machine and dryer Diamondhead
- Rentals with a patio Diamondhead
- Family-friendly rentals Diamondhead
- Beachfront rentals Diamondhead
- Pet-friendly rentals Diamondhead
- Apartment rentals Diamondhead
- Rentals with pools Hancock County
- Rentals with pools Mississippi
- Rentals with pools United States
- Biloxi Beach
- Gulfport Beach, MS
- Fontainebleau State Park
- Gulf Island National Seashore
- English Turn Golf & Country Club
- Mississippi Aquarium
- Waveland Beach
- Northshore Beach
- Money Hill Golf & Country Club
- Buccaneer State Park
- Grand Bear Golf Club
- Ocean Springs Beach
- East Beach
- Fallen Oak Golf
- Henderson Point Beach
- Long Beach Pavilion
- The Preserve Golf Club
- Shell Landing Golf Club
- Beach Park Pier
- Get Wet
- Olimpic Beach




