
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!

Pool View Condo
1 Bedroom Condo short walk from the beach, front door opens to 1 of 2 pools on complex. Located right off of Hwy 90 in Biloxi, short drive to multiple casinos and restaurants (or walk). Queen Size Bed, 1 loveseat, 1 recliner, Laundry in Unit, Wifi + ROKU w/Netflix & UTubeTV, fully furnished. Enjoy 1st Floor Access no stairs, ample parking, secured parking lot. Enjoy Biloxi in our Beautiful condo. *This Condo is owned by a Company owned by a MS Licensed Realtor. **Some Interior decor is changed.

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!

*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.

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!

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!

Ground Floor Beach & Casino Getaway!
Charming ground floor Studio Condo just half a block from the beach! Everyone is welcome to come stay! A short 2-3 minute walk will take you to the beach. Restaurants and shopping are a short walk away too. Casinos and other attractions are less than 3 miles from condo and easily accessible via your vehicle or uber/lyft.
Popular amenities for Diamondhead rentals with a pool
House rentals with a pool

Yeah Bay-by! in Old Town BSL

3 Acre Estate Heated Pool, Hot Tub, Boat/Fish Dock

The Corr'al Reef - Brand New!

Beach Bungalow - Private Pool+Walk to Town & Beach

Southern Beach Beauty | 2 Min Walk to Sand

Gulf Moon II - Spacious Beachfront Home with Pool

Privacy, Walk2beach,firepit, Golf cart, Best Views

Waterfront Comfort With Pool - Sleeps 8!
Apartment rentals with a pool

Biloxi Beach Condo @ 2046 Beach Blvd, Biloxi

Biloxi Retreat- Short/Long term VA welcome

Sand Between Your Toes Keesler families welcome

Bourbon by the Bay

Beach Comber

Walk 2 Beach on Gulfport/Biloxi border, 2 pools

Agape Bay - Sienna on the Coast Unit 102

Blue Heaven Condo on the Beach!
Other holiday rentals with a pool

Coastal Serenity! Heated Pool/Hot tub!

Cottage At The Campground

Romantic 2BR Beachfront Balcony

Beachside townhouse w/ pool & patio

Waveland Beach Cottage 213

Highpoint Haven, Base Rate $175/night

Beachside Condo

NEW Gulfport Rental - Near Beach/Casinos/Downtown
When is the best time to visit Diamondhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £63 | £67 | £69 | £65 | £64 | £72 | £72 | £64 | £65 | £74 | £71 | £68 |
| 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 £38 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 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
- Buccaneer State Park
- Money Hill Golf & Country Club
- Northshore Beach
- 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
- The Beach




