
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.

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!

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.

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. 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 of these towns are filled with great shops, restaurants, and museums.

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

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

Heated Pool! Petite Retreat in The Pass

Coastal Serenity! Heated Pool/Hot tub!

Beach Bungalow - Private Pool+Walk to Town & Beach

Gulf Moon II - Spacious Beachfront Home with Pool

*Pelican Pass* Golf/Fish/Swim / Incredible water v

RARE privacy-walk2beach, pool, golf cart/fire-pit
Condo rentals with a pool

Biloxi Beach Condo @ 2046 Beach Blvd, Biloxi

Sand Between Your Toes Keesler families welcome

Beautiful Views Biloxi Beach Condo

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

Beach Comber

Walk 2 Beach on Gulfport/Biloxi border, 2 pools

Agape Bay - Sienna on the Coast Unit 102

Gorgeous Oceanview 3BR Luxury Condo - "Latitude"
Other vacation rentals with a pool

Luxe Beach Condo, 2 Pools, Hot Tubs, Gym, Pets+

Romantic 2BR Beachfront Balcony

Seashell & Sand Studio

Beachside condo with beach views

Charming Beachfront Condo! King Bed

Sea's the Day-Legacy Gulfport MS

Cozy condo in Biloxi Beach Blvd. Ms

42Ft Luxury Cameo 5th Wheel
When is the best time to visit Diamondhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $116 CAD | $124 CAD | $127 CAD | $120 CAD | $117 CAD | $132 CAD | $141 CAD | $131 CAD | $112 CAD | $131 CAD | $131 CAD | $125 CAD |
| 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 $70 CAD per night before taxes and fees

Verified guest reviews
Over 700 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Diamondhead vacation 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
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- Biloxi Beach
- Gulfport Beach, MS
- Gulf Island National Seashore
- Fontainebleau State Park
- English Turn Golf & Country Club
- Mississippi Aquarium
- Waveland Beach
- Buccaneer State Park
- Grand Bear Golf Club
- Money Hill Golf & Country Club
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- East Beach
- Milićević Family Vineyards
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- Get Wet
- Beach Park Pier
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