
Holiday rentals with a pool in Diamondhead
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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!

*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.

Sunny Beachfront Biloxi Condo w/ Resort Amenities!
Fun in the sand and sun awaits at this fantastic Biloxi vacation rental! Part of the Sea Breeze Condominiums community, this 2-bed, 2-bath coastal condo boasts access to great community amenities like a heated pool, sauna, fitness room, and beach access. After some fun in the Gulf of Mexico, come home to kick back on the private balcony overlooking the ocean or whip up a snack in the fully equipped kitchen. With both arcades and casinos nearby, there is plenty of fun for the whole family!

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....

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.

Biloxi Beach Condo @ 2046 Beach Blvd, Biloxi
Entire beautiful Condominium in Biloxi 2 Bedrooms each one with a balconies viewing the pool with a King bed and 2 Full size beds. Located by the beach on Hwy 90 near to Casinos, restaurants, Coliseum & mall. No Pets allowed, unless they are a licensed as a service animal. Flat screen Tv's, Wi-Fi, fully equipped kitchen, dining area & full size washer/dryer. No smoking in the condo or on the balcony. Please follow the occupancy & HOA rules. No boat, no Rv’s or trailers.

Pink Beach, Ping Pong, Swings, Sleep 8, Swim Pool
We have the ONLY 2 beach townhouses in the gated complex with COVERED huge bak patio with Ping-Pong Table and 2 Egg Chairs Swings. Escape to our remodeled townhouse, just a 5-minute walk away from the beach with Smart TVs, beach essentials, and a BBQ grill. Plus, we're located away from the noisy train tracks unlike other rentals. Book now and enjoy a peaceful beach getaway. Note: We have a strict no pets policy due to server health allergies

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!
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

The Corr'al Reef - Brand New!

Beach Bay&RiverMansion Private boat Ramp On water

Escape to Live Oak Landing

Gulf Moon II - Spacious Beachfront Home with Pool

Privacy, Walk2beach,firepit, Golfcart, VIEWS, pool

The Salty Bungalow | Pool • Beach • Pet Friendly
Apartment rentals with a pool

Beautiful Views Biloxi Beach Condo

Bourbon by the Bay

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

Tranquil Beach Front 2 Bed/Bath Condo Sleeps 6

Dream Baycation-2 Blocks to Old Town/POOL

Agape Bay - Sienna on the Coast Unit 102

Gorgeous Beachfront Condo

Luxury 1 King Bed/Bath Condo, Pool Access
Other holiday rentals with a pool

Bay St Louis, POOL, Walk to beach, Pet Friendly 9

Romantic 2BR Beachfront Balcony

POOL & HOT TUB! Minutes to Beach &Close to Biloxi!

Waveland Beach Cottage 213

Beachside Condo

Blueberry Hills Beach Oasis. Private Heated POOL!

Villa del Sol-Stylish Beach Home with Private Pool

1 bd 1 ba near Old Town with pool & free parking!
When is the best time to visit Diamondhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹7,460 | ₹8,000 | ₹8,179 | ₹7,730 | ₹7,550 | ₹8,539 | ₹8,539 | ₹7,550 | ₹7,730 | ₹8,809 | ₹8,449 | ₹8,090 |
| 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 ₹4,494 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
- Northshore Beach
- Buccaneer State Park
- Money Hill Golf & Country Club
- 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




