Vacation rentals with a pool in Diamondhead

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Diamondhead

  • Total vacation rentals

    Explore 30 vacation rentals in Diamondhead

  • Nightly prices starting at

    Diamondhead vacation rentals start at R 994 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 870 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Diamondhead vacation rentals include wi-fi 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.

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Top guest favorite
An open living area is presented with a spacious sofa and coordinating armchairs. Large windows invite natural light, complementing the light-colored walls and tiled flooring. A dining table with chairs is visible, alongside a kitchen area featuring a coastal-inspired design.
Condo in Long Beach
4.97 out of 5 average rating, 157 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.

Top guest favorite
The exterior of the property is highlighted, showcasing a spacious deck illuminated by soft lights. A luxurious hot tub and saltwater pool are visible in the foreground, surrounded by lounge chairs and neatly arranged patio tiles, creating an inviting outdoor space.
Home in Bay St. Louis
4.86 out of 5 average rating, 109 reviews

Beach Bay&RiverMansion Private boat Ramp On water

Prime location. Balconies on all 4 sides. Water front ,Game Room, over looks the Jordan River & The Bay. No loud music 8 min golf cart ride downtown Bay St Louis. 9 min to beach . Game Room. Sleeps 15 Your own private boat launch. Free Kyac and paddlewheel boat ❤️ Hot Tub Salt water Pool. Pool can be heated. Breath taking views. KITCHEN - All professional appliances. Natural artesian well water The only place where the beach bay and River meets. THE BEST OPEN FLOOR PLAN IN BAY ST LOUIS

Guest favorite
A waterfront home is shown, featuring a spacious deck and a private boat launch. The structure is positioned alongside a canal, with neighboring homes visible in the background. The calm water reflects the clear blue sky above.
Home in Pass Christian
4.89 out of 5 average rating, 123 reviews

*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

Guest favorite
A multi-story condo building is depicted, featuring large balconies and a sandy beach in the foreground. A person is seen paragliding above the shore, with palm trees lining the beach area. The clear sky complements the scene.
Condo in Pass Christian
4.9 out of 5 average rating, 102 reviews

Nirvana on the Beach

Beautiful Condo directly on secluded beach with POOL. No road to cross between the Beach & Condo. 2 bedrooms (Two King beds!), 2 full baths. Views of the Gulf from the master, living room, and a view of the Bay from the guest bedroom and front balcony. Balcony for sunrises and sunsets. The condo has a large pool & patio area with gas grills. BBQ pits & Gym. Fast WIFI! Fully furnished. Golf courses and restaurants nearby. Sorry no animals are allowed per condo association rules. BOOK TODAY!

Guest favorite
A spacious elevated home is shown surrounded by trees, featuring a circular above-ground pool and an outdoor seating area with a fire pit. A deck with stairs leads to the entrance, and a grill is visible nearby, creating an inviting outdoor space.
Home in Bay St. Louis
4.92 out of 5 average rating, 141 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.

Top guest favorite
The living area features a spacious white sectional sofa adorned with blue accent pillows. A dining table with chairs is positioned nearby, complemented by light fixtures overhead. The backdrop consists of a kitchen visible in the distance, with white cabinetry and appliances.
Condo in Long Beach
4.94 out of 5 average rating, 109 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....

Guest favorite
Condo in Biloxi
4.96 out of 5 average rating, 201 reviews

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!

Guest favorite
A well-maintained estate is set on expansive green grounds, featuring a charming two-story house with multiple windows. Towering live oak trees provide shade, and a manicured lawn is adorned with small ornamental plants. A pathway leads from the driveway to the inviting property entrance.
Bungalow in Long Beach
4.92 out of 5 average rating, 267 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.

Top guest favorite
Townhouse in Gulfport
4.92 out of 5 average rating, 185 reviews

Violet Beach, Ping-Pong, Swings, Sleep 8, Gated

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 newly 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 many other rentals in the complex. Book now and enjoy a peaceful beach getaway. Note: We have a strict no pets policy due to server health allergies

Top guest favorite
A shaded outdoor lounge area is featured, furnished with a dark sectional sofa adorned with red cushions. A coffee table is placed centrally, accompanied by a bottle of wine and a floral arrangement. The background showcases a private pool surrounded by greenery.
Home in Bay St. Louis
4.96 out of 5 average rating, 158 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.

Guest favorite
A spacious vacation home is set within a natural landscape, featuring a fenced heated pool. Umbrellas provide shade around the pool area, while palm trees frame the exterior. The home's multiple decks overlook the surrounding greenery and can be accessed via outdoor stairs.
Home in Pass Christian
4.94 out of 5 average rating, 108 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.

Guest favorite
The exterior of the multi-level house features a private pool surrounded by a safety fence. A shaded seating area and outdoor dining space are visible beneath the house, with green grass extending around the property. Tall trees provide natural shade and enhance the outdoor space.
Home in Waveland
4.85 out of 5 average rating, 128 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.

Popular amenities for Diamondhead rentals with a pool

When is the best time to visit Diamondhead?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR 1,475 ZARR 1,558 ZARR 1,491 ZARR 1,425 ZARR 1,392 ZARR 1,574 ZARR 1,574 ZARR 1,392 ZARR 1,425 ZARR 1,889 ZARR 1,624 ZARR 1,607 ZAR
Avg. temp11°C13°C16°C20°C24°C27°C28°C28°C26°C21°C15°C12°C