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.

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Top guest favorite
A spacious, open living area features a comfortable sectional sofa and a wooden coffee table. Light-colored walls complement the tiled floor, while a dining table is visible in the background. Large windows allow natural light to fill the space, creating a bright atmosphere.
Condo in Long Beach
4.98 out of 5 average rating, 112 reviews

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 2nd story 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 long term rentals. The complex has a pool and plenty of parking. You won't be disappointed!

Guest favorite
A wooden deck surrounds a pool, framed by railing and offering a view of the waterway. In the background, a light-colored two-story home with a metal roof is visible under a clear blue sky.
Home in Bay St. Louis
4.95 out of 5 average rating, 112 reviews

Waterfront Comfort With Pool - Sleeps 8!

Waterfront home perfect for a family vacation, fishing getaway, or just for relaxation! Pool & boat launch on premises. Open kitchen/living room floor plan, 3 bedrooms & 2 full bathrooms. The master has a queen bed & en-suite bathroom, the second has one queen bed & the third has a bunk bed w/2 full beds, second full bath in the hallway. Fully stocked kitchen, linens/towels, soap, shampoo, conditioner, coffee & more included. Pets allowed with a $100 pet fee. $30/day fee to use the pool heater.

Guest favorite
A heated saltwater pool is surrounded by a spacious deck, illuminated by soft outdoor lighting. Comfortable lounge chairs line the poolside, while a table with colorful seating is positioned nearby. A fire feature adds warmth to the space, creating a cozy gathering area.
Home in Bay St. Louis
4.98 out of 5 average rating, 154 reviews

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.

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
4.88 out of 5 average rating, 121 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

Top guest favorite
A balcony view features two chairs and a small table with a decorative item. The vibrant sunset casts shades of pink and orange over the horizon, creating a serene backdrop against the calm Gulf waters.
Condo in Gulfport
4.99 out of 5 average rating, 124 reviews

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!

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, 101 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
4.93 out of 5 average rating, 134 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
4.93 out of 5 average rating, 107 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....

Top 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, 264 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
The charming beach house is surrounded by lush greenery and features a well-maintained garden area. A gravel path leads to the entrance, with welcoming steps leading up to a covered porch adorned with ceiling fans. A picket fence encloses the inviting front yard.
Home in Bay St. Louis
4.99 out of 5 average rating, 100 reviews

Beach Bungalow - Private Pool+Walk to Town & Beach

Uniquely sophisticated and charmingly luxurious beach house with a private saltwater pool in Bay St. Louis' Historic District. Experience all that Bay St. Louis has to offer from this cozy, beautifully appointed bungalow located 1/2 a block from the beach and walkable to a vibrant downtown. Located about a 30 minute drive to Stennis Space Center and less than an hour drive to New Orleans. Across the Bay Bridge, discover neighboring towns of Mississippi’s “Secret Coast".

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, 156 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
4.93 out of 5 average rating, 107 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.

Popular amenities for Diamondhead rentals with a pool

When is the best time to visit Diamondhead?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$18,619 GYDG$19,665 GYDG$18,828 GYDG$17,991 GYDG$17,573 GYDG$19,874 GYDG$19,874 GYDG$17,573 GYDG$17,991 GYDG$23,849 GYDG$20,502 GYDG$20,292 GYD
Avg. temp11°C13°C16°C20°C24°C27°C28°C28°C26°C21°C15°C12°C

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 G$12,552 GYD 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!