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.

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Guest favourite
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
4.94 out of 5 average rating, 108 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.

Top Guest favourite
A charming front porch is framed by lush greenery and vibrant flower beds. The porch features two white rocking chairs and a hanging flag. Flowering plants in shades of purple and pink add color, while ornamental grasses provide texture throughout the well-maintained garden.
Guest suite in Ocean Springs
5 out of 5 average rating, 288 reviews

Hillside Hideaway Downtown Studio B&B Pool Gardens

Looking for some peace and tranquility in downtown Ocean Springs? Look no further! The Hillside Hideaway Downtown Studio is your new home away from home designed with comfort and convenience in mind. Your quaint accommodations include a living/dining area, kitchen, bedroom, and bathroom all located only a few blocks from restaurants, shops, bars and the beach. This space has been recently renovated and is brand new. *There is construction happening nearby. We hope this doesn’t affect your stay.

Guest favourite
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, 147 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 favourite
A waterfront home is depicted, featuring a two-story structure with a red exterior and a spacious deck. The deck overlooks a calm canal with docks on either side. Nearby homes and lush greenery are visible, along with an expansive view of the water extending towards the horizon.
Home in Pass Christian
4.88 out of 5 average rating, 115 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 favourite
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
5 out of 5 average rating, 109 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 favourite
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, 120 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.

Guest favourite
A patio area features a round black metal table surrounded by four matching chairs. Bright umbrellas provide shade, with one red umbrella prominently positioned. A view of lush greenery is visible beyond the railing, creating an inviting outdoor space.
Townhouse in Diamondhead
4.9 out of 5 average rating, 10 reviews

Diamond on the Gulf

View sunrises from the front deck, and sunsets from the rear as herds of deer feed just outside. Margaritaville and the George Ohr Pottery Museum are located in nearby Biloxi. Explore a charming former railroad town of Ocean Springs with its shopping and dining district. And it's only a 15-20 minute drive to sandy beaches in Waveland and Bay St Louis from Diamondhead. Free parking is available along the beach road and side streets. Nearby casinos offer seafood buffets throughout the week.

Top Guest favourite
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, 101 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 favourite
An expansive yard surrounded by lush greenery is featured, with the historic estate rising prominently in the background. Large oak trees provide shade, while ornamental plants and a gazebo add charm to the landscape. The driveway leads towards the house, inviting exploration.
Holiday home in Long Beach
4.87 out of 5 average rating, 135 reviews

Shell House Estate Pool House

Shell House a 170 year old private estate that sits on three acres with 500 year old registered live oak trees. Located on the Gulf of Mexico there is a private beach just out your front door.. The property is walking distance to restaurants, fishing and sailing. We are also a short distance from 12 Casinos. The estate has a Pool House that sleeps 6 two in one room and four in the other room. A Bungalow that sleeps 4 two in one room and two in the other room. See Photos.

Top Guest favourite
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
4.95 out of 5 average rating, 152 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 favourite
A spacious pool area is framed by a wrought iron fence, featuring a gazebo with comfortable seating and a fireplace. Lush greenery surrounds the space, enhancing the tranquil outdoor setting. The pool has a gentle curve, inviting relaxation under the open sky.
Guesthouse in Long Beach
4.96 out of 5 average rating, 157 reviews

Relaxing getaway in a peaceful resort setting.

Our cottage is in a beautifully landscaped private resort setting with pool, gazebo with fireplace and TV, gardens, outdoor kitchen/gas grill and outdoor eating area. It is near area beaches and great restaurants, as well as the Island View Casino. For overcast days, there are numerous board games, puzzles, and interesting books along with a very high-speed internet connection. Perfect for a romantic getaway, pool vacation, or grilling while watching a game.

Guest favourite
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, 102 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?

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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 $85 AUD per night before taxes and fees

  • Verified guest reviews

    Over 780 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Diamondhead holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Diamondhead rentals

  • 4.8 Average rating

    Diamondhead stays are highly rated by guests—averaging 4.8 out of 5!