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Holiday rentals with a pool in Diamondhead

Find and book unique homes with a pool on Airbnb

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 €60 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

  • 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!

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 favourite
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.
Apartment in Long Beach
4.97 out of 5 average rating, 161 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.

Superhost
An inviting outdoor space features a sparkling pool surrounded by lounge chairs and shaded areas. A hot tub sits nearby beside a tropical-inspired backdrop with palm trees and wooden seating. The bright blue sky is dotted with fluffy clouds, enhancing the serene atmosphere.
Home in Bay St. Louis
4.91 out of 5 average rating, 153 reviews

Family Home "Lone Star Cabana" Shared Pool!

Welcome to the Lone Star Cabana—your cheerful coastal escape! Thoughtfully designed to offer tranquility and comfort, this one-of-a-kind retreat is part of the charming Once Upon a Tide Villas, featuring five individual units. Inside, you'll find cozy accommodations perfect for unwinding after a day of exploring. Whatever the reason for your trip we know you'll enjoy The Lone Star Cabana! Note: This is one of five units at Once Upon a Tide Villas. Common areas may be shared with other guests.

Top guest favourite
A spacious front porch features several white rocking chairs that face the waterfront, offering views of the serene bay. Lush greenery is visible in the surrounding area, while the walkway leads toward a scenic road by the water.
Home in Bay St. Louis
4.96 out of 5 average rating, 104 reviews

Southern Charm-Beach Front BSL with Saltwater Pool

New Saltwater Pool Spring 2026! Unwind in delightful Olde Town Bay St Louis at our Southern Charm beachfront paradise. Gorgeous modern home-Southern Charm at its finest! Two story 3br, 3.5 bath, Sleeps 6, washer dryer wifi and cable, if you dare leave the majestic views from our old world front porch rocking chairs.. Walk the beach, fish the pier or walk to local restaurants shops bars and enjoy! Ask about adding on our Guest Cottage for up to 4 additional guests at a small nightly rate

Guest favourite
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, 125 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.
Apartment in Gulfport
4.99 out of 5 average rating, 139 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
Home in Bay St. Louis
4.91 out of 5 average rating, 157 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
Holiday home in Bay St. Louis
4.95 out of 5 average rating, 104 reviews

Main St BSL: Private Pool & Golf Cart | Sleeps 10

****Now with private heated pool added May 2023**** Welcome to Hidden Paradise on the Bay, a 3 bedroom 2 1/2 bath curated cottage on Main Street in the heart of old town Bay Saint Louis, MS. 2 blocks from the marina and steps away from shopping and restaurants. Take the complimentary golf cart to the beach or for coffee and antiquing, take in a parade or cruising the coast right from the front porch swing. This family friendly home has a private pool and fire pit area for entertaining!

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.
Apartment in Long Beach
4.92 out of 5 average rating, 119 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 favourite
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, 105 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 favourite
A heated saltwater pool is framed by lounge chairs and an umbrella, and a fire pit with a glass top sits nearby, producing a warm glow. Soft lighting illuminates the surrounding area, creating a relaxed outdoor setting that encourages leisurely gatherings.
Home in Bay St. Louis
4.99 out of 5 average rating, 112 reviews

Spencer's Way Beach House B 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 city Key West vibe, with boutiques, antique shops, great restaurants with live music. Beautiful new HEATED saltwater pool with cabana, barbecue area, refrigerator and sink, bar with TV, blue tooth speakers for your enjoyment. We invite you to stay at our cozy place and have a good time. Pool is shared with both units.

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
4.96 out of 5 average rating, 163 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.

Superhost
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, 111 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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