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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
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
4.9 out of 5 average rating, 145 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
Flat in Diamondhead
5 out of 5 average rating, 17 reviews

Lacey's Coastal Cabana - Charming Poolside Condo

Welcome to Lacey’s Coastal Cabana, the only 1st-floor poolside STR in the complex—dive in anytime! This freshly revamped 1BR combines the coziness of a weekend getaway with the practicality of extended stays (full-sized kitchen & washer/dryer). 20 mins to sandy shores, 15 to casinos, 45 to NOLA. Golf, tennis, & country club perks are a quick stroll. Stream Hulu, Disney, & ESPN on us to catch the big game. Your local host is minutes away, ready to make every stay seamless & unforgettable!

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.
Apartment in Gulfport
5 out of 5 average rating, 108 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.

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.
Apartment 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
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, 257 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.

Guest favourite
A cozy living area features a gray sofa adorned with turquoise cushions. Two white wicker chairs with blue accents provide additional seating. A round, white coffee table with a small plant centers the space. Three landscape photographs hang above the sofa, enhancing the ambiance.
Apartment in Diamondhead
4.93 out of 5 average rating, 46 reviews

Beautiful condo on Golf Course

Relax with the whole family for a fun yet relaxing getaway. This gorgeous second floor condo overlooks a crystal clean pool and is walking distance to Diamondhead country club which features a golf course, tennis, pickleball, swimming and restaurants. And, if you need to get a little work done during your stay, there’s a desk and comfortable work chair with a great view of the pool and garden area. You’ll be close beaches, casinos and other fun activities during your stay.

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.
Guest house 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.

Popular amenities for Diamondhead rentals with a pool

When is the best time to visit Diamondhead?

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Avg. price€ 71€ 77€ 78€ 74€ 72€ 82€ 82€ 72€ 74€ 98€ 84€ 83
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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 € 52 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 & 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

  • 4.8 Average rating

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