
Holiday rentals with a pool in Jackson County
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Top-rated rentals with a pool in Jackson County
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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.

Pool! Double Master suite 2 mi from Downtown OS!
Only 1.4m from downtown Ocean Springs, the Pink Flamingo is in a quiet upscale neighborhood on a golf course and close to everything OS has to offer. Great for families, girls trips, couples and more with huge backyard w/ above ground pool, 2 master BRs w/ own bathrooms, 2 full living rooms, covered patio, pool deck and more. A 5-minute walk to Gulf Hills Resort, with newly renovated Sunset Lounge and Capone’s Restaurant, clubhouse to book tee times, and sunset views by the bayou.

Luxury Bayou Experience - w/pool in Ocean Springs!
Luxury Bayou Experience is a meticulously maintained three-bedroom property not far from historic and artsy downtown Ocean Springs and the beautiful beaches of the Mississippi Gulf Coast. Luxury Bayou Experience provides all the comforts you need. It is the perfect place for a romantic weekend getaway, as well as week-long vacations with the family lounging around your own private in-the-ground pool (available to heat for a small fee)! NO LIFEGUARD ON DUTY! SWIM AT YOUR OWN RISK!

Waterfront Bayou Escape
Make yourself at home in our peaceful coastal condo situated on the gulf coast in Ocean Springs. This charming space has everything you and your guests need from Bayou sunsets, to direct water access, and only a short drive to the well known Government Street. There you will find adorable shops, delicious restaurants, and plenty of night life. Whether visiting for the Peter Anderson art festival, Crusin’ the Coast, or just a weekend get away, this is a great spot for you.

Emerald Coast Paradise
Come for the holidays fully decorated Dec 15-Jan 15. Smart TV's in all Rooms ! Large Pool! Relax with the whole family at this peaceful place to stay. Pets Welcome. 500Mbs, Wi-Fi,4KTV's . Regulation Volley Ball Net, Cornhole Competition Dart Board and yard games. Come and be assured an Amazing stay! Miles of Beaches North of Biloxi! More then you need supplied unlike most Vacation Rentals! We live there when there are no clients so ours becomes Yours!! Pets Welcome.

Wonderful/Hottub/Pool/Dogs/River/Boatslip/Peaceful
Enjoy our POOL, HOT TUB, AND NEAR BY BEACHES.Huge deck for fun in the sun fishing and river goes straight to Gulf. Bring DOG, BOAT, OR RENT ONE. A 20 minute drive to Casinos or Ocean Springs. Right off highway to stores, food, and town, yet tucked away in Hidden Gem boating community. Right off 90 with BOAT LAUNCH, Splash Playground and Marina around the corner. Enjoy gas fire pit, grill, picnic tables, huge Smart TVs, Game room, kids play kitchen, and work from home.

Cozy Condo near Beach | Pool + BBQ Access | WiFi
Stay here and enjoy beaches, casinos, and delicious food all within a short drive! Enjoy all the comforts of home, including a kitchen, diner, a living room, and cozy bedrooms. It’s also the perfect place to rest and chill with loved ones by the outdoor pool (opened from June 1st-September 1st), and fire up the grill! Restaurants / Groceries – 2-6 min drive Golfing – 8-11 min drive Beaches – 12-20 min drive Book For Lasting Memories In Gautier — See Details Below!

Secluded Waterfront Home w/Outdoor Kitchen & Bar
"Wine Down and Relax" at this unique and tranquil getaway located on Biloxi's Back Bay Bayou. This home is centrally located whether you are going to an Art Festival in Ocean Springs, Biloxi Casinos, Golfing, Charter Fishing, or shopping at the outlets. This home has an outdoor patio with a fully equipped kitchen, bar top and everything you need to entertain and relax. This home is furnished with warm colors and natural wood accents to make anyone feel at home!

Marée Maison Downtown OS Oasis
The home is the epitome of Ocean Springs luxury. Every finish is thoughtfully chosen, blending luxury with laid-back coastal charm. This pool house offers an oversized master suite, open-concept living, and a sleek kitchen for entertaining or relaxing. Outside, the enclosed backyard is your private oasis. Step from the covered porch into a sparkling pool—the home’s centerpiece. Sunbathe, dine alfresco, or unwind in the sauna.

Fully Furnished Condo near Chevron/ Beach/ Casino
This fully furnished condo is your home away from home. It is perfect for weekend getaway or longer stay. It is right off I-10 and near HWY 90. Perfect for worker at Chevron, Ingalls, and US Port in Pascagoula, MS. It is about 20 minutes to the closest beach and less than 30 minutes from the Casinos in Biloxi and Ocean Spring, MS. You will be close to everything when you stay at this centrally-located place.

2 Br Cottage, Swimming Pool & EV Charger
This cozy little cottage is a pleasure to the eye, with the sounds of the country and the uniqueness of the design sure to entertain your senses. There are plenty of fun activities to get you moving and excited. You can also relax at the pool, enjoy one of the pergola areas, and even take a nap in the hammock. It's all up to you! It is located north of I10 in the Cumbest Bluff area.

Chateau De La Mar w/POOL - Downtown Ocean Springs!
***UNDER NEW MANAGEMENT*** Chateau De La Mar is a meticulously maintained luxurious four-bedroom property in the heart of historic downtown Ocean Springs and near the beautiful beaches of the Mississippi Gulf Coast. It is the perfect vacation rental for a romantic weekend getaway, or week-long vacations with the family lounging around your own private in-the-ground pool!
Popular amenities for Jackson County rentals with a pool
House rentals with a pool

Waterfront Paradise with a Heated Pool & Fire Pit!

Walk to the Beach! Casinos! Heated pool, Hot tub!

Endless Summer Retreat w/ Private Pool near Beach

Lux Coastal Oasis | Pool • Hot Tub • Game Room

Coastal Gem in Ocean Springs

Shadowlawn 4 bedroom w/POOL in golfcart district!

Home with Private Pool on Golf Course

Luxury Beachfront Living! Epic Ocean Springs Home
Condo rentals with a pool

Pool & golf cart! Near the Beach and Downtown!

Golf Cart | Pool | Beach | Hey Y'all Hideaway

Downtown Getaway| Walk to Beach | Family-Friendly

2BR/1BA • King+Queen • Golf Cart • Pool • Grill

Downtown OS 2 bed/ 1 bath Pool and close to beach

Harbor Landing water view & pool in Ocean Springs!

FREE Golf Cart with 5-Night Stay @The Funky Oasis!

The Seabreeze Bungalow
Other holiday rentals with a pool

4BR/3BA Ocean Springs Home With Luxury Amenities

The Salty Oak- Pool, Quiet, & Convenient

Pelican's Perch

The Porter Passage

Lovely furnished 2 bedroom unit with pool

Cozy Coastal Getaway in Ocean Springs, Mississippi

Our Haven in the Springs A waterfront condo

The Porter Revival
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- Biloxi Beach
- Gulfport Beach, MS
- Gulf Island National Seashore
- Mississippi Aquarium
- USS Alabama Battleship Memorial Park
- Hernando Beach
- West End Public Beach
- Bienville Beach
- Surfside Shores Beach
- Grand Bear Golf Club
- Magnolia Grove Golf Course
- Ocean Springs Beach
- Dauphin Island East End Public Beach
- Fort Conde
- East Beach
- Dauphin Island Beach
- Fallen Oak Golf
- Henderson Point Beach
- Dauphin Beach
- Long Beach Pavilion
- The Preserve Golf Club
- Shell Landing Golf Club
- Public Beach
- Get Wet