Holiday rentals with a pool in Jackson County

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!

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!

Downtown Getaway| Walk to Beach | Family-Friendly

Welcome to The Shearwater on Porter Avenue by WKNDR Getaways — a bright, stylish condo in downtown Ocean Springs. Walk to Front Beach, shops, cafes, and galleries, or drive 10 minutes to Biloxi. Enjoy family-friendly amenities like a pool, game room, stocked kitchen, eco toiletries, toxin-free cleaners, and beach gear. Perfect for couples, small families, or remote workers seeking comfort, coastal charm, and thoughtful touches for an unforgettable stay.

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!