Holiday rentals with a pool in Jackson County

4.99 out of 5 average rating, 72 reviews

A serene waterway reflects vibrant hues of orange and pink from the sunset. The wooden dock leads toward the calm water, with greenery lining the banks and a glimpse of homes in the distance, creating a tranquil atmosphere.

Home in Gautier

Wonderful/Hottub/Pool/EV/Dog/Boatslip/10mins-Beach

WONDERFUL! Private pool makes the vacation! July 4th open! As of June, the weather is hot, pool is perfect!We have a POOL,HOT TUB, NEAR BEACHES,and electric Vehicle charger. Huge deck for fun in the sun fishing and river goes straight to Gulf. Kids love it. Bring DOG, BOAT, OR RENT A CHARTER. 20 mins to Casinos or Ocean Sps. Off 90 with all nea by. Tucked away in Hidden Gem boating community.BOAT LAUNCH, Splash Playground and Marina.Gas fire pit, grill, picnic tables, huge Smart TVs,Game room.

Superhost

5 out of 5 average rating, 4 reviews

The Porter Stay- Downtown Ocean Springs

Enjoy coastal living in this charming 2-bedroom, 1-bath condo located in the golf cart district of downtown Ocean Springs. Just minutes from shopping, dining, beaches, casinos, nightlife, and entertainment, this home offers unbeatable convenience. The inviting layout and low-maintenance interiors make it ideal for full-time living or a weekend retreat. Residents also enjoy access to a community pool. We have a 6 passenger golf cart available for an additional fee. Message us if interested!

4.94 out of 5 average rating, 17 reviews

Flat in Ocean Springs

Poppy’s Bayou Place

Discover the perfect blend of relaxation and convenience in this beautiful waterfront condo overlooking the serene Simmons Bayou. Enjoy breathtaking sunrises and sunsets right from your private balcony in this gated community. Located just 10 minutes from vibrant Downtown Ocean Springs, you'll have easy access to a variety of top-rated restaurants, live entertainment & charming local boutiques. You're also just 15 minutes from the beach and popular casinos for even more fun & excitement.

An above-ground pool is surrounded by a wooden deck, featuring a large inflatable flamingo and colorful beach balls floating on the water. The setting sun casts a warm glow over the scene, with trees lining the background, creating a relaxing atmosphere.

4.96 out of 5 average rating, 119 reviews

Pool! 2x Primary Suites, 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.

4.9 out of 5 average rating, 48 reviews

Bonito Breeze | Private 3BR Coastal Oasis | Pool

Imagine a morning that begins with the soft coastal light of Ocean Springs and coffee on your private patio. At Bonito Breeze, we offer more than just a place to sleep; we offer a sanctuary. As a privately owned and managed home, our priority is your experience, not a corporate bottom line. After a day spent exploring the vibrant galleries and boutiques of Government Street, you’ll return to the quiet luxury of a true 3-bedroom residence. Spread out in the open-concept living area.

The pool house is framed by lush greenery, featuring a sparkling pool surrounded by six lounge chairs. The covered porch offers a relaxed seating area and a dining space, enhancing the tranquil outdoor environment.

4.97 out of 5 average rating, 36 reviews

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 is accessed through its own gated entrance, offering total privacy. Inside, you’ll find an oversized master suite, open-concept living space, and a sleek kitchen. 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.

A well-maintained outdoor area features a heated in-ground pool surrounded by a spacious patio. Colorful lounge chairs are positioned near the water, while a fully equipped outdoor kitchen and a pool house are visible in the background. Trees provide a natural backdrop for relaxation.

4.94 out of 5 average rating, 124 reviews

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!

Apartment in Ocean Springs

A dining area is presented, featuring a round table with four black chairs arranged around it. A textured light fixture hangs overhead, casting a soft glow. A plant is centered on the table, while artwork and framed prints adorn the walls, contributing to the cozy ambiance.

4.95 out of 5 average rating, 21 reviews

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.

Superhost

A well-lit living area features a comfortable couch and a glass coffee table, with vibrant artwork on the wall. The kitchen is equipped with modern appliances, while the adjacent dining space provides seating for four. A view of the outdoor pool area can also be seen.

Apartment in Gautier

4.75 out of 5 average rating, 96 reviews

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!

5 out of 5 average rating, 64 reviews

The outdoor area features a glowing turquoise pool surrounded by large planters with greenery. The two-story home is illuminated at night, showcasing the spacious patio and seating areas for evening relaxation. Soft lighting highlights the tranquil ambiance.

Home in Biloxi

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!

4.97 out of 5 average rating, 132 reviews

Emerald Coast Paradise

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 and supplied unlike most Vacation Rentals! We live there when there are no clients so ours becomes Yours!! Pets Welcome.