Holiday rentals with a pool in Ocean Springs

Cozy Beach Condo | 2 Pools | Near Keesler

A stay so inviting, you won’t want to leave. Relax and unwind at Baers Beach Bungalow, just steps from the beach. This renovated top-floor condo (stairs only) offers Gulf breezes, a slight beach view, and no upstairs neighbors. Features: • Queen bed • 50” Smart TV w Firestick • High-speed Wi-Fi • Pool & fitness center • Free parking • Keyless entry • Beach access across the street Max 2 guests. No pets per HOA. Train nearby; earplugs provided. Perfect for a couples getaway or Gulf Coast escape.

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

Downtown Dream is your ideal Ocean Springs retreat! This inviting 2-bedroom condo sleeps 6 and features a pool, golf cart, grill, fully equipped kitchen, WiFi, & Smart TVs (no cable). Perfectly situated just steps from the beach, enjoy sun-soaked days and stunning sunsets. Explore vibrant downtown, with its array of restaurants, bars, shops, and local attractions right at your doorstep. Discover Ocean Springs' rich culture at nearby museums, stroll through parks, and enjoy outdoor activities.

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!

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.

Come and "Stay Awhile" at Oak Shores

Come "Stay Awhile" at my beautifully updated condominium. I am located directly across the street from beautiful Biloxi Beach. I am centrally located within minutes of several 5-star casinos, including the Beau Rivage and Hard Rock . The entertainment and dining options are endless. After a busy day, you can return to enjoy the 2 beautifully updated pools on property and cook a delicious meal in my fully stocked kitchen. You will love visiting Biloxi as much as I love living here!

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.

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.

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.

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!

8th Floor Condo | On the Beach | Walk Boardwalk

Beachfront 8th floor condo at Sea Breeze—the only condo directly on the beach in Biloxi. This 2BR/2BA offers a private Gulf view balcony, king primary suite with floor to ceiling windows and jetted tub, plus a queen guest suite. Fully stocked kitchen, washer/dryer, and fiber internet. Located on the Biloxi Boardwalk — walk to restaurants, entertainment, casinos, and shopping. Enjoy 2 pools, gym, sauna, BBQ area, and gated parking.

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.

Heated Saltwater Pool + Game Room

Escape to Blissful Beach Retreat — your private family oasis on the Mississippi Gulf Coast! Enjoy a heated saltwater pool in a spacious 1,200 sq ft screened enclosure, a fun-filled game room, and over 2/3 acre of fenced yard with fruit trees. Just minutes from Ocean Springs beaches, downtown dining & art scene, and Biloxi casinos. Perfect for multi-generational vacations, kid-friendly getaways, and well-behaved pets.