Holiday rentals with a pool in Waveland

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.

4.91 out of 5 average rating, 153 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.

4.97 out of 5 average rating, 161 reviews

An open living area is presented with a spacious sofa and coordinating armchairs. Large windows invite natural light, complementing the light-colored walls and tiled flooring. A dining table with chairs is visible, alongside a kitchen area featuring a coastal-inspired design.

Condo in Long Beach

Beautiful Long Beach Condo with Ocean View+Pool!

Pristine condo right on Beach Blvd. Grab your flip flops and walk across the street to the beach and enjoy the beautiful sunsets. Stainless steel appliances, granite counter tops, and Flat Screens in each room. Our condo has a beautiful beach view from 2nd story balcony. Long Beach is the hidden gem of the Mississippi Gulf Coast. Hop in the car and visit the sights in Gulfport, Biloxi, Ocean Springs, Pass Christian, and Bay St Louis. All are filled with great shops, restaurants, and museums.

A spacious front porch features several white rocking chairs that face the waterfront, offering views of the serene bay. Lush greenery is visible in the surrounding area, while the walkway leads toward a scenic road by the water.

4.96 out of 5 average rating, 104 reviews

Southern Charm-Beach Front BSL with Saltwater Pool

New Saltwater Pool Spring 2026! Unwind in delightful Olde Town Bay St Louis at our Southern Charm beachfront paradise. Gorgeous modern home-Southern Charm at its finest! Two story 3br, 3.5 bath, Sleeps 6, washer dryer wifi and cable, if you dare leave the majestic views from our old world front porch rocking chairs.. Walk the beach, fish the pier or walk to local restaurants shops bars and enjoy! Ask about adding on our Guest Cottage for up to 4 additional guests at a small nightly rate

4.99 out of 5 average rating, 140 reviews

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.

Condo in Gulfport

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!

4.91 out of 5 average rating, 158 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.

Holiday home in Bay St. Louis

Main St BSL: Private Pool & Golf Cart | Sleeps 10

****Now with private heated pool added May 2023**** Welcome to Hidden Paradise on the Bay, a 3 bedroom 2 1/2 bath curated cottage on Main Street in the heart of old town Bay Saint Louis, MS. 2 blocks from the marina and steps away from shopping and restaurants. Take the complimentary golf cart to the beach or for coffee and antiquing, take in a parade or cruising the coast right from the front porch swing. This family friendly home has a private pool and fire pit area for entertaining!

4.95 out of 5 average rating, 105 reviews

4.92 out of 5 average rating, 120 reviews

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.

Condo in Long Beach

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....

4.92 out of 5 average rating, 271 reviews

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

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.

The charming beach house is surrounded by lush greenery and features a well-maintained garden area. A gravel path leads to the entrance, with welcoming steps leading up to a covered porch adorned with ceiling fans. A picket fence encloses the inviting front yard.

4.99 out of 5 average rating, 105 reviews

Beach Bungalow - Private Pool+Walk to Town & Beach

Uniquely sophisticated and charmingly luxurious beach house with a private saltwater pool in Bay St. Louis' Historic District. Experience all that Bay St. Louis has to offer from this cozy, beautifully appointed bungalow located 1/2 a block from the beach and walkable to a vibrant downtown. Located about a 30 minute drive to Stennis Space Center and less than an hour drive to New Orleans. Across the Bay Bridge, discover neighboring towns of Mississippi’s “Secret Coast".

A heated saltwater pool is framed by lounge chairs and an umbrella, and a fire pit with a glass top sits nearby, producing a warm glow. Soft lighting illuminates the surrounding area, creating a relaxed outdoor setting that encourages leisurely gatherings.

4.99 out of 5 average rating, 113 reviews

Spencer's Way Beach House B with heated pool

Come and relax with the family at our newly constructed beach themed home. Blocks away from the center of Bay St. Louis and the beach. The Bay has a small city Key West vibe, with boutiques, antique shops, great restaurants with live music. Beautiful new HEATED saltwater pool with cabana, barbecue area, refrigerator and sink, bar with TV, blue tooth speakers for your enjoyment. We invite you to stay at our cozy place and have a good time. Pool is shared with both units.

5.0 out of 5 average rating, 78 reviews

Natural light cottage-pool, golf cart, pit, VIEWS

Wave it Out LLC is a bright & modern home with lots of natural light. We are blessed with a beautiful beach view which sets us apart from most rentals in the area nor do we have neighbors directly on either side of us which our guests LOVE!! Please compare prices for a beach view, ability to walk to the beach, private pool, no direct neighbors … we are hard to beat!!! Check out our reviews!! AMTRAK goes from BSL to NOLA daily so perfect way to do a MS/NOLA combo trip!!

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.

4.96 out of 5 average rating, 164 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.

Popular amenities for Waveland rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.95 out of 5 average rating, 113 reviews

Waterfront Comfort With Pool - Sleeps 8!

5.0 out of 5 average rating, 24 reviews

The Sunny Side Beach House | Walk to Beach | Pool

5.0 out of 5 average rating, 54 reviews

Gulf Views/walk to Beach/pool/pet friendly fee

5.0 out of 5 average rating, 26 reviews

Henley House - Enjoy Pool, Old Town or Beach

An aerial view showcases a spacious property featuring a fenced-in pool area with lounge chairs and palm trees. The house is raised on stilts, with a wraparound balcony that offers seating. Surrounding greenery enhances the open landscape, providing a serene outdoor space.

4.97 out of 5 average rating, 37 reviews

Waveland Beach Cottage 213

4.91 out of 5 average rating, 11 reviews

Mermaids Hideout, w/ Sailors Den Near Beach, Pool

4.92 out of 5 average rating, 26 reviews

The Buccaneer at Clermont Bay

An in-ground swimming pool is surrounded by lounge chairs, set within a landscaped area. A screened-in porch is furnished with vibrant cushions and seating, offering a relaxed outdoor gathering space. The exterior of the house displays a two-story design with steps leading to the entrance.

4.87 out of 5 average rating, 53 reviews

The Boat House Bay St. Louis

Condo rentals with a pool

4.92 out of 5 average rating, 134 reviews

Sunny Beachfront Biloxi Condo w/ Resort Amenities!

A multi-story condominium building is depicted, showcasing a large swimming pool surrounded by palm trees. The beach is visible in the background, along with a clear blue sky. Parking space is available in the foreground, providing easy access to the property.

4.96 out of 5 average rating, 114 reviews

Beautiful Views Biloxi Beach Condo

4.85 out of 5 average rating, 294 reviews

Beach Getaway

4.8 out of 5 average rating, 159 reviews

Biloxi Beach Condo @ 2046 Beach Blvd, Biloxi

The studio features a spacious bed with a decorative headboard, complemented by two pillows and a neutral-toned blanket. A small seating area with two upholstered armchairs is situated nearby, while natural light filters in through a window adorned with blinds.

4.91 out of 5 average rating, 174 reviews

The Ritz

4.97 out of 5 average rating, 259 reviews

Contemporary Biloxi Condo for 2 - Oak Shores

4.94 out of 5 average rating, 128 reviews

A sandy beach scene features a welcoming sign marking the Mississippi Gulf Coast. Palm trees are scattered along the shoreline, and a gazebo is visible in the distance under a partly cloudy sky. Soft waves can be seen lapping against the shore.

Condo in Gulfport

Agape Bay - Sienna on the Coast Unit 102

A spacious studio area features a large bed with striped bedding and a flat-screen TV mounted on the wall opposite. Light-colored furniture, including a storage cabinet and small dining table with two chairs, complements the room. The kitchen area is visible in the background, highlighting cabinets and appliances.

4.93 out of 5 average rating, 261 reviews

Beautiful Biloxi Getaway Beach Condo!

Other holiday rentals with a pool

Superhost

A serene outdoor pool area is surrounded by lush greenery, providing a tranquil setting. Lounge chairs in bright teal offer relaxation options near the water's edge, while the pool is framed by smooth stone and well-maintained landscaping.

Villa in Bay St. Louis

Relaxing 5-Bedroom Home with Outdoor Pool and Bar

4.77 out of 5 average rating, 81 reviews

A private pool is bordered by a concrete patio, offering space for relaxation. Below the elevated home, an outdoor bar area is visible, accompanied by comfortable seating. The light blue exterior of the home adds a cheerful touch to the landscaped surroundings.

5.0 out of 5 average rating, 53 reviews

The Pelican

4.89 out of 5 average rating, 18 reviews

An outdoor seating area is presented with comfortable furniture, including a coffee table and cushioned chairs. A television is mounted behind open shutters, and a stack of firewood is stored nearby. The setting is shaded and features light-colored walls, creating a relaxing atmosphere.

Home in Pass Christian

Fabulous Waterfront Getaway!

A charming single-story home is shown, featuring a welcoming yellow front door framed by colorful plants and flowers. An American flag hangs proudly from the porch. A spacious lawn surrounds the house, complemented by tree foliage in the background.

4.88 out of 5 average rating, 24 reviews

Baycation Getaway 3/2 with Private Pool

A heated saltwater pool is outlined by a gently curved concrete deck, inviting relaxation. The spacious outdoor area features white Adirondack chairs arranged near a table, with fans overhead for comfort. Surrounding greenery and trees enhance the peaceful outdoor setting.

5.0 out of 5 average rating, 76 reviews

Yeah Bay-by! in Old Town BSL - king bed

5.0 out of 5 average rating, 31 reviews

Home in Pass Christian

The View | Waterfront • Pool • Paradise •Golf Cart

5.0 out of 5 average rating, 21 reviews

Escape to the Bay Shores with Pool and Golf Cart