Vacation rentals with a pool in Diamondhead

4.98 out of 5 average rating, 116 reviews

A spacious, open living area features a comfortable sectional sofa and a wooden coffee table. Light-colored walls complement the tiled floor, while a dining table is visible in the background. Large windows allow natural light to fill the space, creating a bright atmosphere.

Condo in Long Beach

Lovely Long Beach Condo With Pool and Beach View!

Beautiful, newly renovated Long Beach Condo. The unit is in a great family friendly, quiet, safe complex. We are less than a mile from downtown Long Beach, 5 Miles to Gulfport, and 10 miles to Bay St Louis. You have a beautiful Gulf view from the 2nd story porch. 2 Queen Size Beds and Flat Screen TVs in all the rooms. The unit is equipped with a Washer/Dryer as well. The condo is fully equipped for long term rentals. The complex has a pool and plenty of parking. You won't be disappointed!

FamilyValueNearby

A waterfront home is shown, featuring a spacious deck and a private boat launch. The structure is positioned alongside a canal, with neighboring homes visible in the background. The calm water reflects the clear blue sky above.

4.89 out of 5 average rating, 124 reviews

*Pelican Pass* Golf/Fish/Swim / Incredible water v

Located in prestigious timber ridge community this water front home has it all! A community that features the Pass Christian Isle golf course, a swimming pool, and a large boat launch. Pelican Pass is a 3 bedroom 3 full bathroom home on the canal featuring its own private boat launch/lift and a bonus game room. Enjoy panoramic water views from our spacious deck or from most rooms in the house with fishing right from the on site dock. Each room in the house features brand new smart tvs and

ValueFamilyComfort

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, 102 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

LocationFamilyBathroom

Superhost

An open-concept studio apartment is showcased, featuring a well-equipped kitchen with white cabinetry and wooden countertops. Natural light fills the space through large windows draped with patterned curtains. The living area includes a comfortable sofa, with a spacious bed visible in the background.

Condo in Diamondhead

4.88 out of 5 average rating, 48 reviews

"116 On the Green"

116 On the Green is the perfect place for you and your family to enjoy a stay on the desirable Mississippi Gulf Coast. You can step out on the back patio and enjoy your coffee and watch golf as our studio apartment sits on the 12th hole. There are two eighteen-hole golf courses and a nearby pool just steps away to enjoy. Bring your appetite and enjoy dinner in or around Bay St. Louis. The beach is only a short drive away and New Orleans is less than one hour away. Located on the first floor!!

LocationFamilyAccuracy

4.99 out of 5 average rating, 138 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!

LocationFamilyQuiet

A spacious elevated home is shown surrounded by trees, featuring a circular above-ground pool and an outdoor seating area with a fire pit. A deck with stairs leads to the entrance, and a grill is visible nearby, creating an inviting outdoor space.

4.91 out of 5 average rating, 152 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.

FamilyLocationIndoor spaces

4.96 out of 5 average rating, 208 reviews

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!

ValueFamilyNearby

4.92 out of 5 average rating, 270 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.

FamilyLocationBiking

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, 109 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.

LocationFamilyAccuracy

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, 161 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.

LocationFamilyWifi

A spacious vacation home is set within a natural landscape, featuring a fenced heated pool. Umbrellas provide shade around the pool area, while palm trees frame the exterior. The home's multiple decks overlook the surrounding greenery and can be accessed via outdoor stairs.

4.94 out of 5 average rating, 110 reviews

Heated Pool! Petite Retreat in The Pass

The Petite Retreat in The Pass A Serene, Sublime, Self-Contained Vacation Rental The Petite Retreat in The Pass in Pass Christian, Mississippi offers upscale lodging with a heated pool and a full array of amenities to keep the whole family happy without ever leaving the property! Wake up to stunning sunrises over the golf course to the east and enjoy striking sunsets over the bayou to the west. Nature's bounty surrounds this magical home.

LocationValueAir conditioning

4.96 out of 5 average rating, 118 reviews

A large outdoor swimming pool is surrounded by a stone patio, featuring a clear blue water surface. Lush greenery and tall trees provide shade in the background, enhancing the tranquil atmosphere. A basketball hoop is positioned nearby, adding a recreational element to the space.

Guest suite in Kiln

Mermaids and Moonshine

Comfy cozy studio with lots of extras! Super comfortable bed! 15 minutes to the Beach! Close to Hancock County Fair Grounds, Stennis Space Center, Hancock Sports complex, Centrally located between Gulfport MS and Slidell LA. We are one hour from New Orleans. Come be our Guest! Enjoy the Pool, Barbecue, Fire pit and outdoor areas. This is a perfect spot if you are visiting family but want your own space!

FamilyLocationGetting around

Popular amenities for Diamondhead rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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, 104 reviews

Beach Bungalow - Private Pool+Walk to Town & Beach

LocationFamilyCheckout

4.85 out of 5 average rating, 132 reviews

The exterior of the multi-level house features a private pool surrounded by a safety fence. A shaded seating area and outdoor dining space are visible beneath the house, with green grass extending around the property. Tall trees provide natural shade and enhance the outdoor space.

Home in Waveland

Coastal Oasis - Heated Pool, Walk to Beach!

ValueFamilyAir conditioning

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, 151 reviews

Family Home "Lone Star Cabana" Shared Pool!

FamilyValueShared spaces

4.94 out of 5 average rating, 106 reviews

Home in Gulfport

Serene Beach Oasis with Heated Pool

FamilyLocationBathroom

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!

LocationFamilyCleanliness

5.0 out of 5 average rating, 23 reviews

Henley House - Enjoy Pool, Old Town or Beach

ValueFamilyBeach

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, 52 reviews

The Boat House Bay St. Louis

LocationFamilyBackyard

5.0 out of 5 average rating, 29 reviews

The View | Waterfront • Pool • Paradise •Golf Cart

LocationFamilyView

Condo rentals with a pool

4.92 out of 5 average rating, 117 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!

FamilyLocationLaundry

4.86 out of 5 average rating, 292 reviews

Beach Getaway

FamilyValueIndoor spaces

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, 113 reviews

Beautiful Views Biloxi Beach Condo

ValueLocationParking

Lounge chairs are arranged around a pool area overlooking the beach. The water of the pool reflects clear blue skies. Palm trees can be seen in the background, enhancing the coastal ambiance.

4.99 out of 5 average rating, 128 reviews

8th Floor Condo | On the Beach | Walk Boardwalk

LocationFamilyHospitality

4.8 out of 5 average rating, 157 reviews

Biloxi Beach Condo @ 2046 Beach Blvd, Biloxi

LocationValuePets

The studio features a comfortable sofa and a small dining area, with a table and colorful chairs. A dresser is positioned beside the bed, and the wall is adorned with various round mirrors. Soft lighting and a neutral color palette create a welcoming environment.

4.97 out of 5 average rating, 260 reviews

Ground Floor Beach & Casino Getaway!

LocationFamilyGetting around

4.92 out of 5 average rating, 133 reviews

Sunny Beachfront Biloxi Condo w/ Resort Amenities!

ValueLocationHospitality

4.97 out of 5 average rating, 258 reviews

Contemporary Biloxi Condo for 2 - Oak Shores

LocationFamilyLaundry

Other vacation rentals with a pool

4.95 out of 5 average rating, 20 reviews

A patio area features a round black metal table surrounded by four matching chairs. Bright umbrellas provide shade, with one red umbrella prominently positioned. A view of lush greenery is visible beyond the railing, creating an inviting outdoor space.

Townhouse in Diamondhead

Diamond on the Gulf

FamilyLocationAir conditioning

5.0 out of 5 average rating, 43 reviews

Apartment in Diamondhead

Lacey's Coastal Cabana - Charming & Quiet Condo

LocationFamilyOutdoor spaces

5.0 out of 5 average rating, 39 reviews

The living area features a comfortable sofa adorned with striped cushions, flanked by two armchairs. A round coffee table sits at the center, and a textured rug lies beneath. Light is provided by two stylish lamps, while mirrors accentuate the space.

Condo in Diamondhead

Vibez on the Lanai @Diamondhead

LocationValueView

4.93 out of 5 average rating, 30 reviews

A comfortable living area is presented with a beige sofa and a plush armchair, accompanied by a round dining table with four white chairs. Natural light filters through a window, illuminating decorative wall art and enhancing the inviting ambiance.

Condo in Diamondhead

1BR/1BA w/POOL & Golf - Sunshine Oaks

LocationFamilyGetting around

4.97 out of 5 average rating, 37 reviews

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.

Home in Waveland

Waveland Beach Cottage 213

ValueFamilyHot tub

5.0 out of 5 average rating, 18 reviews

Cozy Old Town Cottage

LocationFamilySleep quality

Townhouse in Pass Christian

4.95 out of 5 average rating, 21 reviews

Pass Christian 3BR Townhome - Sleeps 6 - Pool

FamilyLocationSleep quality

A two-story home is depicted, elevated on stilts and surrounded by lush greenery. A spacious driveway leads to the covered parking area beneath the home, showing a well-maintained exterior with a welcoming porch and stairs leading to the upper level.