Vacation rentals in Diamondhead

Guesthouse in Bay St. Louis

A bright sunroom features large windows allowing natural light to fill the space. Comfortable seating includes a wicker couch and colorful accent chairs. A patterned area rug lies beneath a central coffee table, while decorative items add a cheerful touch throughout the room.

4.94 out of 5 average rating, 119 reviews

Main Street Retreat in Top-Rated Beach Town!

Cute coastal cottage in the heart of Bay St. Louis! Nestled behind a historic home on Main Street, this quiet retreat is just a few blocks from downtown shops, restaurants, the harbor and beach. One downstairs bedroom with queen bed, upstairs nook with a full & a twin. Partial kitchen with fridge, microwave and toaster oven, full bath (shower only). Relaxing patio and outdoor party room, plus covered fireplace area with hammock and ample seating. Enjoy the goldfish pond, outdoor space & more!

A row of slender palm trees stands along a sandy beach, with an expansive view of the calm water in the background. The pathway is lined with wooden fencing, providing access to the beach, while cloudy skies are overhead.

4.93 out of 5 average rating, 27 reviews

Gone Coastal- 2 King bed ensuites

Come &experience the best kept secret on the gulf coast. 3BR 3BA vacation home, gated community. 2 masters! Both upper bedrooms feature King beds and en-suites ( full bathrooms). Sleeps up to 7 or 8, located just 1.5 blocks from the gulfs white sand beaches, near Aquarium and water-park, casinos, restaurants, boating rentals, malls, golf walking/biking paths, pickleball nearby. Shared swimming pool. private laundry, private 4person hot-tub, full kitchen, coffee bar! 8 airports within 3.25 hrs.

4.86 out of 5 average rating, 7 reviews

An outdoor infinity pool is visible, surrounded by lounge chairs and framed by palm trees. Beach access is seen beyond the pool area, with expansive views of white sand and the ocean. The tranquil water reflects the blue sky, inviting relaxation.

Condo in Gulfport

Mermaids Retreat, heated pool & spa, luxury!

Sienna Luxury Condo, at the beach! Relax and refocus from the noise of life-2 bedrooms (King, Queen, Twin), 2 full baths, bunk room & private balcony overlooking white sand beaches. On site heated indoor pool, spa, sauna, fitness gym, outdoor infinity pool, sun deck, putting green, conference room, security & parking for 2 cars. Washer & dryer, smart TVs, soaps, trash bags & tissue provided. Condo sleeps 6. Beach towels provided. Highchair & pack N play provided. No smoking or pets.

4.97 out of 5 average rating, 67 reviews

A waterfront home stands elevated on pilings, featuring a spacious deck with wooden railings. A boat is docked at the water's edge, reflecting in the calm surface of the canal. Surrounding greenery enhances the serene environment.

Home in Bay Saint Louis

Beachin' & Fishin' In The Bay At Tahiti Retreat!

Enjoy water views from every room of the house. 3 BR / 2 BR Bay St Louis retreat in the Riverview Community right on a quiet canal at Jourdan river & Bayou La Croix . Each room has a queen size bed. Cable, Netflix. All linens included, kitchen fully stocked. Boat dock and launch available. Approx. 10 minutes from Old Town Bay St. Louis. Fine dining, local shops, beach access. Two Casino's are just minutes away. Top fishing & charter tours are nearby. We have a 3 night minimum stay.

4.97 out of 5 average rating, 31 reviews

A heated pool is framed by a wooden pergola, providing shaded seating areas with two lounge chairs. The surrounding fencing offers privacy while greenery is visible in the background, enhancing the tranquil outdoor space.

Home in Biloxi

Stunning Custom Home. Walk to Beach. Heated POOL!

Stunning home now available for short term stays. Recently renovated and professionally decorated. You will find that every area of our home was lovingly laid out to mazimize comfort and relaxation. Full kitchen for cooking all your favorite meals. Open living and dining area that is great for entertainment or family time. 4 bedrooms and 3.5 bathrooms leaves everyone with plenty of room to spread out. Enjoy a dip in the heated pool, a fire side chat or a short walk to the beach!

Cottage in Bay Saint Louis

The exterior of the home is showcased, featuring bright white stucco walls and a charming red-tiled roof. The façade includes multiple windows with awnings, while a welcoming American flag hangs from the front. A brick walkway leads to the entrance, bordered by a white picket fence.

4.99 out of 5 average rating, 136 reviews

My Bay Cottage Beach House

LOCATION! ONE OF A KIND RENTAL IN DOWNTOWN/OLD TOWN/BAY ST LOUIS WITHIN A BLOCK TO BEACH, SHOPS & RESTAURANTS, BICYCLE FRIENDLY! CHARMING HOME IS LIGHT, BRITE & BOASTS TONS OF NATURAL LIGHT! SPACIOUS KIT HAS LRG BUTCHER BLK ISL/BRK BAR, ROUND DINING TBL, DBL STAINLESS SINK, ABUNDANCE OF CABINETS & COUNTERS, ELEC OVEN W/GLASS CKTOP, POT RACK, MICRO, REFRIGERATOR & 2 STORAGE CLOSETS! KIT OPEN TO LIVING AREA , 2 LRG BDRMS, WITH A COMFY QUEEN BEDS! Registration Number: BSL046

A newly built coastal home is showcased with a spacious wrap-around porch and a set of stairs leading up to the entrance. The driveway leads to ample parking and offers glimpses of the nearby beach in the background.

4.98 out of 5 average rating, 121 reviews

Amazing Views Beach Home, 4Bed/3Baths

Feel your worries melt away at this stunning BRAND NEW 2022 gulf coast home. Designed with a family in mind, guests will love the modern open floor plan with crisp, clean, and fun décor. The home is nestled off Beach Blvd and has amazing beach views. The location is so convenient & our guests would feel all the love and great energy when spending time here. We hope you'll make many memories with friends and family in this sparkling beach home with all the extras.

A spacious porch features two bright yellow adirondack chairs, inviting relaxation. Lush greenery and a shaded front yard enhance the outdoor ambiance. Natural light filters through the window, while decorative pillows add a touch of comfort to the seating.

5 out of 5 average rating, 58 reviews

Cottage in Old Town! 3 King beds! Walk Everywhere!

Cozy Cottage in Old Town. Newly updated. 3 Bedrooms w/3 King Beds - each with 55" Smart TV's. Precious corner shaded lot w/amazing porch & beautiful front yard. Large fully enclosed back yard featuring patio dining area and swing. Perfect for couples and/or families and pets (w/non-refundable pet deposit). Only 3 blocks from Beach Blvd. Take an easy 10 min stroll or 5 min golf cart ride to marina, boardwalk, beaches, shops & restaurants! EV charger available.

5 out of 5 average rating, 118 reviews

The charming exterior of a cottage showcases a welcoming porch with white railings and a lantern. The house is painted in soft yellow, complemented by dark shutters. A well-maintained garden with colorful flowers surrounds the entrance, and a gravel path leads to the front door.

Cottage in Bay St. Louis

Siena Cottage

This Fully renovated 1890’s cottage, located in the heart of Old Town Bay St. Louis, will charm you! Enjoy a stylish experience at this centrally-located place. A beautifully decorated cottage conveniently located a block from downtown shops, restaurants, the harbor and beach has all the modern amenities for modern living for your stay. This home has 2 bedrooms and 2 bathrooms. It has an open floor plan with living, dining and kitchen. Registration Number: BSL057

5 out of 5 average rating, 4 reviews

A cozy living area features a brown sectional sofa arranged around a round wooden coffee table. Decorative accents include a patterned area rug and a floor lamp. A wall-mounted television sits above a modern fireplace, while a small side table adds function next to a black accent chair.

Home in Picayune

Chic Cottage In Town

Enjoy a stylish experience at this centrally-located place in the heart of town. Close to restaurants, shops, parks and more. This newly renovated chic cottage sleeps up to 7 with 3 private rooms with queen/full size beds and a comfy couch. Private back yard with seating and fire pit. Beaches, casinos, museums and more are just a 45 minute drive away. So if you're just getting away, coming in town for an event or visiting friends/family this is the place for you.

4.96 out of 5 average rating, 182 reviews

An elevated beach cottage is presented, featuring a green-trimmed exterior and expansive porch areas. The structure is surrounded by landscaped greenery, with stairs leading up to the main entrance. The nearby beach is visible in the background under a partly cloudy sky.

Home in Long Beach

The Nest, a waterfront cottage!

One of the most unique homes located on the Mississippi Gulf Coast! Imagine drinking your morning coffee or an evening glass of wine on this spacious front porch while over looking the breathtaking gulf! This charming beach front cottage is the perfect place to relax while being near great restaurants, bars, nightlife and of course the beach! This home has two bedrooms and is recommended for four but can accommodate up to six.

A comfortable living and dining area features a large sectional sofa and a glass dining table set for four. Soft, natural light enters through large windows, while a ceiling fan provides airflow. A wall-mounted TV adds entertainment options to the inviting space.

5 out of 5 average rating, 8 reviews

Family Fun Beach House, Sleeps 8, Pool

Bring the whole family to this great place with lots of room for fun. Cute, clean and comfortable. Escape to our townhouse, just a 9-minute walk away from the beach. Enjoy 3 bedrooms, 3 full bathrooms, and a unique private patio deck with Smart TVs. Casinos are a 5-10 drive in any direction. Plus, we're located away from the noisy train tracks unlike other rentals in the complex. Book now and enjoy a peaceful beach getaway.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Diamondhead vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Diamondhead's top sights

The Red Zone9 locals recommend

Diamondhead Golf Course7 locals recommend

Diamondhead Country Club, Golf & Tennis6 locals recommend

Rouses Supermarket5 locals recommend

CVS4 locals recommend

Dairy Queen Grill & Chill3 locals recommend

Other great vacation rentals in Diamondhead

An inviting Acadian-style home is set under majestic oak trees. The front porch features seating, complemented by an American flag. Lush green grass surrounds the property, enhancing the home's charming exterior painted in soft green tones.

4.98 out of 5 average rating, 40 reviews

Bon Temps Beach House-Steps to Beach-Pet Friendly

A serene pool is framed by natural stone and surrounded by grass, with lush trees providing shade in the background. The area is enclosed by a wooden fence, creating a private outdoor space. Soft lighting fixtures line the pool's edge for evening ambiance.

5 out of 5 average rating, 34 reviews

Magnificent Main Street Home

Aerial view reveals a spacious home with a bright blue roof situated by a serene waterway. Lush green landscaping surrounds the property, while neighboring boat docks are visible along the water's edge, emphasizing the tranquil natural setting.

4.81 out of 5 average rating, 21 reviews

Majestic Waterfront home with so much to offer!

A spacious deck is shown with a comfortable outdoor seating area, featuring a woven sofa adorned with blue and white pillows. A wooden table is positioned alongside, and trees are visible in the background, with a clear blue sky overhead.

4.88 out of 5 average rating, 25 reviews

Come Enjoy and Relax!

4.77 out of 5 average rating, 30 reviews

Bay Breeze Bliss~Hot Tub, Bar & Canal 5mi to Beach

4.8 out of 5 average rating, 5 reviews

Apartment in Diamondhead

18th Hole Hideaway - A Clean and Modern Condo

5 out of 5 average rating, 10 reviews

Apartment in Gulfport

Villa Vacation Luxury on the Gulf of Mexico