Vacation rentals in Diamondhead

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Top-rated vacation rentals in Diamondhead

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Guest favorite
The image captures a serene river view with multiple docks extending into the water. Lush greenery surrounds the area, and the reflections of the trees can be seen in the calm surface. A well-maintained lawn and walking path are visible in the foreground.
Home in Kiln
4.95 out of 5 average rating, 131 reviews

It's 5'O-Clock Here On The Dock

If you are looking for the perfect place on the water, we got you covered at "It's 5'O-Clock Here" on the Jourdan River. Enjoy the river with countless sandbars, and hang out underneath kitchen while you watch the game. Swim off the pier and dock your boat or fish and make great memories. The award winning Jourdan River Steamer is less than a 2 minute boat ride. You can also rent pontoon boats for the family in the neighborhood. Take your boat to the popular coastal town Bay St. Louis and enjoy!

Top guest favorite
Apartment in Diamondhead
5 out of 5 average rating, 18 reviews

Lacey's Coastal Cabana - Charming Poolside Condo

Welcome to Lacey’s Coastal Cabana, the only 1st-floor poolside STR in the complex—dive in anytime! This freshly revamped 1BR combines the coziness of a weekend getaway with the practicality of extended stays (full-sized kitchen & washer/dryer). 20 mins to sandy shores, 15 to casinos, 45 to NOLA. Golf, tennis, & country club perks are a quick stroll. Stream Hulu, Disney, & ESPN on us to catch the big game. Your local host is minutes away, ready to make every stay seamless & unforgettable!

Guest favorite
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
4.9 out of 5 average rating, 29 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!!

Guest favorite
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
4.9 out of 5 average rating, 10 reviews

Diamond on the Gulf

View sunrises from the front deck, and sunsets from the rear as herds of deer feed just outside. Margaritaville and the George Ohr Pottery Museum are located in nearby Biloxi. Explore a charming former railroad town of Ocean Springs with its shopping and dining district. And it's only a 15-20 minute drive to sandy beaches in Waveland and Bay St Louis from Diamondhead. Free parking is available along the beach road and side streets. Nearby casinos offer seafood buffets throughout the week.

Guest favorite
A cyclist is seen riding along a scenic path by the beach, with sandy areas on one side and lush greenery on the other. The horizon is marked by calm waters under a partly cloudy sky, creating a peaceful coastal ambiance.
Home in Henderson Point
4.92 out of 5 average rating, 366 reviews

Beauty by the Beach

A beautiful place to enjoy the Mississippi Gulf Coast. Blocks from the beach. Casinos down the road. Premium shopping for fun and so much more in food and pleasure for you to explore and enjoy. Come visit our beautiful Mississippi Gulf Coast, and find what you love best. My home offers 3 comfortable Bedrooms and 2 bathrooms for our guests’ convenience with all of your home amenities just for you. Top bunk: Maximum 150 pounds and no small children up there. Please note pet fees for dogs.

Top guest favorite
A charming red cottage is set against a backdrop of lush greenery. A gravel pathway leads to the entrance, flanked by flowering shrubs and trees. The cottage features a distinct gabled roof with a decorative cross, enhancing its inviting exterior.
Guest suite in Kiln
4.98 out of 5 average rating, 127 reviews

Farm House Cottage

Step into a charming slice of Southern hospitality with "The Cottage." This adorable studio is brimming with character and Southern flair. Perfect for a romantic getaway, solo retreat, or a small family, this cozy space is your peaceful home away from home. Enjoy a fully stocked kitchen, queen-sized bed, air mattress, Wi-Fi, and a Roku TV. Located amid farmland, you can relax on the porch and watch the animals graze. A peaceful escape in a serene setting. Long term stays welcome!

Guest favorite
A shaded exterior view features a two-story condo complex adorned with wooden railings and staircases. Mature trees frame the scene, creating a park-like setting. Open grassy areas and parked vehicles are visible in the background, contributing to the tranquil atmosphere.
Tiny home in Diamondhead
4.94 out of 5 average rating, 35 reviews

Foxtrot II at Lakeside. Condo near Golf. Pets OK $

Steps away from the Country Club and 2 (18) hole golf courses! 2nd floor condo overlooking the lake at Lakeside Villas offering two single beds + couch bed. Our studio condo offers sleeping for 3 with a full kitchen, balcony, & smart TV in a cozy, bright environment. Perfect for golfers traveling together! Unwind after a day of fun or relax at the pool by the lake. Mature oaks, park like setting. The complex is next door to the Clubhouse & Grill+Bar. Unique & Perfect for R&R!

Guest favorite
A cozy living area features a gray sofa adorned with turquoise cushions. Two white wicker chairs with blue accents provide additional seating. A round, white coffee table with a small plant centers the space. Three landscape photographs hang above the sofa, enhancing the ambiance.
Condo in Diamondhead
4.94 out of 5 average rating, 47 reviews

Beautiful condo on Golf Course

Relax with the whole family for a fun yet relaxing getaway. This gorgeous second floor condo overlooks a crystal clean pool and is walking distance to Diamondhead country club which features a golf course, tennis, pickleball, swimming and restaurants. And, if you need to get a little work done during your stay, there’s a desk and comfortable work chair with a great view of the pool and garden area. You’ll be close beaches, casinos and other fun activities during your stay.

Top guest favorite
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.
Cottage in Bay St. Louis
4.99 out of 5 average rating, 156 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

Guest favorite
Condo in Diamondhead
4.85 out of 5 average rating, 59 reviews

Studio in lake setting close to pool and clubhouse

The studio is situated a few minutes walk from the Diamondhead Country Club and Restaurant and the condo overlooks a lake and trees in a quite setting. This is a perfect location for you to enjoy Golf, Tennis, Swimming (the Pool is a few steps away) or just spend time relaxing. Only a short drive to the beach or casinos. One hour to New Orleans, 40 minutes to Biloxi and close to Bay St Louis. A beautiful quite neighborhood. Non smoking.

Guest favorite
Apartment in Pass Christian
4.91 out of 5 average rating, 198 reviews

Charming 1-Bedroom Suite in Pass Christian

New construction, property to be fully completed July 2025. Photos will be available soon Charming 1-Bedroom Suite | Walk to Beach & Downtown Welcome to your perfect getaway in Pass Christian! This cozy 1-bedroom suite is nestled in a charming bungalow on a beautiful property featuring restaurants, boutique shops, a spa, & pool.

Top guest favorite
The exterior of the lake house features a wide covered porch with rocking chairs set beside a dining table. Large windows provide views of the surrounding greenery. A canoe is secured on a rack to the right, enhancing the outdoor recreation appeal.
Cottage in Saucier
4.97 out of 5 average rating, 104 reviews

Lake House with beautiful view.

Come and relax at our cozy 2 bedroom/1 bath lake house. Two canoes, a peddle boat, and a fire pit for your enjoyment, a 30 amp RV connection, covered patio with rope lighting, hot tub, patio furniture, a park bbq grill, everything you need to cook and serve up to 10 people, washer/dryer, smart TV, Internet, and modern kitchen.

Popular amenities for Diamondhead vacation rentals

When is the best time to visit Diamondhead?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Diamondhead?

    Diamondhead has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Diamondhead?

    Experience the best of Diamondhead with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Diamondhead?

    Four-legged friends are welcome in Diamondhead. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Diamondhead?

    Yes! Work meets play with ease at over 20 vacation rentals in Diamondhead featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Diamondhead condo rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 condo rentals with pools in Diamondhead, available on Airbnb. Make a splash and soak up the sun in style!

  • Do condo rentals in Diamondhead have air conditioning?

    Absolutely! We offer over 10 condo rentals with air conditioning in Diamondhead. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Diamondhead have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Diamondhead. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Diamondhead have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Diamondhead. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Diamondhead have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Diamondhead. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Diamondhead?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with free parking, over 10 homes with a kitchen, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Diamondhead

  • Total vacation rentals

    Explore 50 vacation rentals in Diamondhead

  • Nightly prices starting at

    Diamondhead vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

  • Verified guest reviews

    Over 1,410 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Diamondhead vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Diamondhead rentals

  • 4.9 Average rating

    Diamondhead stays are highly rated by guests—averaging 4.9 out of 5!