Vacation rentals in Diamondhead

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Top-rated vacation rentals in Diamondhead

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favourite
Home in Kiln
4.96 out of 5 average rating, 140 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 favourite
A spacious living area features a comfortable beige sofa and two modern armchairs. Wall-mounted televisions display coastal artwork and views. Natural light enters through glass doors leading to a balcony, while textured art and a wooden coffee table complement the neutral color palette.
Condo in Diamondhead
5 out of 5 average rating, 24 reviews

Eagle’s Nest - Golf & Relax at DH - Pet Friendly

Kick back and relax in this calm, stylish space next door to Diamondhead Country Club - featuring two 18 hole golf courses! An easy walk or cart to the Clubhouse for dining & entertainment. Quiet condo complex with beautiful live oaks. Our recently built 2nd floor condo features 2 bedrooms with 2 bathrooms - both offering access from the bedroom. The great room features the living area, kitchen with breakfast bar, dining room and coffee/wet bar. WiFi & Smart TV’s. Well appointed and super cozy.

Superhost
Condo in Diamondhead
4.72 out of 5 average rating, 25 reviews

Cozy Condo Overlooking Pool! Pond, Golf, Swim!

Relax & Unwind at Tee Time Tiki! Nestled on Diamondheads’ scenic golf course & a short stroll to the country club, this peaceful studio condo offers the perfect blend of comfort and convenience. Enjoy views of the in-ground pool, available for guest use! Queen bed, full-sized sleeper sofa, full kitchen, in-unit washer and dryer, and all the essentials! You’ll love the quiet, laid-back atmosphere & the fully remodled bathroom! ** This is an upstairs condo** LOOK AT PHOTO OF MAP TO FIND CONDO

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
4.91 out of 5 average rating, 35 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!!

Top guest favourite
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
5 out of 5 average rating, 33 reviews

Vibez on the Lanai @Diamondhead

This Cozy 2nd Floor Condo is a one bedroom unit with a queen bed and a queen sized sleeper sofa in the living room that can accommodate 4 guest. The condo is situated next to the Club at Diamondhead and overlooks one of the two pools on property. The Club at Diamondhead is open to the public and has entertainment that includes live bands on Friday and Saturday evenings. If you are looking for quiet place to stay, relax, or play golf, Vibez is the place to be. Pool is available for guests.

Guest favourite
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
4.92 out of 5 average rating, 12 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.

Top guest favourite
Cottage in Pass Christian
4.98 out of 5 average rating, 220 reviews

Coastal Cottage | Walkable Downtown Stay

This cozy beach cottage offers a quiet, walkable stay in the heart of Pass Christian. Just a short stroll to the beach, restaurants, coffee shops, and local bars, it’s perfect for couples, small families, or remote workers. The Pelican’s Nest is part of the covted Cottages at 2nd Street community and offers easy self check-in, a fully equipped kitchen, fast WiFi, and a dedicated workspace. Relax, explore the coast, and enjoy a comfortable, convenient retreat close to everything.

Top guest favourite
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
4.92 out of 5 average rating, 53 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 favourite
The kitchen features wooden cabinetry and an island with seating for four. Stainless steel appliances, including a refrigerator and dishwasher, are included. Decorative glass containers and light fixtures add a modern touch, while natural light is invited through multiple windows.
Condo in Bay St. Louis
4.97 out of 5 average rating, 227 reviews

The Low Commotion {downtown Depot District}

The Low Commotion sits right in the life of the Historic Depot District in old town Bay St. Louis. It features a train-inspired decor blending perfectly with its location across from the train depot. The master bedroom includes a queen bed with a private bathroom and access to the back porch. The additional bedroom boasts fun built-in bunk beds. It is near an active railroad. Watching the train pass and hearing the whistle is included for no extra fee!

Top guest favourite
Apartment in Diamondhead
5 out of 5 average rating, 29 reviews

Lacey's Coastal Cabana - Charming & Quiet Condo

[Pool Being Repaired until further notice] 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.

Guest favourite
Condo in Diamondhead
4.83 out of 5 average rating, 65 reviews

Studio in lake setting, walk to the 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 a round of golf 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 favourite
Home in Diamondhead
5 out of 5 average rating, 11 reviews

Diamondhead golf getaway stay

From the Gimme Getaway, the whole group will enjoy easy access to everything. A Short trip to casinos, beaches, shopping and golfing. Cruisin the coast. Located on the 17th hole of the Pine golf course. At the Gimme we believe you can always improve your lie - . Of course, that was an extra practice swing. And lastly, Mulligan’s aren’t just a one time thing.

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 30 vacation rentals in Diamondhead featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Diamondhead vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 30 vacation homes 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 20 condo rentals with air conditioning in Diamondhead. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Diamondhead have a kitchen?

    Absolutely! We offer over 20 condo 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 $83 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,430 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 of Diamondhead vacation rentals include wifi 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!