Holiday houses in Diamondhead

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Top-rated holiday rentals in Diamondhead

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

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Top Guest favourite
A light-colored house with a sloped roof is seen amidst trees in a wooded area. A gravel path leads up to the entrance, surrounded by natural landscaping and sunlight filtering through the leaves, creating a serene outdoor environment.
Home in Kiln
5 out of 5 average rating, 13 reviews

Kergosien House in the Kiln

If your ready to rest relax and enjoy the quietness of nature the Kergosien House is ready and waiting! We offer a very scenic and comfortable setting The Kergosien House is thoughtfully nestled in a quiet area of the Kiln. We are located near Downtown Bay St. Louis with a short ride to local shopping with the Malls of Gulfport/Biloxi and the very popular City of New Orleans. The Kergosien House is very charming so plan a weekend or special anniversary and stay at this beautiful destination!

Superhost
Home in Diamondhead
4.6 out of 5 average rating, 106 reviews

Rustic Woods Retro House

This is a partially updated rustic 80s vacation home with plenty of room in the open concept kitchen, dining, and living room with a big stone, cypress-mantled fireplace. A/C or heat is provided by 1 split unit and individual units in each room. Upstairs: bdrm 1 has 2 queen beds; bdrm 2 has 2 double beds; full bath. Downstairs: master bdrm-1 king bed; small bdrm-1 queen bed; full bath. Wifi/tv in all rooms. It feels secluded among the trees. The neighborhood & screened porch are favorites!

Guest favourite
A spacious great room is showcased, featuring a light-colored sectional sofa adorned with decorative pillows. A patterned area rug adds warmth to the wooden floor. Large windows allow natural light to fill the space, complemented by wall art and ceiling fan overhead.
Condo in Diamondhead
4.91 out of 5 average rating, 23 reviews

No Stairs! Next door to Golfing & near the beach!

Ground Floor Condo at Diamondhead on Bay Saint Louis adjacent to the Country Club & Golf Course & < 20 mins to the beach. Nicely appointed newly built home featuring 2 bedrooms with ensuites an additional twin bedroom, coffee bar, covered patio. The large great room features a living room, dining room & full kitchen with quartz countertops & stainless appliances. Smart TV’s & Fast WiFi. Walk or cart to The Club for Golfing & Dining. SuperHost. We have multiple condos for friends to come along.

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, 35 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, 13 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
A spacious living area is highlighted by a light grey sofa, accompanied by two patterned armchairs. A wooden coffee table sits in the center, featuring decorative items. The open-plan kitchen and dining area are visible in the background, showcasing wood cabinetry and modern appliances.
Home in Kiln
4.93 out of 5 average rating, 46 reviews

Off the Clock! On the Water!

Off the clock is the perfect place to relax with the whole family. Located on the water, you can swim off the dock where your boat is tied. Enjoy the Jordan River and let your imagination run wild! Plenty of great places to eat nearby by including the very popular Jordan River Steamer. There’s nothing like enjoying a night on the water or having a cup of coffee on the deck overlooking the water. This is the perfect place for you and your family to enjoy the beautiful MS Gulf Coast.

Top Guest favourite
Cottage in Pass Christian
4.98 out of 5 average rating, 227 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.

Guest favourite
The exterior of the home showcases a brick facade with a covered entrance featuring a fan. A spacious pathway leads to the steps, bordered by manicured hedges, while a small patio area is furnished with a table and chairs, providing a welcoming space.
Home in Diamondhead
4.97 out of 5 average rating, 32 reviews

16th and Golden

Stunning home on the golf course in Diamondhead, MS. This spacious and luxurious property boasts 3 bedrooms and 3 baths, providing ample space for up to 6 guests. The highlight of this retreat is the serene views of the golf course and access to the pool at the country club. Inside you'll find a beautifully designed home with all the modern amenities you need for a comfortable stay including a fully equipped kitchen. Ideal spot for a tranquil escape with entertainment nearby.

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
4.93 out of 5 average rating, 54 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.

Guest favourite
An open-concept studio features a compact kitchen adjacent to a dining area with a wooden table and two stools. A comfortable seating area is visible, along with a spacious bed framed by large windows. Natural light highlights the neutral color palette and cozy furnishings.
Condo in Diamondhead
4.92 out of 5 average rating, 25 reviews

“Fairway to Heaven"

Fairway to Heaven 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.

Top Guest favourite
Apartment in Diamondhead
5 out of 5 average rating, 33 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.

Superhost
Condo in Diamondhead
4.81 out of 5 average rating, 68 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.

Popular amenities for Diamondhead holiday 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 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 a kitchen, over 10 homes with free parking, over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Diamondhead

  • Total holiday rentals

    Explore 50 holiday rentals in Diamondhead

  • Nightly prices starting at

    Diamondhead holiday rentals start at $105 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,430 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Diamondhead holiday 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!