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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Top guest favorite
Home in Bay St. Louis
4.88 out of 5 average rating, 41 reviews

Peaceful Summertime Escape! Private dock, 2 Kings

Welcome to Camp Barracuda, an off-the-beaten-path waterfront home! Bring your boat and fishing poles, and set up camp just minutes away from the MS Gulf Coast beaches and Old Town Bay St Louis. Enjoy family time downstairs. We have a paddle boat to cruise the canal, a nice dock to fish off of or just hangout under the house playing darts and grilling. The home is on pilings so please expect stairs. Launch your boat just minutes away at Bayou Lacroix Marina, Bay St Louis, MS 39520, 2 miles!

Guest favorite
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.

Guest favorite
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.
Home in Pass Christian
4.89 out of 5 average rating, 122 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

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
4.89 out of 5 average rating, 38 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
4.92 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 favorite
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 favorite
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.

Guest favorite
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
4.96 out of 5 average rating, 26 reviews

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

Beaches, casinos, golf courses, and much more are available when you visit the Mississippi Gulf Coast! At Sunshine Oaks you will be staying in a well-kept, artistically decorated one-bedroom, one-bathroom condo located in Diamondhead's Molokai Village. Newly renovated, at Sunshine Oaks you will find all the comforts of home and a central location. It is the perfect choice for a romantic getaway, golf trip, or vacation with the family. Book your stay today!

Top guest favorite
Apartment in Diamondhead
5 out of 5 average rating, 32 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.

Top guest favorite
Cottage in Long Beach
4.99 out of 5 average rating, 161 reviews

*Charming Single Family Beach Cottage, huge porch

Tastefully furnished beach cottage. One minute drive or short walk to the beach. Large patio & cute back porch space for some private quite time. 1 queen bed, 1 foldable bed. Memory foam mattresses with thick padding for extra comfort. Gourmet kitchen, High Speed Internet, Smart TV with Soundbar. 4 minutes to downtown Long Beach for great restaurants. Nearby grocery stores and casinos. 5 minutes to University.

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.

Guest favorite
Home in Diamondhead
5 out of 5 average rating, 14 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?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$21,975 GYDG$21,347 GYDG$22,603 GYDG$23,230 GYDG$20,091 GYDG$23,230 GYDG$25,114 GYDG$23,021 GYDG$22,393 GYDG$26,788 GYDG$26,160 GYDG$23,021 GYD
Avg. temp11°C13°C16°C20°C24°C27°C28°C28°C26°C21°C15°C12°C

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 vacation rentals in Diamondhead

  • Total vacation rentals

    Explore 50 vacation rentals in Diamondhead

  • Nightly prices starting at

    Diamondhead vacation rentals start at G$12,557 GYD 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 & 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

  • 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!