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Diamondhead Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Diamondhead vacation rentals

A modern kitchen with stainless steel appliances, a large island with bar stools, and a dining area with a view of the outdoors.

1. Upstairs Luxe Style Condo at Diamondhead Country Club - Walk to the Clubhouse

Upstairs Luxe Style Condo at Diamondhead Country Club - Walk to the Clubhouse
Diamondhead
10.0 out of 10, Exceptional, (3 reviews)
"Clean, great communication and a perfect location if you’re golfing in Diamondhead!"
United States
Mackenzie L.
$274 nightly
The price is $298
Sep 24 - Sep 25
Total with taxes and fees
Upstairs Luxe Style Condo at Diamondhead Country Club - Walk to the Clubhouse
A kitchen with white cabinets, a coffee maker, and a framed pineapple picture.

2. Relax & Golf - Oakview Condo II at Diamondhead - cozy, new. Walk to the Club

Relax & Golf - Oakview Condo II at Diamondhead - cozy, new. Walk to the Club
Diamondhead
10.0 out of 10, Exceptional, (3 reviews)
"Clean house. Good location. Cheaper than the hotel we originally planned to stay at. I will book again soon and you should too"
United States
Donald W.
$241 nightly
The price is $263
Sep 27 - Sep 28
Total with taxes and fees
Relax & Golf - Oakview Condo II at Diamondhead - cozy, new. Walk to the Club
A modern living room with a fireplace, a large flat-screen TV, and a view of the outdoors through large sliding doors.

3. Golf & Relax! Lake Views! Next door to Diamondhead Country Club! Studio Condo.

Golf & Relax! Lake Views! Next door to Diamondhead Country Club! Studio Condo.
Diamondhead
10.0 out of 10, Exceptional, (2 reviews)
"Exactly as pictured. Great easy check in!"
United States
Rebecca E.
$151 nightly
The price is $164
Sep 24 - Sep 25
Total with taxes and fees
Golf & Relax! Lake Views! Next door to Diamondhead Country Club! Studio Condo.
A corridor leading to a dining area with a view of a green lawn and parked cars.

4. Cozy 1-bedroom condo in lovely Diamondhead with AC

Cozy 1-bedroom condo in lovely Diamondhead with AC
Diamondhead
10.0 out of 10, Exceptional, (3 reviews)
"Clean and cute"
United States
Southern S.
$208 nightly
The price is $226
Sep 28 - Sep 29
Total with taxes and fees
Cozy 1-bedroom condo in lovely Diamondhead with AC
A room with a large ESPN TV screen, wicker baskets, a wooden table with two red drinks, and a green chair.

5. Cozy 1st Floor Condo /w Full Washer/Dryer - Lacey's Coastal Cabana

Cozy 1st Floor Condo /w Full Washer/Dryer - Lacey's Coastal Cabana
Diamondhead
10.0 out of 10, Exceptional, (14 reviews)
"Perfect spot"
United States
Jennifer H.
$113 nightly
The price is $123
Sep 24 - Sep 25
Total with taxes and fees
Cozy 1st Floor Condo /w Full Washer/Dryer - Lacey's Coastal Cabana
A two-story wooden building with a staircase leading to the upper floor.

6. Cozy upstairs Studio Condo at Diamondhead overlooking the Lake & Country Club

Cozy upstairs Studio Condo at Diamondhead overlooking the Lake & Country Club
Diamondhead
9.2 out of 10, Wonderful, (5 reviews)
"We chose this for the location. We were in the process of moving, very close to all the fun stuff Diamondhead offers "
United States
Rod D.
Cozy upstairs Studio Condo at Diamondhead overlooking the Lake & Country Club
A modern kitchen with a central island, stainless steel appliances, and a dining area with a red chair.

7. Monthly Discount! Near the Golf Course - Diamondhead Country Club at 228Vacay

Monthly Discount! Near the Golf Course - Diamondhead Country Club at 228Vacay
Diamondhead
$255 nightly
The price is $278
Sep 24 - Sep 25
Total with taxes and fees
Monthly Discount! Near the Golf Course - Diamondhead Country Club at 228Vacay
A spacious living room with a brown leather sofa, a round wooden dining table with six chairs, and a large window with blinds.

8. Another Adventure awaits your Arrival. Charming 2 Bed / 2 Bath with Hangar!

Another Adventure awaits your Arrival. Charming 2 Bed / 2 Bath with Hangar!
Diamondhead
10.0 out of 10, Exceptional, (1 review)
"Great host!"
United States
Ben G.
$429 nightly
The price is $468
Sep 24 - Sep 25
Total with taxes and fees
Another Adventure awaits your Arrival. Charming 2 Bed / 2 Bath with Hangar!
A cozy living room with a wooden ceiling, a dark leather sofa, a coffee table, and a view through an open doorway to a bedroom.

9. Drackett House by Whiskey Properties

Drackett House by Whiskey Properties
2.5 star property
Old Town Bay St Louis
9.4 out of 10, Exceptional, (43 reviews)
"Good for a quick stay "
United States
CINDY
$87 nightly
The price is $95
Sep 27 - Sep 28
Total with taxes and fees
Drackett House by Whiskey Properties
A modern kitchen with a large island, pendant lighting, and a dining area with blue chairs.

10. Pool & Spa Complete! Luxury Quiet Retreat, Bay Views.

Pool & Spa Complete! Luxury Quiet Retreat, Bay Views.
Bay St. Louis
10.0 out of 10, Exceptional, (29 reviews)
$1,021 nightly
The price is $1,112
Sep 27 - Sep 28
Total with taxes and fees
Pool & Spa Complete! Luxury Quiet Retreat, Bay Views.
A spacious living room with hardwood floors, a brown leather sofa, a recliner, and a spiral staircase.

11. Carroll House Cottages

Carroll House Cottages
3.0 star property
Bay St Louis
9.0 out of 10, Wonderful, (329 reviews)
"Pleasant place to stay for a weekend getaway "
United States
Michael
$190 nightly
The price is $207
Sep 30 - Oct 1
Total with taxes and fees
Carroll House Cottages
A modern kitchen with white cabinetry, a stainless steel refrigerator, wooden stools, and a central island.

12. Took the Bayt in Bay St.Louis, MS

Took the Bayt in Bay St.Louis, MS
Bay St. Louis
10.0 out of 10, Exceptional, (17 reviews)
"Great location! Will be back!"
United States
Mallory A.
$448 nightly
The price is $488
Oct 12 - Oct 13
Total with taxes and fees
Took the Bayt in Bay St.Louis, MS
A courtyard with palm trees and string lights, surrounded by a building with a covered patio area.

13. Pass Bungalows

Pass Bungalows
4.5 star property
Pass Christian
9.8 out of 10, Exceptional, (47 reviews)
"Beautiful"
United States
Theresa
$203 nightly
The price is $227
Sep 30 - Oct 1
Total with taxes and fees
Pass Bungalows
A view through a window with a wooden frame, overlooking a grassy area with trees and a body of water.

14. Relaxing Waterfront Getaway with Fenced in Pet Friendly Property

Relaxing Waterfront Getaway with Fenced in Pet Friendly Property
Bay St Louis
10.0 out of 10, Exceptional, (178 reviews)
"Fantastic place for peace, quiet and tranquility - enjoyed the views from the back - Kim is a fantastic host - 2nd to none ! Will definitely come back !"
United States
Marle D.
$339 nightly
The price is $370
Sep 28 - Sep 29
Total with taxes and fees
Relaxing Waterfront Getaway with Fenced in Pet Friendly Property
A two-story house with a balcony, a covered porch, and a gravel driveway.

15. Hollywood House - Luxurious New Build With 6 Seat Golf Cart!

Hollywood House - Luxurious New Build With 6 Seat Golf Cart!
Bay St. Louis
10.0 out of 10, Exceptional, (12 reviews)
"Clean, quaint accommodations. Very comfortable and accommodating. Lots of little perks. "
United States
Shaun A.
$466 nightly
The price is $508
Oct 12 - Oct 13
Total with taxes and fees
Hollywood House - Luxurious New Build With 6 Seat Golf Cart!
A two-story house with a covered porch and a small balcony.

16. The Pass Picture Book

The Pass Picture Book
3.0 star property
Pass Christian
10.0 out of 10, Exceptional, (1 review)
$186 nightly
The price is $208
Sep 24 - Sep 25
Total with taxes and fees
The Pass Picture Book
A modern building with a covered parking area, wooden beams, and a car parked inside.

17. Bream Street retreat. New home in BSL on the water with boat launch. Sleeps 10.

Bream Street retreat. New home in BSL on the water with boat launch. Sleeps 10.
Bay St. Louis
10.0 out of 10, Exceptional, (19 reviews)
"Great relaxing place."
United States
Betty M.
$383 nightly
The price is $418
Sep 24 - Sep 25
Total with taxes and fees
Bream Street retreat. New home in BSL on the water with boat launch. Sleeps 10.
A wooden building with a balcony and a staircase leading to the entrance.

18. J & S's Pond Da Rosa A Place Apart From The Rest

J & S's Pond Da Rosa A Place Apart From The Rest
Bay St. Louis
10.0 out of 10, Exceptional, (16 reviews)
$339 nightly
The price is $370
Sep 24 - Sep 25
Total with taxes and fees
J & S's Pond Da Rosa A Place Apart From The Rest
A dining area with a round wooden table, white chairs, and a vase of flowers. There is a white sofa and a small white table with a lamp. The room has wooden flooring, white walls, and a ceiling with recessed lighting.

19. Cozy 2-bedroom cottage near Bay Saint Louis Harbor

Cozy 2-bedroom cottage near Bay Saint Louis Harbor
Bay St. Louis
10.0 out of 10, Exceptional, (132 reviews)
"Lovely little cottage. Very convenient and very comfortable."
United States
Lisa
$191 nightly
The price is $208
Sep 27 - Sep 28
Total with taxes and fees
Cozy 2-bedroom cottage near Bay Saint Louis Harbor
A modern living room with a sofa and two armchairs, a kitchen with white cabinets and stainless steel appliances, and large windows offering a view of the outside.

20. Creole Bungalow - 2 Bedroom 2 Bath with golf cart

Creole Bungalow - 2 Bedroom 2 Bath with golf cart
Bay St. Louis
10.0 out of 10, Exceptional, (32 reviews)
"Loved this place, will definitely stay again!"
United States
Thomas W.
$454 nightly
The price is $479
Sep 24 - Sep 25
Total with taxes and fees
Creole Bungalow - 2 Bedroom 2 Bath with golf cart
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Diamondhead Hotel Reviews

The Inn at Long Beach

The Inn at Long Beach

10/10 Excellent
"This hotel was a gem. We were very pleased with the location, the cleanliness and the breakfast was fantastic. Definitely stay again when we return to the area."
Eric 2-night trip
Posted 23 hours ago
The Inn at Long Beach

Find out more about Diamondhead

Everything you need to know about Diamondhead vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Diamondhead vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Diamondhead vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Diamondhead vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Diamondhead. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Diamondhead in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $95 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Diamondhead rentals

At Expedia, we put the best Diamondhead vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Diamondhead rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Diamondhead vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Diamondhead. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Diamondhead?

Yes, you can find vacation rentals near popular attractions in Diamondhead, or you can select a more secluded option if you'd like a relaxing place to stay. Diamondhead is known for its casinos and seafood restaurants. Make sure you have time to check out the golf courses and coffeehouses during your trip.

What's the top vacation rental in Diamondhead?

Drackett House by Whiskey Properties: This vacation home rental near Diamondhead is located in the historical district and has an outdoor pool, a terrace, and free WiFi to put you at ease in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind. You can relax into your vacation with a private yard and a hot tub.

How many vacation rentals are there in Diamondhead?

Choose from 17 Expedia vacation rentals in Diamondhead for a memorable vacation.

What’s there to see and do in Diamondhead?

Enjoy the area's cultural attractions such as Thou Art Gallery & GIfts, or get outdoors into nature at a spot like Gulfport SportsPlex. In the larger area, you’ll find Diamondhead Country Club and Hollywood Casino.

What’s a vacation rental in Diamondhead like?

A vacation rental is a private property where you can stay for several days or longer in Diamondhead. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for family trips.