Diamondhead Vacation Rentals

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Diamondhead vacation rentals

Dining

16th and Golden in Diamondhead

16th and Golden in Diamondhead
Diamondhead
9.8 out of 10, Exceptional, (17 reviews)
"Wonderful place to stay for our whole family. We enjoyed the accommodations and especially loved the country club."
United States
Mallory D.
16th and Golden in Diamondhead
Interior

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.
The price is ￥39,595
￥74,060 total
includes taxes & fees
May 17 - May 18
Another Adventure awaits your Arrival. Charming 2 Bed / 2 Bath with Hangar!
Exterior

Golf Course-Swimming Pool-Sleeps 4!

Golf Course-Swimming Pool-Sleeps 4!
Diamondhead
9.0 out of 10, Wonderful, (2 reviews)
"Great location for our needs. Very clean & comfortable. "
United States
Lori C.
The price is ￥13,462
￥26,758 total
includes taxes & fees
May 19 - May 20
Golf Course-Swimming Pool-Sleeps 4!
Property grounds

Cottage in Diamondhead

Cottage in Diamondhead
Diamondhead
9.2 out of 10, Wonderful, (9 reviews)
"Place was great and owner was always very quick to respond "
United States
Susan
The price is ￥10,440
￥32,268 total
includes taxes & fees
May 19 - May 20
Cottage in Diamondhead
Paper towels

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
The price is ￥19,956
￥49,891 total
includes taxes & fees
May 17 - May 18
Upstairs Luxe Style Condo at Diamondhead Country Club - Walk to the Clubhouse
Dining

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, (5 reviews)
The price is ￥16,392
￥21,321 total
includes taxes & fees
May 18 - May 19
Cozy 1st Floor Condo /w Full Washer/Dryer - Lacey's Coastal Cabana
Private kitchen

Lovely class A motorhome

Lovely class A motorhome
Perkinston
10.0 out of 10, Exceptional, (15 reviews)
"Always love staying in this home. "
United States
Anthony P.
The price is ￥39,595
￥48,298 total
includes taxes & fees
May 18 - May 19
Lovely class A motorhome
Suite, 1 Bedroom | Living area

Pass Bungalows

Pass Bungalows
4.5 star property
Pass Christian
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay!"
United States
Bennett
The price is ￥18,847
￥34,413 total
includes taxes & fees
May 17 - May 18
Pass Bungalows
Cottage, 2 Bedrooms, Kitchen | Living area | Flat-screen TV

Drackett House by Whiskey Properties

Drackett House by Whiskey Properties
3.5 star property
Old Town Bay St Louis
9.4 out of 10, Exceptional, (32 reviews)
"Good for a quick stay "
United States
CINDY
The price is ￥15,364
￥19,009 total
includes taxes & fees
May 20 - May 21
Drackett House by Whiskey Properties
Cottage, Ensuite, Garden View (Salty Soul Cottage) | Interior

Carroll House Cottages

Carroll House Cottages
3.0 star property
Bay St Louis
9.0 out of 10, Wonderful, (328 reviews)
"Loved this town!"
United States
Jill
The price is ￥15,838
￥33,664 total
includes taxes & fees
May 18 - May 19
Carroll House Cottages
Interior

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, (125 reviews)
"Such a cute place and very convenient to many restaurants and bars."
United States
Melissa Y.
The price is ￥7,127
￥28,485 total
includes taxes & fees
May 17 - May 18
Cozy 2-bedroom cottage near Bay Saint Louis Harbor
Exterior

The Pass Picture Book

The Pass Picture Book
2.5 star property
Pass Christian
The price is ￥25,442
￥28,495 total
includes taxes & fees
May 21 - May 22
The Pass Picture Book
Property grounds

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, (177 reviews)
"Great dog friendly quaint stay "
United States
Claudia
The price is ￥22,173
￥52,653 total
includes taxes & fees
May 17 - May 18
Relaxing Waterfront Getaway with Fenced in Pet Friendly Property
Beach nearby, sun loungers, beach towels

Comfy and Cozy 5 min walk to the Gulf in Historic District

Comfy and Cozy 5 min walk to the Gulf in Historic District
Gulfport
9.8 out of 10, Exceptional, (71 reviews)
"Loved the house & host was always quick to respond. We plan to return here again."
United States
Cindy S.
The price is ￥20,954
￥43,433 total
includes taxes & fees
May 17 - May 18
Comfy and Cozy 5 min walk to the Gulf in Historic District
House (3 Bedrooms) | Interior

Gulfport Home w/ Fire Pit: Rv/trailer Parking

Gulfport Home w/ Fire Pit: Rv/trailer Parking
3.0 star property
Gulfport
10.0 out of 10, Exceptional, (2 reviews)
"Nice and quiet place "
United States
Joshua
The price is ￥17,105
￥58,235 total
includes taxes & fees
May 26 - May 27
Gulfport Home w/ Fire Pit: Rv/trailer Parking
Interior

The Wren House- Pass Christian, MS

The Wren House- Pass Christian, MS
Pass Christian
10.0 out of 10, Exceptional, (34 reviews)
"Family had a great time and a lovely home for our stay!"
United States
Patrick D.
The price is ￥22,015
￥52,962 total
includes taxes & fees
May 17 - May 18
The Wren House- Pass Christian, MS
Fridge, microwave, oven, stovetop

Beach Villa with Private Pool - Walk to beach and Island View Casino

Beach Villa with Private Pool - Walk to beach and Island View Casino
Gulfport
9.8 out of 10, Exceptional, (40 reviews)
"Great host & property was just as described. We had a wonderful time and enjoyed our stay. I highly recommend "
United States
Shawna W.
The price is ￥37,916
￥71,673 total
includes taxes & fees
May 17 - May 18
Beach Villa with Private Pool - Walk to beach and Island View Casino
Terrace/patio

Vacation Vibes - Beachfront Home | Steps to the water <10 to downtown Gulfport

Vacation Vibes - Beachfront Home | Steps to the water <10 to downtown Gulfport
Gulfport
10.0 out of 10, Exceptional, (51 reviews)
"Very responsive hosts, and the view was wonderful. "
United States
Ethan M.
The price is ￥39,199
￥73,260 total
includes taxes & fees
May 17 - May 18
Vacation Vibes - Beachfront Home | Steps to the water <10 to downtown Gulfport
Smart TV

Cat Island 10 - Steps to Beach, Pool, Fast WiFi

Cat Island 10 - Steps to Beach, Pool, Fast WiFi
Pass Christian
10.0 out of 10, Exceptional, (1 review)
"Definitely recommend this. Amazing rental. Accommodated my family of five and definitely pet friendly. Both of my little tiny babies Enjoy the home."
United States
Tanya S.
The price is ￥23,434
￥59,047 total
includes taxes & fees
May 18 - May 19
Cat Island 10 - Steps to Beach, Pool, Fast WiFi
Interior

The Den w/ Pool Table & Outdoor Bar - 10 min walk to beach!

The Den w/ Pool Table & Outdoor Bar - 10 min walk to beach!
Gulfport
9.4 out of 10, Exceptional, (33 reviews)
"It was the perfect place for our weekend. We will definitely be back! "
United States
Jaclyn L.
The price is ￥19,798
￥44,078 total
includes taxes & fees
May 17 - May 18
The Den w/ Pool Table & Outdoor Bar - 10 min walk to beach!
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

Hollywood Casino Gulf Coast

Hollywood Casino Gulf Coast

8/10 Good
"The Sheetrock in the room wasn’t finished in the bathroom. Seemed a bit rushed. The staff were very helpful."
Jennifer 1-night trip
Posted 2 hours ago
Hollywood Casino Gulf Coast

Find out more about Diamondhead

Search for holiday rentals in Diamondhead on Expedia! You can easily find your home rentals, villas, holiday apartments in Diamondhead using one of the methods below:

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Look no further and take a look at our great range of rental properties in Diamondhead!

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 19 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.