Holiday Rentals in Diamondhead

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Our top choices for Diamondhead holiday rentals

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 €133
includes taxes & fees
20 May - 21 May
Golf Course-Swimming Pool-Sleeps 4!

Cottage in Diamondhead

Cottage in Diamondhead
Diamondhead
8.4 out of 10, Very good, (10 reviews)
"Place was great and owner was always very quick to respond "
United States
Susan
The price is €214
includes taxes & fees
2 Jun - 3 Jun
Cottage in Diamondhead

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 €130
includes taxes & fees
9 Jun - 10 Jun
Cozy 1st Floor Condo /w Full Washer/Dryer - Lacey's Coastal Cabana

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

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 €396
includes taxes & fees
2 Jun - 3 Jun
Another Adventure awaits your Arrival. Charming 2 Bed / 2 Bath with Hangar!

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 €100
includes taxes & fees
20 May - 21 May
Drackett House by Whiskey Properties

Pass Bungalows

Pass Bungalows
4.5 star property
Pass Christian
10.0 out of 10, Exceptional, (4 reviews)
"Great place to stay!"
United States
Bennett
The price is €186
includes taxes & fees
20 May - 21 May
Pass Bungalows

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 €167
includes taxes & fees
1 Jun - 2 Jun
Cozy 2-bedroom cottage near Bay Saint Louis Harbor

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 €316
includes taxes & fees
26 May - 27 May
Gulfport Home w/ Fire Pit: Rv/trailer Parking

BAY-CAY Getaway, Beaching, Casinos, Swim, Grill, Chill, Memories!

BAY-CAY Getaway, Beaching, Casinos, Swim, Grill, Chill, Memories!
Bay St. Louis
9.8 out of 10, Exceptional, (59 reviews)
"Great stay and relaxing environment for my husband and I!!"
United States
Shannon M.
The price is €205
includes taxes & fees
24 May - 25 May
BAY-CAY Getaway, Beaching, Casinos, Swim, Grill, Chill, Memories!

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 €182
includes taxes & fees
20 May - 21 May
Carroll House Cottages

Spacious 3-Bed/3-Bath Townhome 1111 • Sleeps 8 • Perfect for Families & Friends!

Spacious 3-Bed/3-Bath Townhome 1111 • Sleeps 8 • Perfect for Families & Friends!
Gulfport
9.8 out of 10, Exceptional, (87 reviews)
"Lots of room for our family and a great stay!"
United States
Missy B.
Spacious 3-Bed/3-Bath Townhome 1111 • Sleeps 8 • Perfect for Families & Friends!

Relax by the Gulf Coast, just 8 mins from Gulfport Beach

Relax by the Gulf Coast, just 8 mins from Gulfport Beach
Long Beach
9.8 out of 10, Exceptional, (55 reviews)
"Great place to stay. Host were very attentive to us. Definitely would stay here again. "
United States
Jessica S.
Relax by the Gulf Coast, just 8 mins from Gulfport Beach

Near Downtown & Beach / Luxury Linens / Chic Beach Cottage Retreat 5 Star Stay

Near Downtown & Beach / Luxury Linens / Chic Beach Cottage Retreat 5 Star Stay
Gulfport
10.0 out of 10, Exceptional, (78 reviews)
"We had a nice time. Cottage was located in a very quiet area with lots of trees and felt safe. Near the beach and easy to get to restaurants and shopping. We would definitely like to go back. Cottage itself was very nice and host was easy to deal with. "
United States
Rene R.
Near Downtown & Beach / Luxury Linens / Chic Beach Cottage Retreat 5 Star Stay

Cozy room .4 mile walk to beautiful seawall over looking the Bay of Saint Louis.

Cozy room .4 mile walk to beautiful seawall over looking the Bay of Saint Louis.
Bay St. Louis
9.6 out of 10, Exceptional, (52 reviews)
"Perfect place to stay if you're going to a show at nearby Hollywood Casino or just enjoying Bay St. Louis. "
United States
Juliana
The price is €107
includes taxes & fees
15 Jun - 16 Jun
Cozy room .4 mile walk to beautiful seawall over looking the Bay of Saint Louis.

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 €237
includes taxes & fees
20 May - 21 May
Comfy and Cozy 5 min walk to the Gulf in Historic District

Bungalow style home - 10 min walk to beach!

Bungalow style home - 10 min walk to beach!
Gulfport
9.8 out of 10, Exceptional, (89 reviews)
"The host was great and the house was clean and welcoming. We enjoyed our stay."
United States
Rikke M.
Bungalow style home - 10 min walk to beach!

Old Town Beach Cottage~ 2 blocks from Main St. and Beach Blvd.

Old Town Beach Cottage~ 2 blocks from Main St. and Beach Blvd.
Bay St. Louis
9.8 out of 10, Exceptional, (44 reviews)
"Great place for a weekend in the Bay."
United States
Timothy B.
The price is €261
includes taxes & fees
2 Jun - 3 Jun
Old Town Beach Cottage~ 2 blocks from Main St. and Beach Blvd.

Waveland Home Near Beach: Pets Allowed!

Waveland Home Near Beach: Pets Allowed!
3.0 star property
Waveland
10.0 out of 10, Exceptional, (6 reviews)
"Very nice house- super spacious, great decor. Good location. "
United States
Beth
Waveland Home Near Beach: Pets Allowed!

Violet Beach House, Ping Pong, Swings, Sleep 8, Gated, Swim Pool

Violet Beach House, Ping Pong, Swings, Sleep 8, Gated, Swim Pool
Gulfport
9.8 out of 10, Exceptional, (40 reviews)
"Very nice place. Plenty of sleeping accommodations. Great communication from the host."
United States
Stephanie G.
Violet Beach House, Ping Pong, Swings, Sleep 8, Gated, Swim Pool
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

Find out more about Diamondhead

Everything you need to know about Diamondhead holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Diamondhead holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Diamondhead holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Diamondhead holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Diamondhead holiday rentals we have selected for you start as low as €100 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Diamondhead rentals

At Expedia, we put the best Diamondhead holiday 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 holiday.

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. 

Frequently asked questions

Are there holiday rentals in Diamondhead?

Yes, there are holiday rentals close to the most popular sights in Diamondhead, or you can select a more secluded option if you're looking for a relaxing stay. Diamondhead is known for its casinos and seafood restaurants. Make sure you have time to check out the golf courses and coffee shops during your trip.

What are some of the best holiday rentals that Diamondhead has to offer?

Drackett House by Whiskey Properties: This holiday home rental outside of 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 holiday rental also comes with free parking to give you added peace of mind. You can relax into your holiday with a private garden and 1 hot tub.

How many holiday rentals are there in Diamondhead?

Choose from 19 Expedia holiday rentals in Diamondhead for a memorable holiday.

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 wider area, you’ll find Diamondhead Country Club and Hollywood Casino.

What’s a holiday rental in Diamondhead like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Diamondhead. Holiday rentals offer extras such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for a small group gathering.