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Diamondhead Holiday Rentals

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Our top choices for Diamondhead holiday rentals

1. 16th and Golden in Diamondhead

16th and Golden in Diamondhead
Diamondhead
9.8 out of 10, Exceptional, (19 reviews)
"Two couples visiting for a golf tournament, large, convenient and well equiped."
United States
John M.
The price is NZ$753
includes taxes & fees
9 Aug - 10 Aug
16th and Golden in Diamondhead

2. 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.
The price is NZ$291
includes taxes & fees
23 Aug - 24 Aug
Golf & Relax! Lake Views! Next door to Diamondhead Country Club! Studio Condo.

3. 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, (2 reviews)
"Clean and cute"
United States
Southern S.
The price is NZ$384
includes taxes & fees
18 Aug - 19 Aug
Cozy 1-bedroom condo in lovely Diamondhead with AC

4. 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, (11 reviews)
"The host and how nice the place was "
United States
Blakely C.
The price is NZ$229
includes taxes & fees
12 Aug - 13 Aug
Cozy 1st Floor Condo /w Full Washer/Dryer - Lacey's Coastal Cabana

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

Cozy upstairs Studio Condo at Diamondhead overlooking the Lake & Country Club
Diamondhead
9.0 out of 10, Wonderful, (4 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.
The price is NZ$307
includes taxes & fees
19 Aug - 20 Aug
Cozy upstairs Studio Condo at Diamondhead overlooking the Lake & Country Club

6. 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 NZ$491
includes taxes & fees
17 Aug - 18 Aug
Upstairs Luxe Style Condo at Diamondhead Country Club - Walk to the Clubhouse

7. Cottage in Diamondhead

Cottage in Diamondhead
Diamondhead
9.0 out of 10, Wonderful, (11 reviews)
"Place was great and owner was always very quick to respond "
United States
Susan
The price is NZ$385
includes taxes & fees
19 Aug - 20 Aug
Cottage in Diamondhead

8. Carroll House Cottages

Carroll House Cottages
3.0 star property
Bay St Louis
9.0 out of 10, Wonderful, (329 reviews)
"Loved this town!"
United States
Jill
The price is NZ$487
includes taxes & fees
5 Sept - 6 Sept
Carroll House Cottages

9. Pass Bungalows

Pass Bungalows
4.5 star property
Pass Christian
10.0 out of 10, Exceptional, (36 reviews)
"absolutely gorgeous properties, with clean rooms and a quiet atmosphere."
United States
Jenna
The price is NZ$369
includes taxes & fees
10 Aug - 11 Aug
Pass Bungalows

10. 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, (40 reviews)
"Good for a quick stay "
United States
CINDY
The price is NZ$188
includes taxes & fees
1 Sept - 2 Sept
Drackett House by Whiskey Properties

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

Hollywood House - Luxurious New Build With 6 Seat Golf Cart!
Bay St. Louis
9.8 out of 10, Exceptional, (9 reviews)
"Great place! Great location, very clean and comfortable. Golf cart was great for getting around downtown and also for carrying clubs for a round at nearby course! Will be back. "
United States
Kathryn O.
The price is NZ$875
includes taxes & fees
7 Aug - 8 Aug
Hollywood House - Luxurious New Build With 6 Seat Golf Cart!

12. 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, (27 reviews)
"Very beautiful home with all the amenities for girls weekend. Host was very responsive and accommodating! Will be staying again with family! "
United States
Tammy D.
The price is NZ$1,858
includes taxes & fees
11 Aug - 12 Aug
Pool & Spa Complete! Luxury Quiet Retreat, Bay Views.

13. 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.
The price is NZ$823
includes taxes & fees
9 Aug - 10 Aug
Took the Bayt in Bay St.Louis, MS

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.
The price is NZ$574
includes taxes & fees
10 Aug - 11 Aug
Relaxing Waterfront Getaway with Fenced in Pet Friendly Property

15. The Porch at the Bay House!

The Porch at the Bay House!
Bay St. Louis
10.0 out of 10, Exceptional, (44 reviews)
"The host was very welcoming and easy to work with. The place very clean and large enough for our party of 7 guests. I will definitely recommend this place to others"
United States
judy p.
The price is NZ$983
includes taxes & fees
10 Aug - 11 Aug
The Porch at the Bay House!

16. Isle Be Back - Pet Friendly Waterfront Camp 3Br 1.5Ba

Isle Be Back - Pet Friendly Waterfront Camp 3Br 1.5Ba
Bay St. Louis
10.0 out of 10, Exceptional, (10 reviews)
"We had a great time for the 4th of July weekend. Great location."
United States
Blaine E.
The price is NZ$715
includes taxes & fees
9 Aug - 10 Aug
Isle Be Back - Pet Friendly Waterfront Camp 3Br 1.5Ba

17. Waterfront Oasis w/ Dock, Sleeps 12

Waterfront Oasis w/ Dock, Sleeps 12
Bay St. Louis
10.0 out of 10, Exceptional, (11 reviews)
"This was the perfect getaway for my family. The house was very clean and had everything we needed. The neighborhood was very quiet."
United States
Melissa A.
The price is NZ$885
includes taxes & fees
19 Aug - 20 Aug
Waterfront Oasis w/ Dock, Sleeps 12

18. 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, (127 reviews)
"The rental was in a great location and was very clean. Would rent again."
United States
Tammy D.
The price is NZ$306
includes taxes & fees
9 Aug - 10 Aug
Cozy 2-bedroom cottage near Bay Saint Louis Harbor

19. 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, (31 reviews)
"Very nice place and great location "
United States
Tara B.
The price is NZ$815
includes taxes & fees
9 Aug - 10 Aug
Creole Bungalow - 2 Bedroom 2 Bath with golf cart

20. Waterfront Outdoor Bar, Game Room, Fire pit, Grill, Fishing Bay St. Louis Home

Waterfront Outdoor Bar, Game Room, Fire pit, Grill, Fishing Bay St. Louis Home
Bay St. Louis
10.0 out of 10, Exceptional, (7 reviews)
"We really enjoyed our stay it was a nice peaceful place with friendly neighbors. We look forward to coming back."
United States
Lucien D.
The price is NZ$584
includes taxes & fees
9 Aug - 10 Aug
Waterfront Outdoor Bar, Game Room, Fire pit, Grill, Fishing Bay St. Louis Home
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Diamondhead holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Diamondhead. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Diamondhead. Seeing all the best attractions is bound to make you fall in love with Diamondhead. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Diamondhead short-term rentals, that won’t be hard to do.

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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 17 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.