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Holiday Rentals in Diamondhead

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Our top choices for Diamondhead holiday rentals

1. 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 €146
includes taxes & fees
30 Aug - 31 Aug
Golf & Relax! Lake Views! Next door to Diamondhead Country Club! Studio Condo.

2. 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 €161
includes taxes & fees
1 Sept - 2 Sept
Cozy upstairs Studio Condo at Diamondhead overlooking the Lake & Country Club

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 €211
includes taxes & fees
1 Sept - 2 Sept
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, (13 reviews)
"Thank you for the beautiful accommodation. "
United States
Jennifer H.
The price is €120
includes taxes & fees
19 Aug - 20 Aug
Cozy 1st Floor Condo /w Full Washer/Dryer - Lacey's Coastal Cabana

5. 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 €180
includes taxes & fees
19 Aug - 20 Aug
Cottage in Diamondhead

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
10.0 out of 10, Exceptional, (2 reviews)
"Clean, great communication and a perfect location if you’re golfing in Diamondhead!"
United States
Mackenzie L.
The price is €293
includes taxes & fees
1 Sept - 2 Sept
Upstairs Luxe Style Condo at Diamondhead Country Club - Walk to the Clubhouse

7. 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 €398
includes taxes & fees
17 Sept - 18 Sept
Another Adventure awaits your Arrival. Charming 2 Bed / 2 Bath with Hangar!

8. Drackett House by Whiskey Properties

Drackett House by Whiskey Properties
2.5 star property
Old Town Bay St Louis
9.6 out of 10, Exceptional, (42 reviews)
"Such an awesome place I love it here. The new pool is a great addition to the property. I will be back. I’ve been here several times. Great location great place to stay.!!!"
United States
Don
The price is €95
includes taxes & fees
3 Sept - 4 Sept
Drackett House by Whiskey Properties

9. 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, (128 reviews)
"The rental was in a great location and was very clean. Would rent again."
United States
Tammy D.
The price is €159
includes taxes & fees
30 Aug - 31 Aug
Cozy 2-bedroom cottage near Bay Saint Louis Harbor

10. Pass Bungalows

Pass Bungalows
4.5 star property
Pass Christian
10.0 out of 10, Exceptional, (40 reviews)
"absolutely gorgeous properties, with clean rooms and a quiet atmosphere."
United States
Jenna
The price is €189
includes taxes & fees
23 Aug - 24 Aug
Pass Bungalows

11. 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 €184
includes taxes & fees
17 Sept - 18 Sept
Carroll House Cottages

12. Old Town Central Station - A home with charm!

Old Town Central Station - A home with charm!
Bay St. Louis
8.6 out of 10, Excellent, (28 reviews)
"Loved our stay"
United States
Sheri R.
The price is €202
includes taxes & fees
1 Sept - 2 Sept
Old Town Central Station - A home with charm!

13. Waterfront Lake & Beach House w/ BBQ, deck, & more

Waterfront Lake & Beach House w/ BBQ, deck, & more
Pass Christian
10.0 out of 10, Exceptional, (13 reviews)
"Overall stay was wonderful. "
United States
Carla L.
The price is €242
includes taxes & fees
19 Aug - 20 Aug
Waterfront Lake & Beach House w/ BBQ, deck, & more

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 €309
includes taxes & fees
17 Sept - 18 Sept
Relaxing Waterfront Getaway with Fenced in Pet Friendly Property

15. 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, (63 reviews)
"Great place to stay! Convenient to restaurants, buccaneer park, silver slipper casino and much much more! Beautiful view and accommodations!"
United States
lisa c.
The price is €197
includes taxes & fees
17 Sept - 18 Sept
BAY-CAY Getaway, Beaching, Casinos, Swim, Grill, Chill, Memories!

16. Beauty and The Bay

Beauty and The Bay
Bay St. Louis
9.4 out of 10, Exceptional, (22 reviews)
"We enjoyed our stay! "
United States
SherAnne B.
The price is €243
includes taxes & fees
19 Aug - 20 Aug
Beauty and The Bay

17. 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, (8 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 €301
includes taxes & fees
19 Aug - 20 Aug
Waterfront Outdoor Bar, Game Room, Fire pit, Grill, Fishing Bay St. Louis Home

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

Old Town Beach Bungalow~ 2 blocks from Main St. and Beach Blvd.
Bay St. Louis
10.0 out of 10, Exceptional, (29 reviews)
"Great location!"
United States
Gregory S.
The price is €216
includes taxes & fees
19 Aug - 20 Aug
Old Town Beach Bungalow~ 2 blocks from Main St. and Beach Blvd.

19. Quaint Cottage, Walk to Beach and Old Town Bay St. Louis

Quaint Cottage, Walk to Beach and Old Town Bay St. Louis
Bay St Louis
9.8 out of 10, Exceptional, (89 reviews)
"The property is pet friendly as well"
United States
Cary B.
The price is €222
includes taxes & fees
17 Sept - 18 Sept
Quaint Cottage, Walk to Beach and Old Town Bay St. Louis

20. Lost At Sea | Golf Cart| Pet-Friendly

Lost At Sea | Golf Cart| Pet-Friendly
Old Town Bay St Louis
10.0 out of 10, Exceptional, (13 reviews)
"Will will stay here again next trip"
United States
Dawn P.
The price is €314
includes taxes & fees
19 Aug - 20 Aug
Lost At Sea | Golf Cart| Pet-Friendly
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 €95 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 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.