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Diamondhead Vacation Rentals

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Our top choices for Diamondhead vacation rentals

1. 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.
The price is CA $109
CA $282 total
includes taxes & fees
Nov 3 - Nov 4
Cozy 1-bedroom condo in lovely Diamondhead with AC

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

Monthly Discount! Near the Golf Course - Diamondhead Country Club at 228Vacay
Diamondhead
The price is CA $170
CA $441 total
includes taxes & fees
Nov 4 - Nov 5
Monthly Discount! Near the Golf Course - Diamondhead Country Club at 228Vacay

3. 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.
The price is CA $125
CA $379 total
includes taxes & fees
Nov 9 - Nov 10
Relax & Golf - Oakview Condo II at Diamondhead - cozy, new. Walk to the Club

4. 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, (4 reviews)
"Clean, great communication and a perfect location if you’re golfing in Diamondhead!"
United States
Mackenzie L.
The price is CA $177
CA $425 total
includes taxes & fees
Nov 16 - Nov 17
Upstairs Luxe Style Condo at Diamondhead Country Club - Walk to the Clubhouse

5. 16th and Golden in Diamondhead

16th and Golden in Diamondhead
Diamondhead
9.8 out of 10, Exceptional, (19 reviews)
"Wonderful place to stay for our whole family. We enjoyed the accommodations and especially loved the country club."
United States
Mallory D.
The price is CA $193
CA $566 total
includes taxes & fees
Nov 3 - Nov 4
16th and Golden in Diamondhead

6. 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, (47 reviews)
"Nice quiet and clean little place, that’s just a short walk to the marina and a lot of fun restaurants."
United States
Eric
The price is CA $124
CA $153 total
includes taxes & fees
Nov 5 - Nov 6
Drackett House by Whiskey Properties

7. Carroll House Cottages

Carroll House Cottages
3.0 star property
Bay St Louis
9.4 out of 10, Exceptional, (331 reviews)
"The property was clean, quaint and conveniently located near everything. We will be returning in the future."
United States
Carla
The price is CA $144
CA $302 total
includes taxes & fees
Nov 8 - Nov 9
Carroll House Cottages

8. Pass Bungalows

Pass Bungalows
4.5 star property
Pass Christian
9.8 out of 10, Exceptional, (56 reviews)
"Would definitely recommend I Enjoyed my stay!"
United States
Matha
The price is CA $136
CA $270 total
includes taxes & fees
Nov 3 - Nov 4
Pass Bungalows

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, (136 reviews)
"Lovely little cottage. Very convenient and very comfortable."
United States
Lisa
The price is CA $91
CA $273 total
includes taxes & fees
Nov 24 - Nov 25
Cozy 2-bedroom cottage near Bay Saint Louis Harbor

10. 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, (92 reviews)
"The property is pet friendly as well"
United States
Cary B.
The price is CA $154
CA $340 total
includes taxes & fees
Nov 8 - Nov 9
Quaint Cottage, Walk to Beach and Old Town Bay St. Louis

11. 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, (69 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 CA $161
CA $314 total
includes taxes & fees
Nov 8 - Nov 9
BAY-CAY Getaway, Beaching, Casinos, Swim, Grill, Chill, Memories!

12. 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, (17 reviews)
"It was perfect! We will be booking this location every time we go to Bay St. Louis."
United States
Jason M.
The price is CA $245
CA $513 total
includes taxes & fees
Nov 3 - Nov 4
J & S's Pond Da Rosa A Place Apart From The Rest

13. 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, (179 reviews)
"Great dog friendly quaint stay "
United States
Claudia
The price is CA $224
CA $513 total
includes taxes & fees
Nov 3 - Nov 4
Relaxing Waterfront Getaway with Fenced in Pet Friendly Property

14. Walk to Gulfport Beach! Coastal Studio Getaway

Walk to Gulfport Beach! Coastal Studio Getaway
3.0 star property
Gulfport
The price is CA $116
CA $360 total
includes taxes & fees
Nov 3 - Nov 4
Walk to Gulfport Beach! Coastal Studio Getaway

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, (13 reviews)
"Clean, quaint accommodations. Very comfortable and accommodating. Lots of little perks. "
United States
Shaun A.
The price is CA $282
CA $590 total
includes taxes & fees
Nov 3 - Nov 4
Hollywood House - Luxurious New Build With 6 Seat Golf Cart!

16. My Bay Cottage Beach House

My Bay Cottage Beach House
Bay St. Louis
10.0 out of 10, Exceptional, (12 reviews)
"Perfect location."
United States
Kidd T.
My Bay Cottage Beach House

17. Home near white sand beaches and casinos

Home near white sand beaches and casinos
Bay St Louis
10.0 out of 10, Exceptional, (114 reviews)
"Perfect little rental for our couples trip! Great location for golf-carting to town. Paul made sure everything went smoothly, and we had everything we needed."
United States
Jahnele A.
The price is CA $137
CA $274 total
includes taxes & fees
Nov 3 - Nov 4
Home near white sand beaches and casinos

18. Charming studio in peaceful Long Beach with AC

Charming studio in peaceful Long Beach with AC
Long Beach
9.6 out of 10, Exceptional, (7 reviews)
"Great place to stay"
United States
Jarrod R.
The price is CA $151
CA $208 total
includes taxes & fees
Nov 3 - Nov 4
Charming studio in peaceful Long Beach with AC

19. Waterfront Oasis w/ Dock, Sleeps 12

Waterfront Oasis w/ Dock, Sleeps 12
Bay St. Louis
10.0 out of 10, Exceptional, (13 reviews)
"Great location and great place to stay!"
United States
John G.
The price is CA $248
CA $691 total
includes taxes & fees
Nov 3 - Nov 4
Waterfront Oasis w/ Dock, Sleeps 12
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 vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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.