Diamondhead Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Diamondhead vacation rentals

A corridor leading to a dining area with a view of a green lawn and parked cars.

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 AED 278
AED 763 total
includes taxes & fees
16 Nov - 17 Nov
Cozy 1-bedroom condo in lovely Diamondhead with AC
A kitchen with white cabinets, a coffee maker, and a framed pineapple picture.

2. 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 AED 327
AED 993 total
includes taxes & fees
16 Nov - 17 Nov
Relax & Golf - Oakview Condo II at Diamondhead - cozy, new. Walk to the Club
A modern kitchen with stainless steel appliances, a large island with bar stools, and a dining area with a view of the outdoors.

3. 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 AED 466
AED 1,113 total
includes taxes & fees
16 Nov - 17 Nov
Upstairs Luxe Style Condo at Diamondhead Country Club - Walk to the Clubhouse
A spacious dining area with a wooden table set for four, white chairs, and a chandelier.

4. 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 AED 508
AED 1,548 total
includes taxes & fees
12 Nov - 13 Nov
16th and Golden in Diamondhead
A courtyard with palm trees and string lights, surrounded by a building with a covered patio area.

5. Pass Bungalows

Pass Bungalows
4.5 star property
Pass Christian
9.8 out of 10, Exceptional, (59 reviews)
"Would definitely recommend I Enjoyed my stay!"
United States
Matha
The price is AED 366
AED 718 total
includes taxes & fees
12 Nov - 13 Nov
Pass Bungalows
A spacious room with a wooden floor, a spiral staircase, and a dining area with a chandelier.

6. 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 AED 360
AED 773 total
includes taxes & fees
12 Nov - 13 Nov
Carroll House Cottages
A cozy living room with a wooden ceiling, a dark leather sofa, a coffee table, and a view through an open doorway to a bedroom.

7. 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, (49 reviews)
"Comfy beds, quiet, lovely pool. My only complaint the cottage is a bit dingy, upholstery needs a good shampoo."
United States
JANA
The price is AED 323
AED 400 total
includes taxes & fees
16 Nov - 17 Nov
Drackett House by Whiskey Properties
A dining area with a round wooden table, white chairs, and a vase of flowers. There is a white sofa and a small white table with a lamp. The room has wooden flooring, white walls, and a ceiling with recessed lighting.

8. 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 AED 184
AED 653 total
includes taxes & fees
29 Nov - 30 Nov
Cozy 2-bedroom cottage near Bay Saint Louis Harbor
A house with a porch, steps, and a small garden area with plants and a potted plant.

9. 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.
Quaint Cottage, Walk to Beach and Old Town Bay St. Louis
A beach house interior with a kitchen, dining area, and a view of the beach.

10. 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 AED 422
AED 805 total
includes taxes & fees
15 Nov - 16 Nov
BAY-CAY Getaway, Beaching, Casinos, Swim, Grill, Chill, Memories!
A cozy living room with a sofa, a television, and a dining area with a table and chairs.

11. Walk to Gulfport Beach! Coastal Studio Getaway

Walk to Gulfport Beach! Coastal Studio Getaway
3.0 star property
Gulfport
The price is AED 305
AED 945 total
includes taxes & fees
24 Nov - 25 Nov
Walk to Gulfport Beach! Coastal Studio Getaway
A balcony with two blue stools and a view of a lake surrounded by trees.

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

Waterfront Beach & Lake House w/ BBQ, deck, & more
Pass Christian
9.6 out of 10, Exceptional, (16 reviews)
"Great pricing and great place!"
United States
S. John P.
The price is AED 261
AED 1,007 total
includes taxes & fees
15 Nov - 16 Nov
Waterfront Beach & Lake House w/ BBQ, deck, & more
A row of white single-story houses with a white picket fence, each with a small porch and a flag.

13. 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, (30 reviews)
"Great little vacay"
United States
Austin S.
The price is AED 386
AED 893 total
includes taxes & fees
9 Dec - 10 Dec
Old Town Beach Bungalow~ 2 blocks from Main St. and Beach Blvd.
A bedroom with a bed, a ceiling fan, and a window with curtains.

14. Beautiful studio close to the beach!

Beautiful studio close to the beach!
Gulfport
9.2 out of 10, Wonderful, (52 reviews)
"As always, everything was amazing! The apartment is always spotless and the hosts are always super responsive and accommodating!"
United States
Kelsie H.
Beautiful studio close to the beach!
A two-story house with a covered porch and a small balcony.

15. The Pass Picture Book

The Pass Picture Book
3.0 star property
Pass Christian
10.0 out of 10, Exceptional, (1 review)
The price is AED 465
AED 521 total
includes taxes & fees
13 Nov - 14 Nov
The Pass Picture Book
A spacious living area with a wooden dining table, a sofa, and a large rug.

16. 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 AED 588
AED 1,313 total
includes taxes & fees
12 Nov - 13 Nov
Relaxing Waterfront Getaway with Fenced in Pet Friendly Property
A kitchen with a central island, white cabinetry, and a 'Welcome' sign.

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 AED 400
AED 797 total
includes taxes & fees
16 Nov - 17 Nov
Home near white sand beaches and casinos
A dining area with a large wooden table, multiple chairs, a chandelier, and artwork on the walls.

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

Old Town Central Station - A home with charm!
Bay St. Louis
8.4 out of 10, Very good, (33 reviews)
"Loved our stay"
United States
Sheri R.
The price is AED 354
AED 846 total
includes taxes & fees
16 Nov - 17 Nov
Old Town Central Station - A home with charm!
A two-story wooden structure with a balcony, outdoor seating, and a covered area.

19. New cottage blocks from the beach; pets OK! Firepit! Grill! EV Charger! 65” TV

New cottage blocks from the beach; pets OK! Firepit! Grill! EV Charger! 65” TV
Waveland
10.0 out of 10, Exceptional, (13 reviews)
"Excellent amenities and location. We had a great time and would stay again."
United States
Alex L.
The price is AED 367
AED 1,041 total
includes taxes & fees
17 Nov - 18 Nov
New cottage blocks from the beach; pets OK! Firepit! Grill! EV Charger! 65” TV
A modern kitchen with a central island, bar stools, and a hanging light fixture.

20. Coastal 1BR with Pool - Near Beach

Coastal 1BR with Pool - Near Beach
Pass Christian
10.0 out of 10, Exceptional, (18 reviews)
"This was a great place to stay! We had such a fun time and it was relatively close to a lot of fun spots."
United States
edyn b.
The price is AED 396
AED 856 total
includes taxes & fees
12 Nov - 13 Nov
Coastal 1BR with Pool - Near 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

An indoor swimming pool with lounge chairs and tables, surrounded by wooden pillars and red lockers.
Ramada by Wyndham Diamondhead I-10/Gulfport

Ramada by Wyndham Diamondhead I-10/Gulfport

Ramada by Wyndham Diamondhead I-10/Gulfport
Diamondhead

10/10 Excellent

Great location.
United States
Jackie
Reviewed May 29, 2025
Ramada by Wyndham Diamondhead I-10/Gulfport

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.