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Diamondhead Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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.
$208 nightly
The price is $227
Nov 3 - Nov 4
Total with taxes and fees
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.
$258 nightly
The price is $281
Oct 19 - Oct 20
Total with taxes and fees
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, (3 reviews)
"Clean, great communication and a perfect location if you’re golfing in Diamondhead!"
United States
Mackenzie L.
$280 nightly
The price is $305
Oct 15 - Oct 16
Total with taxes and fees
Upstairs Luxe Style Condo at Diamondhead Country Club - Walk to the Clubhouse
A modern kitchen with a central island, stainless steel appliances, and a dining area with a red chair.

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

Monthly Discount! Near the Golf Course - Diamondhead Country Club at 228Vacay
Diamondhead
$315 nightly
The price is $343
Oct 18 - Oct 19
Total with taxes and fees
Monthly Discount! Near the Golf Course - Diamondhead Country Club at 228Vacay
A room with a large ESPN TV screen, wicker baskets, a wooden table with two red drinks, and a green chair.

5. 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, (14 reviews)
"Perfect spot"
United States
Jennifer H.
$192 nightly
The price is $209
Oct 5 - Oct 6
Total with taxes and fees
Cozy 1st Floor Condo /w Full Washer/Dryer - Lacey's Coastal Cabana
A spacious dining area with a wooden table set for four, white chairs, and a chandelier.

6. 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.
$465 nightly
The price is $488
Oct 4 - Oct 5
Total with taxes and fees
16th and Golden in Diamondhead
A spacious living room with a brown leather sofa, a round wooden dining table with six chairs, and a large window with blinds.

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.
$428 nightly
The price is $467
Oct 11 - Oct 12
Total with taxes and fees
Another Adventure awaits your Arrival. Charming 2 Bed / 2 Bath with Hangar!
A courtyard with palm trees and string lights, surrounded by a building with a covered patio area.

8. Pass Bungalows

Pass Bungalows
4.5 star property
Pass Christian
9.8 out of 10, Exceptional, (48 reviews)
"The atmosphere was very great. The bungalows were very nice and clean. Only complaint was the pool closing at dark."
United States
Sean
$185 nightly
The price is $207
Oct 4 - Oct 5
Total with taxes and fees
Pass Bungalows
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.

9. 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, (43 reviews)
"Good for a quick stay "
United States
CINDY
$88 nightly
The price is $96
Nov 3 - Nov 4
Total with taxes and fees
Drackett House by Whiskey Properties
A spacious living room with hardwood floors, a brown leather sofa, a recliner, and a spiral staircase.

10. Carroll House Cottages

Carroll House Cottages
3.0 star property
Bay St Louis
9.0 out of 10, Wonderful, (330 reviews)
"The property was clean, quaint and conveniently located near everything. We will be returning in the future."
United States
Carla
$192 nightly
The price is $209
Oct 15 - Oct 16
Total with taxes and fees
Carroll House Cottages
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.

11. 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, (132 reviews)
"Lovely little cottage. Very convenient and very comfortable."
United States
Lisa
$190 nightly
The price is $207
Oct 5 - Oct 6
Total with taxes and fees
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.

12. 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, (90 reviews)
"Precious cottage in a wonderful location close to all Old Town BSL has to offer! The host was lovely and helpful. We’ll be back!"
United States
Nanette S.
$232 nightly
The price is $253
Oct 11 - Oct 12
Total with taxes and fees
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.

13. 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, (66 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.
$215 nightly
The price is $234
Oct 6 - Oct 7
Total with taxes and fees
BAY-CAY Getaway, Beaching, Casinos, Swim, Grill, Chill, Memories!
A kitchen with a central island, white cabinetry, and a 'Welcome' sign.

14. Home near white sand beaches and casinos

Home near white sand beaches and casinos
Bay St Louis
10.0 out of 10, Exceptional, (113 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.
$197 nightly
The price is $215
Oct 12 - Oct 13
Total with taxes and fees
Home near white sand beaches and casinos
A bedroom with a bed, a ceiling fan, and a window with curtains.

15. 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.
$149 nightly
The price is $164
Oct 12 - Oct 13
Total with taxes and fees
Beautiful studio close to the beach!
A two-story house with a covered porch and a small balcony.

16. The Pass Picture Book

The Pass Picture Book
3.0 star property
Pass Christian
10.0 out of 10, Exceptional, (1 review)
$147 nightly
The price is $165
Oct 13 - Oct 14
Total with taxes and fees
The Pass Picture Book
A two-story wooden structure with a balcony, outdoor seating, and a covered area.

17. 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.
$266 nightly
The price is $290
Oct 20 - Oct 21
Total with taxes and fees
New cottage blocks from the beach; pets OK! Firepit! Grill! EV Charger! 65” TV
A spacious living room with a neutral color palette, a chandelier, a television, and a kitchen in the background.

18. Beauty and The Bay

Beauty and The Bay
Bay St. Louis
9.4 out of 10, Exceptional, (22 reviews)
"Great place to stay"
United States
Ronnie G.
$246 nightly
The price is $268
Nov 1 - Nov 2
Total with taxes and fees
Beauty and The Bay
A dining area with a large wooden table, multiple chairs, a chandelier, and artwork on the walls.

19. 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, (32 reviews)
"Loved our stay"
United States
Sheri R.
$238 nightly
The price is $259
Oct 11 - Oct 12
Total with taxes and fees
Old Town Central Station - A home with charm!
A wooden building with a balcony and a staircase leading to the entrance.

20. 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, (16 reviews)
"We wanted peace and quiet with quick access to local activities and downtown and that’s what we gotGreat value and nice accomodations. "
United States
Patrick B.
$370 nightly
The price is $403
Oct 12 - Oct 13
Total with taxes and fees
J & S's Pond Da Rosa A Place Apart From The Rest
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

Hampton Inn & Suites Gulfport I-10

Hampton Inn & Suites Gulfport I-10

10/10 Excellent
"Nice room very clean. Helpful staff"
Henry 2-night trip
Posted less than an hour ago
Hampton Inn & Suites Gulfport I-10

Find out more about Diamondhead

Everything you need to know about Diamondhead vacation rentals

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

Diamondhead vacation 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 low season months. For more hustle and bustle, you may prefer to visit Diamondhead in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $96 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Diamondhead rentals

At Expedia, we put the best Diamondhead vacation 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 vacation.

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.

Explore a world of travel with Expedia

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.