Diamondhead Vacation Rentals

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Our top choices for Diamondhead vacation rentals

16th and Golden in Diamondhead

16th and Golden in Diamondhead
Diamondhead
9.8 out of 10, Exceptional, (16 reviews)
"Wonderful place to stay for our whole family. We enjoyed the accommodations and especially loved the country club."
United States
Mallory D.
16th and Golden in Diamondhead

Cottage in Diamondhead

Cottage in Diamondhead
Diamondhead
9.4 out of 10, Exceptional, (8 reviews)
"Place was great and owner was always very quick to respond "
United States
Susan
$186 nightly
The price is $203
Apr 14 - Apr 15
Total with taxes and fees
Cottage in Diamondhead

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
$431 nightly
The price is $470
Mar 28 - Mar 29
Total with taxes and fees
Another Adventure awaits your Arrival. Charming 2 Bed / 2 Bath with Hangar!

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
$261 nightly
The price is $284
Mar 30 - Mar 31
Total with taxes and fees
Relax & Golf - Oakview Condo II at Diamondhead - cozy, new. Walk to the Club

Golf Course-Swimming Pool-Sleeps 4!

Golf Course-Swimming Pool-Sleeps 4!
Diamondhead
$130 nightly
The price is $142
Apr 20 - Apr 21
Total with taxes and fees
Golf Course-Swimming Pool-Sleeps 4!

Drackett House by Whiskey Properties

Drackett House by Whiskey Properties
2.0 star property
Old Town Bay St Louis
9.6 out of 10, Exceptional, (27 reviews)
"Good location."
United States
Lawrence
$93 nightly
The price is $101
Mar 29 - Mar 30
Total with taxes and fees
Drackett House by Whiskey Properties

Carroll House Cottages

Carroll House Cottages
3.0 star property
Bay St Louis
9.0 out of 10, Wonderful, (327 reviews)
"The host was very kind, the property was beautiful. "
United States
Stacey
$191 nightly
The price is $209
Apr 9 - Apr 10
Total with taxes and fees
Carroll House Cottages

Wraparound Deck: Unique Bay St Louis Home on Canal

Wraparound Deck: Unique Bay St Louis Home on Canal
3.0 star property
Bay St Louis
10.0 out of 10, Exceptional, (1 review)
"Great stay!"
United States
Edward
$256 nightly
The price is $277
Mar 26 - Mar 27
Total with taxes and fees
Wraparound Deck: Unique Bay St Louis Home on Canal

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, (123 reviews)
"Such a cute place and very convenient to many restaurants and bars."
United States
Melissa Y.
$165 nightly
The price is $180
Apr 5 - Apr 6
Total with taxes and fees
Cozy 2-bedroom cottage near Bay Saint Louis Harbor

Beach Villa with Private Pool - Walk to beach and Island View Casino

Beach Villa with Private Pool - Walk to beach and Island View Casino
Gulfport
9.8 out of 10, Exceptional, (36 reviews)
"Great place. Very clean. Extremely comfortable both inside and out. Great location. Owners were amazing to work with. "
United States
Randy M.
$382 nightly
The price is $420
Mar 26 - Mar 27
Total with taxes and fees
Beach Villa with Private Pool - Walk to beach and Island View Casino

Comfy and Cozy 5 min walk to the Gulf in Historic District

Comfy and Cozy 5 min walk to the Gulf in Historic District
Gulfport
9.8 out of 10, Exceptional, (70 reviews)
"Nice house in great location. Host was wonderful."
United States
Linda J.
$250 nightly
The price is $275
Mar 25 - Mar 26
Total with taxes and fees
Comfy and Cozy 5 min walk to the Gulf in Historic District

Red Beach House, GAME ROOM, Sleep 8, Swim Pool, Gated, Casinos

Red Beach House, GAME ROOM, Sleep 8, Swim Pool, Gated, Casinos
Gulfport
9.8 out of 10, Exceptional, (135 reviews)
"Great location, perfect for a pool or beach vacay"
United States
Jessica B.
Red Beach House, GAME ROOM, Sleep 8, Swim Pool, Gated, Casinos

Cozy room .4 mile walk to beautiful seawall over looking the Bay of Saint Louis.

Cozy room .4 mile walk to beautiful seawall over looking the Bay of Saint Louis.
Bay St. Louis
9.6 out of 10, Exceptional, (49 reviews)
"Perfect place to stay if you're going to a show at nearby Hollywood Casino or just enjoying Bay St. Louis. "
United States
Juliana
$104 nightly
The price is $113
Mar 29 - Mar 30
Total with taxes and fees
Cozy room .4 mile walk to beautiful seawall over looking the Bay of Saint Louis.

2BR PERFECT location! Walk to Beach & Island View Casino! Casa Verde

2BR PERFECT location! Walk to Beach & Island View Casino! Casa Verde
Gulfport
9.4 out of 10, Exceptional, (159 reviews)
"Great stay! Thanks!"
United States
Johnny L.
2BR PERFECT location! Walk to Beach & Island View Casino! Casa Verde

The Pass Picture Book

The Pass Picture Book
2.5 star property
Pass Christian
$132 nightly
The price is $148
Mar 25 - Mar 26
Total with taxes and fees
The Pass Picture Book

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, (174 reviews)
"Great dog friendly quaint stay "
United States
Claudia
$306 nightly
The price is $334
Mar 25 - Mar 26
Total with taxes and fees
Relaxing Waterfront Getaway with Fenced in Pet Friendly Property

2-min to BEACH~Game room~Pool~Gated community~Deck

2-min to BEACH~Game room~Pool~Gated community~Deck
Gulfport
9.6 out of 10, Exceptional, (15 reviews)
"Me and my family enjoyed our stay here."
United States
Jessica
$309 nightly
The price is $340
Apr 1 - Apr 2
Total with taxes and fees
2-min to BEACH~Game room~Pool~Gated community~Deck

Relax by the Gulf Coast, just 8 mins from Gulfport Beach

Relax by the Gulf Coast, just 8 mins from Gulfport Beach
Long Beach
9.8 out of 10, Exceptional, (54 reviews)
"Great place to stay. Host were very attentive to us. Definitely would stay here again. "
United States
Jessica S.
$157 nightly
The price is $173
Mar 25 - Mar 26
Total with taxes and fees
Relax by the Gulf Coast, just 8 mins from Gulfport Beach

Spacious 3-Bed/3-Bath Townhome 1111 • Sleeps 8 • Perfect for Families & Friends!

Spacious 3-Bed/3-Bath Townhome 1111 • Sleeps 8 • Perfect for Families & Friends!
Gulfport
9.8 out of 10, Exceptional, (83 reviews)
"Lots of room for our family and a great stay!"
United States
Missy B.
$318 nightly
The price is $350
Apr 4 - Apr 5
Total with taxes and fees
Spacious 3-Bed/3-Bath Townhome 1111 • Sleeps 8 • Perfect for Families & Friends!

3BR 3Bath Home Walking Distance of the Beach

3BR 3Bath Home Walking Distance of the Beach
Gulfport
9.6 out of 10, Exceptional, (76 reviews)
"Had a wonderful stay! Great location and everything was clean and as described. Easy walk to the beach and lots of fun things to do nearby.Hope to return again!"
United States
Julie S.
$370 nightly
The price is $400
Mar 27 - Mar 28
Total with taxes and fees
3BR 3Bath Home Walking Distance of the 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

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 $178 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.

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 a terrace, a barbecue grill, 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.

How many vacation rentals are there in Diamondhead?

Choose from 19 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.