Diamondhead Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Vacation Rentals in Diamondhead

Drackett House by Whiskey Properties

2.0 star property
9.8 out of 10, Exceptional, (7)
"The loft is very cozy and quiet. Comfortable bed. Furnished nicely. Definitely will stay here again. "
The price is CA $116
CA $144 total
includes taxes & fees
Sep 2 - Sep 3
Drackett House by Whiskey Properties

Magnolia Suites BSL

4.0 star property
10.0 out of 10, Exceptional, (7)
"Beautiful place and great location. Very good communication with host."
The price is CA $230
CA $440 total
includes taxes & fees
Aug 25 - Aug 26
Magnolia Suites BSL

Secluded Private 4-bedroom house with WiFi, AC pool/hot tub/bar Gulfport

9.8 out of 10, Exceptional, (27)
"We had a great stay here. Very clean and comfortable for the whole family. Bring your bathing suit and get ready to relax!"
The price is CA $290
CA $365 total
includes taxes & fees
Aug 25 - Aug 26
Secluded Private 4-bedroom house with WiFi, AC pool/hot tub/bar Gulfport

Beachfront 1 bedroom on the beach in Bay St Louis. Walking distance to Main St!

10.0 out of 10, Exceptional, (146)
"Trip with the husband to get away and relax. We had a great time. House is perfect for a couple. We had stayed in one of the 2 bedrooms last year. Always clean and very nice location. "
Beachfront 1 bedroom on the beach in Bay St Louis. Walking distance to Main St!

Seaside Retreat-Spacious 5 bedroom 3.5 bath condo near beach, dining & shopping

9.0 out of 10, Wonderful, (6)
Seaside Retreat-Spacious 5 bedroom 3.5 bath condo near beach, dining & shopping

Beach house, 1.5 blocks from beach, 3bd, 3 bath

9.6 out of 10, Exceptional, (24)
"Very roomy, very clean, lots of sleeping space. "
The price is CA $120
CA $408 total
includes taxes & fees
Aug 25 - Aug 26
Beach house, 1.5 blocks from beach, 3bd, 3 bath

New Beachfront 3 Bed 2 1/2 Bath in downtown Bay St Louis in Prime Location

9.8 out of 10, Exceptional, (149)
"Nice stay & Garrett was very responsive. "
New Beachfront 3 Bed 2 1/2 Bath in downtown Bay St Louis in Prime Location

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

9.4 out of 10, Exceptional, (35)
"Great location, Great host, and all the essentials you could want. We love the area, and we will definitely be back next year."
The price is CA $81
CA $156 total
includes taxes & fees
Aug 25 - Aug 26
Cozy room .4 mile walk to beautiful seawall over looking the Bay of Saint Louis.

On the Beach, Teddy Roosevelt Stayed Here. Pet friendly, large fenced property

9.6 out of 10, Exceptional, (254)
"Wonderful and relaxing!"
On the Beach, Teddy Roosevelt Stayed Here. Pet friendly, large fenced property

Close to Beach and so affordable! Too many amenities to list!

10.0 out of 10, Exceptional, (179)
"As described on VRBO. Easy check in and check out. Great location. Hostess had everything we needed and more. She was also very helpful giving suggestions on places to go and eat. We would stay there again. "
Close to Beach and so affordable! Too many amenities to list!

Carroll House Cottages

3.0 star property
9.0 out of 10, Wonderful, (325)
"Pleasant place to stay for a weekend getaway "
The price is CA $111
CA $265 total
includes taxes & fees
Aug 26 - Aug 27
Carroll House Cottages

Relaxing Retreat

9.6 out of 10, Exceptional, (66)
"This is great place to stay while visiting Gulfport and the gulf coast ! The front porch with ceiling fans is fantastic. The beach, aquarium, harbor and several restaurants are very close. "
The price is CA $207
CA $429 total
includes taxes & fees
Aug 25 - Aug 26
Relaxing Retreat

5 Min Walk to Beach 🏝️ Recently Updated! Pool, Patio, Grill & Bikes!

9.8 out of 10, Exceptional, (176)
"the property was super nice and clean. very close to plenty of restaurants and fun ! "
5 Min Walk to Beach 🏝️ Recently Updated! Pool, Patio, Grill & Bikes!

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

9.8 out of 10, Exceptional, (30)
"Everything was exactly as described. Great location."
The price is CA $324
CA $616 total
includes taxes & fees
Aug 25 - Aug 26
Beach Villa with Private Pool - Walk to beach and Island View Casino

Acadian cottage 1 minute walk to beach, 5 minutes to Old Town BSL! Best location

10.0 out of 10, Exceptional, (128)
"Excellent location, very clean "
Acadian cottage 1 minute walk to beach, 5 minutes to Old Town BSL! Best location

Charming 2-bedroom studio with gameroom, WiFi in soothing Gulfport

9.8 out of 10, Exceptional, (13)
"Great little spot close to everything.Would recommend"
The price is CA $106
CA $177 total
includes taxes & fees
Aug 25 - Aug 26
Charming 2-bedroom studio with gameroom, WiFi in soothing Gulfport

4Br/2Ba Beachview home, delightful ocean view, sandy beaches, 7 beds (sleeps 13)

9.2 out of 10, Wonderful, (57)
"We had a wonderful stay spending time with family celebrating our Aunts 90th birthday. Location is great. "
The price is CA $192
CA $479 total
includes taxes & fees
Aug 25 - Aug 26
4Br/2Ba Beachview home, delightful ocean view, sandy beaches, 7 beds (sleeps 13)

Little Blue Hideaway

9.8 out of 10, Exceptional, (17)
"It was a great stay here, very homey "
The price is CA $131
CA $398 total
includes taxes & fees
Aug 25 - Aug 26
Little Blue Hideaway

Cozy 2-bedroom cottage near Bay Saint Louis Harbor

10.0 out of 10, Exceptional, (108)
"We have stayed in BSL many times, but it was our first time staying at this location. This adorable cottage has everything you could need and located near all of the fun. We would stay there again!"
The price is CA $62
CA $249 total
includes taxes & fees
Sep 1 - Sep 2
Cozy 2-bedroom cottage near Bay Saint Louis Harbor

Luxury Home / Beach Views & Pool / EV Charger

10.0 out of 10, Exceptional, (38)
"Loved our visit. Great with kids. Awesome location and friendly hosts. "
The price is CA $413
CA $1,030 total
includes taxes & fees
Sep 1 - Sep 2
Luxury Home / Beach Views & Pool / EV Charger
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Diamondhead Hotel Reviews

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 18 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.