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Diamondhead Vacation Rentals

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Our top choices for Diamondhead vacation rentals

1. Golf & Relax! Lake Views! Next door to Diamondhead Country Club! Studio Condo.

Golf & Relax! Lake Views! Next door to Diamondhead Country Club! Studio Condo.
Diamondhead
10.0 out of 10, Exceptional, (2 reviews)
"Exactly as pictured. Great easy check in!"
United States
Rebecca E.
The price is CA $81
CA $228 total
includes taxes & fees
Aug 27 - Aug 28
Golf & Relax! Lake Views! Next door to Diamondhead Country Club! Studio Condo.

2. Cozy upstairs Studio Condo at Diamondhead overlooking the Lake & Country Club

Cozy upstairs Studio Condo at Diamondhead overlooking the Lake & Country Club
Diamondhead
9.0 out of 10, Wonderful, (4 reviews)
"We chose this for the location. We were in the process of moving, very close to all the fun stuff Diamondhead offers "
United States
Rod D.
The price is CA $109
CA $247 total
includes taxes & fees
Aug 30 - Aug 31
Cozy upstairs Studio Condo at Diamondhead overlooking the Lake & Country Club

3. 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, (2 reviews)
"Clean and cute"
United States
Southern S.
The price is CA $119
CA $315 total
includes taxes & fees
Aug 18 - Aug 19
Cozy 1-bedroom condo in lovely Diamondhead with AC

4. 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, (13 reviews)
"Thank you for the beautiful accommodation. "
United States
Jennifer H.
The price is CA $144
CA $187 total
includes taxes & fees
Aug 18 - Aug 19
Cozy 1st Floor Condo /w Full Washer/Dryer - Lacey's Coastal Cabana

5. Cottage in Diamondhead

Cottage in Diamondhead
Diamondhead
9.0 out of 10, Wonderful, (11 reviews)
"Place was great and owner was always very quick to respond "
United States
Susan
The price is CA $101
CA $302 total
includes taxes & fees
Aug 18 - Aug 19
Cottage in Diamondhead

6. 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, (1 review)
"Clean, great communication and a perfect location if you’re golfing in Diamondhead!"
United States
Mackenzie L.
The price is CA $205
CA $473 total
includes taxes & fees
Aug 27 - Aug 28
Upstairs Luxe Style Condo at Diamondhead Country Club - Walk to the Clubhouse

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.
The price is CA $347
CA $655 total
includes taxes & fees
Sep 11 - Sep 12
Another Adventure awaits your Arrival. Charming 2 Bed / 2 Bath with Hangar!

8. 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, (42 reviews)
"Such an awesome place I love it here. The new pool is a great addition to the property. I will be back. I’ve been here several times. Great location great place to stay.!!!"
United States
Don
The price is CA $120
CA $148 total
includes taxes & fees
Sep 1 - Sep 2
Drackett House by Whiskey Properties

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, (128 reviews)
"The rental was in a great location and was very clean. Would rent again."
United States
Tammy D.
The price is CA $62
CA $250 total
includes taxes & fees
Aug 30 - Aug 31
Cozy 2-bedroom cottage near Bay Saint Louis Harbor

10. Pass Bungalows

Pass Bungalows
4.5 star property
Pass Christian
10.0 out of 10, Exceptional, (40 reviews)
"absolutely gorgeous properties, with clean rooms and a quiet atmosphere."
United States
Jenna
The price is CA $161
CA $296 total
includes taxes & fees
Sep 16 - Sep 17
Pass Bungalows

11. Carroll House Cottages

Carroll House Cottages
3.0 star property
Bay St Louis
9.0 out of 10, Wonderful, (329 reviews)
"Loved this town!"
United States
Jill
The price is CA $133
CA $289 total
includes taxes & fees
Sep 17 - Sep 18
Carroll House Cottages

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

Old Town Central Station - A home with charm!
Bay St. Louis
8.6 out of 10, Excellent, (28 reviews)
"Loved our stay"
United States
Sheri R.
The price is CA $125
CA $322 total
includes taxes & fees
Aug 18 - Aug 19
Old Town Central Station - A home with charm!

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

Waterfront Lake & Beach House w/ BBQ, deck, & more
Pass Christian
10.0 out of 10, Exceptional, (13 reviews)
"Overall stay was wonderful. "
United States
Carla L.
The price is CA $94
CA $395 total
includes taxes & fees
Aug 18 - Aug 19
Waterfront Lake & Beach House w/ BBQ, deck, & more

14. 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, (178 reviews)
"Fantastic place for peace, quiet and tranquility - enjoyed the views from the back - Kim is a fantastic host - 2nd to none ! Will definitely come back !"
United States
Marle D.
The price is CA $217
CA $488 total
includes taxes & fees
Aug 30 - Aug 31
Relaxing Waterfront Getaway with Fenced in Pet Friendly Property

15. 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, (63 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 $144
CA $303 total
includes taxes & fees
Aug 30 - Aug 31
BAY-CAY Getaway, Beaching, Casinos, Swim, Grill, Chill, Memories!

16. Beauty and The Bay

Beauty and The Bay
Bay St. Louis
9.4 out of 10, Exceptional, (22 reviews)
"We enjoyed our stay! "
United States
SherAnne B.
The price is CA $165
CA $373 total
includes taxes & fees
Aug 18 - Aug 19
Beauty and The Bay

17. Waterfront Outdoor Bar, Game Room, Fire pit, Grill, Fishing Bay St. Louis Home

Waterfront Outdoor Bar, Game Room, Fire pit, Grill, Fishing Bay St. Louis Home
Bay St. Louis
10.0 out of 10, Exceptional, (8 reviews)
"We really enjoyed our stay it was a nice peaceful place with friendly neighbors. We look forward to coming back."
United States
Lucien D.
The price is CA $182
CA $489 total
includes taxes & fees
Aug 18 - Aug 19
Waterfront Outdoor Bar, Game Room, Fire pit, Grill, Fishing Bay St. Louis Home

18. 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, (29 reviews)
"Great location!"
United States
Gregory S.
The price is CA $139
CA $340 total
includes taxes & fees
Sep 15 - Sep 16
Old Town Beach Bungalow~ 2 blocks from Main St. and Beach Blvd.

19. 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, (89 reviews)
"The property is pet friendly as well"
United States
Cary B.
The price is CA $243
CA $463 total
includes taxes & fees
Sep 5 - Sep 6
Quaint Cottage, Walk to Beach and Old Town Bay St. Louis

20. Lost At Sea | Golf Cart| Pet-Friendly

Lost At Sea | Golf Cart| Pet-Friendly
Old Town Bay St Louis
10.0 out of 10, Exceptional, (13 reviews)
"Will will stay here again next trip"
United States
Dawn P.
The price is CA $180
CA $497 total
includes taxes & fees
Aug 18 - Aug 19
Lost At Sea | Golf Cart| Pet-Friendly
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.