
Holiday rentals in Diamondhead
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Diamondhead
Guests agree: these stays are highly rated for location, cleanliness and more.

Gallery 101 Two blocks to the Beach
Gallery 101 is for travelers who are searching for a cozy, well- equipped home with a quirky style. The home is 2 blocks from the beach and a 15 minute walk to Long Beach shops and restaurants. The RR tracks are just north of the home and the train comes through during the day and usually twice each night. The rumbling of the train or the train whistle is something to consider before you reserve. However, if you stay anywhere in Long Beach, you will hear the train. Only 2 vehicles allowed.

Bamboo Room: King Guest Suite - Quiet Green Oasis
WEST Bay St Louis - 8mi TO DOWNTOWN! Quiet green rural alternative to major tourist areas. 5mi to beach & Silver Slipper Casino; 23mi to Gulfport; 55mi to New Orleans. Comfy clean king bedroom guest suite (YOUR OWN PRIVATE: entrance, bathroom, deck, large garden, A/C) ATTACHED TO QUIET RESIDENTIAL HOME. Host lives on property. Minutes to beaches, casinos, restaurants. Self check in. Sit outside on private deck & garden w/firepit to read, work, listen to birds & frogs, or to stargaze at night.

Waterfront w/ Boat Dock, Outdoor Kitchen, Hot Tub
Relax and unwind at Camp Who Dat! The house is perfect for entertaining with a screened porch upstairs, an outdoor kitchen downstairs, a boat dock, and hot tub. The house is a short drive to the gulf coast beaches and downtown and there is a boat launch nearby. The house has an open kitchen and living space with 2 bedrooms, 2 baths, washer/dryer, and high speed internet. The house has an outdoor lift for ADA (by request only). Bring your bikes, kayaks, jet skis, pontoon or bay boat!

Bay-Cay Getaway! Beaching-Casino-Grilling-Swimming
Everybody needs a vacation in the Bay and on the beach, right? We would love for you and your family to visit “BAY-CAY” Getaway!! This is a beautiful home/cottage located 2 blocks from the beach. You are a 2-3 minute walk from the sandy beach and an awesome fishing pier. The Silver Slipper Casino, with its award winning buffet, is just 1 mile away. You are also 1 mile from Buccaneer State Park and can enjoy the wave pool. The heart of downtown Bay St. Louis is seven miles from our home.

Farm House Cottage
Step into a charming slice of Southern hospitality with "The Cottage." This adorable studio is brimming with character and Southern flair. Perfect for a romantic getaway, solo retreat, or a small family, this cozy space is your peaceful home away from home. Enjoy a fully stocked kitchen, queen-sized bed, air mattress, Wi-Fi, and a Roku TV. Located amid farmland, you can relax on the porch and watch the animals graze. A peaceful escape in a serene setting. Long term stays welcome!

The Loft at Cypress Cottage – Steps from the Train
Location location. Beautiful updated and newly furnished loft in a Creole Cottage circa 1895 located in the middle of Old Town Bay St. Louis. Located on a safe & quiet street two blocks from Main Street. Short 5 minute walk to enjoy all the restaurants, shops, and bars that Bay St. Louis has to offer. Walking distance to the beach. Come enjoy yourself at one of the "10 Best Small Coastal Towns in America" according to USA Today. The loft at the Cypress Cottage is waiting for you.

Backyard Bungalow ~1 Mile to Beach Private Studio
Spacious yet cozy and comfy retreat - just minutes to beaches, casinos, restaurants; completely separate clean studio/guest house behind a quiet private residence in a beautiful garden setting. Queen size bed; bath w/shower; kitchenette w/ mini fridge, microwave, toaster oven, coffee maker, hot plate, dishes, cookware, utensils, sink; dining area; wifi, work area; TV, Roku w/Prime access. Off street parking adjacent to owner's driveway and private entrance with lockbox.

*Charming Single Family Beach Cottage, huge porch
Tastefully furnished beach cottage. One minute drive or short walk to the beach. Large patio & cute back porch space for some private quite time. 1 queen bed, 1 foldable bed. Memory foam mattresses with thick padding for extra comfort. Gourmet kitchen, High Speed Internet, Smart TV with Soundbar. 4 minutes to downtown Long Beach for great restaurants. Nearby grocery stores and casinos. 5 minutes to University.

Mermaids and Moonshine
Comfy cozy studio with lots of extras! Super comfortable bed! 15 minutes to the Beach! Close to Hancock County Fair Grounds, Stennis Space Center, Hancock Sports complex, Centrally located between Gulfport MS and Slidell LA. We are one hour from New Orleans. Come be our Guest! Enjoy the Pool, Barbecue, Fire pit and outdoor areas. This is a perfect spot if you are visiting family but want your own space!

"Chickie's Roost" family-friendly barn apartment
Rustic country charm! "Chickie's Roost" is a two story apartment like space in a barn overlooking a farm and a beautiful pecan orchard. Private entrance, upstairs is an open loft with queen bed, full bed, futon, TV, sink, microwave, refrigerator, 2 coffee makers and bathroom. Downstairs is a separate space with Roku TV and a sleeper sofa. 100 Mbps internet is available for interested teleworkers!

King Suite. Sleeps 6. 2.5 Baths. No cleaning fee!
This stylish home is perfectly located just minutes from Old Town Bay St. Louis and 4 blocks from the ocean. Completely stocked with everything you need. Just pack a bag and come to the Bay! It’s awesome here! We have a fenced in private patio with a gas grill and fire pit. No cleaning fee. Pet friendly. Free parking for 4 vehicles!

T-Bohn Bayou Bungalow
Studio cabin guesthouse with all the conveniences of home. Nothing fancy, but simple country living located in Kiln, Mississippi - a small rural town 15-30 minutes from Bay St. Louis, Waveland, Gulfport, Long Beach, and Biloxi. Easy access to great local restaurants, breweries, parks, museums, and other attractions.
Popular amenities for Diamondhead holiday rentals
Other great holiday rentals in Diamondhead

Modern home on the 14th hole!

Featured in Flying Magazine, your perfect landing

Southern Comfort

Eagle’s Nest - Golf & Relax at DH - Pet Friendly

“Fairway to Heaven"

Studio in lake setting close to pool and clubhouse

Bogey Nights! Condo on golf course w/ pool

18th Hole Hideaway - A Clean and Modern Condo
When is the best time to visit Diamondhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $144 SGD | $145 SGD | $147 SGD | $145 SGD | $125 SGD | $145 SGD | $157 SGD | $144 SGD | $140 SGD | $146 SGD | $129 SGD | $129 SGD | 
| Avg. temp | 11°C | 13°C | 16°C | 20°C | 24°C | 27°C | 28°C | 28°C | 26°C | 21°C | 15°C | 12°C | 
Quick stats about holiday rentals in Diamondhead

Total holiday rentals
Explore 50 holiday rentals in Diamondhead

Nightly prices starting at
Diamondhead holiday rentals start at $65 SGD per night before taxes and fees

Verified guest reviews
Over 1,300 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 of Diamondhead holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Diamondhead rentals

4.9 Average rating
Diamondhead stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Florida Panhandle Holiday rentals
 - New Orleans Holiday rentals
 - Panama City Beach Holiday rentals
 - Destin Holiday rentals
 - Gulf Shores Holiday rentals
 - Orange Beach Holiday rentals
 - Miramar Beach Holiday rentals
 - Birmingham Holiday rentals
 - Santa Rosa Island Holiday rentals
 - Pensacola Holiday rentals
 - Rosemary Beach Holiday rentals
 - Baton Rouge Holiday rentals
 
- Biloxi Beach
 - Gulfport Beach, MS
 - Gulf Island National Seashore
 - Fontainebleau State Park
 - English Turn Golf & Country Club
 - Mississippi Aquarium
 - Waveland Beach
 - Buccaneer State Park
 - Grand Bear Golf Club
 - Money Hill Golf & Country Club
 - Ocean Springs Beach
 - Northshore Beach
 - East Beach
 - Milićević Family Vineyards
 - Fallen Oak Golf
 - Henderson Point Beach
 - Harrison County Sand Beach
 - Long Beach Pavilion
 - The Preserve Golf Club
 - Shell Landing Golf Club
 - Get Wet
 - Beach Park Pier
 - Olimpic Beach