
Family-friendly vacation rentals in Diamondhead
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Diamondhead
Guests agree: these family-friendly homes 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.

Beach Getaway
Full studio (388 sf) near Keesler, across from the beach, restaurants, and shopping. There is a public bus stop on the corner & shuttles for the casinos. Wifi with small smart TV. Let yourself in with keyless entry then go for a swim, enjoy coast seafood, or join the excitement at a casino. Make yourself at home and feel safe with security lighting and no stairs. My place is good for couples and solo adventurers. No trailer parking allowed. Max. occupancy is 2: violation results in eviction.

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.

Cozy efficiency cottage near beach & entertainment
Cozy efficiency cottage 1 block from beach & close to old town Bay St Louis shopping & dining. Fenced private yard. Dogs welcome for $20 fee each but please notify host of # & type of dogs. Owner lives in house next to cottage but offers privacy & freedom to come and go as you please. Sleeps 2 comfortably in double bed. Twin day bed offers another sleeping space. Refrigerator, portable induction cooktop, microwave, coffee maker & toaster/convection oven. Charcoal grill & fire pit available

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!

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!

Historic Cottage in Old Town Bay St Louis
This one-bedroom historic cottage in Old Town Bay St Louis named Leo's House is the ideal spot in the Bay. It is a peaceful retreat in the heart of Old Town Bay St Louis. The cottage is just steps from the best shopping, restaurants, and nightlife that Bay St Louis has to offer. Once you arrive at Leo's House, you have no reason to get back in your car. The cottage is short walking distance to the beach, Bay St Louis Municipal Harbor, and shops and restaurants. BSL028

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.

The Dolly Suite
A Dolly-themed private suite located in the historic Bell House on Main Street. Enter your completely private suite with full bathroom from your own separate entrance on the front porch. Enjoy use of the beautiful, serene grounds that will take you back to Dolly’s home in the Mountains in Tennessee. Pour yourself a cup of ambition and start your morning on our front porch which has seven oak trees around the property.

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!
Popular amenities for Diamondhead family-friendly rentals
Family-friendly home rentals with a hot tub

3 Acre Estate Heated Pool, Hot Tub, Boat/Fish Dock

Coastal Serenity! Heated Pool/Hot tub!

The Corr'al Reef - Brand New!

Walk 2 Beach on Gulfport/Biloxi border, 2 pools

Beach Bay&RiverMansion Private boat Ramp On water

Hot Tub | Golf | Bar | Games

*Luxury Home* Hot Tub/Outdoor Fireplace/EV Charger

Bay Breeze Bliss~Hot Tub, Bar & Canal 5mi to Beach
Family- and pet-friendly home rentals

The Cottage at Pino (Low clean fee)

Old Town Cottage

Terrace Time-beachy cottage; fun, new & pets ok!

Beach View Bungalow

Beautiful studio close to the beach!

The House in the Bay - Discounts for Longer Stays

Peggy Sue

Beach Life-Walk to Old Town! Weekly Discount
Family-friendly home rentals with a pool

Heated Pool! Petite Retreat in The Pass

Ground Floor Beach & Casino Getaway!

Bogey Nights! Condo on golf course w/ pool

Come and "Stay Awhile" at Oak Shores

Le Paris

Shell House Estate Bungalow

Blue Heaven Condo on the Beach!

A stay so inviting, you won’t want to leave
When is the best time to visit Diamondhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$27,183 GYD | G$29,274 GYD | G$29,483 GYD | G$28,228 GYD | G$23,419 GYD | G$24,464 GYD | G$30,737 GYD | G$26,346 GYD | G$26,137 GYD | G$29,274 GYD | G$26,137 GYD | G$26,137 GYD |
| 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 vacation rentals that are family-friendly in Diamondhead

Total vacation rentals
Explore 30 vacation rentals in Diamondhead

Nightly prices starting at
Diamondhead vacation rentals start at G$12,546 GYD per night before taxes and fees

Verified guest reviews
Over 790 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Diamondhead vacation rentals include wi-fi 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!
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