
Family-friendly holiday 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!

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!

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.

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!

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 family-friendly rentals
Family-friendly home rentals with a hot tub

Coastal Retreat | Heated Pool, Spa & Game Room

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

Coastal Serenity! Heated Pool/Hot tub!

Walk 2 Beach on Gulfport/Biloxi border, 2 pools

Hot Tub | Golf | Bar | Games

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

Bay Breeze Bliss~Hot Tub, Bar & Canal 5mi to Beach

Agape Bay - Sienna on the Coast Unit 102
Family- and pet-friendly home rentals

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

Old Town Cottage

Beach View Bungalow

Beautiful studio close to the beach!

Bay Life Close-Walk to Old Town!

The House in the Bay - Discounts for Longer Stays

Peggy Sue

Beautiful condo on Golf Course
Family-friendly home rentals with a pool

Beautiful Biloxi Getaway Beach Condo!

Come and "Stay Awhile" at Oak Shores

Le Paris

Shell House Estate Bungalow

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

Blue Heaven Condo on the Beach!

A stay so inviting, you won’t want to leave

Serenity Shores Steps to Beach/Pool Luxury Comfort
When is the best time to visit Diamondhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $230 NZD | $248 NZD | $250 NZD | $239 NZD | $199 NZD | $207 NZD | $261 NZD | $223 NZD | $222 NZD | $248 NZD | $222 NZD | $222 NZD |
| 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 that are family-friendly in Diamondhead

Total holiday rentals
Explore 30 holiday rentals in Diamondhead

Nightly prices starting at
Diamondhead holiday rentals start at $106 NZD per night before taxes and fees

Verified guest reviews
Over 790 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Diamondhead holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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- Family-friendly rentals Hancock County
- Family-friendly rentals Mississippi
- Family-friendly rentals United States
- 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