
Family-friendly holiday rentals in Diamondhead
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Diamondhead

Total holiday rentals
Explore 20 holiday rentals in Diamondhead

Nightly prices starting at
Diamondhead holiday rentals start at £60 per night before taxes and fees

Verified guest reviews
Over 910 verified reviews to help you choose

Pet-friendly holiday rentals
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

Wifi availability
20 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!
Top-rated family-friendly rentals in Diamondhead
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Bamboo Room: King Guest Suite - Quiet Green Oasis
WEST Bay St Louis - 8mi TO DOWNTOWN! Quiet green rural alternative to major tourist areas. 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. 5mi to beach & Silver Slipper Casino; 23mi to Gulfport; 55mi to New Orleans. 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.

Beauty by the Beach
A beautiful place to enjoy the Mississippi Gulf Coast. Blocks from the beach. Casinos down the road. Premium shopping for fun and so much more in food and pleasure for you to explore and enjoy. Come visit our beautiful Mississippi Gulf Coast, and find what you love best. My home offers 3 comfortable Bedrooms and 2 bathrooms for our guests’ convenience with all of your home amenities just for you. Top bunk: Maximum 150 pounds and no small children up there. Please note pet fees for dogs.

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.

Waterfront Game Room Ping Pong Outdoor Bar Home
Relax and enjoy this waterfront home minutes from Old Town Bay St. Louis and the beach! This home is located on a quiet road and features plenty of space to entertain, relax, spread out and even fish from the back yard. Entertain at the outdoor bar area or relax on the deck or outdoor seating area with friends and family. Cook on the grill and enjoy amenities like the Ping Pong Table, bicycles, beanbag toss, beach toys, darts, and more. This home is perfect for your next getaway!

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!

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. 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. Not a full kitchen but Refrigerator, portable induction cooktop, microwave, coffee maker & toaster/convection oven available Charcoal grill & fire pit available

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.

Coastal Cottage | Walk to Beach & Shops
Experience the charm of Pass Christian from this cozy beach cottage in the beautiful Cottages at 2nd Street community. The Pelican's Nest is nestled on a quiet street just a few blocks from the beach, it's the perfect place to slow down and enjoy the laid-back pace of the Mississippi Gulf Coast. Spend your days strolling to local restaurants, coffee shops, boutiques, and neighborhood bars, or simply relax and take in the peaceful coastal atmosphere.

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

Coastal Serenity! Heated Pool/Hot tub!

The Clermont at Clermont Bay

Waveland Beach Cottage 213

Bayside Retreat - 2450 sq ft w/dock & fire pit

Beach Cottage 1800's Nola style cottage

Beach Bay&RiverMansion Private boat Ramp On water

The View | Waterfront • Pool • Paradise •Golf Cart

Luxury Home: 1 Block to Beach, Hot Tub, EV Charger
Family- and pet-friendly home rentals

Old Town Cottage

No Stairs! Next door to Golfing & near the beach!

InstaWorthy~ Luxe King Bed~ Mins to Beach

Walk to Beach from Chic Old Town Apartment w/ Yard

The Low Commotion {downtown Depot District}

*Pelican Pass* Golf/Fish/Swim / Incredible water v

Henley House 3/2 close to beach with pool table

Cutest Damn House in the Bay with new Golf Cart
Family-friendly home rentals with a pool

Heated Pool! Petite Retreat in The Pass

Beach Getaway

“Fairway to Heaven"

Spencer's Way Beach House B with heated pool

Ground Floor Beach & Casino Getaway!

4BR/3.5BA w/POOL - walk to Downtown! Near Beach!

Cozy Beach Condo | 2 Pools | Near Keesler

Blue Heaven Condo on the Beach!
When is the best time to visit Diamondhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £102 | £102 | £100 | £101 | £84 | £87 | £110 | £94 | £93 | £119 | £112 | £99 |
| 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 |
Destinations to explore
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- Pet-friendly rentals Diamondhead
- Rentals with outdoor seating Diamondhead
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- Beachfront rentals Diamondhead
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- Rentals with pools Diamondhead
- Family-friendly rentals Hancock County
- Family-friendly rentals Mississippi
- Family-friendly rentals United States
- Biloxi Beach
- Fontainebleau State Park
- Mississippi Coast Coliseum & Convention Center
- Lakefront Arena
- Ocean Springs Beach
- Ship Island
- Mississippi Aquarium
- Ship Island Excursions
- Gulf Islands Waterpark
- English Turn Golf & Country Club
- Shaggy's Biloxi Beach
- Jones Park
- Big Play Entertainment Center
- Hollywood Casino
- Hard Rock Casino
- Buccaneer State Park
- Biloxi Lighthouse
- Golden Nugget Casino Presidential Suite
- Finishline Performance Karting
- Infinity Science Center





