Family-friendly vacation rentals in Diamondhead

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Top-rated family-friendly rentals in Diamondhead

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Bay Saint Louis

4.93 out of 5 average rating, 232 reviews

Sycamore Street Cottage

Charmingly restored 1905 cottage. Updated, well-equipped kitchen--perfect for romantic dinners. Solid heart pine floors & cheery decor. Bathroom: claw-foot tub/shower & attached rm with 2 sinks. Two bdrms each with queen bed. The office area has a futon to sleep one. Cozy front porch, plus small screened porch off kitchen door. Parking for 2+ cars on site. Back yard w/charcoal grill. 2 blocks to the beach or the fun "Depot" district. 10 min walk or 2 min drive to "old town" Bay St.Louis

Aug 6 – 13

G$36,810 GYD per night

Superhost

Condo in Biloxi

4.76 out of 5 average rating, 148 reviews

Biloxi Bungalow! MS Gulf Coast

My cozy one bedroom condominium is very private and comfortable. It sits way back off the busy Beach Boulevard in Biloxi. It's both out of the way and in the heart of coastal Biloxi at the same time. There are a dozen restaurants and the beautiful Gulf with its sugar white sand within walking distance. Two major casinos, Beau Rivage (MGM) and Hard Rock provide loads of entertainment and are just 3 miles away. If you're into walking, biking, fishing and/or golfing we have all of the above here!

Mar 21 – 28

G$16,113 GYD per night

Guest favorite

Home in Pass Christian

4.95 out of 5 average rating, 135 reviews

Heated pool HotTub Fishing/Boat Dock Pets Welcome

Isolated Riverfront on 3 acre estate overlooking the Wolf river. One hundred yards to closest neighbor. Hot tub. Heated Pool. No pet fees. Fish or park your boat in the back yard. Free boat launch is one mile west. WE CHARGE $15 PER NIGHT PER PERSON OVER 14. 16 Guests is an AIRBNB advertising limit. We have a limit of 30 overnight guests but have beds for 18. With floor mattresses and lounge chairs we have often slept up to 30. We are in compliance with local ordinances.

Feb 3 – 10

G$134,288 GYD per night

Guest favorite

Bungalow in Long Beach

4.93 out of 5 average rating, 229 reviews

Shell House Estate Bungalow

We are located on the Gulf of Mexico. A private beach is out your front door along with Fishing and Sailing. We are also a short distance from Casinos, as well as many family-friendly activities. This is a three acre 170 year old private estate property with 500 year old registered live oak trees. The Bungalow also has a covered parking space. THE POOL HOUSE sleeps 6 two in one room and 4 in the other room. BUNGALOW sleeps 4 two in one room and 2 in the other room. See photos.

Apr 28 – May 5

G$36,227 GYD per night

Guest favorite

Bungalow in Waveland

4.9 out of 5 average rating, 172 reviews

Coastal Beach Cottage - Waveland, Mississippi

Morning walks to the beach! Enjoy the laid back atmosphere of the Mississippi Gulf Coast with our new cottage. Our charming cottage is located in the heart of Waveland, Missiissippi and is a short drive, bike, or walk to local beaches. The interior space is open and airy with a peaceful, relaxing atmosphere. The extra large screened in porch has plenty of room for the whole family to enjoy. Charge your Tesla or other EV with our Nema 14-50 outlet. Min rental age 21.

Sep 10 – 17

G$25,343 GYD per night

Guest favorite

Home in Gulfport

4.85 out of 5 average rating, 254 reviews

Gulf Breeze Oasis

FANTASTIC BEACH HOME WITH AMAZING OUTDOOR SPACE! Debating between the hotel less than a street away or an entire house… let me try to convince you. This fantastic home lies a mere block away from the gorgeous white sandy beach. You also get to enjoy a full kitchen, 2 full bathrooms, and 3 bedrooms. Perfect for quality family time, a friends’ getaway, or a romantic couples weekend. Enjoy the Gulf breeze while lying on a hammock or deckchair. Don't forget your sunscreen!

Sep 25 – Oct 2

G$32,998 GYD per night

Guest favorite

Home in Bay Saint Louis

4.98 out of 5 average rating, 229 reviews

St George Cottage

Charming 1890's historic cottage in the heart of Old Town Bay St. Louis just two blocks from the marina, restaurants, shops, parks and the beach. The home has original hardwood floors, 10 ft. ceilings, an open living/dining room, full kitchen, 2 bedrooms, 1 bath and a private back porch. This cottage on St. George is one of the few side hall cottages in Bay St. Louis and was built in 1890. The cottage is within the boundaries of the Bay St. Louis Historic District.

Aug 9 – 16

G$30,814 GYD per night

Guest favorite

Home in Long Beach

4.96 out of 5 average rating, 162 reviews

The Nest, a waterfront cottage!

One of the most unique homes located on the Mississippi Gulf Coast! Imagine drinking your morning coffee or an evening glass of wine on this spacious front porch while over looking the breathtaking gulf! This charming beach front cottage is the perfect place to relax while being near great restaurants, bars, nightlife and of course the beach! This home has two bedrooms and is recommended for four but can accommodate up to six.

Apr 3 – 10

G$71,751 GYD per night

Guest favorite

Condo in Biloxi

4.84 out of 5 average rating, 202 reviews

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.

Jun 29 – Jul 6

G$22,738 GYD per night

Guest favorite

Apartment in Long Beach

4.93 out of 5 average rating, 140 reviews

Private Apartment 5 miles off the Beach! (B )

Want a nice getaway without all the hassle? Come stay in our fully furnished and ready to go rentals at Magic River! It has two bedrooms with queen beds in each room, a living room with a TV, full kitchen, bathroom, washer & dryer, and a deck with a mini BBQ grill. The rental comfortably sleeps 3-4 people. We are also within 15-20 minutes of the casinos! Call 228-452-44o5 for more availability ask for Maddy!

Aug 23 – 30

G$19,096 GYD per night

Guest favorite

Barn in Picayune

4.98 out of 5 average rating, 322 reviews

"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!

Oct 11 – 18

G$16,281 GYD per night

Guest favorite

Guesthouse in Bay St. Louis

4.89 out of 5 average rating, 380 reviews

Palm Cottage - Old Town Bay St. Louis

Newly renovated studio filled with all you need for the perfect vacation: private patio, kitchenette, big BBQ, wash/dryer, TV with cable, Wi-fi, private parking, jacuzzi tub, more. Walk to beach, shops, restaurants, train depot, Main Street antiques. We also have a chickens, fresh eggs and a little garden for you to enjoy.

Nov 28 – Dec 5

G$23,897 GYD per night