Family-friendly holiday rentals in Diamondhead

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

Newly built vacation cottage steps from the Waveland Beach. Coastal furnishings, large porches, covered entertainment area, custom fire pit. A short walk to the Lighthouse, Veterans Park, Dining, & the Beach (0.3 miles)! Full Kitchen, Fiber Internet, Porch Bed, Abundant Outdoor Seating, Grill, beach gear, Cornhole, & more. Pack your bags & leave your worries behind; embrace tranquility & joy. We have a fenced area for your pet to come along & we make a donation to the local shelter. EV Charger!

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.

Old Town Home Outdoor Bar Game Area Quiet Location

Relax in this centrally located Home near Old Town Bay St. Louis. Our relaxing home is located on a quiet dead end road and is only 5 minutes from Old Town Bay St. Louis and one block from the Ocean. Beaches and plenty of places to throw a fishing pole off the sea wall are right around the corner. You will enjoy the extra amenities we've added such as a pool table, ping pong table, Basketball Goal, Cornhole boards, Darts, Firepit and Grill. We also have beach supplies and bicycles for you.

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!

Charming Downtown Cottage | Walk to Beach & Dining

This cozy beach cottage offers a quiet, walkable stay in the heart of Pass Christian. Just a short stroll to the beach, restaurants, coffee shops, and local bars, it’s perfect for couples, small families, or remote workers. The Pelican’s Nest is part of the covted Cottages at 2nd Street community and offers easy self check-in, a fully equipped kitchen, fast WiFi, and a dedicated workspace. Relax, explore the coast, and enjoy a comfortable, convenient retreat close to everything.

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.

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.

Palm Cottage - Old Town Bay St. Louis

BSL Permit No. 099. 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. This is a studio cottage with queen bed and sofa bed in the same room. This cottage is walkable from the Amtrak station - or if you would like a ride from the station, please contact us.

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!

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!