Vacation rentals in Diamondhead

Guest suite in Bay St. Louis

4.98 out of 5 average rating, 176 reviews

Bamboo Room: King Guest Suite - Quiet Green Oasis

In WEST Bay St Louis! 5mi to beach & Silver Slipper Casino; 8mi to historic downtown; 23mi to Gulfport; 55mi to New Orleans. Newly renovated quiet comfy clean completely private king bedroom guest suite (YOUR OWN PRIVATE: entrance, bathroom, deck, large garden, A/C - no shared spaces/entrances) ATTACHED TO QUIET RESIDENTIAL HOUSE. Minutes to beaches, casinos, restaurants. Self check in. Sit outside on private deck & garden to read, lounge, work, listen to birds & frogs, or to stargaze at night.

4.96 out of 5 average rating, 105 reviews

Home in Long Beach

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.

5 out of 5 average rating, 6 reviews

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

Ground Floor Condo at Diamondhead on Bay Saint Louis adjacent to the Country Club & Golf Course & < 20 mins to the beach. Nicely appointed newly built home featuring 2 bedrooms with ensuites an additional twin bedroom, coffee bar, covered patio. The large great room features a living room, dining room & full kitchen with quartz countertops & stainless appliances. Smart TV’s & Fast WiFi. Walk or cart to The Club for Golfing & Dining. SuperHost. We have multiple condos for friends to come along.

4.98 out of 5 average rating, 111 reviews

Guest suite in Kiln

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!

4.93 out of 5 average rating, 153 reviews

Loft in Bay St. Louis

The Loft at the Cypress Cottage

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.

4.9 out of 5 average rating, 29 reviews

Beautiful condo on Golf Course

Relax with the whole family for a fun yet relaxing getaway. This gorgeous second floor condo overlooks a crystal clean pool and is walking distance to Diamondhead country club which features a golf course, tennis, pickleball, swimming and restaurants. And, if you need to get a little work done during your stay, there’s a desk and comfortable work chair with a great view of the pool and garden area. You’ll be close beaches, casinos and other fun activities during your stay.

4.97 out of 5 average rating, 157 reviews

Guesthouse in Long Beach

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.

4.87 out of 5 average rating, 178 reviews

“Fairway to Heaven” Condo on 12th hole with POOL!!

Fairway to Heaven is the perfect place for you and your family to enjoy a stay on the desirable MS Gulf Coast. You can step out on the back patio and enjoy your coffee and watch golf as our studio apartment sits on the 12th hole. There are two eighteen hole golf courses and a nearby pool just steps away to enjoy. Bring your appetite and enjoy dinner in or around Bay St. Louis. The beach is only a short drive away and New Orleans is less than one hour away.

Cottage in Pass Christian

5 out of 5 average rating, 148 reviews

Charming Cottage Retreat / Downtown Pass Christian

Welcome to The Pelican’s Nest, your cozy beach escape in the heart of Pass Christian! Tucked in the quiet and charming Cottages at 2nd Street, our coastal cottage is just a short walk to the beach, restaurants, shops, and local bars. Whether you're relaxing on the front porch or heading out to explore the coast, this is the perfect home base for couples, small families, or remote workers looking for comfort, walkability, and local charm.

Superhost

4.84 out of 5 average rating, 45 reviews

Studio in lake setting close to pool and clubhouse

The studio is situated a few minutes walk from the Diamondhead Country Club and Restaurant and the condo overlooks a lake and trees in a quite setting. This is a perfect location for you to enjoy Golf, Tennis, Swimming (the Pool is a few steps away) or just spend time relaxing. Only a short drive to the beach or casinos. One hour to New Orleans, 40 minutes to Biloxi and close to Bay St Louis. A beautiful quite neighborhood. Non smoking.

4.98 out of 5 average rating, 376 reviews

Barn in Picayune

"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!