
Holiday rentals with outdoor seating in Diamondhead
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Diamondhead
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Restored Farmhouse AKA “The Old House”
Welcome to the "Old House"! Escape to this beautifully restored farmhouse, where comfort meets charm. With 3 cozy bedrooms, 2 modern bathrooms, and plenty of space to accommodate up to 8 guests, it's ideal for a relaxing retreat. Start your mornings on the front porch, sip your coffee, and enjoy the peaceful view of neighboring farm animals. The new kitchen is perfect for preparing meals. Located just a short drive to local attractions, you're close while still nestled in a tranquil setting.

Whistle Stop- Nestled in the heart of OldTown BSL🚂
This modern cottage is perfect for small getaways or for spending ample time in the #5 Best Small Coastal Town in America. You will find everything you need in the house. And if you are looking to enjoy a night out, a comfy breakfast, a nice dinner with views, live music, local shopping?--just a short walk away to EVERYTHING in Old Town BSL. Don't feel like walking? Rent a golf cart and roam the streets of this majestic town. Oh, and don't forget to say HI to the ducks in the backyard!

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.

Close to the Beach / Amtrak to NOLA nearby
This is a lovely , secluded 3 bedroom 2.5 bath home that is only 0.4miles from the beach. It has a living room and sitting area with a large table for eating or playing games. The home is located behind the house shown and includes all that is pictured. The house is shown so one can locate us. They are separate spaces. It has its own separate entrance .There is an outside area for sitting and relaxing. It is child friendly not child proof, there are stairs and cabinets without locks.

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.

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, Mississippi 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 220v outlet. Min rental age 21

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

Private Pool, One minute to Beaches!
Experience the charm of Old Town Bay St. Louis, just a short 5 minutes away! Indulge in the delights of local restaurants, boutique shopping, thrilling fishing adventures, and so much more! Indulge in our fully equipped kitchen, lounge by the pool, and BBQ in your private oasis. Rest soundly in our cozy beds. Book now for the ultimate getaway! Don't miss out on this unforgettable experience! Book now and secure your slice of paradise! Your dream getaway awaits.

Chickie's Cottage, an idyllic getaway.
Chickie's Cottage, nestled in a shady pecan orchard where horses graze, is adjacent to the 600,000 acre Stennis Space Center buffer zone. The pastures and natural surroundings include pecans and live oaks that evoke peace and tranquility. Farm life includes horses, cats and chickens who enjoy visiting guests. The farm house is one-of-a-kind; charming, comfortable, complete with unique furnishings and modern amenities such as 100 Mbps WiFi and Roku TVs.

THE BAY RITZ - Lovely 2 Bedroom Beachfront Condo
Beautifully decorated beachfront unit in the heart of Old Town Bay St Louis, MS. Restaurants, bars & shops are only steps away from this gorgeous unit. Relax on the balcony and enjoy beautiful views of the bay, beach and surrounding areas. Gourmet kitchen fully stocked including spices. Main bedroom has king size bed. Second bedroom has queen size bed, it's own private bathroom and a kitchenette. Perfect for two couples to spread out and relax.

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!
Popular amenities for outdoor seating rentals in Diamondhead
House rentals with outdoor seating

Heated Pool! Petite Retreat in The Pass

Luxury 3 bedroom home with epic views

NEW Waterfront Boating and More

Sleeps 8- Just a few blocks from beach & downtown.

Luxury Beach Front House! Best view on the Coast!

Waterfront|FirePit|GolfCart|Mins to Casino & Beach

Cutest Damn house in the Bay - Golf Cart included

Beach Life-Walk to Old Town! Weekly Discount
Apartment rentals with outdoor seating

Courting the Bay

Biloxi Gateway: Near All the Best Attractions!

208-Elegant Bayou King Suite

Gulfport Alley Cat 1

Seabird's Nest

Life's a Beach-Panoramic Views

Lacey's Coastal Cabana - Charming Poolside Condo

Beautifully Updated 1 Bedroom 1 Bath Unit
Apartment rentals with outdoor seating

Biloxi Retreat- Short/Long term VA welcome

Biloxi Beach Condo @ 2046 Beach Blvd, Biloxi

Beach Getaway

Vacation Home w/Beach Views! 2BR/2BA at OC

Come and "Stay Awhile" at Oak Shores

Dock of the Bay - Best View in Bay St. Louis

Blue Heaven Condo on the Beach!

Gorgeous Oceanview 3BR Luxury Condo - "Latitude"
Quick stats about holiday rentals with outdoor seating in Diamondhead

Total holiday rentals
Explore 30 holiday rentals in Diamondhead

Nightly prices starting at
Diamondhead holiday rentals start at € 51 per night before taxes and fees

Verified guest reviews
Over 870 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 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!
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- Rentals with outdoor seating Hancock County
- Rentals with outdoor seating Mississippi
- Rentals with outdoor seating United States
- Biloxi Beach
- Fontainebleau State Park
- Mississippi Aquarium
- Lakefront Arena
- Mississippi Coast Coliseum & Convention Center
- Ship Island
- Hard Rock Casino
- Ship Island Excursions
- Shaggy's Biloxi Beach
- Jones Park
- Hollywood Casino
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