
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.

Main Street Retreat in Top-Rated Beach Town!
Cute coastal cottage in the heart of Bay St. Louis! Nestled behind a historic home on Main Street, this quiet retreat is just a few blocks from downtown shops, restaurants, the harbor and beach. One downstairs bedroom with queen bed, upstairs nook with a full & a twin. Partial kitchen with fridge, microwave and toaster oven, full bath (shower only). Relaxing patio and outdoor party room, plus covered fireplace area with hammock and ample seating. Enjoy the goldfish pond, outdoor space & more!

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.

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.

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 but please notify host of # & type of dogs. 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. Refrigerator, portable induction cooktop, microwave, coffee maker & toaster/convection oven. Charcoal grill & fire pit available

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!

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!

Coastal Cottage | Walkable Downtown Stay
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.

Tucked Away & Cozy
This special place is close to everything, making it easy to plan your visit. Just a few minutes from interstate 10, the beach, outlet mall, casinos, and down town Gulfport. All amenities included: full kitchen with all cooking supplies, coffee bar stocked, full bath stand up shower and towels, king size bed with bedding and couch that converts into a bed. This private place is perfect for all your needs whether you're vacationing or a stay-cation!

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.

Bay Life Close-Walk to Old Town!
Welcome to your perfect Gulf Coast getaway! This charming cottage offers the ideal blend of comfort, style, and location—just minutes from the beach and the vibrant Old Town Bay St. Louis district. Step outside and you're only a short walk or bike ride from: • Bay St. Louis Beach and the harbor • Old Town shops, galleries, and local restaurants • Live music, festivals, and coastal nightlife • Fishing charters and waterfront activities BSL 202

Very close to downtown & beach. Sleeps 8
Must see, spacious family vacation home. Built in 2007 with 1750 Sq Ft. Situated near the Beach, Old Town Bay St. Louis Shops & Restaurants, Casinos, Fishing & The Bridges, an Arnold Palmer Designed Golf Course! This property is 5 minutes to downtown Bay St. Louis, 30 minutes to Gulfport/Biloxi, and 50 minutes to New Orleans. Bring your Fishing Poles for some of the finest fishing. Large area to grill your fish with space to park your boat.
Popular amenities for outdoor seating rentals in Diamondhead
House rentals with outdoor seating

Beautiful New Home Near Beach with Pool Sleeps 6

The Nest, a waterfront cottage!

Beach Bay&RiverMansion Private boat Ramp On water

Cute Coast Camp~Pet Friendly-Dock BIG Water Access

Beach Retreat

Waterfront|FirePit|GolfCart|Mins to Casino & Beach

Cutest Damn House in the Bay with new Golf Cart

Gulf Breeze Oasis
Apartment rentals with outdoor seating

Courting the Bay

Biloxi Gateway: Near All the Best Attractions!

Seabird's Nest

202-"The Cuban"

Life's a Beach-Panoramic Views

Lacey's Coastal Cabana - Charming & Quiet Condo

Beautifully Updated 1 Bedroom 1 Bath Unit

Studio With Views of The Beach & Park
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

Nirvana on the Beach

Blue Heaven Condo on the Beach!

Gorgeous Oceanview 3BR Luxury Condo - "Latitude"
When is the best time to visit Diamondhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €86 | €85 | €82 | €96 | €80 | €96 | €100 | €88 | €93 | €111 | €95 | €88 |
| 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 |
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 €52 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
- English Turn Golf & Country Club
- Ship Island Excursions
- Ocean Springs Beach
- Buccaneer State Park
- Gulf Islands Waterpark
- Shaggy's Biloxi Beach
- Jones Park
- Big Play Entertainment Center
- Hollywood Casino
- Hard Rock Casino
- Biloxi Lighthouse
- Golden Nugget Casino Presidential Suite
- Infinity Science Center
- Finishline Performance Karting





