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Rockland Key
Key West
Florida
United States of America
Hotels
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Rockland Key Hotels from from S$143

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Top 10 trending Rockland Key hotels

Relax by the pool surrounded by lush vegetation and enjoy the resort's tranquil atmosphere.

Relax on the covered porch with a sofa, armchairs, and a coffee table, surrounded by lush tropical views.

Relax in a serene space with a view of lush greenery, featuring a comfortable bed, a bedside table, and a chair.

Cozy retreat with a kitchenette, comfortable bed, and seating area.

Island City House Hotel

Island City House Hotel

3.0 star property

Key West Historic District

9.6 out of 10, Exceptional, (1009)

9.6/10

Exceptional

(1009)

"Great location, comfortable beds and cold air. Loved the private porch attached to the room. Would stay here again"

Island City House Hotel

Relax by the resort pool, surrounded by palm trees and offering a clear view of the ocean.

Relax on the balcony with ocean views and stargaze from the comfort of wicker chairs.

Experience the elegant lobby with a high ceiling, decorative pattern, and comfortable seating area.

Relax in a serene beachside setting surrounded by lush greenery and a hammock on a gravel path.

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 star property

Key West

9.6 out of 10, Exceptional, (1012)

9.6/10

Exceptional

(1012)

"Great hotel! Lot of amenities! "

The price is S$445

S$445

includes taxes & fees

14 Aug - 15 Aug

Hyatt Vacation Club at Windward Pointe, Key West

Relax on the covered patio with Adirondack chairs amidst a beautifully maintained garden.

Enjoy cooking in this well-equipped kitchen with a coffee machine and TV.

Stunning sculpture and gazebo in a serene outdoor setting, surrounded by lush greenery and tranquil atmosphere.

Stroll up the paved driveway to the front door of this two-story house, surrounded by lush vegetation and a covered porch area.

Southwinds Motel

Southwinds Motel

2.0 star property

Old Town Key West

8.8 out of 10, Excellent, (1127)

8.8/10

Excellent

(1127)

"Clean, great location, and stay.One of the most affordable options in Key West. "

The price is S$197

S$197

includes taxes & fees

21 Jul - 22 Jul

Southwinds Motel

Relax by the resort pool surrounded by lush greenery and lounge chairs.

Enjoy dining al fresco by the water, surrounded by boats and shaded by umbrellas.

Relax in a spacious living room with a sofa, armchairs, and flat-screen TV, opening to a balcony with a view of palm trees.

Enjoy cooking and dining in this stylish kitchen and dining area, featuring a stainless steel refrigerator, oven, and microwave.

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 star property

Key West

9.2 out of 10, Wonderful, (1008)

9.2/10

Wonderful

(1008)

"It was a wonderful stay! "

The price is S$394

S$394

includes taxes & fees

16 Aug - 17 Aug

Hyatt Vacation Club at Beach House, Key West

Relax by the serene pool surrounded by lush greenery and palm trees.

Stroll through the lush garden, flanked by dense foliage and trees, to a serene gazebo or pavilion.

Relax in this serene room with a comfortable bed and a door leading to an outdoor space with a deck and lush views.

Relax in a serene outdoor space surrounded by lush greenery and comfortable seating.

Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages

2.5 star property

Key West Historic District

9.8 out of 10, Exceptional, (776)

9.8/10

Exceptional

(776)

"I highly recommend this property. Great experience, clean and well maintained with a most courteous and friendly staff."

The price is S$242

S$242

includes taxes & fees

17 Jul - 18 Jul

Simonton Court Historic Inn & Cottages

Relax by the serene pool surrounded by lounge chairs and palm trees.

Beachside wedding setup with ocean views, a white archway, and rows of chairs under palm trees.

Outdoor dining area with tables set amidst palm trees and a building in the background.

Stroll through the tranquil garden, surrounded by lush tropical plants and a majestic fountain.

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4.0 star property

Old Town Key West

8.6 out of 10, Excellent, (2633)

8.6/10

Excellent

(2633)

"Excellent area to stay at including rooms and service."

The price is S$375

S$375

includes taxes & fees

4 Aug - 5 Aug

Southernmost Beach Resort and Guesthouses

Relax by the pool surrounded by palm trees and thatched umbrellas, with lounge chairs and a fun flamingo float.

Enjoy dining amidst lush greenery and vibrant decor, surrounded by a unique mural and string lights.

Experience the charm of a vintage trailer at Havana Cabana in Florida, surrounded by lush surroundings.

Relax in a stylish room with a large bed, plush sofa, and decorative touches.

Havana Cabana at Key West

Havana Cabana at Key West

4.0 star property

New Town

8.8 out of 10, Excellent, (1751)

8.8/10

Excellent

(1751)

"We loved staying here "

The price is S$361

S$361

includes taxes & fees

30 Jul - 31 Jul

Havana Cabana at Key West

Relax by the serene pool surrounded by palm trees and lounge chairs, with a marina in the background offering access to water activities.

Relax in this stylish living room with a sofa, coffee table, and comfortable chair.

Enjoy breathtaking views of the marina from this balcony.

Welcome to The Perry Hotel, where a stylish reception area offers a comfortable seating space with sofas and armchairs.

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4.0 star property

Stock Island

9.4 out of 10, Exceptional, (1025)

9.4/10

Exceptional

(1025)

"Great view, restaurants on site, clean rooms. "

The price is S$315

S$315

includes taxes & fees

12 Aug - 13 Aug

The Perry Hotel & Marina Key West

Relax by the pool surrounded by lush palm trees and enjoy the resort's spacious outdoor area with comfortable seating.

Enjoy a selection of food and drink options at our bar, featuring a wine rack, chalkboard menu, and comfortable seating.

Welcome to the Orchid Key Inn, where a beautiful entrance sets the tone for a tranquil stay.

Relax in a serene outdoor setting surrounded by lush tropical foliage and a comfortable wicker lounge chair.

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

3.5 star property

Old Town Key West

9.8 out of 10, Exceptional, (1008)

9.8/10

Exceptional

(1008)

"Very relaxing, beautiful, comfortable beds, excellent bar staff and happy hour treats. "

Orchid Key Inn - Adults Only

Experience the charm of Villa Key West, a boutique hotel with a welcoming entrance and covered porch.

Relax by the serene pool surrounded by lush greenery and comfortable seating areas.

Relax on the inviting porch with a wicker chair and table, surrounded by lush greenery and a cozy atmosphere.

Relax on the porch with a wicker sofa and chairs, surrounded by lush greenery and a clear view of the street.

Key West Villas

Key West Villas

3.5 star property

Old Town Key West

9.8 out of 10, Exceptional, (230)

9.8/10

Exceptional

(230)

"Best place to stay in Key West. Perfect location and hospitality was over the top. Best Happy Hour in town."

Key West Villas

Enjoy cooking in this well-equipped kitchen with a central island, oven, and stove.

Relax in this inviting space with a sofa, chair, and small table, surrounded by a framed artwork and a mounted television.

Relax on the porch with two comfortable chairs and a small table, surrounded by lush greenery and the building's charming exterior.

Traditional coastal home with a gabled roof and lush greenery.

Ridley House - Key West Historic Inns

Ridley House - Key West Historic Inns

3.5 star property

Key West Historic District

9.2 out of 10, Wonderful, (795)

9.2/10

Wonderful

(795)

"Wonderful stay! Beautiful property, amazing location, and friendly staff. Would highly recommend and would stay again. Thank you!"

The price is S$367

S$367

includes taxes & fees

4 Aug - 5 Aug

Ridley House - Key West Historic Inns

Welcome to our reception area, featuring a spacious space with a curved counter, television, and comfortable seating.

Traditional entrance with a glass panel and hanging flower baskets.

Relax by the serene pool surrounded by lush tropical vegetation and lounge chairs.

Enjoy a well-rounded breakfast amidst lush greenery and serene surroundings.

Westwinds Inn

Westwinds Inn

3.5 star property

Key West Historic District

9.4 out of 10, Exceptional, (1009)

9.4/10

Exceptional

(1009)

"Great location, helpful staff, great stay"

Relax on the sandy beach with a swing chair, surrounded by palm trees and a clear ocean view.

Situated on a lush island, this resort offers stunning views of turquoise waters and features multiple buildings with flat roofs, surrounded by palm trees and a picturesque dock.

Relax by the serene pool surrounded by lush greenery and elegant architecture.

Relax in a serene space with a large bed, bedside table, and a beautiful view through the large window.

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4.0 star property

Northside Resort

9.0 out of 10, Wonderful, (1023)

9.0/10

Wonderful

(1023)

"Great location, food and space"

The price is S$304

S$304

includes taxes & fees

21 Jul - 22 Jul

Parrot Key Hotel & Villas

Guests can dine and relax at the resort's restaurant and bar, surrounded by lush greenery and a marina with docked boats.

Enjoy a sumptuous spread of fresh fruits, bread, and beverages at our restaurant.

Relax by the pool surrounded by palm trees and lounge chairs.

Relax by the pool at our resort, where a covered bar area offers comfortable seating and string lights create a warm ambiance.

Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 star property

Northside Resort

8.2 out of 10, Very good, (2015)

8.2/10

Very good

(2015)

"Good resort "

The price is S$211

S$211

includes taxes & fees

21 Jul - 22 Jul

Ibis Bay Beach Resort

Relax in a serene outdoor space surrounded by lush greenery and a tree, with a table and chairs under a shaded umbrella.

Relax in this inviting living room with a sofa, side tables, and a framed picture above.

Enjoy a sumptuous spread of pastries, fruits, and baked goods at this hotel's buffet.

Step onto the charming porch of Southernmost Inn, surrounded by lush plants and a beautiful planter.

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3.0 star property

Old Town Key West

8.2 out of 10, Very good, (1127)

8.2/10

Very good

(1127)

"Great location "

The Southernmost Inn - Adults Only

Relax by the pool surrounded by lush greenery and a palm tree, with lounge chairs and umbrellas providing shade.

Stunning two-story house with a spacious balcony and lush garden surroundings.

Relax in a spacious room with a large bed, sofa, and armchairs, plus a balcony with a view.

Interior entrance

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4.0 star property

Old Town Key West

9.2 out of 10, Wonderful, (1014)

9.2/10

Wonderful

(1014)

"Great place to stay, staff was amazing, very close to everything . "

The price is S$381

S$381

includes taxes & fees

17 Jul - 18 Jul

Winslow's Bungalows - Key West Historic Inns

Traditional home with a charming facade, featuring a balcony and a white picket fence.

Relax in a serene outdoor space surrounded by lush tropical plants and a building.

Enjoy cooking in this well-appointed kitchen with a refrigerator, stove, and dishwasher.

Enjoy al fresco dining and relaxation in this serene outdoor space surrounded by lush greenery and a central fountain.

Duval House

Duval House

3.0 star property

Old Town Key West

9.4 out of 10, Exceptional, (1014)

9.4/10

Exceptional

(1014)

"Great place, will stay there again"

The price is S$169

S$169

includes taxes & fees

17 Jul - 18 Jul

Enjoy the ocean view from this beachfront balcony, featuring a pool area with lounge chairs and umbrellas.

Relax in a serene outdoor space with a curved structure, wicker seating, and a patterned tile floor.

Cozy living space with a kitchenette, flat-screen TV, and comfortable seating area.

Experience the grandeur of this two-story house with a wrap-around porch, perfect for relaxation and taking in the surroundings.

Southernmost House

Southernmost House

4.0 star property

Old Town Key West

9.4 out of 10, Exceptional, (1013)

9.4/10

Exceptional

(1013)

"Really cool place to stay!!"

The price is S$360

S$360

includes taxes & fees

22 Jul - 23 Jul

Southernmost House

Relax by the pool surrounded by tall palm trees and enjoy a refreshing swim.

Enjoy cooking in this well-lit kitchen with a large island and a view of the outdoor balcony.

Enjoy the ocean view from this balcony with two comfortable chairs and a well-manicured lawn below.

Enjoy ocean views from the balcony, featuring a large bed, desk, and comfortable seating area.

Hampton Inn Key West FL

Hampton Inn Key West FL

2.5 star property

Key West

9.0 out of 10, Wonderful, (1189)

9.0/10

Wonderful

(1189)

"Nice place to stay."

The price is S$238

S$238

includes taxes & fees

20 Jul - 21 Jul

Hampton Inn Key West FL

Relax by the serene pool surrounded by lush greenery and palm trees.

Classic hotel with a symmetrical facade, featuring a central entrance and beautifully maintained gardens.

Enjoy a room with a large window offering a view of the city, two comfortable chairs, and a floor lamp.

Relax in comfort with a large bed, desk, and office chair, perfect for working or unwinding.

Silver Palms Inn

Silver Palms Inn

3.5 star property

Old Town Key West

9.2 out of 10, Wonderful, (1018)

9.2/10

Wonderful

(1018)

"Excellent stay "

The price is S$217

S$217

includes taxes & fees

14 Aug - 15 Aug

Silver Palms Inn

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Learn more about Rockland Key

Check out Duval Street—just one of the popular sights to explore around Rockland Key.

See all hotels in Rockland Key

More cheap stays in Rockland Key

More cheap stays in Rockland Key

Ibis Bay Beach Resort

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd, Key West, FL

The price is S$211 per night from 21 Jul to 22 Jul

S$211

21 Jul - 22 Jul

includes taxes & fees

8/10 Very Good! (2,008 reviews)

Ibis Bay Beach Resort

Southwinds Motel

Southwinds Motel

1321 Simonton Street, Key West, FL

The price is S$197 per night from 21 Jul to 22 Jul

S$197

21 Jul - 22 Jul

includes taxes & fees

8.6/10 Excellent! (1,127 reviews)

Southwinds Motel

Hampton Inn Key West FL

Hampton Inn Key West FL

3755 S Roosevelt Blvd, Key West, FL

The price is S$238 per night from 20 Jul to 21 Jul

S$238

20 Jul - 21 Jul

includes taxes & fees

9/10 Wonderful! (1,194 reviews)

Hampton Inn Key West FL

Parmer's Resort

Parmer's Resort

565 Barry Avenue, Summerland Key, FL

The price is S$225 per night from 10 Aug to 11 Aug

S$225

10 Aug - 11 Aug

includes taxes & fees

8.8/10 Excellent! (1,004 reviews)

Parmer's Resort

Pegasus International Hotel

Pegasus International Hotel

501 Southard Street, Key West, FL

8/10 Very Good! (1,006 reviews)

Pegasus International Hotel

Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages

320 Simonton St, Key West, FL

The price is S$242 per night from 17 Jul to 18 Jul

S$242

17 Jul - 18 Jul

includes taxes & fees

9.6/10 Exceptional! (776 reviews)

Simonton Court Historic Inn & Cottages

Hotels in Rockland Key with star rating

Hotels in Rockland Key with star rating

4 Star Hotels

3 Star Hotels

2 Star Hotels

1 Star Hotels

Top Rockland Key Hotel Reviews

Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent

"Excel ok ent we loved our room and we were well taken care of. "

Bobbie 4-night trip

Posted 1 day ago

Pier House Resort & Spa

Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West

10/10 Excellent

"Great place to stay in Key West. Shuttle service was very convenient and breakfast was delicious with many options. Room was clean and comfortable and air conditioning worked very well. Would recommend and go again!"

Heidi 1-night trip

Posted 2 days ago

Fairfield Inn and Suites by Marriott Key West

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

10/10 Excellent

"Stayed here a few times and love the renovations and bar!! Really rounded the place out!! Highly recommend!!"

Scot 1-night trip

Posted 2 days ago

La Concha Key West, Autograph Collection

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

10/10 Excellent

"We had a great stay at the Southernmost Inn, the staff was extremely helpful, friendly and accommodating. We were traveling with a large party and everyone was super happy. 10/10 recommend this hotel. "

Anonymous traveller 3-night trip

Posted 2 days ago

The Southernmost Inn - Adults Only

Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent

"Wonderful stay. Beautiful property."

Monique 3-night trip

Posted 2 days ago

Beachside Resort & Residences

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"Clean, friendliest front desk people. "

leeann 3-night trip

Posted 3 days ago

Southernmost Beach Resort and Guesthouses

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent

"Staff was great and super helpful, bars and restaurants were great and the guest relations was outstanding "

christopher 2-night trip

Posted 3 days ago

The Perry Hotel & Marina Key West

Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent

"Great hotel great experience the staff amazing I ll come back soon! "

Belen 1-night trip

Posted 3 days ago

Havana Cabana at Key West

Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent

"I like it very much "

Daisy 1-night trip

Posted 3 days ago

Hampton Inn Key West FL

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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Hotels near Rockland Key Attractions

Hotels near Duval Street
Hotels near Fort Zachary Taylor Historic State Park
Hotels near Harry S. Truman Little White House

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Parrot Key Hotel & Villas
La Concha Key West, Autograph Collection
Hampton Inn Key West FL
Ibis Bay Beach Resort
Pier House Resort & Spa
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
The Southernmost Inn - Adults Only
Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Centric Key West Resort and Spa
Winslow's Bungalows - Key West Historic Inns

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