Rockland Key Hotels from €120 - Fully Refundable Options

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Go beyond your typical stay in Rockland Key

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Our top choices for Rockland Key hotels

A swimming pool with lounge chairs and palm trees.

A covered outdoor seating area with a central bar, patterned chairs, and a decorative sign.

A modern living room with a sectional sofa, a small round table, and a potted plant.

1. Hilton Garden Inn Key West / The Keys Collection

New Town

Eli

€148

includes taxes & fees

25 Oct - 26 Oct

A marina with boats docked, a pool area, and a building with a white facade.

A breakfast setting with a table, chairs, a vase with flowers, and a city view.

A clear view of turquoise ocean water and a blue sky with clouds.

A marina with numerous boats docked, a swimming pool, and palm trees.

2. Hilton Key West Resort & Marina

Stock Island

Eric A

€183

includes taxes & fees

26 Oct - 27 Oct

A waterfront building with a flat roof, large windows, and a balcony.

A beachside dining area with thatched umbrellas, white plastic chairs, and tables.

A corridor lined with trees and potted plants, leading to a building with a white exterior and windows.

A swimming pool with a surrounding deck, palm trees, and lounge chairs.

3. Sugar Loaf Lodge

Summerland Key

morgan

€120

includes taxes & fees

14 Oct - 15 Oct

A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.

A marina with boats docked, a swimming pool, and palm trees.

A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.

A hotel room with a large bed, a desk, a chair, a television, and a ceiling fan.

4. The Perry Hotel & Marina Key West

Stock Island

Jade

€165

includes taxes & fees

27 Oct - 28 Oct

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.

A hotel room with a balcony, a bed, a desk, and two chairs.

A bar area with a thatched roof, wooden chairs, and a poolside view.

A hotel room with a large bed, a TV mounted on a wooden cabinet, and a balcony with a view of palm trees.

5. Hampton Inn Key West FL

Key West

Andrew

€170

includes taxes & fees

25 Oct - 26 Oct

A pool area with lounge chairs and umbrellas, surrounded by palm trees.

A hotel room with a large bed, a wooden nightstand, a desk, a chair, and a window with curtains.

A wooden outdoor dining table set with glassware, candles, and lanterns, surrounded by lush greenery.

A modern office space with a reception desk, computer, and seating area.

6. Fairfield by Marriott Inn & Suites Key West at The Keys Collection

New Town

Brian

€169

includes taxes & fees

25 Oct - 26 Oct

A balcony with wicker furniture, a view of the sea, and a spiral staircase.

A beach with palm trees, clear blue water, and a pier extending into the sea.

A swimming pool with lounge chairs and palm trees, overlooking a sunset over the water.

A modern dining area with a glass table, four chairs, and a ceiling fan.

7. Beachside Resort & Residences

Key West

Brenna

€203

includes taxes & fees

14 Oct - 15 Oct

A couple holding hands in a tropical setting with palm trees and greenery.

A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.

A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.

8. Blue Flamingo Resort Key West

New Town

Esteban

€167

includes taxes & fees

15 Oct - 16 Oct

A balcony with a view of a pool area, palm trees, and outdoor seating.

A large conference room with round tables, chairs, and a central carpeted area.

A sign for Doubletree by Hilton Grand Key Resort surrounded by lush greenery and palm trees.

A conference room with a patterned carpet, multiple tables, chairs, and two chandeliers.

9. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Nancy

€158

includes taxes & fees

27 Oct - 28 Oct

A wooden archway leading to a pool area surrounded by lush tropical vegetation.

A large, two-story building with a symmetrical facade, a central entrance with a double door, and a balcony on the upper floor.

A beach with palm trees, lounge chairs, and umbrellas.

A tall palm tree with a white building in the background.

10. Parrot Key Hotel & Villas

Northside Resort

Anthony

€179

includes taxes & fees

14 Oct - 15 Oct

A hotel room with a bed, a view of the beach, a hammock, and beach chairs.

A marina with boats docked, a beach resort building, and palm trees.

A beachfront hotel with multiple colorful buildings, a pool area, and a boat dock.

A pool area with blue lounge chairs, a hot tub, and a covered seating area.

11. Ibis Bay Beach Resort

Northside Resort

Andre

€141

includes taxes & fees

14 Oct - 15 Oct

A dining table with plates of food, a drink, and a view of a pool and palm trees.

A hotel room with a bed, a TV, a coffee table, a sofa, and a view of the ocean.

A beach with a palm tree and two chairs.

A person standing by a window overlooking a beach with palm trees and the ocean.

12. Margaritaville Beach House Key West

Key West

Richard

€266

includes taxes & fees

14 Oct - 15 Oct

A large, ornate hotel with a pool, palm trees, and a view of the ocean.

A balcony with white railings and a table, overlooking a beach with palm trees and a clear blue sky.

A gated entrance with a blue metal gate, palm trees, and a building with a red roof in the background.

A large, two-story house with a prominent tower and a covered porch.

13. Southernmost House - Adult Exclusive

Old Town Key West

Amy

€253

includes taxes & fees

27 Oct - 28 Oct

A swimming pool surrounded by palm trees and a natural rock formation.

A cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.

A spacious lobby with a central seating area, two staircases, and multiple potted plants.

A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.

14. Havana Cabana at Key West

New Town

Stephanie

€206

includes taxes & fees

15 Oct - 16 Oct

Two wooden Adirondack chairs on a sandy beach with a view of the sea and a sailboat in the distance.

A spacious living area with a large window, a dining table, and comfortable seating.

A wooden deck with two wooden chairs and a small table, surrounded by white railings and palm trees.

A two-story building with a balcony, arched windows, and a green roof.

15. Hyatt Vacation Club at Beach House, Key West

Key West

Rachel

€264

includes taxes & fees

28 Oct - 29 Oct

A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.

A modern restaurant with a wooden counter, seating area, and large windows.

A covered outdoor area with wooden tables and chairs, a view of the water, and a wooden deck with railings.

A pool area with lounge chairs, palm trees, and a building with a tiled roof.

16. Courtyard by Marriott Key West Waterfront

Northside Resort

Everton

€184

includes taxes & fees

26 Oct - 27 Oct

A beach with a wooden pier, palm trees, and beach umbrellas.

An outdoor dining area with tables set for guests, overlooking a calm sea and a pier.

A resort with a pool, lounge chairs, umbrellas, palm trees, and a view of the ocean.

An outdoor dining area with tables and chairs, overlooking the ocean.

17. The Reach Key West, Curio Collection by Hilton

Old Town Key West

Darlene

€226

includes taxes & fees

25 Oct - 26 Oct

A marina with boats docked, a small docked boat with a thatched roof, and a restaurant with outdoor seating overlooking the water.

A marina with boats docked, a restaurant with outdoor seating, and a building with a blue roof.

A wooden dock with a table and chairs, a table lamp, and a toaster.

A wooden deck with a table and chairs, overlooking a calm water body with boats and a house in the background.

18. Aqua Lodges at Hurricane Hole Marina

Stock Island

Kagni

€260

includes taxes & fees

14 Oct - 15 Oct

A hammock in a garden with a wooden pergola, palm trees, and a view of the ocean.

A beach volleyball court with a net, surrounded by palm trees and a hotel in the background.

A two-story building with a central entrance, surrounded by palm trees and a wooden walkway.

A resort with a well-maintained lawn, palm trees, a pool area, and a view of the ocean.

19. Hyatt Vacation Club at Windward Pointe, Key West

Key West

Tina

€249

includes taxes & fees

26 Oct - 27 Oct

A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.

A bedroom with a bed, nightstand, lamp, air conditioning unit, and a no smoking sign.

A covered outdoor area with a wooden staircase, seating, and potted plants.

A two-story building with a porch, a sign reading "The Grand Guesthouse," and a purple flag.

20. The Grand Guesthouse

Old Town Key West

Justyn

€143

includes taxes & fees

14 Oct - 15 Oct

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Top Rockland Key Hotel Reviews

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent

"Staff was great"

Beachside Resort & Residences

10/10 Excellent

"Being near the pool was very convenient. There was no A/C in the gym, the walk down the stairs from the balcony to the pool was hazardous. There was no walkway, just rocks. The elevators closest to our apartment was out of order which caused us to walk quite a bit. The floors in the apartment were very dirty. We requested to have them cleaned. They sent someone up while we were gone and they cleaned the apartment however the floors were left untouched. They didn't clean them. We advised the front desk, they apologized but it was never corrected. The shuttle was definitely a plus but get there super early because if there are 12 people before you, you're not going. The pool is beautiful and very clean. The food at the pool side bar was very good. So a lot of plus' but unfortunately some misses. The people at the front desk were always very friendly."

Winslow's Bungalows - Key West Historic Inns

8/10 Good

"Le déjeuner, le service de bar et l’accueil était top. L’attitude des femmes de ménage et la propreté des entretiens dans la chambre étaient très ordinaire."

Parrot Key Hotel & Villas

10/10 Excellent

"We loved this resort! We will definitely be returning here in the future. Great location- not far from Duvall St but close enough that it’s only a 10 minute drive."

Havana Cabana at Key West

10/10 Excellent

"This was our second stay here. We love the low key vibe. The staff is always pleasant to deal with. The rooms are nice and the pool was well maintained. The food was great. All around great experience will be back again and again."

Hilton Key West Resort & Marina

10/10 Excellent

"Friendly Staff Nice Place"

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"We went with 2 other couples 2nd year in a row at Southern Most, that should tell you how much we enjoyed it! Great location, food rooms were always cleaned."

Hilton Garden Inn Key West / The Keys Collection

8/10 Good

"Somewhat disappointed. Sink was stopped up on arrival, however it was repaired rather quickly. WiFi was non-existent. Room was very clean and staff was helpful. I would give it a 7 out of 10 for the price. I would stay again."

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

8/10 Good

"Not applicable."

More cheap stays in Rockland Key

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

€141

14 Oct - 15 Oct

includes taxes & fees

Southwinds Motel

1321 Simonton Street Key West FL

€166

27 Oct - 28 Oct

includes taxes & fees

8.6/10 Excellent! (1,385 reviews)

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL

€170

25 Oct - 26 Oct

includes taxes & fees

Parmer's Resort

565 Barry Avenue Summerland Key FL

€176

3 Nov - 4 Nov

includes taxes & fees

9/10 Wonderful! (1,002 reviews)

Pegasus International Hotel

501 Southard Street Key West FL

€177

14 Oct - 15 Oct

includes taxes & fees

8.2/10 Very good! (1,001 reviews)

Alexander Palms Court

715 South St Key West FL

€207

14 Oct - 15 Oct

includes taxes & fees

9.4/10 Exceptional! (1,001 reviews)

Rockland Key Hotels

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Rockland Key

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Rockland Key hotels

1. Hilton Garden Inn Key West / The Keys Collection

2. Hilton Key West Resort & Marina

3. Sugar Loaf Lodge

4. The Perry Hotel & Marina Key West

5. Hampton Inn Key West FL

6. Fairfield by Marriott Inn & Suites Key West at The Keys Collection

7. Beachside Resort & Residences

8. Blue Flamingo Resort Key West

9. DoubleTree Resort by Hilton Grand Key - Key West

10. Parrot Key Hotel & Villas

11. Ibis Bay Beach Resort

12. Margaritaville Beach House Key West

13. Southernmost House - Adult Exclusive

14. Havana Cabana at Key West

15. Hyatt Vacation Club at Beach House, Key West

16. Courtyard by Marriott Key West Waterfront

17. The Reach Key West, Curio Collection by Hilton

18. Aqua Lodges at Hurricane Hole Marina

19. Hyatt Vacation Club at Windward Pointe, Key West

20. The Grand Guesthouse

Top Rockland Key Hotel Reviews

DoubleTree Resort by Hilton Grand Key - Key West

Beachside Resort & Residences

Winslow's Bungalows - Key West Historic Inns

Parrot Key Hotel & Villas

Havana Cabana at Key West

Hilton Key West Resort & Marina

Southernmost Beach Resort and Guesthouses

Hilton Garden Inn Key West / The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

More cheap stays in Rockland Key

Ibis Bay Beach Resort

Southwinds Motel

Hampton Inn Key West FL

Parmer's Resort

Pegasus International Hotel

Alexander Palms Court

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