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Find hotels in Rockland Key, FL from $111

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Our top choices for Rockland Key hotels

A waterfront building with a flat roof, large windows, and a balcony.
A swimming pool with a surrounding deck, palm trees, and lounge chairs.
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.

1. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
United States
Richard
$99 nightly
$111 total
Oct 4 - Oct 5
Total with taxes and fees
Sugar Loaf Lodge
A swimming pool with lounge chairs and palm trees.
Sports facility
A bar area with a wooden counter, bar stools, and a sign that reads 'So we BEATON.'
A modern living room with a sectional sofa, a small round table, and a potted plant.

2. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
United States
Walt
$137 nightly
$154 total
Oct 8 - Oct 9
Total with taxes and fees
Hilton Garden Inn Key West / The Keys Collection
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 covered outdoor seating area with tables and chairs, overlooking a marina with boats.

3. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Molly
$178 nightly
$201 total
Oct 12 - Oct 13
Total with taxes and fees
Hilton Key West Resort & Marina
A pool area with lounge chairs and umbrellas, surrounded by palm trees.
A modern office space with a reception desk, computer, and seating area.
A hotel room with a large bed, a wooden nightstand, a desk, a chair, and a window with curtains.
An outdoor patio area with tables and chairs, a bar area with a counter and bar stools, and a TV mounted on the wall.

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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
United States
Patricia
$154 nightly
$173 total
Oct 4 - Oct 5
Total with taxes and fees
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.
An outdoor patio with tables and chairs, umbrellas, and palm trees.
A hotel with a central courtyard, palm trees, and a fountain.
A spacious indoor dining area with tables and chairs, ceiling fans, and large windows.

5. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Nancy
$153 nightly
$172 total
Oct 11 - Oct 12
Total with taxes and fees
DoubleTree Resort by Hilton Grand Key - Key West
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.
A bar area with a thatched roof, wooden chairs, and a poolside view.
A modern kitchen with a marble island, wooden cabinets, and pendant lighting.
A hotel room with a large bed, a TV mounted on a wooden cabinet, and a balcony with a view of palm trees.

6. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
United States
Jaycie
$169 nightly
$190 total
Oct 4 - Oct 5
Total with taxes and fees
Hampton Inn Key West FL
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A balcony with a wooden table and chairs, overlooking a swimming pool and palm trees.
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.

7. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Jade
$193 nightly
$217 total
Oct 4 - Oct 5
Total with taxes and fees
The Perry Hotel & Marina Key West
A balcony with wicker furniture, a view of the sea, and a spiral staircase.
A swimming pool with lounge chairs and palm trees, overlooking a sunset over the water.
A spacious lobby with a marble floor, leather sofas, and large potted plants.
A beach with palm trees, clear blue water, and a pier extending into the sea.

8. Beachside Resort & Residences

Beachside Resort & Residences
Key West
United States
James
$179 nightly
$201 total
Oct 7 - Oct 8
Total with taxes and fees
Beachside Resort & Residences
A building with a white exterior, a large red awning, and a gated entrance.
A paved pathway lined with various plants and trees, leading to a building with a beige exterior.
A pool area with lounge chairs and a lifebuoy.
A small, enclosed porch with a chair and a table, surrounded by lush greenery and a white lattice fence.

9. Authors of Key West Guest House

Authors of Key West Guest House
Key West Historic District
United States
Robbie
$101 nightly
$114 total
Oct 5 - Oct 6
Total with taxes and fees
Authors of Key West Guest House
Pool
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.
A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.
A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.

10. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Esteban
$168 nightly
$189 total
Oct 4 - Oct 5
Total with taxes and fees
Blue Flamingo Resort Key West
Two wooden Adirondack chairs on a sandy beach with a view of the sea and a sailboat in the distance.
A two-story building with a balcony, arched windows, and a green roof.
A poolside lounge area with a wicker chair, a straw hat, and a beach bag.
A wooden deck with two wooden chairs and a small table, surrounded by white railings and palm trees.

11. Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
Key West
United States
Rachel
$223 nightly
$251 total
Oct 28 - Oct 29
Total with taxes and fees
Hyatt Vacation Club at Beach House, Key West
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 resort with a well-maintained lawn, palm trees, a pool area, and a view of the ocean.
A swimming pool surrounded by palm trees and lounge chairs, with a clear view of the ocean in the background.

12. Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
Key West
United States
Tina
$227 nightly
$256 total
Oct 26 - Oct 27
Total with taxes and fees
Hyatt Vacation Club at Windward Pointe, Key West
A spacious living room with a balcony, a ceiling fan, and a large window offering a view of the ocean.
A modern kitchen with white cabinets and a built-in microwave. There is a dining area with a table set for two, a sofa, and a balcony with a view of the ocean.
A multi-story hotel with balconies and a well-lit entrance.
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean at dusk.

13. The Laureate Key West

The Laureate Key West
New Town
United States
Mailyn
$184 nightly
$207 total
Oct 4 - Oct 5
Total with taxes and fees
The Laureate Key West
A hotel room with a bed, a view of the beach, a hammock, and beach chairs.
A beachfront restaurant with outdoor seating, a seafood sign, and a market sign.
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.

14. Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
United States
Stephanie
$184 nightly
$207 total
Oct 4 - Oct 5
Total with taxes and fees
Ibis Bay Beach Resort
A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.
A hotel room with a desk, two beds, a TV, a ceiling fan, and a balcony with curtains.
A pool area with lounge chairs, palm trees, and a building with a tiled roof.
A covered outdoor area with wooden tables and chairs, a view of the water, and a wooden deck with railings.

15. Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
Northside Resort
United States
Everton
$193 nightly
$217 total
Oct 26 - Oct 27
Total with taxes and fees
Courtyard by Marriott Key West Waterfront
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 tall palm tree with a white building in the background.
A beach with palm trees, lounge chairs, and umbrellas.

16. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
United States
Anthony
$173 nightly
$195 total
Oct 13 - Oct 14
Total with taxes and fees
Parrot Key Hotel & Villas
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 covered outdoor seating area with a pool in the background.
A spacious lobby with a central seating area, two staircases, and multiple potted plants.

17. Havana Cabana at Key West

Havana Cabana at Key West
New Town
United States
Stephanie
$184 nightly
$207 total
Nov 2 - Nov 3
Total with taxes and fees
Havana Cabana at Key West
A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.
A spacious indoor dining area with multiple tables and chairs, ceiling fans, and a bar area.
A sign for Looe Key Reef Resort's tiki bar, surrounded by palm trees and a thatched-roof structure.
A thatched-roof building with a sign for 'Look Reef Resort' and 'Tiki Bar'.

18. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
United States
Stephen
$101 nightly
$114 total
Oct 5 - Oct 6
Total with taxes and fees
Looe Key Reef Resort
A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.
A swimming pool with a mural of a dolphin and a butterfly, surrounded by lounge chairs and palm trees.
A two-story building with a white picket fence, a mailbox, and a small tree in front.
A hallway with a white door, a wooden bench, a blue sofa, and a staircase with a white railing.

19. Duval House

Duval House
Old Town Key West
United States
Christopher
$111 nightly
$122 total
Oct 5 - Oct 6
Total with taxes and fees
Duval House
A marina with boats docked, a small docked boat with a thatched roof, and a restaurant with outdoor seating overlooking the water.
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.
A marina with boats docked, a restaurant with outdoor seating, and a building with a blue roof.

20. Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
Stock Island
United States
Kagni
$243 nightly
$274 total
Oct 5 - Oct 6
Total with taxes and fees
Aqua Lodges at Hurricane Hole Marina
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Top Rockland Key Hotel Reviews

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Registration staff very personable. Constant text to check if all is good or need anything."
Patti 2-night trip
Posted 1 hour ago
Blue Flamingo Resort Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent
"I left several rings when I checked out. The staff called me and held them at the front desk. These rings were worth quite a lot of money. I am so thankful and grateful that they did this."
Shelly 1-night trip
Posted 1 hour ago
Hilton Garden Inn Key West / The Keys Collection
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Great location and clean room! Easy to walk to restaurants, bars, and Mallory Square. The Chart Room Cocktail Lounge in hotel was also a fun late night stop."
Jennifer 2-night trip
Posted 2 hours ago
Pier House Resort & Spa
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"The whole experience was fantastic. I wouldn't stay anywhere else!"
james 5-night trip
Posted 3 hours ago
The Perry Hotel & Marina Key West
Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

10/10 Excellent
"This was our second time to stay here and this place never disappoints. Staff is wonderful too"
Jonathan 4-night trip
Posted 3 hours ago
Hilton Key West Resort & Marina
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"very nice..."
RICHARD 1-night trip
Posted 4 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

10/10 Excellent
"Location, location, location!"
Kimberly 3-night trip
Posted 6 hours ago
Opal Key Resort & Marina, Key West
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

10/10 Excellent
"Location is excellent. Very quiet. Pool and bar are quite relaxing and convenient."
Scott 6-night trip
Posted 1 day ago
Hyatt Centric Key West Resort and Spa
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

8/10 Good
"Very close to all the action"
jack 2-night trip
Posted 2 days ago
The Southernmost Inn - Adults Only

More cheap stays in Rockland Key

Alexander Palms Court

Alexander Palms Court

715 South St Key West FL
$135 nightly
$152 total
Oct 5 - Oct 6
Total with taxes and fees
9.4/10 Exceptional! (1,000 reviews)
Alexander Palms Court
Parmer's Resort

Parmer's Resort

565 Barry Avenue Summerland Key FL
$156 nightly
$175 total
Nov 1 - Nov 2
Total with taxes and fees
Parmer's Resort
Pegasus International Hotel

Pegasus International Hotel

501 Southard Street Key West FL
$159 nightly
$179 total
Oct 5 - Oct 6
Total with taxes and fees
8.2/10 Very Good! (1,000 reviews)
Pegasus International Hotel
Hampton Inn Key West FL

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL
$169 nightly
$190 total
Oct 4 - Oct 5
Total with taxes and fees
9/10 Wonderful! (1,541 reviews)
Hampton Inn Key West FL
Southwinds Motel

Southwinds Motel

1321 Simonton Street Key West FL
$169 nightly
$190 total
Oct 5 - Oct 6
Total with taxes and fees
8.6/10 Excellent! (1,383 reviews)
Southwinds Motel
Ibis Bay Beach Resort

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL
$184 nightly
$207 total
Oct 4 - Oct 5
Total with taxes and fees
Ibis Bay Beach Resort

Hotels in Rockland Key with star-rating

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