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Our top choices for Saddlebunch Keys hotels

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

1. 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
Jacob
CA $154
CA $212 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.
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.
A bar area with a thatched roof, wooden chairs, and a poolside view.

2. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
United States
Heylin
CA $181
CA $203 total
includes taxes & fees
Oct 26 - Oct 27
Hampton Inn Key West FL
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.
A waterfront building with a flat roof, large windows, and a balcony.
A beachside dining area with thatched umbrellas, white plastic chairs, and tables.

3. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
United States
Mariia
CA $167
CA $187 total
includes taxes & fees
Oct 26 - Oct 27
Sugar Loaf Lodge
A marina with boats docked, a pool area, and a building with a white facade.
A covered outdoor seating area with tables and chairs, overlooking a marina with boats.
A breakfast setting with a table, chairs, a vase with flowers, and a city view.
A poolside dining area with round tables, chairs, and a pool in the background.

4. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Eric A
CA $163
CA $266 total
includes taxes & fees
Oct 28 - Oct 29
Hilton Key West Resort & Marina
A hotel room with two beds, a desk with a TV, and a window with a view of palm trees.
A modern living room with a sectional sofa, a small round table, and a potted plant.
A swimming pool with lounge chairs and palm trees.
A covered outdoor seating area with a central bar, patterned chairs, and a decorative sign.

5. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
United States
Eli
CA $151
CA $210 total
includes taxes & fees
Oct 27 - Oct 28
Hilton Garden Inn Key West / The Keys Collection
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A hotel room with a large bed, a desk, a chair, a television, and a ceiling fan.
A balcony with a wooden table and chairs, overlooking a swimming pool and palm trees.
A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.

6. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Jade
CA $134
CA $233 total
includes taxes & fees
Nov 16 - Nov 17
The Perry Hotel & Marina Key West
A pool area with lounge chairs and gazebos, surrounded by palm trees.
A hotel room with a bed, a desk, a chair, a TV, and a balcony with a view of buildings.
A modern restaurant with a central counter, blue chairs, and ceiling fans.
A hotel with a central fountain, surrounded by palm trees and a well-maintained lawn.

7. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Danee
CA $166
CA $234 total
includes taxes & fees
Oct 29 - Oct 30
DoubleTree Resort by Hilton Grand Key - Key West
A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.
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.
A modern restaurant with a wooden counter, seating area, and large windows.

8. Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
Northside Resort
United States
Patrick
CA $223
CA $250 total
includes taxes & fees
Oct 27 - Oct 28
Courtyard by Marriott Key West Waterfront
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 two-story building with a central entrance, surrounded by palm trees and a wooden walkway.

9. Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
Key West
United States
Leismy
CA $249
CA $343 total
includes taxes & fees
Oct 28 - Oct 29
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 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.
A hotel room with two beds, a balcony with a view of the ocean, and a large wave painting on the wall.

10. The Laureate Key West

The Laureate Key West
New Town
United States
Eileen
CA $223
CA $290 total
includes taxes & fees
Oct 29 - Oct 30
The Laureate Key West
A poolside lounge area with a wicker chair, a straw hat, and a beach bag.
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.

11. Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
Key West
United States
Rachel
CA $240
CA $333 total
includes taxes & fees
Oct 26 - Oct 27
Hyatt Vacation Club at Beach House, Key West
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.

12. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Jesus
CA $163
CA $262 total
includes taxes & fees
Oct 27 - Oct 28
Blue Flamingo Resort Key West
A hotel room with a bed, a view of the beach, a hammock, and beach chairs.
A pool area with blue lounge chairs, a hot tub, and a covered seating area.
A marina with boats docked, a beach resort building, and palm trees.
A beachfront restaurant with outdoor seating, a seafood sign, and a market sign.

13. Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
United States
Sebastian
CA $180
CA $248 total
includes taxes & fees
Oct 26 - Oct 27
Ibis Bay Beach Resort
A row of floating houses with balconies, connected by walkways, on calm water.
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 deck with a table and chairs, overlooking a calm water body with boats and a house in the background.

14. Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
Stock Island
United States
Kagni
CA $150
CA $408 total
includes taxes & fees
Oct 31 - Nov 1
Aqua Lodges at Hurricane Hole Marina
A tropical resort with palm trees, a pool, and a wooden building.
A sign for Looe Key Reef Resort's tiki bar, surrounded by palm trees and a thatched-roof structure.
A canal with boats docked on both sides, surrounded by lush greenery and trees.
A thatched-roof building with a sign for 'Look Reef Resort' and 'Tiki Bar'.

15. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
United States
Stephen
CA $203
CA $228 total
includes taxes & fees
Oct 26 - Oct 27
Looe Key Reef Resort
A resort pool with clear blue water, surrounded by palm trees and lounge chairs.
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 covered outdoor seating area with a pool in the background.

16. Havana Cabana at Key West

Havana Cabana at Key West
New Town
United States
Stephanie
CA $227
CA $344 total
includes taxes & fees
Nov 15 - Nov 16
Havana Cabana at Key West
A wooden archway leading to a pool area surrounded by lush tropical vegetation.
A tall palm tree with a white building in the background.
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.

17. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
United States
Anthony
CA $200
CA $306 total
includes taxes & fees
Oct 26 - Oct 27
Parrot Key Hotel & Villas
A covered deck with chairs and umbrellas overlooking a beach.
Beach chairs and a blue umbrella on a sandy shore with a calm body of water and a palm tree in the background.
A spacious living area with a flat-screen TV, a wooden coffee table, a sofa with colorful cushions, and a blue chair.
A sunset view with a thatched structure and a palm tree by a calm body of water.

18. Parmer's Resort

Parmer's Resort
Summerland Key
United States
Mireya
CA $188
CA $257 total
includes taxes & fees
Nov 1 - Nov 2
Parmer's Resort
A wooden deck with wicker furniture and a glass balustrade overlooking a beach.
A spacious lobby with green sofas, a coffee table, and a dining area.
A resort with a pool leading to a beach, surrounded by palm trees and white buildings.
A beach with white lounge chairs and umbrellas, a sandy shore, and a calm sea under a partly cloudy sky.

19. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
United States
Jaime
CA $344
CA $482 total
includes taxes & fees
Nov 2 - Nov 3
Casa Marina Key West, Curio Collection by Hilton
A dining table with plates of food, a drink, and a view of a pool and palm trees.
A hotel entrance with a palm tree-lined driveway, a vintage car, and a metal canopy structure.
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.

20. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
Stacey
CA $291
CA $416 total
includes taxes & fees
Oct 26 - Oct 27
Margaritaville Beach House Key West
View all properties

Hotels recommended for families in Saddlebunch Keys

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.
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.
A bar area with a thatched roof, wooden chairs, and a poolside view.

Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
CA $181
CA $203 total
includes taxes & fees
Oct 26 - Oct 27
Hampton Inn Key West FL
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.
A wooden outdoor dining table set with glassware, candles, and lanterns, surrounded by lush greenery.

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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
CA $154
CA $212 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
A pool area with lounge chairs and gazebos, surrounded by palm trees.
A hotel room with a bed, a desk, a chair, a TV, and a balcony with a view of buildings.
A modern restaurant with a central counter, blue chairs, and ceiling fans.
A hotel with a central fountain, surrounded by palm trees and a well-maintained lawn.

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
CA $166
CA $234 total
includes taxes & fees
Oct 29 - Oct 30
DoubleTree Resort by Hilton Grand Key - Key West
A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.
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.
A modern restaurant with a wooden counter, seating area, and large windows.

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
Northside Resort
CA $223
CA $250 total
includes taxes & fees
Oct 27 - Oct 28
Courtyard by Marriott Key West Waterfront
A marina with boats docked, a pool area, and a building with a white facade.
A covered outdoor seating area with tables and chairs, overlooking a marina with boats.
A breakfast setting with a table, chairs, a vase with flowers, and a city view.
A poolside dining area with round tables, chairs, and a pool in the background.

Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
CA $163
CA $266 total
includes taxes & fees
Oct 28 - Oct 29
Hilton Key West Resort & Marina
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A hotel room with a large bed, a desk, a chair, a television, and a ceiling fan.
A balcony with a wooden table and chairs, overlooking a swimming pool and palm trees.
A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
CA $134
CA $233 total
includes taxes & fees
Nov 16 - Nov 17
The Perry Hotel & Marina 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 two-story building with a central entrance, surrounded by palm trees and a wooden walkway.

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
Key West
CA $249
CA $343 total
includes taxes & fees
Oct 28 - Oct 29
Hyatt Vacation Club at Windward Pointe, Key West
A hotel room with two beds, a desk with a TV, and a window with a view of palm trees.
A modern living room with a sectional sofa, a small round table, and a potted plant.
A swimming pool with lounge chairs and palm trees.
A covered outdoor seating area with a central bar, patterned chairs, and a decorative sign.

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
CA $151
CA $210 total
includes taxes & fees
Oct 27 - Oct 28
Hilton Garden Inn Key West / The Keys Collection
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Top Saddlebunch Keys Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Exelente servicio"
Tania 4-night trip
Posted 2 hours ago
Southernmost Beach Resort and Guesthouses
Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Really good"
servando N 4-night trip
Posted 2 hours ago
Beachside Resort & Residences
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"The property is beautiful and well kept . Pool awesome and shuttles to airport and old town ! Rooms comfortable and roomy!"
Shari 3-night trip
Posted 3 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
Ibis Bay Beach Resort

Ibis Bay Beach Resort

10/10 Excellent
"Stayed at Ibis Bay resort for the Fantasy Fest Weekend. Room was spotless, plenty towels, soaps, good sized fridge. I enjoyed having a small patio attached to my room. Property is well maintained. They have large Macaws and tortoise's on property. Grounds crew kept everything pristine. Swimming pool is nice with plenty of room. Really enjoyed the free continental breakfast each morning. Staff was super friendly and helpful. Groceries stores, fast food is across the street. I would stay here again."
Donna 2-night trip
Posted 7 hours ago
Ibis Bay Beach Resort
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

8/10 Good
"Wonderfully situated & quiet suite on United. Cleaning could have been better if more attention had been paid. Warm & hot water took forever. Shower could be much better if it had an attached hose for all around water. Water pressure sucked! Maudia (check in person) was excellent. Kitchen staff appeared angry & was less than helpful. Pool surroundings not kept up. Temperatures of both hot tub & pools were good."
L Kaye 3-night trip
Posted 7 hours ago
The Southernmost Inn - Adults Only
Margaritaville Beach House Key West

Margaritaville Beach House Key West

10/10 Excellent
"Great property."
Stacey 2-night trip
Posted 7 hours ago
Margaritaville Beach House Key West
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent
"This was a VERY clean property. Literally bleach cleaned OUTSIDE to keep bugs and critters at bay, and very well maintained grounds. The sand along the water front was groomed daily! The onsite eatery was under reconstruction and they had a pop up option in the grounds poolside, in addition to a food truck in the front parking area. It was pretty convenient. Cleaning was every other day, and fresh towels were offered daily. Loved the serenity, the water views and being off of Duval. Will be back again."
Michelle 5-night trip
Posted 9 hours ago
Parrot Key Hotel & Villas
Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"We had an excellent stay! The room was clean, close to the pool, and even though we were near the action we did not have a noise issue. The staff was so helpful, friendly, and professional. We also appreciated the shuttles , way better than having to pay the other expensive car services. I would definitely book again with them!"
Lorelei 4-night trip
Posted 17 hours ago
Havana Cabana at Key West

More cheap stays in Saddlebunch Keys

Hampton Inn Key West FL

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL
CA $181
CA $203 total
Oct 26 - Oct 27
includes taxes & fees
Hampton Inn Key West FL
Alexander Palms Court

Alexander Palms Court

715 South St Key West FL
CA $200
CA $225 total
Oct 27 - Oct 28
includes taxes & fees
9.4/10 Exceptional! (1,007 reviews)
Alexander Palms Court
Looe Key Reef Resort

Looe Key Reef Resort

27340 Overseas Highway Summerland Key FL
CA $203
CA $228 total
Oct 26 - Oct 27
includes taxes & fees
Looe Key Reef Resort
Ibis Bay Beach Resort

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL
CA $180
CA $248 total
Oct 26 - Oct 27
includes taxes & fees
8.2/10 Very good! (2,415 reviews)
Ibis Bay Beach Resort
Parmer's Resort

Parmer's Resort

565 Barry Avenue Summerland Key FL
CA $188
CA $257 total
Nov 1 - Nov 2
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
Parmer's Resort
Southwinds Motel

Southwinds Motel

1321 Simonton Street Key West FL
CA $195
CA $266 total
Oct 26 - Oct 27
includes taxes & fees
8.6/10 Excellent! (1,395 reviews)
Southwinds Motel

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