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Our top choices for Saddlebunch Keys hotels

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 hotel room with a large bed, a TV mounted on a wooden cabinet, and a balcony with a view of palm trees.
A modern kitchen with a marble island, wooden cabinets, and pendant lighting.

1. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
Canada
Erika
CA $240
CA $270 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn Key West FL
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 clear view of turquoise ocean water and a blue sky with clouds.

2. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Eric A
CA $173
CA $278 total
includes taxes & fees
Oct 27 - Oct 28
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 wooden outdoor dining table set with glassware, candles, and lanterns, surrounded by lush greenery.
A hotel room with a large bed, a wooden nightstand, a desk, a chair, and a window with curtains.

3. 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
Brian
CA $178
CA $240 total
includes taxes & fees
Oct 25 - Oct 26
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
A waterfront building with a flat roof, large windows, and a balcony.
A corridor lined with trees and potted plants, leading to a building with a white exterior and windows.
A reception area with a wooden sculpture, a reception desk, a computer, and a television.
A swimming pool with a surrounding deck, palm trees, and lounge chairs.

4. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
United States
morgan
CA $169
CA $190 total
includes taxes & fees
Oct 18 - Oct 19
Sugar Loaf Lodge
A swimming pool with lounge chairs and palm trees.
A modern living room with a sectional sofa, a small round table, and a potted plant.
A bar area with a wooden counter, bar stools, and a sign that reads 'So we BEATON.'
Sports facility

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 $209 total
includes taxes & fees
Oct 28 - Oct 29
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 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.

6. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Jade
CA $199
CA $312 total
includes taxes & fees
Oct 30 - Oct 31
The Perry Hotel & Marina 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 modern restaurant with a wooden counter, seating area, and large windows.
A pool area with lounge chairs, palm trees, and a building with a tiled roof.

7. Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
Northside Resort
United States
Everton
CA $247
CA $278 total
includes taxes & fees
Oct 26 - Oct 27
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 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.

8. Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
Key West
United States
Tina
CA $257
CA $353 total
includes taxes & fees
Oct 28 - Oct 29
Hyatt Vacation Club at Windward Pointe, Key West
A balcony with a view of a pool area, palm trees, and outdoor seating.
A modern living room with a desk, two chairs, a sofa, and a TV mounted on the wall.
A sign for Doubletree by Hilton Grand Key Resort surrounded by lush greenery and palm trees.
A modern room with a white cabinet, a flat-screen TV, a small table, and a bench.

9. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Nancy
CA $169
CA $238 total
includes taxes & fees
Oct 27 - Oct 28
DoubleTree Resort by Hilton Grand Key - Key West
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 person standing by a window overlooking a beach with palm trees and the ocean.
A hotel entrance with a palm tree-lined driveway, a vintage car, and a metal canopy structure.

10. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
Richard
CA $277
CA $401 total
includes taxes & fees
Oct 29 - Oct 30
Margaritaville Beach House Key West
A balcony with wicker furniture, a view of the sea, and a spiral staircase.
A spacious lobby with a marble floor, leather sofas, and large potted plants.
A modern dining area with a glass table, four chairs, and a ceiling fan.
A beach with palm trees, clear blue water, and a pier extending into the sea.

11. Beachside Resort & Residences

Beachside Resort & Residences
Key West
United States
Mollie
CA $166
CA $322 total
includes taxes & fees
Oct 27 - Oct 28
Beachside Resort & Residences
Two wooden Adirondack chairs on a sandy beach with a view of the sea and a sailboat in the distance.
A poolside lounge area with a wicker chair, a straw hat, and a beach bag.
A two-story building with a balcony, arched windows, and a green roof.
A spacious living area with a large window, a dining table, and comfortable seating.

12. Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
Key West
United States
Rachel
CA $302
CA $404 total
includes taxes & fees
Oct 29 - Oct 30
Hyatt Vacation Club at Beach House, Key West
Pool
A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.
A couple holding hands in a tropical setting with palm trees and greenery.

13. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Esteban
CA $178
CA $280 total
includes taxes & fees
Oct 25 - Oct 26
Blue Flamingo Resort Key West
A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.
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'.
A canal with boats docked on both sides, surrounded by lush greenery and trees.

14. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
United States
Stephen
CA $199
CA $224 total
includes taxes & fees
Oct 26 - Oct 27
Looe Key Reef Resort
A white building with a covered patio area, surrounded by palm trees and a view of the ocean.
A sunset view with a thatched structure and a palm tree by a calm body of water.
A spacious living area with a flat-screen TV, a wooden coffee table, a sofa with colorful cushions, and a blue chair.
A dining area with a table and chairs, a ceiling fan, a television, and a window with a view of the outdoors.

15. Parmer's Resort

Parmer's Resort
Summerland Key
United States
Mireya
CA $209
CA $281 total
includes taxes & fees
Nov 3 - Nov 4
Parmer's Resort
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 restaurant with outdoor seating, a seafood sign, and a market sign.
A pool area with blue lounge chairs, a hot tub, and a covered seating area.

16. Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
United States
Andre
CA $193
CA $263 total
includes taxes & fees
Oct 20 - Oct 21
Ibis Bay Beach Resort
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 bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen 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
CA $206
CA $322 total
includes taxes & fees
Nov 1 - Nov 2
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 beach with palm trees, a sandy shore, and a calm sea under a clear sky.
A beach with palm trees, lounge chairs, and umbrellas.

18. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
United States
Anthony
CA $216
CA $324 total
includes taxes & fees
Oct 29 - Oct 30
Parrot Key Hotel & Villas
A wooden deck with wicker furniture and a glass balustrade overlooking a beach.
A beachside spa with two massage tables under a canopy, overlooking the sea and a pier.
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.

19. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
United States
Charlene
CA $306
CA $440 total
includes taxes & fees
Oct 25 - Oct 26
Casa Marina Key West, Curio Collection by Hilton
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 hotel room with two beds, a balcony with a view of the ocean, and a large wave painting on the wall.
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean at dusk.

20. The Laureate Key West

The Laureate Key West
New Town
CA $226
CA $294 total
includes taxes & fees
Oct 18 - Oct 19
The Laureate 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 hotel room with a balcony, a bed, a desk, and two chairs.
A hotel room with a large bed, a TV mounted on a wooden cabinet, and a balcony with a view of palm trees.
A modern kitchen with a marble island, wooden cabinets, and pendant lighting.

Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
CA $240
CA $270 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn Key West FL
A waterfront building with a flat roof, large windows, and a balcony.
A corridor lined with trees and potted plants, leading to a building with a white exterior and windows.
A reception area with a wooden sculpture, a reception desk, a computer, and a television.
A swimming pool with a surrounding deck, palm trees, and lounge chairs.

Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
CA $169
CA $190 total
includes taxes & fees
Oct 18 - Oct 19
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 clear view of turquoise ocean water and a blue sky with clouds.

Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
CA $173
CA $278 total
includes taxes & fees
Oct 27 - Oct 28
Hilton Key West Resort & Marina
A swimming pool with lounge chairs and palm trees.
A modern living room with a sectional sofa, a small round table, and a potted plant.
A bar area with a wooden counter, bar stools, and a sign that reads 'So we BEATON.'
Sports facility

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
CA $151
CA $209 total
includes taxes & fees
Oct 28 - Oct 29
Hilton Garden Inn Key West / The Keys Collection
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 wooden outdoor dining table set with glassware, candles, and lanterns, surrounded by lush greenery.
A hotel room with a large bed, a wooden nightstand, a desk, a chair, and a window with curtains.

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 $178
CA $240 total
includes taxes & fees
Oct 25 - Oct 26
Fairfield by Marriott Inn & Suites Key West at 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 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.

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
CA $199
CA $312 total
includes taxes & fees
Oct 30 - Oct 31
The Perry Hotel & Marina Key West
A balcony with a view of a pool area, palm trees, and outdoor seating.
A modern living room with a desk, two chairs, a sofa, and a TV mounted on the wall.
A sign for Doubletree by Hilton Grand Key Resort surrounded by lush greenery and palm trees.
A modern room with a white cabinet, a flat-screen TV, a small table, and a bench.

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
CA $169
CA $238 total
includes taxes & fees
Oct 27 - Oct 28
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 modern restaurant with a wooden counter, seating area, and large windows.
A pool area with lounge chairs, palm trees, and a building with a tiled roof.

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
Northside Resort
CA $247
CA $278 total
includes taxes & fees
Oct 26 - Oct 27
Courtyard by Marriott Key West Waterfront
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Top Saddlebunch Keys Hotel Reviews

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

10/10 Excellent
"We enjoyed the King Suite. Especially the modern updated ensuite. The pool and hot tub were fantastic in a unique private setting with ample palm trees and greenery."
Camiel 3-night trip
Posted 10 hours ago
The Southernmost Inn - Adults Only
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent
"Amazing stay! Would highly recommend!"
Courtney 1-night trip
Posted 11 hours ago
Winslow's Bungalows - Key West Historic Inns
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

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

10/10 Excellent
"Unable to understand with the staff on my arrival. It was so frustrating!! Other than that nice atmosphere."
Brigida 2-night trip
Posted 12 hours ago
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

8/10 Good
"Pretty spot with shuttle service to town. Pools are nice, but no beach access. Restaurant was being remodeled, and a food truck was on-site all day with breakfast and lunch or light dinner options. Super friendly and helpful staff!"
Judy 5-night trip
Posted 15 hours ago
Parrot Key Hotel & Villas
Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"We were very happy with how nice, clean and comfortable our 1 bedroom was. The staff was very helpful via text messages for anything we needed like coffee. The pool was clean and well kept. The shuttle bus to Duval street was a very pleasant surprise and the drivers were really prompt."
Rebecca 3-night trip
Posted 15 hours ago
Beachside Resort & Residences
Pier House Resort & Spa

Pier House Resort & Spa

8/10 Good
"The location of the property was great for our visit because we had a couple of excursions from the pier not too far. The property was really nice and we enjoyed having the beach to be able to get in the ocean after a hot day. Food and drinks at the hotel were great. The only complaint I have is in our room there was only 1 tabletop lamp and only one in the sitting area so it was real hard to see when trying to get ready with 4 people. Even the bathroom light wasn’t very bright. I would stay here again."
Robin 4-night trip
Posted 16 hours ago
Pier House Resort & Spa
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"Great property"
Charlene 3-night trip
Posted 17 hours ago
Casa Marina Key West, Curio Collection by Hilton
Margaritaville Beach House Key West

Margaritaville Beach House Key West

10/10 Excellent
"It is such a convenient location and beautiful place to stay. Beds are comfy! Wish they had a little more to offer on their menu though."
Amy 3-night trip
Posted 17 hours ago
Margaritaville Beach House Key West
Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"pool was the best with food and bar right next. shuttle service to town was excellent can't wait to go back!"
Robert 5-night trip
Posted 19 hours ago
Havana Cabana at Key West

More cheap stays in Saddlebunch Keys

Ibis Bay Beach Resort

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL
CA $193
CA $263 total
Oct 20 - Oct 21
includes taxes & fees
Ibis Bay Beach Resort
Hampton Inn Key West FL

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL
CA $240
CA $270 total
Oct 25 - Oct 26
includes taxes & fees
Hampton Inn Key West FL
Southwinds Motel

Southwinds Motel

1321 Simonton Street Key West FL
CA $197
CA $270 total
Oct 26 - Oct 27
includes taxes & fees
Southwinds Motel
Parmer's Resort

Parmer's Resort

565 Barry Avenue Summerland Key FL
CA $209
CA $281 total
Nov 3 - Nov 4
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
Parmer's Resort
Pegasus International Hotel

Pegasus International Hotel

501 Southard Street Key West FL
CA $227
CA $328 total
Nov 2 - Nov 3
includes taxes & fees
8.2/10 Very good! (1,002 reviews)
Pegasus International Hotel
Alexander Palms Court

Alexander Palms Court

715 South St Key West FL
CA $319
CA $359 total
Oct 19 - Oct 20
includes taxes & fees
9.4/10 Exceptional! (1,005 reviews)
Alexander Palms Court

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