𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Saddlebunch Keys from RM457 (2026) - Fully Refundable Options

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Go beyond your typical stay in Saddlebunch Keys

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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 modern kitchen with a marble island, wooden cabinets, and pendant lighting.

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

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

1. Hampton Inn Key West FL

Key West

Melisa

RM560

RM630 total

includes taxes & fees

30 Aug - 31 Aug

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

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

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.

2. Margaritaville Beach House Key West

Key West

TRICIA LYNN

RM717

RM1,059 total

includes taxes & fees

10 Sept - 11 Sept

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

A poolside lounge area with a wicker chair, a straw hat, and a beach bag.

3. Hyatt Vacation Club at Beach House, Key West

Key West

Kailey

RM896

RM1,189 total

includes taxes & fees

19 Sept - 20 Sept

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

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

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

4. Hilton Key West Resort & Marina

Stock Island

Linda

RM459

RM757 total

includes taxes & fees

7 Sept - 8 Sept

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 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.

5. Sugar Loaf Lodge

Summerland Key

Marjorie

RM479

RM539 total

includes taxes & fees

30 Aug - 31 Aug

A hammock in a garden with a wooden pergola, palm trees, 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.

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.

6. Hyatt Vacation Club at Windward Pointe, Key West

Key West

Mauricio

RM765

RM1,042 total

includes taxes & fees

22 Sept - 23 Sept

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 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

Jerome

RM389

RM822 total

includes taxes & fees

30 Aug - 31 Aug

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.

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

New Town

Fernando

RM464

RM635 total

includes taxes & fees

7 Sept - 8 Sept

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 hotel room with a desk, two beds, a TV, a ceiling fan, and a balcony with curtains.

9. Courtyard by Marriott Key West Waterfront

Northside Resort

Everton

RM640

RM720 total

includes taxes & fees

30 Aug - 31 Aug

A hotel with a large pool, multiple balconies, and palm trees.

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.

10. Blue Flamingo Resort Key West

New Town

Sabrina

RM467

RM752 total

includes taxes & fees

30 Aug - 31 Aug

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 beach with palm trees, a sandy shore, and a calm sea under a clear sky.

11. Parrot Key Hotel & Villas

Northside Resort

Melvin

RM681

RM997 total

includes taxes & fees

30 Aug - 31 Aug

A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.

A spacious living area with a high ceiling, a blue accent wall, and a wooden staircase.

An outdoor patio with tables and chairs, umbrellas, and palm trees.

A hotel with a central courtyard, palm trees, and a fountain.

12. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Jose

RM459

RM652 total

includes taxes & fees

7 Sept - 8 Sept

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

A marina with boats docked, a building with multiple floors, and palm trees in the background.

A marina with numerous yachts docked, surrounded by palm trees and a clear sky.

An outdoor seating area with tables and chairs, overlooking a marina with boats.

13. The Perry Hotel & Marina Key West

Stock Island

Boyan

RM569

RM889 total

includes taxes & fees

21 Sept - 22 Sept

A spacious living room with a balcony, a ceiling fan, and a large window offering 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 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 swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean at dusk.

14. The Laureate Key West

New Town

Jayce

RM640

RM833 total

includes taxes & fees

30 Aug - 31 Aug

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

A beachfront restaurant with outdoor seating, a seafood sign, and a market sign.

15. Ibis Bay Beach Resort

Northside Resort

Roland

RM432

RM616 total

includes taxes & fees

30 Aug - 31 Aug

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 beach with white lounge chairs and umbrellas, a sandy shore, and a calm sea under a partly cloudy sky.

A spacious lobby with green sofas, a coffee table, and a dining area.

16. Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Dirk

RM852

RM1,230 total

includes taxes & fees

14 Sept - 15 Sept

A swimming pool with lounge chairs and palm trees.

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.

17. Hilton Garden Inn Key West / The Keys Collection

New Town

Amanda

RM442

RM611 total

includes taxes & fees

22 Sept - 23 Sept

A pool area with lounge chairs, palm trees, and a fountain.

A hotel with a two-story structure, a covered outdoor area, and a well-maintained lawn.

A buffet setup with various food items, a glass display case, and a window with a view of trees.

An outdoor patio area with wicker furniture, a bar, and a television.

18. Fairfield Inn and Suites by Marriott Key West

New Town

Zachary

RM560

RM743 total

includes taxes & fees

30 Aug - 31 Aug

A pool area with lounge chairs and a cabana.

A hotel room with a bed, a sofa, a desk with a computer, a chair, and a view of the sea through large windows.

A waterfront hotel with a long pier, multiple balconies, and a view of the ocean.

A balcony with a table set for breakfast, overlooking the sea.

19. Ocean Key Resort - A Noble House Resort

Key West Historic District

Debbie

RM1,043

RM1,486 total

includes taxes & fees

1 Sept - 2 Sept

A hotel with a swimming pool, balconies, and a view of the sea.

A spacious bar area with a wooden counter and green bar stools, a seating area with a sofa and chairs, and a dining area with a table set for two.

A beach wedding setup with white chairs, a wooden arch, and lanterns.

A marina with jet skis docked in front of a hotel with a dock and a boat in the background.

20. Hyatt Centric Key West Resort and Spa

Key West Historic District

FRANK

RM839

RM1,225 total

includes taxes & fees

28 Sept - 29 Sept

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Top Saddlebunch Keys Hotel Reviews

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent

"Great location, very convenient. Outdoors are very well maintained and the pool and spa areas are amazing!"

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"The property views are breathtaking."

Pier House Resort & Spa

10/10 Excellent

"i stayed in the king room with accessible lanai. the bathroom was spacious, easily accessible shower stall. i liked the bar near the private beach, the food and drinks were good. i had delicious filet mignon for dinner, for breakfast which was included i had the spectacular lobster benedict, soooo delicious. i’ll stay here again, it’s right on Duval street, walking distance to the bars and shops and boating trips, jet ski rentals"

Parrot Key Hotel & Villas

8/10 Good

"Clean room and resort but there really wasn’t anything to do at the resort other than sit at the pool. Food at the restaurant was mediocre but the service was great, and we would return just to see Chris; he was our favorite!"

Hampton Inn Key West FL

10/10 Excellent

"Staff are very friendly and the pool area is beautiful"

The Perry Hotel & Marina Key West

10/10 Excellent

"Stayed just one night and wished we had stayed longer. Phil on the reception desk was so helpful. The property is like new and so tranquil, with a shuttle bus every hour into the town centre. We were given an allowance of 20% off food at the restaurants which we did not use so Phil, without asking, waived our parking fee to make up. Now that's something I have never experienced at any other hotel. Please visist this hotel, you will not be disappointed."

La Concha Key West, Autograph Collection

10/10 Excellent

"Beautiful updated hotel, loved the bar and the lobby . Our room was perfect after we moved to the 6th floor . The first room was not great . We liked the newer section much better . Loved the bikes and the location. Elevators need to be updated and they need to add another one . Would stay here again ."

Hilton Garden Inn Key West / The Keys Collection

8/10 Good

"I found it weird you had to go to the pool to order your lunch or dinner and then go wait in the lobby for it to be delivered. The breakfast crew were excellent. The shuttle bus was very nice although the drop off point could have more in the middle of town."

The Reach Key West, Curio Collection by Hilton

10/10 Excellent

"Rooms were very small book a suite"

More cheap stays in Saddlebunch Keys

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

RM432

RM616 total

30 Aug - 31 Aug

includes taxes & fees

Parmer's Resort

565 Barry Avenue Summerland Key FL

RM431

RM616 total

30 Aug - 31 Aug

includes taxes & fees

9/10 Wonderful! (1,000 reviews)

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL

RM560

RM630 total

30 Aug - 31 Aug

includes taxes & fees

9/10 Wonderful! (1,480 reviews)

Simonton Court Historic Inn & Cottages

523 Eaton Street Key West FL

RM600

RM675 total

30 Aug - 31 Aug

includes taxes & fees

9.8/10 Exceptional! (1,000 reviews)

Southwinds Motel

1321 Simonton Street Key West FL

RM490

RM687 total

7 Sept - 8 Sept

includes taxes & fees

Weatherstation Inn

57 Front St Key West FL

RM680

RM765 total

30 Aug - 31 Aug

includes taxes & fees

9.4/10 Exceptional! (1,000 reviews)

Saddlebunch Keys hotels from RM457

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Saddlebunch Keys

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Saddlebunch Keys hotels

1. Hampton Inn Key West FL

2. Margaritaville Beach House Key West

3. Hyatt Vacation Club at Beach House, Key West

4. Hilton Key West Resort & Marina

5. Sugar Loaf Lodge

6. Hyatt Vacation Club at Windward Pointe, Key West

7. Beachside Resort & Residences

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

9. Courtyard by Marriott Key West Waterfront

10. Blue Flamingo Resort Key West

11. Parrot Key Hotel & Villas

12. DoubleTree Resort by Hilton Grand Key - Key West

13. The Perry Hotel & Marina Key West

14. The Laureate Key West

15. Ibis Bay Beach Resort

16. Casa Marina Key West, Curio Collection by Hilton

17. Hilton Garden Inn Key West / The Keys Collection

18. Fairfield Inn and Suites by Marriott Key West

19. Ocean Key Resort - A Noble House Resort

20. Hyatt Centric Key West Resort and Spa

Top Saddlebunch Keys Hotel Reviews

Hyatt Vacation Club at Windward Pointe, Key West

Southernmost Beach Resort and Guesthouses

Pier House Resort & Spa

Parrot Key Hotel & Villas

Hampton Inn Key West FL

The Perry Hotel & Marina Key West

La Concha Key West, Autograph Collection

Hilton Garden Inn Key West / The Keys Collection

The Reach Key West, Curio Collection by Hilton

More cheap stays in Saddlebunch Keys

Ibis Bay Beach Resort

Parmer's Resort

Hampton Inn Key West FL

Simonton Court Historic Inn & Cottages

Southwinds Motel

Weatherstation Inn

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