Hotels with connecting rooms in Stock Island
Key West
Florida
United States of America
Hotels with connecting rooms
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A sunset over a coastal landscape with a small island surrounded by water.

Hotels with connecting rooms in Stock Island

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your current months are November, 2026 and December, 2026.

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Our top choices for Stock Island hotels with connecting rooms

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 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.

1. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4.0 star property

Stock Island

9.4 out of 10, Exceptional, (1,315 reviews)

9.4/10

Exceptional

(1,315 reviews)

"Good place to stay."

Dharmesh Raju

The price is S$234

S$234

includes taxes & fees

30 Nov - 1 Dec

The Perry Hotel & Marina Key West

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.

2. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

4.0 star property

Stock Island

9.0 out of 10, Wonderful, (1,795 reviews)

9.0/10

Wonderful

(1,795 reviews)

"Great location and great staff!!"

Kevin

The price is S$245

S$245

includes taxes & fees

15 Nov - 16 Nov

Hilton Key West Resort & Marina

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 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.

3. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 star property

New Town

8.2 out of 10, Very good, (1,356 reviews)

8.2/10

Very good

(1,356 reviews)

"Room was very comfortable, staff was very helpful and breakfast was good"

Darlene

The price is S$202

S$202

includes taxes & fees

15 Nov - 16 Nov

Hilton Garden Inn Key West / The Keys Collection

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

A spacious room with a high ceiling, large windows, and a view of palm trees.

A modern dining area with multiple tables and chairs, large windows, and ceiling fans.

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

4. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property

Key West

8.4 out of 10, Very good, (1,133 reviews)

8.4/10

Very good

(1,133 reviews)

"The hotel was a spectacular place near the airport."

Suset

The price is S$221

S$221

includes taxes & fees

15 Nov - 16 Nov

DoubleTree Resort by Hilton Grand Key - Key West

A hotel with a swimming pool, sun loungers, and palm trees.

A spacious living area with a sofa, chairs, a coffee table, and a swing chair.

A beachside resort with palm trees, outdoor seating, and a food truck.

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

5. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4.0 star property

New Town

8.6 out of 10, Excellent, (2,778 reviews)

8.6/10

Excellent

(2,778 reviews)

"Nice resort very family friendly"

Sigrid A

The price is S$253

S$253

includes taxes & fees

15 Nov - 16 Nov

Blue Flamingo Resort Key West

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

A covered outdoor seating area with a pool in the background.

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.

6. Havana Cabana at Key West

Havana Cabana at Key West

4.0 star property

New Town

9.0 out of 10, Wonderful, (1,903 reviews)

9.0/10

Wonderful

(1,903 reviews)

"Great place to stay"

Stephanie

The price is S$289

S$289

includes taxes & fees

29 Nov - 30 Nov

Havana Cabana at Key West

A building with a white exterior, a large red awning, and a gated entrance.

A small, enclosed porch with a chair and a table, surrounded by lush greenery and a white lattice fence.

A spacious kitchen with a dining area, large windows, and a view of the outdoors.

A paved pathway lined with various plants and trees, leading to a building with a beige exterior.

7. Authors of Key West Guest House

Authors of Key West Guest House

3.0 star property

Key West Historic District

9.2 out of 10, Wonderful, (1,083 reviews)

9.2/10

Wonderful

(1,083 reviews)

"The check-in was smooth, breakfast was adequate, and the room was comfortable."

Perry

The price is S$206

S$206

includes taxes & fees

30 Nov - 1 Dec

Authors of Key West Guest House

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 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.

8. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4.0 star property

Old Town Key West

8.4 out of 10, Very good, (1,011 reviews)

8.4/10

Very good

(1,011 reviews)

"Great place"

Nguyen

The price is S$430

S$430

includes taxes & fees

23 Nov - 24 Nov

Casa Marina Key West, Curio Collection by Hilton

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

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

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.

9. Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 star property

Northside Resort

8.2 out of 10, Very good, (2,421 reviews)

8.2/10

Very good

(2,421 reviews)

"Great stay"

Sebastian

The price is S$258

S$258

includes taxes & fees

9 Nov - 10 Nov

Ibis Bay Beach Resort

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

A balcony with a view of the ocean, a table, chairs, and a railing.

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

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.

10. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4.0 star property

Key West Historic District

9.2 out of 10, Wonderful, (1,003 reviews)

9.2/10

Wonderful

(1,003 reviews)

"Wonderful property with wonderful staff"

Michael Joseph

The price is S$458

S$458

includes taxes & fees

1 Dec - 2 Dec

Hyatt Centric Key West Resort and Spa

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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American Airlines Indianapolis (IND) to Key West (EYW) flights
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Delta Hartford (BDL) to Key West (EYW) flights
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Flights from Clermont-Ferrand (CFE) to Key West (EYW)
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Flights from Casablanca (CMN) to Key West (EYW)
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Flights from Mexico City (MEX) to Key West (EYW)
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Flights from Merida (MID) to Key West (EYW)
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Flights from Muncie (MIE) to Key West (EYW)
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Flights from Moscow (MOW) to Key West (EYW)
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Flights from Marco Island (MRK) to Key West (EYW)
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Flights from Marseille (MRS) to Key West (EYW)
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Flights from Madison (MSN) to Key West (EYW)
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Flights from Omaha (OMA) to Key West (EYW)
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Flights from Oviedo (OVD) to Key West (EYW)
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Flights from West Palm Beach (PBI) to Key West (EYW)
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Flights from Peppimenarti (PEP) to Key West (EYW)
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Flights from Greenville (PGV) to Key West (EYW)
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Flights from Providence (PVD) to Key West (EYW)
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Flights from Charlotte (QWG) to Key West (EYW)
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Flights from Fort Myers (RSW) to Key West (EYW)
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Flights from Sao Paulo (SAO) to Key West (EYW)
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Flights from Shreveport (SHV) to Key West (EYW)
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Flights from San Juan (SJU) to Key West (EYW)
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Flights from St. Louis (STL) to Key West (EYW)
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Flights from Toledo (TOL) to Key West (EYW)
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Flights from Tri-Cities (TRI) to Key West (EYW)
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Flights from Thomasville (TVI) to Key West (EYW)
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Flights from Knoxville (TYS) to Key West (EYW)
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Flights from St. Augustine (UST) to Key West (EYW)
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Flights from Fayetteville (XNA) to Key West (EYW)
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Flights from Fort Frances (YAG) to Key West (EYW)
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Flights from Trenton (YTR) to Key West (EYW)
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Flights from Montreal (YUL) to Key West (EYW)
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Flights from Whale Cove (YXN) to Key West (EYW)
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Hotels with connecting rooms in Stock Island

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Stock Island hotels with connecting rooms

1. The Perry Hotel & Marina Key West

2. Hilton Key West Resort & Marina

3. Hilton Garden Inn Key West / The Keys Collection

4. DoubleTree Resort by Hilton Grand Key - Key West

5. Blue Flamingo Resort Key West

6. Havana Cabana at Key West

7. Authors of Key West Guest House

8. Casa Marina Key West, Curio Collection by Hilton

9. Ibis Bay Beach Resort

10. Hyatt Centric Key West Resort and Spa

Explore a world of travel with Expedia