Hotels with connecting rooms in Lower Keys
Florida
United States of America
Hotels with connecting rooms
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Hotels with connecting rooms in Lower Keys

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

November 2026

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Our top choices for Lower Keys hotels with connecting rooms

A corridor lined with trees and potted plants, leading to a building with a white exterior and windows.

A waterfront building with a flat roof, large windows, and a balcony.

A beachside dining area with thatched umbrellas, white plastic chairs, and tables.

A reception area with a wooden sculpture, a reception desk, a computer, and a television.

1. Sugar Loaf Lodge

Sugar Loaf Lodge

2.5 star property

Summerland Key

8.2 out of 10, Very good, (1,000 reviews)

8.2/10

Very good

(1,000 reviews)

"Very cute place, like at home, the lady on the desk is very sweet and helpful. Good price and close to Kea West."

Mariia

The price is S$143

S$143

includes taxes & fees

30 Nov - 1 Dec

Sugar Loaf Lodge

A tropical resort with palm trees, a pool, and a wooden building.

A thatched-roof building with a sign for 'Look Reef Resort' and 'Tiki Bar'.

A spacious indoor dining area with multiple tables and chairs, ceiling fans, and a bar area.

2. Looe Key Reef Resort

Looe Key Reef Resort

2.5 star property

Summerland Key

7.8 out of 10, Good, (1,000 reviews)

7.8/10

Good

(1,000 reviews)

"Everything was amazing staff was very accommodating would definitely recommend"

Stephen

The price is S$232

S$232

includes taxes & fees

10 Nov - 11 Nov

Looe Key Reef Resort

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.

3. 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$238

S$238

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.

4. 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.

5. 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 marina with boats docked, a swimming pool, and a building with a blue roof.

A bar area with a long counter, multiple stools, and a view of the marina with boats.

A modern living room with two sofas, a coffee table, and a small side table.

An outdoor dining area with tables and chairs, overlooking a marina with boats and a sunset view.

6. Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

4.0 star property

Marathon

8.6 out of 10, Excellent, (1,134 reviews)

8.6/10

Excellent

(1,134 reviews)

"Great resort, restaurant and bar!"

Rick

The price is S$248

S$248

includes taxes & fees

15 Nov - 16 Nov

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

A clear blue pool with white lounge chairs and palm trees, overlooking a calm sea.

Two hammocks on a sandy beach with a clear blue sky and turquoise water.

A bar area with a view of the ocean, bar stools, umbrellas, and a variety of bottles.

A poolside area with lounge chairs, blue umbrellas, and a fire pit.

7. Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

3.0 star property

Marathon

9.0 out of 10, Wonderful, (1,009 reviews)

9.0/10

Wonderful

(1,009 reviews)

"Absolutely perfect place to stay."

Keith

The price is S$298

S$298

includes taxes & fees

2 Dec - 3 Dec

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

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.

8. 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.

9. 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 kitchen with a gas stove, a window with blinds, and a white cabinet with a handle.

A wooden deck with two chairs and a table, overlooking a beach with palm trees and the ocean.

A table with breakfast items and a view of the beach.

A beach with lounge chairs and umbrellas, palm trees, and a building with balconies.

10. Rainbow Bend Resort

Rainbow Bend Resort

2.5 star property

Marathon

8.2 out of 10, Very good, (1,002 reviews)

8.2/10

Very good

(1,002 reviews)

"Great place. Friendly staff."

mark

The price is S$207

S$207

includes taxes & fees

15 Nov - 16 Nov

Rainbow Bend Resort

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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Things to do in Big Pine Key
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Hotels with connecting rooms in Lower Keys

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Lower Keys hotels with connecting rooms

1. Sugar Loaf Lodge

2. Looe Key Reef Resort

3. The Perry Hotel & Marina Key West

4. Hilton Key West Resort & Marina

5. Hilton Garden Inn Key West / The Keys Collection

6. Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

7. Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

8. DoubleTree Resort by Hilton Grand Key - Key West

9. Blue Flamingo Resort Key West

10. Rainbow Bend Resort

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