Cottages in Key Haven
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your current months are November, 2026 and December, 2026.

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Our top choices for Key Haven cottages

A white building with large windows and a balcony, featuring outdoor furniture and a covered area.

A living room with a television, sofa, coffee table, and patterned chairs.

A wooden bench on a gravel path by a calm body of water.

A kitchen with white cabinets, a microwave, a stove, a sink, and a refrigerator.

1. Canal Front home with easy Ocean access

Canal Front home with easy Ocean access

Cudjoe Key

8.8 out of 10, Excellent, (190 reviews)

8.8/10

Excellent

(190 reviews)

"Porsche Berry Duty"

Rafael G.

The price is €321

€321

includes taxes & fees

26 Nov - 27 Nov

Canal Front home with easy Ocean access

A two-story building with balconies, surrounded by lush greenery and palm trees.

A dining area with a round table, wicker chairs, a floral rug, and a chandelier.

A white building with a gabled roof, large windows, and a front porch with chairs.

A bedroom with a large bed, a wooden floor, a white wall, and a window with blinds.

2. NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

Old Town Key West

10.0 out of 10, Exceptional, (36 reviews)

10/10

Exceptional

(36 reviews)

"Wonderful property! We enjoyed our stay! Property hosts were very attentive to every question we had. Highly recommend!"

Sheri J.

NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

A covered outdoor deck with a sofa and table, overlooking a marina with boats and palm trees.

A dining area with a white table and chairs, a ceiling light fixture, and a compass wall decoration.

A swimming pool with palm trees and a cloudy sky.

A modern kitchen with white cabinetry, stainless steel appliances, and a wooden floor.

3. Canal front, dockage, 2 bedroom, 2 bath

Canal front, dockage, 2 bedroom, 2 bath

Cudjoe Key

8.8 out of 10, Excellent, (110 reviews)

8.8/10

Excellent

(110 reviews)

"Exactly as shown in the pictures and as described. Appreciated the extra location for the boat trailer."

Laurie C.

The price is €477

€477

includes taxes & fees

14 Nov - 15 Nov

Canal front, dockage, 2 bedroom, 2 bath

A small, single-story building with a white exterior and a metal roof, surrounded by lush greenery and a paved patio area.

A living room with a blue sofa, a beige armchair, and a wooden coffee table. There is a ceiling fan, a window with blinds, and a door leading to a garden.

A spacious living area with a sofa, a blue armchair, a television, and a kitchen with a refrigerator and cabinets.

A living room with a beige armchair, a blue sofa, a wooden cabinet, a television, and two decorative fish wall art pieces.

4. Find your zen at HIDDEN TREASURE

Find your zen at HIDDEN TREASURE

Old Town Key West

9.2 out of 10, Wonderful, (23 reviews)

9.2/10

Wonderful

(23 reviews)

"Great location, clean and well equipped."

Richard M.

The price is €639

€639

includes taxes & fees

9 Nov - 10 Nov

Find your zen at HIDDEN TREASURE

A modern kitchen with a dining area, a grey sofa, and a wicker bar stool.

A rustic wooden gate with a sign reading "Blue Heaven" and another sign advertising showers for $1.00 to watch for $2.00.

A wooden pathway leading to a beach with palm trees and a clear sky.

5. The Dancing Rooster: Newly Renovated Key West Retreat, One Block to Duval!

The Dancing Rooster: Newly Renovated Key West Retreat, One Block to Duval!

Old Town Key West

9.8 out of 10, Exceptional, (155 reviews)

9.8/10

Exceptional

(155 reviews)

"Perfect for what we needed. Close to Duval and all the action."

Jonnye W.

The price is €781

€781

includes taxes & fees

12 Nov - 13 Nov

The Dancing Rooster: Newly Renovated Key West Retreat, One Block to Duval!

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 Charlotte (CLT) to Key West (EYW) flights
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American Airlines Panama City (ECP) to Key West (EYW) flights
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Flights from Fort-de-France (FDF) to Key West (EYW)
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Flights from Grand Rapids (GRR) to Key West (EYW)
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Flights from Redencao (RDC) to Key West (EYW)
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Flights from San Antonio (SAT) to Key West (EYW)
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Flights from Orlando (SFB) to Key West (EYW)
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Flights from Tufi (TFI) to Key West (EYW)
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Flights from Tullahoma (THA) to Key West (EYW)
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Flights from Miami (TMB) to Key West (EYW)
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Flights from Vienna (VIE) to Key West (EYW)
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Flights from Fort Walton Beach (VPS) to Key West (EYW)
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Flights from Vero Beach (VRB) to Key West (EYW)
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Visit Boca Chica Key
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Fort East Martello Museum and Gallery
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Kid friendly Holiday Packages Key Haven
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Robbie's
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Visit Stock Island
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Ace New Zealand Rental Cars in Boca Chica Key
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Rental cars Key West Intl. airport
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Car hire near Robbie's
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Dollar Rent A Car Rental Cars in Boca Chica Key
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Dollar Rent A Car Rental Cars in Key Haven
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Search Cottages in Key Haven

Change your mind

Treat yourself

Be picky

Find holiday rentals that suit your style

Check prices for these dates

Our top choices for Key Haven cottages

1. Canal Front home with easy Ocean access

2. NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

3. Canal front, dockage, 2 bedroom, 2 bath

4. Find your zen at HIDDEN TREASURE

5. The Dancing Rooster: Newly Renovated Key West Retreat, One Block to Duval!

Explore a world of travel with Expedia