Villas in Monroe County
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Villas in Monroe County

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

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Our top choices for Monroe County villas

A two-story beachfront house with a balcony, a covered outdoor seating area, and a small boat dock.

A concrete pathway flanked by lush green foliage, leading to a shaded area.

A two-story building with a balcony, surrounded by tropical vegetation.

A bedroom with a bed, a ceiling fan, a balcony with a view, and a nightstand with a lamp.

1. Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool

3.5 star property

Summerland Key

7.4 out of 10, Good, (3 reviews)

7.4/10

Good

(3 reviews)

"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "

Preetam

The price is NT$17,001

NT$17,001

NT$32,061 total

includes taxes & fees

Nov 15 - Nov 16

Atlantic View Luxury Villa with Pool

A backyard with a swimming pool, lounge chairs, and umbrellas.

A lush garden with a variety of plants, including a prominent fern and an aloe vera plant.

A spacious living room with a dark leather sofa, a dining table with chairs, and a kitchen area with white cabinets and a refrigerator.

A bedroom with a floral bedspread, a ceiling fan, and a view of the outdoors through large windows.

2. Luxury Oceanview Pool Eco-friendly Villa Near Key West

Luxury Oceanview Pool Eco-friendly Villa Near Key West

2.0 star property

Summerland Key

Luxury Oceanview Pool Eco-friendly Villa Near Key West

A backyard with a swimming pool, lounge chairs, and a view of the ocean.

A poolside area with lounge chairs, a hot tub, and a table with towels and glassware.

A bedroom with a bed, a chair, a ceiling fan, and a view of the ocean through a sliding door.

A kitchen with a central island, a dining area with a table and chairs, a ceiling fan, and a view through the glass doors to the outside.

3. Eco Friendly Secluded Oceanview Pool Near Key West

Eco Friendly Secluded Oceanview Pool Near Key West

2.0 star property

Summerland Key

2.0 out of 10, (1 review)

2.0/10

(1 review)

"House was dirty. Linens weren’t clean. Bathrooms were disgusting"

Michael

Eco Friendly Secluded Oceanview Pool Near Key West

A modern outdoor seating area with a pool and lounge chairs, overlooking a tropical landscape and the sea.

A modern house with a covered porch, a staircase leading to a deck, and lush tropical plants.

A four-poster bed with a view of the sea, a balcony with outdoor furniture, and a large window with curtains.

A covered outdoor area with a pool, wooden deck, and seating.

4. Albury Landing in Tavernier

Albury Landing in Tavernier

2.0 star property

Tavernier

Albury Landing in Tavernier

A covered outdoor area with a view of a water body, palm trees, and a pool.

A waterfront hotel with a wooden deck, palm trees, and a clear blue sky.

A covered deck with a view of a canal lined with palm trees and a distant building.

A swimming pool with lounge chairs and palm trees.

5. Waterfront Luxury Villa With Sunset Views and Boat Slip

Waterfront Luxury Villa With Sunset Views and Boat Slip

3.0 star property

Marathon Shores

Waterfront Luxury Villa With Sunset Views and Boat Slip

A waterfront property with a dock, a covered outdoor seating area, and a multi-story building with balconies.

A pool area with lounge chairs and umbrellas, a pool, and a building with a white exterior and blue accents.

A waterfront property with a wooden dock leading to a house with multiple balconies and a covered patio area.

A bedroom with a bed, dresser, nightstand, and a balcony with a view of palm trees.

6. Sunset Harbor Waterfront Villa With Dock Cabana Club

Sunset Harbor Waterfront Villa With Dock Cabana Club

3.0 star property

Key Colony Beach

Sunset Harbor Waterfront Villa With Dock Cabana Club

A pool area with palm trees and a view of the ocean.

A modern kitchen with white cabinets, a granite countertop, a central island, a fish decoration on the wall, and a window with a view of greenery.

A beachfront property with a covered porch, palm trees, and lounge chairs on the sand.

A beach with palm trees and a sandy area.

7. Island Palm Estate in Islamorada

Island Palm Estate in Islamorada

2.0 star property

Matecumbe

Island Palm Estate in Islamorada

A covered porch with a view of a beach and palm trees.

A modern kitchen with a large island, white bar stools, and a view of the ocean.

A pool area with a wooden deck, lounge chairs, and a view of the sea and palm trees.

A bedroom with a large bed, two rocking chairs, and a view of the ocean and palm trees through floor-to-ceiling windows.

8. Turtle Nest Estate in Islamorada

Turtle Nest Estate in Islamorada

2.0 star property

Matecumbe

Turtle Nest Estate in Islamorada

A waterfront property with a multi-level house, a pool, and a dock.

A two-story house with a swimming pool, surrounded by a fence, and located near a body of water.

A marina with several sailboats docked, surrounded by residential buildings and palm trees.

A marina with boats, colorful buildings, and palm trees.

9. Aqua Verde Waterfront Lux Gem Dock Game Room

Aqua Verde Waterfront Lux Gem Dock Game Room

3.0 star property

Marathon

Aqua Verde Waterfront Lux Gem Dock Game Room

A covered outdoor area with a pool, white railings, and blue chairs.

A covered deck with blue chairs, a view of a waterway, and palm trees.

A bedroom with a large bed, a chair, and a view of a pool and palm trees.

A marina with boats docked, a waterway, and palm trees.

10. Waterfront Luxury Villa With Sunset Views and Boat Slip

Waterfront Luxury Villa With Sunset Views and Boat Slip

3.0 star property

Marathon Shores

Waterfront Luxury Villa With Sunset Views and Boat Slip

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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Beach Hotels in Key West
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Rv Parks in Sugarloaf Key
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All-Inclusive Hotel Hotels in Monroe County
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Gay friendly Hotels in Key West Historic District
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Vacation Homes in Key Colony Beach
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Golf Hotels in Key West
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4 Star Hotels in Ramrod Key
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All-Inclusive Hotel Hotels in Casa Marina
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Houseboats in Sugarloaf Key
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Hotels near Fort Zachary Taylor Historic State Park
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Family Hotels in Key West
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Cheap Hotels in Key West
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Beach Hotels in Truman Annex
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Houseboats in Cow Key
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4 Star Hotels in Marathon
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Gay friendly Hotels in Key West
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Adults Only Resorts & in Marathon
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Resorts & Hotels with Spas in Old Town Key West
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Hotels with a Pool in Key West
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Golf Hotels in Stock Island
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Adventure Hotels in Sugarloaf Key
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Hotels near San Carlos Institute - Casa Cuba
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Hotels near Big Pine Key Flea Market
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Hotels near Harry S. Truman Little White House
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Hotels near Duval Street
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Resorts in Little Torch Key
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B&B in Melody Key
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5 Star Hotels in Bahia Honda Key
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Hotels with smoking rooms in Marathon
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Resorts & Hotels with Spas in Casa Marina
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Big Pine Key Hotels
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Country Houses in Marathon
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Key West Hotels
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Hotels near Florida Keys National Marine Sanctuary
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Villas in Marathon
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Beach Hotels in Ramrod Key
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Hotels near Looe Key National Marine Sanctuary
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4 Star Hotels in Key West Historic District
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Houseboats in Monroe County
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4 Star Hotels in Big Pine Key
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Flights from Little Torch Key
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Flights to Summerland Key
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Flights from Key West
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Flights from Big Pine Key
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Flights from Melody Key
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Flights from Lower Florida Keys
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Visit Cudjoe Key
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Smathers Beach
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Visit Stock Island
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Key West National Wildlife Refuge
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Clarence S. Higgs Memorial Beach Park
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Visit Key West
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Key West Vacations
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Visit Summerland Key
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Ski Vacation Packages Melody Key
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Boca Chica Nude Beach
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Key West Cemetery
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Stock Island Yacht Club & Marina
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Visit Big Pine Key
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National Key Deer Refuge Visitor Center
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Visit Key West Historic District
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Visit Sugarloaf Shores
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Schooner Western Union
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Florida Keys National Marine Sanctuary
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Seven Mile Bridge
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Key West Tropical Forest and Botanical Garden
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Cow Key Vacations
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San Carlos Institute - Casa Cuba
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South Beach
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Heritage House Museum
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Visit Sunset Key
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Duval Street
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Visit Dredgers Key
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Fort East Martello Museum and Gallery
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Simonton Beach
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Visit Cow Key
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Florida Keys Eco - Discovery Center
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Enterprise Rental Cars in Bahia Honda Key
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Surprice Car Rentals Rental Cars in Raccoon Key
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Right-Cars Rental Cars in Boca Chica Key
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Alamo Rent A Car Rental Cars in Key West Intl.
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Dollar Rent A Car Rental Cars in Key West Intl.
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Car rentals near Schooner Western Union
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Thrifty Car Rental Rental Cars in Little Torch Key
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Car rentals near Mallory Square
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Global Rent a Car Rental Cars in Key West Historic District
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Ada Rental Cars in Sugarloaf Key
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Car rentals near Key West Golf Club
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Goldcar Key’n Go Rental Cars in Lower Florida Keys
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Avis Rental Cars in Key West Intl.
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Sixt Rental Cars in Key West Intl.
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Car rentals near Duval Street
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Car rentals near Key West Shipwreck Museum
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Island Car Rentals Rental Cars in Lower Florida Keys
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Locauto Rental Cars in Key West Historic District
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Villas in Monroe County

Change your mind

Treat yourself

Be picky

Top cities in Monroe County

Key West

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Monroe County villas

1. Atlantic View Luxury Villa with Pool

2. Luxury Oceanview Pool Eco-friendly Villa Near Key West

3. Eco Friendly Secluded Oceanview Pool Near Key West

4. Albury Landing in Tavernier

5. Waterfront Luxury Villa With Sunset Views and Boat Slip

6. Sunset Harbor Waterfront Villa With Dock Cabana Club

7. Island Palm Estate in Islamorada

8. Turtle Nest Estate in Islamorada

9. Aqua Verde Waterfront Lux Gem Dock Game Room

10. Waterfront Luxury Villa With Sunset Views and Boat Slip

Explore a world of travel with Expedia