
Holiday houses in Monroe County
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Top-rated holiday rentals in Monroe County
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Monroe County holiday rentals
Other great holiday rentals in Monroe County
Top Guest favourite

Boat in Marathon
5 out of 5 average rating, 54 reviewsDan’s 2024 catamaran cruiser vessel
Top Guest favourite

Home in Homestead
5 out of 5 average rating, 5 reviewsNear Florida Keys|5mins Marina|Heated pool!
Top Guest favourite

Home in Miami
5 out of 5 average rating, 28 reviewsCoconut Grove Mid-Century Jungle Oasis
Superhost

Home in Key Largo
5 out of 5 average rating, 4 reviewsNewely Renovated 3/2-private pool/dock/cabana club
Superhost

Home in Marathon
4.93 out of 5 average rating, 61 reviewsBeach House, Private Pool & Dock, Gulf Sunset view
Guest favourite

Houseboat in Key West
4.95 out of 5 average rating, 125 reviewsFull houseboat with large observation deck

Condo in Miami
4.79 out of 5 average rating, 151 reviewsBreathtaking Luxury Residence at Icon Brickell
Guest favourite

Home in Marathon
4.92 out of 5 average rating, 12 reviewsNEW! Private Pool, 50’ Dock, Kayaks, Waterfront
Destinations to explore
- Rentals with a kayak Monroe County
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Bahia Honda State Park
- Coral Castle
- Cannon Beach
- Conch Key
- Calusa Beach & Loggerhead Beach
- Theater of the Sea
- Everglades Alligator Farm
- Cocoa Plum Beach
- EAA Air Museum
- Long Beach
- Monkey Jungle
- Horseshoe Beach
- Far Beach
- Highland Beach
- Windley Key Fossil Reef Geological State Park
- Long Key State Park
- Keys' Meads
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