
Cottage holiday rentals in Monroe County
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Top-rated cottage rentals in Monroe County
Guests agree: these cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for cottage rentals in Monroe County
Cottage rentals with a hot tub

Turtle Cove Views at Venture Out

Ocean Breeze at Venture Out 537

Tidewater Views at Venture Out

Cozy, Perfect Conch Cottage! - VO315

OCEANIA... water front cottage retreat ~

VO Community 501 Midrise 2Bd/1.5Ba Large Open Deck

Calypso Cottage

ATLANTIS...Ocean Front Cottage Retreat!
Pet-friendly cottage rentals

2 bedroom & 25' Boat Dock Waterfront Atlantic Side

The Cottage

Spacious cottage - the Calusa campground-keylargo

New Modern Near Airport - Cozy Very Clean

Waterfront Cottage Walk to World Famous Lorelei

Cottage w/ Private Yard, Free Kayaks, Boats, Etc

Prime Location 1B/1B Home

FLOATING WATERFRONT 2 BD, 1 BATH COTTAGE MANATEE
Private cottage rentals

Waterfront cottage w/ MotherInLaw suite&boat slip

Luxurious Oasis on: 2BR w/Private Pool, Tiki, Dock

Guest Apartment with Patio & Pool on 4 Acre Ranch

THE PARADISE

Serene Cozy Cottage in Islamorada with Heated Pool

Welcome to the Islands- Pool-Marina-Kayak

Charming 1BD Cottage in Old Town Key West w/ Pool

Water View House in Key Largo
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Coral Castle
- Cannon Beach
- Calusa Beach & Loggerhead Beach
- Cocoa Plum Beach
- Theater of the Sea
- Conch Key
- Everglades Alligator Farm
- Far Beach
- Monkey Jungle
- Sea Oats Beach
- Horseshoe Beach
- Long Key State Park
- EAA Air Museum
- Windley Key Fossil Reef Geological State Park
- Bahia Honda State Park
- Keys' Meads
- Sandspur Beach
- Long Beach
- Schnebly Redland's Winery & Brewery
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