
Cottage holiday rentals in Florida Keys
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Top-rated cottage rentals in Florida Keys
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 Florida Keys
Cottage rentals with a hot tub

MIA Design District Cottage*Hottub*FreeParking

Ocean Breeze at Venture Out 537

Tidewater Views at Venture Out

Cozy, Perfect Conch Cottage! - VO315

Enchanting Hideaway - minutes from everything.

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

Spacious cottage - the Calusa campground-keylargo

Come chill at Miami Pool Cottage

New Modern Near Airport - Cozy Very Clean

Waterfront Cottage Walk to World Famous Lorelei

Cozy house near downtown FLL - Patio/Parking/Pets*

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

Charming 2 Bdrm Pool House near Hard Rock Casino
Private cottage rentals

Perfect Florida Everglades Cottage

The Cottage

Waterfront cottage w/ MotherInLaw suite&boat slip

Florida beach house with tropical garden

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

Beautiful 3 bedroom cottage with private rooftop

1 BD PRIVATE HOUSEBOAT/ COTTAGE TARPON

Prime Location 1B/1B Home
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- Orlando Holiday rentals
- Saint Johns River Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Havana Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Four Corners Holiday rentals
- Bungalow rentals Florida Keys
- Houseboat rentals Florida Keys
- House rentals Florida Keys
- Rentals with pools Florida Keys
- Rentals with lake access Florida Keys
- Rentals with a patio Florida Keys
- Apartment rentals Florida Keys
- Smoking-friendly rentals Florida Keys
- Townhouse rentals Florida Keys
- Beach house rentals Florida Keys
- Bed and breakfasts Florida Keys
- Rentals with an accessible-height toilet Florida Keys
- Rentals with a firepit Florida Keys
- Rentals with a kayak Florida Keys
- Tiny house rentals Florida Keys
- Luxury rentals Florida Keys
- Rentals with a washing machine and dryer Florida Keys
- Rentals with outdoor seating Florida Keys
- Rentals with a sauna Florida Keys
- Campsite rentals Florida Keys
- Private suite rentals Florida Keys
- Boutique hotel rentals Florida Keys
- Resort rentals Florida Keys
- Rentals with breakfast Florida Keys
- Serviced apartment rentals Florida Keys
- Beach apartment rentals Florida Keys
- Fitness-friendly rentals Florida Keys
- Pet-friendly rentals Florida Keys
- Family-friendly rentals Florida Keys
- Waterfront rentals Florida Keys
- Rentals with beach access Florida Keys
- Rentals with an EV charger Florida Keys
- Rentals with a hot tub Florida Keys
- Rentals with an accessible-height bed Florida Keys
- Ski-in/ski-out rentals Florida Keys
- Villa rentals Florida Keys
- Flat rentals Florida Keys
- Rentals with a fireplace Florida Keys
- Boat rentals Florida Keys
- Motorhome rentals Florida Keys
- Beachfront rentals Florida Keys
- Guest house rentals Florida Keys
- Mansion rentals Florida Keys
- Rentals with a cinema Florida Keys
- Hotel rentals Florida Keys
- Cottage rentals Florida
- Cottage rentals United States
- Bayfront Park
- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Trump National Doral Miami
- Phillip and Patricia Frost Museum of Science
- Key Biscayne Beach
- Crandon Beach
- Biltmore Golf Course Miami
- Coral Castle
- Biscayne National Park
- Cannon Beach
- Hobie Island Beach Park North
- Cocoa Plum Beach
- Fairchild Tropical Botanic Garden
- Venetian Pool
- Matheson Hammock Park
- Theater of the Sea
- Deering Estate
- Conch Key
- Everglades Alligator Farm
- Far Beach
- Monkey Jungle
- Things to do Florida Keys
- Tours Florida Keys
- Sports activities Florida Keys
- Sightseeing Florida Keys
- Art and culture Florida Keys
- Things to do Florida
- Tours Florida
- Sightseeing Florida
- Food and drink Florida
- Wellness Florida
- Art and culture Florida
- Sports activities Florida
- Nature and outdoors Florida
- Entertainment Florida
- Things to do United States
- Wellness United States
- Food and drink United States
- Tours United States
- Art and culture United States
- Entertainment United States
- Nature and outdoors United States
- Sightseeing United States
- Sports activities United States