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

Turtle Cove Views at Venture Out

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!

NAUTILUS...ocean front cottage retreat ~
Pet-friendly cottage rentals

2 bedroom & 25' Boat Dock Waterfront Atlantic Side

Spacious cottage - the Calusa campground-keylargo

The Cottage

Waterfront Cottage Walk to World Famous Lorelei

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

Historic Cottage in the Heart of the Grove

Tropical Cottages - Cottage # 10

Prime Location 1B/1B Home
Private cottage rentals

Catch n' Relax Canalfront Cottage in Marathon

100 Year Old Cottage & Gardens in Heart of Miami

Waterfront cottage w/ MotherInLaw suite&boat slip

THE PARADISE

Serene Cozy Cottage in Islamorada with Heated Pool

Welcome to the Islands- Pool-Marina-Kayak

Water View House in Key Largo

Cottage home in the heart of Key Largo
Destinations to explore
- Rentals with a home theater Monroe County
- Resort rentals Monroe County
- Serviced apartment rentals Monroe County
- Villa rentals Monroe County
- Kid-friendly rentals Monroe County
- Rentals with a patio Monroe County
- Rentals with an EV charger Monroe County
- Rentals with a sauna Monroe County
- Rentals with a hot tub Monroe County
- Pet-friendly rentals Monroe County
- Private suite rentals Monroe County
- Rentals with breakfast Monroe County
- Fitness-friendly rentals Monroe County
- Loft rentals Monroe County
- Rentals with a kayak Monroe County
- Rentals with an accessible height bed Monroe County
- Condo rentals Monroe County
- House rentals Monroe County
- Rentals with a washer and dryer Monroe County
- Bungalow rentals Monroe County
- Rentals with pools Monroe County
- Apartment rentals Monroe County
- Rentals with lake access Monroe County
- Tiny house rentals Monroe County
- Ski-in/ski-out rentals Monroe County
- Townhouse rentals Monroe County
- Rentals with outdoor seating Monroe County
- Campsite rentals Monroe County
- Waterfront rentals Monroe County
- Rentals with an accessible height toilet Monroe County
- Luxury rentals Monroe County
- Beachfront rentals Monroe County
- Farmstay rentals Monroe County
- Rentals with beach access Monroe County
- Guesthouse rentals Monroe County
- Houseboat rentals Monroe County
- Hotel rentals Monroe County
- Family-friendly rentals Monroe County
- RV rentals Monroe County
- Rentals with a fireplace Monroe County
- Rentals with a fire pit Monroe County
- Smoking-friendly rentals Monroe County
- Cottage rentals Florida
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Bahia Honda State Park
- Coral Castle
- Conch Key
- Cannon Beach
- Calusa Beach & Loggerhead Beach
- EAA Air Museum
- Cocoa Plum Beach
- Horseshoe Beach
- Long Beach
- Far Beach
- Sea Oats Beach
- Monkey Jungle
- Everglades Alligator Farm
- Theater of the Sea
- Windley Key Fossil Reef Geological State Park
- Sandspur Beach
- Keys' Meads
- Long Key State Park
- Cook Island
- Things to do Monroe County
- Tours Monroe County
- Art and culture Monroe County
- Nature and outdoors Monroe County
- Food and drink Monroe County
- Sightseeing Monroe County
- Sports activities Monroe County
- Things to do Florida
- Art and culture Florida
- Wellness Florida
- Food and drink Florida
- Tours Florida
- Sightseeing Florida
- Entertainment Florida
- Sports activities Florida
- Nature and outdoors Florida
- Things to do United States
- Sightseeing United States
- Food and drink United States
- Art and culture United States
- Wellness United States
- Entertainment United States
- Tours United States
- Nature and outdoors United States
- Sports activities United States
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes