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
Cottage in Fort Lauderdale
4.92 out of 5 average rating, 236 reviewsCentrally Located Private Cottage
Cottage in Cudjoe Key
4.91 out of 5 average rating, 82 reviewsKing Master, 2BR, 2BA, 35' Seawall, SUP, Kayaks
Cottage in Cudjoe Key
4.89 out of 5 average rating, 56 reviewsTurtle Cove Views @ Venture Out - Waterfront
Cottage in Lazy Lake
4.85 out of 5 average rating, 54 reviewsEnchanting Hideaway - minutes from everything.
Cottage in Fort Lauderdale
5.0 out of 5 average rating, 88 reviewsPrivate Couple’s cottage. Hotub. Beach. Miami
Cottage in Naples
4.91 out of 5 average rating, 11 reviewsClub Naples Resort Cottage
Cottage in Oakland Park
4.78 out of 5 average rating, 245 reviewsTropical Oasis Pool Cottage
Cottage in Cudjoe Key
4.61 out of 5 average rating, 94 reviewsVO Community 501 Midrise 2Bd/1.5Ba Large Open Deck
Pet-friendly cottage rentals
Cottage in Naples
4.94 out of 5 average rating, 140 reviewsMango Tree Cottage close to Beach
Cottage in Islamorada
4.94 out of 5 average rating, 16 reviewsWaterfront Cottage Walk to World Famous Lorelei
Cottage in Key Largo
4.97 out of 5 average rating, 58 reviews2 BR with private Tiki Boat dock for 25' boat max
Cottage in Key Largo
4.94 out of 5 average rating, 35 reviewsSpacious cottage in the heart of the keys
Cottage in Naples
5.0 out of 5 average rating, 12 reviewsCozyCove
Cottage in Miami
4.93 out of 5 average rating, 15 reviewsCozy cottage garden & parking
Cottage in Coral Gables
5.0 out of 5 average rating, 39 reviewsNew Modern Near Airport - Cozy Very Clean
Cottage in Everglades City
4.85 out of 5 average rating, 66 reviewsPerfect Florida Everglades Cottage
Private cottage rentals
Cottage in Naples
4.96 out of 5 average rating, 135 reviewsHistoric Coral Cottage in the Heart of Old Naples
Cottage in Miami
4.87 out of 5 average rating, 252 reviewsRuben’s Place
Cottage in Hollywood
5.0 out of 5 average rating, 103 reviewsCozy beach cottage steps away from Hollywood Beach
Cottage in Fort Lauderdale
4.83 out of 5 average rating, 459 reviewsHistoric Renovated Cottage w/ Private Heated Pool!
Cottage in Key Largo
4.98 out of 5 average rating, 54 reviewsOceanfront Paradise with Amazing View!
Cottage in Key Largo
4.9 out of 5 average rating, 51 reviewsTHE PARADISE
Cottage in Islamorada
4.95 out of 5 average rating, 41 reviewsIslamorada bungalow 2 bed & pool
Cottage in Islamorada
4.97 out of 5 average rating, 68 reviewsKey Lime Cottage 2br 1ba w/pool
Destinations to explore
- Miami Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Boca Raton Holiday rentals
- Key West Holiday rentals
- Naples Holiday rentals
- West Palm Beach Holiday rentals
- Varadero Holiday rentals
- Havana Holiday rentals
- Nassau Holiday rentals
- Sarasota Holiday rentals
- Anna Maria Island Holiday rentals
- Cottage rentals Miami
- Cottage rentals Florida
- Cottage rentals Fort Lauderdale
- Family-friendly rentals Florida Keys
- Beachfront rentals Florida Keys
- Rentals with lake access Florida Keys
- Tiny house rentals Florida Keys
- Rentals with a washing machine and dryer Florida Keys
- Beach apartment rentals Florida Keys
- Boat rentals Florida Keys
- Rentals with pools Florida Keys
- Private suite rentals Florida Keys
- Guest house rentals Florida Keys
- Mansion rentals Florida Keys
- Rentals with breakfast Florida Keys
- Serviced apartment rentals Florida Keys
- Pet-friendly rentals Florida Keys
- Flat rentals Florida Keys
- Rentals with a kayak Florida Keys
- Rentals with beach access Florida Keys
- Family-friendly rentals Florida Keys
- Fitness-friendly rentals Florida Keys
- Rentals with a hot tub Florida Keys
- Resort rentals Florida Keys
- Townhouse rentals Florida Keys
- Rentals with a patio Florida Keys
- Monthly Rentals Florida Keys
- Beach house rentals Florida Keys
- Bungalow rentals Florida Keys
- Apartment rentals Florida Keys
- Houseboat rentals Florida Keys
- Waterfront rentals Florida Keys
- Hotel rentals Florida Keys
- Rentals with outdoor seating Florida Keys
- Rentals with an accessible-height toilet Florida Keys
- House rentals Florida Keys
- Smoking-friendly rentals Florida Keys
- Wheelchair-accessible rentals Florida Keys
- Villa rentals Florida Keys
- Rentals with a sauna Florida Keys
- Rentals with a firepit Florida Keys
- Bed and breakfasts Florida Keys
- Campsite rentals Florida Keys
- Rentals with an accessible-height bed Florida Keys
- Rentals with a fireplace Florida Keys
- Motorhome rentals Florida Keys
- Rentals with a cinema Florida Keys
- Rentals with an EV charger Florida Keys
- Boutique hotel rentals Florida Keys
- Yurt Rentals United States
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