Cottage holiday rentals in Florida Keys
Find and book unique cottages on Airbnb
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
5.0 out of 5 average rating, 87 reviewsPrivate Couple’s cottage. Hotub. Beach. Miami
5–12 Jun
Cottage in Cudjoe Key
4.91 out of 5 average rating, 79 reviewsKing Master, 2BR, 2BA, 35' Seawall, SUP, Kayaks
2–9 Sep
Cottage in Cudjoe Key
4.91 out of 5 average rating, 54 reviewsTurtle Cove Views @ Venture Out - Waterfront
28 Oct – 4 Nov
Cottage in Cudjoe Key
4.57 out of 5 average rating, 7 reviewsWalk to the Pool - Venture Out Unit 333
21–28 May
Cottage in Key Colony Beach
4.5 out of 5 average rating, 6 reviews2BR dog-friendly water view stay, resort amenities
29 Mar – 5 Apr
Cottage in Cudjoe Key
4.6 out of 5 average rating, 93 reviewsVO Community 501 Midrise 2Bd/1.5Ba Large Open Deck
29 Jul – 5 Aug
Cottage in Cudjoe Key
4.71 out of 5 average rating, 119 reviewsCalypso Cottage
27 Nov – 4 Dec
Cottage in Islamorada
Adorable Cottage w/ Dock, Pool & Beach!VR24-0106
22–29 Nov
Pet-friendly cottage rentals
Cottage in Islamorada
4.94 out of 5 average rating, 16 reviewsWaterfront Cottage Walk to World Famous Lorelei
1–8 Sep
Cottage in Key Largo
4.96 out of 5 average rating, 55 reviews2 BR with private Tiki Boat dock for 25' boat max
31 Mar – 7 Apr
Cottage in Key Largo
4.94 out of 5 average rating, 32 reviewsSpacious cottage in the heart of the keys
28 Oct – 4 Nov
Cottage in Naples
5.0 out of 5 average rating, 12 reviewsCozyCove
5–12 Jun
Cottage in Coral Gables
5.0 out of 5 average rating, 36 reviewsNew Modern Near Airport - Cozy Very Clean
14–21 Aug
Cottage in Miami
4.92 out of 5 average rating, 12 reviewsCozy cottage garden & parking
17–24 Jul
Cottage in Miami
4.91 out of 5 average rating, 70 reviewsCottage-Private Gated Estate w/heated Pool Near UM
9–16 Oct
Cottage in Fort Lauderdale
5.0 out of 5 average rating, 44 reviewsCozy Tropical Cottage. Your new Happy Place!
17–24 Nov
Private cottage rentals
Cottage in Miami
4.87 out of 5 average rating, 250 reviewsRuben’s Place
21–28 Jan
Cottage in Hollywood
5.0 out of 5 average rating, 100 reviewsCozy beach cottage steps away from Hollywood Beach
8–15 Jan
Cottage in Fort Lauderdale
4.83 out of 5 average rating, 456 reviewsHistoric Renovated Cottage w/ Private Heated Pool!
20–27 Aug
Cottage in Key Largo
4.98 out of 5 average rating, 51 reviewsOceanfront Paradise with Amazing View!
13–20 Feb
Cottage in Key Largo
4.9 out of 5 average rating, 48 reviewsTHE PARADISE
2–9 Mar
Cottage in Islamorada
4.95 out of 5 average rating, 40 reviewsIslamorada bungalow 2 bed & pool
13–20 Dec
Cottage in Islamorada
4.97 out of 5 average rating, 66 reviewsKey Lime Cottage 2br 1ba w/pool
27 Jan – 3 Feb
Cottage in Marathon
4.95 out of 5 average rating, 22 reviewsCatch n' Relax Canalfront Cottage in Marathon
25 Oct – 1 Nov
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
- Private suite rentals Florida Keys
- Rentals with a patio Florida Keys
- Monthly Rentals Florida Keys
- Rentals with a firepit Florida Keys
- Waterfront rentals Florida Keys
- Boutique hotel rentals Florida Keys
- Rentals with a sauna Florida Keys
- Pet-friendly rentals Florida Keys
- Houseboat rentals Florida Keys
- Serviced apartment rentals Florida Keys
- Apartment rentals Florida Keys
- Hotel rentals Florida Keys
- Rentals with outdoor seating Florida Keys
- Motorhome rentals Florida Keys
- Rentals with a fireplace Florida Keys
- Tiny house rentals Florida Keys
- Fitness-friendly rentals Florida Keys
- Rentals with a kayak Florida Keys
- Beachfront rentals Florida Keys
- Rentals with pools Florida Keys
- Family-friendly rentals Florida Keys
- House rentals Florida Keys
- Bed and breakfasts Florida Keys
- Bungalow rentals Florida Keys
- Rentals with beach access Florida Keys
- Villa rentals Florida Keys
- Rentals with lake access Florida Keys
- Beach house rentals Florida Keys
- Boat rentals Florida Keys
- Townhouse rentals Florida Keys
- Rentals with an accessible-height toilet Florida Keys
- Rentals with breakfast Florida Keys
- Rentals with a hot tub Florida Keys
- Flat rentals Florida Keys
- Rentals with an accessible-height bed Florida Keys
- Family-friendly rentals Florida Keys
- Beach apartment rentals Florida Keys
- Rentals with an EV charger Florida Keys
- Smoking-friendly rentals Florida Keys
- Resort rentals Florida Keys
- Guest house rentals Florida Keys
- Wheelchair-accessible rentals Florida Keys
- Mansion rentals Florida Keys
- Rentals with a cinema Florida Keys
- Campsite rentals Florida Keys
- Rentals with a washing machine and dryer Florida Keys
- 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