Cottage vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Florida Keys cottage rentals
Beachfront cottage rentals
Cottage in Marathon
4.95 out of 5 average rating, 22 reviewsCatch n' Relax Canalfront Cottage in Marathon
Oct 24 – 31
Cottage in Key Largo
4.96 out of 5 average rating, 55 reviews2 BR with private Tiki Boat dock for 25' boat max
Nov 5 – 12
Cottage in Marathon
4.96 out of 5 average rating, 25 reviewsWATER FRONT COTTAGE W/ MOTHER IN LAW TREETOP SUITE
Sep 5 – 12
Cottage in Hollywood
5.0 out of 5 average rating, 23 reviewsBeautiful 3 bedroom cottage with private rooftop
Jun 13 – 20
Cottage in Key Largo
5.0 out of 5 average rating, 6 reviewsOcean Shores Cottage: Heated private Pool-OS canal
Jan 25 – Feb 1
Cottage in Key Largo
5.0 out of 5 average rating, 10 reviewsThe Grand Lodge Right On The Water At Largo Resort
May 12 – 17
Cottage in Islamorada
5.0 out of 5 average rating, 11 reviewsAnglers Reef Islamorada
Mar 1 – 8
Cottage in Marathon
4.75 out of 5 average rating, 12 reviewsCute 1B/1B Lofted Cottage
Nov 6 – 13
Private cottage rentals
Cottage in Key West
4.95 out of 5 average rating, 84 reviewsMango Cottage 2 bedroom 2 bath with private pool
Sep 18 – 25
Cottage in Islamorada
4.95 out of 5 average rating, 40 reviewsIslamorada bungalow 2 bed & pool
Aug 16 – 23
Cottage in Islamorada
4.97 out of 5 average rating, 66 reviewsKey Lime Cottage 2br 1ba w/pool
Nov 30 – Dec 7
Cottage in Miami
4.85 out of 5 average rating, 55 reviewsThe Cottage
Mar 9 – 16
Cottage in Miami
4.62 out of 5 average rating, 302 reviewsHistoric Casa Havana - Studio Cottage
Jul 12 – 19
Cottage in Miami
4.93 out of 5 average rating, 45 reviewsEl chiringuito
Jan 13 – 20
Cottage in Miami
4.91 out of 5 average rating, 11 reviewsTropical mango cottage
Oct 10 – 17
Cottage in Miami
5.0 out of 5 average rating, 88 reviewsDesign District Tropical Garden Cottage
Sep 25 – Oct 2
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
Aug 27 – Sep 3
Cottage in Cudjoe Key
4.91 out of 5 average rating, 79 reviewsKing Master, 2BR, 2BA, 35' Seawall, SUP, Kayaks
Jan 29 – Feb 5
Cottage in Cudjoe Key
4.84 out of 5 average rating, 32 reviewsTidewater Views @ Venture Out - Waterfront
Jul 27 – Aug 3
Cottage in Cudjoe Key
4.6 out of 5 average rating, 93 reviewsVO Community 501 Midrise 2Bd/1.5Ba Large Open Deck
Oct 30 – Nov 6
Cottage in Key Colony Beach
4.5 out of 5 average rating, 6 reviews2BR dog-friendly water view stay, resort amenities
Mar 29 – Apr 5
Cottage in Cudjoe Key
4.71 out of 5 average rating, 119 reviewsCalypso Cottage
Dec 2 – 9
Cottage in Cudjoe Key
4.57 out of 5 average rating, 7 reviewsWalk to the Pool - Venture Out Unit 333
Dec 16 – 23
Cottage in Islamorada
Adorable Cottage w/ Dock, Pool & Beach!VR24-0106
Nov 22 – 29
Destinations to explore
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