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 Key Largo
4.98 out of 5 average rating, 51 reviewsOceanfront Paradise with Amazing View!
Apr 9 – 16
Cottage in Key Largo
4.9 out of 5 average rating, 49 reviewsTHE PARADISE
Oct 17 – 24
Cottage in Marathon
4.95 out of 5 average rating, 22 reviewsCatch n' Relax Canalfront Cottage in Marathon
Oct 29 – Nov 5
Cottage in Key Largo
4.96 out of 5 average rating, 56 reviews2 BR with private Tiki Boat dock for 25' boat max
Mar 26 – Apr 2
Cottage in Marathon
4.96 out of 5 average rating, 25 reviewsWATER FRONT COTTAGE W/ MOTHER IN LAW TREETOP SUITE
Aug 26 – Sep 2
Cottage in Hollywood
5.0 out of 5 average rating, 23 reviewsBeautiful 3 bedroom cottage with private rooftop
Jun 15 – 22
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 Marathon
5.0 out of 5 average rating, 3 reviewsPrime Location 1B/1B Home
Mar 26 – Apr 2
Private cottage rentals
Cottage in Islamorada
4.97 out of 5 average rating, 66 reviewsKey Lime Cottage 2br 1ba w/pool
Jul 11 – 18
Cottage in Islamorada
4.95 out of 5 average rating, 40 reviewsIslamorada bungalow 2 bed & pool
Nov 12 – 19
Cottage in Key West
4.95 out of 5 average rating, 85 reviewsMango Cottage 2 bedroom 2 bath with private pool
Aug 12 – 19
Cottage in Naples
4.96 out of 5 average rating, 26 reviewsCozy Cottage Near Beach, Restaurants and Fun
Oct 3 – 10
Cottage in Miami
4.62 out of 5 average rating, 303 reviewsHistoric Casa Havana - Studio Cottage
Jun 3 – 10
Cottage in Miami
4.85 out of 5 average rating, 55 reviewsThe Cottage
Jan 3 – 10
Cottage in Miami
4.91 out of 5 average rating, 11 reviewsTropical mango cottage
Oct 15 – 22
Cottage in Miami
4.93 out of 5 average rating, 45 reviewsEl chiringuito
Dec 12 – 19
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
Sep 21 – 28
Cottage in Cudjoe Key
4.91 out of 5 average rating, 79 reviewsKing Master, 2BR, 2BA, 35' Seawall, SUP, Kayaks
Oct 17 – 24
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
Sep 8 – 15
Cottage in Key Colony Beach
4.5 out of 5 average rating, 6 reviews2BR dog-friendly water view stay, resort amenities
Jul 8 – 15
Cottage in Cudjoe Key
4.71 out of 5 average rating, 119 reviewsCalypso Cottage
Aug 30 – Sep 6
Cottage in Cudjoe Key
4.57 out of 5 average rating, 7 reviewsWalk to the Pool - Venture Out Unit 333
Aug 9 – 16
Cottage in Islamorada
Adorable Cottage w/ Dock, Pool & Beach!VR24-0106
Nov 22 – 29
Destinations to explore
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