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 Hollywood
5.0 out of 5 average rating, 101 reviewsCozy beach cottage steps away from Hollywood Beach
Jan 8 – 15
Cottage in Key Largo
4.98 out of 5 average rating, 51 reviewsOceanfront Paradise with Amazing View!
Jan 12 – 19
Cottage in Key Largo
4.9 out of 5 average rating, 48 reviewsTHE PARADISE
Sep 7 – 14
Cottage in Marathon
4.95 out of 5 average rating, 22 reviewsCatch n' Relax Canalfront Cottage in Marathon
Oct 16 – 23
Cottage in Key Largo
4.96 out of 5 average rating, 56 reviews2 BR with private Tiki Boat dock for 25' boat max
Oct 29 – Nov 5
Cottage in Marathon
4.96 out of 5 average rating, 25 reviewsWATER FRONT COTTAGE W/ MOTHER IN LAW TREETOP SUITE
Aug 27 – Sep 3
Cottage in Hollywood
5.0 out of 5 average rating, 23 reviewsBeautiful 3 bedroom cottage with private rooftop
Jul 6 – 13
Cottage in Key Largo
5.0 out of 5 average rating, 6 reviewsOcean Shores Cottage: Heated private Pool-OS canal
Jan 25 – Feb 1
Private cottage rentals
Cottage in Miami
4.87 out of 5 average rating, 250 reviewsRuben’s Place
Jan 25 – Feb 1
Cottage in Fort Lauderdale
4.83 out of 5 average rating, 456 reviewsHistoric Renovated Cottage w/ Private Heated Pool!
Aug 28 – Sep 4
Cottage in Islamorada
4.95 out of 5 average rating, 40 reviewsIslamorada bungalow 2 bed & pool
Oct 17 – 24
Cottage in Key West
4.95 out of 5 average rating, 85 reviewsMango Cottage 2 bedroom 2 bath with private pool
Sep 24 – Oct 1
Cottage in Islamorada
4.97 out of 5 average rating, 66 reviewsKey Lime Cottage 2br 1ba w/pool
Oct 27 – Nov 3
Cottage in Naples
4.96 out of 5 average rating, 26 reviewsCozy Cottage Near Beach, Restaurants and Fun
Oct 3 – 10
Cottage in Fort Lauderdale
4.99 out of 5 average rating, 99 reviewsCottage w/private patio & grill
Jul 13 – 20
Cottage in Miami
4.62 out of 5 average rating, 303 reviewsHistoric Casa Havana - Studio Cottage
May 15 – 22
Cottage rentals with a hot tub
Cottage in Cudjoe Key
4.91 out of 5 average rating, 79 reviewsKing Master, 2BR, 2BA, 35' Seawall, SUP, Kayaks
Sep 25 – Oct 2
Cottage in Key West
4.82 out of 5 average rating, 22 reviewsDarling of Duval @ Old Town - Adorable Cottage
Aug 31 – Sep 7
Cottage in Fort Lauderdale
5.0 out of 5 average rating, 87 reviewsPrivate Couple’s cottage. Hotub. Beach. Miami
Dec 7 – 14
Cottage in Cudjoe Key
4.6 out of 5 average rating, 93 reviewsVO Community 501 Midrise 2Bd/1.5Ba Large Open Deck
Sep 21 – 28
Cottage in Cudjoe Key
4.71 out of 5 average rating, 119 reviewsCalypso Cottage
Nov 15 – 22
Cottage in Key Colony Beach
4.5 out of 5 average rating, 6 reviews2BR dog-friendly water view stay, resort amenities
Sep 1 – 8
Cottage in Cudjoe Key
4.57 out of 5 average rating, 7 reviewsWalk to the Pool - Venture Out Unit 333
Aug 25 – Sep 1
Cottage in Islamorada
Adorable Cottage w/ Dock, Pool & Beach!VR24-0106
Nov 22 – 29
Destinations to explore
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