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
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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, 234 reviewsCentrally Located Private Cottage
2–9 Oct
Cottage in Key West
4.82 out of 5 average rating, 22 reviewsDarling of Duval @ Old Town - Adorable Cottage
13–20 Sep
Cottage in Cudjoe Key
4.91 out of 5 average rating, 79 reviewsKing Master, 2BR, 2BA, 35' Seawall, SUP, Kayaks
19–26 Jul
Cottage in Fort Lauderdale
5.0 out of 5 average rating, 88 reviewsPrivate Couple’s cottage. Hotub. Beach. Miami
13–20 Sep
Cottage in Lazy Lake
4.85 out of 5 average rating, 54 reviewsEnchanting Hideaway - minutes from everything.
13–20 Sep
Cottage in Naples
4.91 out of 5 average rating, 11 reviewsClub Naples Resort Cottage
2–9 Jan
Cottage in Oakland Park
4.8 out of 5 average rating, 243 reviewsTropical Oasis Pool Cottage
19–26 Sep
Cottage in Cudjoe Key
4.6 out of 5 average rating, 93 reviewsVO Community 501 Midrise 2Bd/1.5Ba Large Open Deck
17–24 Sep
Pet-friendly cottage rentals
Cottage in Islamorada
4.94 out of 5 average rating, 16 reviewsWaterfront Cottage Walk to World Famous Lorelei
23–30 Nov
Cottage in Key Largo
4.96 out of 5 average rating, 56 reviews2 BR with private Tiki Boat dock for 25' boat max
24 Nov – 1 Dec
Cottage in Key Largo
4.94 out of 5 average rating, 33 reviewsSpacious cottage in the heart of the keys
18–25 Jan
Cottage in Coral Gables
5.0 out of 5 average rating, 37 reviewsNew Modern Near Airport - Cozy Very Clean
12–19 Nov
Cottage in Miami
4.92 out of 5 average rating, 12 reviewsCozy cottage garden & parking
24 Jun – 1 Jul
Cottage in Naples
5.0 out of 5 average rating, 12 reviewsCozyCove
6–13 Oct
Cottage in Miami
4.91 out of 5 average rating, 70 reviewsCottage-Private Gated Estate w/heated Pool Near UM
14–21 Oct
Cottage in Everglades City
4.85 out of 5 average rating, 66 reviewsPerfect Florida Everglades Cottage
4–11 Dec
Private cottage rentals
Cottage in Naples
4.96 out of 5 average rating, 134 reviewsHistoric Coral Cottage in the Heart of Old Naples
7–14 Jun
Cottage in Miami
4.87 out of 5 average rating, 251 reviewsRuben’s Place
6–13 Apr
Cottage in Hollywood
5.0 out of 5 average rating, 102 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!
25 Sep – 2 Oct
Cottage in Key Largo
4.98 out of 5 average rating, 51 reviewsOceanfront Paradise with Amazing View!
25 Aug – 1 Sep
Cottage in Key Largo
4.9 out of 5 average rating, 49 reviewsTHE PARADISE
17–24 Nov
Cottage in Islamorada
4.95 out of 5 average rating, 40 reviewsIslamorada bungalow 2 bed & pool
13–20 Sep
Cottage in Islamorada
4.97 out of 5 average rating, 66 reviewsKey Lime Cottage 2br 1ba w/pool
25 Dec – 1 Jan
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
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