
Holiday rentals in Middle Keys
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Top-rated holiday rentals in Middle Keys
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Middle Keys holiday rentals
Other great holiday rentals in Middle Keys
Guest favourite

Campervan/Motorhome in Key West
5 out of 5 average rating, 6 reviewsAirstream Key/RV rental&delivery, campsite require

Flat in Key West
4.83 out of 5 average rating, 71 reviewsBlue Room at the Grand Maloney
Guest favourite

Home in Summerland Key
4.84 out of 5 average rating, 63 reviewsKelly’s Kabin - Private FL Keys Cottage

Apartment in Key West
4.83 out of 5 average rating, 120 reviewsOcean Front Suite with Direct Beach Access
Guest favourite

Home in Key West
5 out of 5 average rating, 7 reviewsRoost Haven

Flat in Key West
4.88 out of 5 average rating, 34 reviewsApartment at Safe Harbor Marina
Guest favourite

Boat in Key West
5 out of 5 average rating, 5 reviewsSailboat Stay + Resort Amenities
Top guest favourite

Apartment in Key West
4.92 out of 5 average rating, 51 reviewsWalk to beach, Duval Street, Mallory Square
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Havana Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Four Corners Holiday rentals
- Key West Holiday rentals