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Vacation rentals in Middle Keys

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Top-rated vacation rentals in Middle Keys

Guests agree: these stays are highly rated for location, cleanliness, and more.

Hotel room in Key West
Hyatt Beach House Condo Resort Sleeps 6 Full Kitch
7 night stays, 2 Bedroom 2 bath Full kitchen w/all essentials Washer/Dryer elevator & free parking. Some 6 or 5 night stays are available, inquire. $3100 for most 7 night stays or split the week into 5 or 6 nights, inquire. Some July-December 2022 dates are still available for 2 or more night stays, inquire Prices are generally $444 per night for full 7 nights+fees Weeks are usually Sunday check-in. There are very limited Saturday check-in dates, but other days may be available, inquire.
$471 per night
Condo in Key West
Ocean front 1BR/1BA Suite w/ kitchen & living rm
1BR 1BA ocean front suite with a living room, kitchen and one bedroom. The suite has doors that open to a balcony overlooking the Atlantic Ocean. There is a heated pool, hot tub, sun deck and a private sandy beach on the Atlantic ocean. 5 minutes walk to Duval street and the most Southern Point. Located between the prestigious Casa Marina and the top restaurant on the island Louise Back Yard. Free garage parking. Washer and dryers are available for guests. Powerful air conditioning.
$194 per night
Guest suite in Key West
Tennessee Williams' Rose Tattoo Apartment Old Town
The Tennessee Williams' "Rose Tattoo" Studio is located in the locals area of Old Town, Key West. It is a quick 5 to 10 minute bike ride from Duval, or 15 minute walk. About 10 blocks on residential streets. This large studio is on the upper floor of a century old Key West converted commercial building. The Oscar winning film the "Rose Tattoo" was filmed partially here on location in the 1950s. This home is a monthly rental.
$169 per night

Other great vacation rentals in Middle Keys

Rental unit in Key West
The Green House ❀ Garden
$325 per night
Condo in Key West
1 Bedroom Condo w/ Pool Access and Marina at Coconut Mallory Resort
$298 per night
Rental unit in Key West
Key West - Sunrise ❀ The Green House
$361 per night
Home in Key West
Lil' Bit- Updated Cottage In Quiet Neighborhood!
$179 per night
Rental unit in Key West
Honey Bun Hideaway - Pool, Steps to Duval & Grill!
$332 per night
Rental unit in Key West
Cozy and fully equipped Apartment with pool #1
$314 per night
Condo in Key West
Atlantic Ocean Studio
$183 per night
Rental unit in Key West
Central location Studio 1st-Floor | Deck
$182 per night
Tiny home in Key West
Modern studio half block from Duval with parking
$299 per night
Rental unit in Key West
Curry House- Balcony & Pool, Room #2
$327 per night
Condo in Key West
*Come to my Deck for a time you won't Forget!
$285 per night
Condo in Key West
Key West Downtown Treasure #2
$341 per night
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