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Vacation Rentals by Last Key Realty - Key West's Premier Buyer's Broker & Luxury Vacation Rental Management Company

Showing 1-48 of 86 Rentals

All Together Now
Estate in Key West Florida
$2,530/night

Southernmost Hospitality VI...
Home in Key West Florida
Southernmost Hospitality VII has a spacious back yard with a tall fence surrounding the large private pool...
$990/night

The Ibis & The Crane
Townhouse in Key West Florida
The Ibis & The Crane are two side-by-side two-story townhomes with six large bedrooms, two private pools, off-street parking, and a prime Old Town location...
$770/night

Casa Oliviana
Home in Key West Florida
Old Town Key West pet friendly 6 bedroom vacation home with pool and rents monthly
$413/night

Noona's Mansion
Home in Key West Florida
The open plan design is striking, and perfect for entertaining in the tropics...
$1,925/night

The Commodore's Manor
Home in Key West Florida
The Commodore's Manor is a beautiful 5 bedroom 3,500 sq ft townhome that is located directly on the water at Garrison Bight Marina...
$770/night

Sweet Home Angelita
Home in Key West Florida
Sweet Home Angelita is a renovated historic home, made up of two condos...
$495/night

Casa Victoria
Home in Key West Florida
Key West pet friendly 5 bedroom vacation home with pool
$770/night

Southernmost Hospitality V
Home in Key West Florida
Southernmost Hospitality V has a spacious back yard with a tall fence surrounding the large private pool...
$880/night

Star of the Seaport
Home in Key West Florida
Star of the Seaport is a luxurious private estate that occupies an expansive space on an iconic street...
$880/night

Endless Summer
Home in Key West Florida
Endless Summer is completely fenced in and private...
$550/night

Cielo Tropicale
Home in Key West Florida
Large patio and pool area in this 5 bedroom Key West vacation home steps to the beach
$471/night

La Grande Reunion
Home in Key West Florida
La Grande Reunion has a pool area that is perfect for a reunion...
$393/night

Conch Casa Grande
Home in Key West Florida
Truman Annex weekly vacation home with 5 bedrooms and large pool and patio in Key West
$1,430/night

The Admiral's Estate
Estate in Key West Florida
The Admiral's Estate is a true historic Key West home, originally built for a high-ranking Naval Officer in the early 1900s...
$536/night

Casa, Suite Casa
Home in Key West Florida
Pet Friendly Old Town Key West monthly vacation home rental with 4 bedrooms and pool
$275/night

Americana Tropicale
Home in Key West Florida
Key West vacation home rental with private pool and 4 bedrooms perfect for your group
$550/night

The Polynesian House
Home in Key West Florida
The Polynesian House is an extraordinarily unique and whimsical home, designed to capture the culture and experience of island life...
$462/night

Good Vibrations
Home in Key West Florida
Good Vibrations has a private pool and outdoor living area...
$495/night

La Vie En Rose
Home in Key West Florida
La Vie En Rose has a spacious and private sunny backyard...
$275/night

Villa Olivietta
Home in Key West Florida
Villa Olivietta has a grand living room that is truly big enough for the whole family to enjoy....
$363/night

Southernmost Comfort
Home in Key West Florida
Southernmost Comfort has a beautifully landscaped back yard with a private swimming pool...
$682/night

The Artists' Muse
Home in Key West Florida
The Artists' Muse has been recently redesigned to celebrate art, culture, and the upscale island life...
$374/night

Heavenly Zen
Home in Key West Florida
This quiet and peaceful courtyard is how Heavenly Zen got its name...
$476/night

Viva Margarita!
Home in Key West Florida
Viva Margarita! is a tropically decorated three-story home, with an open living plan and a beautiful private pool and Jacuzzi area...
$259/night

Casa Feliz
Home in Key West Florida
Monthly vacation home rental in Old Town Key West with pool and 3 bedrooms close to Duval
$176/night

The Contented Crane
Townhouse in Key West Florida
The Contented Crane is a gorgeous island home with premiere accommodations for your group to experience Key West...
$385/night

The Smiling Ibis
Townhouse in Key West Florida
The Smiling Ibis is a beautiful modern home with premiere accommodations for your group to experience Key West...
$385/night

Heart of the Harbor
Townhouse in Key West Florida
Heart of the Harbor is a newly built luxury townhome located in the heart of Old Town...
$228/night

Southernmost Bliss
Home in Key West Florida
Southernmost Bliss has spacious indoor and outdoor living areas...
$248/night

Brisa Fresca
Home in Key West Florida
Key West 3 bedroom vacation home with pool located in Truman Annex rents weekly
$550/night

Papa's Casita
Home in Key West Florida
Papa's Casita has a spacious outdoor living area...
$165/night

Cayo Calypso
Home in Key West Florida
Old Town Key West pet friendly vacation home with pool and 3 bedrooms that rents monthly
$206/night

Sunset Dreams
Condo in Key West Florida
Sunset Dreams is a waterfront condo located at Sunset Marina...
$187/night

Havana House
Home in Key West Florida
The back yard is very private, with a large covered deck & chaise lounges...
$206/night

Riviera Americana
Condo in Key West Florida
Riviera Americana has a spacious wrap-around balcony overlooking the Atlantic Ocean...
$297/night

Octopus's Garden
Home in Key West Florida
Octopus's Garden has an open first floor living area...
$242/night

Villa Angelita
Condo in Key West Florida
Villa Angelita is a modern Old Town condo, designed for a real downtown experience in the Conch Republic...
$330/night

The Emerald Orchid
Home in Key West Florida
The dramatic 22 foot ceilings provide a wonderful sense of light and airiness...
$305/night

Bohemian Rhapsody
Home in Key West Florida
Key West 3 bedroom pet friendly monthly vacation home rental close to the beach and Duval
$197/night

Bahamian Bamboo
Home in Key West Florida
Vacation Home with pool, large patio area and 3 bedrooms in Key West, FL
$770/night

Coastal Cabana
Home in Key West Florida
Pet Friendly vacation home in Key West with 3 bedrooms and heated pool rents monthly
$207/night

Perfect Harmony
Home in Key West Florida
Perfect Harmony has a private and peaceful outdoor living area...
$165/night

Here Comes The Sun
Home in Key West Florida
Spend a glorious month at Here Comes The Sun...
$204/night

Back to the Island
Townhouse in Key West Florida
Southernmost Soul has a private heat-optional pool and jacuzzi spa...
$550/night

Sunset Point
Condo in Key West Florida
Sunset Point is a waterfront condo located at Sunset Marina...
$204/night

Windswept Palms
Condo in Key West Florida
Oceanfront 3 bedroom condo in Key West available nightly
$330/night

Sunset Reverie
Condo in Key West Florida
Sunset Reverie is a waterfront condo located at Sunset Marina...
$179/night