Arriving: Departing:
Locations:
Categories:
Bedrooms:Guests:
Advanced Search
pool


Featured Vacation Rental

DANCING PALMS ~ Cheerful!
A Pet Friendly rental is a MONTHLY property that considers pets. Our nightly and weekly rentals are not pet friendly. There are many factors that decide whether a pet will be accepted at a property: Size, Breed, Flooring, # of Pets, etc. We require a $250 refundable pet deposit per animal and the cleaning fee may increase depending on the breed and size of the pet.
Quick View | Page: 1 of 1 | 19 Rentals
Sort by:
CARIBBEAN SOUL~ Has it All!
Quintessential Key West vacation home leaving nothing more to be desired. Framed by a white picket fence you will be welcomed to this classic 2 story ......
Property Code: Caribbean Soul
Bedrooms: 3 | Bathrooms: 3.5 | Max Occupancy: 6
Location: Casa Marina
Pets Allowed: Yes
DANCING PALMS ~ Cheerful!
THE HEART OF OLD TOWN... A beautifully furnished and comfortable town home, located within the prestigious President`s Walk at Truman Annex. FURNI......
Property Code: Dancing Palms
Bedrooms: 2 | Bathrooms: 2 | Max Occupancy: 4
Location: Truman Annex
Pets Allowed: Yes
BOUGAINVILLEA HOUSE - Elegant Endeavor, 3Bd Grand Home with Guest House
GORGEOUS OLD TOWN HOME... Located in the Historic District of Key West just blocks from Duval Street.  It is a luxury two-story 3 bedroom, 3-bat......
Property Code: Bougainvillea House
Bedrooms: 4 | Bathrooms: 4 | Max Occupancy: 10
Location: Old Town
Pets Allowed: Yes
TIDES ON SIMONTON~ Easy Life!
ADORING COTTAGE ONE BLOCK FROM DUVAL… Private one bedroom cottage on Simonton Street one block from Duval.  Totaling one bedroom, one bat......
Property Code: Tides On Simonton
Bedrooms: 1 | Bathrooms: 1 | Max Occupancy: 4
Location: Old Town
Pets Allowed: Yes
TURTLE COVE ~ Leisure Living!
A SWEET RETREAT MINTUES AWAY FROM THE BEACH… Perfect apartment located in Old Town in the desired Casa Marina District.  Totaling one bed......
Property Code: Turtle Cove
Bedrooms: 1 | Bathrooms: 1 | Max Occupancy: 4
Location: Casa Marina
Pets Allowed: Yes
VILLA AZUL ~ Perfect Location!
COMFORT AND VALUE IN OLD TOWN…. This second floor two bedroom condo is located in The Shipyard, a Truman Annex neighborhood.  You will en......
Property Code: Villa Azul
Bedrooms: 2 | Bathrooms: 2 | Max Occupancy: 4
Location: Truman Annex
Pets Allowed: Yes
BLUE BANYAN~Luxury Stay, Steps Away!
PERFECT LOCATION WITH HIGH END DESIGN... Conveniently located in Old Town, this luxurious single family home has a modern look with a comfortable fee......
Property Code: Blue Banyan
Bedrooms: 2 | Bathrooms: 2.5 | Max Occupancy: 6
Location: Old Town
Pets Allowed: Yes
MARGAUX`S HIDEAWAY ~ Stunning!
ESCAPE TO THIS PEACEFUL PARADISE... "Margaux's Hideaway", is a luxury vacation rental named for its ties to the famous actress, model an......
Property Code: Margaux`s Hideaway
Bedrooms: 4 | Bathrooms: 3 | Max Occupancy: 8
Location: Old Town
Pets Allowed: Yes
DRIFTWOOD DAYS ~ Relaxing!
PERFECT LOCATION WITH MODERN CHARM... A complete  renovation embraces a fresh, modern look that compliments the historical beauty of this home. ......
Property Code: Driftwood Days
Bedrooms: 3 | Bathrooms: 3.5 | Max Occupancy: 8
Location: Old Town
Pets Allowed: Yes
SUNKISSED~ When Location is Key!
JUST OFF DUVAL... Private single family home with three bedrooms and two bathrooms.  Open the rear French doors to a private backyard oasis with......
Property Code: Sunkissed
Bedrooms: 3 | Bathrooms: 2 | Max Occupancy: 8
Location: Old Town
Pets Allowed: No
CONCH HEAVEN ~ Refreshing Old Town Charm!
OLD TOWN LOCATION... A beautifully furnished and comfortable home, located a short distance from Duval Street.  Have bikes delivered and you wil......
Property Code: Conch Heaven
Bedrooms: 2 | Bathrooms: 2 | Max Occupancy: 6
Location: Old Town
Pets Allowed: Yes
BOOMERANG BOAT HOUSE~ Charm!
Return to Equanimity.… “Boomerang Boathouse” is nestled in the peaceful neighborhood locals refer to as The Meadows.  Taste......
Property Code: Boomerang Boat House
Bedrooms: 4 | Bathrooms: 2.5 | Max Occupancy: 8
Location: The Meadows
Pets Allowed: Yes
VILLAGE ROOSTER - Rustic Retreat!
BAHAMA VILLAGE TREASURE... This pet friendly Old Town Key West home is just steps from the award winning restaurants and charming boutiques of Petron......
Property Code: Village Rooster
Bedrooms: 2 | Bathrooms: 2 | Max Occupancy: 4
Location: Key West
Pets Allowed: Yes
SEA LA VIE ~ Cozy Elegance
THREE STORY GRANDEUR…Located in the Casa Marina District in Old Town.  This home is elegant, yet quite the tropical delight with rustic mo......
Property Code: Sea la Vie
Bedrooms: 3 | Bathrooms: 3 | Max Occupancy: 8
Location: Old Town
Pets Allowed: Yes
CASA VERDE~ Live Comfortably!
LOCAL LIVING.... Spend time in Paradise in the perfect home. Casa Verde is a beautiful designer decorated three bedroom home with 2.5 baths in an ama......
Property Code: Casa Verde
Bedrooms: 3 | Bathrooms: 2.5 | Max Occupancy: 6
Location: Key West
Pets Allowed: Yes
THE NEST~ Walk to it all!
HIDDEN GEM... The perfect location for guests who want to walk and bike to everything Key West has to offer.  Modern cottage with Old Town Key W......
Property Code: The Nest
Bedrooms: 2 | Bathrooms: 2 | Max Occupancy: 6
Location: Old Town
Pets Allowed: Yes
GARDEN OASIS~ Private!
WHEN ONLY THE BEST WILL DO... Located in the Casa Marina Area of Key West known for spacious and elegant fine homes; the Garden Oasis is no exception......
Property Code: Garden Oasis
Bedrooms: 4 | Bathrooms: 3.5 | Max Occupancy: 8
Location: Casa Marina
Pets Allowed: Yes
PARROTDISE -Luxury Cottage in the Meadows!
MODERN LUXURY IN THE MEADOWS…. This private, two bedroom cottage is the perfect place to unwind for a couple or a small family. Sliding glass ......
Property Code: Parrotdise
Bedrooms: 2 | Bathrooms: 2 | Max Occupancy: 4
Location: The Meadows
Pets Allowed: Yes
THE NAUTILUS - Walk to it all!
SURROUNDED BY HISTORY AND BEAUTY... Nestled in Truman Annex along President’s Walk you will find The Nautilus; a sophisticated unit with comfor......
Property Code: The Nautilus
Bedrooms: 2 | Bathrooms: 2.5 | Max Occupancy: 4
Location: Truman Annex
Pets Allowed: Yes