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$4000 +
1 - 25 of 100+ rentals
Price Comparison Results
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Open July & August 2022 in the Heart of Old Town Key West.
3Â Bedrooms1Â Beds8Â Guests
Avg/Night
(Excl. Fees)
Total price for 7 days
Airbnb
$24,999
$28,291
$848,741
Vrbo
$219
$244
$7,319
Book Direct
$6,820
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Six Dog-Friendly Homes in Quiet Neighborhood with Private Pool & Hot Tub
12Â Bedrooms18Â Beds34Â Guests
Avg/Night(Excl. Fees)
Airbnb
$2,390
Booking.com
Match found
Vrbo
$5,867
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~THE TRUMAN SUITES ~A perfect place for wedding guests or a family reunion!
7Â Bedrooms1Â Beds18Â Guests
Avg/Night(Excl. Fees)
Airbnb
$1,768
Vrbo
$1,404
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Lovely Dog-Friendly Home w/ Guest Cottage - Great Location, Private Pool
3Â Bedrooms4Â Beds8Â Guests
Avg/Night(Excl. Fees)
Airbnb
$952
Booking.com
$873
Vrbo
$1,867
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Stylish Condo with Balcony & Free WiFi - In Historic Neighborhood, Dogs OK
3Â Bedrooms4Â Beds9Â Guests
Avg/Night(Excl. Fees)
Airbnb
$901
Booking.com
Match found
Vrbo
$1,580
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Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK
4Â Bedrooms6Â Beds12Â Guests
Avg/Night(Excl. Fees)
Airbnb
$841
Vrbo
$1,442
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Dog-friendly Key West Cottage with Private Hot Tub & Unbeatable Location
3Â Bedrooms3Â Beds8Â Guests
Avg/Night(Excl. Fees)
Airbnb
$705
Vrbo
$1,149
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Royal Escape- 3 bedroom 3 bath with private pool
3Â Bedrooms5Â Beds10Â Guests
Avg/Night(Excl. Fees)
Airbnb
$1,544
Vrbo
$1,251
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Absolutely Paradise in Old Town Key West
3Â Bedrooms5Â Beds8Â Guests
Avg/Night(Excl. Fees)
Airbnb
$1,443
Vrbo
$1,306
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"Coconut Cabana" Old Town Tropical Bungalow
3Â Bedrooms4Â Beds6Â Guests
Avg/Night(Excl. Fees)
Airbnb
$606
Vrbo
$829
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~ BESS TRUMAN SUITE ~ Walk to Duval Street from this beautiful property!
1Â Bedrooms1Â Beds3Â Guests
Avg/Night(Excl. Fees)
Airbnb
$353
Booking.com
Match found
Vrbo
$293
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~ MARGARET TRUMAN SUITE ~ Walk to Duval Street from this beautiful property!
2Â Bedrooms1Â Beds5Â Guests
Avg/Night(Excl. Fees)
Airbnb
$413
Vrbo
$436
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Classic Key West living w/ a full kitchen, balcony, & shared pool
2Â Bedrooms4Â Beds4Â Guests
Avg/Night(Excl. Fees)
Airbnb
$359
Booking.com
Match found
Vrbo
$610
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Serene dog-friendly haven with pool access, central AC, & walkable locale
2Â Bedrooms3Â Beds6Â Guests
Avg/Night(Excl. Fees)
Airbnb
$539
Booking.com
Match found
Vrbo
$777
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~ MARTHA TRUMAN SUITE ~ Walk to Duval Street from this beautiful property!
1Â Bedrooms1Â Beds3Â Guests
Avg/Night(Excl. Fees)
Airbnb
$320
Vrbo
$360
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~ MAISONS de LUXE ~ 2 Stunning Homes w/ Private Pool ON DUVAL.
6Â Bedrooms1Â Beds12Â Guests
Avg/Night(Excl. Fees)
Airbnb
$1,692
Vrbo
$1,993
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Cozy, Dog-Friendly Townhome with Shared Pool & Courtyard - Walkable Locale
1Â Bedrooms2Â Beds4Â Guests
Avg/Night(Excl. Fees)
Airbnb
$376
Booking.com
$273
Vrbo
$586
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Windward Breeze II - 2 Bedroom / 2 Bath Townhome Close to Duval
2Â Bedrooms2Â Beds4Â Guests
Avg/Night(Excl. Fees)
Airbnb
$465
Vrbo
$580
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Charming cottage with private hot tub - one block to Duvall Street
2Â Bedrooms3Â Beds6Â Guests
Avg/Night(Excl. Fees)
Airbnb
$469
Vrbo
$671
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**THE MELLOW MACAW** Cozy Condo Near Duval + LAST KEY SERVICES...
2Â Bedrooms1Â Beds6Â Guests
Avg/Night(Excl. Fees)
Airbnb
$209
Vrbo
$375
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**CASA AMARILLA @ DUVAL** Old Town Cottage & Private Pool + LAST KEY SERVICES
3Â Bedrooms1Â Beds6Â Guests
Avg/Night(Excl. Fees)
Airbnb
$399
Vrbo
$569
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Beautifully remodeled 1920's home located in old town close to everything.
3Â Bedrooms4Â Beds7Â Guests
Avg/Night(Excl. Fees)
Airbnb
$356
Vrbo
$355
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**SUZY'S PARROT PERCH @ OLD TOWN** Cozy 2nd Floor Condo + LAST KEY SERVICES...
2Â Bedrooms1Â Beds6Â Guests
Avg/Night(Excl. Fees)
Airbnb
$200
Vrbo
$353
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TROPICAL DREAMING Private Home with Private Pool, Patio + BBQ, Pet Friendly!
2Â Bedrooms1Â Beds6Â Guests
Avg/Night(Excl. Fees)
Airbnb
$708
Vrbo
$530
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Charming Dog-Friendly Home in Residential Neighborhood with Shared Pool
1Â Bedrooms1Â Beds2Â Guests
Avg/Night(Excl. Fees)
Airbnb
$379
Booking.com
Match found
Vrbo
$554