Search Your Destination Now!

Key West National Wildlife Refuge Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Update Results Reset Dates
Filter

Results: 738 Rentals

  • Largest Shipyard Condo in the Truman Annex - over twice the size with a loft!
    From $839 per night (USD)

    VRBO

    Largest Shipyard Condo in the Truman Annex - over twice the size with a loft!

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    8

    Shipyard PENTHOUSE! This unit was supposed to be 2 units but it was built as one larger unit plus two lofts were added. ...

    From $839 per night (USD)

    VRBO

    Details
  • Heart of Downtown Key West Cottage With Off-Street Parking
    From $382 per night (USD)

    VRBO

    Heart of Downtown Key West Cottage With Off-Street Parking

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    A Historic Cigar-Makers Conch Home, privately owned by a native hospitable family in the heart of Downtown, a few minut ...

    From $382 per night (USD)

    VRBO

    Details
  • The Galleon Resort  Best Resort Location in KW
    From $562 per night (USD)

    VRBO

    The Galleon Resort Best Resort Location in KW

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This October condo is a 2BR, 2BA sunset/pool view sleeps 6. Condo has a full modern kitchen with granite/stainless, di ...

    From $562 per night (USD)

    VRBO

    Details
  • Banyan Court downtown condo- 2 bedroom, 2 bath, walkable, parking, pool
    From $253 per night (USD)

    VRBO

    Banyan Court downtown condo- 2 bedroom, 2 bath, walkable, parking, pool

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    AGE REQUIREMENT: Everyone must be 25 years or older. Families are welcome as long as children are accompanied with their ...

    From $253 per night (USD)

    VRBO

    Details
  • Shipyard 197-Condo in Truman Annex-2 bedroom 1 bath, close to Duval w\/ pool
    From $703 per night (USD)

    VRBO

    Shipyard 197-Condo in Truman Annex-2 bedroom 1 bath, close to Duval w\/ pool

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    AGE REQUIREMENT: Everyone must be 25 years or older. Families are welcome as long as children are accompanied with their ...

    From $703 per night (USD)

    VRBO

    Details
  • Truman Annex unit 254
    From $449 per night (USD)

    VRBO

    Truman Annex unit 254

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Key Lime has a large open kitchen, vaulted ceilings and tile floors throughout. This immaculate unit has two-bedrooms, 2 ...

    From $449 per night (USD)

    VRBO

    Details
  • The Galleon Resort, Waterfront Location, Well-equipped Two Bedroom Villa!
    From $1016 per night (USD)

    VRBO

    The Galleon Resort, Waterfront Location, Well-equipped Two Bedroom Villa!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Please choose a Saturday check-in, all rentals will be in seven night increments. Thank you for your interest in bookin ...

    From $1016 per night (USD)

    VRBO

    Details
  • Hyatt Sunset Harbor Resort for ONLY Sunday to Sunday Week's stay.
    Click For Pricing

    Expedia

    Hyatt Sunset Harbor Resort for ONLY Sunday to Sunday Week's stay.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This is for A WEEK'S Stay Only in a 2 Bedroom 2 Bathroom Villa for 6 People. Discover this relaxing oasis in the heart ...

    Click For Pricing

    Expedia

    Details
  • 2026 Now Booking !SPARKLING Old Town PRIVATE 3BR Lagoon Pool Bikes included
    From $154 per night (USD)

    VRBO

    2026 Now Booking !SPARKLING Old Town PRIVATE 3BR Lagoon Pool Bikes included

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This colorful three bedroom, two full bath, private, and historic home is a wonderful spot to vacation, live like a loca ...

    From $154 per night (USD)

    VRBO

    Details
  • Beautiful sunsets!! Harbour Place, Truman Annex. Walk or bike to everything!
    From $862 per night (USD)

    Expedia

    Beautiful sunsets!! Harbour Place, Truman Annex. Walk or bike to everything!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Harbor Place is one of the most prestigious properties in Key West! This unit offers breath taking water views overlook ...

    From $862 per night (USD)

    Expedia

    Details
  • Villa Nomade at Shipyard Condominiums
    From $403 per night (USD)

    VRBO

    Villa Nomade at Shipyard Condominiums

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Relax at Villa Nomade in luxurious surroundings. Featuring a fully equipped kitchen with bar seating and dining area. Th ...

    From $403 per night (USD)

    VRBO

    Details
  • Craig & Cindy Key West Truman Annex Fleming House 2 bdrm 2.5 bath private house
    From $450 per night (USD)

    Expedia

    Craig & Cindy Key West Truman Annex Fleming House 2 bdrm 2.5 bath private house

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    We are Craig & Cindy and we thank you for inquiring about our Truman Annex Key West vacation homes. Truman Annex is ide ...

    From $450 per night (USD)

    Expedia

    Details
  • Namaste 'The Spirit Within Me Salutes The Spirit Within You'
    From $1378 per night (USD)

    VRBO

    Namaste 'The Spirit Within Me Salutes The Spirit Within You'

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    2

    Tucked away in an inviting compound you'll find a blissful retreat called Namaste; a tranquil and relaxing one bedroom B ...

    From $1378 per night (USD)

    VRBO

    Details
  • Rose Lane Villas - Villa Alta - 1 bedroom - Sleeps 4 - Downtown Key West
    From $819 per night (USD)

    VRBO

    Rose Lane Villas - Villa Alta - 1 bedroom - Sleeps 4 - Downtown Key West

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Nestled on a quiet lane in the heart of Old Town Key West, Rose Lane Villas is as close to the action as you'll get wit ...

    From $819 per night (USD)

    VRBO

    Details
  • Hyatt Sunset Harbour Resort-Prime location on Key West!!
    From $865 per night (USD)

    VRBO

    Hyatt Sunset Harbour Resort-Prime location on Key West!!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    All rentals will be in seven-night increments with a Friday through Sunday for check-in. Thank you for choosing Dash R ...

    From $865 per night (USD)

    VRBO

    Details
  • Cozy Piece of Key West History
    From $343 per night (USD)

    VRBO

    Cozy Piece of Key West History

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    PERFECTLY located, 100 y-o "Conch" House, w AAA+ front-porch, and 3 full baths to go w 3 BRs... brand-new kitchen, compl ...

    From $343 per night (USD)

    VRBO

    Details
  • THE OLD SAPODILLA HOUSE ~ Pet Friendly Home in Historic Bahama Village
    From $313 per night (USD)

    VRBO

    THE OLD SAPODILLA HOUSE ~ Pet Friendly Home in Historic Bahama Village

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    PERFECT GETAWAY JUST STEPS FROM DUVAL... Private family home with poolside cottage totals three bedrooms and three full ...

    From $313 per night (USD)

    VRBO

    Details
  • ~ THE PINK HOUSE ~ Saline pool, lush privacy and 2 ensuites with balconies.
    From $823 per night (USD)

    VRBO

    ~ THE PINK HOUSE ~ Saline pool, lush privacy and 2 ensuites with balconies.

    Bedrooms:
    4
    Bathrooms:
    2
    Sleeps:
    5

    MONTHLY RENTAL: Requires a minimum stay of 28 nights occurring within the same month. Stay a month and live like a local ...

    From $823 per night (USD)

    VRBO

    Details
  • ~FAIR WINDS @ THE FOUNDRY~ Frolic on Duval St then unwind in the shared pool!
    From $989 per night (USD)

    VRBO

    ~FAIR WINDS @ THE FOUNDRY~ Frolic on Duval St then unwind in the shared pool!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    WEEKLY RENTAL: This property has a 7 night minimum stay. THE PROPERTY: As you open the white picket gate to this thre ...

    From $989 per night (USD)

    VRBO

    Details
  • ~ CLOUD 9 ~ It's heaven on earth in this 3B\/3BA lavish home with pool\/parking
    From $2870 per night (USD)

    VRBO

    ~ CLOUD 9 ~ It's heaven on earth in this 3B\/3BA lavish home with pool\/parking

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    THE PROPERTY: If you are looking for a peaceful retreat that is close to everything, this is the ultimate home for you. ...

    From $2870 per night (USD)

    VRBO

    Details
  • ~ SEAS THE DAY ~ Nestled in a gated community by Fort Zachary Taylor beach!
    From $695 per night (USD)

    VRBO

    ~ SEAS THE DAY ~ Nestled in a gated community by Fort Zachary Taylor beach!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    **Home is available September 1 for a monthly rental (only). 28 night minimum** WEEKLY RENTAL: This property has a 7 n ...

    From $695 per night (USD)

    VRBO

    Details
  • Very Rare-The Galleon 3 King Bd, 3 Bath w\/ 4th king bd in loft + sleeper sofa
    From $1631 per night (USD)

    VRBO

    Very Rare-The Galleon 3 King Bd, 3 Bath w\/ 4th king bd in loft + sleeper sofa

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    The Galleon Resort in Key West is a Perfect Resort for you, your Guests and your Family. The unit is spacious and very b ...

    From $1631 per night (USD)

    VRBO

    Details
  • Key West Hen
    From $690 per night (USD)

    VRBO

    Key West Hen

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Give me a call if you have any questions! 702-232-3750 Welcome to your home away from home and enter through the canop ...

    From $690 per night (USD)

    VRBO

    Details
  • Tropical State of Mind Key West FL
    From $970 per night (USD)

    VRBO

    Tropical State of Mind Key West FL

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    5

    Private home of three bedrooms and 2 1/2 Baths within a gated community. High definition TV found in every bedroom in ...

    From $970 per night (USD)

    VRBO

    Details
  • Key West 44ft Sailboat Wild Thing -  spring and summer openings now.
    From $471 per night (USD)

    VRBO

    Key West 44ft Sailboat Wild Thing - spring and summer openings now.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    *Our business model has changed. We no longer are located at a dock; We are excited to share our moorings at North Flem ...

    From $471 per night (USD)

    VRBO

    Details
  • Waterfront Views from Dolphin Watch
    From $1447 per night (USD)

    VRBO

    Waterfront Views from Dolphin Watch

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Dolphin Watch is located in prestigious Truman Annex and is one of the few private waterfront homes. We are less than tw ...

    From $1447 per night (USD)

    VRBO

    Details
  • Location, Location, Location!!! Downtown Key West - Truman Annex!!!
    From $466 per night (USD)

    VRBO

    Location, Location, Location!!! Downtown Key West - Truman Annex!!!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    All the amenities of a fantastic resort suite and free assigned parking in the middle of everything in Key West...2/1 th ...

    From $466 per night (USD)

    VRBO

    Details
  • Miami Vice Sailboat Key West North Fleming Key
    From $628 per night (USD)

    VRBO

    Miami Vice Sailboat Key West North Fleming Key

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    *Our business is growing with new natural setting stay at our moorings in quiet secluded area in Key West Harbor!” We h ...

    From $628 per night (USD)

    VRBO

    Details
  • SUMMER LOVIN~Incredibly Located 3 Bedroom, 3 Bathroom Home w\/ Pool!
    From $401 per night (USD)

    VRBO

    SUMMER LOVIN~Incredibly Located 3 Bedroom, 3 Bathroom Home w\/ Pool!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    SIMPLY CHARMING... An ideal way to spend your tropical vacation immersed in this historic, charming abode showcasing mod ...

    From $401 per night (USD)

    VRBO

    Details
  • Downtown Retreat - A++ Location W\/ Private Heated Pool\/Hot Tub
    From $983 per night (USD)

    Expedia

    Downtown Retreat - A++ Location W\/ Private Heated Pool\/Hot Tub

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Location, location, location! Brand new and beautiful, this spacious house is conveniently located on a quiet street in ...

    From $983 per night (USD)

    Expedia

    Details
  • Galleon Resort Efficiency Historic District
    From $675 per night (USD)

    VRBO

    Galleon Resort Efficiency Historic District

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    $25,00 Renovation completed end of 2016/beginning of 2017!! Different than ANY other Efficiency at the Galleon!! You w ...

    From $675 per night (USD)

    VRBO

    Details
  • Rose Lane Villas - Villa Grande - 3 bedrooms - Downtown Key West
    From $1478 per night (USD)

    VRBO

    Rose Lane Villas - Villa Grande - 3 bedrooms - Downtown Key West

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Nestled on a quiet lane in the heart of Old Town Key West, Rose Lane Villas is as close to the action as you'll get with ...

    From $1478 per night (USD)

    VRBO

    Details
  • Save 100.00 Thanksgiving week! Truman Annx:2BR KING\/twin, 1Bath, Grd Flr, Pool
    From $599 per night (USD)

    VRBO

    Save 100.00 Thanksgiving week! Truman Annx:2BR KING\/twin, 1Bath, Grd Flr, Pool

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Amazing LOCATION! Truman Annex: SHABBY CHICKEN - come stay at the large & proud bird in town!! Large front yard and po ...

    From $599 per night (USD)

    VRBO

    Details
  • Palm Trees Ocean Breeze Key West FL
    From $1616 per night (USD)

    VRBO

    Palm Trees Ocean Breeze Key West FL

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Three bedroom, four bathroom private home with heated pool . Breathtaking sunsets can be seen from third floor deck over ...

    From $1616 per night (USD)

    VRBO

    Details
  • Truman Annex - Beautiful Townhome - President's Lane
    From $426 per night (USD)

    VRBO

    Truman Annex - Beautiful Townhome - President's Lane

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Beautiful 2-story townhouse; master bedroom with King Bed and double doors to deck; full bath; second bedroom with two t ...

    From $426 per night (USD)

    VRBO

    Details
  • A Truman Annex Condo
    From $440 per night (USD)

    VRBO

    A Truman Annex Condo

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to our lovely condo which is located in the famed Truman Annex Complex right in the heart of fabulous Key West. ...

    From $440 per night (USD)

    VRBO

    Details
  • Old Town Beauty built in 1883
    From $574 per night (USD)

    VRBO

    Old Town Beauty built in 1883

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Enjoy the lovely Key West ocean breeze from your private Tree House. Two Blocks to Blue Heaven, 4 blocks to the beach, 3 ...

    From $574 per night (USD)

    VRBO

    Details
  • Key West, Gated Truman Annex Condo, new Waterfront Park, and Ft. Zach  Beach.
    From $337 per night (USD)

    VRBO

    Key West, Gated Truman Annex Condo, new Waterfront Park, and Ft. Zach Beach.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This condo has a unique location in the Gated Truman Annex. It is very quiet, but yet very close to all Key West has t ...

    From $337 per night (USD)

    VRBO

    Details
  • Truman Annex Best Location in Town
    From $685 per night (USD)

    VRBO

    Truman Annex Best Location in Town

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    We stick to a Saturday check in during the in season months (Jan-April) Greetings from Paradise, where the temperature ...

    From $685 per night (USD)

    VRBO

    Details
  • Rose Lane Villas - Villa Rosa - 1 Bedroom - Downtown Key West
    From $793 per night (USD)

    VRBO

    Rose Lane Villas - Villa Rosa - 1 Bedroom - Downtown Key West

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Nestled on a quiet lane in the heart of Old Town Key West, Rose Lane Villas is as close to the action as you'll get wit ...

    From $793 per night (USD)

    VRBO

    Details
  • A Touch Of Cuba In Key West
    From $473 per night (USD)

    VRBO

    A Touch Of Cuba In Key West

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to Conch Republic and the Shipyard section of the Truman Annex. You have many choices of accommodations and sin ...

    From $473 per night (USD)

    VRBO

    Details
  • Villa Mer at Shipyard Condominiums
    From $506 per night (USD)

    VRBO

    Villa Mer at Shipyard Condominiums

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Relax at Villa Mer in luxurious surroundings. Renovated in 2019 it has a fully equipped kitchen with bar seating. The li ...

    From $506 per night (USD)

    VRBO

    Details
  • Rose Lane Villas - Villa Porta - 1 Bedroom - Downtown Key West
    From $764 per night (USD)

    VRBO

    Rose Lane Villas - Villa Porta - 1 Bedroom - Downtown Key West

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Nestled on a quiet lane in the heart of Old Town Key West, Rose Lane Villas is as close to the action as you'll get with ...

    From $764 per night (USD)

    VRBO

    Details
  • A Touch of Bermuda at Truman Annex
    From $464 per night (USD)

    VRBO

    A Touch of Bermuda at Truman Annex

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Envision yourself relaxing in a beautiful wood framed conch cottage with overhead fans lazily turning below the sloping ...

    From $464 per night (USD)

    VRBO

    Details
  • Key West Suites Hotel - Adam Scott Rote Suite
    From $1751 per night (USD)

    VRBO

    Key West Suites Hotel - Adam Scott Rote Suite

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    Welcome to your charming private studio apartment right on Duval street! Built in 1919, it used to be called the Central ...

    From $1751 per night (USD)

    VRBO

    Details
  • Key West Rooster
    From $642 per night (USD)

    VRBO

    Key West Rooster

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Please call or text if you’d like to book our home 702 232... 3750 When booking our home please include a brief descri ...

    From $642 per night (USD)

    VRBO

    Details
  • Rare Penthouse 2 bed\/2bath additional King in loft
    From $1372 per night (USD)

    VRBO

    Rare Penthouse 2 bed\/2bath additional King in loft

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Perfect vacation rental that allows you to enjoy breakfast on your private balcony, unwind and relax in the master bath ...

    From $1372 per night (USD)

    VRBO

    Details
  • The Galleon Resort in Beautiful Key West. Amazing Views! Over 500 Reviews!
    From $1069 per night (USD)

    VRBO

    The Galleon Resort in Beautiful Key West. Amazing Views! Over 500 Reviews!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    <p>You'll find a boat, bicycles, and more on site at this beach condo. There's convenient onsite parking, so you can lea ...

    From $1069 per night (USD)

    VRBO

    Details
  • Rose Lane Villas - Villa Vista - 2 bedrooms - Downtown Key West
    From $1051 per night (USD)

    VRBO

    Rose Lane Villas - Villa Vista - 2 bedrooms - Downtown Key West

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Nestled on a quiet lane in the heart of Old Town Key West, Rose Lane Villas is as close to the action as you'll get with ...

    From $1051 per night (USD)

    VRBO

    Details
  • Villa Fleur at Shipyard Condominiums
    From $359 per night (USD)

    VRBO

    Villa Fleur at Shipyard Condominiums

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Relax at Villa Fleur in luxurious surroundings. Renovated in 2018 it has a fully equipped kitchen with bar seating and d ...

    From $359 per night (USD)

    VRBO

    Details
  • BEACH HOUSE ~ Stunning 4B\/4Ba Home with Private Pool in Truman Annex!
    From $2959 per night (USD)

    VRBO

    BEACH HOUSE ~ Stunning 4B\/4Ba Home with Private Pool in Truman Annex!

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    PRESTIGIOUS TROPICAL RETREAT... Indulge in this spectacular two-story home situated in the premier gated community of hi ...

    From $2959 per night (USD)

    VRBO

    Details
  • Leo's Lodge  | Newly Updated!
    From $267 per night (USD)

    Expedia

    Leo's Lodge | Newly Updated!

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    2

    Summary: Micro-efficiency near downtown Key West! This hidden little gem is part of The Galleria complex & lies in the ...

    From $267 per night (USD)

    Expedia

    Details
  • Salvador's Studio| Heated Pool!
    From $330 per night (USD)

    VRBO

    Salvador's Studio| Heated Pool!

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    2

    Summary: Micro-efficiency near downtown Key West! The Galleria was once a haven for traveling artists who frequented K ...

    From $330 per night (USD)

    VRBO

    Details
  • Updated Studio with Heated Pool | Carey's Corner
    From $356 per night (USD)

    Expedia

    Updated Studio with Heated Pool | Carey's Corner

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    2

    Summary: Micro-efficiency near downtown Key West! The Galleria Guesthouse was once a haven for traveling artists who f ...

    From $356 per night (USD)

    Expedia

    Details
  • Raphael Suite: 2\/2 Studio Rooms - Pool, Patio w\/grill, 2 blocks from Duval!
    From $581 per night (USD)

    VRBO

    Raphael Suite: 2\/2 Studio Rooms - Pool, Patio w\/grill, 2 blocks from Duval!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    The Galleria was once a haven for traveling artists who frequented Key West. With a tranquil pool area and spacious pati ...

    From $581 per night (USD)

    VRBO

    Details
  • Galleon Resort Efficiency in the old town
    From $394 per night (USD)

    Expedia

    Galleon Resort Efficiency in the old town

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This efficiency is located on the 5th floor of the Galleon Resort. One of only two efficiencies with both a king size b ...

    From $394 per night (USD)

    Expedia

    Details
  • Traveler's Palm by Brightwild |Recently Updated!
    From $470 per night (USD)

    VRBO

    Traveler's Palm by Brightwild |Recently Updated!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    Summary: Traveler's Palm is a second-story recently updated spacious studio studio in Old Town Key West. It is located j ...

    From $470 per night (USD)

    VRBO

    Details
  • Mesa House, Uno | Perfect Location
    From $442 per night (USD)

    Expedia

    Mesa House, Uno | Perfect Location

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Mesa House, Uno, is a charming condo in a prime location with a large front porch. Great for couples on a weeke ...

    From $442 per night (USD)

    Expedia

    Details
  • Andy's Attic | Budget-Friendly!
    From $290 per night (USD)

    VRBO

    Andy's Attic | Budget-Friendly!

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    2

    Summary: Micro-efficiency near downtown Key West! The Galleria complex features a heated pool, sundeck, gas grill, bik ...

    From $290 per night (USD)

    VRBO

    Details
  • Coral Cove | Bahama Village Studio w\/ Pool & Grill
    From $306 per night (USD)

    Expedia

    Coral Cove | Bahama Village Studio w\/ Pool & Grill

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Micro-efficiency near downtown Key West! The Galleria was once a haven for traveling artists who frequented K ...

    From $306 per night (USD)

    Expedia

    Details
  • Steps from Duval, Pool on Site & Bikes Included!
    From $239 per night (USD)

    VRBO

    Steps from Duval, Pool on Site & Bikes Included!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    ***Pool on Property and use of Free Bikes During your Stay!!!*** ***Contactless Check In and Check Out*** ***Enhanced Cl ...

    From $239 per night (USD)

    VRBO

    Details
  • Deluxe Queen - Curry Mansion with Pool & Parking!
    From $363 per night (USD)

    Expedia

    Deluxe Queen - Curry Mansion with Pool & Parking!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: - Built in 1869, the iconic Curry Mansion features 21 unique guest rooms. - Located on Caroline Street, just ha ...

    From $363 per night (USD)

    Expedia

    Details
  • Deluxe Queen - Curry Mansion with Pool & Parking!
    From $362 per night (USD)

    VRBO

    Deluxe Queen - Curry Mansion with Pool & Parking!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: - Built in 1869, the iconic Curry Mansion features 21 unique guest rooms. - Located on Caroline Street, just ha ...

    From $362 per night (USD)

    VRBO

    Details
  • Deluxe Queen - Curry Mansion with Pool & Parking!
    From $367 per night (USD)

    Expedia

    Deluxe Queen - Curry Mansion with Pool & Parking!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: - Built in 1869, the iconic Curry Mansion features 21 unique guest rooms. - Located on Caroline Street, just ha ...

    From $367 per night (USD)

    Expedia

    Details
  • Deluxe Queen - Curry Mansion with Pool & Parking!
    From $416 per night (USD)

    VRBO

    Deluxe Queen - Curry Mansion with Pool & Parking!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: - Built in 1869, the iconic Curry Mansion features 21 unique guest rooms. - Located on Caroline Street, just ha ...

    From $416 per night (USD)

    VRBO

    Details
  • Royal Palm w Hot Tub  | Newly Updated
    From $377 per night (USD)

    Expedia

    Royal Palm w Hot Tub | Newly Updated

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Royal Palm is a beautiful newly updated studio cottage tucked away in the heart of Old Town Key West. There is ...

    From $377 per night (USD)

    Expedia

    Details
  • King Suite with Balcony - at James House!
    From $355 per night (USD)

    VRBO

    King Suite with Balcony - at James House!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: - The historic James House sits on Caroline street, just one home away from Duval street and its coveted attrac ...

    From $355 per night (USD)

    VRBO

    Details
  • Southern snowbird-friendly house with pool, stunning backyard & great location
    From $2945 per night (USD)

    Expedia

    Southern snowbird-friendly house with pool, stunning backyard & great location

    Bedrooms:
    4
    Bathrooms:
    7
    Sleeps:
    10

    The Southernmost Comfort House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simpl ...

    From $2945 per night (USD)

    Expedia

    Details
  • Deluxe Queen - Curry Mansion with Pool & Parking!
    From $404 per night (USD)

    VRBO

    Deluxe Queen - Curry Mansion with Pool & Parking!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: - Built in 1869, the iconic Curry Mansion features 21 unique guest rooms. - Located on Caroline Street, just ha ...

    From $404 per night (USD)

    VRBO

    Details
  • Classic King Room at Curry Mansion Inn
    From $375 per night (USD)

    Expedia

    Classic King Room at Curry Mansion Inn

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: - Built in 1869, the iconic Curry Mansion features 21 unique guest rooms. - Located on Caroline Street, just ha ...

    From $375 per night (USD)

    Expedia

    Details
  • Classic King Room at Curry Mansion Inn
    From $358 per night (USD)

    VRBO

    Classic King Room at Curry Mansion Inn

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: - Built in 1869, the iconic Curry Mansion features 21 unique guest rooms. - Located on Caroline Street, just ha ...

    From $358 per night (USD)

    VRBO

    Details
  • Classic King with Private Balcony - Curry Mansion
    From $371 per night (USD)

    Expedia

    Classic King with Private Balcony - Curry Mansion

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: - Built in 1869, the iconic Curry Mansion features 21 unique guest rooms. - Located on Caroline Street, just ha ...

    From $371 per night (USD)

    Expedia

    Details
  • Classic King with Private Balcony - Curry Mansion
    From $371 per night (USD)

    VRBO

    Classic King with Private Balcony - Curry Mansion

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: - Built in 1869, the iconic Curry Mansion features 21 unique guest rooms. - Located on Caroline Street, just ha ...

    From $371 per night (USD)

    VRBO

    Details
  • Deluxe King with Heated Pool - at Curry Mansion
    From $301 per night (USD)

    Expedia

    Deluxe King with Heated Pool - at Curry Mansion

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Summary: - Built in 1869, the iconic Curry Mansion features 21 unique guest rooms. - Located on Caroline Street, just ha ...

    From $301 per night (USD)

    Expedia

    Details
  • King Suite with Balcony - at James House!
    From $355 per night (USD)

    VRBO

    King Suite with Balcony - at James House!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: - The historic James House sits on Caroline street, just one home away from Duval street and its coveted attrac ...

    From $355 per night (USD)

    VRBO

    Details
  • Deluxe King with Balcony - at the James House
    From $379 per night (USD)

    Expedia

    Deluxe King with Balcony - at the James House

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Summary: - The historic James House sits on Caroline street, just one home away from Duval street and its coveted attrac ...

    From $379 per night (USD)

    Expedia

    Details
  • Classic King with Private Balcony - Curry Mansion
    From $371 per night (USD)

    VRBO

    Classic King with Private Balcony - Curry Mansion

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: - Built in 1869, the iconic Curry Mansion features 21 unique guest rooms. - Located on Caroline Street, just ha ...

    From $371 per night (USD)

    VRBO

    Details
  • Classic King Room at Curry Mansion Inn
    From $375 per night (USD)

    Expedia

    Classic King Room at Curry Mansion Inn

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: - Built in 1869, the iconic Curry Mansion features 21 unique guest rooms. - Located on Caroline Street, just ha ...

    From $375 per night (USD)

    Expedia

    Details
  • King Suite with Balcony - at James House!
    From $372 per night (USD)

    VRBO

    King Suite with Balcony - at James House!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: - The historic James House sits on Caroline street, just one home away from Duval street and its coveted attrac ...

    From $372 per night (USD)

    VRBO

    Details
  • King Suite with Balcony - at James House!
    From $393 per night (USD)

    Expedia

    King Suite with Balcony - at James House!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: - The historic James House sits on Caroline street, just one home away from Duval street and its coveted attrac ...

    From $393 per night (USD)

    Expedia

    Details
  • King Suite - at Curry Mansion with Pool & Parking!
    From $315 per night (USD)

    VRBO

    King Suite - at Curry Mansion with Pool & Parking!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: - Built in 1869, the iconic Curry Mansion features 21 unique guest rooms. - Located on Caroline Street, just ha ...

    From $315 per night (USD)

    VRBO

    Details
  • King Suite - at Curry Mansion with Pool & Parking!
    From $392 per night (USD)

    Expedia

    King Suite - at Curry Mansion with Pool & Parking!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: - Built in 1869, the iconic Curry Mansion features 21 unique guest rooms. - Located on Caroline Street, just ha ...

    From $392 per night (USD)

    Expedia

    Details
  • Classic King Balcony - at the James House
    From $366 per night (USD)

    VRBO

    Classic King Balcony - at the James House

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: - The historic James House sits on Caroline street, just one home away from Duval street and its coveted attrac ...

    From $366 per night (USD)

    VRBO

    Details
  • Classic Queen with Heated Pool - at Curry Mansion
    From $359 per night (USD)

    Expedia

    Classic Queen with Heated Pool - at Curry Mansion

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: - Built in 1869, the iconic Curry Mansion features 21 unique guest rooms. - Located on Caroline Street, just ha ...

    From $359 per night (USD)

    Expedia

    Details
  • Classic King Balcony - at the James House
    From $401 per night (USD)

    VRBO

    Classic King Balcony - at the James House

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: - The historic James House sits on Caroline street, just one home away from Duval street and its coveted attrac ...

    From $401 per night (USD)

    VRBO

    Details
  • Classic Queen with Heated Pool - at Curry Mansion
    From $355 per night (USD)

    Expedia

    Classic Queen with Heated Pool - at Curry Mansion

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: - Built in 1869, the iconic Curry Mansion features 21 unique guest rooms. - Located on Caroline Street, just ha ...

    From $355 per night (USD)

    Expedia

    Details
  • Classic King Room at Curry Mansion Inn
    From $361 per night (USD)

    VRBO

    Classic King Room at Curry Mansion Inn

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: - Built in 1869, the iconic Curry Mansion features 21 unique guest rooms. - Located on Caroline Street, just ha ...

    From $361 per night (USD)

    VRBO

    Details
  • Classic King Room at Curry Mansion Inn
    From $386 per night (USD)

    Expedia

    Classic King Room at Curry Mansion Inn

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: - Built in 1869, the iconic Curry Mansion features 21 unique guest rooms. - Located on Caroline Street, just ha ...

    From $386 per night (USD)

    Expedia

    Details
  • Deluxe King with Heated Pool - at Curry Mansion
    From $298 per night (USD)

    VRBO

    Deluxe King with Heated Pool - at Curry Mansion

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Summary: - Built in 1869, the iconic Curry Mansion features 21 unique guest rooms. - Located on Caroline Street, just ha ...

    From $298 per night (USD)

    VRBO

    Details
  • Deluxe King with Balcony - at the James House
    From $324 per night (USD)

    Expedia

    Deluxe King with Balcony - at the James House

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Summary: - The historic James House sits on Caroline street, just one home away from Duval street and its coveted attrac ...

    From $324 per night (USD)

    Expedia

    Details
  • Classic King Room at Curry Mansion Inn
    From $361 per night (USD)

    VRBO

    Classic King Room at Curry Mansion Inn

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: - Built in 1869, the iconic Curry Mansion features 21 unique guest rooms. - Located on Caroline Street, just ha ...

    From $361 per night (USD)

    VRBO

    Details
  • The Bartlum | Luxury Studio In Prime Location!
    From $548 per night (USD)

    Expedia

    The Bartlum | Luxury Studio In Prime Location!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: Welcome to the Bartlum, a historic and luxurious studio apartment just steps to Duval Street. This studio, lo ...

    From $548 per night (USD)

    Expedia

    Details
  • Family Ready 1 BR Suite | Outdoor Pools | 4 Suites
    From $10013 per night (USD)

    VRBO

    Family Ready 1 BR Suite | Outdoor Pools | 4 Suites

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    16

    Unwind in Key West's vibrant heart, where every step brings you closer to adventure. Just moments from Duval Street, the ...

    From $10013 per night (USD)

    VRBO

    Details
  • Waterfront Room Retreat: Sparkling Pools | Three Spacious Rooms
    From $7904 per night (USD)

    VRBO

    Waterfront Room Retreat: Sparkling Pools | Three Spacious Rooms

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    12

    Unwind in Key West's vibrant heart, where every step brings you closer to adventure. Just moments from Duval Street, the ...

    From $7904 per night (USD)

    VRBO

    Details
  • Perfect Escape! Pools, Onsite Bar, Bike Rental, Pets Allowed!
    From $1449 per night (USD)

    VRBO

    Perfect Escape! Pools, Onsite Bar, Bike Rental, Pets Allowed!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Tropical island paradise! Breathe in the ocean air from your private balcony. Step out on to legendary Duval Street, the ...

    From $1449 per night (USD)

    VRBO

    Details
  • Ultimate Vacation, 3 Pools, Tiki Bar, Bike Rentals, Pets Allowed!
    From $1610 per night (USD)

    VRBO

    Ultimate Vacation, 3 Pools, Tiki Bar, Bike Rentals, Pets Allowed!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Tropical island paradise! Breathe in the ocean air from your private balcony. Step out on to legendary Duval Street, the ...

    From $1610 per night (USD)

    VRBO

    Details
  • Tropical Hideaway: Room in Resort - Steps from Key West's Vibrance | 2 Units
    From $1708 per night (USD)

    VRBO

    Tropical Hideaway: Room in Resort - Steps from Key West's Vibrance | 2 Units

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Unwind in Key West's vibrant heart, where every step brings you closer to adventure. Just moments from Duval Street, the ...

    From $1708 per night (USD)

    VRBO

    Details
  • Tropical Escape! 2 Spacious Units, 3 Pools!
    From $1470 per night (USD)

    VRBO

    Tropical Escape! 2 Spacious Units, 3 Pools!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Tropical island paradise! Breathe in the ocean air from your private balcony. Step out on to legendary Duval Street, the ...

    From $1470 per night (USD)

    VRBO

    Details
  • VanGogh Studio | Updated Studio, Heated Pool!
    From $378 per night (USD)

    VRBO

    VanGogh Studio | Updated Studio, Heated Pool!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Micro-efficiency near downtown Key West! The Galleria was once a haven for traveling artists who frequented K ...

    From $378 per night (USD)

    VRBO

    Details
  • Hyatt Residence Club, Sunset Harbor - Beautiful Location
    Click For Pricing

    Expedia

    Hyatt Residence Club, Sunset Harbor - Beautiful Location

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    In the heart of Old Town, perfectly situated on the western side of the island, this gracious retreat overlooks the Gulf ...

    Click For Pricing

    Expedia

    Details