Key West National Wildlife Refuge Rentals
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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 PricingExpedia
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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 PricingExpedia