We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers: Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
Bring the whole family together for a reunion or holiday celebration at this spacious, Key West home located just a block from the non-stop fun of Duval Street. This rental, with space for up to 10 guests, features an enclosed yard, a private pool, a furnished patio, two full...
A quiet oasis in Old Town Key West that offers a beautiful shared pool and off street parking.
Here your vacation dreams come true. Centrally located on one of Old Town's most popular streets, nestled in a tranquil corner of a sought-after gated compound with lushly landscaped walkways leading...
Private Home, DownTown, Villa description
Perfect location and great for entertaining! In the heart of Old Town Key West just steps from restaurants, bars, theatres and shops, this sprawling six bedroom, seven bath compound has two private heated swimming pools, endless porches, terraces and a...
Lovely 1 bed/2 bathroom private home with covered back porch and bricked courtyard within walking distance to Duval Street.
Adorable, affordable, and a great location! You bet! Sunny View is the monthly rental Key West perfect escape for a couple or singles looking to get away from it all in...
Surround yourself with peace, tranquility, and seaside fun when you book your trip to this Key West cottage. Enjoy the bubbling hot tub, shared pool, and easy beach access.
Nestled in the Palm Gardens condo community in Old Town Key West, this tropical home embraces you with...
This perfect spot offers plenty of private outdoor space within walking distance of great restaurants and shops.
Located in Old Town in a small, quiet compound of cottages sits William's Loft in one of Key West's most desirable neighborhoods. A secluded community surrounded by lush tropical...
NEWTON'S NEST (Monthly Rental)
Newtons Nest (Monthly Rental) A quiet little refuge tucked away in Old Town where you can set up roost, stay for a month or more and enjoy a leisurely existence. A 1 bedroom condo that has been lovingly restored to showcase beautiful Dade County Pine walls,...
Up to four guests can enjoy all the fun of Key West at this updated home complete with a shared pool with waterfall, and lush, outdoor seating area. As an added bonus, this home comes with private, off-street parking for one vehicle - a real luxury in the Keys! Dogs are allowed...
Bring the family to this 3 bed, 2 bath private conch home and enjoy your large private pool and outdoor area as the days pass by.
You know the feeling. Rushing to go on vacation, to the airport, driving in traffic, so many people around you doing the same thing, finally in Key West at your home...
Key West Oasis is a private two bedroom/two bath rental house ideally located in Charming Old Town, Key West, Florida, close to Duval street, great restaurants, bars and the beach. This 1906 'cigar maker's cottage' has been newly renovated into a stylish Key West retreat. The house features an open...
Come enjoy Island Living at it’s finest, Your own “Little Paradise”. This Two Bedroom Two bath home is nestled on a quiet one way street in The Historic Seaport District. This location is desirable for being walking distance to Duval Street and the proximity to 5 star restaurants, art galleries and...
Private fenced outdoor space to enjoy your private plunge pool and the large outdoor space for lounging and dining.
Adorable, affordable, and near all the action.... You bet! Coconut Cottage is the perfect escape for a couple or singles looking to get away from it all in paradise…
Located in a...
Step into a tranquil community on a quiet lane and discover the Boat House, a nautically themed treasure in Old Town Key West.
For anyone with an affinity for the sea, everywhere you turn is a reminder of the water – from sailboat replicas of every shape and size; prints of fish and sailor...
A beautifully designed yet comfortable private home that you may never want to leave, only to go outside to your private pool and secluded space to hang out - that's the Verandah!
Tucked away on historic Frances Street lies your island escape. This stunning monthly vacation rental offers two...
c1Q3XzFfYWcyother traveller has booked this property
Amenities & Details
About this property
Spacious 1 bedroom w/additional queen sleeper sofa for short term guests. 1st floor in Old Town. Only 2 other condos in compound. On desirable Frances Street, just 3 blocks from seaport, 6 blocks to Duval. Granite kitchen, Washer/Dryer, outdoor propane grill, tile floors, tiled shower, central AC,...
Located in the quiet neighborhood of The Meadows, you’ll find the Conch Republic Retreat, a quintessential cigar maker’s shotgun style house, circa 1890.
This 2- bedroom, 2-bath cottage makes a perfect vacation rental for one or two couples who are looking to enjoy all that the island has to...
Enjoy your private front porch in this quiet neighborhood in Old Town Key West.
Located in The Colony compound, Ibis is a wonderful one bedroom one bath Key West rental home.
There is a potential deck work scheduled for sometime in August and part of September which will not affect pool usage...
Nassau Suite is a bi-level suite with a very spacious bedroom upstairs a king bed, TV, writing desk w/outlet for computer and chair, in-room safe, iron & ironing board complete with Bahama ceiling fan, A/C and colorful Caribbean artwork. The upstairs bathroom has a walk in shower.
If privacy is what you desire this is the property for you. Completely set back from street and fenced for you to enjoy your private pool and large outdoor space.
It is rare to find a true jewel like Tropical Casita, nestled in a sweet little spot amid lush landscaping and secluded tranquility....
Grab your bike and head for some fresh seafood at the Historic Seaport. Walk four blocks to bustling Duval Street to find the perfect t-shirt or enjoy a cold brew and people watch at a street view table. Check out the history and architecture of Old Town. All these options and many more are yours...
ZkpxXzJfdElXother travellers have booked this property
Amenities & Details
About this property
Complete renovation in a tropical modern/industrial style. Only 3 total condos on this property. Unit has its own washer/dryer. Private wrap around porches that overlook Frances Street and also the large, heated pool. 2nd floor unit offers complete privacy. A premier location near Seaport,...
Settled in a small community of Old Town yet only a short walk to Duval Street, this lovely cottage offers everything you can expect from a perfect Key West rental
The epitome of life in Key West, this charming cottage is full of color and creativity, lovingly restored with no detail overlooked...
Key Lime Pie is the private cottage that perfectly encompasses the “Key West vibe” that you’re looking for. The minute you walk in to see the bright, sunny walls and local artwork, you know you are somewhere special. This rental has all the amenities required for a memorable stay – including a...
Sit along side your private pool for morning coffee or your evening glass of wine.
Long considered a sign of hospitality, the pineapple is now widely recognized as sign of Welcome and Friendship.....and so we welcome YOU to the Perfect Pineapple!br>
On the corner of Southard and Margaret streets...
After a long day cool off in your private pool, enjoy cold Mojitos on the covered porch and cook up some fresh grouper on the grill! Welcome to your dream vacation home!
The Amelia home is a 2 bedroom 2.5 bath retreat with sparkling private pool that is only four blocks from the Atlantic Ocean...
Private Historic Bahama Conch Home in Old Town Key West.
Fenced in with large tropical private quiet yard. Hundred year old trees to relax under in the hammock or lounge in the comfortable outdoor furniture for a respite from a day of touring.Great place to have a barbecue or read a book ,do yoga...
Old Town Garden Villas - Bermuda Suite
Book your romantic escape to this dog-friendly Key West home. With access to a shared pool and a great location on Duval Street, you'll be able to slip into vacation mode in no time.
Notice: This is in a residential area, Quiet Hours are 10:00pm- 8:00am...
If you're looking for the ideal spot for your next large group getaway, then look no further than this grouping of three separate Key West condos. Boasting a shared heated pool and hot tub, and space for up to 12 guests, this home makes it easy for everyone to enjoy all of the local...
Leeward Isle Key West Retreat – Location is everything! A hidden gem in the heart of Old Town Key West.
Nestled in a quiet and private gated oasis of only 13 properties, this townhome community is located right in the heart of Old Town. It’s the perfect location to stay and explore Key West....
Old Town Garden Villas - Andros Suite
Book your well-deserved getaway to this dog-friendly Key West home. With a prime central location near Duval Street and access to a shared pool, this home will let up to four guests and your happy puppy (for a small nightly fee) unwind in style.
bFJyXzJfUTFjother travellers have booked this property
Amenities & Details
About this property
Spacious 1 bedroom w/additional queen sleeper sofa. Sleeps 4 total guests. 1st floor in Old Town. Only 2 other condos in compound. On desirable Frances Street, just 3 blocks from seaport, 6 blocks to Duval. Granite kitchen, Washer/Dryer, outdoor propane grill, travertine floors, tiled shower,...
Old Town Garden Villas - Little Havana Suite
Slip into vacation mode at this dog-friendly Key West cottage. Featuring room for up to four people, two levels, a shared pool, and easy access to all of the seaside action, this home promises to make your next vacation fun-filled and hassle-free!...
Do not look any further! Your perfect vacation home rental is right here! Offering private pool with lounge chairs and covered outside porch. You can also bring your Fido!
A distinctive private Key West vacation home with sparkling pool, Tropical Dreaming is the classic example of the best of...
Duval Square Penthouse R19
Surround yourself with the historic charms of Key West at this dog-friendly penthouse, a spacious South Florida escape with a private hot tub, a deck and balcony for evening cocktails, and access to a lovely community swimming pool.
You'll find this comfortable condo...
*Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions.
Enjoy this classic Key West cottage featuring a shared pool and a furnished patio, located within blocks of beaches, shops,...
A reflection of old Key West, Eisenhower's Retreat was designed and built with the architectural feel of an old 'Conch House', but with all the amenities of a new luxury home.
Situated on the edge of Old Town Key West near everything Key West has to offer, your home boasts tall ceilings, large...
Great location, great price! Osprey is the perfect getaway rental for a couple who wants to enjoy everything Key West has to offer!
This bright and colorful studio Key West rental cottage is located in the same small community once known as The Colony Suites, a charming and secluded Key West...
You'll settle into island life instantly at this two-bedroom, two-and-a-half-bathroom townhouse in Key West. With a private pool and lush garden in the backyard, a full kitchen, and a great location near the beach, comfort is never far away from your explorations.
Located on the...
Four Flowers Guesthouse
Looking for a place in sunny Key West where your whole group can bask in the pleasures of island life without sacrificing privacy? This complex of four condos is your ticket - featuring entertainment, private parking, and beach access nearby, you'll have everything you could...
Old Town Garden Villas - Caribbean Suite
Book your romantic retreat to this dog-friendly Key West cottage. Enjoy the shared pool and a great location off of Duval Street.
Notice: This is in a residential area, Quiet Hours are 10:00pm- 8:00am
Located a few blocks from the Florida Keys...
Cozy apartment within biking distance to The Historic Seaport, Cuban Coffee Queen, local grocery store Fausto's and even Higgs Beach
A ground level one bedroom one bath Key West Old Town condo located in the Palm Gardens community in the heart of the Art District and just six blocks from Duval...
cmdkXzFfNzlZother traveller has booked this property
Amenities & Details
About this property
YOUR PRIVATE GETAWAY
IN KEY WEST, FLORIDA.
This beautifully historic 2 bedroom 2 bath home is conveniently located in Old Town Key West, FL. Just a short walk from everything you could dream of, for your island vacation. Just 5 blocks from the famous Duval Street. Two blocks from the seaport,...
Located right in the heart of Key West, this tastefully-appointed, tropical sanctuary comes with a private swimming pool, enclosed yard, and room for up to six guests. The family dog is also welcome to join you for an additional nightly fee. This super-comfortable cottage has loads...
Start planning your Key West vacation when you book this three-bedroom, two-bathroom home. Up to eight guests will spend their vacation days lounging by the private pool, strolling the streets of downtown, and soaking up the Florida sun on soft sand beaches. The family dog is also...
Beautifully designed and decorated this private home has the gourmet kitchen with French doors that lead to your private outdoor space and pool.
Ecco Domani means 'Here Tomorrow' which is where you'll want to be when you see what you're missing. A beautiful 3 story home with private pool, off...
*Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions.*
Swim in the private pool, head to downtown Key West to soak up the sights, or relax in a breezy dog-friendly home - with this amazing...
Casa Bonita * Duval Square R1
Experience all that Old Town Key West has to offer at this beautiful, roomy condo located right off Duval Street. Featuring a large, shared swimming pool, lush, tropical gardens, private, covered parking, and space for up to six lucky guests, this vacation rental is...
Surrounded by possibilities for fun and relaxation, this Key West cottage offers up to four guests the chance to bask in the warm Florida sun. Featuring a private hot tub, pristine seasonally heated shared pool, and easy access to a wide range of local attractions, this home puts you...
This beautiful Key West home has just the right mix of beach vibes and modern amenities to make you feel right at home during your Florida vacation. Multiple Smart TVs, an Alexa home speaker, and Netflix account let you play music and relax on lazy days. A spacious kitchen opens up...
Margaret Street Retreat
Enjoy the superb location of this recently-updated Old Town Key West home! This adorable rental features a private, heated pool with a furnished deck and grill--ideal for summertime cookouts. Guests will also enjoy a furnished loft area and a cozy front porch.