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Florida Keys Cottages

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    1 / 69
    4.5 of 5 bubbles (14) Very good
    Key Largo
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    1 / 20
    5 of 5 bubbles (20) Excellent
    Key Largo
    2 Bedrooms, 4 Bathrooms, Sleeps 4 | Quick View
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    1 / 25
    5 of 5 bubbles (40) Excellent
    Marathon
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 32
    5 of 5 bubbles (1) Excellent
    Key Largo
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    • Wi-Fi
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    About this property
    Our Private Bay Front Key Largo Cottage is our home away from home. Located in Kings Kamp RV park, we have Spectacular Views of Florida Bay as we are 25′ from the waters edge. Our Large Kitchen and Living area are all one with central air conditioning. The 12’x15′ Screened porch with Hammock is... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    5 of 5 bubbles Reviewed 3 October 2016
    My friends and I loved this place. The staff was friendly and very accommodating. The cottage was spotless with everything we needed. I would recommend this to everyone.
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    1 / 33
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Part of TROPICAL VILLAGE Tropical Village Cottage - is a two bedroom, two bath vacation cottage that overlooks a large shared seasonally heated pool, sun-deck and pool-side grilling station. With all the amenities of contemporary living set in island style and decor. Tropical Village Cottage is... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 23
    5 of 5 bubbles (1) Excellent
    Islamorada
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Private Outdoor...
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    About this property
    Canal-front house, quiet and in the nicest of neighborhoods (Plantation Key Colony). Situated on the bayside on Mile Marker 90. All remodeled,white tiled floor, furnished in wicker/rattan and decorated with the ocean & beach ambiance in mind. Boat dockage in the back and easy access to few boat... View all property information
    Location Information
    Islamorada, Florida Keys 33070
    1 / 30
    4.5 of 5 bubbles (3) Very good
    Key West
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Satellite TV
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    About this property
    Part of Southern Palms ROYAL PALM (formerly Little Palm) - What an idyllic setting! Picture the most perfect romantic getaway cottage with all the must have's for a great Key West vacation - in a setting that nature provided in the late 1800's - the hardwood canopy is stunning! The Tommy Bahama... View all property information
    Location Information
    Key West, Florida Keys 33040
    3 of 5 bubbles Reviewed 16 May 2016
    As far as the accommodation is concerned, the location is unsurpassed. The cottage is clean, comfortable and well appointed. Sadly what let's the place down are the agents/support...
    5 of 5 bubbles Reviewed 12 November 2015
    This is the second time we've stayed in this rental complex. The first time upstairs and now this time in the back. The location off of Whitehead is perfect for everything we love...
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    1 / 36
    4.5 of 5 bubbles (2) Very good
    Key West
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Part of TROPICAL VILLAGE Tropical Village Retreat - Lush gardens surround this lovingly restored two-story vacation house. This upstairs suite has two bedrooms each featuring a queen bed. The fully equipped kitchen is perfect for the serious cook or enjoy your meals on the gas BBQ grill in a... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 bubbles Reviewed 22 August 2016
    Love the place! Location was good. There was an issue with ants in the kitchen. Also, I was issued 3 keys and 1 of the keys was not for our place. Changed the key with...
    5 of 5 bubbles Reviewed 21 April 2016
    We rented the entire compound for our wedding, please see my review on Tropical Village for more information. I did not stay in this particular cottage but our guests had rave...
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    1 / 31
    5 of 5 bubbles (2) Excellent
    Key West
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Hot Tub
    • Patio
    • Internet Access
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Part of Southernmost Sanctuary Suites The Osprey Suite - Located in the Garden at the Southernmost Studios, the Osprey Suite is the perfect island getaway. Located within walking distance to all of the charms in Old Town you'll never want to leave! The Osprey has a Queen Bed as well as a sofa for... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed 25 June 2015
    This place was perfect for our vacation needs. It was close to everything, and the places a bit further away totally doable by renting bikes for the week. We cooked some meals...
    5 of 5 bubbles Reviewed 28 August 2014
    This was a last minute booking for us.. we had no idea what type of room we would be getting. Boy were we surprised! The gate is a little hard to find at first and you begin to...
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    1 / 30
    5 of 5 bubbles (3) Excellent
    Key West
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Part of Southernmost Sanctuary Suites The Ibis Suite is located at The Sanctuary in Old Town key West, Only steps to the action, this studio suite has all the comforts of home but surrounds you in island style! Lush gardens surround the Jacuzzi and the calm atmosphere is exactly what you'll need... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed 24 March 2016
    My Daughter and I stayed in Ibis Suite. We Loved the location and the secluded quietness of our suite. The Cuban coffee shop, the Sandwich shop, the Grocery store, the Trolley...
    5 of 5 bubbles Reviewed 2 June 2015
    My friends and I stayed at Ibis this past January (all in our mid 20's). I thought I reviewed this property then, but apparently I did not. It was our first trip to Key West and...
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    1 / 99
    4 of 5 bubbles (4) Very good
    Key West
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
    • Grill
    • Porch
    • Air Conditioning
    • Outdoor Dining Area
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Just 1 short block from Duval Street the Southernmost Retreat is a recently renovated and decorated 3 bedroom, 2 bath house located Simonton Street. The Southernmost Retreat is located in the Simonton Historic Cottages enclave and is surrounded by fine restaurants, art galleries, shopping and in... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 bubbles Reviewed 2 weeks ago
    This is a nice spot right of strip. Place is more for a family w young kids. Third bedroom is kinda small. Other than that place was real confronting. Enjoyed how close to...
    4 of 5 bubbles Reviewed 10 November 2015
    Enjoyed our stay here. Fairly sparse furnishings, but clean and functional. Location and price were the best points for this cottage. Short walk to everything, location is just...
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    1 / 35
    Key West
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
    About this property
    Truman at Duval - if you're looking for South Beach slick-- not here! If you're looking for Key West charm and location, look no further. Small 2 bedroom, 1 bath, apartment that just screams fun and good times! Duval, with its world class reputation, beckons you to come play. Sight-seeing, people... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 26
    Key West
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Part of Southernmost Suites The Pelican Suite is located in The Southernmost Suites on historic Simonton Street. Tucked back within the garden the Pelican Suite offers a serene escape from the hustle and bustle. The Pelican Suite has 2 Queen Beds and a kitchenette for you to enjoy meals in before... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 40
    4.5 of 5 bubbles (24) Very good
    Key Largo
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Wi-Fi
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    • Porch
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    • Pet-friendly
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    • Smoking allowed
    About this property
    Quaint cottage located on mile marker 100. Key Largo is known as the 'Dive Capital of the World.' John Pennekamp Coral Reef State Park has two beaches, and a replica of a shipwreck in the water which is great for snorkeling. We are located only a few blocks from the Marina where you can go fishing,... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    5 of 5 bubbles Reviewed 11 December 2016
    We stayed 5 days/4 nights in early December. Two adults and a 40lb dog, plenty of room and the place had everything we could possibly need: tidy bathroom with full-size...
    3 of 5 bubbles Reviewed 10 November 2016
    Arrived to find doors locked and manager some 100 miles away. When talking to her she said that owner was out of the country and she didn't know I was arriving that day...
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    1 / 33
    4.5 of 5 bubbles (4) Very good
    Key West
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
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    • x
    About this property
    Part of Southernmost Sanctuary Suites People looking for a vacation getaway in Key West are thrilled when they find a hidden gem like The Seagull Suite - located in the gardens of a private compound called The Sanctuary. Location, charm, and island appeal - the Seagull Suite is located in the back... View all property information
    Location Information
    Key West, Florida Keys 33040
    3 of 5 bubbles Reviewed 12 December 2015
    First impression was that room smelled clean. Very secluded and minutes from Duval Street. Second night, noticed a lot of critter activity. Small bugs and roaches. Management...
    5 of 5 bubbles Reviewed 17 October 2014
    We had an excellent experience staying in this studio for our honeymoon. Only drawback was the lack of kitchen equipment which made it difficult to cook a full meal for...
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    1 / 4
    5 of 5 bubbles (2) Excellent
    Marathon
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Ocean View Cottages (3) Sea Horse, Horse, Periwinkle 2 bedroom - 2 bath These are ocean view cottages perched in the air 12 feet on pilings open to fabulous views. With a full gourmet kitchen and great attention to detail, this cottage has a warm feel at home ambiance. Kick back and enjoy the... View all property information
    Location Information
    Marathon, Florida Keys 33050
    1 / 38
    4.5 of 5 bubbles (4) Very good
    Key West
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Hot Tub
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    • Pet-friendly
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    • x
    About this property
    **Recently Renovated!! Part of Southern Palms Traveler's Palm (formerly Palm Isle) - a room ahead of its time - A truly "green unit". Your roommate, or in this case, "suite mate" is a giant Sapodilla tree that provides the ambiance and shade to your private hot tub and tree-top hammock. The... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed 13 August 2014
    We rented three units for 5 nites. We had a great week. The staff was very friendy. Everything was clean, Couldn't have ask for a better place to spend our vacation. Cant wait to...
    5 of 5 bubbles Reviewed 30 July 2014
    From the minute we stepped off the plane, we were extremely impressed by Key West Vacation Rentals. We flew in on a Saturday morning, and they do not typically do airport pick-ups...
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    1 / 10
    4 of 5 bubbles (1) Very good
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Wi-Fi
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    • Private Garden
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    • Pet-friendly
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    • x
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    • x
    About this property
    Over 100 miles from mainland Florida and the southernmost point in the United States, Key West has attracted numerous artists and writers, including Ernest Hemingway, Wallace Stevens, Ralph Ellison, Elizabeth Bishop, Tennessee Williams, Robert Frost, and James Merrill. At 410 Caroline Street is... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 bubbles Reviewed 19 November 2016
    This place was very nice and cozy just steps away from duval . Perfect for a quiet get away for you and/or your spouse . I've stayed many places and this one was just right for...
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    1 / 10
    3.5 of 5 bubbles (2) Average
    Key Largo
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
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    • x
    About this property
    Keysey home with direct access to the bay or ocean from the dock. Centrally located to stores, restaurants and all that Key Largo has to offer. We are located 2 miles from Pennekamp Park and 4 miles from the Jacobs Aquatic Center. Enjoy the Manatees swimming at the dock or fish and snorkel at the... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    4 of 5 bubbles Reviewed 4 January 2015
    Wonderful location for paddle boarding. Saw manatees every day. Not to far from shopping, restaurants and local businesses for boat rentals or snorkeling. The house has clean and...
    3 of 5 bubbles Reviewed 31 December 2014
    We rented this property for a family Christmas vacation. We had a great time. Pros: Lots of screened in outdoor space including a dining set. Plenty of parking Dock and...
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    1 / 25
    Cudjoe Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    Venture Out Unit 411 is a waterfront unit with 35' of dock space and Wi-Fi internet access that will provide you with all of the comforts of home. Rather than be cramped into a simplistic motel room, you'll have all of the benefits of having a kitchen, dining room, living room, two bedrooms, two... View all property information
    Location Information
    Cudjoe Key, Florida Keys 33042
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    1 / 41
    5 of 5 bubbles (8) Excellent
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Satellite TV
    • Patio
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    • Internet Access
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    • Private Outdoor...
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    • Pet-friendly
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    • x
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    • x
    About this property
    Casa Mañana at 800 Virginia Street is perfectly situated for the guest who wants to enjoy Key West at its finest. Located just three blocks from Duval Street, home of world famous watering holes, shopping, and dining, this Old Town jewel is just steps away from Fausto’s Food Palace, Sandy’s Café,... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 bubbles Reviewed 23 April 2012
    We've stayed in 4 different vacation rentals for a month or more at a time, and I think we enjoyed Casa Manana the best. Lots of character, great location, friendly cats and...
    5 of 5 bubbles Reviewed 2 July 2011
    The home was wonderful & the perfect size for our family. It was close to everything & we enjoyed the nearby church bells while sitting by the pool. We were surprised however...
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    1 / 29
    4.5 of 5 bubbles (2) Very good
    Key West
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • ?
    • Smoking allowed
    • x
    About this property
    Part of Southernmost Sanctuary Suites Located on Historic Simonton Street, these suites are the perfect cozy escape you've been looking for! An adorable front porch to watch the people biking, walking or scooting along. Start your mornings on the porch with your Cuban coffee and a good book before... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed 5 August 2014
    The room was a nice size for two friends. It was not fancy, but clean and well equipped. Another plus was the front porch where we sat and people watched while having coffee or a...
    4 of 5 bubbles Reviewed 26 July 2014
    The Egret Studio is very close to the Southernmost Point and next door to a Cuban cafe, so I had coffee there every morning. The studio is very clean, well appointed and we were...
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    1 / 32
    Key West
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Patio
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    • Pet-friendly
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    • ?
    • Smoking allowed
    • x
    About this property
    'Simonton Court Cottages' consists of the 4 nightly units 'Audubon House,' 'Truman Efficiency,' 'Monroe Efficiency,' and 'Mallory Efficiency.' In total, this group rental sleeps 8 - 10 comfortably. Perfect for cost-conscious, larger, groups who are looking for great a location. Take advantage of... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 17
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Patio
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    • Balcony
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    • Pet-friendly
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    • x
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    • x
    About this property
    Open floor plan 2/2 kitchen, living and dining step right out to deck overlooking canal with a direct view to the bay 60 ft dock master bedroom has a king size bed and guest room has 2 twin beds. Great boating facilities you can dock behind the property and be in the Florida Bay in no time at all... View all property information
    Location Information
    Tavernier, Key Largo 33070
    1 / 27
    4.5 of 5 bubbles (8) Very good
    Key West
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    Part of TROPICAL VILLAGE Where else can you find resort style accommodations at motel pricing? Poolside Paradise @ Tropical Village, features all the amenities needed for a quick weekend getaway vacation at an affordable nightly rate. Once the winter vacation suite of Pulitzer Prize winning... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed 21 April 2016
    We rented the entire compound for our wedding, please see my review on Tropical Village for more information. This is what my (now) husband and I used during our stay. It was...
    5 of 5 bubbles Reviewed 3 April 2016
    This place was very private, tropical, had a very nice pool with about 5 or 6 apartment/houses surrounding the pool that you hardly knew were there. They were hidden with...
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    1 / 28
    3.5 of 5 bubbles (3) Average
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Part of TROPICAL VILLAGE Southern Cross: Lounging next to the gorgeous shared pool or sitting in the shade of your own Royal Poinciana tree, Southern Cross is the perfect place to relax in paradise. This one and a half story vacation cottage is surrounded by exotic gardens, and situated in the... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed 21 April 2016
    We rented the entire compound for our wedding, please see my review on Tropical Village for more information. I did not stay in this particular cottage but our guests had rave...
    5 of 5 bubbles Reviewed 8 October 2014
    The property was clean, the kitchen was equipped with all the necessities, great private porch and shared pool. Location is great - just a couple blocks from Duval and a 15 minute...
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    1 / 16
    4.5 of 5 bubbles (49) Very good
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Satellite TV
    • Grill
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    This charming one bedroom cottage is the perfect hideaway. The quiet compound is located just one block from Duval Street combining the best of both worlds for relaxing and taking advantage of all that Key West has to offer. Within 2 blocks you'll find Key West classics like The Bull, Sloppy... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed 20 October 2016
    Returning to Ann Street. Such a comfortable bed!! We love the little Ann Street compound with its secluded pool and lush gardens. Tranquility was the perfect size for us two...
    4 of 5 bubbles Reviewed 19 September 2013
    Owners were unbelievably nice from the beginning of communication with them! This cottage lives up to its name. I'm pretty sure the maid skips the bathroom when she cleans in...
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    1 / 30
    2.5 of 5 bubbles (2) Poor
    Key West
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Part of Southernmost Sanctuary Suites The Heron Suite is located street side with it's own porch for people watching. Get one of Ana's Cuban mixes - it just doesn't get any better! Conveniently located to the beach, Duval Street, great restaurants, Ana's for great Cuban fare and morning coffee -... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 bubbles Reviewed 28 July 2014
    Located right by the Southernmost Hotel and a block off Duval this was a great stepping off point for fun in Key West. Cuban market on the corner for café con leche each morning...
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    1 / 12
    Key Largo
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Grill
    • Satellite TV
    • Parking
    • Internet Access
    • Patio
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Cozy cottage with sandy beach located in Key Largo on an acre of tropical waterfront. The children will enjoy playing on the beach with toys provided. Or fish from the 100ft dock with fishing equipment provided. Bring a boat and have FREE dockage. Lounge in the hammock under the palm trees and... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    1 / 24
    Islamorada
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • Private Outdoor...
    • Air Conditioning
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Relax in Islamorada, Florida Keys... 'Sport Fishing Capital of the World.' If you are looking for gold sinks, with gold fixtures, this is not the place for you! This is a place to just 'hang out' while savoring the ocean view, breezes and sounds. If you want peaceful, secluded and close to nature... View all property information
    Location Information
    Islamorada, Florida Keys 33070
    1 / 50
    5 of 5 bubbles (19) Excellent
    Key Colony Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Wi-Fi
    • Satellite TV
    • Washer
    • Air Conditioning
    • Patio
    • DVD Player
    • Private Outdoor...
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    $1,500 (Standard Rate for 2017) - additional rates apply to holidays and Lobster Weeks.ASK ABOUT REDUCED FALL RATES! (September 2017- December 22, 2017) Reduced rates do not apply to holiday weeks. PRIVATE-ON-SITE POOL, 45 FT DOCK, CABANA CLUB, GROUND LEVEL, CARPORT, W/D, BAIT FREEZER,OUTSIDE... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33051
    5 of 5 bubbles Reviewed 22 November 2016
    This is a lovely and amazing property, prior to arriving at the property i emailed the owner for advice regards the local, Michelle was very helpful offering support and advice...
    5 of 5 bubbles Reviewed 13 November 2016
    Vacationed with my husband, and another couple visiting from England. This house was perfect for all of us. Our hosts provided everything we needed for indoor and outdoor...
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    1 / 24
    4.5 of 5 bubbles (27) Very good
    Key West
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Terrace
    • Internet Access
    • Satellite TV
    • Grill
    • DVD Player
    • Private Outdoor...
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    TRANQUILITY - The epitome of life in Key West, this charming cottage is full of color and creativity, lovingly restored with no detail overlooked for a Key West vacation rental Florida. Fabulous artwork, fun collectibles, beautiful stained glass all give this cottage the unique feel that keeps... View all property information
    Location Information
    Key West, Florida Keys 33045
    5 of 5 bubbles Reviewed 29 June 2015
    The Tranquility Cottage (#5 at The Colony Cottages) is adorable. The cottage is bright, cutely decorated, and the compound is quite inviting. It is conveniently located and an...
    5 of 5 bubbles Reviewed 7 April 2015
    Great unit, very well maintained. Repeat customer and would recommend this to anyone! I would only add chairs to the front porch.
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    1 / 33
    5 of 5 bubbles (1) Excellent
    Key West
    6 Bedrooms, 6 Bathrooms, Sleeps 24 | Quick View
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    • Satellite TV
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • Patio
    • Parking
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Southernmost Sanctuary Suites are comprised of the following homes Egret Suite, Heron Suite, Ibis Suite, Osprey Suite, Pelican Suite, Seagull Suite which can all be booked individually. Located on Historic Simonton Street, these suites are the perfect cozy escape you've been looking for! An... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed 26 May 2016
    Was a bit frustrated after arriving to realize the office that rents these was not on site but at 1075 duval suite 22..I had booked through booking. Com and at first they couldn't...
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    1 / 21
    1 of 5 bubbles (1) Terrible
    Key West
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
    • Internet Access
    • Porch
    • DVD Player
    • Balcony
    • Air Conditioning
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    TRANQUILITY - The epitome of life in Key West, this charming cottage is full of color and creativity, lovingly restored with no detail overlooked. Fabulous artwork, fun collectables, beautiful stained glass all give this cottage the unique feel that keeps bringing visitors back to Key West. As... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 14
    4.5 of 5 bubbles (47) Very good
    Key West
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Air Conditioning
    • Shared Outdoor Pool...
    • Satellite TV
    • Internet Access
    • DVD Player
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Perfect for two, this Bali-style studio cottage has it all: comfort, privacy and location. The quiet compound is located just one block from Duval Street combining the best of both worlds for relaxing and taking advantage of all that Key West has to offer. Within 2 blocks you'll find Key West... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed 25 October 2016
    Bali Hideaway is perfect in every way! From the modern decor to the lavish lush pool and gardens! My wife and I totally fell in love with the cottage! We would love to own one...
    4 of 5 bubbles Reviewed 3 July 2016
    Very quaint home with just enough space for two. Decor makes you feel like you are in Bali and it has everything you need including pool towels. The property is very secluded...
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    1 / 10
    5 of 5 bubbles (9) Excellent
    Conch Key
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Waterfront
    • Wi-Fi
    • Porch
    • Satellite TV
    • Ocean Views
    • DVD Player
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Our Florida Keys tradional island home is a fully furnished 2 bedroom, 1 bath plus Florida room with a deck overlooking the bay. It is surrounded by lush vegetation and large towering coconut palm trees. The house has been decorated in a nautical flavor with many fine antiques collected from around... View all property information
    Location Information
    Conch Key, Florida Keys 33050
    5 of 5 bubbles Reviewed 13 August 2016
    We had a wonderful stay at "Conched Out" with our 16 yr old son. The cottage is quaint and clean. The hosts were always there ready to help but also respected our privacy. The...
    5 of 5 bubbles Reviewed 1 May 2016
    Barry was a extremely good Host, no complaints, just total satisfaction, 5 STAR.Thoroughly enjoyed our visit to the Conch keys and meeting Barry
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    1 / 11
    5 of 5 bubbles (14) Excellent
    Conch Key
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Grill
    • Waterfront
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Porch
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    This one bedroom, one bath cottage is located high in the swaying coconut trees overlooking the water. The living room area has sliding glass doors that open onto a small deck area with a water view. The bedroom is tastefully furnished with an antique double bedroom set and the entire cottage is... View all property information
    Location Information
    Conch Key, Florida Keys 33050
    5 of 5 bubbles Reviewed 31 July 2016
    Great upstairs cottage in the mid-Keys that makes access to either Key Largo or Key West a reasonable drive. Lots of state parks along the way, but don't forget the city beaches...
    5 of 5 bubbles Reviewed 1 February 2015
    We enjoyed our 40th anniversary in the Tree House Cottage. We sailed every afternoon, visited the multitudinous and full of variety places to see on Marathon Key, and ate out...
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    1 / 23
    4.5 of 5 bubbles (50) Very good
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Parking
    • Hot Tub
    • Grill
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    KEY WEST GINGER HOUSE - An absolute jewel of a Key West vacation home a few doors from Duval Street, named for the breathtaking ginger plants blooming in our tropical paradise. Key West Ginger House is a historic home built in 1933, the epitome of what you have in mind when you are thinking about... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 bubbles Reviewed 13 July 2016
    I just stayed at the Key West Ginger House with my husband and family and my big dog and it was great. The location is the best since it is on the Southernmost Point, close to the...
    4 of 5 bubbles Reviewed 17 October 2014
    We enjoyed our stay at Ginger House (just 2 of us for 25th wedding anniv.) . So clean and comfortable. Great private patio out back. Jewel of a view of sun and moon and stars...
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    1 / 42
    Key Largo
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
    • DVD Player
    • Private Outdoor...
    • Satellite TV
    • Air Conditioning
    • Grill
    • Waterfront
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Bright and airy PET FREE,SMOKE FREE 1 bedroom, 1 bath home with large lanai [705 sq. ft.] at mm 101.5 on deep water swimming canal in gated Key Largo Kampground. The MINIMUM STAY IS A WEEK, [see rates section listed above] plus 12.5% tax] The preferred stay is a month...especially in January... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    1 / 24
    4 of 5 bubbles (45) Very good
    Key West
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    OSPREY - 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 style compound nestled in the heart of historic Old Town Key West. This is absolutely the ideal location just three blocks from... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed 24 July 2016
    We stayed at the osprey in bungalow #8. This place was clean with a very comfortable bed, sitting area, kitchenette with a full size refrigerator and a nice deck for morning...
    5 of 5 bubbles Reviewed 22 March 2015
    We walked everywhere and, in fact, never moved our vehicle. The cottage is cozy, clean and comfortable and the pool is great. Having a washer and dryer on the property was...
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    1 / 15
    2 of 5 bubbles (1) Poor
    Marathon
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
    • Satellite TV
    • Air Conditioning
    • Waterfront
    • Washer
    • DVD Player
    • Hot Tub
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    ***PLEASE CALL/EMAIL FOR AVAILABILITY AS WE DO NOT USE THE CALENDAR SHOWN*** "Sunset Bay" is a 3 bedroom, 2 bathroom home located on the clear, aquamarine waters of the beautiful Gulf of Mexico. This beautiful waterfront cottage features a screened veranda and a natural native garden. This is a... View all property information
    Location Information
    Marathon, Florida Keys 33050
    1 / 26
    5 of 5 bubbles (1) Excellent
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Private Outdoor...
    • Satellite TV
    • Grill
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Look no further you have found a beautiful 2 bedroom 2 bath "Shot-Gun" house in the heart of Old Town Key West, just 4 blocks from Famous Duval Street. This great property is very spacious and will accommodate up to 6 guests comfortably. There is a Fully equipped kitchen with a full size dining... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed 3 August 2015
    This is a lovely home that is obviously well loved by the owners. Everything is well maintained the pool is sparkling clean. There is beautiful artwork throughout the home. It is...
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    1 / 47
    Key Largo
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Parking
    • Waterfront
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    The Owner’s Cottage is also right in front of the bay with 2 bedrooms; it can sleep 2 adults and 1 to 3 kids. The main bedroom has a queen size bed; the second bedroom has a queen size loft bed and a twin bed on the ground floor. There’s also a full size pullout sofa bed in the living room. The... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    1 / 15
    4.5 of 5 bubbles (47) Very good
    Key West
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Patio
    • Satellite TV
    • Shared Outdoor Pool...
    • Internet Access
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Tucked away in an inviting compound you'll find the perfect hideaway called Ann Street Cottage; a charming one bedroom cottage. The quiet compound is located just one block from Duval Street combining the best of both worlds for relaxing and taking advantage of all that Key West has to offer.... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 bubbles Reviewed 3 July 2013
    I selected this cottage via computer. The location is excellent for seeing ALL the sights of Key West. This cottage is as represented. The kitchen was spacious and nicely...
    5 of 5 bubbles Reviewed 2 August 2012
    The location is excellently placed in Key West. My girlfriend and I were never more than a 15 minute walk to anything that we needed and the kitchen had many of the things we...
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    1 / 25
    4.5 of 5 bubbles (52) Very good
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Patio
    • Grill
    • Shared Outdoor Pool...
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    (Ann Street Gardens is a 16+ compound. Regretfully, no children under 16 allowed.) The cottage is a cozy hideaway. The poolside area is picture-postcard perfect. The location is in the very heart of Key West's Old Town, a half a block off the world-famous Duval Street. In short, Ann Street Gardens... View all property information
    Location Information
    Key West, Florida Keys
    5 of 5 bubbles Reviewed 15 August 2016
    I honestly hesitated to write this review because I want to keep it all to myself. My husband and I are unwilling transplants, having lived in Key West until about 6 years...
    5 of 5 bubbles Reviewed 26 July 2016
    Key West was a bucket list trip for my husband & I. It was perfect!! Tim with Historic Hideaways was wonderful in making this an unforgettable trip. We've decided we will be back...
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    1 / 26
    5 of 5 bubbles (21) Excellent
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Shared Garden
    • Hot Tub
    • Satellite TV
    • Parking
    • Outdoor Dining Area
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Romantic, Private, Boutique Guesthouse with only 2 suites in Key West, Florida steps away from the Beach and Ocean and the Key West Wildlife Center. Reserve 1 room for a couple or both rooms to accommodate up to 4. The owners Capt. Steve and Kayla offer Snorkeling, Sunset trips, eco-adventure... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed 18 December 2015
    My husband and I stayed with Kayla and Steve for five days and it was the most relaxing fun filled stay ever. The accommodations were very clean and our hosts were the...
    5 of 5 bubbles Reviewed 13 February 2015
    Atlantis House is a very special hideaway. It is called a guest house, and we were truly the guests of Steve and Kayla. They were so welcoming from the day we arrived: helping...
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    1 / 17
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Satellite TV
    • Porch
    • Air Conditioning
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    28 Night Minimum - Monthly Rentals Only Can you say “perfectly adorable”? We thought so. Now picture “perfectly adorable” and you have found Poppy. Poppy is a one-bedroom, one-bath home that is perfect for one or a couple. The front porch is perfect for people watching and chatting with locals... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 10
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Air Conditioning
    • Parking
    • Private Garden
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Key West Cottage located in Mid-town away from the maddening crowd when you want to be and close enough to join in when you're ready. <BR><BR>Our cottage is surrounded by lush vegetation including: coconuts trees, mango trees, tamarind trees, banana plants, guava plants, Spanish lime trees and... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 33
    Key West
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    • Washer
    • Satellite TV
    • Hot Tub
    • Air Conditioning
    • Grill
    • Private Outdoor...
    • Internet Access
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    If you love the residential areas of Key West then the quiet, wide streets of The Meadows of Old Town is where you want to be! The “Lemonade Mermaid” is a newly renovated historic 2 bedroom 2 1/2 bath private cottage. Off street parking in the driveway PLUS additional street parking with no... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 22
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Satellite TV
    • Internet Access
    • Grill
    • Private Outdoor...
    • Air Conditioning
    • DVD Player
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This newly renovated unit is located just two blocks from world famous Duval Street surrounded by coconut palms and blooming bougainvilleas this charming one bedroom bungalow is a true island hideaway. The bungalow features an one level open space living/dining area, full kitchen and a spacious... View all property information
    Location Information
    Key West, Florida Keys 33040