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Florida Keys Cottages

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    Travellers to Florida Keys are booking March dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 19
    Islamorada
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 25
    1 of 5 stars (1) Terrible
    Key West
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    1 / 15
    2 of 5 stars (1) Poor
    Marathon
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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
    1 / 32
    5 of 5 stars (2) Excellent
    Key West
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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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
    5 of 5 stars Reviewed 11 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...
    5 of 5 stars Reviewed 22 December 2014
    This was our second extended stay in this unit and we absolutely love it! You can't beat the location or the privacy of the unit. It's a perfect unit for two! There's a few...
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    Cudjoe Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
    • Satellite TV
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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
    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 / 24
    Islamorada
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
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    • Grill
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    • Washer
    • Waterfront
    • Internet Access
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    About this property
    Newly remodeled 3/2 mobile home is more than you've imagined so far. A completely customized, designer unit is unlike any trailer. It is not a true double wide but it feels like one; it is 21' wide by 56' long with a 3'4' wide hallway. It is three bedrooms, 2 full bathrooms, 2 kitchens (yes...2!),... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    Key West
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
    • Air Conditioning
    • Grill
    • Balcony
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    About this property
    Abbey Road - Gated Compound, Sleeps up to 12! Including ;Lennon's Lodge (Sleeps 6 with 8 person hot tub), McCartney's Manor (Sleeps 2 with 2 person hot tub), Starr's Suite (Sleeps 2 with 2 person hot tub) and Harrison's Hideaway (Sleeps 2 with 2 person hot tub) and will accommodate up to 12... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 26
    5 of 5 stars (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
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    • Pet-friendly
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    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 stars Reviewed 17 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 stars Reviewed 12 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 / 24
    4 of 5 stars (5) Very good
    Key West
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    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 stars Reviewed 29 June 2015
    We are still here but had to write already. This place is just what tit says it is. We highly recommend this cottage and will come back. It's like 6 cottages all together with a...
    5 of 5 stars Reviewed 14 January 2015
    Wonderful location, slightly away from the hustle and bustle of Duval but only a short walk to many restaurants and bars. And only a 5 minute walk to a public beach! Simple and...
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    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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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 / 30
    5 of 5 stars (2) Excellent
    Key West
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Hot Tub
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    • Grill
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    • Pet-friendly
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    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 stars 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 stars 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 / 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
    • Porch
    • Waterfront
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    About this property
    Bright and airy PET 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 through... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    Key West
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
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    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 / 28
    4.5 of 5 stars (4) Very good
    Key West
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    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 stars Reviewed 12 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 stars Reviewed 29 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
    4.5 of 5 stars (2) Very good
    Key West
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
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    • Porch
    • Air Conditioning
    • Outdoor Dining Area
    • Internet Access
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • x
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    • Elder access
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    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 stars Reviewed 9 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...
    5 of 5 stars Reviewed 20 July 2015
    Great place to sleep-we spent most of the time touring-courtyard was great for meeting new friends-place was very clean and plenty of space for 3 couples-location was very...
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    Key West
    6 Bedrooms, 6 Bathrooms, Sleeps 24 | Quick View
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    • Satellite TV
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • Patio
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    • Pet-friendly
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    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
    1 / 31
    4 of 5 stars (1) Very good
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Part of Conch Republic Cottages 'Porchside Paradise' is located in the front section of the 'Conch Republic Cottages'. This beautiful 'home away from home' features an inviting and spacious front porch - great for people watching - as well as a private two person hot tub. The unit is gated off... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 21 April 2015
    My 1st visit to Key West was in 1971 when it was a small, end of the road, sleepy beach town with old homes & history. Things have changed & it has grown tremendously. One thing...
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    1 / 40
    4.5 of 5 stars (22) Very good
    Key Largo
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Wi-Fi
    • Grill
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    • Washer
    • Outdoor Dining Area
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    • Pet-friendly
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    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 stars Reviewed 3 January 2016
    We stayed here over Xmas and had a great time. It was a great alternative to a soulless condo and very well situated for local amenities. The cottage was very well equipped. We...
    5 of 5 stars Reviewed 31 October 2015
    My husband and I wanted to visit Key West and the Everglades while on vacation so we decided to stay in Key Largo. We reserved the cottage through flipkey and it was easy. The...
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    1 / 26
    5 of 5 stars (36) Excellent
    Marathon
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Waterfront
    • Air Conditioning
    • Ocean Views
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    • Pet-friendly
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    About this property
    BRAND NEW WHISPER QUIET $5300/42,000 BTU'S TRI-ZONE AIR CONDITIONING/HEATING SYSTEM PROFESSIONALLY INSTALLED AND COMPLETED IN MAY 2014. Simple and unpretentious, the Oceanfront Bungalow Hideaway is a mobile home located right on the water at Boot Key Harbor. Only 45 miles south to Key West. One... View all property information
    Location Information
    Marathon, Florida Keys 33050
    5 of 5 stars Reviewed 22 October 2015
    Ok this is a small trailer, in a trailer park but don't let that put you off. The trailer is remodeled and is just like the pictures. It's very clean and cozy. The neighborhood is...
    5 of 5 stars Reviewed 17 August 2015
    We had a very nice stay for our 20th anniversary. The home was very clean and spacious with up-to-date, comfortable furnishings. The bed was comfortable. There are two beds, one...
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    Key West
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    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. Our cottage is surrounded by lush vegetation including: coconuts trees, mango trees, tamarind trees, banana plants, guava plants, Spanish lime trees and many... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 11
    5 of 5 stars (13) Excellent
    Conch Key
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Grill
    • Waterfront
    • Balcony
    • Internet Access
    • Air Conditioning
    • Porch
    • DVD Player
    • Satellite TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    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 stars Reviewed 31 January 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...
    5 of 5 stars Reviewed 11 December 2014
    My wife and I stayed in the treetop cottage during the first week of December. We had so much fun!!! Capt Tom, Peggy, Danny and Michelle are great hosts. The treetop cottage...
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    1 / 24
    4.5 of 5 stars (49) Very good
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
    • Satellite TV
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    • Shared Outdoor Pool...
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    • Patio
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • x
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    About this property
    Inside, you will find all of the comforts of home and This two-story 1880's Cigar Maker's Cottage has been completely renovated and has a living room with 42' flat screen TV/DVD, Queen sleeper sofa, kitchen with dishwasher, dining room and bath (with outdoor shower) on the ground floor. Upstairs... View all property information
    Location Information
    Key West, Florida Keys 33040
    3 of 5 stars Reviewed 30 September 2015
    We liked the location of this house and the pictures were amazing. We had a terrible infestation of some kind of fly in the bed which had been there for a while... We are from...
    4 of 5 stars Reviewed 1 August 2015
    Amazing accommodation, plenty of room, kept wonderfully clean by excellent maid service.. It's very close to Duvall street which was great but downside is that it was a bit noisy...
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    Key West
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    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 / 32
    3 of 5 stars (2) Average
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    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 stars Reviewed 7 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 / 34
    5 of 5 stars (2) Excellent
    Key West
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
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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 stars 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...
    5 of 5 stars Reviewed 29 October 2014
    We have stayed in this lodging five times. It is very clean and service is excellent and friendly. The location is secluded and especially quiet.
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    1 / 16
    Key Largo
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • Waterfront
    • Grill
    • Satellite TV
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    • Internet Access
    • Patio
    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • x
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    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 / 25
    4.5 of 5 stars (15) Very good
    Key West
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Parking
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    • Balcony
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    • Pet-friendly
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    • x
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    About this property
    Part of 4 exclusive units at Abbey Road, The state-of-the-art kitchen includes granite counter tops, a Jenn-Air 2 burner cook top, dishwasher, under counter refrigerator, microwave and soft mood lighting under and above the cabinets. There is also an ice-maker on site for fresh ice to prepare your... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 8 December 2014
    We rented this place for about a week. It was the perfect location for us. We were able to get anywhere we wanted by walking. The place was great as well. Private and quiet...
    4 of 5 stars Reviewed 1 September 2014
    We found the room to be charming, and a great location for Duval St roming around. Parking can be an issue, but we were happy with our stay. When in Key West one needs to be out...
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    1 / 21
    Key Largo
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    The Owner's Unit is also right in front of the bay with 2 bedrooms; it can sleep 2 adults and 1 to 3 kids plus plus. 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. Theres also a queen size pullout sofa bed in the living room.... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    1 / 50
    5 of 5 stars (13) Excellent
    Key Colony Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    $1,500 (Standard Rate for 2016) - additional rates apply to holidays and Lobster Weeks.ASK ABOUT REDUCED FALL RATES! (September 2016- December 17, 2016) 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 stars Reviewed 9 November 2015
    We recently stayed at this location and were not disappointed. Enjoyed the pool,Cabana Club, fish lights and local parks, especially Sunset Park. Rental was clean, good HVAC, well...
    5 of 5 stars Reviewed 18 May 2015
    We can't say enough about your home. It was clean, comfortable and the pool was amazing. The only thing I found wrong with our vacation is that we didn't stay longer. This house...
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    1 / 41
    5 of 5 stars (8) Excellent
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    • Pet-friendly
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    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 stars 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 stars Reviewed 28 July 2011
    This house was lovely, with plenty of amenities. We enjoyed our stay very much. The location simply cannot be beaten! The management was terrific as usual, and we would definitely...
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    1 / 37
    4.5 of 5 stars (4) Very good
    Key West
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
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    • Pet-friendly
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    • ?
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    • x
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    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 stars 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 stars 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 / 29
    4 of 5 stars (1) Very good
    Key West
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
    • Satellite TV
    • Patio
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    • Hot Tub
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • x
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    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 stars 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 / 28
    3 of 5 stars (2) Average
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    About this property
    Part of Conch Republic Cottages Welcome to sweet paradise! Located at 510 Petronia, the 'Orange Blossom Suite' is in close proximity to all the fun-filled action of Duval St, however, it is private enough to not hear any of it! 'Orange Blossom Suite' shares a huge back patio with one other suite... View all property information
    Location Information
    Key West, Florida Keys 33040
    3 of 5 stars Reviewed 20 March 2015
    I had not been to Key West in several years but we are very familiar with these homes for rent. They are redesigned into multiply units & this was that. We had the front of the...
    3 of 5 stars Reviewed 15 February 2015
    Although the house was small, it was clean and comfortable, except for a few small details. The bathtub faucets were not easy to turn off (not sure of the positions for "off")and...
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    Key West
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    About this property
    This nightly group rental consists of 3 separate units Porchside Paradise, Orange Blossom Suite, Deckside Suite. Three separate bedrooms with queen sized beds. Two sleeper sofas and two private hot tubs! Located at 510 Petronia St, literally steps from Duval St! Take advantage of the vivid... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 22
    4 of 5 stars (38) Very good
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
    • Wheelchair access
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    • ?
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    • x
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    About this property
    Overlooking the gardens and lily pond, the entrance to this spacious unit is through a totally enclosed private decked courtyard with a 4-person spa, table and chairs. Inside this spacious unit you will find a living room with cathedral ceilings, 56” TV, A/C, stereo, queen sleeper sofa and fabulous... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 26 January 2015
    Wonderful property, great location for walking around Key West. Rooftop deck for morning coffee and enclosed patio. Parking is at a premium, especially around the property, so...
    5 of 5 stars Reviewed 4 November 2014
    My wife and I stayed at the Sunset Suite - Nightly which is managed by Key West Vacation Rentals. This was our first trip to Key West as we went for the Meeting of the Minds. We...
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    Islamorada
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Pet-friendly
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    • Child-friendly
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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 / 23
    4.5 of 5 stars (6) Very good
    Key West
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
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    • Child-friendly
    • ?
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    • x
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    About this property
    The kitchen offers an under-counter fridge, microwave, coffee maker, toaster, blender and everything to cook, prepare and enjoy a light meal…and don’t forget the BBQ grill and Ice-maker by the pool! This very comfortable unit also has a very sexy two-person custom shower with glass door,... View all property information
    Location Information
    Key West, Florida Keys 33040
    3 of 5 stars Reviewed 6 days ago
    We usually stay at the Tropical Inn and thought we'd try someplace new. Terrible mistake. From the disorganized check in to the lack of attention we received we won't be...
    3 of 5 stars Reviewed 3 weeks ago
    The location is excellent and the photos accurately show the room. The main issue is the bathroom as there is no privacy. All that separates you from the kitchen/bedroom is a...
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    Key West
    2 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    • Private Outdoor...
    • Balcony
    • Grill
    • Private Garden
    • Parking
    • Terrace
    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    A hidden jewel in the old town of Key West. A private garden, with pool, and fountain, covered porch, and space to sun. Comfortable bedrooms, with a loft to sleep 2. fully equipped kitchen, air-conditioning internet, tv, cable. Bes quiet neighborhood. This home rents by the month and is occupied a... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 20
    5 of 5 stars (4) Excellent
    Key Largo
    2 Bedrooms, 4 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
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    • Ocean Views
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Elder access
    • x
    • x
    About this property
    Charming and secluded CBS construction seaside cottage with all of the comforts. Two bedrooms each with queen size bed and private bath. In addition, there is a queen size Murphy bed in the living room with privacy enclosures for the kids, if needed. Also a third bathroom for your guests. Fully... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    5 of 5 stars Reviewed 3 weeks ago
    We stayed for 8 wonderful days. Everything about this lovely house led to a relaxing stay, from the location and outside space to the soft furnishings and comfortable beds. We...
    5 of 5 stars Reviewed 7 December 2015
    The cottage was perfect, clean and beautifully decorated. Everything we needed was available. The outdoor kitchen was used everyday. The location was quiet and a short walk to the...
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    1 / 25
    4.5 of 5 stars (47) Very good
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • x
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    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
    4 of 5 stars Reviewed 1 week ago
    BEWARE: No blinds in the kitchen and neighbors and anyone at the pool can see you while you are cooking or hanging out. Owner was informed but no action taken. This is why I...
    5 of 5 stars Reviewed 20 December 2015
    Historic Hideaways provides excellent service for a carefree rental. Ann St. Garden is located near enough to everything (Duval, Mallory Sq.Z. Taylor State Park etc) that you...
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    1 / 17
    4.5 of 5 stars (14) Very good
    Key Largo
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    • x
    About this property
    Clean one bedroom and one bathroom cottage. Full size kitchen ,dinning room, sleeping couch on family room. Cable and internet are included., great location walking distance to swim with the dolphins .and 2 mile to the world famous John penny Camp State National Park. close to restaurants and... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    5 of 5 stars Reviewed 30 December 2015
    I would recommend this bungalo to anyone. We just loved it here. It was worth coming down here for this place!
    5 of 5 stars Reviewed 27 April 2015
    This cottage house is excellent and Maria is outstanding! Loved staying here. Very reasonably priced! I was lucky to find this gem on a last minute whim to go to the Keys for a...
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    1 / 24
    4.5 of 5 stars (20) Very good
    Key West
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Patio
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • x
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    About this property
    Part of 4 exclusive units at Abbey Road, renovated January, 2010, this free standing historic cottage at 918-920 Center Street, features a king pillow-top bed, 2 lushly padded swivel chairs and a full kitchen which includes a full stove, refrigerator with ice-maker, microwave, dishwasher and soft... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 9 September 2015
    Harrison's Hideaway was the perfect fit for our 10th Anniversary getaway. The cottage was very clean and remodeled with newer amenities. I would suggest against having a car on...
    5 of 5 stars Reviewed 2 September 2014
    Really enjoyed this place. Pics are accurate as this place looks in great condition. Loved the patio/hot tub area, also the use of the pool just across the street and grill...
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    1 / 29
    5 of 5 stars (22) Excellent
    Key West
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Hot Tub
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    Part of 4 exclusive units at Abbey Road, The original Cuban tile has been preserved throughout the house, wherever possible. Upon entering the spacious living room, a large tropical sectional queen sleeper sofa allows you to comfortably watch the 46” flat screen TV/DVD. Also available is an I-Pod... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 29 March 2015
    This is my 5th time to Key West and by far the best place my friend and I stayed in. Previous stays had been hotels and sailboats. Very clean and secure and easy walking/biking...
    5 of 5 stars Reviewed 7 December 2014
    My spouse brought me to KW to celebrate my birthday, what a truly wonderful time we experienced on our entire trip. Lennon Lodge was absolutely cozy, comfortable, and private...
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    1 / 14
    4.5 of 5 stars (3) Very good
    Cudjoe Key
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
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    • Pet-friendly
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    • Child-friendly
    • x
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    • x
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    About this property
    For a TROPICAL VACATION come to our beautiful designer furnished 2BD/2BA cottage at VENTURE OUT RESORT on Cudjoe Key. We pride our home on its comfort and cleanliness and have been told we have one of the nicest 2BD/2BA NON-WATERFRONT RENTAL HOMES in Venture Out Resorts. Olympic size pool, hot... View all property information
    Location Information
    Cudjoe Key, Florida Keys 33042
    3 of 5 stars Reviewed 18 July 2015
    This place is fine if you do not mind small. This is a small mobile home close to water in a large community. The place was not real clean, mostly the floors were dirty and our...
    5 of 5 stars Reviewed 8 April 2015
    We loved our place and would recommend it to anyone! It was very comfortable and had everything we needed to make our stay very comfortable for the week! Venture Out has all the...
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    1 / 20
    5 of 5 stars (4) Excellent
    Key West
    2 Bedrooms, 1 Bathroom, Sleeps 2 | Quick View
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    • Satellite TV
    • Porch
    • Washer
    • DVD Player
    • Grill
    • Outdoor Dining Area
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Key West has all of the charms of being away from the world, yet with all of the worldly conveniences near at hand. Located in the historic old town, Namaste Key West is in a quiet residential neighborhood, with beaches 5 minutes away, 3 yoga studios within a block, coffee shops, and a grocery... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 2 September 2014
    My husband and I stayed in lovely Namaste from May 15th through Aug 15th and were enchanted the entire time. The house is lovely, even better than the fabulous pictures. It is...
    5 of 5 stars Reviewed 30 April 2013
    The Namaste Cottage was an amazing place to stay during our time in Key West. We spent two weeks at Namaste and were constantly reminded of how central it is to all of the great...
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    1 / 29
    4.5 of 5 stars (2) Very good
    Key West
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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 stars 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 stars Reviewed 25 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 / 10
    3.5 of 5 stars (2) Average
    Key Largo
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
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    • Waterfront
    • Air Conditioning
    • Satellite TV
    • Patio
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • 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 stars Reviewed 3 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 stars Reviewed 30 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 / 17
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Satellite TV
    • Porch
    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • x
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    • Elder access
    • x
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    About this property
    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 passing by. Once you step into the open... View all property information
    Location Information
    Key West, Florida Keys