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Florida Keys Cottages

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    1 / 20
    5 of 5 stars (13) Excellent
    Key Largo
    2 Bedrooms, 4 Bathrooms, Sleeps 4 | Quick View
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    1 / 99
    4.5 of 5 stars (2) Very good
    Key West
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 69
    4.5 of 5 stars (14) Very good
    Key Largo
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    1 / 26
    5 of 5 stars (37) 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
    • Child-friendly
    • x
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    • x
    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
    4 of 5 stars Reviewed 19 June 2016
    Bill the owner of the Property was excellent to deal with and answered all questions promptly regarding the property and surrounding areas . The Property was exactly as as...
    5 of 5 stars Reviewed 23 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...
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    1 / 4
    5 of 5 stars (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 / 10
    3.5 of 5 stars (2) Average
    Key Largo
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    • Washer
    • Grill
    • DVD Player
    • Waterfront
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    • Satellite TV
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    • Pet-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 stars 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 stars 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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    Key Largo
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    • x
    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
    Cudjoe Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
    • Satellite TV
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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
    1 / 50
    5 of 5 stars (13) Excellent
    Key Colony Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Wi-Fi
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    • Washer
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    • Private Outdoor...
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
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    • x
    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 10 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 9 January 2015
    My family stayed in this beautiful home in December 2014. Great location with walking distance to Sunset Beach, quiet and friendly neighborhood, pool in the back yard, everything...
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    1 / 21
    1 of 5 stars (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
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    • 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
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    1 / 10
    5 of 5 stars (8) 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
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    • Pet-friendly
    • Child-friendly
    • x
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    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 stars 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
    5 of 5 stars Reviewed 5 January 2016
    We had a wonderful time. The cottage is super cute and nicely decorated. Just what a vacation in the keys should be. So much better than a hotel. It has everything you need...
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    1 / 26
    4.5 of 5 stars (21) Very good
    Key West
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Patio
    • DVD Player
    • Parking
    • Internet Access
    • Grill
    • Hot Tub
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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 23 February 2016
    We loved this peaceful magical quiet retreat just a block off Duval. We used the out door showers, the hot tub, the private back yard, the pool, the upstairs deck every day. The...
    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...
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    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
    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 stars 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...
    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 / 25
    4.5 of 5 stars (15) Very good
    Key West
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Parking
    • Satellite TV
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    • Shared Outdoor Pool...
    • Balcony
    • Air Conditioning
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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 9 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 2 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 / 27
    4.5 of 5 stars (38) Very good
    Key West
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Satellite TV
    • Grill
    • Parking
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Shared Outdoor Pool...
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Romantic Retreat features a king pillow-top bed, Tommy Bahama furniture, flat screen TV and tropically inspired original fine art. The recently renovated kitchen includes granite counter tops, under counter refrigerator, microwave, toaster/oven, coffee maker, blender and soft mood lighting under... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 5 January 2016
    Beautiful, clean, quiet yet near everything. Loved this place. Management very helpful. Transportation to and from airport
    5 of 5 stars Reviewed 22 September 2015
    Great location a block off Duval, but without the noise (and we stayed during the biker weekend!) parking was a bit iof an issue, as its on street and we had to drive round a few...
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    1 / 32
    3.5 of 5 stars (3) 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 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 stars 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 / 27
    4 of 5 stars (38) Very good
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
    • Grill
    • Parking
    • Satellite TV
    • DVD Player
    • Internet Access
    • Hot Tub
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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 27 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 5 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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    1 / 24
    4.5 of 5 stars (19) Very good
    Key West
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Shared Outdoor Pool...
    • Patio
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Part of 4 exclusive units at Abbey Road, renovated January, 2010, this suite is at 918-920 Center Street. Featuring a king pillow-top bed and marble floors, the state-of-the-art kitchen includes granite counter top, a 2 burner cook top, dishwasher, under counter refrigerator, microwave and soft... View all property information
    Location Information
    Key West, Florida Keys 33040
    3 of 5 stars Reviewed 18 August 2015
    Starr Suites was located in a great place close to everything. The Suites need a little work, they are clean but they need some items repaired and replaced. The Hot tub is worn...
    5 of 5 stars Reviewed 14 July 2015
    We stayed in the Starr suite of the Abbey Road complex. It was well stocked, with all the amenities you might need. It was updated recently I believe so everything felt new and...
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    1 / 29
    5 of 5 stars (24) Excellent
    Key West
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Hot Tub
    • DVD Player
    • Patio
    • Grill
    • Shared Outdoor Pool...
    • Air Conditioning
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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 30 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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    Key West
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Patio
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    • Pet-friendly
    • Child-friendly
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    • Smoking allowed
    • x
    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
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    1 / 35
    5 of 5 stars (1) Excellent
    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
    5 of 5 stars 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 / 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
    • 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 stars 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 stars 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 / 29
    4.5 of 5 stars (2) Very good
    Key West
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • ?
    • 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 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 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 / 23
    1 of 5 stars (2) Terrible
    Key West
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Part of Conch Republic Cottages Efficiency at its finest! The Deckside Suite is the perfect vacation rental in Key West for those who are trying to get the most bang for their buck. You have everything you need in this cozy, studio-style unit, including a fully-stocked kitchen, cable TV, free... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 47
    Key Largo
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Parking
    • Waterfront
    • Air Conditioning
    • Satellite TV
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    • Pet-friendly
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    • x
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    • 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 / 29
    4 of 5 stars (1) Very good
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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 22 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 / 26
    3 of 5 stars (2) Average
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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 21 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 16 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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    1 / 30
    5 of 5 stars (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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    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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    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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
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    Key West, Florida Keys 33040
    1 / 30
    4.5 of 5 stars (4) Very good
    Key West
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    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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    Islamorada
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    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
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    Islamorada, Florida Keys 33070
    1 / 42
    Key Largo
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    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
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    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
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    Key West, Florida Keys 33040
    1 / 27
    4.5 of 5 stars (4) Very good
    Key West
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    **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 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 stars 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 / 32
    4.5 of 5 stars (3) Very good
    Key West
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    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 stars 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 stars 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 / 28
    4.5 of 5 stars (6) Very good
    Key West
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    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 February 2016
    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 22 January 2016
    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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    1 / 32
    5 of 5 stars (1) Excellent
    Key West
    6 Bedrooms, 6 Bathrooms, Sleeps 24 | Quick View
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    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 stars 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 / 16
    4.5 of 5 stars (48) Very good
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    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
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    Key West, Florida Keys 33040
    4 of 5 stars 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...
    5 of 5 stars Reviewed 12 May 2013
    My new husband and I selected ann Street Tranquility for our honeymoon and we could not have been more happy with our choice!Everything about ann Street Tranquility was amazing...
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    1 / 29
    4.5 of 5 stars (49) Very good
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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 1 October 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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    1 / 31
    4.5 of 5 stars (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 stars 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 stars 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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    Key West
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    "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
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    Key West, Florida Keys 33040
    1 / 27
    2.5 of 5 stars (2) Poor
    Key West
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    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 / 33
    5 of 5 stars (3) Excellent
    Key West
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    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 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 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...
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    1 / 25
    4.5 of 5 stars (50) Very good
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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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 5 June 2016
    This is our 22nd year of staying in the Keys, 13th year of strictly staying in Key West. We stay for a little over a week so vacation rentals are ideal - not to keen on hearing...
    4 of 5 stars Reviewed 15 February 2016
    We've stayed in this little cottage two years in a row. LOVE how close it is to the fun stuff in old town. The kitchen is so tiny as to be unusable. But who cooks while on...
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    Key West
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    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
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    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
    1 / 16
    Key Largo
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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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
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Balcony
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    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 / 41
    5 of 5 stars (8) Excellent
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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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 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 / 32
    4 of 5 stars (1) Very good
    Key West
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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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
    4 of 5 stars Reviewed 12 February 2014
    We stayed in the Orange Blossom Suite in the Conch Republic Cottage. I believe it is the most spacious of the 3 in that building. It was clean and is as pictured. It has been...
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