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Holiday Rentals in Key West, FL

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    Travellers to Key West are booking March dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 23
    4.5 of 5 stars (6) Very good
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    1 / 15
    4.5 of 5 stars (15) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 17
    4.5 of 5 stars (39) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 28
    4 of 5 stars (7) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    New King-sized bed w/ pillow top mattress installed June 2015 Outside the front of the complex are the tennis courts. If you choose to stay inside the complex you can enjoy the lush landscape on the inside of the courtyard. Just a short stroll takes you to the relaxing hot tub and then to the... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 9 January 2015
    This was not as I expected. The place is very clean. Here are my things that I as not expecting. U can not go right to the beach in front of this place all rocks. Smothers beach...
    4 of 5 stars Reviewed 16 November 2014
    The condo was a very nice rental on the south side of Key West. The decor was modern and the condo had a classy feel. The large balcony patio was wonderful to sit out on in the...
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    2 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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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 / 17
    4 of 5 stars (43) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    The best of Key West, in the middle of Historic Old Town and a half block from Duval Street and the gates to Bahama Village, a perfect location for visitors to our Island. Guests can stroll to Mallory Square, Fort Zachary Beach or the sunset piers which are all within easy walking distance of this... View all property information
    Location Information
    Key West, Florida Keys 33040
    3 of 5 stars Reviewed 25 June 2013
    First let me say I have rented several houses in Key West. And have been on vacation there now abt. 20 times. So I get Key West, and dont have silly expectations about properties...
    4 of 5 stars Reviewed 10 April 2013
    Spent a week at this house. The pool is the best part though with the surrounding trees many leaves fall into pool. We told pool guy we didn't need him everyday so we took care...
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Hyatt Sunset Harbour Residence Club. 1 week rental 9/25/16 to 10/02/16. Location, Location, Location. 2 bedroom 2 bath. Full kitchen, dining table and living room includes sofa bed. TV's are in bedrooms as well as living room. . Great resort in a great old town location. Unit # is 524. Water... View all property information
    Location Information
    Key West, Florida Keys 33040
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Paradise at its finest is exactly what you can expect from this exquisite and unique home. Sunset Key Overlook is a stunning two bedroom, two and a half bathroom house on a private island, in Key West. Enjoy access to private owner’s beach on western facing side of island with beautiful sunset... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 25
    4.5 of 5 stars (12) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Having spent a long weekend in this one bedroom, one and a half bath apartment, one previous guest described it as a 'cozy condo hideaway in the heart of historic Key West.' The historic significance is close to home. It starts with the white stucco building that houses this suite and other... View all property information
    Location Information
    Key West, Florida Keys
    5 of 5 stars Reviewed 27 September 2015
    We found the unit on FlipKey but it is managed by Historic Hideaways. Historic Hideaways was easy to deal with. I made the reservation by phone but the rest of the stuff was done...
    5 of 5 stars Reviewed 4 March 2015
    We have stayed in Key West several times now, but the Campbell Suite has been by far the most ideal rental. It is central walking to almost anywhere that you would like to go...
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    1 / 18
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Discretely built back off the street to quietly overlook an historic tropical garden, this Elegant Key West Tree House, encompasses the entire 2nd floor of a beautifully renovated 1930’s building.  Perched among mature tropical trees, the 1200 square foot 2nd floor flat is situated on a quiet road... View all property information
    Location Information
    Key West, Florida Keys 33040
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    1 / 23
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    OVERVIEW: Right in Key West -- NOT the upper keys. MONTHLY RENTAL ONLY. Swimming pool, Right on the water. Salt water fishing on location. Sea Kayaks on premises. Salt pond tours on premises. Swim with manatees on premises. Ping pong table. 7 doors down from Jimmy Buffett's old house. The... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 24
    5 of 5 stars (20) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Luxury on Duval Street in historic Key West? Luxury is not what most people visiting Key West associate with Duval Street until you look at Dreaming On Duval! There are very few private homes on Duval, let alone a single family vacation rental that is steps away from everything Key West has to... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 26 May 2015
    My girlfriends and I stayed here for my bachelorette weekend in Key West. Hands down, this was the BEST trip I've had with the girls, and it was due in large part to us choosing...
    5 of 5 stars Reviewed 13 December 2014
    We had our five year vow renewal on the Jolly Rover in Key West and invited our closest friends and family to join us at Dreaming on Duval. Everyone was stunned with how beautiful...
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    1 / 21
    4.5 of 5 stars (25) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Part of the Nightly group unit Tres Flores You won't find a better private off-street parking is just outside your door. Turn down 'Free School House Lane' (1/2 block from the Marquesa Hotel & Restaurant) and you are home! Featuring a queen pillow-top bed with light weight down comforter, the... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 31 July 2015
    We found this place very cozy and well located. It was clean and very spacious for two people. The air conditioner wall was a little noise, but it didn't bother us much because we...
    4 of 5 stars Reviewed 4 June 2015
    More space than a hotel room for less money than we usually pay. Convenient location to Duval. Quiet neighborhood. No closet door, beads hanging instead. When air conditioner...
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    1 / 21
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
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    About this property
    TRANQUILITY - The epitome of life in Key West, this charming cottage is full of color and creativity, lovingly restored with no detail overlooked. Fabulous artwork, fun collectables, beautiful stained glass all give this cottage the unique feel that keeps bringing visitors back to Key West. As... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 16
    4.5 of 5 stars (18) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Sauna
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    About this property
    2 Bedroom 2 bath Island view condo located in the oceanfront condominium complex with the largest oceanfront pool & 20 person hot tub. Sleeps 4-6. Everything you need for an island vacation without the cramped hotel room! Outdoor balcony access from living and bedroom areas. Fully equipped kitchen.... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 16 April 2015
    In January 2014, my wife and I stayed here with our friends, Twistedintheburgh and his wife, Mrs. Twisted (Mrs. T). While he reviewed the places we went sight-seeing and dining...
    5 of 5 stars Reviewed 5 March 2015
    We really enjoyed our stay at 1800 Atlantic! We were in town for our daughter's Key West Beach wedding and the location so close to the airport was perfect for picking up...
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    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Ocean Views
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    About this property
    2 Bdrm, 1 Bath, Washer/dryer, Dishwasher, Great Porch View Of Southard St, Pool Multiple week and military discounts available. Great Fall rates! Queen bed in Master Bedroom, two single beds in second bedroom, fold out queen bed in couch, gated back patio with gas grill, lounge chairs, table and... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 13
    2.5 of 5 stars (2) Poor
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    This property has it all! The styling of the original shot gun homes of Key West restored with a beautiful natural cypress exterior combines with the clean lines of a contemporary home. Each Twin opens to it's own semi-private deck and lounge area with steps into a large kidney shaped pool with... View all property information
    Location Information
    Key West, Florida Keys
    4 of 5 stars Reviewed 13 October 2014
    Nice place. Quiet location. I would have thought someone might clean the pool during our stay since the iguanas in the trees used it for their bathroom quite frequently...
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    1 / 31
    4.5 of 5 stars (39) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Located inside the Villas known as Old Town Garden Villas Nestled in extensive tropical and flowering gardens, complete with aviaries with singing cockatiels is the Bermuda Suite.Enjoy a margarita while listening to songbirds in the courtyard, or work on your tan at the pool in the lushly... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 4 March 2015
    I cannot say enough great things about this place. There are 6 duplexes totaling 12 2 story cottages. In the center of all the cottages is a communal area considering of a...
    3 of 5 stars Reviewed 28 February 2015
    The pictures of the Bermuda Suite are better than the reality, but it is not bad. It is in a gated courtyard complex and the location is ideal. We were able to walk everywhere...
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    1 / 32
    4.5 of 5 stars (27) Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Located in Duval Square (between Duval Street and Simonton Street), where fine dining abounds (Square One, Origami Sushi Bar and NY Pasta Garden), This spacious unit is only steps from a large pool and covered gazebo. On the ground floor is a secured garage for parking your vehicle. Lush and... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 16 September 2015
    Very nice place in a great location. Close to everything and very convenient. Staff was excellent, place was clean and service by the concierge was top notch. I would stay...
    4 of 5 stars Reviewed 2 September 2015
    All and all, I would return to this location because of the LOCATION. The unit itself served its purposes, but there were some issues. The formica in the kitchen was all cracked...
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    1 / 3
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    'Island Wind' welcomes you to a sun drenched oasis in the heart of Old Town. Charming Bahamian style townhome with tin roof and white spindled porches reminiscent of Old Key West Just a block off Duval Street at the corner of Truman & Simonton in Windward Park a gated community consisting of 13... View all property information
    Location Information
    Key West, Florida Keys 33040
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    1 / 27
    4.5 of 5 stars (14) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    The M/V Coconuts is a completely unique home with 360 degree water views, it also happens to be a 50-foot trawler, permanently docked at the Key West Harbor Marina. This is more than a boat. It really is a very comfortable home, with proper living area, bedrooms and large sundecks. There is over... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 1 week ago
    Booked M/V Coconuts as three of the party were used to being on the water, sailing backgrounds, so thought this would be different and it certainly was. Marvelous renovation of a...
    3 of 5 stars Reviewed 30 November 2015
    Air conditioning doesn't reach upper levels. Almost $600.00 taxes were a complete surprise.Enjoyed Key West & super boat races.
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    7 Bedrooms, 8 Bathrooms, Sleeps 18 | Quick View
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    About this property
    All together this home has 7 separate bedrooms, each with it’s own bathroom and a ½ bath downstairs in the main house, 2 full kitchens, a BBQ grill and shared courtyard with a plunge pool. The historic downtown property also has 4 off street parking spaces right outside the gated courtyard on... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 17
    4 of 5 stars (18) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Club is a quiet, peaceful residential building that sits directly on the water. The breathtaking view can be seen as soon as you enter the unit. This spacious 2 bedroom unit features a large oceanfront balcony accessed... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 1 April 2013
    Oh my goodness... When we made plans to go to Key West, we wanted to kayak, snorkel, seaplane to Dry Tortugas, and never did one of these things. This condo was so addictive...
    5 of 5 stars Reviewed 6 March 2013
    We were more than pleased with our unit and with the pre-checkin service provided by Rent Key West Vacations. The view of the ocean could not have been better unless you were on...
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This Historic home was built in 1895 and lovingly restored in 2001.This is one of only two eyebrow style homes in Key West that have a front dormer in the roof for architectural appeal. Although this home is an historic treasure, it is fully equipped with all modern conveniences including a heated... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    This 1200 sq ft luxury apartment in the the heart of Old Key West is located only 2 blocks off Duval St and is a short walk or bike to all the fun of Key West ! The property is completely private and safe, surrounded by a 6 foot gated fence and tropical landscaping. Due to local zoning laws we... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 8
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Private Garden
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    KEY WEST VACATION CONDO RENTAL DESCRIPTION Our beautiful deluxe one bedroom condo in Key West Florida on Southard Street is just blocks from the ocean and Duval street. Located in historic old town, the condo is enclosed in a beautiful garden on the ground floor. It is approximately 1200 sq ft... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 25 September 2015
    We've stayed in this condo multiple trips to Key West. It sets back from the street behind a locked gate and you can feel safe and secure in this quiet condo community which also...
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    1 / 22
    4 of 5 stars (38) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    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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    1 / 19
    4 of 5 stars (42) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Whitehead House is a unique two-story single family attached home nestled beside the Audubon House in Old Town Key West. Hidden behind the most photographed 'prohibition fence' in Key West, this three bedroom, two bathroom home includes a large sunny pool and patio as well as off street parking (1... View all property information
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    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 6 August 2013
    My husband, kids and I stayed here for a week with another family and were very happy with it! The location is amazing--you are just off Duval and can walk just about everywhere...
    5 of 5 stars Reviewed 11 April 2013
    Rented this house for me and my wedding party! House had everything I needed from location to pool to bar! This house is ideal for anyone who enjoys being self sufficient . We...
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    4.5 of 5 stars (6) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    ***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Nestled in extensive tropical and flowering gardens, complete with aviaries with singing cockatiels lays the Paradise Suite. Paradise Suite (renovated for January 2013) is a bi-level suite with one bedroom... View all property information
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    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 4 March 2014
    Nice rental in very pretty courtyard. Friendly people. Very central location for all restaurants and shops. Kitchen could have been better equipped, eg no can opener.
    5 of 5 stars Reviewed 10 January 2014
    Great lodging! Beautifully decorated and maintained, amenities way beyond what is expected! Would highly recommend staying here!
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    1 / 27
    4.5 of 5 stars (31) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    Located inside the Villas known as Old Town Garden Villas Enjoy a margarita while listening to songbirds in the courtyard, or work on your tan at the pool in the lushly landscaped courtyard right outside your door! Andros Suite is a bi-level suite with a very spacious bedroom upstairs with... View all property information
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    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 1 week ago
    This is the second time my husband and I have stayed at one if the units in the Villas. The location is fantastic - walk to the action on Duval or the beach. And the property...
    5 of 5 stars Reviewed 28 June 2015
    We had a large group in 5 of the units for my daughter's wedding and absolutely loved our stay. The townhouses were equipped with everything we could possibly need and very clean...
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped pool surrounded by lush tropical foliage where you can let your cares melt away. Please take a moment to look through our site at our many... View all property information
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    Key West, Florida Keys 33040
    1 / 24
    4.5 of 5 stars (27) Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    This gracious one bedroom, one bath conch cottage with private pool is the perfect place for your dream vacation. Casablanca is set back from White Street which runs the fourteen-block width of the island from the Gulf of Mexico to a fishing pier jutting out into the wide Atlantic Ocean. The... View all property information
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    Key West, Florida Keys
    4 of 5 stars Reviewed 4 weeks ago
    Cute little bungalow that's well maintained with a private pool and fenced in yard. Walking distance to Mallory Square 20 min's, it's located in a quieter area but close to...
    5 of 5 stars Reviewed 1 October 2015
    The Casablanca House was a perfect little place for my husband and I for the 5 days that we stayed in Key West. It was clean and very comfortable. It is close to a grocery store...
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    4.5 of 5 stars (12) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    The kitchen is fully equipped with a glass top stove, refrigerator with ice-maker, microwave and everything needed for cooking a gourmet meal or just heating leftovers! French doors open from the kitchen and breakfast bar onto a private deck with a large 4 person private hot tub, table and chairs,... View all property information
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    Key West, Florida Keys 33040
    3 of 5 stars Reviewed 4 January 2016
    The location is awesome. The kitchen lay out is a train wreck! It was clean and daily towel and linen and linen service was good. Parking ....good luck. Overall it was a fair...
    5 of 5 stars Reviewed 5 June 2014
    Superb location, ideal for a few days in Key West. Only small but great outside space. Loads of character, only slight negative is the bathroom could do with a little tlc. But...
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    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
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    Key West, Florida Keys 33040
    1 / 35
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Our unit is a 2 bedroom 2 bathroom condominium with a full kitchen. Located in Key West, FL for Nightly, Weekly, vacation rental. The price of a hotel with the comforts of home. Sunrise Suite Key West is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up... View all property information
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    Key West, Florida Keys 33040
    1 / 31
    5 of 5 stars (4) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Alexandria's Secret is a private retreat in the historic district of Key West. With impeccable location and amenities, this three bedroom home is a Key West favorite for its secluded ambiance.This serene hideaway is just moments away from Duval Street and the most exciting spots the southernmost... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 9 September 2015
    This was perfect for our family and dog!! yes dog and a big one!!Very modern kept very well plenty of room!! All around great!! When you get there you will see why the word...
    4 of 5 stars Reviewed 9 September 2015
    House set up to be very welcoming and COOL. TVs and bathrooms in every room, washer/dryer, kitchen with cooking equipment. Only problem I found was there were no full length...
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Part of POOLSIDE PARADISE One-half block off world famous Duval Street sits the beautifully renovated home in the 500 block of Olivia Street. The updated kitchen features granite counter tops and beautiful wooden floors. Your bathroom offers a large walk-in tiled shower. A semi-private pool with... View all property information
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    Key West, Florida Keys 33040
    1 / 14
    4.5 of 5 stars (45) Very good
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    Perfect for two, this Bali-style studio cottage has it all: comfort, privacy and location. The quiet compound is located just one block from Duval Street combining the best of both worlds for relaxing and taking advantage of all that Key West has to offer. Within 2 blocks you'll find Key West... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 27 June 2015
    We were fortunate enough to spend a week in this little gem of a studio! From the moment we picked up our keys at Rent KW, we were impressed. The staff were not only super...
    5 of 5 stars Reviewed 1 June 2015
    We have stayed at this property a few times. It has been 5 years since our last stay and were glad to see a few changes. The bed was replaced - thank goodness! that was my only...
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    AVAILABLE FOR STAYS OF 28 DAYS OR LONGER. Vacation in style in this 2 bedroom, 2 bathroom beautifully furnished Keys Home, with lush landscaping with over 20 palm trees, tiki hut/bar with bar stools, heated swimming pool, pool deck chairs, private sandy beach, outdoor deck with dining, outdoor... View all property information
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    Key West, Florida Keys 33040
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    Room 6 is conveniently located on the main floor. It has a door that opens onto the side deck with a secluded sitting area. The front porch sitting area is only a few steps away. People that stay in Room six often comment on how pleasant it is to wake up to the smell of breakfast cooking nearby in... View all property information
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    Key West, Florida Keys 33040
    1 / 21
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    ***PLEASE CALL/EMAIL FOR AVAILABILITY AS WE DO NOT USE THE CALENDAR SHOWN*** CASA ROSA is a classic four bedroom, four bath 'eyebrow' style home located in historic Old Town Key West that is just 1 block of Duval Street and a short walk to Harbor Walk & Mallory Square. This home has a large... View all property information
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    Key West, Florida Keys 33040
    1 / 30
    4 of 5 stars (1) Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    Located at 729 Whitehead St, 'Southern Palms' is the group property consisting of the following homes Coconut Palm formerly Island Oasis Traveler's Palm formerly Palm Isle Royal Palm formerly Little Palm which can all be booked individually. All together, these three units have 5 separate... View all property information
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    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 11 May 2015
    We took over the whole compound with three generations of our family - my family and 4 month old twins in the attic suite, my sister's family and the grandparents on the first...
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    1 / 28
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 27 January 2015
    We stayed here once back in 2001. The place hasn't changed. That's good and not so good. Good because the facility met our needs for a short stay to participate in the Key West...
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    4.5 of 5 stars (38) Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Great, popular, quiet townhouse in the well-liked Duval Square complex in the heart of Old Town. One off-street parking space per unit. Easy walking distance to all downtown attractions. Bank, convenience store, health club, hair salon and fine restaurants in the complex. Families are... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 3 weeks ago
    I have stayed here many years in a row for Christmas and New years and Have loved everyday. A LARGE 2 story condo right on Duval street for this price. You cant beat it. We drive...
    4 of 5 stars Reviewed 11 September 2013
    The property location is good, just realize where it is compared to any activities you plan. The buildings themselves are undergoing some type of renovation on the outside, not...
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    1 of 5 stars (1) Terrible
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask... View all property information
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    Key West, Florida Keys 33040
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask... View all property information
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    Key West, Florida Keys 33040
    1 / 26
    4.5 of 5 stars (23) Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Lush and tropical gardens surround this beautiful development in the heart of historic Old Town. Private, secured parking beneath the complex and security entrances gives the feeling of exclusivity unparalleled in Key West. The foyer of this Mediterranean Style unit with Mexican Tile downstairs... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 7 April 2015
    Very well decorated an equipped with everything needed. Nice open area, the pictures do not do it justice. Larger living area and dining than the photos show. Two nice balconies...
    5 of 5 stars Reviewed 6 August 2014
    Excellently furnished, Immaculately clean. Completely up to date appliances and amenities. (Washer & dryer just off the kitchen!) Tip-Bring your own laundry detergent Traveled...
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    If you have ever had the fortune to wander the historic streets and lanes of Key West's famous seaport neighborhood then you know how time seems to stand still. Yet right in the heart of Key West's bustling seaport this blissfully ideal cottage-style house offers all the amenities one could desire... View all property information
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    Key West, Florida Keys
    1 / 19
    4 of 5 stars (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    There's no better way to experience 'Island Time'-that slow shifting of hours that makes Key West such an ideal vacation spot-than staying at Royal Palm. Located in the prestigious Foundry building within the exclusive Truman Annex gated community, this two-bedroom, three-story brick townhouse... View all property information
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    Key West, Florida Keys
    4 of 5 stars Reviewed 3 December 2013
    3 of us rented a condo in the foundry located in the Truman annex. I have stayed here before and knew what to expect. Any unit in Truman annex is an easy walk to everything...
    4 of 5 stars Reviewed 15 March 2013
    Had a great time. Historic Hideaways was very helpful. Our place was central to everything, very clean. Perfect for our needs. Thank you.
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    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    Tucked away in an inviting compound you'll find a blissful retreat called Namaste; a tranquil and relaxing one bedroom cottage. The quiet compound is located just one block from Duval Street combining the best of both worlds for relaxing and taking advantage of all that Key West has to offer.... View all property information
    Location Information
    Key West, Florida Keys
    Holiday Rental Accommodation on Key West

    The diversity of the holiday rental accommodation available on Key West means that there is something available to suit every budget and surely all tastes. From cottages and modest condos, to villas and townhouses, to penthouses and country estates, Key West has it all, meaning that your holiday in Key West can be as free of restriction as possible, at a price you can afford. If you want the freedom to explore Key West at a time and in a manner of your choosing, selecting the holiday rental best suited to your individual requirements is the way to achieve your goal.

    Water sports in Key West

    The weather and geography of Key West make it an ideal location for a great many different types of water sports. Fishermen of all disciplines can choose from the art of fly fishing for tarpon, to deep sea fishing expeditions from a boat and most options in between. Those simply interested in being out on the water can go pleasure cruising on a charter boat, perhaps to view the dolphins and other marine life, hire a kayak and meander through the waterways at their own pace, or even jump on a jet ski and enjoy some high speed thrills. Scuba divers can admire the natural coral reefs or explore the wrecks in the area, some of which were deliberately sunk to form artificial reefs.

    Popular attractions in Key West

    The beaches of Key West are both numerous and beautiful but a visit to the Fort Zachary Taylor State Park allows you to combine your beach relaxation and activities with an inexpensive tour of the fort, or perhaps a casual stroll along one of the nature trails. Art lovers will find a great many galleries of interest in Key West, with the majority local to the popular Duval Street part of town. Key West Golf Club is not only about allowing golf lovers to practise their swing, it also has a popular restaurant and bar, which could perhaps serve as a point at which non-golfers can arrange to meet players after their round. One monument not to miss in Key West is the small round landmark which denotes the most southerly part of the continental United States.

    Restaurants and bars in Key West

    Duval Street is the popular centre of Key West in so many ways, not least when it comes to restaurants. When you are eating out from your Key West holiday rental of an evening, you may wish to sample popular outlets such as Nine One Five or Mangoes, or try the Banana Café for breakfast or lunch. Blue Heaven in the Bahama Village is the place to sample outdoor dining of the highest quality, with an indoor option available if preferred. The bars and clubs of Key West are plentiful in the extreme, with options to suit all tastes and requirements and allow you to party the night away in style.