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Holiday Rentals in Key West, FL

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₹485,621
Per Week
1 / 34
4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Reviews (15) Make Enquiry
From
₹794,652
Per Week
1 / 24
5 Bedrooms, 4 Bathrooms, Sleeps 10
Details Reviews (18) Make Enquiry
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₹11,037
Per Night
1 / 10
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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₹22,515
Per Night
1 / 27
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (11) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Housekeeping...
  • Internet Access
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
SeaShadows is a townhouse located just 2 blocks from Duval Street and a few minutes walk from Mallory Square. Down the street is Ft. Zachary Taylor Park where you can spend the day fishing, swimming, barbecuing, walking, and anything else that you can think of doing in the sun. It sleeps 4... View all property information
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5 of 5 stars Reviewed 1 July 2013
The house was very nice and well kept and within walking distance to just about anything. We did a lot of walking and actually ate in most of our meals.
5 of 5 stars Reviewed 25 May 2013
An absolutely fantastic holiday home away from home. The cleanliness of the house is an absolute joy, and there is every household amenity to make your stay comfortable. It is...
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From
₹11,668
Per Night
1 / 5
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3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (1) Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Historic 'conch' house has been completely redesigned and custom crafted by 2 architects as our home away from home. Featured on HGTV in 2007 (!), this intimate house boasts many fun and thoughtful features which will help make your stay in Key West special. It is located in a wonderfully private... View all property information
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5 of 5 stars Reviewed 9 December 2014
This is a wonderful conch house in Old Town, Key West. The house is just around the middle of Old Town, so you can walk or bike to the harbor, the ocean, and the great music at...
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1 / 8
2 Bedrooms, 2 Bathrooms, Sleeps 4
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₹7,568
Per Night
1 / 24
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1 Bedroom, 4 Bathrooms, Sleeps 2
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Garden
  • Grill
  • Housekeeping...
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Beautiful New large modern Home on very quiet street . Location , Location Location ! Share .5 Star $2.4m Home in Old Town Key West.. Own fully furnished bedroom with Queen size bed for 1 - 2 max ( see photos ) with flat screen t.v. and dvr and 2 french doors leading onto private balcony... View all property information
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5 of 5 stars Reviewed 16 November 2014
This house was great!!! Don was not only a gracious host but absolutely funny. House is EXACTLY as pictures online show, but better. The location for us was perfect as it was...
5 of 5 stars Reviewed 2 September 2014
This was such a rare find. We will be back and refer our friends. Loved that we had access to the pool. Absolutely the perfect spot!
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From
₹22,074
Per Night
1 / 11
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (1) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Grill
  • Hot Tub
  • Internet Access
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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About this property
This is a beautiful top floor two bedroom ocean-view unit at 1800 Atlantic. It is an extra large floor plan with expansive views You cannot get a better view than this. There is a full size fully equipped eat in Kitchen. Full size washer & dryer. Both bathrooms were renovated in 2013. The... View all property information
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1 / 16
3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Grill
  • Housekeeping...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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About this property
Strikingly set in the oft-missed Key West Beachside neighborhood, we find Island Elegance ~ Near the Beach, making a seriously smart curbside statement showing a tall white privacy wall topped with shimmering green louvers. Completely renovated in summer 2012, to modern luxury standards, this... View all property information
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From
₹13,118
Per Night
1 / 26
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Studio, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
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About this property
Brand New to the Rental Market! Part of Banana's Foster Guest House This cozy 2nd floor studio is perfect for a couple looking to be in the middle of the Duval action! After entering the compound from the shared off street parking into the courtyard with shared plunge pool and BBQ grill, go... View all property information
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5 of 5 stars Reviewed 11 November 2014
This place was perfect for what we were looking for: Close to Duval, Close to Front Street, Pet Friendly, Shared Space but still alot of privacy. It is a small one bedroom, one...
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From
₹28,380
Per Night
1 / 15
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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Details Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
Large 3 Bedroom, 2 Bath OCEANFRONT condo. Breathtaking views of the Atlantic from every room. Tropical landscaped property with large heated pool and Jacuzzi. Just steps to Smathers Beach which has swimming, jet skis, parasailing, etc. Fully appointed condo with all the amenities of home at... View all property information
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5 of 5 stars Reviewed 16 August 2014
I came down with my family and we loved this place. We had a direct view of the water and it was amazing waking up every morning to see that. Very relaxing. Friendly people...
5 of 5 stars Reviewed 30 May 2014
This was our first trip to Key West and everything was great including the condo. Very nice view, great pool, short walk to very nice beach. What more would you want.
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From
₹11,037
Per Night
1 / 24
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2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Private Beach
  • Safe
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
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About this property
What a unique way to spend time on the water. Its not a 5 star hotel but you will have a nice clean private chartered boat on the water. Get ready for a unique vacation that others will envy. Boat is a 2003 Beneteau 331, while the boat is dockside the marina has electricity, water and Internet.... View all property information
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5 of 5 stars Reviewed 4 March 2014
I grew up sailing, so I knew what to expect for accommodations on the 33 foot Beneteau. It has everything you could possibly need, in a slightly smaller version. One couple...
5 of 5 stars Reviewed 23 February 2014
The boat is exactly as stated and I found the accommodations very pleasant and comfortable . We stayed three nights. However some people might not as there are very "tight...
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From
₹16,713
Per Night
1 / 32
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Sauna
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
Paradise found reservations must begin and end on a Saturday. You feel it the moment you arrive. It's a rhythm. A rhythm set into motion over a century ago by pirates, artists, writers and other champions of leisure. Today that same rhythm beckons you to discover the charm and grace of Old Key... View all property information
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5 of 5 stars Reviewed 30 May 2014
The vacation property is well worth the price. It's well maintain with beautiful views and perfect pool. Very spacious and quiet, perfect for a family. The condo is a 2 to 3...
3 of 5 stars Reviewed 2 February 2014
The unit waiting for us was not the unit promised in our reservation. The location was nice and very scenic. The center courtyard with large heated pool and large hot tub were...
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From
₹15,767
Per Night
1 / 15
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2 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Housekeeping...
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
Upper Duval is the best! A few steps away from the Southernmost pt & beaches,great restaurants,art galleries, Louies backyard,and Blue Heaven. A few more steps from Mallory sq, Sloppy Joes, Smokin tuna, the pier restaurants, entertainment day and night. Have the best of both worlds, be in the... View all property information
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5 of 5 stars Reviewed 1 January 2014
Really enjoyed staying at Shelleys Rooftop. Far enough down Duval St. to be away from the crowds but just a walk away to the crowds and popular bars. Spent Christmas with...
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1 / 26
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (26) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Garden
  • Grill
  • Hot Tub
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
This Luxury unit is 1375 sq ft of breath taking beachfront living space in this tropical complex. Great views from the 40 foot deck which encompasses the whole unit. Every room has a spectacular view of the tropical Nature Preserve and the Atlantic Ocean. The complex is oceanfront with an Olympic... View all property information
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5 of 5 stars Reviewed 30 November 2014
We (my wife, her mother, our 10 and 13 year old boys) had a great stay. Well equipped kitchen, bikes to use during our stay, comfortable for the five of us, good location. The...
5 of 5 stars Reviewed 31 July 2014
We had a great time in Key West and would strongly recommend this apartment. Very comfortable, good sized pool, ideal location. Would definitely go again.
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From
₹13,496
Per Night
1 / 13
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (41) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Internet Access
  • Pool
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Located in a very quiet corner of Truman Annex, this condo is a perfect getaway. This one bedroom and one bathroom unit has a spacious balcony on the 2nd floor deck. In case you would like to work on vacation the unit has a wireless DSL connection. There is one assigned parking space per unit.... View all property information
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3 of 5 stars Reviewed 22 May 2014
In last year's review, I said I would unhesitatingly stay here again. I did. And was far less charmed. I do love the Truman Annex location and the design of the condo. The...
5 of 5 stars Reviewed 19 June 2013
very nice place in excellent location
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From
₹40,994
Per Night
1 / 29
3 Bedrooms, 3 Bathrooms, Sleeps 7
Details Reviews (7) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Key West Vacation Rental 'SECRET VILLA' A Hidden Jewel in Historic Old Town Key West Location, Location, Location....This amazing property is situated on a quiet and peaceful lane away from traffic and noise. The secret location is also just a few blocks from everything Key West has to offer;... View all property information
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5 of 5 stars Reviewed 26 September 2014
Secret Villa had everything our group of 7 (3 married couples and 1 single) was looking for to celebrate my wife's 40th birthday. Comfortable, well-appointed, clean, great...
5 of 5 stars Reviewed 25 July 2014
Stayed here a week with 2 other couples. GREAT LOCATION. 1/2 block to the food store (Fausto's food palace) and liquor store, 1 block to Walgreens (on Duval - one block away...
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From
₹14,190
Per Night
1 / 19
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Gym
  • Hot Tub
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
About this property
Make memories the whole family will cherish in this great family friendly condo in Key West. It's close to all the major attractions on the island but far enough away that everyone can get a good night's sleep if they want. Want to go to the beach? The condo is a short drive to Smathers Beach.... View all property information
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2 of 5 stars Reviewed 15 April 2014
We certainly did not get what we thought we were paying for. WiFi was virtually non-existent. The "fully-equipped" kitchen had no serving spoons, only two dish towels, and ants...
5 of 5 stars Reviewed 10 February 2014
I hosted a bachelor/bachelorette party the weekend of Dec 28th and I stumbled on this space while i was searching. Everything on Duval was booked and around $1300-$1500 for 2...
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From
₹25,227
Per Night
1 / 25
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (10) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Garden
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
You'll know you've found island heaven--the term heaven meaning transcendence or going beyond the ordinary--when you enter Casa Camilla. This two-bedroom, two-bathroom home located in the lovely Meadows neighborhood of Old Key West is extraordinary inside and out. The outside rear half of the... View all property information
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5 of 5 stars Reviewed 6 August 2014
the house was clean and roomy. two couples had plenty of space and we enjoyed the pool and kitchen. we will definitely be back.
5 of 5 stars Reviewed 3 April 2014
Our week at Casa Camilla was wonderful. We called Key West Liquors to order wine before we left home. They were courteous, reasonable and it was there waiting for us to...
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From
₹15,452
Per Night
1 / 2
Studio, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
THE TRUMAN SUITES - Four Weekly Vacation Rentals - 3 to 5 Night Minimum Stay Requirement - Lavishly appointed 1 and 2 bedroom suites located ONE HALF BLOCK FROM DUVAL STREET - Each suite is furnished with kitchen, contemporary & comfortable living room furniture, new ultra comfortable mattresses... View all property information
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From
₹12,550
Per Night
1 / 14
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (12) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Relax of the Island Style front porch and enjoy Key West at it's finest. Centrally located, less than a block from Duval - this Completely updated 2 Bedroom, 1 Bath will simply amaze you! High Ceilings, tall windows, full kitchen with separate dining room and plenty of space to make your Key West... View all property information
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5 of 5 stars Reviewed 18 November 2014
We were in key west playing music at a friend's wedding around the corner at old town manor. The Bahama House is perfect! it is close to everything, there's a beautiful pool...
5 of 5 stars Reviewed 21 August 2014
What an amazing location! Just half a block from Faustos market and one block from the Trolley stop. Could not have planned that any better. One of our group members had walking...
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From
₹12,487
Per Night
1 / 23
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Studio, 1 Bathroom, Sleeps 4
Booking
Details Reviews (2) Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
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 second-story studio apartment... View all property information
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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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From
₹128,027
Per Week
1 / 14
Studio, 1 Bathroom, Sleeps 1
Details Reviews (42) Make Enquiry
5 of 5 stars Reviewed 13 March 2013
This is the first time my husband and I have been to Key West and this was the perfect spot to stay. It was just the right size for a romantic getaway. Even though we were only a...
5 of 5 stars Reviewed 1 November 2012
Perfect for what we were asking for in a rental. Close to Duval and all the shopping and restuants. Rode Bikes and walked everywhere. Enough space for the two of us. Gardens were...
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From
₹317,861
Per Week
1 / 18
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (39) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Private Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Great location, just half a block off Duval Street, walking distance to restaurants, the Atlantic beaches and the Southernmost Point. Casually decorated in soft pine and white, wicker furnishings and sofa sleeper in living room, this four bedroom, three and a half bath home provides a comfortable... View all property information
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4 of 5 stars Reviewed 21 September 2014
I would give this property 5 stars if only. If only the mattresses were comfortable. We all had soar backs from the experience. Some people complain about small things and the...
4 of 5 stars Reviewed 31 March 2014
Louisa House was in an excellent location with and amazing large pool for KW. We had room for 6 of us to be comfortable and room to spread out. The back yard is peaceful and...
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1 / 7
1 Bedroom, 1 Bathroom, Sleeps 1
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Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
30 DAY MINIMUM RENTAL Casa Marina Condo #4 is a spacious one bedroom in a four condominium building in the Casa Marina District of Key West. The cool, classy decor and white wicker furniture give this apartment a truly tropical feel. Walk from your gourmet equipped kitchen onto a large deck... View all property information
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3 of 5 stars Reviewed 4 April 2012
There were things I liked very much and things that I disliked as well. No.1 the owners have the placed stuffeed with personal things so that a renter can hardly find space for...
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From
₹8,766
Per Night
1 / 18
1 Bedroom, 1 Bathroom, Sleeps 4
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
CALL AND ASK ABOUT OUR WEEKLY SPECIAL WITH 1 NIGHT FREE! You will love staying in this great Key West historic old town location where 90% of the residents are local. They each have an interesting Key West tale to tell and are a very warm,friendly and diverse group. Here you will absorb the... View all property information
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4 of 5 stars Reviewed 22 November 2014
2nd time this year going to Key West & staying at this location. Perfect location. quiet, side street, around corner from grocery store & Sandy's Cafe, best coffee ever! Less than...
5 of 5 stars Reviewed 28 October 2014
The apartment was very clean and stocked with what we needed. The location is ideal - just a short walk to Duval, Higgs Beach and far enough to be out of the way of noise, etc...
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From
₹198,663
Per Week
1 / 10
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (26) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Heated Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
In the heart of Old Town, convenient to everything, this condo is set above a brick and tree lined courtyard that includes shops and restaurants. This three bedroom two bath unit is in one of two standalone walkup buildings in the Duval Square complex. You enter a large open living, dining, kitchen... View all property information
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5 of 5 stars Reviewed 20 December 2012
Very clean and great location right off Duval Street. Excellent Restaurants in the courtyard. "At Home in Key West" rental department was very helpful in secruing the perfect...
4 of 5 stars Reviewed 12 September 2012
The 3 bedroom condo I stayed in is nicely furnished and quiet, except for the roosters in the early morning! But even the roosters added to the charm of Duval Square. The 2...
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From
₹18,920
Per Night
1 / 19
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (26) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Internet Access
  • Pool
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in your party must be 25 years old to check in unless accompanied by a parent. Our beautiful waterfront condos have a range of room types to suite your... View all property information
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4 of 5 stars Reviewed 28 November 2014
Not close to Duvall Street where everything is happening bit we enjoyed it and the unit was nicely decorated and had everything we needed. Huge balcony overlooking pool with a...
3 of 5 stars Reviewed 11 August 2013
Bath tub did not drain at all, ants were every where called about this but nothing done. Parking was very difficult. Management really didn't seem to care. Probably why this place...
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From
₹13,812
Per Night
1 / 17
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Garden
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The Nassau Suite is one of the largest suites in The Bahama House. Featuring 2 King Bedrooms, 2 Bath and 2 Day-rooms with Futons. Quietly Tucked away in a world of it's own, yet literally only steps away from all that Key West has to offer. Whether your looking for a place to meditate or find an... View all property information
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5 of 5 stars Reviewed 26 September 2014
Our place was beautiful. Beds were comfortable, beautifully appointed and more room than we ever imagined! Close to everything! Very clean and all the amenities you need. Check in...
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From
₹9,460
Per Night
1 / 16
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Bluewater is a classic porch-on-porch Key West home with all the amenities to make your vacation ideal. Located in the prestigious Sanctuary of the Key West Golf Club, the house has two bedrooms each with its own private bath. The house sleeps 6 and offers a private patio, a spa pool with jacuzzi... View all property information
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From
₹31,534
Per Night
1 / 9
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (13) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
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About this property
The Pineapple Cottage is tucked away and totally private, yet it is only a half a block from Duval Street. This two story 'cottage' offers a first floor bedroom that opens through french doors to the private pool and gardens. A second floor suite includes a bedroom and bath plus a seperate living... View all property information
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5 of 5 stars Reviewed 28 January 2014
This place is amazing. I have been to Key West numerous times and it is rare to find a place so perfectly located in the Old Town area that also has the privacy and feeling of...
5 of 5 stars Reviewed 5 December 2013
My husband, adult son & I stayed at the Pineapple Cottage during Thanksgiving week. We had never stayed there before, but pretty much knew what to expect from the reviews and...
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From
₹37,525
Per Night
1 / 10
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Private Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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About this property
Elegance and modern sophistication are apparent as you enter any one of these six newly complete townhomes conveniently located in a quiet Old Town neighborhood just three blocks from Duval Street. Construction was completed in 2007 on these beautiful villas that boast over 1700 sq ft. on two... View all property information
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5 of 5 stars Reviewed 5 July 2011
We stayed at 806 Johnson Lane in June 2007 when the unit was brand new and have spent our annual 10 day stay there every year since, watching the scratches, bumps and nicks grow...
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From
₹23,650
Per Night
1 / 9
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (6) Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
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About this property
Welcome To Paradise!!! Located in the heart of Key West this charming 3 bedroom, 2 bathroom house has been completly renovated and includes 50', 42', and 27' flat screen TVs, DVR, and wireless high speed internet. The interior has just been furnished with custom designer furniture by Domestic Home... View all property information
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5 of 5 stars Reviewed 29 May 2013
Hemingway's Retreat was more than we could have hoped for! The house was beautiful, the location was perfect, and the pool was awesome for our family. The owner was fantastic to...
5 of 5 stars Reviewed 3 January 2013
Recently I spent a month at the property. It was well taken care of and Mark was very responsive to our needs. The home was well set up and then some. The pool is very private and...
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From
₹119,198
Per Week
1 / 8
1 Bedroom, 1 Bathroom, Sleeps 1
Details Reviews (49) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Internet Access
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
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About this property
Located just a step away from Old Town area surrounded by coconut palms and blooming bougainvilleas this charming one bedroom bungalow is a true island hideaway .The bungalow features an one level open space living/dining area, full kitchen and a spacious bedroom with a king size bed. There is a... View all property information
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4 of 5 stars Reviewed 22 November 2014
My husband and I recently enjoyed a wonderful week long stay at this condo in Key West! We certainly made the right choice when selecting Colony Poolside for our vacation. This...
5 of 5 stars Reviewed 31 August 2014
Just a few minutes walk from duval, a perfect balance of having all the bars etc nearby, but peaceful enough when sitting out by the pool that you're not disturbed by noise...
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From
₹15,641
Per Night
1 / 26
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Hot Tub
  • Internet Access
  • Pool
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
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About this property
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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From
₹37,525
Per Night
1 / 15
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (7) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Private Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Elegance and modern sophistication are apparent as you enter any one of these six newly complete townhomes conveniently located in a quiet Old Town neighborhood just three blocks from Duval Street. Construction was completed in 2007 on these beautiful villas that boast over 1700 sq ft. on two... View all property information
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5 of 5 stars Reviewed 6 March 2014
If I ever go back to Key West, this is the place I will stay. It was beautiful and clean! One room had twin beds. I did request that it be changed into a queen and that it be...
4 of 5 stars Reviewed 18 October 2012
We had our reservations about renting a property without personally seeing it first. We've had bad experiences in the past. I gotta say, this was exactly what we were looking...
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From
₹167,760
Per Week
1 / 13
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Internet Access
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
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  • Wheelchair access
  • Elder access
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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
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4 of 5 stars Reviewed 14 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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From
₹19,992
Per Night
1 / 36
3 Bedrooms, 2 Bathrooms, Sleeps 7
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
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About this property
28 NIGHT MINIMUM STAY REQUIREMENT - SOUTH STREET SERENITY Beautiful Vacation Home just steps from the Beach! This light and airy 3 bedroom, 2.5 bath home has a wraparound Bahamian Style deck and expansive French doors that lead from every ground floor room to an outdoor space. Enter the private... View all property information
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4 of 5 stars Reviewed 29 April 2014
the service we received from Carlos the property manager from south street serenity was excellent. whenever we had a question he either answered the phone or called us back...
5 of 5 stars Reviewed 7 June 2014
Von der ersten Sekunde an haben wir uns sehr wohl in diesem tollen, gemütlichen und wunderbar eingerichteten Haus gefühlt. Das Haus bietet alles, was man braucht, nein, es bietet...
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From
₹44,147
Per Night
1 / 24
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (15) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Garden
  • Grill
  • Internet Access
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
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  • Wheelchair access
  • Elder access
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  • ?
About this property
As part of the Truman Annex, this stately four-bedroom, three-bath home on Admiral's Lane is tucked away in the beauty and privacy of thick tropical foliage. The Annex neighborhood, named for President Harry Truman who wintered at The Little White House just blocks away, is Old Town's premiere... View all property information
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5 of 5 stars Reviewed 8 April 2014
We rented this 4 bedroom 3 bath house for vacation with our adult children, 6 month old grandson and 87 year old father. It was perfect! One bedroom downstairs for Grandpa, a...
5 of 5 stars Reviewed 11 March 2014
We loved the privacy and security of the house. All family members enjoyed the quiet time at the house and the party atmosphere within walking distance. We had day trips and...
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From
₹108,792
Per Week
1 / 24
Payment Protection
3 Bedrooms, 4 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Pool Table
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
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About this property
NOVEMBER SPECIAL!! Stay 28 days between Nov 2nd and Dec 6, 2014 for only $3900. MINIMUM STAY FOR THIS PROPERTY IS 28 DAYS. Charted back in the 1800's, Shark Key was named by early explorers for its shark-like shape. This exclusive island boasts more than 2 miles of pristine shoreline, lush foliage,... View all property information
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From
₹12,929
Per Night
1 / 12
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (11) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
• Wireless Internet • Full Kitchen Nassau Suite is a bi-level suite with a very spacious bedroom upstairs a king bed, TV, writing desk w/outlet for computer and chair, in-room safe, iron & ironing board complete with Bahama ceiling fan, A/C and colorful Caribbean artwork. The upstairs tiled... View all property information
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4 of 5 stars Reviewed 19 August 2014
This small townhouse was absolutely the most convenient thing we could have asked for in Key West. 1/2 block off Duval Street at Truman. We literally parked the car and walked...
5 of 5 stars Reviewed 6 May 2014
I was in town for a wedding, and decided to get a rental home instead of an overpriced hotel. The place was the perfect size & location was incredible! The courtyard was quiet...
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From
₹22,074
Per Night
1 / 9
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (6) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Garden
  • Grill
  • Hot Tub
  • Housekeeping...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Relax in paradise amongst all the comforts of home in the Sailor House, a proud member of Andrew's Garden Cottages. Just one block from the main inn, and a half a block off the world famous Duval Street, the Sailor House offers the ultimate in privacy and luxurious island living. This prime... View all property information
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5 of 5 stars Reviewed 9 July 2014
I went down to Key West with my husband, 2 year old son, and baby sitter. This cottage was perfect for us. The bedrooms (both upstairs) were comfortable and both had great...
5 of 5 stars Reviewed 14 June 2014
We had never stayed in downtown Key West before and were a little anxious that there would be too much craziness going on to be able to rest. What a pleasant surprise that...
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From
₹154,516
Per Week
1 / 16
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (15) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Heated Pool
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
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  • Wheelchair access
  • Elder access
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  • ?
About this property
Duval Square - The Retreat. In the heart of Old Town, Duval Square is located at the "artistic" and quieter end of Duval Street. This recently upgraded unit is tastefully decorated with design elements from around the world. The unit offers a well- equipped kitchen, a living room that opens to a... View all property information
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5 of 5 stars Reviewed 11 April 2013
Total great experience at Duval Square Retreat. From the initial contact, through help with some transportation, to the warm welcome and tips on local must-sees, this is a fine...
5 of 5 stars Reviewed 29 March 2013
The location of Duval Square is right on. Convenient, safe, comfortable. The decor was not to my liking, but that is a matter or individual taste. It wasn't horrible. It was...
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₹154,516
Per Week
1 / 14
2 Bedrooms, 2 Bathrooms, Sleeps 4
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4 of 5 stars Reviewed 15 March 2013
Fabulous place but we did not realize that we would be overlookeing a major highway, whose traffic is worse due to contstruction on the other side of the island. We'd stay there...
5 of 5 stars Reviewed 6 March 2013
This was the best. My wife could not make the getaway. Ya, me alone. It was a last minute decision. The condo was clean. 2 large bedrooms & bathrooms with a fold out couch...
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1 / 21
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
NEW ONE OF A KIND UNIT! To say this townhouse condominium is worth the amassed treasure of Blackbeard, one of the most notorious and wealthy pirates in seafaring history, is a major understatement. The 1950's era art deco Steamplant at water's edge has been quintessentially transformed into Old... View all property information
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From
₹189,834
Per Week
1 / 17
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (18) Make Enquiry
5 of 5 stars Reviewed 17 January 2013
The apartment was great overall. Very spacious and clean and there was a lot provided that I did not expect (ie batteries, beach towels, beach bags, fishing pole, coolers etc...
4 of 5 stars Reviewed 11 May 2012
We rented this on recommendation from trip advisor...it was a lovely as it was described. The beds were fantastic!!! The furniture comfortable for a vacation house. Linens...
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From
₹16,713
Per Night
1 / 7
2 Bedrooms, 2 Bathrooms, Sleeps 5
Details Reviews (25) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Garden
  • Grill
  • Housekeeping...
  • Internet Access
  • Satellite TV
  • Sauna
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
Key West Vacation Rentals 2 Bed 2 Bath Condos On The Ocean with ocean and partial ocean views - rent weekly or nightly. If your on" Flip Key" and want to see both both of my units with active calendars and virtual tours: 1.. Scroll down to "contact owner" just below this paragraph 2. Click on... View all property information
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5 of 5 stars Reviewed 23 July 2014
This was a great place to stay with my husband and four teenage kids. We all had plenty of room as the rooms were huge...even the bathrooms! Everything we needed was there...even...
5 of 5 stars Reviewed 12 March 2014
This was our first trip to Key West and after staying at Henry's we will be back next year! Everything is perfectly laid out for you by Henry before you get there! The Condo is...
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From
₹18,920
Per Night
1 / 27
3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Outdoor Pool
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
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
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5 of 5 stars Reviewed 2 December 2014
My family and I, all seniors, wanted to spend 3 days in Key West, but not in a sterile hotel setting. By George we found it. From the moment we rented the M/V Coconuts till the...
5 of 5 stars Reviewed 27 July 2014
My daughter opted out of her high school senior week beach trip and requested a unique family and friend experience. Wow, did the M/V Coconuts Provide!!! We had 5 kids, 2x19...
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From
₹36,264
Per Night
1 / 13
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (11) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Garden
  • Grill
  • Housekeeping...
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Very private gated compound right in the heart of Key West's Old Town. Enjoy the beat of Key West's nightlife, the romance of sunset at Mallory Square, or the excitement of deep sea fishing or water sports all less than a two-minute walk from our tropical paradise. Standing outside the gate, on... View all property information
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4 of 5 stars Reviewed 15 September 2014
I just celebrated my 30th in this lovely place. We rented all the villas : 2 1-bedroom & 1 2-bedrooms. There were 9 of us. We used the grill available for my birthday luau...
5 of 5 stars Reviewed 9 June 2014
We went to Key West for a bachelor party and rented the whole compound. The place was perfect for us -- a central outdoor area with deck and pool, plenty of seating, and no...
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From
₹17,344
Per Night
1 / 5
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Penthouse unit has designer furniture in this two bedroom (master has king size bed and guest bedroom has a queen) with a comfortable queen sleeper sofa in the living room. Two full bathrooms, full kitchen, dishwasher, microwave, cook top and electric oven, and outside balcony overlooking the... View all property information
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3 of 5 stars Reviewed 4 September 2013
Our first night I was kept up until 4 AM by noisy you people and I love to hang and have fun but come on they were really poorly behaved. The following night Saturday of Labor Day...
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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.