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Villas in Key West, Florida

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All 415 Rentals in Key West
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From
£119
Per Night
Studio, 1 Bathroom, Sleeps 4
10 photos Details
Reviews (2) Make Enquiry
5 of 5 stars Reviewed 12 August 2014
We rented three units for 5 nites. We had a great week. The staff was very friendy. Everything was clean, Couldn't have ask for a better place to spend our vacation. Cant wait to...
5 of 5 stars Reviewed 29 July 2014
From the minute we stepped off the plane, we were extremely impressed by Key West Vacation Rentals. We flew in on a Saturday morning, and they do not typically do airport pick-ups...
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From
£210
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details
Reviews (2) Make Enquiry
5 of 5 stars Reviewed 25 July 2014
I can say this very simply, this is exactly what you picture in your mind when you think of a quaint bungalow in Key West, except more luxurious. Top notch value.
4 of 5 stars Reviewed 1 July 2014
We stayed at this home in Key West for one night. It was located 1 house off Duval Street on the quieter side towards the Southern most point. It was very easy to walk Duval to...
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From
£130
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
15 photos Details
Reviews (1) Make Enquiry
5 of 5 stars Reviewed 31 December 2013
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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Also consider
Key West Found - Truman Annex Vacation Rental
2 Bedrooms, sleeps 6
£142 - £253 / night
Share New 5 Star $2m Home in Old Town Key West
1 Bedroom, sleeps 2
£72 - £180 / night
KEY WEST LIVIN'  BEAUTIFUL 50' Yacht 3 Bed , 2 bath, WIFI, Flatscreen,Sleeps 6
3 Bedrooms, sleeps 6
£181 - £241 / night
Penthouse Condo in Key West Florida
2 Bedrooms, sleeps 6
£148 - £196 / night
From
£106
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
12 photos Details
Reviews (3) Make Enquiry
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
£120
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
10 photos Details
Reviews (3) Make Enquiry
5 of 5 stars Reviewed 15 May 2014
The Bimini Suite in Bahama house is either a 2 Bed room or a 3 bedroom suite and we six were comfortably housed as a 3BR just one block from Duval St, in the heart of Key West...
5 of 5 stars Reviewed 15 May 2014
We just returned from a long weekend at the Bahama House and stayed in the Bimini Suite. The Bahama house is located right where you want to be to enjoy all that Duval Street has...
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From
£112
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
12 photos Details
Reviews (2) Make Enquiry
5 of 5 stars Reviewed 12 July 2014
Checking in was a fast no hassle process. Condo was clean and decorations were wonderful with all the comforts if home . Although we did not use the bikes they are a nice touch...
5 of 5 stars Reviewed 25 May 2014
I hesitate not giving this rental a fifth star, because it was such a wonderful retreat. There was nothing second class about the beautiful decor or the comfortable spaces. The...
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From
£95
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
25 photos Details
Reviews (9) Make Enquiry
5 of 5 stars Reviewed 11 August 2014
My wife, 2 adult daughters, and I, stayed at Pam's La Brisa "Jungle Breeze" condo from August 2 - 9, 2014. The condo is located in a very safe and friendly gated community. Pam...
5 of 5 stars Reviewed 30 December 2013
We spent a week in the Jungle Breeze Condo and was so entranced with the view from the balcony, we never made it across the street to the beach! We found all the comforts of home...
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From
£106
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
10 photos Details
Reviews (5) Make Enquiry
4 of 5 stars Reviewed 9 June 2014
Very good price for a 2 bed 2 bath in Key West! It Was clean and just what we needed! It was also not right in downtown close to everything so we could get away hen we wanted.
4 of 5 stars Reviewed 23 May 2014
Condo was a great location. Near beaches and activities. Great place to relax. Owner was very courtious. Pool was a little small but the facilities were beautiful.
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From
£114
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
9 photos Details
Reviews (8) Make Enquiry
5 of 5 stars Reviewed 4 August 2014
Some close friends and I decided to go to key west for my 30th birthday. This place was amazing. You are so close to the action. I plan on going back every year. The location is...
5 of 5 stars Reviewed 11 May 2014
I cannot rave about how amazing this place was!! The location is to die for it is smack dab in the middle of the 'party' side of duval and the nicer 'artsy' side. The pictures do...
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From
£136
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
19 photos Details
Reviews (3) Make Enquiry
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
£120
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
12 photos Details
Reviews (1) Make Enquiry
From
£181
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
22 photos Details
Reviews (1) Make Enquiry
4 of 5 stars Reviewed 8 April 2014
Just got back from Key West and this condo is in a prime location on Duval St. It is towards the back so noise is not a problem-other than roosters crowing (they are all over the...
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From
£271
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
9 photos Details
Reviews (3) Make Enquiry
5 of 5 stars Reviewed 29 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.
5 of 5 stars Reviewed 16 April 2014
The property manager, Bonnie did an amazing job of answering our questions, showing us around the home and patiently awaited our late arrival due to car trouble. She is awesome...
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From
£107
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
14 photos Details
Reviews (22) Make Enquiry
4 of 5 stars Reviewed 24 April 2014
The suite was very clean and well taken care of. The pool was terrific. There is a nice fairly private deck to sit under some magnificent trees. We rented bicycles which made it...
4 of 5 stars Reviewed 6 April 2014
The location a few blocks off Duval and not right on Olivia street was great. By not right on Olivia street I mean you walk through a tiny parking lot, past the pool, down a short...
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From
£2,713
Per Month
2 Bedrooms, 2 Bathrooms, Sleeps 4
22 photos Details
Reviews (19) Make Enquiry
4 of 5 stars Reviewed 1 September 2009
HAd all you needed. Space was limited and you had to walk to the pools. Clean and great location. PArking left much to be desired. But in Key West you take what you get!!
5 of 5 stars Reviewed 13 July 2009
Good times, great location! I'll be back!
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From
£125
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
15 photos Details
Reviews (19) Make Enquiry
5 of 5 stars Reviewed 10 February 2014
Great location. Easy access to beach and Duvall Street. Comfortable living quarters.
5 of 5 stars Reviewed 31 January 2014
Nice two bed room apt full kitchen well stocked with disfwasher.only one bath not a problem for us. Key West rentals very accommodating easy to deal with.
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From
£156
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
23 photos Details
Reviews (15) Make Enquiry
5 of 5 stars Reviewed 1 July 2014
Our first visit to the Keys celebrating our 28th anniversary with our adult children, (3 couples) this historic cottage slept all 6 of us very comfortably; in fact, the most...
5 of 5 stars Reviewed 4 February 2014
We have stayed at this property on previous visits to Key West- it is a great location- close to everything and has plenty of space. Easy to cook at home if you don't want to go...
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From
£71
Per Night
Studio, 1 Bathroom, Sleeps 2
7 photos Details
Reviews (1) Make Enquiry
4 of 5 stars Reviewed 29 July 2014
This rental was almost exactly how I imagined it to be when I booked it. It was small, yet quiet with an adjacent pool that was large enough for my float and warm enough for me...
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From
£89
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
15 photos Details
Reviews (23) Make Enquiry
2 of 5 stars Reviewed 26 May 2014
Overall this unit is tired and poorly repaired (This building has several units ) Has window A/C units that are very loud and cool poorly , ( Helps cover the street noise ) If...
5 of 5 stars Reviewed 20 April 2014
I had been to the Keys several times previously, and found the Jasmine Suite to be the perfect place to stay. My wife and I spent four (4) days at the Jasmine Suite, and could...
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From
£107
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
19 photos Details
Reviews (10) Make Enquiry
5 of 5 stars Reviewed 13 February 2014
We stay at the Palm Isle on White Street every year, and love it! It's perfectly close to everything in Old Town Key West, as well as the beaches. You can walk most places, but...
4 of 5 stars Reviewed 3 January 2014
Plenty of space for 2 people. Clean and well maintained. Bed was a little soft for me. It is on White St. and while not a busy street by city standards, it is one of the main...
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From
£113
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
18 photos Details
Reviews (26) Make Enquiry
5 of 5 stars Reviewed 4 August 2014
Such a cute place! We will definitely stay there again. Very clean! Kind of wish it was closer to the middle of Duval, however it was still close enough for us to walk...
4 of 5 stars Reviewed 1 May 2014
House was always clean. Great location and great amenities! Highly recommended!
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From
£107
Per Night
Studio, 1 Bathroom, Sleeps 2
10 photos Details
Reviews (4) Make Enquiry
5 of 5 stars Reviewed 30 June 2014
The unit was clean and in a great location. Maintenance was attentive and cleaning staff also. The only trouble we had was virtually ever night some giant vehicle was running...
5 of 5 stars Reviewed 4 April 2014
The place we stayed at was small inside, but big on the outside space. The courtyard was beautiful and added another dimension to the space. Like a living room in the tropics!
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From
£107
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
13 photos Details
Reviews (2) Make Enquiry
5 of 5 stars Reviewed 31 July 2014
The Flamingo Hideaway is a ground floor unit in a small condo complex of renovated, period buildings. This unit is tucked away from the street and right next to the shared pool...
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From
£721
Per Week
2 Bedrooms, 1 Bathroom, Sleeps 4
14 photos Details
Reviews (2) Make Enquiry
4 of 5 stars Reviewed 15 January 2014
Love Key West and staying at the Shipyard condominiums put us right with in walking distance to every thing we love to do. We have been to Key West four times in four years and...
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From
£162
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
20 photos Details
Reviews (20) Make Enquiry
5 of 5 stars Reviewed 16 May 2014
We loved the Duval Square Penthouse. It was very clean and spacious. We received fresh linens everyday and the staff was delightful. The pool was nice and had a nice shaded area...
5 of 5 stars Reviewed 7 January 2014
This condominium was on Duval - the main drag - but quiet once we were in it. It had a pool, hot tub and everything we needed. The beds were comfortable. Would stay there again.
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From
£107
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
9 photos Details
Reviews (27) Make Enquiry
5 of 5 stars Reviewed 1 May 2014
My husband and I spent 10 nights at Heron Hideaway in celebration of our 20th anniversary. Every thing that we needed was provided in this very clean and ideally located home...
5 of 5 stars Reviewed 14 April 2014
It was more than enough room for 2 people, we enjoyed the convenience of the full kitchen & clothes washer & dryer. The back deck, pool, & back yard with grill we put to good...
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From
£151
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
5 photos Details
Reviews (2) Make Enquiry
5 of 5 stars Reviewed 22 March 2014
A great condo. All the amenities. Covered parking, close to the pool. Easy access to downtown, either by car or taxi. Wonderful communication with the owner. First time for 4 of...
5 of 5 stars Reviewed 23 January 2014
The condo was fantastic. I was clean convenient and would recommend to anyone. This was exactly as described.
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From
£83
Per Night
Studio, 1 Bathroom, Sleeps 4
14 photos Details
Reviews (2) Make Enquiry
5 of 5 stars Reviewed 5 August 2014
The room was a nice size for two friends. It was not fancy, but clean and well equipped. Another plus was the front porch where we sat and people watched while having coffee or a...
4 of 5 stars Reviewed 25 July 2014
The Egret Studio is very close to the Southernmost Point and next door to a Cuban cafe, so I had coffee there every morning. The studio is very clean, well appointed and we were...
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From
£246
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
20 photos Details
Reviews (1) Make Enquiry
5 of 5 stars Reviewed 29 July 2014
This house was awesome! Good location and very appropriate for what we used it for (bachelor party). Very nice Pool and outdoor area at a great price. The lease management...
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From
£150
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
9 photos Details
Reviews (8) Make Enquiry
5 of 5 stars Reviewed 4 July 2009
My husband and I stayed here with my parents and had a really wonderful time. The house was adorable, clean and had everything we needed. It was close to all the action on Duval...
5 of 5 stars Reviewed 2 July 2009
Great location off the upper section of Duval. Close enough to walk to everything but far enough to be quiet. Perfect size for 2 or 4 people. Clean and comfortable. Would...
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From
£107
Per Night
Studio, 1 Bathroom, Sleeps 2
13 photos Details
Reviews (35) Make Enquiry
5 of 5 stars Reviewed 16 May 2014
Heaven in the middle of Key West. Beautifully decorated, clean, perfect pool & hot tub, Amazing! Staff is very attentive and replenishes towels, changes garbage, maintains the...
5 of 5 stars Reviewed 31 March 2014
We stayed with our yorkie, love love it. Very clean (although the bed was a bit uncomfortable) very clean staff was very friendly and helpful.five stars in our book we will stay...
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From
£138
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
9 photos Details
Reviews (6) Make Enquiry
2 of 5 stars Reviewed 16 July 2014
We had a family of five stay in the Grand Bahama Suite July 6-9. Three days before our vacation we received an email that there would be construction going on and there was a...
3 of 5 stars Reviewed 26 January 2014
The Bahama House location was ideal for the race start, and the amount of space for our family of 3 adults was perfect as well. Loved having the kitchen and 2 bathrooms. The noise...
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From
£137
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
13 photos Details
Reviews (5) Make Enquiry
4 of 5 stars Reviewed 10 July 2014
Nice little cottage with private patio, located adjacent to the pool. Cottage was clean and well maintained, and had a full kitchen with all the amenities. It was walking...
5 of 5 stars Reviewed 22 December 2012
Kevin, Shelby, and all the folks at KW Hideaways, I wanted to take a moment to thank you all for a wonderful experience! You and your team worked hard to ensure everything...
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From
£162
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
17 photos Details
Reviews (10) Make Enquiry
5 of 5 stars Reviewed 24 June 2014
Had a great time staying in this condo with 4 of my besties! We enjoyed having plenty of space...upstairs and downstairs, 2.5 baths...great for 5 women! The location of the...
5 of 5 stars Reviewed 16 April 2014
This is a fantastic complex and is managed/owned by Rick who will go out of his way to make you happy. He picked us from the airport, fishing and back in his Escalade at no...
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From
£228
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
Reviews (8) Make Enquiry
5 of 5 stars Reviewed 20 May 2014
This property is in a fabulous location right in the heart of old Key West and walking distance to everything, we didn't use the car for the six days we were here. Loved the...
4 of 5 stars Reviewed 16 January 2014
Helen's hideaway is a great get away. The location is great - close to Duval (yet not too close) and many great restaurants. Loved the layout of the main place and the cottage...
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From
£107
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
13 photos Details
Reviews (46) Make Enquiry
5 of 5 stars Reviewed 21 August 2014
We stayed here for a week in August '14. Our friends stayed at the Southernmost Hotel and spent almost $1000 more than us for a double queen room. The place is very nice. Clean...
5 of 5 stars Reviewed 28 July 2014
My boyfriend and I both work for a luxury hotel company (he's a chef, I'm a trainer). I travel for work almost every week these days and so I live in hotels. We didn't want to...
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From
£192
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
15 photos Details
Reviews (7) Make Enquiry
5 of 5 stars Reviewed 24 April 2014
The amelia House was perfect! House was so comfortable. Very clean and well taken care of. The rooms were spacious and roomy. Beds were so comfortable and big. Loved the...
5 of 5 stars Reviewed 12 March 2014
We had a great time in Key West. Amelia house with three bedrooms was perfect for us. It was at the quiet end of Duval St. So we were close to Southernmost Beach and the Café...
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From
£156
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 7
23 photos Details
Reviews (16) Make Enquiry
5 of 5 stars Reviewed 19 August 2014
Traveling with a group of six people, we found Casa Bonita to be the perfect location for our stay in Key West. The property is gorgeous and incredibly well taken care of; and...
5 of 5 stars Reviewed 5 August 2014
We stayed at Casa Bonita for four nights and had a blast! The house is located just off Duval in the perfect location. A quick walk to the bars but not so close that tons of...
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From
£180
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
17 photos Details
Reviews (17) Make Enquiry
4 of 5 stars Reviewed 17 August 2014
We had a great time in Key West at Lennon's Lodge. My family of four and our golden-doodle stayed here for 3 nights. The property was well maintained and clean. The living room...
5 of 5 stars Reviewed 13 January 2014
It was very nice. Had a great time .Just didn't like we couldn't use both pools because of there being dogs that were always barking and bite my son.
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From
£137
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 6
Bookings
10 photos Details
Reviews (3) Make Enquiry
5 of 5 stars Reviewed 12 July 2014
My friend and I stayed at the Bonaire Suite and it was perfect! Cute bungalow style with plenty of room and amenities. So close to Duval, but you couldn't hear the roar, which...
5 of 5 stars Reviewed 12 June 2014
Perfect location! Half block from Duval street. Very cozy and well equipped and lovely pool area. I highly recommend this place.
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Suitability

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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.