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Villas in Florida Keys and Holiday rentals - Holiday Lettings - Holiday Rentals Florida Keys

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1,220 Holiday homes

Marathon Shores holiday home rental

Marathon Shores house

4 bedrooms / 2 bathrooms / sleeps 10

11

Responds fast! avg. 3 hours 53 minutes

from £400 / night

£2,800 - £3,130 / week

Holiday condo in Key Largo

Key Largo condo

2 bedrooms / 2 bathrooms / sleeps 7

“Fabulous Holiday” Appartment Moonbay B206 absaloutly fablous, clean and modern cannot fault it in any way Pool area very clean and tidy shall definatly be going back this time next year

14

from £166 / night

£1,163 / week

Marathon Shores holiday home rental

Marathon Shores house

2 bedrooms / 1 bathroom / sleeps 7

1

from £175 / night

£1,219 / week

Holiday apartment in Islamorada

Islamorada apartment

3 bedrooms / 2 bathrooms / sleeps 6

4

from £222 / night

£1,553 - £2,212 / week

Holiday yacht in Key West

Key West yacht

3 bedrooms / 3 bathrooms / sleeps 6

7

from £2,024 / night

£12,190 - £14,825 / week

Key Largo holiday home rental

Key Largo house

2 bedrooms / 2 bathrooms / sleeps 6

from £172 / night

£1,203 / week

Holiday home in Sugarloaf

Sugarloaf house

5 bedrooms / 3 bathrooms / sleeps 9

from £266 / night

£1,858 / week

Holiday home with golf nearby in Marathon

Marathon house

4 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 3 hours 53 minutes

from £424 / night

£2,965 - £3,788 / week

Apartment rental in Tavernier

Tavernier apartment

1 bedroom / 1 bathroom / sleeps 4

from £209 / night

£1,456 - £3,614 / week

Holiday apartment in Tavernier

Tavernier apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 52 minutes

from £381 / night

£2,659 / week

Holiday apartment in Tavernier

Tavernier apartment

1 bedroom / 1 bathroom / sleeps 4

from £184 / night

£1,284 - £3,150 / week

Tavernier holiday apartment rental

Tavernier apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 42 minutes

from £225 / night

£1,569 - £4,054 / week

Holiday apartment in Tavernier

Tavernier apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 17 minutes

from £225 / night

£1,569 - £4,054 / week

Tavernier holiday apartment let

Tavernier apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 42 minutes

from £208 / night

£1,452 - £3,605 / week

Holiday apartment rental

Tavernier apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 43 minutes

from £209 / night

£1,455 - £3,613 / week

Tavernier holiday apartment rental

Tavernier apartment

2 bedrooms / 2 bathrooms / sleeps 6

from £198 / night

£1,387 - £3,559 / week

Holiday apartment in Tavernier

Tavernier apartment

1 bedroom / 1 bathroom / sleeps 4

from £371 / night

£2,598 / week

Holiday apartment in Tavernier

Tavernier apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 37 minutes

from £225 / night

£1,572 - £4,063 / week

Holiday home in Key Largo

Key Largo house

2 bedrooms / 2 bathrooms / sleeps 6

“Awesome vacation week.” My family and I had a great vacation in the keys. This house was clean and in a great location. The neighborhood has a great family beach and the house is well equipped with cooking utensils and games for kids and adults. We look forward to booking again next year.

85

from £62 / night

£429 / week

Holiday apartment in Marathon

Marathon apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Just as advertised” We stayed during New Years week and had a fabulous time. The condo was exactly as advertised and was perfectly clean. The beds were comfortable and the kitchen was well stocked with most equipment you would need to cook most meals. The area was quiet and the beach was great for shelling. The pool area was great with lounges and chairs all around and the water was warm. We had a great time and would recommend this condo to friends. We would definitely come back again.

18

Responds fast! avg. 2 hours 22 minutes

from £195 / night

£1,360 - £2,160 / week

Home rental in Tavernier with shared pool

Tavernier house

2 bedrooms / 2 bathrooms / sleeps 6

from £120 / night

£836 / week

Islamorada holiday home rental

Islamorada house

4 bedrooms / 4 bathrooms / sleeps 10

“Our month of rest and fun!” My husband and I stayed here for the month of January 2012. Weather was great, in fact, perfect. This house was very comfortable, and just a great place to rest. The pool was awesome! This house does need some updating and the pond was in bad shape. We did try to keep the debris off the beach area, but because of location and winds, it was useless. That was very close to the water, we still had clean area to lounge in adirondack chairs. The grounds are beautiful and you are just across the road from bike paths, which we biked many times. The people at Freewheeler were very nice and helpful in any situation. We had a wonderful, restffull, peaceful and fun time at this home! Thank you!

13

from £1,007 / night

£6,578 - £7,987 / week

Holiday home in Islamorada

Islamorada house

3 bedrooms / 3 bathrooms / sleeps 8

2

from £1,412 / night

£6,589 / week

Marathon Shores holiday home rental

Marathon Shores house

2 bedrooms / 2 bathrooms / sleeps 8

2

Responds fast! avg. 2 hours 59 minutes

from £212 / night

£1,483 / week

Holiday townhouse in Tavernier

Tavernier townhouse

3 bedrooms / 4 bathrooms / sleeps 6

6

Responds fast! avg. 1 hour 37 minutes

from £278 / night

£1,977 / week

Holiday home in Layton

Layton house

2 bedrooms / 1 bathroom / sleeps 6

from £394 / night

£2,756 / week

Apartment rental in Islamorada

Islamorada apartment

2 bedrooms / 2 bathrooms / sleeps 4

from £141 / night

£940 - £1,457 / week

Holiday home in Marathon

Marathon house

2 bedrooms / 2 bathrooms / sleeps 6

3

from £236 / night

£1,648 / week

Townhouse rental in Key Largo

Key Largo townhouse

4 bedrooms / 4 bathrooms / sleeps 10

4

from £377 / night

£2,636 / week

Duck Key holiday home rental

Duck Key house

1 bedroom / 1 bathroom / sleeps 4

from £122 / night

£849 / week

Holiday condo in Marathon

Marathon condo

3 bedrooms / 2 bathrooms / sleeps 6

1

from £165 / night

£940 - £1,241 / week

Holiday home in Marathon

Marathon house

4 bedrooms / 3 bathrooms / sleeps 12

1

from £269 / night

£1,694 - £2,076 / week

Key West holiday townhouse rental

Key West townhouse

2 bedrooms / 3 bathrooms / sleeps 6

1

from £470 / night

£4,707 / week

Holiday condo in Key West

Key West condo

2 bedrooms / 2 bathrooms / sleeps 6

4

Responds fast! avg. 1 hour 47 minutes

from £282 / night

£1,864 - £2,353 / week

Holiday apartment in Islamorada

Islamorada apartment

1 bedroom / 1 bathroom / sleeps 4

3

Responds fast! avg. 1 hour 49 minutes

from £165 / night

£1,153 / week

Holiday home with swimming pool in Key West

Key West house

3 bedrooms / 2 bathrooms / sleeps 8

“She's a great old ship!!!” A little grungy getting to her, just the neighborhood is a little blue collar. But once at the Marina it's a whole different world. Nice clean and well kept marina and this old girl is just great. We loved the view from the master bedroom and even watched the fireworks on the 4th of July from the bridge. The cleaning staff where really nice and all went extremely well. If your looking for a unique place to stay I can't think of anything better than the MV Coconuts.

19

from £136 / night

£949 / week

Islamorada holiday home rental

Islamorada house

4 bedrooms / 3 bathrooms / sleeps 8

“A Week in a Tropical Paradise.” We had a fantastic time. Incredible home on the water with boat dock. Plenty of room and privacy. Accommodations were five star. We highly recommend it.

5

from £269 / night

£1,880 - £2,584 / week

Apartment rental in Key West with swimming pool

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 5

“Our trip was perfect!” My Family and I stayed at this condo from 11/21 - 11/28 and could not have been happier with our stay. The owners were very friendly and very accommodating, the price and location were exactly what we had in mind and we were extremely pleased with everything. The condo was very well stocked and clean, the beds were spacious, comfortable and clean and having two full bathrooms was a major bonus. I will definitely consider this property next time I am booking a Key West vacation for my family!

88

from £203 / night

£1,413 - £2,728 / week

Holiday home rental

Long Key house

3 bedrooms / 3 bathrooms / sleeps 8

from £269 / night

£1,880 - £2,584 / week

Holiday apartment rental

Key Largo apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Amazing Vacation!!!” This was our first time visiting the keys and we had such a good time. I'm not sure if it was beginners luck on choosing this condo but we honestly could have not imagined better. We had four total in our party as we went with my wife's parents. This vacation appealed to both of our age groups. The condo was very colorful and fun with it's decorations. The appliances were all top of the line and worked beautifully. We enjoyed the pool and other amenities the resort had to offer as well. There are plenty of local restraints with great reviews within just a few miles, as well as a grocery store if your the cook/grill it yourselfers. We had a blast snorkeling the reef and seeing the underwater Christ in the corals. Key west was only an he and a half drive and was fun as well. I would definatley recommend this condo to anybody looking to stay in the area. I don't currently have the pictures with me to download but please feel free to contact us if your interested. Happy Traveling

38

Responds fast! avg. 2 hours 16 minutes

from £188 / night

£1,219 / week

Viewing 40 of 1,220
rentals in Florida Keys

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Florida Keys holidays

Florida Keys, FL, including the islands of Key West, Key Largo, Islamorada, Marathon Key and Big Pine Key offers the perfect mix of family beach fun and peaceful holiday relaxation. Spend your days strolling one of the many boardwalks, or swim, snorkel, and kayak in the pristine Gulf. After a long day, retreat back to your holiday rental home at night, escape the crowds, and watch the sunset across the Gulf from your personal porch or deck. With your own private tennis court and pool, luxuries that many rentals offer, you can have a great time without even leaving your holiday home.

Wake up to the sound of waves rolling in and the scent of the salty ocean air, then walk just minutes to the beach for great boardwalk shopping, dining, and entertainment. Truly escape the winter chill by heading to the southernmost point in the United States, Key West, Florida. Take U.S. Highway 1, known to locals as "The Overseas Highway" to get there, and enjoy the breath-taking natural beauty of the ocean scenery and wilderness that borders the road.

Here are a few additional suggestions for your trip to the Florida Keys:

  • Visit the Key West Butterfly & Nature Conservatory: Key West is home to a magnificent array of butterflies from South America, Africa, and Southeast Asia. This Conservatory emphasises the importance of wildlife preservation, offering group tours, unique films, and resident rainforest birds guaranteed to ignight your love for wildlife.
  • Swim with the dolphins: Key West is known for its dolphin friendly environment and facilities that offer guests the opportunity to swim and play with these amazing animals.
  • Explore The Harry S. Truman Little White House: Established in 1890 as a command centre during the Spanish American War, this house was later used as a means of escape during the Cold War. For years, presidents relaxed and restored body and mind here while dealing with war threats. The site is now a living history museum.
  • Sleep under the stars: Spend a night under the legendary stars of Key West. Florida Keys campgrounds are plentiful, and Florida Keys camping can also happen at sea. Charter a boat and drift off with the night sky above and the ocean below.
  • Take a sunset dinner cruise: Gourmet dinner cruises to Florida Keys' destinations are widely available. Nothing is more romantic than raising a glass on a luxury sailboat as the sun sets over the Atlantic.
  • Take a charter fishing trip: An experienced outfitter can provide the boat and equipment you need to pursue deep water species like marlin and swordfish.

Whether you're here for a Florida Keys honeymoon, a family reunion, or a holiday getaway with friends, you'll easily find a perfect holiday rental with all the amenities you need to relax in style. Stay in a charming beach condo close to the restaurants and nightlife or rent an elegant villa with a balcony and stunning views of the ocean. You may also want to make some time during your holiday to visit nearby destinations like Naples or Marco Island.

Top Destination reviews

Ocean View Penthouse
A fabulous apartment in a great location

This is a fabulous apartment in an excellent area with lovely views of the ocean. Joe is so friendly and helpful. Had a wonderful holiday here and would highly recommend to anyone staying in the Keys. … see more
OCEANFRONT CONDO WITH ALL AMMENITIES!
Condo Stay

Condo is in an excellent location, clean and all amenities needed for a stay. Kim the owner is super responsive. The view is perfect from the patio window. Its family friendly and also has a great pool too with a bar. We also went to the marina to fish and the beach is small but lots of space. You can snorkel too. The only let down for us, and it is not the condo and the owners, more the site Ocean Pointe itself, is the visible sight of plastic waste around the back of the complex, on the paths and down by the ocean. If they spent a day or so cleaning this up it would makes a massive difference. Also there are a tonne of stray cats that could be removed. Like we said, the condo and the owners are great and we had a great stay and wold stay again.see more
THE place to stay in the keys if you like peace and quiet!

Captain Rons Tropical Vacation Hideaway is only 30 miles to Key West, but worlds away from the crowds. The home is very clean and comfortable. Captain Ron made the whole process simple and painless. I would without hesitation stay here again and recommend this home to anyone looking to stay in the Keys! see more
Tropical Island Getaway-Keys
We've stayed here 4 times so far and have booked again for Spring 2017.

Great location, less than an hour away from Miami Airport. Shops and restaurants within walking distance and plenty more choice if you fancy travelling a little further. Great days out on the Keys or Everglades NP. The condo isn't fancy but it's clean and has everything you need and some extras. We love it!see more
THIS IS IT! Magnificent Oceanfront Paradise! WE ARE OPEN!!
A great view

Great flat. The photos of the balcony do not do it justice. Ideal situation for seeing the Keys. The apartment was comfortable and well equipped. … see more

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