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Key West

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500 AUD43,150 AUD
 

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Vacation Rentals in Key West, Florida Keys

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
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.

 
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Traveller Rating | Price / nt | Price / wk | Bedrooms | # of photos | # of reviews | Just Added
Florida, Florida Keys, Key West Holiday Rentals
Pelican Landing Florida Retreat
Slideshow
4 of 5 stars 7 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 8
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
257 AUD - 359 AUD
Week:
1,796 AUD - 2,514 AUD
Month:
5,131 AUD - 9,750 AUD
Minimum rental - 1 night
Check availability
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Florida, Florida Keys, Key West Holiday Rentals
205E La Brisa
Slideshow
4 of 5 stars 4 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Week:
1,616 AUD - 2,155 AUD
Month:
4,105 AUD - 6,226 AUD
Minimum rental - 1 week
Check availability
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Florida, Florida Keys, Key West Holiday Rentals
Pelican Landing Dominica Retreat
Slideshow
4 of 5 stars 10 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 8
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
257 AUD - 359 AUD
Week:
1,796 AUD - 2,514 AUD
Month:
5,131 AUD - 9,750 AUD
Minimum rental - 1 night
Check availability
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Also consider
Rare 2BR/2BA...
1,026,271 AUD / night
2 Bedrooms, sleeps 6
2 Bathrooms
Tropical Escape
174 AUD - 200 AUD / night
2 Bedrooms, sleeps 6
2 Bathrooms
Key West...
200 AUD - 277 AUD / night
1 Bedroom, sleeps 4
1 Bathroom
The New...
328 AUD - 411 AUD / night
3 Bedrooms, sleeps 5
2 Bathrooms
AWESOME...
334 AUD - 436 AUD / night
3 Bedrooms, sleeps 8
2 Bathrooms
Florida, Florida Keys, Key West Holiday Rentals
La Brisa  #403E Ocean Vista
Slideshow
4 of 5 stars 10 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
185 AUD - 380 AUD
Week:
1,221 AUD - 2,658 AUD
Minimum rental - 6 nights
Check availability
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Florida, Florida Keys, Key West Holiday Rentals
Vista Fresco
Slideshow
4.5 of 5 stars 18 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
216 AUD - 390 AUD
Week:
1,437 AUD - 2,730 AUD
Minimum rental - 6 nights
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Florida, Florida Keys, Key West Holiday Rentals
South St. Cottage
Slideshow
4 of 5 stars 3 reviews
  • Holiday Rental House
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Month:
6,671 AUD
Minimum rental - 60 nights
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Florida, Florida Keys, Key West Holiday Rentals
Esperanza Suite-MONTHLY RENTAL/Private Spa!
Slideshow
4.5 of 5 stars 4 reviews
  • Condo/Apartment
  • 1 Bedroom, sleeps 4
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Special offer details »
Night:
2,360 AUD
Month:
2,360 AUD - 4,105 AUD
Minimum rental - 4 weeks
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Florida, Florida Keys, Key West Holiday Rentals
Karibu Key West
Slideshow
4 of 5 stars 1 review
  • Holiday Rental House
  • 3 Bedrooms, sleeps 8
  • 3 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
395 AUD
Week:
2,771 AUD
Month:
6,671 AUD
Minimum rental - 30 nights
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Florida, Florida Keys, Key West Holiday Rentals
Poolside Suite-Sleeps 6, PRIVATE PARKING, Pool!
Slideshow
4 of 5 stars 8 reviews
  • Holiday Rental House
  • 2 Bedrooms, sleeps 6
  • 1 Bathroom
  • Professional
EMAIL AGENT
Special offer details »
Night:
234 AUD - 326 AUD
Minimum rental - 3 nights
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Florida, Florida Keys, Key West Holiday Rentals
Casa Manana 2 bedroom Cottage in Old Town Key West
Slideshow
4.5 of 5 stars 8 reviews
  • Holiday Rental House
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Month:
3,849 AUD - 7,184 AUD
Minimum rental - 30 nights
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Florida, Florida Keys, Key West Holiday Rentals
Namaste Key West, a tropical Conch cottage
Slideshow
4 of 5 stars 2 reviews
  • Holiday Rental House
  • 2 Bedrooms, sleeps 4
  • 1 Bathroom
  • Verified owner
EMAIL OWNER
Month:
2,258 AUD - 4,105 AUD
Minimum rental - 30 nights
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Florida, Florida Keys, Key West Holiday Rentals
Private Luxury in Casa Marina
Slideshow
4.5 of 5 stars 2 reviews
  • Holiday Rental House
  • 3 Bedrooms, sleeps 4
  • 4 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
411 AUD
Week:
1,232 AUD - 5,131 AUD
Month:
4,105 AUD - 8,210 AUD
Minimum rental - 2 weeks
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Florida, Florida Keys, Key West Holiday Rentals
Carpe Diem - A tropical escape
Slideshow
4.5 of 5 stars 4 reviews
  • Holiday Rental House
  • 2 Bedrooms, sleeps 4
  • 1 Bathroom
  • Verified owner
EMAIL OWNER
Month:
2,258 AUD - 4,618 AUD
Minimum rental - 20 nights
Check availability
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Florida, Florida Keys, Key West Holiday Rentals
Two  Bedroom Premiere Ocean-View C438
Slideshow
4 of 5 stars 1 review
  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
323 AUD - 452 AUD
Week:
1,796 AUD - 2,865 AUD
Month:
4,618 AUD - 7,697 AUD
Minimum rental - 3 nights
Check availability
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Florida, Florida Keys, Key West Holiday Rentals
Pelican Landing Eleuthera Retreat
Slideshow
4.5 of 5 stars 16 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 8
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
257 AUD - 359 AUD
Week:
1,796 AUD - 2,514 AUD
Month:
5,131 AUD - 9,750 AUD
Minimum rental - 1 night
Check availability
Show on map
Florida, Florida Keys, Key West Holiday Rentals
Eaton Manor
Slideshow
4.5 of 5 stars 5 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Week:
1,283 AUD - 1,796 AUD
Month:
3,335 AUD - 5,213 AUD
Minimum rental - 1 week
Check availability
Show on map

Key West Holiday Rental Advice

Key West Vacation Rentals
Posted by brodieDublin, 20 Jan 2012
www.historichideaways.com www.athomeinkeywest Or check holiday Rentals to the left! ... more
Is TravelFurnish.com a reputable agency?
Posted by jess j, 11 Feb 2012
... whole experience renting from a vacation rental by ... ... that people think renting a vacation rental by owner is like going to a hotel and it is not. When I checked in I was told that this condo does not operate like a hotel. The owners here are renting them out ... more
Posted by Julius C, 20 May 2012
... was trying to find a vacation rental through flipkey, and found this gorgeous apartment in Times Square area for 259/night, so I decided to ask for the availability. The owner/host Dave Jennings replied back with a gmail account (tripolot@gmail.com) and linked me to travelfurnish.com for ... more
Friends of Bill Wilson
Posted by Stephen H, 30 Apr 2012
Any friends of Bill Wilson renting Condo? We are 4 non-drinkers, non-smokers looking for vacation rental with 2 BR and 2 BA 8/11/2012 - 8/18/2012. Thanks & Peace! ... more
Chosing where to stay for 1 week, help!
Posted by bluewater, 30 Apr 2012
No all inclusives (except Little Palm Island). A resort or vacation rental? That's really up to you and what you like and don't like. It's best to stay with what you like. You can wander at will with a resort too. ... more
Absolutely Paradise, Vacation Rental Home Key West
Posted by TravelAgent026, 22 Mar 2012
Wonderful property...house is very nice...3 bedroom...2 1/2 baths...pool was ok...within walking distance of South beach and Duval St. Bone Island Vacation Rentals...very nice! ... more
Best area for a house rental?
Posted by SDT, 10 Mar 2012
... They will help you get what you want and assure the house has the needed license to be able to be rented short term. Compass Realty has many properties in Truman Annex. Historic Hideaways is another choice, but if you google "Key West Vacation Rentals" you will see several agencies ... more
Posted by Jeniz, 10 Mar 2012
... the ones in Key West vacation rental last night. They are beautiful but if you don't know Key West it is difficult. I understand that Lower Duval area is not really a "family" or quiet place and not to rent there from my readings. I just assumed that there ... more
Hotel that doesn't mind loud
Posted by bluewater, 7 Mar 2012
I don't think it's so much the hotels that mind, but the other guests. As someone who has a very loud vacation rental to them right now.... Maybe keep Happy Hour at the bar? ... more
Good article on potential rental scams frm Keysnews.
Posted by flattop, 16 Mar 2011
... islands: Increasingly, those who book vacation rentals listed ... ... Realty who specializes in the vacation-rental-heavy Truman Annex neighborhood of Key West, said he started to notice problems in October. Since then, he said, things have gotten significantly worse. "It started off with maybe one a month," Smith said, "and ... more