Choose Key West Rentals for Restful and Relaxing Getaways

Planning a trip to Key West, Florida means that you’re well on your way to a sunny and tropical getaway from all of the stress of your life at home. Key West rentals offer economical and convenient ways to take in all that this beautiful island has to offer, with easy access to both the beach and busy nightlife.

Key West Rentals Offer Easy Beach Access


No matter what you plan on doing during your stay, Key West vacation rentals can be found on the beach if you want to be able to simply wake up in the morning and walk directly out to the ocean. You may also find one of the Key West condo rentals on a private beach area so that you and your family can enjoy your stay away from the crowds.

Find Key West Vacation Rentals near Several Attractions and Activities


You should plan on several activities while staying at one of the Key West rentals, as you’ll have one less thing to worry about before heading out for a day on the town. Snorkeling, chartering a deep-sea fishing boat and even shopping for local novelties are some of the most common activities before retiring to one of the Key West vacation rentals.

Stay for a Season at Key West Condo Rentals


If you’re planning on staying with a group, Key West condo rentals offer ideal solutions for several bedrooms and accommodations very near each other. Key West rentals can also typically be reserved for long-term stays if you want to get away from chilly winter weather for a season!

This island is known for its relaxed lifestyle, beauty and catering activities to tourists. There’s no doubt that you and your family will feel welcome at any of the Key West vacation rentals, and well-rested upon your return home. You’ll also like the convenient amenities of Key West condo rentals for entertaining your newfound friends you’re sure to meet in this tropical oasis! Search today!

Expand your search for Florida vacation rentals to include Miami vacation rentals and Ft. Lauderdale rentals in South Florida, Destin vacation rentals and Siesta Key rentals on the Gulf Coast, or Orlando vacation home rentals near Disney.


Key West Vacation Rentals

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Key West By Beach & Duval Street Old Town

— Property 241481
Key West house rental - Street View to the House
5 Bedrooms, Sleeps 12,
House, 4 Bathrooms, downtown, near the ocean, accept credit card
Rates - per property (USD)
$750 - $1,000/night
$5,700 - $6,700/week
Accepts Online Payments
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Key West condo rental - Oceanfront balcony
3 Bedrooms, Sleeps 6,
Condo, 3 Bathrooms, downtown, waterfront, accept credit card
Rates - per property (USD)
$3,000 - $4,500/week
$9,000 - $13,500/month
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Key West condo rental - Ahhh - the pool (heated) with ocean in background
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, beach, waterfront, accept credit card
Rates - per property (USD)
$1,670 - $2,488/week
Calendar Updated Jul 3 2009

Property Review

What a beautiful place you have. It was just wonderful. Has EVERYTHING one could possibly need, quiet, fun, great shower. What more can I say. Thanks
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Island Spice

— Property 7013690h
Key West house rental
2 Bedrooms, Sleeps 6,
House, 2 Bathrooms, 1 Half Bath, children welcome, pets not allowed
Rates - per house (USD)
$990 - $3,190/week
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Key West condo rental - Living room & balcony at night
2 Bedrooms, Sleeps 8,
Condo, 2 Bathrooms, resort, waterfront, accept credit card
Rates - per property (USD)
$400 - $585/night
$2,350 - $3,850/week
Calendar Updated Jul 3 2009

Property Review

Beautiful,breathtaking,relaxing,everything good it was a beautiful place to stay.
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Duval Roost

— Property 20887h
Key West house rental
3 Bedrooms, Sleeps 6,
House, 3 Bathrooms, 1 Half Bath, pets not allowed, broadband access
Rates - per house (USD)
$390 - $700/night
$2,660 - $4,900/week
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Grinnell Getaway

— Property 76143h
Key West house rental
2 Bedrooms, Sleeps 4,
House, 1 Bathroom, 1 Half Bath, children welcome, pets not allowed
Rates - per house (USD)
$270 - $420/night
$1,820 - $2,940/week
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Louisa House

— Property 20885h
Key West house rental
4 Bedrooms, Sleeps 8,
House, 4 Bathrooms, pets, pets not allowed
Rates - per house (USD)
$470 - $800/night
$3,150 - $5,600/week
Calendar Updated Jul 3 2009

Property Review

This home is located less than 1 block off of Duval, approximately 3 blocks from the Southernmost Point. Immaculately cared for, accommodated three adult couples easily, fresh fruit on the trees...
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Whitehead House

— Property 20879h
Key West house rental
3 Bedrooms, Sleeps 6,
House, 2 Bathrooms, pets, heated pool
Rates - per house (USD)
$330 - $570/night
$2,240 - $3,990/week
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Key West condo rental - Overhead view of 1800 Atlantic pool & beach
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, beach, near the ocean, swimming pool
Rates - per property (USD)
$3,600 - $6,000/month
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Best Deal in Truman Annex - Cead Mile Failte

— Property 241645
Key West condo rental - Living Room with Flat Screen Plasma
2 Bedrooms, Sleeps 4,
Condo, 1 Bathroom, beach, downtown, accept credit card
Rates - per property (USD)
$1,100 - $1,750/week
$3,500 - $5,000/month
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Key West condo rental - Living Room open to the Dining area and Kitchen.
2 Bedrooms, Sleeps 5,
Condo, 1 Bathroom, beach, downtown, accept credit card
Rates - per property (USD)
$1,100 - $1,600/week
Calendar Updated Jul 2 2009

Property Review

The condo was great. Accurate description. Owner contacted us prior to our stay offering any info needed. Comfortable, clean, quiet. Great layout with 2 porches front and back. Pool was...
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Key West condo rental - Front view
2 Bedrooms, Sleeps 4,
Condo, 1 Bathroom, downtown, near the ocean, swimming pool
Rates - per property (USD)
$1,200 - $1,800/week
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Key West yacht rental - Aft Stateroom - Wildthing
2 Bedrooms, Sleeps 4,
Yacht, 2 Bathrooms, downtown, waterfront, accept credit card
Rates - per property (USD)
$295/night
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Waterfront Luxury in Old Town Key West

— Property 166032
Key West condo rental
1 Bedroom, Sleeps 5,
Condo, 1 Bathroom, resort, waterfront, accept credit card
Rates - per property (USD)
$275 - $370/night
$1,595 - $2,420/week
Calendar Updated Jul 2 2009

Property Review

Enjoyed the condo, very private deck with hot tub and a walk-up platform to see the sunset. Big bedroom with view of the water and cruise ships. Very large bathroom with huge shower and double...
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Duval Courtyard

— Property 40020h
Key West house rental
3 Bedrooms, Sleeps 6,
House, 2 Bathrooms, children welcome, pets not allowed
Rates - per house (USD)
$184 - $872/night
$1,228 - $3,958/week
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A Spa On Duval

— Property 40018h
Key West house rental
2 Bedrooms, Sleeps 6,
House, 2 Bathrooms, 1 Half Bath, children welcome, pets not allowed
Rates - per house (USD)
$142 - $457/night
$855 - $2,755/week
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Key West Ginger House

— Property 40063h
Key West house rental
2 Bedrooms, Sleeps 6,
House, 2 Bathrooms, children welcome, pets not allowed
Rates - per house (USD)
$128 - $413/night
$765 - $2,465/week
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Tropical Retreat 20%-50% Off Summer Rates!!!

— Property 207517
Key West house rental - Dining Room
4 Bedrooms, Sleeps 7,
House, 3 Bathrooms, downtown, accept credit card
Rates - per property (USD)
$4,500 - $7,500/month
Calendar Updated Jul 1 2009

Property Review

We loved the place, it was nicely furnished, very clean and a confortable house. We'ed rent again.
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Duval Square #15/16

— Property 20897h
Key West house rental
4 Bedrooms, Sleeps 8,
House, 4 Bathrooms, children welcome, pets not allowed
Rates - per house (USD)
$410 - $720/night
$2,730 - $5,040/week
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Duval Penthouse

— Property 7013691h
Key West house rental
3 Bedrooms, Sleeps 8,
House, 2 Bathrooms, 1 Half Bath, children welcome, pets not allowed
Rates - per house (USD)
$428 - $1,388/night
$2,812 - $9,062/week
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Galleon Resort Efficiency in Old Town

— Property 169027
Key West studio rental
Studio, Sleeps 2,
Studio, 1 Bathroom, resort, waterfront, accept credit card
Rates - per property (USD)
$160 - $220/night
$935 - $1,450/week
Calendar Updated Jul 1 2009

Property Review

great for everyone old or young. The kitchenette made it nice to have breakfast without rushing out for coffee all the comforts of home. Locartion is perfect for everything dinner sunset water...
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Isla Paraiso

— Property 88180h
Key West house rental
4 Bedrooms, Sleeps 6,
House, 3 Bathrooms, 1 Half Bath, children welcome, pets not allowed
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Winter Weeks in Truman Annex - Special

— Property 184913
Key West condo rental
2 Bedrooms, Sleeps 6,
Condo, 1 Bathroom, beach, town, swimming pool
Rates - per property (USD)
$150/night
$700/week
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Key West condo rental - Garden
2 Bedrooms, Sleeps 4,
Condo, 1 Bathroom, downtown, near the ocean, accept credit card
Rates - per property (USD)
$1,200 - $2,000/week
Calendar Updated Jun 30 2009

Property Review

I was quite nervous about renting a condo sight unseen as I had never done it before. As soon as I walked through the door I found my fears were definitely unfounded. When I was doing my research...
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(Quiet) House with Guest Cottage

— Property 232130
Key West house rental - Main House & Pool
3 Bedrooms, Sleeps 8,
House, 3 Bathrooms, 1 Half Bath, beach, near the ocean, accept credit card
Rates - per property (USD)
$5,500 - $9,900/month
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Beautiful Retreat in Key West Area

— Property 188664
Key West house rental
5 Bedrooms, Sleeps 12,
House, 3 Bathrooms, 1 Half Bath, beach, waterfront, accept credit card
Rates - per property (USD)
$3,500/week
Accepts Online Payments
Calendar Updated Jun 30 2009

Property Review

Our family, three sisters and their families, stayed here. The house is more than the pictures reveal. Plenty of room, clean, well maintained and the views are breath taking. Only minutes from...
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Key West condo rental - Living Space
1 Bedroom, Sleeps 4,
Condo, 1 Bathroom, beach, downtown, swimming pool
Rates - per property (USD)
$950 - $1,600/week
$2,600 - $5,400/month
Calendar Updated Jun 30 2009

Property Review

Have been to Key West ten times and this unit is in one of the best Old Town locations. Since we did not have a car we rented bikes for the eight days - the best way to get around KW, both day...
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Key West condo rental - Exterior View
2 Bedrooms, Sleeps 6,
Condo, 1 Bathroom, downtown, near the ocean, accept credit card
Rates - per property (USD)
$1,200 - $1,800/week
Accepts Online Payments
Calendar Updated Jul 1 2009

Property Review

This place really is the best port in the storm. My family of six stay at Hurricane for a weak and it was the best week of our life’s. This rental came with everything to make you feel at home....
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Duval Sea Turtle

— Property 40019h
Key West house rental
2 Bedrooms, Sleeps 6,
House, 2 Bathrooms, 1 Half Bath, children welcome, pets not allowed
Rates - per house (USD)
$135 - $435/night
$810 - $2,610/week