Key West Rentals By Owner
Find Key West Rentals By Owner and Other Vacation Rentals
9.5
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Pool -
Ocean View -
View -
Air Conditioner
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Pool
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Ocean View
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View
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Air Conditioner
- Key West
- ·
- Truman Annex
- 0.17 mi to center
10.0
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Parking -
Pool
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Ocean View
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Balcony/Terrace
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Parking
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Pool
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Ocean View
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Balcony/Terrace
10.0
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Parking
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Air Conditioner
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Internet
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Parking
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Air Conditioner
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Internet
- Key West
- ·
- Uptown - Upper Duval
- 0.10 mi to center
10.0
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Private Pool -
Oceanfront -
Breakfast -
Parking
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Private Pool
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Oceanfront
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Breakfast
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Parking
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Parking
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Balcony/Terrace
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Air Conditioner
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Internet
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Parking
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Balcony/Terrace
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Air Conditioner
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Internet
9.8
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Private Pool
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Parking
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Pool
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Ocean View
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Private Pool
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Parking
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Pool
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Ocean View
- Key West
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- Key West Historic District
- 0.08 mi to center
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Hot Tub -
Air Conditioner
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Internet
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Pet Friendly
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Hot Tub
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Air Conditioner
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Internet
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Pet Friendly
9.8
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Private Pool
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Hot Tub
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Parking
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Pool
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Private Pool
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Hot Tub
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Parking
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Pool
9.6
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Parking
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Pool
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Ocean View
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Balcony/Terrace
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Parking
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Pool
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Ocean View
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Balcony/Terrace
9.6
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Parking
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Pool
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Ocean View
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Balcony/Terrace
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Parking
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Pool
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Ocean View
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Balcony/Terrace
- Key West
- ·
- Historic Seaport
- 0.05 mi to center
9.6
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Private Pool
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Parking
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Pool
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Ocean View
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Private Pool
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Parking
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Pool
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Ocean View
- Key West
- ·
- Historic Seaport
- 0.13 mi to center
10.0
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Pool
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Balcony/Terrace
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Kitchen -
Air Conditioner
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Pool
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Balcony/Terrace
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Kitchen
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Air Conditioner
10.0
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Oceanfront
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Parking
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Pool
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Ocean View
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Oceanfront
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Parking
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Pool
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Ocean View
- Key West
- ·
- Bahama Village
- 0.07 mi to center
10.0
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Private Pool
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Parking
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Pool
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Ocean View
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Private Pool
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Parking
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Pool
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Ocean View
- Key West
- ·
- Bahama Village
- 0.08 mi to center
10.0
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Private Pool
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Parking
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Pool
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Ocean View
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Private Pool
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Parking
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Pool
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Ocean View
9.8
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Private Pool
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Hot Tub
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Parking
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Pool
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Private Pool
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Hot Tub
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Parking
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Pool
9.8
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Parking
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Pool
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Ocean View
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Balcony/Terrace
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Parking
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Pool
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Ocean View
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Balcony/Terrace
9.8
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Parking
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Pool
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Ocean View
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Balcony/Terrace
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Parking
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Pool
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Ocean View
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Balcony/Terrace
10.0
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Private Pool
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Hot Tub
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Parking
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Pool
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Private Pool
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Hot Tub
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Parking
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Pool
10.0
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Parking
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Ocean View
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Balcony/Terrace
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View
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Parking
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Ocean View
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Balcony/Terrace
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View
9.8
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Private Pool
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Parking
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Pool
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Ocean View
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Private Pool
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Parking
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Pool
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Ocean View
10.0
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Parking
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Pool
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Ocean View
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Balcony/Terrace
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Parking
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Pool
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Ocean View
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Balcony/Terrace
10.0
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Parking
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Pool
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Ocean View
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Balcony/Terrace
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Parking
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Pool
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Ocean View
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Balcony/Terrace
About Key West Vacation Rentals on Winter Park Villas
Discover more than 3336 vacation rentals in Key West that are perfect for your next trip. Whether you are traveling with a group, family, friends, or couples retreat in Key West, Winter Park Villas has all types of rental properties with top amenities, including indoor/outdoor/private swimming pools, Wi-Fi, hot tubs, self-catering, and more.
Winter Park Villas offers vacation rentals near Key West for all types of travelers, whether you are looking for a luxury home, villa, resort, condo, cabin, cottage, RV rental, or pet friendly accommodation in Key West. Winter Park Villas makes it easy to find and compare vacation rentals, matching you with rental properties from different vacation rental websites. By comparing these rental properties, Winter Park Villas helps you find the best deals in Key West. Luxury vacation rental prices start from US $116 per night and affordable condos in Key West start from US $116 per night.
Winter Park Villas offers a large selection of vacation rentals from top leading sites such as Booking.com, Airbnb, VRBO, Trip.com, RV Share, Outdoorsy, and many more providers. Filter your search dates and discover Key West vacation homes for your next trip.
Frequently Asked Questions About Key West Vacation Rentals
What are the top rated Vacation Rentals in Key West?
There are a lot of options in Key West. If you plan on staying in the Key West area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Key West:
- Everything Key West has to offer @ Mango Cottage
- FLEMING-O (Flamingo) Cottage is the perfect getaway
- ~Butterfly Cottage~ Enjoy a hot tub, gourmet kitchen, and 2 king ensuites.
- Decorators own Coastal Chic home
- HONEY~ Adult Only, 2nd Floor 1 King Bedroom Unit w/Community Pool!
- JULIE ~ Adult Only, 1st Floor King Bedroom w/Community Pool!
- Half block to Duval @ Mango Hideaway -studio apt
- SEA CONCH~ Amazing location with shared pool, deck, and parking!
- Old Town Retreat near Upper Duval St
- *CASA AMARILLA* Old Town Cottage & Pool + Last Key White Glove Service.
Which is the best family rental in Key West?
There are many large, family-friendly vacation homes available in Key West; however, here are the most popular family rentals listed on our site:
Can we get self-catering vacation rentals in Key West?
Yes, there are 3336 self-catering vacation homes in Key West that have hot tubs, swimming pools, & other amenities.
What are the best luxury vacation rentals near Key West?
There are more than 3336 luxury villas and vacation homes in or near Key West. Filter by price to compare find the most expensive places to stay on Winterparkvillas.
Can we bring our dog to our vacation rental in Key West?
Yes, there are 3336 pet friendly vacation homes and places to stays that are available in or near Key West that you may consider.
