Vacation Rentals in Key West, FL: Compare 10+ Sites & Save

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  5.  Key West

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1736 Best Vacation Rentals in Key West (Starting from $162)

Rooftop Penthouse
Rooftop Penthouse
House
Key West, FL, USA
0.0k from Key West center

Internet, Laundry, Security/Safety, Child Friendly

2 Bedrooms6 Guests
9.5

Superb

2 reviews

$661
Average price / night
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Key West Suites Hotel #201 on Duval
Key West Suites Hotel #201 on Duval
Apartment
Key West, FL, 33040, United States
0.0k from Key West center

AC, Extra Bed, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, TV

1 Bedroom6 Guests
9.2

Superb

19 reviews

$1750
Average price / night
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The Perch on Duval
The Perch on Duval
Apartment
Key West, FL, USA
0.0k from Key West center

Apartments, Cheap, Accommodations, Lodgings, Places to stay, Family

2 Bedrooms5 Guests
10.0

Exceptional

3 reviews

$575
Average price / night
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Key West Suites Hotel # 205
Key West Suites Hotel # 205
Apartment
Key West, FL, 33040, United States
0.0k from Key West center

AC, Extra Bed, Heater, Kitchen, Microwave, No Smoking, TV

1 Bedroom6 Guests
9.2

Superb

14 reviews

$2171
Average price / night
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Peak Of Duval
Peak Of Duval
House
Key West, FL, USA
0.0k from Key West center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms6 Guests
New to Booking
$421
Average price / night
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Key West Suites Hotel - Adam Scott Rote Suite
Key West Suites Hotel - Adam Scott Rote Suite
Apartment
Key West, FL, 33040, United States
0.0k from Key West center

AC, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, TV

1 Bedroom6 Guests
9.6

Exceptional

8 reviews

$1750
Average price / night
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New KAMP - Rooftop Penthouse
New KAMP - Rooftop Penthouse
Apartment
Key West, FL, USA
0.1k from Key West center

Apartments, Accommodations, Lodgings, Places to stay, Family

1 Bedroom6 Guests
New to Booking
$889
Average price / night
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Features.Key West Suites Hotel has an outdoor pool and fitness center
Features.Key West Suites Hotel has an outdoor pool and fitness center
Apartment
Key West, FL, 33040, United States
0.0k from Key West center

AC, Extra Bed, Heater, Internet, Kitchen, Microwave, No Smoking, TV

1 Bedroom6 Guests
9.8

Exceptional

16 reviews

$1750
Average price / night
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Villa Angelita by Last Key Realty
Villa Angelita by Last Key Realty
House
Key West, FL, USA
0.1k from Key West center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms7 Guests
10.0

Exceptional

1 reviews

$1547
Average price / night
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The Perch on Duval- Hip & Modern Duval Suite
The Perch on Duval- Hip & Modern Duval Suite
Apartment
Key West, FL, 33040, United States
0.1k from Key West center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms5 Guests
9.8

Exceptional

15 reviews

$772
Average price / night
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Casita Angelita by Last Key Realty
Casita Angelita by Last Key Realty
House
Key West, FL, USA
0.1k from Key West center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$329
Average price / night
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The Collins on Duval by Brightwild
The Collins on Duval by Brightwild
Apartment
505 Duval St Key West FL 33040 USA, Key West, FL, 33040, United States
0.1k from Key West center

Internet, Living Area

New to Booking
$1018
Average price / night
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Sweet Home Angelita by Last Key Realty
Sweet Home Angelita by Last Key Realty
House
Key West, FL, USA
0.1k from Key West center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

5 Bedrooms13 Guests
New to Booking
$3351
Average price / night
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Duval s Duet on Duval by Brightwild
Duval s Duet on Duval by Brightwild
Apartment
505 Duval St Key West FL 33040 USA, Key West, FL, 33040, United States
0.1k from Key West center

Internet, Living Area

New to Booking
$2399
Average price / night
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Soul of Duval by Last Key Realty
Soul of Duval by Last Key Realty
House
Key West, FL, USA
0.1k from Key West center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

2 Bedrooms4 Guests
9.7

Exceptional

3 reviews

$525
Average price / night
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Zen Villa - A Luxurious 3-bedroom Sanctuary with WiFi & a Pool in Old Key West
Zen Villa - A Luxurious 3-bedroom Sanctuary with WiFi & a Pool in Old Key West
Villa
Key West, FL, 33040, United States
0.1k from Key West center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms7 Guests
New to Booking
$1047
Average price / night
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The Collins on Duval
The Collins on Duval
Apartment
Key West, FL, USA
0.1k from Key West center

Apartments, Accommodations, Lodgings, Vacation rentals, Places to stay, Family, Beach rentals

1 Bedroom8 Guests
6.4

Good

6 reviews

$988
Average price / night
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Casa Mamisa - 2 bedroom home in Old Town
Casa Mamisa - 2 bedroom home in Old Town
House
Key West, FL, 33040, United States
0.1k from Key West center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
9.4

Superb

3 reviews

$162
Average price / night
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Duval Dream Loft on Duval
Duval Dream Loft on Duval
Apartment
Key West, FL, USA
0.1k from Key West center

Apartments, Accommodations, Lodgings, Vacation rentals, Places to stay, Family, Beach rentals

2 Bedrooms8 Guests
7.1

Good

27 reviews

$555
Average price / night
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Luxe Designer Oasis + Guest House steps off Duval
Luxe Designer Oasis + Guest House steps off Duval
House
Key West, FL, 33040, United States
0.1k from Key West center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Laundry, Living Area

6 Bedrooms12 Guests
10.0

Exceptional

2 reviews

$1050
Average price / night
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Americana Tropicale by Last Key Realty
Americana Tropicale by Last Key Realty
House
Key West, FL, USA
0.2k from Key West center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

4 Bedrooms10 Guests
New to Booking
$2020
Average price / night
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Southard Love: 2.5 Blocks to Duval, beach & historic seaport. 4 Beds, 3 Baths
Southard Love: 2.5 Blocks to Duval, beach & historic seaport. 4 Beds, 3 Baths
House
Key West, FL, 33040, United States
0.1k from Key West center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms7 Guests
New to Booking
$837
Average price / night
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**SWEET HOME ANGELITA @ OLD TOWN** Renovated Home Off Duval + LAST KEY SERVICES
**SWEET HOME ANGELITA @ OLD TOWN** Renovated Home Off Duval + LAST KEY SERVICES
House
Key West, FL, 33040, United States
0.1k from Key West center

AC, Balcony, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

5 Bedrooms13 Guests
10.0

Exceptional

34 reviews

$1425
Average price / night
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Coco Plum Inn
Coco Plum Inn
House
611 Whitehead Street, Key West, FL, 33040, United States
0.1k from Key West center

AC, Breakfast Included, Housekeeping, Internet, Microwave, Outdoor Space, Pool, TV

9.4

Superb

507 reviews

$381
Average price / night
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PINEAPPLE COTTAGE,  2BR/2BA-Pvt Pool,  1/2 block to Duval
PINEAPPLE COTTAGE, 2BR/2BA-Pvt Pool, 1/2 block to Duval
Cottage
Key West, FL, 33040, United States
0.1k from Key West center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
10.0

Exceptional

236 reviews

$998
Average price / night
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Down Island Digs - 2BR Cottage 1 Block off Duval Street Key West w/Private Pool
Down Island Digs - 2BR Cottage 1 Block off Duval Street Key West w/Private Pool
House
Key West, FL, 33040, United States
0.1k from Key West center

AC, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

1 Bedroom6 Guests
9.4

Superb

39 reviews

$809
Average price / night
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Key West Wabi Sabi - Authentic Downtown Cottage w Pool - Steps Off Duval
Key West Wabi Sabi - Authentic Downtown Cottage w Pool - Steps Off Duval
House
Key West, FL, 33040, United States
0.1k from Key West center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
9.2

Superb

53 reviews

$1196
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Key West.

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Frequently Asked Questions

You can explore 1736 verified vacation rentals in Key West. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Key West vary depending on the season, property size, and location. Rates typically start from around $162 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Key West include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Key West welcome pets. Currently, 28 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Key West often include amenities such as Internet, Fireplace/Heating, and Wellness Facilities. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.