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Vacations by Zumper

Key West Cottage Rentals

Top-Rated Vacation Rentals in Key West, FL

Book a vacation rental in Key West that has the highest visitor rating. Here are 6 of the best vacation rentals in Key West.
Price drop
SEAPORT SANCTUARY ~ Come and Enjoy this Romantic & Lovely Couples Hideaway!
10

Excellent

·
Key West
·
1 br
·
Sleeps 4
·
Kitchen · Furnished · Outdoor Space ·
From
$168/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Furnished
Swimming Pool
Air Conditioning
Oven
Concierge Service
Wifi
Fitness Center
Storage
Other spaces
Kitchen
Caribbean Cottage- Duval St
10

Excellent

·
Key West
·
2 br
·
Sleeps 6
·
Fitness Center · Furnished · Pool ·
From
$752/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Fitness Center
Furnished
Pool
Concierge Service
Swimming Pool
Dishwasher
On Site Laundry
Private Pool
Other spaces
Kitchen
NEW 2023 LISTING! Newly renovated tropical oasis! POOL!
10

Excellent

·
Key West
·
2 br
·
Sleeps 4
·
Outdoor Space · Wifi · Furnished ·
From
$203/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Wifi
Furnished
Swimming Pool
Pool
Dishwasher
On Site Laundry
Beach
Wheelchair Accessible
Other spaces
Workspace, Kitchen
Ann Street Tranquility: A cozy and peaceful cottage
10

Excellent

·
Key West
·
1 br
·
Sleeps 2
·
Residents Lounge · Wifi · Fitness Center ·
From
$612/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Residents Lounge
Wifi
Fitness Center
Swimming Pool
Air Conditioning
Furnished
Oven
On Site Laundry
Other spaces
Kitchen
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Royal Poinciana Cottage
10

Excellent

·
Key West
·
1 br
·
Sleeps 2
·
Air Conditioning · Swimming Pool · Furnished ·
From
$349/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Air Conditioning
Swimming Pool
Furnished
On Site Laundry
Oven
Private Pool
Pool
Other spaces
Kitchen
Price drop
**DARLING OF DUVAL @ OLD TOWN** Estate Cottage + Spa + LAST KEY SERVICES…
10

Excellent

·
Key West
·
2 br
·
Sleeps 4
·
Dishwasher · Ceiling Fan · Kitchen ·
From
$1,126/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Dishwasher
Ceiling Fan
Wifi
On Site Laundry
Concierge Service
Pool
Wheelchair Accessible
Hot Tub
Other spaces
Kitchen, Workspace, Balcony

Budget-Friendly Vacation Rentals in Key West, FL

Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in Key West starting at $106. Use the price filter at the top of the page to search for more specific prices.
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Serene Cottage with balcony, kitchenette, outdoor furniture, & washer/dryer

No rating

·
Key West
·
1 br
·
Sleeps 4
·
Dishwasher · Kitchen · Oven ·
From
$106/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Dishwasher
Oven
Furnished
Concierge Service
On Site Laundry
Assigned Parking
Air Conditioning
Other spaces
Kitchen, Balcony
Price drop
A Stones Throw Away from Duval - Downtown -Caroline's Cottage KW
10

Excellent

·
Key West
·
2 br
·
Sleeps 4
·
In Unit Laundry · Swimming Pool · Wifi ·
From
$129/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
In Unit Laundry
Swimming Pool
Wifi
Air Conditioning
Oven
Hot Tub
Fitness Center
Beach
Other spaces
Kitchen, Workspace
Price drop
Colorful cottage w/shared pool, central AC, washer/dryer

No rating

·
Key West
·
1 br
·
Sleeps 2
·
Concierge Service · Air Conditioning · Assigned Parking ·
From
$140/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Concierge Service
Air Conditioning
Assigned Parking
On Site Laundry
Pool
Furnished
Swimming Pool
Dishwasher
Other spaces
Kitchen
Remodeled cozy retreat - Key West

No rating

·
Key West
·
1 br
·
Sleeps 2
·
Workspace · Kitchen · Furnished ·
From
$145/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Furnished
Wifi
Air Conditioning
On Site Laundry
Other spaces
Workspace, Kitchen
' A Lover's Nest in the Heart of Old Town Key West Florida!'

No rating

·
Key West
·
1 br
·
Sleeps 3
·
Furnished · Oven · On Site Laundry ·
From
$156/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Furnished
Oven
On Site Laundry
Wifi
Swimming Pool
Air Conditioning
Pool
Other spaces
Kitchen
PINEAPPLE COTTAGE ~ Adorable, Updated Cottage in Old Town with Heated Pool!
10

Excellent

·
Key West
·
1 br
·
Sleeps 4
·
Air Conditioning · Fitness Center · Pool ·
From
$159/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Air Conditioning
Fitness Center
Pool
On Site Laundry
Oven
Wifi
Concierge Service
Dishwasher
Other spaces
Kitchen
Expand your search criteria to see more vacation rentals near Key West.
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Updated: September 25, 2023