Vacation homes in Key West - Casamundo base64Hash Vacation homes in Key West - Casamundo

Vacation homes in Key West

Anytime
Guests
Anytime
Guests
390 accommodations available

  • Price per night

    • Up to €100
    • €100 - €199
    • From €200

  • Accommodation types

    • House
    • Apartment
    • Houseboat

  • Distance to center

    • 1 mi
    • 2 mi
    • 3 mi

  • Rating

    • 4.5+
    • 4+

  • Popular amenities

    • Pool
    • WiFi
    • Air conditioning
    • Parking
    • Kitchen
    • Balcony/patio
    • TV
    • Washing machine
    • Dishwasher
    • Microwave
    • Hot tub
    • Garden
    • Cot
    • Sauna

  • Other Services

    • Pet-friendly
    • No smoking
    • No pets
    • Smoking allowed
    • Wheelchair access

  • Activities

    • Grill
    • Fishing

Top 15 most Recommended Vacation Rentals in Key West

Discover your ideal Key West vacation rental with real-time comparisons of 390 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

We use AI to generate the short summary in each offer below – check the full description before booking.
House Key West
278 m² house ∙ 4 guests ∙ 2 bedrooms

Big house with pool | Close to Mallory Square | Pool view

Key West, Monroe County, Florida, United States
This delightful Key West house rental accommodates up to 4 guests and features a refreshing pool, a well-equipped kitchen, a spacious balcony, and convenient parking. Boo...
from €165
per night
Excellent(2 ratings)
from €165
per night
Check prices
House Key West
60 m² house ∙ 4 guests ∙ 2 bedrooms

Fully equipped beautiful house with pool & barbecue | Close to Southernmost Point | Pool view

Key West, Monroe County, Florida, United States
Enjoy a lovely house rental in Key West that accommodates up to 4 guests, featuring a refreshing pool, a fully-equipped kitchen, and convenient parking for a perfect geta...
from €132
per night
Excellent(4 ratings)
from €132
per night
Check prices
House Key West
72 m² house ∙ 4 guests ∙ 2 bedrooms

Fully equipped lovely house with BBQ, pool & terrace | Close to Key West Tropical Forest & Botanical Garden | Pool view

Key West, Monroe County, Florida, United States
This inviting house rental in Stock Island features a refreshing pool, ample parking, and a fully equipped kitchen, perfect for a memorable getaway with family or friends...
from €118
per night
Very good(3 ratings)
from €118
per night
Check prices
House Key West
72 m² house ∙ 4 guests ∙ 2 bedrooms

Fully equipped nice holiday home with pool | Close to Key West Tropical Forest & Botanical Garden | Pool view | Perfect for remote work | Pets allowed

Key West, Monroe County, Florida, United States
This delightful house rental in Stock Island features a refreshing pool, a fully equipped kitchen, and a relaxing balcony, perfect for a getaway with friends or family. I...
from €143
per night
Excellent(2 ratings)
from €143
per night
Check prices
House Key West
65 m² house ∙ 4 guests ∙ 2 bedrooms

Holiday home with terrace & barbecue | Next to Southernmost Point

Key West, Monroe County, Florida, United States
Experience the perfect getaway in Bahama Village with this delightful house rental featuring a fully equipped kitchen, a spacious balcony, and convenient parking for up t...
from €130
per night
from €130
per night
Check prices
House Key West
66 m² house ∙ 2 guests ∙ 1 bedroom

Fully equipped holiday home with pool & terrace | Next to Southernmost Point | Pool view | Pets allowed

Key West, Monroe County, Florida, United States
Experience a delightful getaway in Key West with this inviting house rental featuring a refreshing pool, a fully equipped kitchen, and convenient parking, perfect for a r...
from €132
per night
Outstanding(1 rating)
from €132
per night
Check prices
House Key West
153 m² house ∙ 6 guests ∙ 3 bedrooms

House with pool, garden & BBQ | Near Key West Tropical Forest & Botanical Garden

Key West, Monroe County, Florida, United States
This inviting house rental on Stock Island accommodates up to 6 guests and features a refreshing pool, a spacious yard, a fully equipped kitchen, and convenient parking. ...
from €155
per night
Outstanding(4 ratings)
from €155
per night
Check prices
House Key West
71 m² house ∙ 4 guests ∙ 2 bedrooms

House with terrace | Near Mallory Square

Key West, Monroe County, Florida, United States
This delightful house rental in Key West accommodates four guests and features a fully equipped kitchen, convenient parking, and easy access to the beautiful beach. Book ...
from €183
per night
from €183
per night
Check prices
House Key West
78 m² house ∙ 4 guests ∙ 2 bedrooms

House with pool & garden | Next to Key West Tropical Forest & Botanical Garden | Pool view

Key West, Monroe County, Florida, United States
Ideal for a memorable getaway, this delightful Key West house rental accommodates up to 4 guests and features a refreshing pool and a fully equipped kitchen for all your ...
from €120
per night
Excellent(2 ratings)
from €120
per night
Check prices
Accommodation Key West
33 m² accommodation ∙ 2 guests

Letting with pool, garden & terrace | Next to Duval Street

Key West, Monroe County, Florida, United States
This delightful accommodation in Key West features a refreshing pool and a lovely yard, perfect for two guests seeking a relaxing getaway in a vibrant tropical paradise. ...
from €114
per night
Excellent(1010 ratings)
from €114
per night
Check prices
House Key West
153 m² house ∙ 8 guests ∙ 3 bedrooms

Fully equipped beautiful house with barbecue, pool & garden | Pool view | Dogs allowed

Key West, Monroe County, Florida, United States
This stunning Key West house rental accommodates up to 8 guests and features a refreshing pool, spacious yard, and a fully equipped kitchen, perfect for your next getaway...
from €246
per night
Outstanding(1 rating)
from €246
per night
Check prices
House Key West
71 m² house ∙ 4 guests ∙ 2 bedrooms

Holiday home with garden, terrace & pool | Sea view

Key West, Monroe County, Florida, United States
This delightful house rental in Key West accommodates up to 4 guests and features a refreshing pool, spacious yard, fully equipped kitchen, and convenient parking. Ideal ...
from €298
per night
Outstanding(1 rating)
from €298
per night
Check prices
Apartment Key West
56 m² apartment ∙ 4 guests ∙ 2 bedrooms

Fully equipped apartment with garden, pool & barbeque | Near Southernmost Point

Key West, Monroe County, Florida, United States
This delightful Key West apartment comfortably accommodates four guests and features a refreshing pool, a spacious yard, convenient parking, and a well-equipped kitchen f...
from €210
per night
from €210
per night
Check prices
House Key West
278 m² house ∙ 4 guests ∙ 2 bedrooms

Holiday home with pool | Close to Mallory Square | Pool view

Key West, Monroe County, Florida, United States
This delightful house rental in Key West offers a refreshing pool, convenient parking, and a fully equipped kitchen, perfect for up to four guests seeking a memorable get...
from €180
per night
from €180
per night
Check prices
House Key West
102 m² house ∙ 4 guests ∙ 2 bedrooms

Fully equipped holiday home with pool | Sea view | Close to the beach

Key West, Monroe County, Florida, United States
A stunning waterfront house rental in Key West awaits you, featuring a refreshing pool, a fully-equipped kitchen, and a balcony for breathtaking views. Perfect for a geta...
from €153
per night
from €153
per night
Check prices

Vacation rentals and apartments with air conditioning

Cool comfort in Key West: Choose a vacation rental with air conditioning - book your stay!

We use AI to generate the short summary in each offer below – check the full description before booking.
House Key West
from €221 per night
117 m² House ∙ 4 guests ∙ 2 bedrooms

Fully equipped wonderful house with terrace & pool | Near Southernmost Point | Beach view

Key West, Monroe County, Florida, United States
Air conditioning
Check prices
House Key West
from €213 per night
45 m² House ∙ 4 guests ∙ 1 bedroom

Holiday home with barbeque, garden & pool | Near Southernmost Point | Pool view

4.6
Excellent(18 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
Check prices
Apartment Key West
from €171 per night
117 m² Apartment ∙ 5 guests ∙ 2 bedrooms

Fully equipped pleasant holiday apartment with pool & barbeque | Near Mallory Square | Water view

5.0
Outstanding(15 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
Check prices
See all offers

Vacation Homes with Pools

Make a splash: Check out these Key West vacation rentals refreshing pools!

We use AI to generate the short summary in each offer below – check the full description before booking.
House Key West
from €314 per night
73 m² House ∙ 4 guests ∙ 2 bedrooms

Fully equipped pleasant holiday home with pool | Next to Key West Tropical Forest & Botanical Garden | Dogs allowed

Key West, Monroe County, Florida, United States
Pool
Check prices
House Key West
from €283 per night
86 m² House ∙ 6 guests ∙ 3 bedrooms

Fully equipped holiday home with pool, terrace & barbeque | Next to Duval Street | Pool view

Key West, Monroe County, Florida, United States
Pool
Check prices
House Key West
from €124 per night
74 m² House ∙ 5 guests ∙ 2 bedrooms

Holiday home with pool | Close to Key West Tropical Forest & Botanical Garden | Golf view

5.0
Outstanding(1 rating)
Key West, Monroe County, Florida, United States
Pool
Check prices
Show more offers

Frequently asked questions

What are the most popular accommodations in the area?

The most in-demand accommodations in Key West are apartment rental and bed and breakfast rental. With 390 offers in Key West, we always find the perfect accommodation for you.

How much does it cost to stay the night?

Prices start at just €114 per night. Most bed and breakfast rental in Key West are 26 m² and apartment rental are 52 m².

Do you offer pet-friendly apartment rental in Key West?

We have the perfect options for you and your furry companions. Apartment rental are the most pet-friendly accommodations in Key West with an average price of €1,241 per night.

Do you offer accommodations for traveling with a group?

For your vacation in Key West, we do offer accommodations for groups. The typical apartment rental has space for 8 guests.

Find the perfect accommodation to stay in Key West

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