Vacation rentals with pools in Key West - HomeToGo base64Hash Vacation rentals with pools in Key West - HomeToGo

Vacation rentals with pools in Key West

Anytime
Guests
Anytime
Guests

  • Price per night

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

  • Accommodation types

    • Condo
    • Cabin
    • House

  • Distance to center

    • 1 km
    • 2 km
    • 5 km

  • Rating

    • 4.5+
    • 4+

  • Booking Options

    • Instant Booking

  • Services

    • Pool
    • Air conditioning
    • WiFi
    • Kitchen
    • Parking
    • Balcony/patio
    • TV
    • Washing machine
    • Microwave
    • Dishwasher
    • Hot tub
    • Yard
    • Fireplace
    • Crib
    • Sauna
    Show more

  • Accommodation type

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

  • Activities

    • Grill
    • Fishing

Vacation rentals with pools in Key West: Recommended rentals

Vacation rentals with pools in Key West: find your perfect rental from just $152 per night!

House Key West
Pool
House ∙ 4 guests ∙ 2 bedrooms

Fully equipped charming house with patio, barbecue & yard | Near Southernmost Point | City view | Suitable for remote work | Pets allowed

Key West, Monroe County, Florida, United States
from $269
per night
Outstanding(16 ratings)
from $269
per night
View deal
Villa Key West
Pool
Villa ∙ 8 guests ∙ 3 bedrooms

Nice villa with barbeque, private pool & yard | Close to Mallory Square | City view

Key West, Monroe County, Florida, United States
from $642
per night
Outstanding(174 ratings)
from $642
per night
View deal
House Key West
Pool
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped beautiful vacation home with grill, private pool & patio | Next to the beach | Pets allowed

Key West, Monroe County, Florida, United States
from $563
per night
Outstanding(144 ratings)
from $563
per night
View deal
House Key West
Pool
House ∙ 8 guests ∙ 3 bedrooms

Vacation home with heated pool, grill & patio | Next to Duval Street | City view

Key West, Monroe County, Florida, United States
from $373
per night
from $373
per night
View deal
House Key West
Pool
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with BBQ, garden & terrace

Key West, Monroe County, Florida, United States
from $629
per night
from $629
per night
View deal
House Key West
Pool
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with yard, private pool & jacuzzi | Near Mallory Square

Key West, Monroe County, Florida, United States
from $683
per night
Outstanding(93 ratings)
from $683
per night
View deal
House Key West
Pool
House ∙ 16 guests ∙ 6 bedrooms

Fully equipped vacation home with barbecue, garden & private pool | Near Duval Street | Nature view | Perfect for remote work | Pet-friendly

Key West, Monroe County, Florida, United States
from $521
per night
from $521
per night
View deal
House Key West
Pool
House ∙ 10 guests ∙ 5 bedrooms

Fully equipped vacation home with patio, BBQ & private pool | Pet-friendly

Key West, Monroe County, Florida, United States
from $336
per night
Outstanding(1 rating)
from $336
per night
View deal
House Key West
Pool
House ∙ 8 guests ∙ 4 bedrooms

House with terrace, BBQ & jacuzzi | Suitable for remote work

Key West, Monroe County, Florida, United States
from $259
per night
Outstanding(24 ratings)
from $259
per night
View deal
Condo Key West
Pool
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with grill & pool | Close to Southernmost Point

Key West, Monroe County, Florida, United States
from $164
per night
Outstanding
from $164
per night
View deal
House Key West
Pool
House ∙ 10 guests ∙ 5 bedrooms

Vacation home with patio, private pool & barbecue | Next to West Martello Tower | Nature view

Key West, Monroe County, Florida, United States
from $398
per night
Outstanding(3 ratings)
from $398
per night
View deal
House Key West
Pool
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped house with private pool, patio & barbecue | Next to the beach

Key West, Monroe County, Florida, United States
from $601
per night
Outstanding(94 ratings)
from $601
per night
View deal
House Key West
Pool
House ∙ 10 guests ∙ 5 bedrooms

Fully equipped house with grill, terrace & private pool | Close to West Martello Tower | Close to the beach

Key West, Monroe County, Florida, United States
from $361
per night
Excellent(10 ratings)
from $361
per night
View deal
Condo Key West
Pool
Condo ∙ 8 guests ∙ 3 bedrooms

Family-friendly big condo with sauna, hot tub & heated pool | Near West Martello Tower | Nature view | Close to the beach

Key West, Monroe County, Florida, United States
from $678
per night
Excellent(171 ratings)
from $678
per night
View deal
House Key West
Pool
House ∙ 12 guests ∙ 5 bedrooms

Fully equipped vacation home with private pool, patio & barbeque | Nature view | Dogs allowed

Key West, Monroe County, Florida, United States
from $831
per night
Outstanding(159 ratings)
from $831
per night
View deal
Show all 5,704 properties

Information about Vacation rentals with pools in Key West

💳 Highest rates in December
🥳 Busiest month June
🛏️ Popular home types House rental and Condo
🌡️ Hottest months August and July
❄️ Coldest months 65 °F in January and February
🌧️ Rainiest months 12 rainy days in September and August
1,931,694 reviews
Key West vacation rentals have an average rating of 4.5/5 on 1,931,694 reviews left by travelers.

Vacation rentals with pools in Key West: frequently asked questions

Vacation rentals with pools in Key West: What is the nightly price for a stay?

On average, you can get a great vacation rental for somewhere between $518 and $711 and find discounts up to 11%!

Vacation rentals with pools in Key West: can I find a vacation home suitable for a large group?

House rental in Key West usually fits 7 people.

Vacation rentals with pools in Key West: what kinds of vacation rentals can I book in Key West?

You can choose from 1,220 House rentals and 663 Condos in Key West right here on HomeToGo.

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