Key West Monthly Rentals - HomeToGo base64Hash Key West Monthly Rentals - HomeToGo

Key West Monthly Rentals

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+

  • Bedrooms

    • Any
    • 1 bedroom
    • 2+ bedrooms

  • 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

Key West Monthly Rentals: Recommended rentals

Key West Monthly Rentals: find your perfect rental from just $125 per night!

House Key West
-9%
Oct 1 - Oct 29
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with hot tub, private pool & patio | Next to West Martello Tower | City view

Key West, Monroe County, Florida, United States
$454$414
per night
Outstanding(35 ratings)
$454$414
per night
View deal
Villa Key West
Aug 23 - Sep 20
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
$594
per night
Outstanding(174 ratings)
$594
per night
View deal
House Key West
Oct 15 - Nov 12
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
$616
per night
$616
per night
View deal
House Key West
-45%
Sep 1 - Sep 29
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with BBQ, garden & terrace

Key West, Monroe County, Florida, United States
$1,043$572
per night
$1,043$572
per night
View deal
House Key West
Apr 1 - Apr 29
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
$1,049
per night
$1,049
per night
View deal
House Key West
-51%
Aug 25 - Sep 22
House ∙ 10 guests ∙ 5 bedrooms

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

Key West, Monroe County, Florida, United States
$978$483
per night
Outstanding(1 rating)
$978$483
per night
View deal
Condo Key West
Jul 12 - Aug 9
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with grill & pool | Close to Southernmost Point

Key West, Monroe County, Florida, United States
$159
per night
Outstanding
$159
per night
View deal
House Key West
-66%
Jul 2 - Jul 30
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
$1,060$363
per night
Outstanding(3 ratings)
$1,060$363
per night
View deal
House Key West
Sep 1 - Sep 29
House ∙ 8 guests ∙ 4 bedrooms

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

Key West, Monroe County, Florida, United States
$543
per night
Outstanding(94 ratings)
$543
per night
View deal
House Key West
Jan 2 - Jan 30
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
$983
per night
Excellent(10 ratings)
$983
per night
View deal
Condo Key West
Feb 7 - Mar 7
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with patio, barbeque & hot tub | Close to West Martello Tower

Key West, Monroe County, Florida, United States
$1,133
per night
Outstanding(162 ratings)
$1,133
per night
View deal
House Key West
-9%
Jul 2 - Jul 30
House ∙ 8 guests ∙ 4 bedrooms

Family-oriented vacation home with barbeque, private pool & terrace | City view | Pets allowed

Key West, Monroe County, Florida, United States
$444$404
per night
Outstanding(16 ratings)
$444$404
per night
View deal
House Key West
Oct 15 - Nov 12
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with private pool, terrace & barbecue | City view

Key West, Monroe County, Florida, United States
$1,491
per night
Outstanding(226 ratings)
$1,491
per night
View deal
House Key West
Jan 1 - Jan 29
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with private pool, yard & jacuzzi | City view

Key West, Monroe County, Florida, United States
$500
per night
Excellent(16 ratings)
$500
per night
View deal
House Key West
Oct 15 - Nov 12
House ∙ 8 guests ∙ 3 bedrooms

Child-friendly vacation home with barbeque, heated pool & terrace | Nature view

Key West, Monroe County, Florida, United States
$568
per night
Outstanding(164 ratings)
$568
per night
View deal
Show all 5,704 properties

Popular amenities for Key West Monthly Rentals

Find the perfect home for your stay

Monthly Rentals with pools

Monthly Rentals with pools

Pet-Friendly Monthly Rentals

Pet-Friendly Monthly Rentals

Monthly Rentals with air conditioning

Monthly Rentals with air conditioning

Monthly Rentals with internet

Monthly Rentals with internet

Top-rated monthly rentals in Key West

Browse our top rated monthly rentals offers

House Key West
Jan 31 - Feb 28
-18%
$700
$576
per night
House ∙ 8 guests ∙ 3 bedrooms

Children-friendly charming house with terrace, barbeque & heated pool | Near Key West Tropical Forest & Botanical Garden | City view | Dogs allowed

4.8
Outstanding(256 ratings)
Key West, Monroe County, Florida, United States
View deal
House Key West
Jan 17 - Feb 14
-5%
$1,083
$1,033
per night
House ∙ 6 guests ∙ 2 bedrooms

Vacation home with garden, private pool & jacuzzi | City view

5.0
Outstanding(132 ratings)
Key West, Monroe County, Florida, United States
View deal
House Key West
Feb 1 - Mar 1
$888
per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with terrace, barbeque & hot tub | Nature view

4.9
Outstanding(88 ratings)
Key West, Monroe County, Florida, United States
View deal

Budget-friendly monthly rentals in Key West

Our top value vacation rentals for monthly rentals

House Key West
Jan 17 - Feb 14
$585
per night
House ∙ 7 guests ∙ 3 bedrooms

Vacation home with yard, private pool & terrace | City view

4.4
Very good(6 ratings)
Key West, Monroe County, Florida, United States
View deal
House Key West
Jan 1 - Jan 29
$598
per night
House ∙ 12 guests ∙ 3 bedrooms

Family-oriented vacation home with private pool, terrace & BBQ | Perfect for remote work | Dogs allowed

Key West, Monroe County, Florida, United States
View deal
House Key West
Dec 10 - Jan 7
-43%
$773
$444
per night
House ∙ 4 guests ∙ 2 bedrooms

Fully equipped big vacation home with garden, grill & private pool | Close to Southernmost Point | Nature view | Good for workation

Key West, Monroe County, Florida, United States
View deal

Stay Cool: Monthly Rentals with Air Conditioning

House Key West
Oct 15 - Nov 12
-18%
$1,998
$1,634
per night
House ∙ 10 guests ∙ 4 bedrooms

Fully equipped lovely house with patio, private pool & barbeque | Pets are welcome

5.0
Outstanding(37 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
View deal
House Key West
Dec 10 - Jan 7
-16%
$1,364
$1,144
per night
House ∙ 6 guests ∙ 2 bedrooms

House with garden, private pool & patio | Close to Southernmost Point

4.8
Outstanding(112 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
View deal
House Key West
Jul 2 - Jul 30
-66%
$989
$341
per night
House ∙ 8 guests ∙ 4 bedrooms

House with patio, garden & BBQ | Next to West Martello Tower | City view

4.9
Outstanding(37 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
View deal
See all offers

Soak Up the Sun: Monthly Rentals with Patios

House Key West
Jun 28 - Jul 26
-26%
$242
$178
per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation home with patio & barbecue | Next to Southernmost Point

Key West, Monroe County, Florida, United States
Balcony/Patio
View deal
House Key West
Oct 15 - Nov 12
$511
per night
House ∙ 5 guests ∙ 2 bedrooms

House with pool & patio | Near Mallory Square | City view

4.7
Excellent(43 ratings)
Key West, Monroe County, Florida, United States
Balcony/Patio
View deal
Condo Key West
Dec 10 - Jan 7
$937
per night
Condo ∙ 8 guests ∙ 4 bedrooms

Family-friendly condo with BBQ, heated pool & patio | Nature view

4.8
Outstanding(116 ratings)
Key West, Monroe County, Florida, United States
Balcony/Patio
View deal
See all offers

Monthly Rentals with Yards

House Key West
Jul 12 - Aug 9
-28%
$255
$185
per night
House ∙ 6 guests ∙ 3 bedrooms

House with terrace, heated pool & yard | Close to Key West Tropical Forest & Botanical Garden

4.0
Very good(4 ratings)
Key West, Monroe County, Florida, United States
Yard
View deal
House Key West
Apr 1 - Apr 29
-22%
$674
$522
per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with barbecue, yard & private pool | Next to West Martello Tower | Nature view | Suitable for remote work

4.8
Outstanding(9 ratings)
Key West, Monroe County, Florida, United States
Yard
View deal
Condo Key West
Jan 17 - Feb 14
$604
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with garden, BBQ & heated pool | Close to West Martello Tower | Nature view

4.7
Excellent(137 ratings)
Key West, Monroe County, Florida, United States
Yard
View deal
See all offers

Monthly Rentals with Hot Tubs

Rentals Featuring Jacuzzis and Whirlpools

House Key West
Jan 1 - Jan 29
$413
per night
House ∙ 6 guests ∙ 2 bedrooms

Vacation home with hot tub, yard & barbeque | Nature view | Perfect for remote work

4.6
Excellent(74 ratings)
Key West, Monroe County, Florida, United States
View deal
Condo Key West
Jan 1 - Jan 29
$1,013
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Fully equipped wonderful condo with terrace, heated pool & hot tub | Pets allowed

4.4
Very good(220 ratings)
Key West, Monroe County, Florida, United States
View deal
House Key West
Aug 1 - Aug 29
-9%
$377
$343
per night
House ∙ 7 guests ∙ 3 bedrooms

House with barbecue, private pool & yard

5.0
Outstanding(3 ratings)
Key West, Monroe County, Florida, United States
View deal

Monthly Rentals in Key West for Any Type of Traveler

Searching for cabins to house a big group in Key West?

Begin searching the available Monthly Rentals for large groups and plan the perfect trip! September is the most affortable time to stay in Key West with a large group, when nightly prices for Monthly Rentals will range from $518 to $711 per night. Find amazing Monthly Rentals for large groups in Key West, complete with private pool, large kitchen, and plenty of space to relax. HomeToGo offers many Monthly Rentals in Key West that can sleep ten or more guests and seven or more bathrooms.

Searching for a big family trip in Key West?

Many Monthly Rentals in Key West will cost around $584 per day for a family of 5 people but there are lots of affordable options in Key West to choose from. You can find many Monthly Rentals in Key West come with family-friendly amenities, including game rooms, private pools, jacuzzi, and many others. Key West has lots of fun family-friendly activities to do, including swimming, hiking, biking, and many other outdoor activities. Take a look at HomeToGo's selection of roomy Monthly Rentals in Key West, perfect for a large family with 7+ beds and lots of bathrooms. Start your search for family-friendly Monthly Rentals now!

Searching for a romantic getaway in Key West with your spouse?

Search HomeToGo's best Monthly Rentals for couples in Key West now! The most affordable time to book is September with prices starting at $125 per night. You can find tons of romantic activities to do with your partner during your romantic trip, including swimming, hiking, biking, and many other outdoor activities. Book amazing Monthly Rentals in Key West for a private retreat, complete with jacuzzi, sauna, and a wonderful view of Key West's stunning scenery.

Information about Key West Monthly Rentals

📏 Average home size 136 m²
💳 Highest rates in December
🛏️ Popular home types House rental and Condo
🌡️ Hottest months August and July
❄️ Coldest months January and February
🌧️ Rainiest months September and August
2,050,359 reviews
Key West vacation rentals have an average rating of 4.5/5 on 2,050,359 reviews left by travelers.

Key West Monthly Rentals: frequently asked questions

Key West Monthly Rentals: What is the cost per night?

You can get a great vacation home from $518 and find discounts up to 11%!

Key West Monthly Rentals: does HomeToGo offer a wide variety of vacation homes for groups?

House rentals in Key West should be considered for large groups, since they fit 7 people.

How many vacation home rentals in Key West are available to book for a month or longer?

You can find more than 5,704 accommodations for rent in Key West. The best time to find availability for longer stays is in August when home rentals have high availability.

Key West Monthly Rentals: what kinds of vacation rentals can I find in Key West?

Sure, there are 663 Condos and 1,220 House rentals available in Key West.

How much does a mid-term vacation rental in Key West cost?

Prices for a longer stay in vacation rental in Key West can range from $125 per night, but many hosts can offer discounts for stays of 14 days or longer.

How many monthly vacation home rentals in Key West include a pool?

Yes, more than 80% of accommodations in Key West come with a pool.

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