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Key West Monthly Rentals

Key West
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Key West
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Top-rated monthly rentals in Key West

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Apartment Key West
$8,332 for 28 nights
Apartment ∙ 2 guests ∙ 1 bedroom

Apartment in Key West with Grill, Patio & Pool, Near Southernmost Point

4.8
Outstanding (402 ratings)
Key West, Monroe County, Florida, United States
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Cottage Key West
$10,080 for 28 nights
Cottage ∙ 6 guests ∙ 2 bedrooms

Cottage in Key West with Patio, Pool & Yard, Near Southernmost Point

4.8
Outstanding (48 ratings)
Key West, Monroe County, Florida, United States
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House Key West
$5,180 for 28 nights
House ∙ 6 guests ∙ 3 bedrooms

House in Key West with Patio, Pool & Grill

5.0
Outstanding (25 ratings)
Key West, Monroe County, Florida, United States
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Best Deals and Discounts on Monthly Rentals

Save up to 38%

House Key West
Sep 7 - Oct 5
-38%
$8,740
$5,404 for 28 nights
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Key West with Pool & Grill, Close to Key West Tropical Forest & Botanical Garden

5.0
Outstanding (1 rating)
Key West, Monroe County, Florida, United States
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Cottage Key West
Jun 1 - Jun 29
-37%
$5,572
$3,500 for 28 nights
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage in Key West with Yard, Pool & Patio, Next to Southernmost Point

5.0
Outstanding (4 ratings)
Key West, Monroe County, Florida, United States
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House Key West
Feb 1 - Mar 1
-17%
$21,446
$17,870 for 28 nights
House ∙ 6 guests ∙ 2 bedrooms

House in Key West with Patio & Pool, Next to Southernmost Point

Key West, Monroe County, Florida, United States
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Monthly Rentals in Key West: Top Accommodations

House Key West
$6,144 for 28 nights
House ∙ 5 guests ∙ 3 bedrooms

House in Key West with Grill, Pool & Yard, Near Southernmost Point

5.0
Outstanding (7 ratings)
Key West, Monroe County, Florida, United States
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House Key West
$6,797 for 28 nights
House ∙ 4 guests ∙ 1 bedroom

Vacation Home in Key West with Grill

4.9
Outstanding (23 ratings)
Key West, Monroe County, Florida, United States
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House Key West
$8,744 for 28 nights
House ∙ 6 guests ∙ 2 bedrooms

Charming House in Stock Island with Grill & Patio

4.4
Very good (28 ratings)
Key West, Monroe County, Florida, United States
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Condo Key West
$27,102 for 28 nights
Condo ∙ 10 guests ∙ 4 bedrooms

Delightful Condo in Key West with Patio, Pool & Grill, Close to Mallory Square

4.8
Outstanding (92 ratings)
Key West, Monroe County, Florida, United States
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House Key West
$11,877 for 28 nights
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Key West with Private Pool, Next to Duval Street

4.7
Excellent (31 ratings)
Key West, Monroe County, Florida, United States
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House Key West
$7,277 for 28 nights
House ∙ 10 guests ∙ 3 bedrooms

Vacation Home in Key West with Private Pool, Next to West Martello Tower

4.1
Very good (11 ratings)
Key West, Monroe County, Florida, United States
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House Key West
$2,992 for 28 nights
House ∙ 2 guests ∙ 1 bedroom

Vacation Home in Key West with Pool, Grill & Patio, Near Southernmost Point

4.8
Outstanding (13 ratings)
Key West, Monroe County, Florida, United States
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House Key West
$9,450 for 28 nights
House ∙ 6 guests ∙ 3 bedrooms

Beautiful House in Stock Island with Botanical Garden, Close to Key West Tropical Forest & Botanical Garden

4.7
Excellent (185 ratings)
Key West, Monroe County, Florida, United States
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House Key West
$36,469 for 28 nights
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Key West with Lagoon-Style Pool

4.8
Outstanding (197 ratings)
Key West, Monroe County, Florida, United States
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Budget-friendly monthly rentals in Key West

Our top value vacation rentals for monthly rentals

House Key West
$8,400 for 28 nights
House ∙ 4 guests ∙ 2 bedrooms

House in Key West with Pool, Yard & Patio, Close to Mallory Square

4.8
Outstanding (52 ratings)
Key West, Monroe County, Florida, United States
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House Key West
$7,000 for 28 nights
House ∙ 6 guests ∙ 2 bedrooms

Nice House in Key West with Large Pool

4.9
Outstanding (22 ratings)
Key West, Monroe County, Florida, United States
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House Key West
$6,524 for 28 nights
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Key West with Grill, Next to Mallory Square

5.0
Outstanding (4 ratings)
Key West, Monroe County, Florida, United States
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Stay Cool: Monthly Rentals with Air Conditioning

House  Key West
$8,372 for 28 nights
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Key West with Botanical Garden + Unencumbered Views

4.8
Outstanding (28 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
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House  Key West
$24,151 for 28 nights
House ∙ 6 guests ∙ 3 bedrooms

Wonderful Vacation Home in Key West, Close to West Martello Tower

4.7
Excellent (15 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
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Condo  Key West
$17,754 for 28 nights
Condo ∙ 6 guests ∙ 3 bedrooms

Condo in Key West with Private Balcony + Ocean View + Close to Beach

4.7
Excellent (59 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
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Stay connected: Monthly Rentals with internet

House  Key West
$12,485 for 28 nights
House ∙ 6 guests ∙ 2 bedrooms

Beautiful House in Key West with Private Balcony, Close to Mallory Square + Lush Views

4.7
Excellent (45 ratings)
Key West, Monroe County, Florida, United States
Internet
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House  Key West
$11,452 for 28 nights
House ∙ 5 guests ∙ 1 bedroom

Beautiful House in Key West with Free Parking, Close to Southernmost Point

Key West, Monroe County, Florida, United States
Internet
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House  Key West
$6,720 for 28 nights
House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Key West with Patio, Pool & Grill, Queen Sofabed, Close to Mallory Square

4.7
Excellent (60 ratings)
Key West, Monroe County, Florida, United States
Internet
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Monthly Rentals with kitchens

House  Key West
$14,534 for 28 nights
House ∙ 6 guests ∙ 3 bedrooms

Charming House in Stock Island with Pool & Patio, Near Key West Tropical Forest & Botanical Garden

4.4
Very good (135 ratings)
Key West, Monroe County, Florida, United States
Kitchen
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Apartment  Key West
$5,553 for 28 nights
Apartment ∙ 2 guests ∙ 1 bedroom

Rental Apartment in Key West with Free Parking, Next to Southernmost Point

4.9
Outstanding (18 ratings)
Key West, Monroe County, Florida, United States
Kitchen
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Condo  Key West
$44,665 for 28 nights
Condo ∙ 16 guests ∙ 4 bedrooms

Wonderful Condo in Key West with Free Parking + Water Views

4.5
Excellent (19 ratings)
Key West, Monroe County, Florida, United States
Kitchen
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Monthly Rentals with Hot Tubs

Rentals Featuring Jacuzzis and Whirlpools

House Key West
$18,866 for 28 nights
House ∙ 8 guests ∙ 3 bedrooms

Lovely Vacation Home in Key West with Patio & Jacuzzi, Near Southernmost Point + Next to Beach

4.4
Very good (187 ratings)
Key West, Monroe County, Florida, United States
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Condo Key West
$9,085 for 28 nights
Condo ∙ 6 guests ∙ 2 bedrooms

Wonderful Condo in Key West with On-Site Parking + West-Facing Views

4.4
Very good (209 ratings)
Key West, Monroe County, Florida, United States
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House Key West
$11,200 for 28 nights
House ∙ 8 guests ∙ 4 bedrooms

House in Key West with Beautiful Pool, Next to West Martello Tower + Garden Views

5.0
Outstanding (11 ratings)
Key West, Monroe County, Florida, United States
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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! June is the most affortable time to stay in Key West with a large group, when nightly prices for Monthly Rentals will range from $451 to $999 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 $622 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 June with prices starting at $104 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.
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Information about Key West Monthly Rentals

😎 Least busy month July
🥳 Busiest month May
🛏️ Popular home types Condo and House rental
🌡️ Hottest months August and July
❄️ Coldest months 65 °F in January and February
🌧️ Rainiest months September and August

Frequently Asked Questions

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

The average rate for a vacation rental in Key West is usually between $451 and $999 per night.

Key West Monthly Rentals: are there many vacation homes available for large groups?

Usually the size of a House rental is 143 m² and may fit 7 people on average which is ideal for large groups.

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

You can find more than 5,114 homes for rent in Key West. The best time to find availability for longer stays is in July when home rentals have high availability.

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

We would advise choosing from our incredible selection of Condos and House rentals in Key West.

How much does a monthly vacation home rental in Key West cost?

Cost of a longer stay in vacation rental in Key West range from $104 per night, but many hosts offer discounts for stays of 14 days or longer.

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

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

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