Key West Monthly Rentals

Key West

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Key West

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• Key West Monthly Rentals

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2 Adults

4 Adults

Pool

2 Bedrooms

1 Bedroom

2 Bathrooms

6 Adults

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Monthly Rentals with pools

Pet-Friendly Monthly Rentals

Monthly Rentals with air conditioning

Monthly Rentals with internet

Top-rated monthly rentals in Key West

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Jun 2 - Jun 30

$4,340

for 28 nights

House ∙ 6 guests ∙ 3 bedrooms

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

5.0

Outstanding (61 ratings)

Key West, Monroe County, Florida, United States

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Jul 3 - Jul 31

-72%

$7,108

$1,998

for 28 nights

House ∙ 2 guests ∙ 1 bedroom

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

4.8

Outstanding (15 ratings)

Key West, Monroe County, Florida, United States

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Nov 2 - Nov 30

-46%

$3,577

$1,927

for 28 nights

House ∙ 2 guests ∙ 1 bedroom

Pleasant House in Key West with Yard & Patio, Close to Southernmost Point + Next to Beach

4.9

Outstanding (12 ratings)

Key West, Monroe County, Florida, United States

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Best Deals and Discounts on Monthly Rentals

Save up to 53%

Nov 3 - Dec 1

-47%

$3,740

$1,976

for 28 nights

House ∙ 2 guests ∙ 1 bedroom

Pleasant Vacation Home in Key West with Yard & Patio, Next to Southernmost Point + Next to Beach

4.9

Outstanding (12 ratings)

Key West, Monroe County, Florida, United States

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Jul 3 - Jul 31

-32%

$11,171

$7,630

for 28 nights

House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Key West, Near Southernmost Point + Promenade View

5.0

Outstanding (2 ratings)

Key West, Monroe County, Florida, United States

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Jul 3 - Jul 31

-53%

$15,008

$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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Monthly Rentals in Key West: Top Accommodations

Jul 3 - Jul 31

$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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Dec 1 - Dec 29

-31%

$11,703

$8,089

for 28 nights

House ∙ 6 guests ∙ 2 bedrooms

Beautiful Vacation Home in Stock Island with Private Balcony, Next to Key West Tropical Forest & Botanical Garden + Garden Views

4.8

Outstanding (85 ratings)

Key West, Monroe County, Florida, United States

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Nov 2 - Nov 30

-63%

$17,500

$6,524

for 28 nights

House ∙ 7 guests ∙ 2 bedrooms

Wonderful House in Key West with Grill, Pool & Patio, Close to Duval Street

4.2

Very good (10 ratings)

Key West, Monroe County, Florida, United States

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Jul 3 - Jul 31

$9,000

for 28 nights

House ∙ 4 guests ∙ 2 bedrooms

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

4.9

Outstanding (55 ratings)

Key West, Monroe County, Florida, United States

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Jul 3 - Jul 31

$5,959

for 28 nights

House ∙ 4 guests ∙ 2 bedrooms

Pleasant House in Key West with Private Pool

5.0

Outstanding (1 rating)

Key West, Monroe County, Florida, United States

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Sep 21 - Oct 19

-56%

$10,377

$4,578

for 28 nights

House ∙ 6 guests ∙ 3 bedrooms

House in Key West with Private Garden, Close to Key West Tropical Forest & Botanical Garden

5.0

Outstanding (2 ratings)

Key West, Monroe County, Florida, United States

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Jul 3 - Jul 31

$4,514

for 28 nights

House ∙ 6 guests ∙ 3 bedrooms

House in Key West with Grill, Pool & Patio

5.0

Outstanding (7 ratings)

Key West, Monroe County, Florida, United States

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Dec 1 - Dec 29

$14,763

for 28 nights

House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Key West with Pool, Patio & Yard, Close to West Martello Tower

5.0

Outstanding (33 ratings)

Key West, Monroe County, Florida, United States

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Feb 28 - Mar 28

$12,600

for 28 nights

House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Key West with Outdoor Pool

4.7

Excellent (12 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

Jul 3 - Jul 31

$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 (62 ratings)

Key West, Monroe County, Florida, United States

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Mar 3 - Mar 31

$7,082

for 28 nights

House ∙ 2 guests ∙ 1 bedroom

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

4.8

Outstanding (15 ratings)

Key West, Monroe County, Florida, United States

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Jul 3 - Jul 31

$12,202

for 28 nights

House ∙ 6 guests ∙ 2 bedrooms

House in Key West with Private Balcony + Direct View

4.6

Excellent (56 ratings)

Key West, Monroe County, Florida, United States

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Stay Cool: Monthly Rentals with Air Conditioning

Jul 3 - Jul 31

$16,772

for 28 nights

House ∙ 8 guests ∙ 3 bedrooms

Lovely House in Stock Island with Pool, Patio & Grill

5.0

Outstanding (236 ratings)

Key West, Monroe County, Florida, United States

Air conditioning

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Jul 3 - Jul 31

-33%

$10,966

$7,356

for 28 nights

House ∙ 6 guests ∙ 2 bedrooms

Charming House in Key West with Grill & Patio

4.5

Excellent (44 ratings)

Key West, Monroe County, Florida, United States

Air conditioning

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Jul 3 - Jul 31

$27,303

for 28 nights

House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Key West with Patio, Yard & Pool, Next to Mallory Square

4.9

Outstanding (62 ratings)

Key West, Monroe County, Florida, United States

Air conditioning

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Stay connected: Monthly Rentals with internet

Jul 3 - Jul 31

-28%

$6,420

$4,620

for 28 nights

House ∙ 4 guests ∙ 2 bedrooms

Lovely House in Key West with Private Pool, Next to Duval Street + Beautiful Views

4.9

Outstanding (13 ratings)

Key West, Monroe County, Florida, United States

Internet

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Nov 3 - Dec 1

-42%

$5,768

$3,332

for 28 nights

House ∙ 4 guests ∙ 1 bedroom

Beautiful House in Bahama Village with Yard, Patio & Grill, Near Southernmost Point

4.9

Outstanding (14 ratings)

Key West, Monroe County, Florida, United States

Internet

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Nov 2 - Nov 30

-37%

$12,180

$7,700

for 28 nights

Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage in Key West with Private Parking

4.0

Very good (2 ratings)

Key West, Monroe County, Florida, United States

Internet

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Monthly Rentals with kitchens

Jul 3 - Jul 31

-32%

$10,727

$7,287

for 28 nights

Condo ∙ 6 guests ∙ 2 bedrooms

Nice Condo in Key West with On-Site Parking

4.4

Very good (129 ratings)

Key West, Monroe County, Florida, United States

Kitchen

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Dec 1 - Dec 29

-37%

$23,800

$15,008

for 28 nights

House ∙ 10 guests ∙ 5 bedrooms

Vacation Home in Key West with Patio, Grill & Pool, Near West Martello Tower

5.0

Outstanding (1 rating)

Key West, Monroe County, Florida, United States

Kitchen

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Dec 1 - Dec 29

$7,588

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

Kitchen

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Monthly Rentals with Hot Tubs

Rentals Featuring Jacuzzis and Whirlpools

Jul 3 - Jul 31

-40%

$11,505

$6,878

for 28 nights

Condo ∙ 6 guests ∙ 2 bedrooms

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

4.4

Very good (224 ratings)

Key West, Monroe County, Florida, United States

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Jul 3 - Jul 31

-40%

$10,124

$6,048

for 28 nights

Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Key West with Private Balcony + Pool Views

3.9

Good (94 ratings)

Key West, Monroe County, Florida, United States

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Jul 3 - Jul 31

$17,959

for 28 nights

House ∙ 8 guests ∙ 3 bedrooms

House in Key West with Private Parking, Near Southernmost Point

4.5

Excellent (212 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! September is the most affortable time to stay in Key West with a large group, when nightly prices for Monthly Rentals will range from $459 to $1,066 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 $639 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 $67 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	134 m²
😎 Least busy month	October
🛏️ Popular home types	House rental and Condo
🌡️ Hottest months	89 °F in August and July
❄️ Coldest months	January and February
🌧️ Rainiest months	12 rainy days in September and August

Frequently Asked Questions

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

You can get a great vacation home from $459 and find discounts up to 50%!

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 5,178 accommodations for rent in Key West. The best time to find availability for longer stays is in October when home rentals have high availability.

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

Sure, there are 685 Condos and 1,112 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 $67 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 82% of accommodations in Key West come with a pool.

Discover more Vacation Rentals

• 
  Waterfront luxury Villa (29) with sunset views and boat slip
• 
  Waterfront luxury Villa (43) with spectacular sunset views and boat slip
• 
  Waterfront luxury Villa (42) with sunset views and boat slip
• 
  Waterfront luxury Villa (14) with spectacular sunset views and boat slip
• 
  Waterfront luxury Villa (60) with sunset views and boat slip
• 
  House in Marathon with Outdoor Terrace + Amazing Views
• 
  Waterfront luxury Villa (51) with sunset views and boat slip
• 
  Waterfront luxury Villa (59) with sunset views and boat slip
• 
  Waterfront Luxury Home with Pool and Boat Dock
• 
  Pleasant Holiday House in Marathon with Private Terrace + Amazing Views

Show more

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