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Key West Monthly Rentals

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Key West Monthly Rentals: Recommended vacation rentals

Key West Monthly Rentals: find your perfect rental from just $145 per night!

House Key West
Jul 3 - Jul 31
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home with Private Pool, Garden & Grill

Key West, Monroe County, Florida, United States
$268
per night
Outstanding(6 ratings)
$268
per night
View deal
House Key West
Jul 3 - Jul 31
House ∙ 6 guests ∙ 3 bedrooms

Fully Equipped House with Private Pool, Yard & Barbeque | Next to Southernmost Point | City View | Beach Nearby | Perfect for Remote Work | Pet-Friendly

Key West, Monroe County, Florida, United States
$197
per night
Outstanding(27 ratings)
$197
per night
View deal
House Key West
Mar 15 - Apr 12
House ∙ 12 guests ∙ 4 bedrooms

Children-Friendly Vacation Home with Private Pool, BBQ & Terrace | Suitable for Remote Work | Pets Allowed

Key West, Monroe County, Florida, United States
$451
per night
$451
per night
View deal
House Key West
Aug 1 - Aug 29
House ∙ 8 guests ∙ 4 bedrooms

Fully Equipped Big House with Private Pool, Patio & Barbeque | Close to the Beach | Pets Are Welcome

Key West, Monroe County, Florida, United States
$675
per night
Outstanding(106 ratings)
$675
per night
View deal
House Key West
May 31 - Jun 28
House ∙ 4 guests ∙ 2 bedrooms

Fully Equipped Charming House with Terrace & Pool | Next to Mallory Square | City View

Key West, Monroe County, Florida, United States
$364
per night
Outstanding(44 ratings)
$364
per night
View deal
House Key West
-41%
May 31 - Jun 28
House ∙ 6 guests ∙ 3 bedrooms

Fully Equipped Lovely House with Patio, Private Pool & Grill | Close to Mallory Square | City View | Good for Workation | Pets Are Welcome

Key West, Monroe County, Florida, United States
$355$209
per night
Outstanding(61 ratings)
$355$209
per night
View deal
House Key West
Jul 3 - Jul 31
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home with Patio, Garden & Grill | Near West Martello Tower | City View

Key West, Monroe County, Florida, United States
$536
per night
Outstanding(37 ratings)
$536
per night
View deal
Condo Key West
-28%
Jul 3 - Jul 31
Condo ∙ 2 guests ∙ 1 bedroom

Fully Equipped Condo with Patio, Barbeque & Heated Pool | Next to Duval Street | Pets Allowed

Key West, Monroe County, Florida, United States
$203$145
per night
Outstanding(22 ratings)
$203$145
per night
View deal
House Key West
May 31 - Jun 28
House ∙ 4 guests ∙ 3 bedrooms

Vacation Home with Yard, Patio & Pool | Close to Mallory Square | City View

Key West, Monroe County, Florida, United States
$305
per night
Outstanding(55 ratings)
$305
per night
View deal
House Key West
Jul 3 - Jul 31
House ∙ 12 guests ∙ 4 bedrooms

Vacation Home with Pool & Terrace | Close to Mallory Square | City View

Key West, Monroe County, Florida, United States
$757
per night
Excellent(38 ratings)
$757
per night
View deal
House Key West
May 31 - Jun 28
House ∙ 8 guests ∙ 4 bedrooms

Children-Friendly Vacation Home with BBQ, Patio & Private Pool | City View | Pet-Friendly

Key West, Monroe County, Florida, United States
$350
per night
Outstanding(16 ratings)
$350
per night
View deal
House Key West
Jul 3 - Jul 31
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home with Patio & Pool

Key West, Monroe County, Florida, United States
$436
per night
Excellent(58 ratings)
$436
per night
View deal
House Key West
May 31 - Jun 28
House ∙ 10 guests ∙ 6 bedrooms

House with Yard, Private Pool & Grill | City View

Key West, Monroe County, Florida, United States
$450
per night
Excellent(12 ratings)
$450
per night
View deal
House Key West
Jul 3 - Jul 31
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home with Garden, Barbecue & Heated Pool | Next to West Martello Tower | City View | Suitable for Remote Work

Key West, Monroe County, Florida, United States
$639
per night
Outstanding(34 ratings)
$639
per night
View deal
House Key West
Jul 3 - Jul 31
House ∙ 4 guests ∙ 2 bedrooms

Fully Equipped Nice House with BBQ, Garden & Terrace | Nature View | Pets Are Welcome

Key West, Monroe County, Florida, United States
$125
per night
Outstanding(2 ratings)
$125
per night
View deal
Show all 7,212 properties

Popular amenities for Key West Monthly Rentals

Find the perfect home for your stay

Monthly Rentals with pools

Pet-Friendly Monthly Rentals

Monthly Rentals with air conditioning

Monthly Rentals with internet

Top-rated monthly rentals in Key West

Browse our top rated monthly rentals offers

House Key West
Jul 3 - Jul 31
$1,194
per night
House ∙ 8 guests ∙ 5 bedrooms

Vacation Home with Patio, Garden & Private Pool | Next to Mallory Square | Nature View

4.9
Outstanding(63 ratings)
Key West, Monroe County, Florida, United States
View deal
Cottage Key West
Jul 3 - Jul 31
$479
per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage with Patio, Yard & Heated Pool | Near Southernmost Point | City View

4.8
Outstanding(48 ratings)
Key West, Monroe County, Florida, United States
View deal
House Key West
Jun 2 - Jun 30
$431
per night
House ∙ 8 guests ∙ 4 bedrooms

Fully Equipped Spacious House with Barbecue, Patio & Heated Pool

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

Best Deals and Discounts on Monthly Rentals

Save up to 32%

Condo Key West
Jul 3 - Jul 31
-32%
$290
$197
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Fully Equipped Charming Condo with Pool & Barbecue | Nature View | Good for Workation

5.0
Outstanding(8 ratings)
Key West, Monroe County, Florida, United States
View deal
House Key West
Jul 3 - Jul 31
-32%
$447
$304
per night
House ∙ 8 guests ∙ 4 bedrooms

Fully Equipped Spacious Vacation Home with Private Pool, Yard & Barbeque | Next to Southernmost Point | City View | Pet-Friendly

4.0
Very good(4 ratings)
Key West, Monroe County, Florida, United States
View deal
House Key West
Apr 5 - May 3
-19%
$500
$408
per night
House ∙ 6 guests ∙ 3 bedrooms

Children-Friendly Beautiful House with Private Pool, Garden & Grill | Near West Martello Tower | Beach Nearby | Pets Are Welcome

5.0
Outstanding(12 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
Jul 3 - Jul 31
$355
per night
House ∙ 5 guests ∙ 3 bedrooms

Vacation Home with Pool & Terrace | Next to Mallory Square | City View

4.7
Excellent(40 ratings)
Key West, Monroe County, Florida, United States
View deal
House Key West
Jul 3 - Jul 31
$379
per night
House ∙ 6 guests ∙ 2 bedrooms

Children-Friendly Beautiful House with Patio, Pool & BBQ | Close to Key West Tropical Forest & Botanical Garden | Perfect for Remote Work

5.0
Outstanding(22 ratings)
Key West, Monroe County, Florida, United States
View deal
House Key West
Jul 3 - Jul 31
$518
per night
House ∙ 6 guests ∙ 3 bedrooms

Fully Equipped Vacation Home with Pool, Garden & Patio | Near Mallory Square | Nature View

5.0
Outstanding(36 ratings)
Key West, Monroe County, Florida, United States
View deal

Time to Relax: Monthly Rentals with Saunas

Apartment  Key West
Sep 6 - Oct 4
-60%
$1,580
$379
per night
Apartment ∙ 8 guests ∙ 2 bedrooms

Family-Oriented Nice Holiday Apartment with Fast Internet, Sauna & BBQ | Sea View | Beach Nearby | Dogs Allowed

Key West, Monroe County, Florida, United States
Free cancellation
Sauna
View deal
Condo  Key West
Oct 13 - Nov 10
$376
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with Heated Pool, Grill & Sauna | City View

4.7
Excellent(180 ratings)
Key West, Monroe County, Florida, United States
Sauna
View deal
Condo  Key West
Jul 3 - Jul 31
$495
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with Barbeque, Heated Pool & Sauna | Near West Martello Tower | Nature View

4.9
Outstanding(73 ratings)
Key West, Monroe County, Florida, United States
Sauna
View deal
See all offers

Monthly Rentals with Hot Tubs

Rentals Featuring Jacuzzis and Whirlpools

Condo Key West
Jul 3 - Jul 31
$262
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with Jacuzzi & Pool

3.9
Good(96 ratings)
Key West, Monroe County, Florida, United States
View deal
Condo Key West
Jul 3 - Jul 31
$329
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Family-Friendly Nice Condo with Pool & Jacuzzi | Dogs Allowed

4.5
Excellent(5 ratings)
Key West, Monroe County, Florida, United States
View deal
Condo Key West
Jul 3 - Jul 31
$316
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Child-Friendly Condo with Hot Tub & Pool | Dogs Allowed

4.3
Very good(113 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 $509 to $1,030 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 $636 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 $145 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 135 m²
😎 Least busy month June
🛏️ Popular home types House rental and Condo
🌡️ Hottest months August and July
❄️ Coldest months January and February
🌧️ Rainiest months 12 rainy days in September and August

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 $509 and find discounts up to 38%!

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 7,212 accommodations for rent in Key West. The best time to find availability for longer stays is in June when home rentals have high availability.

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

Sure, there are 818 Condos and 1,728 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 $145 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 71% of accommodations in Key West come with a pool.

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