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

Key West Monthly Rentals

Anytime
1 guest
Anytime
1 guest

  • 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 $154 per night!

House Key West
-34%
Jul 26 - Aug 23
Free cancellation
House ∙ 4 guests ∙ 2 bedrooms

Fully equipped house with patio, yard & pool | Next to Southernmost Point

Key West, Monroe County, Florida, United States
$211$139
per night
$211$139
per night
View deal
House Key West
-32%
Jul 3 - Jul 31
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with garden & pool | Close to Key West Tropical Forest & Botanical Garden | Perfect for remote work

Key West, Monroe County, Florida, United States
$502$340
per night
Outstanding(12 ratings)
$502$340
per night
View deal
Condo Key West
Jan 3 - Jan 31
Condo ∙ 8 guests ∙ 4 bedrooms

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

Key West, Monroe County, Florida, United States
$584
per night
Excellent(70 ratings)
$584
per night
View deal
House Key West
Jul 13 - Aug 10
House ∙ 6 guests ∙ 3 bedrooms

House with private pool

Key West, Monroe County, Florida, United States
$400
per night
Outstanding(3 ratings)
$400
per night
View deal
House Key West
-43%
Jul 3 - Jul 31
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped beautiful vacation home with heated pool, patio & barbeque | Close to Key West Tropical Forest & Botanical Garden

Key West, Monroe County, Florida, United States
$575$330
per night
Outstanding(96 ratings)
$575$330
per night
View deal
House Key West
-28%
Jul 3 - Jul 31
House ∙ 8 guests ∙ 4 bedrooms

House with grill, yard & heated pool | Next to West Martello Tower | City view | Perfect for remote work

Key West, Monroe County, Florida, United States
$852$616
per night
Outstanding(35 ratings)
$852$616
per night
View deal
Condo Key West
-55%
May 3 - May 31
Condo ∙ 6 guests ∙ 3 bedrooms

Fully equipped wonderful condo with pool & barbeque | Suitable for remote work

Key West, Monroe County, Florida, United States
$384$171
per night
Outstanding(8 ratings)
$384$171
per night
View deal
House Key West
Jan 31 - Feb 28
House ∙ 16 guests ∙ 6 bedrooms

Child-friendly charming vacation home with terrace, heated pool & grill | Close to Mallory Square | Suitable for remote work

Key West, Monroe County, Florida, United States
$3,865
per night
Outstanding(278 ratings)
$3,865
per night
View deal
House Key West
Jan 3 - Jan 31
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with pool & terrace | Close to Mallory Square | City view

Key West, Monroe County, Florida, United States
$493
per night
Very good(30 ratings)
$493
per night
View deal
House Key West
Jan 3 - Jan 31
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with grill, private pool & terrace

Key West, Monroe County, Florida, United States
$534
per night
Outstanding(105 ratings)
$534
per night
View deal
House Key West
-18%
Jun 1 - Jun 29
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with barbecue, terrace & private pool | Near Duval Street | Nature view

Key West, Monroe County, Florida, United States
$440$361
per night
Outstanding(9 ratings)
$440$361
per night
View deal
House Key West
Jun 1 - Jun 29
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped pleasant house with barbeque, private pool & patio | Close to Mallory Square | City view | Suitable for remote work | Pets allowed

Key West, Monroe County, Florida, United States
$200
per night
Outstanding(62 ratings)
$200
per night
View deal
House Key West
-41%
Jun 1 - Jun 29
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped pleasant vacation home with heated pool, grill & patio | Nature view

Key West, Monroe County, Florida, United States
$812$476
per night
Outstanding(93 ratings)
$812$476
per night
View deal
House Key West
Jul 13 - Aug 10
House ∙ 6 guests ∙ 3 bedrooms

Family-oriented vacation home with barbeque, terrace & pool | Near Mallory Square | City view

Key West, Monroe County, Florida, United States
$240
per night
Outstanding(65 ratings)
$240
per night
View deal
House Key West
-70%
May 3 - May 31
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
$892$268
per night
Outstanding(8 ratings)
$892$268
per night
View deal
Show all 7,188 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
Jul 3 - Jul 31
$431
per night
House ∙ 8 guests ∙ 4 bedrooms

Child-Friendly Vacation Home with Heated Pool, Patio & Barbeque | Nature View

4.9
Outstanding(137 ratings)
Key West, Monroe County, Florida, United States
View deal
House Key West
Jun 1 - Jun 29
$419
per night
House ∙ 5 guests ∙ 3 bedrooms

Vacation Home with Terrace & Pool | Near Mallory Square | City View

4.9
Outstanding(90 ratings)
Key West, Monroe County, Florida, United States
View deal
House Key West
Dec 20 - Jan 17
$1,269
per night
House ∙ 8 guests ∙ 4 bedrooms

Spacious Vacation Home with Private Pool, Terrace & Garden | Next to Mallory Square | City View

4.9
Outstanding(25 ratings)
Key West, Monroe County, Florida, United States
View deal

Best Deals and Discounts on Monthly Rentals

Save up to 40%

House Key West
Jul 5 - Aug 2
-30%
$791
$286
per night
House ∙ 4 guests ∙ 2 bedrooms

House with Barbecue | Nature View | Perfect for Remote Work

4.8
Outstanding(41 ratings)
Key West, Monroe County, Florida, United States
View deal
House Key West
Jul 3 - Jul 31
-40%
$1,451
$545
per night
House ∙ 6 guests ∙ 3 bedrooms

Fully Equipped House with Pool, Barbecue & Terrace | Next to Mallory Square | Nature View

5.0
Outstanding(90 ratings)
Key West, Monroe County, Florida, United States
View deal
House Key West
Jul 5 - Aug 2
-29%
$816
$276
per night
House ∙ 6 guests ∙ 3 bedrooms

Fully Equipped Charming House with BBQ & Patio | Nature View | Suitable for Remote Work | Pet-Friendly

4.5
Excellent(54 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
$440
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
$380
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
$512
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

Stay Cool: Monthly Rentals with Air Conditioning

House Key West
Jul 3 - Jul 31
-21%
$976
$313
per night
House ∙ 6 guests ∙ 3 bedrooms

House with Garden & Barbecue | Nature View | Perfect for Remote Work

4.8
Outstanding(54 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
View deal
House Key West
Jun 1 - Jun 29
$546
per night
House ∙ 8 guests ∙ 3 bedrooms

Children-friendly big house with grill, terrace & heated pool | Suitable for remote work

5.0
Outstanding(232 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
View deal
Condo Key West
Jul 3 - Jul 31
$465
per night
Condo ∙ 5 guests ∙ 2 bedrooms

Fully Equipped Wonderful Condo with Barbecue, Sauna & Heated Pool | Next to West Martello Tower | Close to the Beach

Key West, Monroe County, Florida, United States
Air conditioning
View deal
See all offers

Monthly Rentals with Hot Tubs

Rentals Featuring Jacuzzis and Whirlpools

Condo Key West
Jul 3 - Jul 31
$269
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with Hot Tub & Pool

4.5
Excellent(5 ratings)
Key West, Monroe County, Florida, United States
View deal
Condo Key West
Jul 3 - Jul 31
$255
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
$281
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

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 $536 to $1,146 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 $617 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 $154 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
🥳 Busiest month January
🛏️ Popular home types Condo and House rental
🌡️ Hottest months 89 °F in 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 $536 and find discounts up to 80%!

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 7,188 accommodations for rent in Key West. The best time to find availability for longer stays is in May when home rentals have high availability.

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

Sure, there are 798 Condos and 1,788 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 $154 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 72% of accommodations in Key West come with a pool.

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