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Florida Keys Monthly Rentals

Florida Keys
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Florida Keys
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Popular Filters to find the Perfect Home Rental in the Florida Keys

2 Adults
1 Bedroom
Pool
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Pets allowed
4 Adults
2 Bathrooms
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Popular amenities for Florida Keys Monthly Rentals

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Monthly Rentals with pools

Monthly Rentals with pools

Pet-Friendly Monthly Rentals

Pet-Friendly Monthly Rentals

Monthly Rentals with internet

Monthly Rentals with internet

Monthly Rentals with air conditioning

Monthly Rentals with air conditioning

Top-rated monthly rentals in the Florida Keys

Browse our top rated monthly rentals offers

House Marathon
$7,000 for 28 nights
House ∙ 10 guests ∙ 3 bedrooms

House in Marathon with Patio & Grill

4.7
Excellent (116 ratings)
Marathon, Monroe County, Florida, United States
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House Key Largo
$6,916 for 28 nights
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Key Largo with Patio, Pool & Grill

5.0
Outstanding (12 ratings)
Key Largo, Monroe County, Florida, United States
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House Key West
$32,914 for 28 nights
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Key West with Lagoon-Style Pool

4.8
Outstanding (199 ratings)
Key West, Monroe County, Florida, United States
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Best Deals and Discounts on Monthly Rentals

Save up to 26%

House Marathon
Aug 17 - Sep 14
-26%
$13,808
$10,185 for 28 nights
House ∙ 8 guests ∙ 3 bedrooms

House in Marathon with Pool & Grill

4.0
Very good (1 rating)
Marathon, Monroe County, Florida, United States
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House Marathon
Sep 21 - Oct 19
-22%
$12,600
$9,800 for 28 nights
House ∙ 10 guests ∙ 4 bedrooms

House in Marathon with Patio & Pool + Ocean Views

4.3
Very good (12 ratings)
Marathon, Monroe County, Florida, United States
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House Marathon
Aug 17 - Sep 14
-26%
$10,422
$7,665 for 28 nights
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Marathon with Private Pool

5.0
Outstanding (1 rating)
Marathon, Monroe County, Florida, United States
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Monthly Rentals in the Florida Keys: Top Accommodations

House Cudjoe Key
$14,580 for 28 nights
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Cudjoe Key with Botanical Garden + Ocean View

4.2
Very good (112 ratings)
Cudjoe Key, Monroe County, Florida, United States
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House Marathon
$23,800 for 28 nights
House ∙ 14 guests ∙ 6 bedrooms

Beautiful Vacation Home in Marathon with Grill, Patio & Yard

5.0
Outstanding (215 ratings)
Marathon, Monroe County, Florida, United States
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House Marathon
$8,220 for 28 nights
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Marathon with Patio, Yard & Grill

4.5
Excellent (79 ratings)
Marathon, Monroe County, Florida, United States
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House Marathon
$13,197 for 28 nights
House ∙ 10 guests ∙ 4 bedrooms

House in Marathon with Outdoor Pool + Phenomenal Views

4.6
Excellent (41 ratings)
Marathon, Monroe County, Florida, United States
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House Key Colony Beach
$5,923 for 28 nights
House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Key Colony Beach with Pool, Patio & Grill + Great Views

4.8
Outstanding (51 ratings)
Key Colony Beach, Monroe County, Florida, United States
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House Cudjoe Key
$7,700 for 28 nights
House ∙ 6 guests ∙ 2 bedrooms

House in Cudjoe Key with Large Pool

4.9
Outstanding (246 ratings)
Cudjoe Key, Monroe County, Florida, United States
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House Key Largo
$15,657 for 28 nights
House ∙ 10 guests ∙ 4 bedrooms

Beautiful Vacation Home in Key Largo with Free Parking

4.3
Very good (36 ratings)
Key Largo, Monroe County, Florida, United States
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House Marathon
$9,430 for 28 nights
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Marathon with Pool, Grill & Patio

4.7
Excellent (53 ratings)
Marathon, Monroe County, Florida, United States
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House Marathon
$7,853 for 28 nights
House ∙ 8 guests ∙ 3 bedrooms

House in Marathon with Private Balcony + Gulf Views

4.6
Excellent (103 ratings)
Marathon, Monroe County, Florida, United States
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Budget-friendly monthly rentals in the Florida Keys

Our top value vacation rentals for monthly rentals

House Key Colony Beach
$6,813 for 28 nights
House ∙ 6 guests ∙ 3 bedrooms

Family Friendly Vacation Home in Key Colony Beach with Spacious Patio

5.0
Outstanding (4 ratings)
Key Colony Beach, Monroe County, Florida, United States
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House Marathon
$22,879 for 28 nights
House ∙ 14 guests ∙ 6 bedrooms

House in Marathon with Private Pool + Front Views

4.9
Outstanding (58 ratings)
Marathon, Monroe County, Florida, United States
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House Marathon
$22,907 for 28 nights
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Marathon with Second-Floor Balcony + Ocean View + Beach Nearby

4.9
Outstanding (57 ratings)
Marathon, Monroe County, Florida, United States
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Stay Cool: Monthly Rentals with Air Conditioning

House  Cudjoe Key
$4,482 for 28 nights
House ∙ 6 guests ∙ 2 bedrooms

Charming House in Cudjoe Key with Grill, Pool & Patio

4.5
Excellent (88 ratings)
Cudjoe Key, Monroe County, Florida, United States
Air conditioning
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House  Sugarloaf Shores
$11,900 for 28 nights
House ∙ 10 guests ∙ 3 bedrooms

Vacation Home in Sugarloaf Shores with Grill, Pool & Patio + Water Views

4.9
Outstanding (61 ratings)
Sugarloaf Shores, Monroe County, Florida, United States
Air conditioning
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House  Marathon
$14,000 for 28 nights
House ∙ 8 guests ∙ 3 bedrooms

Nice Vacation Home in Marathon with Spacious Pool + Incredible View

5.0
Outstanding (29 ratings)
Marathon, Monroe County, Florida, United States
Air conditioning
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Stay connected: Monthly Rentals with internet

House  Marathon
$11,172 for 28 nights
House ∙ 8 guests ∙ 3 bedrooms

Beautiful Vacation Home in Marathon with Patio

3.0
(2 ratings)
Marathon, Monroe County, Florida, United States
Internet
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House  Key Largo
$4,748 for 28 nights
House ∙ 7 guests ∙ 2 bedrooms

Vacation Home in Key Largo with Patio, Pool & Grill

Key Largo, Monroe County, Florida, United States
Internet
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House  Islamorada
$8,372 for 28 nights
House ∙ 6 guests ∙ 3 bedrooms

House in Islamorada with Yard, Grill & Pool

4.7
Excellent (24 ratings)
Islamorada, Monroe County, Florida, United States
Internet
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Monthly Rentals with kitchens

House  Islamorada
$14,900 for 28 nights
House ∙ 10 guests ∙ 5 bedrooms

Beautiful Vacation Home in Islamorada with Spacious Terrace

Islamorada, Monroe County, Florida, United States
Kitchen
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House  Key Largo
$4,200 for 28 nights
House ∙ 6 guests ∙ 2 bedrooms

House in Key Largo with Patio

5.0
Outstanding (1 rating)
Key Largo, Monroe County, Florida, United States
Kitchen
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House  Key Colony Beach
$7,420 for 28 nights
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Key Colony Beach with Yard, Pool & Grill

4.8
Outstanding (18 ratings)
Key Colony Beach, Monroe County, Florida, United States
Kitchen
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Monthly Rentals with Hot Tubs

Rentals Featuring Jacuzzis and Whirlpools

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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Condo Key West
$10,805 for 28 nights
Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Key West with Private Balcony

4.7
Excellent (137 ratings)
Key West, Monroe County, Florida, United States
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House Marathon
$12,690 for 28 nights
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Marathon with Outside Patio + Ocean View

5.0
Outstanding (1 rating)
Marathon, Monroe County, Florida, United States
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Monthly Rentals in the Florida Keys for Any Type of Traveler

Searching for cabins to house a big group in the Florida Keys?

Start browsing our available Monthly Rentals for large groups and plan the perfect trip! June is the most affordable month to stay in the Florida Keys with a big group, when nightly prices for Monthly Rentals will range from $448 to $819 per night. Book unique Monthly Rentals for large groups in the Florida Keys, complete with private pool, large kitchen, and lots of space to relax. HomeToGo has many Monthly Rentals in the Florida Keys that can accommodate ten or more guests and eight or more bathrooms.

Searching for a big family trip in the Florida Keys?

Most Monthly Rentals in the Florida Keys will cost around $534 per night for a family of 6 people but you can find lots of affordable options in the Florida Keys to choose from. You will find lots of Monthly Rentals in the Florida Keys come with family-friendly options, including hot tubs, private pool, TV, games, and many others. Florida Keys has lots of fun family-friendly activities to try, including hiking, swimming, biking, and many other activities. Search HomeToGo's offers of large Monthly Rentals in the Florida Keys, perfect for a big family with six or more beds and many restrooms. Start browsing for family-friendly Monthly Rentals now!

Searching for a remote trip in the Florida Keys with your partner?

Browse HomeToGo's best offers for romantic getaways in the Florida Keys today! The cheapest time to book is June with prices starting at $85 per night. You can find lots of fun things to try with your partner on your private trip, including swimming, hiking, biking, and many other outdoor activities. Book wonderful Monthly Rentals in the Florida Keys for a romantic getaway, complete with hot tub, sauna, and a amazing view of Florida Keys's surrounding scenery.
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Information about Florida Keys Monthly Rentals

📏 Average home size 166 m²
😎 Least busy month October
🛏️ Popular home types House rental and Condo
🌡️ Hottest months 91 °F in July and August
❄️ Coldest months February and January
🌧️ Rainiest months September and August

Frequently Asked Questions

Florida Keys Monthly Rentals: How much does a stay cost?

HomeToGo offers ideal vacation homes, with prices as low as $85 per night.

Florida Keys Monthly Rentals: is there a good selection of vacation homes for large groups?

in the Florida Keys, large groups should consider House rental since they usually fit 7 guests.

How many home rentals in the Florida Keys are available to rent for a month or longer?

You can find more than 14,067 homes to rent in the Florida Keys. The best time to find availability for longer stays is in October when home rentals have high availability.

Florida Keys Monthly Rentals: what types of vacation homes are available?

You can browse 4,805 House rentals and 1,501 Condos in the Florida Keys on HomeToGo.

How much does a vacation home rental in the Florida Keys cost per month?

Cost of a longer stay in vacation rental in the Florida Keys range from $85 per night, but many hosts can offer discounts for stays of 14 days or longer.

How many monthly vacation home rentals in the Florida Keys include a pool?

Definitely, more than 77% of accommodations in the Florida Keys offer a pool.

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