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Florida Keys Waterfront Homes

Florida Keys
Anytime
Guests
Florida Keys
Anytime
Guests

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

2 Adults
1 Bedroom
Pool
House
Pets allowed
4 Adults
2 Bathrooms

Find the perfect waterfront bungalow for your next vacation in the Florida Keys

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Popular amenities for Florida Keys Waterfront Rentals

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Waterfront Homes with pools

Waterfront Homes with pools

Pet-Friendly Waterfront Homes

Pet-Friendly Waterfront Homes

Waterfront Homes with internet

Waterfront Homes with internet

Waterfront Homes with air conditioning

Waterfront Homes with air conditioning

Top-rated waterfront homes in the Florida Keys

Browse our top rated waterfront homes offers

House Key Largo
May 11 - May 18
$366 per night
House ∙ 6 guests ∙ 2 bedrooms

Charming House in Key Largo with Patio

4.8
Outstanding (69 ratings)
Key Largo, Monroe County, Florida, United States
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House Marathon
Jun 29 - Jul 6
$2,342 per night
House ∙ 8 guests ∙ 3 bedrooms

Wonderful House in Marathon with Yard & Patio

5.0
Outstanding (5 ratings)
Marathon, Monroe County, Florida, United States
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House Little Torch Key
Aug 10 - Aug 17
$643 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Little Torch Key with Patio, Pool & Grill

5.0
Outstanding (1 rating)
Little Torch Key, Monroe County, Florida, United States
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Best Deals and Discounts on Waterfront Homes

Save up to 68%

House Marathon
Sep 14 - Sep 21
-68%
$721
$234 per night
House ∙ 6 guests ∙ 3 bedrooms

Lovely House in Marathon with Outdoor Terrace + Amazing Views

5.0
Outstanding (23 ratings)
Marathon, Monroe County, Florida, United States
Free cancellation
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Cabin Marathon
Sep 7 - Sep 14
-63%
$358
$134 per night
Cabin ∙ 6 guests ∙ 1 bedroom

Cabin in Marathon with Grill & Pool

Marathon, Monroe County, Florida, United States
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Cottage Big Pine Key
Sep 14 - Sep 21
-41%
$298
$177 per night
Cottage ∙ 6 guests ∙ 1 bedroom

Cottage in Big Pine Key with Patio, Grill & Pool

4.1
Very good (77 ratings)
Big Pine Key, Monroe County, Florida, United States
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Waterfront Homes in the Florida Keys: Top Accommodations

House Marathon
Oct 12 - Oct 19
$429 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Marathon with Grill & Pool

Marathon, Monroe County, Florida, United States
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Condo Key West
Jul 29 - Aug 5
$304 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Nice Condo in Key West with Private Balcony + Exceptional View

Key West, Monroe County, Florida, United States
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House Islamorada
Apr 27 - May 4
$643 per night
House ∙ 12 guests ∙ 4 bedrooms

Pleasant House in Islamorada with Grill + Water Views

Islamorada, Monroe County, Florida, United States
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House Islamorada
Apr 27 - May 4
$400 per night
House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Islamorada with Pool & Grill + Water Views

Islamorada, Monroe County, Florida, United States
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Apartment Key Largo
Dec 7 - Dec 14
-20%
$250
$200 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Charming Apartment in Key Largo with Grill & Pool

Key Largo, Monroe County, Florida, United States
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House Key Largo
Feb 8 - Feb 15
$1,607 per night
House ∙ 16 guests ∙ 6 bedrooms

Nice House in Key Largo with Patio & Yard + 180-Degree View

5.0
Outstanding (22 ratings)
Key Largo, Monroe County, Florida, United States
Free cancellation
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Condo Key Largo
Apr 19 - Apr 26
$300 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Wonderful Condo in Key Largo with Free Parking + Fantastic Views

4.4
Very good (25 ratings)
Key Largo, Monroe County, Florida, United States
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House Key Largo
May 11 - May 18
$1,543 per night
House ∙ 10 guests ∙ 5 bedrooms

House in Key Largo + Unsurpassed Views

4.2
Very good (4 ratings)
Key Largo, Monroe County, Florida, United States
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Condo Key West
Jun 1 - Jun 8
$528 per night
Condo ∙ 4 guests ∙ 2 bedrooms

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

4.8
Outstanding (17 ratings)
Key West, Monroe County, Florida, United States
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Budget-friendly waterfront homes in the Florida Keys

Our top value vacation rentals for waterfront homes

House Islamorada
Apr 5 - Apr 12
$286 per night
House ∙ 4 guests ∙ 2 bedrooms

House in Islamorada with Grill & Pool

Islamorada, Monroe County, Florida, United States
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Condo Key Largo
May 11 - May 18
-36%
$368
$236 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Key Largo with Grill & Pool

Key Largo, Monroe County, Florida, United States
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Cottage Islamorada
Apr 27 - May 4
$1,286 per night
Cottage ∙ 8 guests ∙ 4 bedrooms

Cottage in Islamorada with Pool

4.0
Very good (1 rating)
Islamorada, Monroe County, Florida, United States
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Stay Cool: Waterfront Homes with Air Conditioning

Condo  Islamorada
May 11 - May 18
$500 per night
Condo ∙ 12 guests ∙ 5 bedrooms

Condo in Islamorada + Ocean Views

Islamorada, Monroe County, Florida, United States
Air conditioning
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Accommodation  Islamorada
May 4 - May 11
$1,287 per night
Accommodation ∙ 18 guests ∙ 6 bedrooms

Rental in Islamorada with Grill, Patio & Yard

Islamorada, Monroe County, Florida, United States
Air conditioning
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Condo  Key Largo
Apr 27 - May 4
$211 per night
Condo ∙ 5 guests ∙ 2 bedrooms

Condo in Key Largo with Juliet Balcony + Ocean Views

Key Largo, Monroe County, Florida, United States
Air conditioning
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Stay connected: Waterfront Homes with internet

House  Islamorada
Aug 3 - Aug 10
$236 per night
House ∙ 3 guests ∙ 1 bedroom

House in Islamorada with Grill + Beautiful Views

Islamorada, Monroe County, Florida, United States
Internet
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House  Marathon
Apr 27 - May 4
-63%
$570
$209 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Marathon with Outdoor Terrace + Amazing Views

5.0
Outstanding (20 ratings)
Marathon, Monroe County, Florida, United States
Internet
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House  Marathon
Sep 21 - Sep 28
-68%
$745
$236 per night
House ∙ 8 guests ∙ 3 bedrooms

Family Friendly Nice Vacation Home in Marathon with Private Terrace

5.0
Outstanding (19 ratings)
Marathon, Monroe County, Florida, United States
Free cancellation
Internet
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Waterfront Homes with kitchens

House  Marathon
Apr 23 - Apr 30
-72%
$902
$251 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Marathon with Outdoor Terrace + Amazing Views

4.9
Outstanding (22 ratings)
Marathon, Monroe County, Florida, United States
Kitchen
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House  Marathon
Apr 23 - Apr 30
-72%
$1,519
$420 per night
House ∙ 10 guests ∙ 4 bedrooms

House in Marathon with Private Garage

4.9
Outstanding (31 ratings)
Marathon, Monroe County, Florida, United States
Kitchen
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House  Marathon
Apr 25 - May 2
-72%
$910
$251 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Marathon with Outdoor Terrace + Amazing Views

5.0
Outstanding (24 ratings)
Marathon, Monroe County, Florida, United States
Kitchen
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Waterfront Homes with Hot Tubs

Rentals Featuring Jacuzzis and Whirlpools

House Marathon
Sep 14 - Sep 21
-69%
$745
$234 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Marathon with Outdoor Terrace + Amazing Views

5.0
Outstanding (15 ratings)
Marathon, Monroe County, Florida, United States
Free cancellation
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House Marathon
Apr 23 - Apr 30
-72%
$1,519
$420 per night
House ∙ 10 guests ∙ 4 bedrooms

House in Marathon with Expansive Pool

4.9
Outstanding (28 ratings)
Marathon, Monroe County, Florida, United States
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House Marathon
Sep 13 - Sep 20
-69%
$919
$288 per night
House ∙ 6 guests ∙ 3 bedrooms

Beautiful Vacation Home in Marathon with Outdoor Terrace + Water Views

5.0
Outstanding (48 ratings)
Marathon, Monroe County, Florida, United States
Free cancellation
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Waterfront Homes in the Florida Keys for Any Type of Traveler

Want to plan a large family getaway in the Florida Keys?

Search HomeToGo's offers of roomy cabins in the Florida Keys, suitable for a big family with 6+ beds and lots of bathrooms. Florida Keys has lots of fun family-friendly activities to try, including hiking, swimming, biking, and many other activities. You can find many cabins in the Florida Keys come with family-friendly options, including game rooms, private pools, jacuzzi, and many others. Most cabins in the Florida Keys will cost around $538 per day for a family of 5 people but there are many affordable options in the Florida Keys to choose from. Start browsing for family-friendly cabins today!
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Information about Florida Keys Waterfront Rentals

📏 Average home size 161 m²
🥳 Busiest month February
🛏️ Popular home types Apartment rental and House rental
🌡️ Hottest months 91 °F in July and August
❄️ Coldest months 68 °F in February and January
🌧️ Rainiest months September and August

Frequently Asked Questions

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

On average, you can get an incredible rental from $448 and find discounts up to 72%!

Can I find a vacation rental for a group of guests for Florida Keys Waterfront Rentals?

The size of a House rental is 161 m² and may fit 7 guests on average which is great for large groups.

What kinds of vacation rentals can I find for Florida Keys Waterfront Rentals?

We would advice checking out our selection of House rental and Apartment rental for Florida Keys Waterfront Rentals.

Are there cheap waterfront homes in the Florida Keys?

Sure! The cost of a rental near water starts at $134 per night in the Florida Keys.

What does it typically cost to rent a waterfront vacation home in the Florida Keys?

The average nightly price for staying in a waterfront vacation rental in the Florida Keys is between $660 and $538.

Can you find pet-friendly waterfront vacation rentals in the Florida Keys?

Definitely! Over 21% of waterfront rentals in the Florida Keys accept guests to bring their dogs.

What is the best month to visit Florida Keys?

Typically, the best month for sunny weather is July or August. During this time, vacation homes by the water are typically booked further ahead.

How many waterfront vacation homes are available to book in the Florida Keys?

There are more than 13,637 houses near the water to rent in the Florida Keys with prices starting at $134 per night.

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