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Florida Keys Waterfront Homes

Florida Keys
Anytime
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Price per night
Up to $100
$100 - $199
From $200
Rating
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4+
3.5+
Bedrooms
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1 bedroom
2+ bedrooms

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

Apartment Key West
Oct 7 - Oct 14
$438 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
Rental Apartment in Key West with Pool, Sauna & Patio + Ocean Views
4.9
Outstanding (17 ratings)
Key West, Florida Keys, Florida, United States
Details
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House Marathon
Sep 14 - Sep 21
-22%
$358
$279 per night
House ∙ 8 guests ∙ 3 bedrooms
Vacation Home in Marathon with Patio, Grill & Pool
5.0
Outstanding (3 ratings)
Marathon, Monroe County, Florida, United States
Details
FloridaRentals.com
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Condo Key Colony Beach
Oct 21 - Oct 28
-30%
$286
$200 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Condo in Key Colony Beach with Pool & Grill + Ocean Views
5.0
Outstanding (2 ratings)
Key Colony Beach, Monroe County, Florida, United States
Details
FloridaRentals.com
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Best Deals and Discounts on Waterfront Homes

Save up to 56%

House Marathon
Oct 21 - Oct 28
-56%
$899
$399 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Marathon with Outdoor Terrace + Amazing Views
5.0
Outstanding (14 ratings)
Marathon, Monroe County, Florida, United States
Details
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House Marathon
Oct 14 - Oct 21
-56%
$899
$399 per night
House ∙ 6 guests ∙ 3 bedrooms
Lovely House in Marathon with Outdoor Terrace + Amazing Views
5.0
Outstanding (20 ratings)
Marathon, Monroe County, Florida, United States
Details
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House Key Largo
Nov 6 - Nov 13
-37%
$868
$551 per night
House ∙ 10 guests ∙ 1 bedroom
House in Key Largo with Hot Tub, Pool & Grill
3.6
Good (350 ratings)
Key Largo, Monroe County, Florida, United States
Details
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Waterfront Homes in the Florida Keys: Top Accommodations

Condo Marathon
Oct 21 - Oct 28
$352 per night
Condo ∙ 4 guests ∙ 1 bedroom
Condo in Marathon with Pool
4.5
Excellent (2 ratings)
Marathon, Monroe County, Florida, United States
Details
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Apartment Key West
Oct 29 - Nov 5
-25%
$603
$452 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
Rental Apartment in Key West with Jacuzzi & Grill
Key West, Florida Keys, Florida, United States
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Motel Conch Key
Oct 21 - Oct 28
-67%
$590
$197 per night
Motel ∙ 7 guests ∙ 1 bedroom
Motel in Conch Key with Pool, Yard & Patio + Water Views
3.8
Good (439 ratings)
Conch Key, Duck Key, Florida, United States
Details
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Condo Key Largo
Oct 21 - Oct 28
-37%
$430
$270 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
Details
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House Marathon
Nov 25 - Dec 2
$807 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Marathon with Private Pool + Expansive View
5.0
Outstanding (2 ratings)
Marathon, Monroe County, Florida, United States
Free cancellation
Details
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House Key Largo
Aug 17 - Aug 24
$317 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
Details
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House Key Largo
Jan 21 - Jan 28
$2,208 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
Details
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House Marathon
Oct 28 - Nov 4
$1,893 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
Details
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Apartment Marathon
Nov 11 - Nov 18
$323 per night
Apartment ∙ 8 guests ∙ 3 bedrooms
Rental Apartment in Marathon with Pool & Patio + Water View
4.2
Very good (9 ratings)
Marathon, Monroe County, Florida, United States
Free cancellation
Details
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Budget-friendly waterfront homes in the Florida Keys

Our top value vacation rentals for waterfront homes

House Marathon
Sep 23 - Sep 30
-18%
$1,458
$1,200 per night
House ∙ 8 guests ∙ 4 bedrooms
Beautiful Vacation Home in Marathon with Pool & Grill + Panoramic View
5.0
Outstanding (9 ratings)
Marathon, Monroe County, Florida, United States
Details
FloridaRentals.com
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Motel Conch Key
Oct 7 - Oct 14
-71%
$540
$159 per night
Motel ∙ 2 guests ∙ 1 bedroom
Motel in Conch Key with Yard, Pool & Grill
3.8
Good (439 ratings)
Conch Key, Duck Key, Florida, United States
Details
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House Little Torch Key
Apr 6 - Apr 13
$783 per night
House ∙ 7 guests ∙ 4 bedrooms
House in Little Torch Key with Yard & Patio + Sunrise Views
5.0
Outstanding (1 rating)
Little Torch Key, Monroe County, Florida, United States
Details
FlipKey
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Stay Cool: Waterfront Homes with Air Conditioning

House  Marathon
Dec 2 - Dec 9
-41%
$1,349
$799 per night
House ∙ 10 guests ∙ 4 bedrooms
House in Marathon with Private Garage
4.9
Outstanding (28 ratings)
Marathon, Monroe County, Florida, United States
Free cancellation
Details
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House  Marathon
Oct 7 - Oct 14
-47%
$1,499
$799 per night
House ∙ 10 guests ∙ 4 bedrooms
House in Marathon with Expansive Pool
5.0
Outstanding (26 ratings)
Marathon, Monroe County, Florida, United States
Details
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House  Marathon
Oct 21 - Oct 28
-60%
$499
$199 per night
House ∙ 4 guests ∙ 1 bedroom
House in Marathon with Pool
4.8
Outstanding (69 ratings)
Marathon, Monroe County, Florida, United States
Details
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Waterfront Homes with Kitchens

House  Marathon
Oct 14 - Oct 21
-58%
$1,199
$499 per night
House ∙ 8 guests ∙ 3 bedrooms
Vacation Home in Marathon with Private Patio + Amazing Views
4.8
Outstanding (33 ratings)
Marathon, Monroe County, Florida, United States
Details
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House  Marathon
Oct 7 - Oct 14
-56%
$899
$399 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Marathon with Outdoor Terrace + Amazing Views
5.0
Outstanding (17 ratings)
Marathon, Monroe County, Florida, United States
Details
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House  Marathon
Oct 14 - Oct 21
-55%
$999
$449 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Marathon with Outdoor Terrace + Amazing Views
5.0
Outstanding (19 ratings)
Marathon, Monroe County, Florida, United States
Details
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Stay Connected: Waterfront Homes with Internet

Apartment  Key West
Oct 21 - Oct 28
-61%
$1,020
$394 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
Rental Apartment in Key West with Grill & Jacuzzi
Key West, Florida Keys, Florida, United States
Details
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Cottage  Big Pine Key
Sep 14 - Sep 21
-33%
$268
$180 per night
Cottage ∙ 6 guests ∙ 1 bedroom
Cottage in Big Pine Key with Patio, Grill & Pool
4.1
Very good (70 ratings)
Big Pine Key, Monroe County, Florida, United States
Details
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House  Key Largo
Oct 24 - Oct 31
-39%
$839
$512 per night
House ∙ 10 guests ∙ 1 bedroom
Nice Vacation Home in Key Largo with Grill, Pool & Yard
3.6
Good (350 ratings)
Key Largo, Monroe County, Florida, United States
Details
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Waterfront Homes with Hot Tubs

Rentals Featuring Jacuzzis and Whirlpools

Villa Duck Key
Oct 15 - Oct 22
-41%
$1,511
$897 per night
Villa ∙ 6 guests ∙ 3 bedrooms
Villa in Duck Key with Jacuzzi & Pool + Gorgeous Views
Duck Key, Monroe County, Florida, United States
Free cancellation
Details
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House Marathon
Oct 15 - Oct 22
-55%
$999
$449 per night
House ∙ 6 guests ∙ 3 bedrooms
Beautiful Vacation Home in Marathon with Outdoor Terrace + Water Views
5.0
Outstanding (42 ratings)
Marathon, Monroe County, Florida, United States
Details
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House Marathon
Oct 15 - Oct 22
-56%
$899
$399 per night
House ∙ 6 guests ∙ 3 bedrooms
Pleasant House in Marathon with Private Terrace + Amazing Views
4.9
Outstanding (22 ratings)
Marathon, Monroe County, Florida, United States
Details
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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 $702 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!

Information about Florida Keys Waterfront Rentals

📏 Average home size 145 m²
😎 Least busy month November
🛏️ Popular home types House rental and Apartment rental
🌡️ Hottest months 91 °F in July and August
❄️ Coldest months February and January
🌧️ Rainiest months September and August

Frequently Asked Questions

What kinds of vacation rentals are available for Florida Keys Waterfront Rentals?

There are many House rental and Apartment rental that are perfect for Florida Keys Waterfront Rentals.

Florida Keys Waterfront Rentals: How much does it cost to rent a vacation rental in the Florida Keys?

On average, you can get a great vacation rental from $421 and find discounts up to 58%!

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

The size of a House rental is 145 m² and may fit 7 guests on average which is great for large groups.

Are there affordable waterfront homes in the Florida Keys?

Sure! The cost of a vacation rental near water starts at $130 per night in the Florida Keys.

How much does it usually cost to rent a waterfront vacation home in the Florida Keys?

The average price for staying in a waterfront rental in the Florida Keys is between $771 and $702.

Are there many pet-friendly waterfront vacation homes in the Florida Keys?

Absolutely! More than 21% of waterfront rentals in the Florida Keys accept guests to bring their dogs.

What is the best time to travel to Florida Keys?

Typically, the best month for warm weather is July or August. During this time, waterfront rentals are typically booked further ahead.

How many waterfront vacation rentals are available for short-term bookings in the Florida Keys?

There are more than 12,336 waterfront homes to rent in the Florida Keys with nightly prices starting from $130 per night.

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