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Florida Keys Waterfront Homes

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Guests
Anytime
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Florida Keys Waterfront Rentals: Recommended rentals

Florida Keys Waterfront Rentals: find your perfect rental from just $153 per night!

Condo Islamorada
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with hot tub, pool & BBQ | Beach view

Islamorada, Monroe County, Florida, United States
from $200
per night
from $200
per night
View deal
House Islamorada
House ∙ 6 guests ∙ 3 bedrooms

Child-friendly house | Water view

Islamorada, Monroe County, Florida, United States
from $433
per night
from $433
per night
View deal
House Big Pine Key
House ∙ 8 guests ∙ 3 bedrooms

House with hot tub & terrace | Water view

Big Pine Key, Monroe County, Florida, United States
from $203
per night
from $203
per night
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House Summerland Key
House ∙ 6 guests ∙ 3 bedrooms

House with BBQ & terrace | Sea view

Summerland Key, Monroe County, Florida, United States
from $245
per night
Outstanding(1 rating)
from $245
per night
View deal
Apartment Key Largo
Apartment ∙ 6 guests ∙ 2 bedrooms

Rental apartment with terrace, heated pool & grill | Water view

Key Largo, Monroe County, Florida, United States
from $175
per night
from $175
per night
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House Little Torch Key
House ∙ 8 guests ∙ 4 bedrooms

Children-friendly house with terrace, private pool & barbeque | Water view

Little Torch Key, Monroe County, Florida, United States
from $659
per night
Excellent(3 ratings)
from $659
per night
View deal
Mobile home Tavernier
Mobile home ∙ 5 guests ∙ 3 bedrooms

Mobile home with jacuzzi, terrace & barbecue | Water view

Tavernier, Monroe County, Florida, United States
from $160
per night
from $160
per night
View deal
House Islamorada
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with BBQ & private pool | Garden view

Islamorada, Monroe County, Florida, United States
from $467
per night
from $467
per night
View deal
Condo Key Colony Beach
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with private pool & grill | Beach view

Key Colony Beach, Monroe County, Florida, United States
from $257
per night
Outstanding(2 ratings)
from $257
per night
View deal
House Marathon
House ∙ 8 guests ∙ 4 bedrooms

Family-friendly house with barbecue | Water view

Marathon, Monroe County, Florida, United States
from $435
per night
from $435
per night
View deal
Condo Islamorada
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with barbeque, pool & jacuzzi | Sea view

Islamorada, Monroe County, Florida, United States
from $338
per night
from $338
per night
View deal
House Islamorada
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with barbeque & patio | Water view

Islamorada, Monroe County, Florida, United States
from $425
per night
Outstanding(6 ratings)
from $425
per night
View deal
House Marathon
House ∙ 10 guests ∙ 4 bedrooms

Fully equipped vacation home with barbeque, garden & pool | Water view | Close to the beach

Marathon, Monroe County, Florida, United States
from $408
per night
from $408
per night
View deal
Condo Islamorada
Condo ∙ 5 guests ∙ 2 bedrooms

Family-friendly condo with barbecue, sauna & jacuzzi | Beach view

Islamorada, Monroe County, Florida, United States
from $324
per night
Excellent(2 ratings)
from $324
per night
View deal
House Key Haven
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with garden, fast internet & barbecue | Water view

Key Haven, Monroe County, Florida, United States
from $392
per night
from $392
per night
View deal

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

Show all 14,944 properties

Popular amenities for Florida Keys Waterfront Rentals

Find the perfect home for your stay

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
from $222
per night
Apartment ∙ 4 guests ∙ 1 bedroom

Apartment with fast internet, pool & jacuzzi | Near Key West Tropical Forest & Botanical Garden | Sea view

5.0
Outstanding(1 rating)
Key West, Monroe County, Florida, United States
View deal
Condo Key West
from $398
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with BBQ, heated pool & jacuzzi | Near West Martello Tower | Sea view

5.0
Outstanding(1 rating)
Key West, Monroe County, Florida, United States
View deal
Condo Islamorada
from $234
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Family-oriented ample condo with BBQ, hot tub & pool | Water view

5.0
Outstanding(1 rating)
Islamorada, Monroe County, Florida, United States
View deal

Budget-friendly waterfront homes in the Florida Keys

Our top value vacation rentals for waterfront homes

Apartment Key Largo
from $266
per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Family-oriented charming apartment with barbecue & heated pool | Water view

Key Largo, Monroe County, Florida, United States
View deal
Cabin Islamorada
from $1,364
per night
Cabin ∙ 8 guests ∙ 4 bedrooms

Cottage with private pool | Beach view

4.0
Very good(1 rating)
Islamorada, Monroe County, Florida, United States
View deal
Apartment Key West
from $304
per night
Apartment ∙ 4 guests ∙ 1 bedroom

Apartment with jacuzzi, pool & fast internet | Next to Key West Tropical Forest & Botanical Garden | Sea view

Key West, Monroe County, Florida, United States
View deal

Stay Cool: Waterfront Homes with Air Conditioning

House  Marathon
from $558
per night
House ∙ 10 guests ∙ 4 bedrooms

Family-friendly beautiful vacation home with grill, private pool & garden | Beach view | Perfect for remote work | Pet-friendly

Marathon, Monroe County, Florida, United States
Air conditioning
View deal
House  Marathon
from $460
per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with grill, garden & private pool | Sea view | Suitable for remote work

Marathon, Monroe County, Florida, United States
Air conditioning
View deal
House  Key Colony Beach
from $268
per night
House ∙ 8 guests ∙ 3 bedrooms

Children-friendly spacious vacation home with pool, yard & barbecue | Beach view | Good for workation | Pets allowed

Key Colony Beach, Monroe County, Florida, United States
Air conditioning
View deal
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Soak Up the Sun: Waterfront Homes with Patios

House  Marathon
from $445
per night
House ∙ 10 guests ∙ 4 bedrooms

Family-oriented pleasant house with grill, yard & jacuzzi | Water view | Close to the beach | Suitable for remote work | Dogs allowed

Marathon, Monroe County, Florida, United States
Balcony/Patio
View deal
House  Marathon
from $616
per night
House ∙ 6 guests ∙ 3 bedrooms

Child-friendly beautiful vacation home with patio, heated pool & sauna | Water view

5.0
Outstanding(52 ratings)
Marathon, Monroe County, Florida, United States
Balcony/Patio
View deal
House  Little Torch Key
from $251
per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation home with barbecue | Sea view

5.0
Outstanding(6 ratings)
Little Torch Key, Monroe County, Florida, United States
Balcony/Patio
View deal
See all offers

Waterfront Homes with Yards

Condo  Islamorada
from $224
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with jacuzzi, grill & yard | Beach view

Islamorada, Monroe County, Florida, United States
Yard
View deal
Condo  Islamorada
from $243
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with garden, hot tub & barbeque | Beach view

4.0
Very good(1 rating)
Islamorada, Monroe County, Florida, United States
Yard
View deal
Condo  Islamorada
from $225
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Children-friendly condo with hot tub, pool & yard | Water view

Islamorada, Monroe County, Florida, United States
Yard
View deal
See all offers

Waterfront Homes with Hot Tubs

Rentals Featuring Jacuzzis and Whirlpools

Condo Islamorada
from $186
per night
Condo ∙ 5 guests ∙ 2 bedrooms

Children-friendly condo with grill, hot tub & heated pool | Water view

5.0
Outstanding(1 rating)
Islamorada, Monroe County, Florida, United States
View deal
Condo Islamorada
from $128
per night
Condo ∙ 3 guests ∙ 1 bedroom

Family-friendly condo with hot tub, barbeque & heated pool | Water view

5.0
Outstanding(2 ratings)
Islamorada, Monroe County, Florida, United States
View deal
House Marathon
from $871
per night
House ∙ 12 guests ∙ 5 bedrooms

Family-friendly wonderful house with private pool, BBQ & jacuzzi | Beach view | Good for workation

Marathon, Monroe County, Florida, United States
View deal

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 $497 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

💳 Highest rates in December
🥳 Busiest month June
🛏️ Popular home types Condo and House rental
🌡️ Hottest months July and August
❄️ Coldest months February and January
🌧️ Rainiest months September and August

Florida Keys Waterfront Rentals: frequently asked questions

Florida Keys Waterfront Rentals: What is the nightly price for a stay?

The average cost for a vacation home in the Florida Keys is between $504 and $643 per night.

Florida Keys Waterfront Rentals: does HomeToGo offer a wide variety of vacation rentals for groups of guests?

Usually the average House rental size is 159 m² and can fit 7 guests on average which is ideal for large groups.

Florida Keys Waterfront Rentals: what types of vacation homes can I book in the Florida Keys?

Sure, there are 1,418 Condos and 4,944 House rentals available in the Florida Keys.

Are there cheap waterfront homes in the Florida Keys?

Of course! The cost of a waterfront vacation home in the Florida Keys begins at $153 per night.

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

The typical nightly price for staying in a waterfront vacation rental in the Florida Keys is between $694 and $497.

Is it easy to book dog-friendly waterfront vacation rentals in the Florida Keys?

Of course! More than 32% of waterfront rentals in the Florida Keys accept guests to bring their pets.

What is the warmest month to stay Florida Keys?

Typically, the best month for sunshine is July or August. During these months, vacation homes by the water are typically in high-demand.

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

You can find more than 14,944 waterfront homes for rent in the Florida Keys with nightly prices starting from $153 per night.

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