Florida Keys Waterfront Homes - HomeToGo base64Hash Florida Keys Waterfront Homes - HomeToGo

Florida Keys Waterfront Homes

Anytime
1 guest
Anytime
1 guest

Florida Keys Waterfront Rentals: Recommended rentals

Florida Keys Waterfront Rentals: find your perfect rental from just $185 per night!

House Key Colony Beach
-72%
Sep 6 - Sep 13
Free cancellation
House ∙ 8 guests ∙ 3 bedrooms

Family-Oriented Beautiful House with Barbecue, Pool & Yard | Beach View | Good for Workation | Pets Allowed

Key Colony Beach, Monroe County, Florida, United States
$574$232
per night
$574$232
per night
View deal
Apartment Key West
Sep 6 - Sep 13
Free cancellation
Apartment ∙ 4 guests ∙ 1 bedroom

Child-Friendly Rental Apartment with Pool, Fast Internet & Hot Tub | Close to Key West Tropical Forest & Botanical Garden | Water View | Close to the Beach

Key West, Monroe County, Florida, United States
$293
per night
(1 rating)
$293
per night
View deal
Apartment Key West
Sep 6 - Sep 13
Free cancellation
Apartment ∙ 4 guests ∙ 1 bedroom

Holiday Apartment with Hot Tub, Pool & Fast Internet | Next to Key West Tropical Forest & Botanical Garden | Sea View

Key West, Monroe County, Florida, United States
$285
per night
$285
per night
View deal
Condo Key West
Sep 13 - Sep 20
Condo ∙ 6 guests ∙ 2 bedrooms

Family-Oriented Condo with Jacuzzi, BBQ & Heated Pool | Close to West Martello Tower | Water View | Next to the Beach

Key West, Monroe County, Florida, United States
$411
per night
Outstanding(1 rating)
$411
per night
View deal
Condo Key West
Sep 6 - Sep 13
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with Heated Pool, Hot Tub & BBQ | Close to West Martello Tower | Sea View

Key West, Monroe County, Florida, United States
$1,789
per night
Outstanding(1 rating)
$1,789
per night
View deal
House Marathon
-70%
Sep 27 - Oct 4
Free cancellation
House ∙ 10 guests ∙ 4 bedrooms

Children-Friendly Vacation Home with Garden, Grill & Private Pool | Beach View | Good for Workation | Pets Allowed

Marathon, Monroe County, Florida, United States
$1,620$581
per night
$1,620$581
per night
View deal
House Marathon
-49%
Aug 30 - Sep 6
Free cancellation
House ∙ 10 guests ∙ 4 bedrooms

Family-Oriented Vacation Home with Pool & Grill | Water View | Next to the Beach

Marathon, Monroe County, Florida, United States
$1,280$632
per night
$1,280$632
per night
View deal
House Little Torch Key
Jan 4 - Jan 11
House ∙ 8 guests ∙ 4 bedrooms

Family-Oriented House with Private Pool, Terrace & Barbecue | Water View

Little Torch Key, Monroe County, Florida, United States
$643
per night
Excellent(3 ratings)
$643
per night
View deal
Accommodation Islamorada
May 10 - May 17
Free cancellation
Accommodation ∙ 18 guests ∙ 6 bedrooms

Rental with BBQ, Garden & Patio | Water View

Islamorada, Monroe County, Florida, United States
$1,857
per night
$1,857
per night
View deal
House Marathon
-76%
Jan 4 - Jan 11
House ∙ 10 guests ∙ 4 bedrooms

House with Yard, Private Pool & Barbecue | Sea View | Perfect for Remote Work

Marathon, Monroe County, Florida, United States
$1,349$420
per night
$1,349$420
per night
View deal
House Marathon
-74%
Jan 18 - Jan 25
House ∙ 12 guests ∙ 5 bedrooms

Child-Friendly Big Vacation Home with Hot Tub, Barbeque & Private Pool | Beach View | Good for Workation

Marathon, Monroe County, Florida, United States
$2,769$804
per night
$2,769$804
per night
View deal
Apartment Layton
-52%
Aug 9 - Aug 16
Free cancellation
Apartment ∙ 10 guests ∙ 3 bedrooms

Rental Apartment with Pool & BBQ | Water View

Layton, Monroe County, Florida, United States
$1,362$716
per night
$1,362$716
per night
View deal
House Marathon
-43%
Aug 23 - Aug 30
Free cancellation
House ∙ 10 guests ∙ 4 bedrooms

Children-Friendly Ample House with Grill & Pool | Sea View | Next to the Beach

Marathon, Monroe County, Florida, United States
$1,064$459
per night
$1,064$459
per night
View deal
Condo Key Colony Beach
-18%
Jun 28 - Jul 5
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with Private Pool & Barbecue | Beach View

Key Colony Beach, Monroe County, Florida, United States
$314$257
per night
Outstanding(2 ratings)
$314$257
per night
View deal
Cottage Islamorada
Jan 25 - Feb 1
Cottage ∙ 8 guests ∙ 4 bedrooms

Cottage with Private Pool | Beach View

Islamorada, Monroe County, Florida, United States
$1,286
per night
Very good(1 rating)
$1,286
per night
View deal

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

Show all 18,893 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

House Cudjoe Key
Aug 23 - Aug 30
-19%
$528
$426
per night
House ∙ 6 guests ∙ 2 bedrooms

Family-friendly charming vacation home with private pool & barbeque | Sea view

5.0
Outstanding(4 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal
Condo Islamorada
Dec 6 - Dec 13
-24%
$470
$359
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with private pool, barbeque & jacuzzi | Water view

5.0
Outstanding(3 ratings)
Islamorada, Monroe County, Florida, United States
View deal
Condo Islamorada
May 3 - May 10
$295
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with Heated Pool, Barbecue & Patio | Beach View

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

Best Deals and Discounts on Waterfront Homes

Save up to 75%

House Marathon
Sep 20 - Sep 27
-69%
$1,761
$520
per night
House ∙ 10 guests ∙ 4 bedrooms

House with Yard, Grill & Private Pool | Beach View | Good for Workation

Marathon, Monroe County, Florida, United States
Free cancellation
View deal
House Marathon
Jan 18 - Jan 25
-75%
$1,786
$589
per night
House ∙ 10 guests ∙ 4 bedrooms

Children-Friendly Beautiful Vacation Home with Garden, Grill & Terrace | Water View | Good for Workation

Marathon, Monroe County, Florida, United States
View deal
House Marathon
Sep 27 - Oct 4
-73%
$1,170
$343
per night
House ∙ 8 guests ∙ 3 bedrooms

Child-Friendly Vacation Home with Heated Pool, Fast Internet & Barbecue | Water View

5.0
Outstanding(23 ratings)
Marathon, Monroe County, Florida, United States
Free cancellation
View deal

Budget-friendly waterfront homes in the Florida Keys

Our top value vacation rentals for waterfront homes

House Islamorada
Jan 4 - Jan 11
$963
per night
House ∙ 12 guests ∙ 4 bedrooms

Family-Oriented Wonderful House with BBQ | Water View | Next to the Beach | Dogs Allowed

5.0
Outstanding(1 rating)
Islamorada, Monroe County, Florida, United States
View deal
House Islamorada
Aug 2 - Aug 9
-26%
$587
$587
per night
House ∙ 5 guests ∙ 2 bedrooms

Family-Oriented Nice House with Heated Pool & BBQ | Water View

Islamorada, Monroe County, Florida, United States
Free cancellation
View deal
Condo Key Largo
Dec 21 - Dec 28
$321
per night
Condo ∙ 5 guests ∙ 2 bedrooms

Condo with Heated Pool & Barbeque | Water View

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

Waterfront Homes with Yards

House  Marathon
Nov 30 - Dec 7
$521
per night
House ∙ 10 guests ∙ 4 bedrooms

Children-Friendly House with Fast Internet, Garden & Barbeque | Sea View | Pets Are Welcome

Marathon, Monroe County, Florida, United States
Yard
View deal
House  Marathon
Aug 30 - Sep 6
-38%
$1,280
$589
per night
House ∙ 10 guests ∙ 4 bedrooms

Family-Oriented Big House with Garden, Pool & Barbeque | Water View | Close to the Beach

Marathon, Monroe County, Florida, United States
Free cancellation
Yard
View deal
House  Marathon
Dec 14 - Dec 21
-79%
$1,761
$520
per night
House ∙ 10 guests ∙ 4 bedrooms

House with Yard, Grill & Private Pool | Beach View | Good for Workation

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

Soak Up the Sun: Waterfront Homes with Patios

House  Marathon
Dec 12 - Dec 19
-75%
$1,307
$398
per night
House ∙ 6 guests ∙ 3 bedrooms

Family-Friendly Pleasant Vacation Home with Terrace, Heated Pool & Sauna | Water View

5.0
Outstanding(48 ratings)
Marathon, Monroe County, Florida, United States
Balcony/Patio
View deal
Condo  Islamorada
Dec 7 - Dec 14
$290
per night
Condo ∙ 4 guests ∙ 1 bedroom

Condo with Private Pool & Hot Tub | Water View

Islamorada, Monroe County, Florida, United States
Balcony/Patio
View deal
Cottage  Islamorada
Dec 7 - Dec 14
$290
per night
Cottage ∙ 6 guests ∙ 2 bedrooms

Cottage with Barbecue | Lake View

Islamorada, Monroe County, Florida, United States
Balcony/Patio
View deal
See all offers

Waterfront Homes with Hot Tubs

Rentals Featuring Jacuzzis and Whirlpools

House Marathon
Dec 11 - Dec 18
-77%
$1,170
$343
per night
House ∙ 8 guests ∙ 3 bedrooms

House with Heated Pool, Sauna & Jacuzzi | Water View

5.0
Outstanding(18 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Marathon
Dec 7 - Dec 14
-78%
$1,085
$343
per night
House ∙ 6 guests ∙ 3 bedrooms

Children-Friendly Nice Vacation Home with Fast Internet, Heated Pool & Patio | Water View

5.0
Outstanding(27 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Marathon
Dec 7 - Dec 14
-75%
$1,980
$636
per night
House ∙ 10 guests ∙ 4 bedrooms

Children-Friendly House with Private Pool, Fast Internet & Sauna | Water View

4.9
Outstanding(32 ratings)
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 $529 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 160 m²
😎 Least busy month May
🛏️ Popular home types Condo and House rental
🌡️ Hottest months 91 °F in July and August
❄️ Coldest months 68 °F in 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 $502 and $816 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 160 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 1,700 Condos and 6,573 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 $114 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 $707 and $529.

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

Of course! More than 31% 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 18,893 waterfront homes for rent in the Florida Keys with nightly prices starting from $114 per night.

Discover other popular accommodation types

Check out more vacation options

Check out other vacation accommodation options in the Florida Keys

Check out vacation rentals with popular amenities in the Florida Keys

Searching for something else?

Find more interesting places to stay in the Florida Keys

House

House

Resort

Resort

Apartment

Apartment

Hotel

Hotel

image-tag