Florida Keys Vacation Rentals

PRICE PER NIGHT

ACCOMMODATION TYPES

Top-Rated Vacation Rentals in Florida Keys, FL

Book a vacation rental in Florida Keys that has the highest visitor rating. Here are 6 of the best vacation rentals in Florida Keys.
Cozy Cottage
10

Excellent

·
Apartment
·
2 br
·
Sleeps 6
·
Furnished · Wifi · Assigned Parking ·
From
$329/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Furnished
Wifi
Assigned Parking
Ocean
Waterfront
Oven
On Site Laundry
Air Conditioning
Other spaces
Kitchen, Workspace
Price drop
Extraordinary waterfront custom home, pool 56'dock ,ice machine,kayaks,bikes,ect
10

Excellent

·
House
·
6 br
·
Sleeps 14
·
Dishwasher · Furnished · Air Conditioning ·
From
$846/night
Check availability
Property
House · 6 Beds · 5 baths
Amenities
Dishwasher
Furnished
Air Conditioning
Waterfront
Fireplace
Wifi
On Site Laundry
Pool
Other spaces
Kitchen, Balcony
Custom Built Luxury Home on Canal; Walk to Beach; Close to Everything!
10

Excellent

·
House
·
4 br
·
Sleeps 10
·
Waterfront · Balcony · Air Conditioning ·
From
$871/night
Check availability
Property
House · 4 Beds · 5 baths
Amenities
Waterfront
Air Conditioning
Furnished
Private Pool
Wifi
Hot Tub
Oven
Beach
Other spaces
Balcony, Kitchen
Price drop
Ocean Side Waterfront Exclusive Affordable Home - Pool , Tennis, Fishing & Golf
10

Excellent

·
House
·
4 br
·
Sleeps 10
·
Private Pool · Kitchen · Furnished ·
From
$604/night
Check availability
Property
House · 4 Beds · 5 baths
Amenities
Private Pool
Furnished
Residents Lounge
On Site Laundry
Wifi
Air Conditioning
Oven
Pool
Other spaces
Kitchen, Balcony
Southern Diversion Estate
10

Excellent

·
Apartment
·
8 br
·
Sleeps 20
·
Hot Tub · Dishwasher · Beach ·
From
$1,786/night
Check availability
Property
Apartment · 8 Beds · 6 baths
Amenities
Hot Tub
Dishwasher
Beach
Wifi
Ski In Ski Out
Onsite Management
Private Pool
Swimming Pool
Other spaces
Workspace, Kitchen, Balcony
Ground level house with pool and canal to ocean
10

Excellent

·
House
·
2 br
·
Sleeps 8
·
Fitness Center · Kitchen · Pool ·
From
$428/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Fitness Center
Pool
Private Pool
Waterfront
Oven
Wifi
Dishwasher
Air Conditioning
Other spaces
Kitchen

Our Recommended Vacation Rentals in Florida Keys, FL

We analyzed vacation rentals in Florida Keys from many property providers including but not limited to VRBO, Booking.com, Evolve, Blueground and more. We're providing our top recommended offers on the best vacation rentals in Florida Keys to help you find a deal for your next trip.
Paradise ocean view in marathon keys

No rating

·
Apartment
·
3 br
·
Residents Lounge · Furnished · Swimming Pool ·
From
$183/night
Min stay: 30 nights
Property
Apartment · 3 Beds · 2 baths
Amenities
Residents Lounge
Furnished
Swimming Pool
Dishwasher
Cable
Hardwood Floor
Assigned Parking
Microwave
Other spaces
Balcony
Price drop
A Little Piece of Paradise
1

Poor

·
Hotel
·
1 br
·
Sleeps 3
·
Elevator · Air Conditioning · Balcony ·
From
$221/night
Check availability
Property
Hotel · 1 Bed · 1 bath
Amenities
Elevator
Air Conditioning
Oven
Furnished
Pool
Wifi
Swimming Pool
On Site Laundry
Other spaces
Balcony, Kitchen
Price drop
Skipjack Resort & Marina #404

No rating

·
Hotel
·
1 br
·
Sleeps 4
·
Wifi · On Site Laundry · Kitchen ·
From
$232/night
Check availability
Property
Hotel · 1 Bed · 1 bath
Amenities
Wifi
On Site Laundry
Oven
Fitness Center
Elevator
Furnished
Air Conditioning
Pool
Other spaces
Kitchen

Budget-Friendly Vacation Rentals in Florida Keys, FL

Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in Florida Keys starting at $65. Use the price filter at the top of the page to search for more specific prices.
Lovely 1/1 condo with assigned dock on open canal

No rating

·
Condo
·
1 br
·
Sleeps 4
·
Waterfront · Air Conditioning · Wifi ·
From
$65/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Waterfront
Air Conditioning
Wifi
In Unit Laundry
Furnished
Oven
Other spaces
Kitchen
1977 School Bus Converted to an RV. Great and Quiet Place to Rest

No rating

·
House
·
1 br
·
Sleeps 2
·
On Site Laundry · Outdoor Space · Kitchen ·
From
$89/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
On Site Laundry
Furnished
Wifi
Air Conditioning
Other spaces
Kitchen
Price drop
Reel Escape - Updated 2nd Floor Condo In Marathon, Dockage/Ramp, Shared Pool, Close to Everything!
10

Excellent

·
Condo
·
1 br
·
Sleeps 4
·
Swimming Pool · Balcony · Pool ·
From
$100/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Swimming Pool
Pool
Dishwasher
On Site Laundry
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Balcony, Kitchen
Prime Time 2 - Charming Canal Front Duplex, Quick Trip To South Pine Channel And Atlantic or Gulf
10

Excellent

·
House
·
2 br
·
Sleeps 6
·
Outdoor Space · Furnished · Waterfront ·
From
$103/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
Furnished
Waterfront
On Site Laundry
Dishwasher
Air Conditioning
Other spaces
Kitchen
Price drop
Authentic And Charming Little Cottage 60 Ft From The Ocean
10

Excellent

·
Apartment
·
1 br
·
Sleeps 2
·
On Site Laundry · Air Conditioning · Ocean ·
From
$105/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
On Site Laundry
Air Conditioning
Ocean
Furnished
Oven
Fitness Center
Wifi
Waterfront
Other spaces
Kitchen
Banana Bay Resort & Marina
7.3

Very good

·
Hotel
·
1 br
·
Sleeps 10
·
Outdoor Space · Wheelchair Accessible · Wifi ·
From
$106/night
Check availability
Property
Hotel · 1 Bed
Amenities
Wheelchair Accessible
Wifi
Hot Tub
On Site Laundry
Assigned Parking
Free Parking
Furnished
Air Conditioning
Other spaces
Workspace

Vacation Rentals With AC and/or Heat in Florida Keys, FL

Whether you need air conditioning or central heating, these vacation rentals are for you.
Price drop
9th Street Paradise - Cabana Club Access
10

Excellent

·
House
·
3 br
·
Sleeps 6
·
Dishwasher · Waterfront · Swimming Pool ·
From
$198/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Dishwasher
Waterfront
Swimming Pool
Pool
Air Conditioning
Fitness Center
On Site Laundry
Oven
Other spaces
Kitchen
Open water views with Private pool, spa, Tiki hut, 100 ft boat dockage, ice mach
10

Excellent

·
House
·
3 br
·
Sleeps 6
·
Oven · Residents Lounge · Kitchen ·
From
$483/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Oven
Residents Lounge
Swimming Pool
Waterfront
Dishwasher
In Unit Laundry
Central Heat
Private Pool
Other spaces
Kitchen, Balcony
Cozy Castaway: 2-Bedroom/2.5-Bathroom Condo with Open Water Views, Shared Pool,
10

Excellent

·
House
·
2 br
·
Sleeps 4
·
Storage · Air Conditioning · Wifi ·
From
$220/night
Check availability
Property
House · 2 Beds · 3 baths
Amenities
Storage
Air Conditioning
Wifi
Ocean
Pool
Oven
Private Pool
Swimming Pool
Other spaces
Kitchen, Balcony
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Updated: September 26, 2023