Florida Keys holiday rentals

Search hundreds of travel sites at once for holiday home deals in Florida Keys

Here is why travellers choose KAYAK

Free to useThere are no hidden charges or fees

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Best Florida Keys holiday rentals

Most recommended holiday rentals in Florida Keys

Show all
Grand Marina Suite -Waterfront Condo - Stock Island - Pool
Grand Marina Suite -Waterfront Condo
Stock Island, FL, United States
8.8Very Good(77)
Parking
Free Wi-Fi
Pool
₹ 56,597+
View availability
Old Wooden Bridge Resort & Marina - Big Pine Key - Living room
Old Wooden Bridge Resort & Marina
Big Pine Key, FL, United States
8.3Very Good(121)
Parking
Free Wi-Fi
Pool
Pet-friendly
₹ 21,306+
View availability
Beachside Unit 19 - Key Colony - Key Colony Beach - Beach
Beachside Unit 19 - Key Colony
Key Colony Beach, FL, United States
Pool
₹ 26,400+
View availability
Significantly Discounted!! 45' Sea Ray Yacht Located In 5 Star Resort! - Stock Island - Living room
Significantly Discounted!! 45' Sea Ray Yacht Located In 5 Star Resort!
Stock Island, FL, United States
Free Wi-Fi
₹ 32,655+
View availability
Quaint Glamping Cottage on Private Island, Sandy Beach with Freshwater Pool! - Marathon - Outdoor view
Quaint Glamping Cottage on Private Island, Sandy Beach with Freshwater Pool!
Marathon, FL, United States
Free Wi-Fi
Pool
₹ 36,959+
View availability
Viking Yacht Getaway In The Keys !!new Location!! !!tons Of Amenities!! - Stock Island - Building
Viking Yacht Getaway In The Keys !!new Location!! !!tons Of Amenities!!
Stock Island, FL, United States
Free Wi-Fi
₹ 31,850+
View availability
Keys Livin - Yacht Rental - Stock Island - Living room
Keys Livin - Yacht Rental
Stock Island, FL, United States
Parking
Free Wi-Fi
Pet-friendly
₹ 44,527+
View availability
Dog-Friendly, Oceanfront Duplex with Private Beach Access & Dock - Long Key - Beach
Dog-Friendly, Oceanfront Duplex with Private Beach Access & Dock
Long Key, FL, United States
₹ 176,877+
View availability
Key Colony Beach Condo Ocean Front Complex, Private Beach, Heated Pool - Key Colony Beach - Building
Key Colony Beach Condo Ocean Front Complex, Private Beach, Heated Pool
Key Colony Beach, FL, United States
Free Wi-Fi
Pool
₹ 28,443+
View availability
Turtle Beach Retreat - Long Key - Living room
Turtle Beach Retreat
Long Key, FL, United States
₹ 26,144+
View availability
Beachside Unit 14 - Key Colony - Key Colony Beach - Beach
Beachside Unit 14 - Key Colony
Key Colony Beach, FL, United States
Pool
₹ 25,803+
View availability
Prime Time: A Tropical Paradise on Big Pine Key, Canal Front Duplex, Swift Access to Atlantic & Gulf - Big Pine Key - Balcony
Prime Time: A Tropical Paradise on Big Pine Key, Canal Front Duplex, Swift Access to Atlantic & Gulf
Big Pine Key, FL, United States
₹ 15,414+
View availability
Fiesta Key Rv Resort Standard Room 8 - Long Key
Fiesta Key Rv Resort Standard Room 8
Long Key, FL, United States
8.5Very Good(71)
Parking
₹ 17,326+
View availability
Beachfront Ocean Duplex - Long Key
Beachfront Ocean Duplex
Long Key, FL, United States
Pet-friendly
₹ 140,429+
View availability
Pelican Landing - Islamorada
Pelican Landing
Islamorada, FL, United States
Parking
Free Wi-Fi
Pet-friendly
₹ 61,741+
View availability
Welcome to the Pelican Lodge ! - Tavernier
Welcome to the Pelican Lodge !
Tavernier, FL, United States
9.3Wonderful(21)
Parking
Free Wi-Fi
Pool
₹ 33,723+
View availability
Go to map

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

₹ 2,470 - ₹ 46,072₹ 46,072 - ₹ 89,673₹ 89,673 - ₹ 133,275₹ 133,275 - ₹ 176,877₹ 176,877+ per night

Property type

ApartmentCondoCottageHomestayHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Good to know

Low season

August

High season

December

Average price (weeknight)

₹ 36,704

Average price (weekend night)

₹ 28,320
Cheapest month to stay with an average 12% drop in price.
Most expensive month to stay with an average 90% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Top tips for finding the perfect Florida Keys holiday rental

FAQs when booking a holiday home in Florida Keys

  • How much is a holiday rental in Florida Keys for tonight?

    In the last 72 hours, users have found Florida Keys holiday rentals for tonight for as little as ₹ 3,120. Search here for similar prices

  • What types of holiday rentals are available in Florida Keys?

    There are loads of different property types that you can make your holiday home in Florida Keys. You’ll find boats, campgrounds, condos, houses, campsites, apartments, bungalows, cabins, caravans, cottages, lodges, motorhomes, houseboats, villas, towers, homestays, agritourism, chalets, luxury tents and caravan parks.

  • What are some of the most-loved holiday rentals available in Florida Keys?

    There are many types of properties available for Florida Keys holiday rentals. If you’re looking for something special, holiday rentals most loved by KAYAK users are Tropical Cottages and Krymwood Flats Wynwood.

  • Are there any pet-friendly holiday rentals in Florida Keys?

    There are a number of dog and pet-friendly Florida Keys holiday rentals, with around 16% allowing you to bring your pet along with you.

See more FAQs

Where to stay in Florida Keys?

Our map will help you find the perfect place to stay in Florida Keys by showing you the exact location of each holiday home.

What Florida Keys holiday rental guests are talking about

Show all

Holiday rentals by topic

Show all
Habitat Brickell by Sextant - Miami - Lounge
Habitat Brickell by Sextant
Brickell
8.1Very Good(1436)
Free Wi-Fi
Pool
₹ 14,608+
View availability
Hudson House Miami - Miami
Hudson House Miami
Miami, FL, United States
8.2Very Good(685)
Free Wi-Fi
₹ 1,022+
View availability
Four Ambassadors Apartments - Miami
Four Ambassadors Apartments
Brickell
7.7Good(158)
Free Wi-Fi
₹ 12,689+
View availability

Popular topics

Everything you need to know for your stay in Florida Keys

Complete your trip to Florida Keys

Car rentals in Florida Keys

Not what you’re looking for? Find thousands of other hotels, flights, car hires and package deals with KAYAK.