Florida holiday rentals

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Booking Insights
Recommended by KAYAK

Best Florida holiday rentals

Most recommended holiday rentals in Florida

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Beds & Sheets little Havana - Miami
Parking
Free Wi-Fi
Air conditioning
Cozy Master Room with Private Bath - Kissimmee
Parking
Free Wi-Fi
Pool
Air conditioning
Beach Front Studio Miami Beach - Miami Beach
Free Wi-Fi
Pool
Pet friendly
Air conditioning
Villas at Seven Dwarfs - Close to Disney - Kissimmee
Parking
Free Wi-Fi
Air conditioning
Musicians Lounge - 2 BR with parking asssigned - Fort Lauderdale - Living room
Parking
Free Wi-Fi
Pet friendly
Air conditioning
Villas Standard Seven Dwrafs Resort - Close to Disney - Kissimmee
Parking
Free Wi-Fi
Pool
Air conditioning
Lovely convenient upscale one bedroom - Orlando - Kitchen
Lovely convenient upscale one bedroom
Orlando, FL, United States
Air conditioning
Doppio Westside - Kissimmee - Dining room
Doppio Westside
Kissimmee, FL, United States
9.4Wonderful(32)
Parking
Free Wi-Fi
Air conditioning
3 Bedroom 25 Bathroom Bella Vida 4552 Al - Kissimmee - Pool
3 Bedroom 25 Bathroom Bella Vida 4552 Al
Kissimmee, FL, United States
Parking
Free Wi-Fi
Pool
Air conditioning
Themed Home Near Disney with Pool - Kissimmee - Dining room
Free Wi-Fi
Pet friendly
Air conditioning
Super Trend - 6bd 4bas With Amenties Gym Jaccuzi - Kissimmee - Bedroom
Parking
Free Wi-Fi
Air conditioning
4 Bedrooms 3 Bathrooms Bella Vida 911 Mb - Kissimmee - Living room
Parking
Free Wi-Fi
Air conditioning
Booking Insights

KAYAK’s insights for holiday rentals in Florida

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Florida with confidence.

How early should you book a vacation rental in Florida?

Book at least 5 days before your stay begins to get the best price for your Florida vacation rental.

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

January
March
€201
€212
Cheapest month to stay with an average 24% drop in price.
Most expensive month to stay with an average 21% 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 holiday rental

  • If you’re looking for a cheap holiday rental in Florida, you should consider visiting during the low season. The cheapest holiday homes in Florida can be found in August and September.
  • The cheapest night for renting a holiday home in Florida is Wednesday. In contrast, the most expensive is Monday.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Florida for 9 days.
  • Pool, beachfront, air-conditioned, airport shuttle, and pet friendly are the most popular holiday rental property amenities in Florida
  • Holiday rentals in Florida are around 29% more expensive than hotels on average. Search here to compare prices for all accommodation types in Florida.

FAQs when booking a holiday home in Florida

  • What is the most popular holiday rental destination in Florida?

    Based on KAYAK holiday rental searches, the most popular destination is Orlando (23% of total searches to Florida). The next most popular destinations are Miami (13%) and Miami Beach (12%). Searches for holida rentals in Kissimmee (10%), Key West (8%) and Fort Lauderdale (6%) are also popular.

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

    In the last 72 hours, users have found Florida holiday rentals for tonight for as little as €38. Search here for similar prices

  • How much is a holiday rental in Florida for this weekend?

    In the last 72 hours, users have found Florida holiday rentals for this weekend for as little as €36 per night. Search here for similar prices

  • What types of holiday rentals are available in Florida?

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

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

    There are many types of properties available for Florida holiday rentals. If you’re looking for something special, holiday rentals most loved by KAYAK users are Disney's Animal Kingdom Lodge and The Circ Hotel Hollywood, Sonder by Marriott Bonvoy.

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

    There are a number of dog and pet-friendly Florida holiday rentals, with around 6% allowing you to bring your pet along with you.

Where to stay in Florida?

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

What Florida holiday rental guests are talking about

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Popular topics

Holiday rentals by topic

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