Florida holiday rentals

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Booking Insights
Recommended by KAYAK

Latest Florida holiday rental deals

MOST POPULARMiami Beach
Holiday homes from R165
Fort Lauderdale
Holiday homes from R187

Best Florida holiday rentals

Siesta Key Beachside Villas - Siesta Key - Patio
Siesta Key Beachside Villas
Siesta Key, FL, United States
Free Wi-Fi
Pool
Air conditioning
Seafarer Key Largo Resort And Beach - Key Largo - Patio
Seafarer Key Largo Resort And Beach
Key Largo, FL, United States
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
Bay Harbor Lodge - Key Largo - Living room
Bay Harbor Lodge
Key Largo, FL, United States
Parking
Free Wi-Fi
Pool
Air conditioning
Siesta Heron Suites & Villas - Siesta Key - Living room
Siesta Heron Suites & Villas
Siesta Key, FL, United States
Parking
Free Wi-Fi
Pool
Air conditioning
Haley's at Anna Maria Island Inn - Holmes Beach - Pool
Haley's at Anna Maria Island Inn
Holmes Beach, FL, United States
Free Wi-Fi
Pool
Air conditioning
Kissimmee Area Pool Home - Four Corners - Pool
Kissimmee Area Pool Home
Four Corners, FL, United States
Parking
Free Wi-Fi
Pool
Air conditioning
Villas Of Amelia Island - Fernandina Beach - Lounge
Villas Of Amelia Island
Fernandina Beach, FL, United States
Parking
Free Wi-Fi
Pool
Pet-friendly
Aloha Fridays - Miami Beach - Pool
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
Econo Lodge Crystal River - Crystal River - Pool
Econo Lodge Crystal River
Crystal River, FL, United States
Parking
Free Wi-Fi
Pool
Pet-friendly
Siesta Key Island Rentals - Siesta Key - Living room
Siesta Key Island Rentals
Siesta Key, FL, United States
Parking
Pool
Air conditioning
Tropicals Of Palm Beach - Palm Beach - Lounge
Tropicals Of Palm Beach
Palm Beach, FL, United States
Free Wi-Fi
Pool
Air conditioning
Key West Villas - Key West - Front desk
Free Wi-Fi
Pool
Air conditioning
Sunny Isles Apartments by MiaRentals - Sunny Isles Beach - Balcony
Sunny Isles Apartments by MiaRentals
Sunny Isles Beach, FL, United States
Free Wi-Fi
Pool
Air conditioning
Flamingo Inn - Fort Myers Beach - Bedroom
Flamingo Inn
Fort Myers Beach, FL, United States
Parking
Free Wi-Fi
Pet-friendly
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)

September
June
R4 241
R4 338
Cheapest month to stay with an average 15% drop in price.
Most expensive month to stay with an average 35% 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 January and April.
  • The cheapest night for renting a holiday home in Florida is Wednesday. In contrast, the most expensive is Saturday.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Florida for 4 days.
  • Pool, beachfront, air-conditioned, airport shuttle, kitchen/kitchenette, and pet friendly are the most popular holiday rental property amenities in Florida
  • Holiday rentals in Florida are around 4% cheaper 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 Miami (40% of total searches to Florida). The next most popular destinations are Fort Lauderdale (20%) and Orlando (16%). Searches for holida rentals in Mount Dora (4%), Margate (4%) and West Palm Beach (4%) 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 R766. 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, cabins, caravans, condos, houses, lodges, bungalows, cottages, homestays, houseboats, villas, guest houses, campgrounds, farm stays, hotels, campsites, resorts, motorhomes, studios, barns, safari/tentalows, boats, luxury tents, agritourism, chalets and treehouses.

  • 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 Marriott's Cypress Harbour Villas, A Marriott Vacation Club Resort and New Point Miami Beach Apartments.

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

    There are a number of dog and pet-friendly Florida holiday rentals, with around 7% 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.

Everything you need to know for your stay in Florida