Holiday vacation rentals

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Recommended by KAYAK

Best Holiday vacation rentals

Most recommended vacation rentals in Holiday

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Sea Breezes Holiday, A Charming Suite Near The Beaches - Holiday - Beach
Sea Breezes Holiday, A Charming Suite Near The Beaches
Holiday, FL
9.3Wonderful(57)
Parking
Free Wi-Fi
$102+
Check availability
Near Clearwater And Tarpon Spring With Water View - Holiday - Living room
Near Clearwater And Tarpon Spring With Water View
Holiday, FL
7.5Good(14)
Parking
Free Wi-Fi
Pet friendly
$92+
Check availability
Charming Home w/ Patio, 7 Mi to Sunset Beach! - Holiday - Kitchen
Charming Home w/ Patio, 7 Mi to Sunset Beach!
Holiday, FL
9.7Wonderful(19)
Free Wi-Fi
$150+
Check availability
Vacation guest house - Holiday - Beach
Vacation guest house
Holiday, FL
8.0Very good(1)
Parking
Free Wi-Fi
$65+
Check availability
Lavish Holiday Home with Lanai and Heated Outdoor Pool - Holiday - Patio
Lavish Holiday Home with Lanai and Heated Outdoor Pool
Holiday, FL
9.9Wonderful(27)
Free Wi-Fi
Pool
Pet friendly
$369+
Check availability
King Bed & Queen Luxury Retro 2/1/1 W/D+kitchen+garage+patio+3 Rokutvs+workspace - Holiday - Living room
King Bed & Queen Luxury Retro 2/1/1 W/D+kitchen+garage+patio+3 Rokutvs+workspace
Holiday, FL
Free Wi-Fi
$219+
Check availability
Cozy Holiday Home with Yard about 5 Mi to Beach! - Holiday - Living room
Cozy Holiday Home with Yard about 5 Mi to Beach!
Holiday, FL
9.5Wonderful(6)
Free Wi-Fi
Pet friendly
$186+
Check availability
Baileys Bluff Waterfront Escape near Island, Gulf Beaches - Holiday - Beach
Baileys Bluff Waterfront Escape near Island, Gulf Beaches
Holiday, FL
7.0Good(5)
Parking
Free Wi-Fi
Pet friendly
$455+
Check availability
Rest apartament - Holiday - Bedroom
Rest apartament
Holiday, FL
Free Wi-Fi
$65+
Check availability
Awesome Lake View Home - Holiday - Beach
Awesome Lake View Home
Holiday, FL
Free Wi-Fi
Pool
$527+
Check availability
Great Location Waterfront, Heated Pool! Beautiful Sunsets, All Pets Stay Free! - Holiday - Balcony
Great Location Waterfront, Heated Pool! Beautiful Sunsets, All Pets Stay Free!
Holiday, FL
Free Wi-Fi
Pool
Pet friendly
$295+
Check availability
Stunning 2BR Ranch, perfect for snowbirds or small families - Holiday - Beach
Stunning 2BR Ranch, perfect for snowbirds or small families
Holiday, FL
Free Wi-Fi
Pet friendly
$172+
Check availability
The Holiday Hideaway spared by hurricanes. - Holiday - Patio
The Holiday Hideaway spared by hurricanes.
Holiday, FL
Pet friendly
$184+
Check availability
Gorgeous house nearby beach in 5 minutes - Holiday - Kitchen
Gorgeous house nearby beach in 5 minutes
Holiday, FL
6.3Okay(3)
$131+
Check availability
Casa habana II\n - Holiday
Casa habana II\n
Holiday, FL
$88+
Check availability
Amazing home right on the gulf of Mexico, PGA Copperhead Golf Course mns away\n - Holiday
Amazing home right on the gulf of Mexico, PGA Copperhead Golf Course mns away\n
Holiday, FL
9.2Wonderful(37)
Pool
Spa
$493+
Check availability
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$0 - $420$420 - $839$839 - $1,258$1,258 - $1,677$1,677+ per night

Property Types

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Free cancellationFree breakfastFree parkingFree internet
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Good to know

Low season

August

High season

December

Average price (weeknight)

$289

Average price (weekend night)

$242
Cheapest month to stay with an average 61% drop in price.
Most expensive month to stay with an average 285% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Holiday vacation rental deals

  • Vacation rentals in Holiday are around 51% more expensive than hotels on average. Search here to compare prices for all accommodation types in Holiday.
  • The best vacation rental properties in Holiday are Lavish Holiday Home with Lanai and Heated Outdoor Pool (9.9, 27 reviews), King Bed & Queen Luxury Retro 2/1/1 W/D+kitchen+garage+patio+3 Rokutvs+workspace (9.9, 21), and Cozy Holiday Hideaway (9.9, 22), based on ratings and reviews from real travelers.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Holiday for 10 days.

FAQs when booking a vacation home in Holiday

  • How much is a vacation rental for a week in Holiday?

    The average price for a weekly Holiday vacation rental found by KAYAK users in the last 2 weeks is $1,136.

  • How much is a vacation rental for a month in Holiday?

    The average price for a monthly Holiday vacation rental found by KAYAK users in the last 2 weeks is $4,867.

  • What types of vacation rentals are available in Holiday?

    There are loads of different property types that you can make your vacation home in Holiday. You’ll find apartments, condos, cottages, houses and villas.

  • Are there any pet-friendly vacation rentals in Holiday?

    There are a number of dog and pet-friendly Holiday vacation rentals, with around 23% allowing you to bring your pet along with you.

  • How can I find vacation rentals near me in Holiday?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Holiday?

Our map will help you find the perfect place to stay in Holiday by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Holiday

Holiday vacation rental deals. Search for vacation homes, apartments, condos, cabins, cottages, villas and more in Holiday. Find cheap vacation homes to rent in Holiday. KAYAK searches hundreds of travel sites to help you find and book a vacation rental in Holiday that suits you best.

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