Owner Direct Vacation Rentals in Holiday

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  3.  USA

  4.  Florida
  5.  Port Richey
  6.  Holiday

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570 Holiday Vacation Homes From $66

Looking for the ideal vacation rental in Holiday? Discover an extensive gallery of private rentals offering space, comfort, and authentic local character. Owner Direct simplifies your search by matching you with verified property options.

Gorgeous house nearby beach in 5 minutes
Gorgeous house nearby beach in 5 minutes
House
Holiday, FL, USA
0.8k from Holiday center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms5 Guests
3.0

Review score

1 reviews

$165
Average price / night
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The Holiday Hideaway
The Holiday Hideaway
House
Holiday, FL, 34690, United States
0.3k from Holiday center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, TV

3 Bedrooms6 Guests
9.4

Superb

10 reviews

$334
Average price / night
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Cozy Holiday Home with Yard about 5 Mi to Beach!
Cozy Holiday Home with Yard about 5 Mi to Beach!
House
Holiday, FL, USA
0.9k from Holiday center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

2 Bedrooms4 Guests
9.5

Superb

2 reviews

$122
Average price / night
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Modern Retreat, 9 Mins to Beach, Fast Wi-Fi
Modern Retreat, 9 Mins to Beach, Fast Wi-Fi
House
Holiday, FL, 34691, United States
0.7k from Holiday center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms5 Guests
10.0

Exceptional

17 reviews

$147
Average price / night
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Cozy House - 2beds & 1 bath
Cozy House - 2beds & 1 bath
Apartment
Holiday, FL, USA
1.0k from Holiday center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Family, Self-catering

2 Bedrooms4 Guests
9.7

Exceptional

6 reviews

$102
Average price / night
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Cozy 2-bedroom in lovely Holiday a family and pet friendly home
Cozy 2-bedroom in lovely Holiday a family and pet friendly home
House
Holiday, FL, 34691, United States
0.8k from Holiday center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$162
Average price / night
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5 Mi to Beach Home with Pool in Holiday!
5 Mi to Beach Home with Pool in Holiday!
House
Holiday, FL, USA
1.6k from Holiday center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms8 Guests
New to Booking
$263
Average price / night
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beaches house near by beach
beaches house near by beach
House
Holiday, FL, 34691, United States
0.8k from Holiday center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
New to Booking
$324
Average price / night
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Lakefront Paradise with Private Pool
Lakefront Paradise with Private Pool
House
Holiday, FL, USA
1.7k from Holiday center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$277
Average price / night
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Tropical Privacy, Full kitchen, Screened Lanai, Covered Parking, Fenced Yard
Tropical Privacy, Full kitchen, Screened Lanai, Covered Parking, Fenced Yard
House
Holiday, FL, 34691, United States
0.9k from Holiday center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

9.6

Exceptional

25 reviews

$66
Average price / night
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Legacy Aura Welcomes You Home
Legacy Aura Welcomes You Home
House
Holiday, FL, USA
1.8k from Holiday center

Pet Friendly, Parking, Air Conditioner, Internet, Child Friendly

3 Bedrooms6 Guests
New to Booking
$145
Average price / night
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Sunrise, Suntan, Sunset repeat! Coastal getaway! 2 bd, pet friendly, fenced yard
Sunrise, Suntan, Sunset repeat! Coastal getaway! 2 bd, pet friendly, fenced yard
House
Holiday, FL, 34690, United States
1.0k from Holiday center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
9.6

Exceptional

11 reviews

$312
Average price / night
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Lakeside Paradise
Lakeside Paradise
House
Holiday, FL, USA
1.8k from Holiday center

Fireplace/Heating, Child Friendly

1 Bedroom6 Guests
10.0

Exceptional

1 reviews

$136
Average price / night
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House near Tarpon Springs Beaches and Weeki Wachee Springs
House near Tarpon Springs Beaches and Weeki Wachee Springs
House
Holiday, FL, 34690, United States
1.1k from Holiday center

AC, Arcade, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

31 reviews

$175
Average price / night
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Oasis with Heated Pool 5 Mi to Anclote Gulf Park!
Oasis with Heated Pool 5 Mi to Anclote Gulf Park!
House
Holiday, FL, USA
1.8k from Holiday center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$316
Average price / night
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Mustafa Holiday House · Cozy 2 BR home close to Beaches and Sponge Docks!
Mustafa Holiday House · Cozy 2 BR home close to Beaches and Sponge Docks!
House
Holiday, FL, 34690, United States
1.4k from Holiday center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Free Parking, Heater

2 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$204
Average price / night
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Coastal Family Escape with Private Pool•Near Beaches
Coastal Family Escape with Private Pool•Near Beaches
House
Holiday, FL, 34691, United States
1.5k from Holiday center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$495
Average price / night
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Home away from home, Entire home in Holiday, Florida
Home away from home, Entire home in Holiday, Florida
House
Holiday, FL, 34690, United States
1.5k from Holiday center

AC, Heater, Laundry, No Smoking, Washer

3 Bedrooms5 Guests
New to Booking
$189
Average price / night
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Home Away From Home – Holiday, FL
Home Away From Home – Holiday, FL
Apartment
Holiday, FL, 34690, United States
1.5k from Holiday center

AC, Dryer, Free Parking, Internet, Kitchen, Laundry, No Smoking, TV, Washer

1 Bedroom4 Guests
New to Booking
$155
Average price / night
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The Burnside Bungalow where Vacation Awaits!
The Burnside Bungalow where Vacation Awaits!
House
Holiday, FL, 34691, United States
1.5k from Holiday center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, TV, Washer

New to Booking
$437
Average price / night
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Stunning 2BR Ranch, perfect for snowbirds or small families
Stunning 2BR Ranch, perfect for snowbirds or small families
House
Holiday, FL, 34691, United States
1.5k from Holiday center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
9.8

Exceptional

38 reviews

$224
Average price / night
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Pro Tip:
OwnerDirectVacationRental aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Holiday.

Stay Near Holiday's Top Attractions

OwnerDirectVacationRental can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Holiday Vacation Rentals on the Map

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Every vacation rentals shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.

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Endless Variety

From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.

Frequently Asked Questions

There are a lot of options in Holiday. If you plan on staying in the Holiday area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Holiday

You can explore 570 verified vacation rentals in Holiday. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Holiday vary depending on the season, property size, and location. Rates typically start from around $66 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Holiday include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Holiday welcome pets. Currently, 54 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it's recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Holiday often include amenities such as Pet Friendly, Laundry, and Fireplace/Heating. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.