Owner Direct Family Rentals in Holiday

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  2. Family Friendly Rentals
  3.  USA

  4.  Florida

  5.  Port Richey
  6.  Holiday

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229 Holiday Family Rentals From $102

Organizing a family trip to Holiday? Discover large vacation rentals designed with plenty of room for group dining and recreation. Owner Direct lists verified multi-bedroom properties so the whole family stays comfortable.

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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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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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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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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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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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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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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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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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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Snowbirds' Dream, Minutes from the Beach, Shopping, Nature and Biking Trails
Snowbirds' Dream, Minutes from the Beach, Shopping, Nature and Biking Trails
House
Holiday, FL, 34691, United States
1.6k from Holiday center

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

2 Bedrooms6 Guests
9.8

Exceptional

35 reviews

$241
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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Luxe Retreat with Resort-Style Pool Backyard
Luxe Retreat with Resort-Style Pool Backyard
House
Holiday, FL, 34691, United States
1.8k from Holiday center

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

3 Bedrooms8 Guests
New to Booking
$486
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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Lakefront Paradise, with Heated Private Pool.
Lakefront Paradise, with Heated Private Pool.
House
Holiday, FL, 34691, United States
1.9k from Holiday center

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

2 Bedrooms6 Guests
10.0

Exceptional

20 reviews

$453
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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In the heart of Tarpon Springs 3 minutes away from Sponge Docks  and the beach
In the heart of Tarpon Springs 3 minutes away from Sponge Docks and the beach
House
Tarpon Springs, FL, 34689, United States
1.9k from Holiday center

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

3 Bedrooms6 Guests
8.0

Good

2 reviews

$328
Average price / night
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Sunset Views and Hot Tub Lakefront Holiday Retreat!
Sunset Views and Hot Tub Lakefront Holiday Retreat!
House
Holiday, FL, USA
1.9k from Holiday center

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

1 Bedroom8 Guests
New to Booking
$311
Average price / night
Check Availability
3-bedroom house in Holiday,FL with a beautiful pool oasis. Pool is heated
3-bedroom house in Holiday,FL with a beautiful pool oasis. Pool is heated
House
Holiday, FL, 34690, United States
1.9k from Holiday center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$236
Average price / night
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Holiday Retreat
Holiday Retreat
House
Holiday, FL, 34691, United States
1.9k from Holiday center

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

3 Bedrooms6 Guests
9.6

Exceptional

14 reviews

$295
Average price / night
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River House with heated Pool, Sunsets, Fishing, Dolphin & Manatee Watching
River House with heated Pool, Sunsets, Fishing, Dolphin & Manatee Watching
House
Holiday, FL, 34690, United States
2.1k from Holiday center

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

3 Bedrooms6 Guests
9.6

Exceptional

22 reviews

$319
Average price / night
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☀️ Clean and Spacious Remodeled Home! Master Suite
☀️ Clean and Spacious Remodeled Home! Master Suite
House
Tarpon Springs, FL, 34689, United States
2.1k from Holiday center

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

3 Bedrooms6 Guests
9.6

Exceptional

9 reviews

$217
Average price / night
Check Availability

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 Family Friendly 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 Family Friendly Rentals on the Map

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What makes our family friendly rentals stand out?

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Verified Properties

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

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Value You Can Trust

Compare a range of properties and find fair, transparent pricing—no hidden fees.

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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 Family Rentals in Holiday

You can explore 229 verified family-friendly vacation rentals in Holiday. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Holiday vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $102 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Holiday offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it's helpful to check the listing details before booking.

Yes, some rentals in Holiday are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Holiday often include amenities such as Child Friendly, Pet Friendly, and Fireplace/Heating. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.