Family-Friendly Vacation Rentals in Pasadena, FL: Compare 10+ Sites & Save

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29 Best Family Vacation Rentals in Pasadena (Starting from $105)

Entire Modern Home in Dade City
Entire Modern Home in Dade City
House
Dade City, FL, USA
2.2k from Pasadena center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Self-catering

3 Bedrooms6 Guests
8.0

Good

1 reviews

$188
Average price / night
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Modern Dade City Condo w/ High-Speed Wi-Fi
Modern Dade City Condo w/ High-Speed Wi-Fi
Condo
Dade City, FL, 33525, United States
2.2k from Pasadena center

AC, Crib, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, TV

3 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$222
Average price / night
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Entire Home in Dade City!
Entire Home in Dade City!
House
Dade City, FL, USA
2.2k from Pasadena center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Family

3 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$219
Average price / night
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Charming Dade City - Backyard Oasis - Convenient to Tampa amenities
Charming Dade City - Backyard Oasis - Convenient to Tampa amenities
House
Dade City, FL, 33525, United States
3.7k from Pasadena center

AC, Arcade, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
9.8

Exceptional

29 reviews

$204
Average price / night
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Downtown Dade City Glamper
Downtown Dade City Glamper
House
Dade City, FL, USA
3.0k from Pasadena center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family, Glamping

1 Bedroom2 Guests
10.0

Exceptional

4 reviews

$121
Average price / night
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Resort-Style Pool Retreat in Scenic Dade City
Resort-Style Pool Retreat in Scenic Dade City
House
Dade City, FL, 33525, United States
4.8k from Pasadena center

AC, Balcony, Crib, Dryer, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms6 Guests
New to Booking
$433
Average price / night
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Cozy 2 Bedroom home, Dade City!
Cozy 2 Bedroom home, Dade City!
House
Dade City, FL, USA
3.3k from Pasadena center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$177
Average price / night
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Luxury Lakeview Home w/ Pool | Perfect for Events
Luxury Lakeview Home w/ Pool | Perfect for Events
House
dade city, FL, 33525, United States
5.3k from Pasadena center

AC, Barbecue, Crib, Dryer, Heater, Internet, Kitchen, Laundry, Microwave

5 Bedrooms18 Guests
9.0

Fabulous

6 reviews

$1023
Average price / night
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Cozy 2 Bedroom home, Dade City! #1
Cozy 2 Bedroom home, Dade City! #1
House
Dade City, FL, USA
3.3k from Pasadena center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Self-catering

2 Bedrooms4 Guests
8.0

Good

1 reviews

$188
Average price / night
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Private 3Bed/3Bath Heated Pool Outdoor Entertainment
Private 3Bed/3Bath Heated Pool Outdoor Entertainment
House
Zephyrhills, FL, 33540, United States
7.5k from Pasadena center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms7 Guests
9.0

Fabulous

8 reviews

$361
Average price / night
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Comfortable Home in Dade City!
Comfortable Home in Dade City!
House
Dade City, FL, USA
3.9k from Pasadena center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family, Self-catering

3 Bedrooms6 Guests
9.5

Superb

2 reviews

$230
Average price / night
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Spacious 4-Bedroom Home with Huge Sunny backyard, Near Busch Gardens/ Clearwater
Spacious 4-Bedroom Home with Huge Sunny backyard, Near Busch Gardens/ Clearwater
House
Zephyrhills, FL, 33541, United States
9.6k from Pasadena center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking

4 Bedrooms8 Guests
New to Booking
$645
Average price / night
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4 Bedroom Historic House, Pool, Downtown Dade City
4 Bedroom Historic House, Pool, Downtown Dade City
House
Dade City, FL, USA
4.3k from Pasadena center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

4 Bedrooms9 Guests
New to Booking
$458
Average price / night
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The Historic Sweetwater Cottage Firepit & Cornhole
The Historic Sweetwater Cottage Firepit & Cornhole
Cottage
Dade City, FL, 33523, United States
9.8k from Pasadena center

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

2 Bedrooms6 Guests
10.0

Exceptional

5 reviews

$182
Average price / night
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2 Bed Cozy Home, Dade City, Pickle Ball and Pool
2 Bed Cozy Home, Dade City, Pickle Ball and Pool
House
Dade City, FL, USA
4.7k from Pasadena center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family, Self-catering

2 Bedrooms6 Guests
9.4

Superb

5 reviews

$190
Average price / night
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Comfy 2 Bedroom home, Dade City!
Comfy 2 Bedroom home, Dade City!
House
Dade City, FL, USA
4.7k from Pasadena center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$236
Average price / night
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The Florida Porch
The Florida Porch
House
Dade City, FL, USA
4.7k from Pasadena center

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

1 Bedroom15 Guests
New to Booking
$181
Average price / night
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3 Bedroom, Comfy Home Dade City, Gated Community
3 Bedroom, Comfy Home Dade City, Gated Community
House
Dade City, FL, USA
4.8k from Pasadena center

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

3 Bedrooms6 Guests
New to Booking
$262
Average price / night
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Lake Jovita Golf Course Villa
Lake Jovita Golf Course Villa
House
Dade City, FL, USA
4.9k from Pasadena center

Security/Safety, Barbecue/Outdoor Cooking, Parking, Air Conditioner, Internet, Child Friendly

1 Bedroom8 Guests
New to Booking
$349
Average price / night
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Lake Jovita Golf Villa #9
Lake Jovita Golf Villa #9
House
Dade City, FL, USA
5.1k from Pasadena center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Self-catering

3 Bedrooms6 Guests
9.0

Fabulous

3 reviews

$260
Average price / night
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Lake Jovita 3BR Golf Villa including Black Diamond Access
Lake Jovita 3BR Golf Villa including Black Diamond Access
Villa
Dade City, FL, USA
5.1k from Pasadena center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$205
Average price / night
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Events & Weddings Welcome! Lake View Pool Home
Events & Weddings Welcome! Lake View Pool Home
House
Dade City, FL, USA
5.3k from Pasadena center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

5 Bedrooms18 Guests
New to Booking
$1387
Average price / night
Check Availability
sun and nature
sun and nature
House
Wesley Chapel, FL, USA
7.1k from Pasadena center

Pet Friendly, Parking, Security/Safety, Child Friendly

3 Bedrooms7 Guests
New to Booking
$105
Average price / night
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The Well #211
The Well #211
House
Zephyrhills, FL, USA
8.7k from Pasadena center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$108
Average price / night
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The Well #309
The Well #309
House
Zephyrhills, FL, USA
8.8k from Pasadena center

Sports/Activities, Child Friendly

1 Bedroom5 Guests
New to Booking
$186
Average price / night
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The Well #209 Apartment
The Well #209 Apartment
House
Zephyrhills, FL, USA
8.8k from Pasadena center

Sports/Activities, Child Friendly

1 Bedroom4 Guests
New to Booking
$203
Average price / night
Check Availability
The Well #303
The Well #303
House
Zephyrhills, FL, USA
8.8k from Pasadena center

Sports/Activities, Child Friendly

1 Bedroom4 Guests
New to Booking
$191
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals 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 Vacation Rentals in Pasadena.

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Pasadena Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 29 verified family-friendly vacation rentals in Pasadena. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Pasadena vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $105 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Pasadena 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 Pasadena 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 Pasadena often include amenities such as Child Friendly, Internet, 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.