Owner Direct Family Rentals in Santa Cruz

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  2. Family Friendly Rentals
  3.  Portugal

  4.  Madeira Region

  5.  Santa Cruz

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894 Santa Cruz Family Rentals From $103

Organizing a family trip to Santa Cruz? 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.

GuestReady - Cliff residence with sea views
GuestReady - Cliff residence with sea views
Apartment
Gaula, Portugal
2.4k from Santa Cruz center

Apartments, Accommodations, Parking, Lodgings, Places to stay, Self-catering

1 Bedroom2 Guests
8.0

Good

4 reviews

$127
Average price / night
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Waterfront at Madeira Home Cliff Residence
Waterfront at Madeira Home Cliff Residence
Apartment
Gaula, 9100-080, Portugal
2.4k from Santa Cruz center

Balcony, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

2 Bedrooms4 Guests
New to Booking
$224
Average price / night
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GuestReady - Endless Ocean Views
GuestReady - Endless Ocean Views
Apartment
Santa Cruz, Portugal
2.4k from Santa Cruz center

Apartments, Accommodations, Parking, Lodgings, Places to stay, Family

2 Bedrooms4 Guests
9.0

Fabulous

1 reviews

$660
Average price / night
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Azure Serenity by LovelyStay
Azure Serenity by LovelyStay
House
Gaula, 9100079, Portugal
2.7k from Santa Cruz center

AC, Balcony, Barbecue, Crib, Free Parking, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
New to Booking
$366
Average price / night
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Ocean Cliff Apartment
Ocean Cliff Apartment
Apartment
Santa Cruz, Portugal
2.4k from Santa Cruz center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay

2 Bedrooms4 Guests
8.8

Fabulous

46 reviews

$137
Average price / night
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Sea View Balcony by Homie
Sea View Balcony by Homie
Apartment
Santa Cruz, Portugal
2.5k from Santa Cruz center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family

2 Bedrooms4 Guests
9.1

Superb

47 reviews

$154
Average price / night
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Oceanfront Retreat in Gaula, Modern Comforts
Oceanfront Retreat in Gaula, Modern Comforts
House
Gaula, 9100-064, Portugal
2.8k from Santa Cruz center

Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Microwave, No Smoking, TV

3 Bedrooms6 Guests
New to Booking
$224
Average price / night
Check Availability
CASAS DO LARANJO- Cottages & Infinity Pool
CASAS DO LARANJO- Cottages & Infinity Pool
Villa
Santa Cruz, Madeira Region, Portugal
2.7k from Santa Cruz center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

6 Bedrooms16 Guests
8.6

Fabulous

67 reviews

$114
Average price / night
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Gaula Residence by Madeira Sun Travel
Gaula Residence by Madeira Sun Travel
Ski Chalet
Santa Cruz, 9100-015, Portugal
2.8k from Santa Cruz center

Balcony, Crib, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, TV

2 Bedrooms4 Guests
New to Booking
$157
Average price / night
Check Availability
Azure Serenity Villa by LovelyStay
Azure Serenity Villa by LovelyStay
Villa
Portugal
2.7k from Santa Cruz center

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

3 Bedrooms6 Guests
9.3

Superb

6 reviews

$604
Average price / night
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Villa 'Sky and Sea Haven' with Sea View, Wi-Fi and Air Conditioning
Villa 'Sky and Sea Haven' with Sea View, Wi-Fi and Air Conditioning
Villa
Santa Cruz, 9100-100, Portugal
2.9k from Santa Cruz center

AC, Balcony, Internet, Kitchen, Microwave, No Smoking, Patio, TV, Washer

2 Bedrooms6 Guests
New to Booking
$254
Average price / night
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Ocean Flyby
Ocean Flyby
House
Gaula, Portugal
2.7k from Santa Cruz center

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

2 Bedrooms4 Guests
8.3

Very Good

8 reviews

$144
Average price / night
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Casa das Lajes by LovelyStay
Casa das Lajes by LovelyStay
House
Gaula, 9100-036, Portugal
3.0k from Santa Cruz center

Balcony, Crib, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
New to Booking
$146
Average price / night
Check Availability
LOV - Lombadinha Ocean View
LOV - Lombadinha Ocean View
House
Gaula, Portugal
2.8k from Santa Cruz center

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

1 Bedroom2 Guests
8.8

Fabulous

12 reviews

$103
Average price / night
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!!! PRIVATE SEA ACCESS AND SEA WATER POOL !!!
!!! PRIVATE SEA ACCESS AND SEA WATER POOL !!!
Villa
Ilha da Madeira, 9100-143 Santa Cruz, Portugal
3.0k from Santa Cruz center

Arcade, Balcony, Barbecue, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

47 reviews

$636
Average price / night
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Armando House Ocean View
Armando House Ocean View
House
Gaula, Portugal
2.8k from Santa Cruz center

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

1 Bedroom6 Guests
New to Booking
$212
Average price / night
Check Availability
Casa da Fazenda by LovelyStay
Casa da Fazenda by LovelyStay
House
Gaula, 9100-010, Portugal
3.1k from Santa Cruz center

Crib, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking, Patio, TV

2 Bedrooms2 Guests
New to Booking
$160
Average price / night
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Beachfront house with pool
Beachfront house with pool
Villa
Santa Cruz, Madeira, 9100- 173, Portugal
3.1k from Santa Cruz center

Barbecue, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

2 Bedrooms4 Guests
9.6

Exceptional

35 reviews

$208
Average price / night
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Apartment 'Casa Da Vila' with Sea View, Balcony and Wi-Fi
Apartment 'Casa Da Vila' with Sea View, Balcony and Wi-Fi
Apartment
Santa Cruz, 9100-144, Portugal
3.4k from Santa Cruz center

Balcony, Elevator, Internet, Laundry, Microwave, No Smoking, TV, Washer

2 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$378
Average price / night
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'Fontinha' Apartment with Wi-Fi
'Fontinha' Apartment with Wi-Fi
Apartment
Santa Cruz, 9100-160, Portugal
3.4k from Santa Cruz center

Dryer, Elevator, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, TV

2 Bedrooms4 Guests
New to Booking
$420
Average price / night
Check Availability
Ocean View Villa in Gaula, Madeira
Ocean View Villa in Gaula, Madeira
Villa
Gaula, 9100, Portugal
3.4k from Santa Cruz center

Balcony, Crib, Dryer, Free Parking, Internet, Kitchen, Microwave, No Smoking, TV

3 Bedrooms6 Guests
New to Booking
$233
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 Santa Cruz.

Stay Near Santa Cruz's Top Attractions

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

Santa Cruz Family Friendly Rentals on the Map

Why Travelers Love Using Owner Direct to
Find Austin Family Friendly Rentals

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 Santa Cruz. If you plan on staying in the Santa Cruz area, consider making a reservation for a few nights at one of these properties as these have been rated the top Family Rentals in Santa Cruz

You can explore 894 verified family-friendly vacation rentals in Santa Cruz. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Santa Cruz vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $103 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Santa Cruz 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 Santa Cruz 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 Santa Cruz often include amenities such as Child Friendly, Internet, and Balcony/Terrace. 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.