Unplugged Weekend - Vacation Rentals in Santa Cruz

Spacious Villa With Games Room, Sauna | Sol e Mar From US $219
         

9.4 (23 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Albatroz Beach & Yacht Club From US $324
         

|
9.8 (282 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Prestige Sea View Villa From US $496
         

9.2 (7 Reviews)
Villa
  • Parking
  • Pool
  • TV
Canico De Baixo: Apartment/ flat - Caniço Madeira From US $31
         

9.6 (76 Reviews)
Apartment
  • Parking
  • Designated Smoking Area
  • TV
Apartment FAMILY BUSSINES From US $77
         

5.4 (6 Reviews)
House
  • Parking
  • Pool
  • TV

Luxury Places to Stay in Santa Cruz

Over 1319+ Luxury Places to Stay in or Near Santa Cruz
Perfect 5 minutes to the: airport From US $10,172
         

2.0 (1 Review)
Condo
  • Security/Safety
  • Internet
Tranquil Escape From US $8,281
         

New
Apartment
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Garajau Sea View From US $1,186
         

New
Apartment
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities
Varandas do Mar by An Island Apart From US $1,014
         

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9.3 (8 Reviews)
Apartment
  • Parking
  • Balcony/Terrace
  • Accessibility

Top-Rated Vacation Rentals with a Pool in Santa Cruz

Over 322+ Top-Rated Vacation Rentals with a Pool in or Near Santa Cruz
Bright apartment with pool, Garajau IV From US $278
         

10.0 (19 Reviews)
Apartment
  • Parking
  • Pool
  • TV
Villa Madeira by LovelyStay From US $435
         

10.0 (9 Reviews)
House
  • Parking
  • Pool
  • TV
Pia's Place - Apt with sea view From US $224
         

10.0 (9 Reviews)
Apartment
  • Parking
  • Pool
  • TV
Villa Mar Garajau From US $342
         

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10.0 (7 Reviews)
Villa
  • Parking
  • Pool
  • View
Villa Babel - Garajau - Madeira From US $586
         

Pet-Friendly Vacation Rentals in Santa Cruz

Over 141+ Pet-Friendly Vacation Rentals in or Near Santa Cruz
Villa Echium From US $87
         

|
8.8 (15 Reviews)
Villa
  • Parking
  • Pet Friendly
  • Wheelchair Accessible
Villas Madalena From US $67
         

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9.6 (10 Reviews)
Ski Chalet
  • Parking
  • Pet Friendly
  • Designated Smoking Area
Casas Valleparaizo - Casa do Alho From US $236
         

10.0 (14 Reviews)
Ski Chalet
  • Parking
  • Pet Friendly
  • View
Garajau I, quiet apartment with garden From US $439
         

9.0 (19 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • Designated Smoking Area
Descobrir Madeira com Carro Grátis From US $104
         

10.0 (3 Reviews)
House
  • Parking
  • Pet Friendly
  • TV

Large Vacation Homes & Villas in Santa Cruz

Over 174+ Large Vacation Homes & Villas in or Near Santa Cruz
Beachfront house with pool From US $190
         

Santa Cruz Villa Private Pool From US $94
         

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9.1 (14 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Casa do Lombo From US $253
         

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10.0 (3 Reviews)
Villa
  • Parking
  • Designated Smoking Area
  • TV
Cliff Top Villa, Magnificent Seaview | Aquarela From US $348
         

9.8 (12 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Fonte do Mar 1 - Four Bedroom Villa, Sleeps 8 From US $511
         

9.6 (11 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Villa Belo Horizonte From US $334
         

9.8 (8 Reviews)
Villa
  • Parking
  • Pool
  • TV

Wheelchair Accessible Vacation Homes in Santa Cruz

Over 234+ Wheelchair Accessible Vacation Homes in or Near Santa Cruz
Garajau Cliff From US $52
         

|
9.1 (15 Reviews)
Apartment
  • Parking
  • View
  • Wheelchair Accessible
Garajau II, with large balcony and sea view. From US $303
         

9.0 (14 Reviews)
Apartment
  • Parking
  • TV
  • Wheelchair Accessible
Apartment with balcony and sea view - Garajau VI From US $295
         

10.0 (5 Reviews)
Apartment
  • Parking
  • TV
  • Wheelchair Accessible
Agostinho Apartment By Atlantic Holiday From US $172
         

10.0 (4 Reviews)
Apartment
  • Parking
  • TV
  • Wheelchair Accessible

Santa Cruz Vacation Rentals and Airbnb Places to Stay Under $200

Over 806+ Santa Cruz Vacation Rentals and Airbnb Places to Stay Under $200
Holiday flat Caniço - FNC02020-P From US $86
         

|
8.0 (1 Review)
Apartment
  • Parking
  • Balcony/Terrace
  • Child Friendly
Oceanic Apartments From US $139
         

|
10.0 (3 Reviews)
Apartment
  • Parking
  • Designated Smoking Area
  • TV
Sea view with a view From US $166
         

10.0 (13 Reviews)
House
  • Parking
  • TV
  • View
Vista Mar by Atlantic Holiday From US $159
         

10.0 (3 Reviews)
Apartment
  • TV
  • Balcony/Terrace
  • Security/Safety
Heaven I by LovelyStay From US $127
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Instantly Bookable Vacation Homes in Santa Cruz

Over 500+ Instantly Bookable Vacation Homes in or Near Santa Cruz
Sea House Madeira - Atlantic Ocean From US $462
         

9.6 (90 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Villa Madeira by LovelyStay From US $340
         

10.0 (8 Reviews)
House
  • Parking
  • Pool
  • TV
VILLA FAIA - NEAR THE SEA From US $234
         

7.4 (3 Reviews)
House
  • Parking
  • Designated Smoking Area
  • TV
Quinta do Santo by LovelyStay From US $170
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Beach House - By Wehost From US $593
         

8.8 (5 Reviews)
Ski Chalet
  • Pool
  • Designated Smoking Area
  • TV
Madeira Ocean View by Atlantic Holiday From US $216
         

10.0 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Casa José António B by Madeira Sun Travel From US $227
         

10.0 (4 Reviews)
Ski Chalet
  • TV
  • Balcony/Terrace
  • Security/Safety

About Santa Cruz Vacation Rentals

With more than 44 Santa Cruz vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Unpluggedweekend and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Santa Cruz.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Unpluggedweekend Santa Cruz, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Santa Cruz. Places to stay near Santa Cruz are 1817.2 ft² on average, with prices averaging $181 a night.

Unpluggedweekend makes it easy and safe to find and compare vacation rentals in Santa Cruz with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Santa Cruz

Type Count
Hotels with Suites 23
Holiday Apartments 10
Vacation Homes 6
Villas 4

Use these Quick Filters to Find a Vacation Rental in Santa Cruz

Pro Tip: Unpluggedweekend makes it easy to compare the best listings on Unpluggedweekend homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Unpluggedweekend homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Santa Cruz.

Weather in Santa Cruz

View the weather forecast for Santa Cruz before booking your Santa Cruz Vacation Rentals to confirm your best time to go.

December - February
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March - May
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June - August
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September - November
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Santa Cruz Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Santa Cruz?
How many vacation rentals are available in Santa Cruz?

Currently, the total number of properties listed in 2026 is over 44 in the Santa Cruz area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Santa Cruz.