Vacation Rentals in Calheta, Madeira Region: Compare 10+ Sites & Save

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  3.  Portugal

  4.  Madeira Region

  5.  Calheta

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1817 Best Vacation Rentals in Calheta (Starting from $60)

Refúgio do Santa
Refúgio do Santa
House
Calheta, Madeira Region, Portugal
0.2k from Calheta center

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

3 Bedrooms6 Guests
9.4

Superb

7 reviews

$116
Average price / night
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STONE HOUSE
STONE HOUSE
Cottage
Lombo do Doutor, 9370, Portugal
0.1k from Calheta center

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

2 Bedrooms4 Guests
10.0

Exceptional

7 reviews

$162
Average price / night
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Casa Miradouro do Pigarro, Sunny Apartment
Casa Miradouro do Pigarro, Sunny Apartment
Apartment
Calheta, Portugal
0.2k from Calheta center

Air Conditioner, Balcony/Terrace, Parking, View, Security/Safety, Child Friendly

1 Bedroom3 Guests
9.1

Superb

25 reviews

$88
Average price / night
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Apartment 'Morning Glory' with Sea View, Shared Pool and Wi-Fi
Apartment 'Morning Glory' with Sea View, Shared Pool and Wi-Fi
Apartment
Estreito da Calheta, 9370-179, Portugal
0.1k from Calheta center

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

1 Bedroom2 Guests
New to Booking
$596
Average price / night
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Marina View Apartment - Pool & stunning ocean view
Marina View Apartment - Pool & stunning ocean view
Apartment
Portugal
0.2k from Calheta center

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

2 Bedrooms4 Guests
9.8

Exceptional

11 reviews

$259
Average price / night
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VIEWPOINT HOUSE
VIEWPOINT HOUSE
Cottage
Calheta, 9370-173, Portugal
0.2k from Calheta center

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

1 Bedroom2 Guests
10.0

Exceptional

2 reviews

$201
Average price / night
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Lombo do Doutor Cottage 1 by Mth
Lombo do Doutor Cottage 1 by Mth
House
Portugal
0.3k from Calheta center

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

1 Bedroom3 Guests
8.7

Fabulous

20 reviews

$133
Average price / night
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Luxury Villa Pérola
Luxury Villa Pérola
House
Calheta, 9370-179, Portugal
0.3k from Calheta center

AC, Balcony, Crib, Fitness Equipment, Free Parking, Heater, Internet, Laundry, No Smoking

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$633
Average price / night
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Lombo do Doutor Cottage 2 by Mth
Lombo do Doutor Cottage 2 by Mth
House
Portugal
0.3k from Calheta center

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

1 Bedroom3 Guests
8.0

Good

22 reviews

$136
Average price / night
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Casa Félix, Calheta: Villa with unique view! Private Pool!
Casa Félix, Calheta: Villa with unique view! Private Pool!
House
Madeira, 9370-765, Portugal
0.3k from Calheta center

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

2 Bedrooms4 Guests
10.0

Exceptional

141 reviews

$243
Average price / night
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Marina Rooms
Marina Rooms
House
Calheta, Portugal
0.3k from Calheta center

B&bs, Cheap, Accommodations, Parking, Guest houses, Homestays, Lodgings, Vacation rentals, Beach

5 Bedrooms12 Guests
7.8

Good

330 reviews

$239
Average price / night
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Sunny Studio apartment right by the ocean
Sunny Studio apartment right by the ocean
Apartment
Lombo Do Doutor, 9370-763, Portugal
0.3k from Calheta center

Extra Bed, Free Parking, Internet, No Smoking

2 Bedrooms4 Guests
New to Booking
$109
Average price / night
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Les Terrasses Suites
Les Terrasses Suites
House
Calheta, Madeira Region, Portugal
0.3k from Calheta center

Cheap, Accommodations, Pools, Parking, Homestays, Lodgings, Vacation rentals, Places to stay, Self-catering

4 Bedrooms8 Guests
9.0

Fabulous

152 reviews

$176
Average price / night
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One Sweet World pool Villa
One Sweet World pool Villa
Villa
Calheta, 9370-763, Portugal
0.4k from Calheta center

Kitchen, Laundry, Living Area, Microwave, No Smoking, Pool, TV, Washer

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$421
Average price / night
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O Meu Sonho
O Meu Sonho
House
Portugal
0.3k from Calheta center

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

4 Bedrooms8 Guests
9.4

Superb

68 reviews

$60
Average price / night
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Santa Catarina House Madeira
Santa Catarina House Madeira
House
Lombo Do Doutor, 9370, Portugal
0.4k from Calheta center

AC, Balcony, Barbecue, Free Parking, Heater, Housekeeping, Internet, Kitchen, Laundry

3 Bedrooms7 Guests
10.0

Exceptional

42 reviews

$115
Average price / night
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Sky & Ocean Villa
Sky & Ocean Villa
Villa
Calheta, Portugal
0.4k from Calheta center

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

3 Bedrooms16 Guests
8.8

Fabulous

46 reviews

$426
Average price / night
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Luxury Villa with private pool, beautiful ocean views and mountain
Luxury Villa with private pool, beautiful ocean views and mountain
Villa
calheta, 9370-763, Portugal
0.4k from Calheta center

Balcony, Barbecue, Fireplace, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms4 Guests
9.8

Exceptional

84 reviews

$163
Average price / night
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Chalé Henrique - Beachfront apartments at Calheta Beach
Chalé Henrique - Beachfront apartments at Calheta Beach
Apartment
Calheta, Portugal
0.4k from Calheta center

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

2 Bedrooms4 Guests
9.4

Superb

19 reviews

$238
Average price / night
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Holiday Home 'Calheta Beach House T2' with Mountain View, Private Terrace and Wi-Fi
Holiday Home 'Calheta Beach House T2' with Mountain View, Private Terrace and Wi-Fi
House
Lombo Do Doutor, 9370-135, Portugal
0.4k from Calheta center

Barbecue, Extra Bed, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

2 Bedrooms6 Guests
8.0

Good

1 reviews

$368
Average price / night
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Casa Agrela by Rent2U, Lda Swimming Pool & Jacuzzi
Casa Agrela by Rent2U, Lda Swimming Pool & Jacuzzi
House
Calheta, Madeira Region, Portugal
0.4k from Calheta center

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

3 Bedrooms9 Guests
9.3

Superb

37 reviews

$270
Average price / night
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GuestReady - A marvellous stay in Calheta
GuestReady - A marvellous stay in Calheta
Apartment
Calheta, 9370, Portugal
0.5k from Calheta center

Heater, Kitchen, Microwave, No Smoking, Outdoor Space, Pool, TV

1 Bedroom2 Guests
9.4

Superb

3 reviews

$598
Average price / night
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Zeza´s house
Zeza´s house
House
Portugal
0.4k from Calheta center

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

2 Bedrooms6 Guests
9.6

Exceptional

63 reviews

$121
Average price / night
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Cliff House
Cliff House
Cottage
Lombo do Doutor, 9370, Portugal
0.5k from Calheta center

Balcony, Crib, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
10.0

Exceptional

5 reviews

$195
Average price / night
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Apartment 'Morning Glory 2 Bedroom' with Sea View, Shared Pool and Wi-Fi
Apartment 'Morning Glory 2 Bedroom' with Sea View, Shared Pool and Wi-Fi
Apartment
Calheta, 9370-179, Portugal
0.5k from Calheta center

Balcony, Barbecue, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space, Patio

2 Bedrooms4 Guests
New to Booking
$495
Average price / night
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Homerez - House with Sea View in Estreito
Homerez - House with Sea View in Estreito
House
Estreito da Calheta, 9370-135, Portugal
0.5k from Calheta center

Free Parking, Kitchen, Laundry, No Smoking, TV, Washer

3 Bedrooms4 Guests
New to Booking
$575
Average price / night
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3-bedroom villa in Calheta, sea-view | Casa Belita
3-bedroom villa in Calheta, sea-view | Casa Belita
Villa
Calheta, 9370-763, Portugal
0.5k from Calheta center

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

3 Bedrooms6 Guests
9.8

Exceptional

8 reviews

$226
Average price / night
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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 Vacation Rentals in Calheta.

Stay Near Calheta's Top Attractions

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Calheta Vacation Rentals on the Map

Frequently Asked Questions

You can explore 1817 verified vacation rentals in Calheta. 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 Calheta vary depending on the season, property size, and location. Rates typically start from around $60 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 Calheta 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 Calheta welcome pets. Currently, 6 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 Calheta often include amenities such as View, Ocean View, and Balcony/Terrace. 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.