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

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  2. Vacation Rentals with Private Pool
  3.  Portugal

  4.  Madeira Region

  5.  Calheta

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252 Best Vacation Rentals with Private Pool in Calheta (Starting from $98)

Saccharum - Resort and Spa - Savoy Signature
Saccharum - Resort and Spa - Savoy Signature
Resort
Portugal
0.0k from Calheta center

Cheap, Accommodations, Pools, Resorts, Parking, Spa, Romantic, 5-star, Lodgings

252 Bedrooms35 Guests
8.9

Fabulous

2786 reviews

$299
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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Spectacular Calheta Villa Villa Cliffscape 3 Bedrooms Panoramic Sea
Spectacular Calheta Villa Villa Cliffscape 3 Bedrooms Panoramic Sea
Villa
Estreito da Calheta, Portugal
2.2k from Calheta center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Hot tubs

3 Bedrooms6 Guests
New to Booking
$535
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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Villa Violetta
Villa Violetta
Villa
Calheta, Madeira Region, Portugal
2.6k from Calheta center

Private Pool, Kitchen, Ocean View, Wheelchair Accessible, Pool, Air Conditioner, Laundry

3 Bedrooms7 Guests
8.4

Very Good

7 reviews

$111
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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Vila Castro
Vila Castro
Villa
Estreito da Calheta, Portugal
2.6k from Calheta center

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

3 Bedrooms6 Guests
9.7

Exceptional

41 reviews

$132
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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Casa da Relva com Piscina Aquecida Interna
Casa da Relva com Piscina Aquecida Interna
Apartment
Portugal
3.1k from Calheta center

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

7 Bedrooms19 Guests
8.7

Fabulous

205 reviews

$105
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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Nature Apartment 2 with Pool
Nature Apartment 2 with Pool
Apartment
Arco da Calheta, Portugal
3.1k from Calheta center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Hot tubs, Places to stay, Self-catering

1 Bedroom4 Guests
10.0

Exceptional

2 reviews

$98
Average price / night
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Casa Agrela , 36547/AL A beautiful warm home even in the Winter months
Casa Agrela , 36547/AL A beautiful warm home even in the Winter months
Villa
Estreito Da Calheta, 9370-763, Portugal
0.5k from Calheta center

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

3 Bedrooms8 Guests
10.0

Exceptional

7 reviews

$246
Average price / night
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Rochão Village by Rent2U, Lda
Rochão Village by Rent2U, Lda
House
Calheta, Madeira Region, Portugal
3.8k from Calheta center

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

9 Bedrooms27 Guests
9.2

Superb

238 reviews

$271
Average price / night
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Casa Nici,  Never ending summer house  with ocean views with private pool
Casa Nici, Never ending summer house with ocean views with private pool
House
Calheta , Madeira, 9370-753, Portugal
0.5k from Calheta center

Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms6 Guests
New to Booking
$355
Average price / night
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Casa da Rocha
Casa da Rocha
House
Calheta, Madeira Region, Portugal
5.2k from Calheta center

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

3 Bedrooms9 Guests
7.6

Good

10 reviews

$250
Average price / night
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GuestReady - Majestic Retreat in Madeira
GuestReady - Majestic Retreat in Madeira
Apartment
Calheta, 9370, Portugal
0.7k from Calheta center

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

2 Bedrooms4 Guests
9.6

Exceptional

4 reviews

$364
Average price / night
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Villa Harmonia by Homie
Villa Harmonia by Homie
Villa
Ponta do Sol, Portugal
8.2k from Calheta center

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

3 Bedrooms6 Guests
8.9

Fabulous

7 reviews

$265
Average price / night
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Overlooking Calheta Beach | Casa Do Julio
Overlooking Calheta Beach | Casa Do Julio
Villa
Calheta, 9370-153, Portugal
0.7k from Calheta center

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

4 Bedrooms8 Guests
9.6

Exceptional

25 reviews

$460
Average price / night
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Holiday Home \"Villa Camacho - Ultra Luxury\" with Sea View, Pool & Wi-Fi
Holiday Home \"Villa Camacho - Ultra Luxury\" with Sea View, Pool & Wi-Fi
House
Lombo Do Doutor, 9370-139, Portugal
0.8k from Calheta center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$4562
Average price / night
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Homerez - Apt. with Pool in Lombo Do Doutor
Homerez - Apt. with Pool in Lombo Do Doutor
Apartment
Lombo Do Doutor, 9370-153, Portugal
0.8k from Calheta center

Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

2 Bedrooms4 Guests
8.0

Good

1 reviews

$346
Average price / night
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Beautiful character villa in Madeira | OlivHa
Beautiful character villa in Madeira | OlivHa
Villa
Calheta, 9370-149, Portugal
0.9k from Calheta center

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

3 Bedrooms6 Guests
9.0

Fabulous

2 reviews

$580
Average price / night
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Beautiful villa with rooftop pool | CarmHim
Beautiful villa with rooftop pool | CarmHim
Villa
Calheta, 9370-149, Portugal
0.9k from Calheta center

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

2 Bedrooms4 Guests
New to Booking
$392
Average price / night
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Casa dos Amores - Three Bedroom Villa, Sleeps 6
Casa dos Amores - Three Bedroom Villa, Sleeps 6
Villa
Calheta, 9370-139, Portugal
0.9k from Calheta center

AC, Balcony, Barbecue, Free Parking, Hot Tub, Internet, Living Area, Microwave, No Smoking

4 Bedrooms6 Guests
New to Booking
$669
Average price / night
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Casa das Flores - Three Bedroom Villa, Sleeps 6
Casa das Flores - Three Bedroom Villa, Sleeps 6
Villa
Calheta, 9370-139, Portugal
0.9k from Calheta center

AC, Balcony, Barbecue, Free Parking, Hot Tub, Internet, Living Area, Microwave, No Smoking

4 Bedrooms6 Guests
New to Booking
$617
Average price / night
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Villa Primavera by Atlantic Holiday
Villa Primavera by Atlantic Holiday
Villa
Calheta, 9370-143, Portugal
1.0k from Calheta center

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

3 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$470
Average price / night
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Loreto Rose | Panoramic Ocean and Mountain View
Loreto Rose | Panoramic Ocean and Mountain View
House
Arco da Calheta, 9370-701, Portugal
1.0k from Calheta center

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

3 Bedrooms6 Guests
9.2

Superb

24 reviews

$200
Average price / night
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Villa Atlantic Charm
Villa Atlantic Charm
House
Madeira, 9370-139, Portugal
1.0k from Calheta center

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

3 Bedrooms6 Guests
10.0

Exceptional

7 reviews

$472
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 with Private Pool in Calheta.

Stay Near Calheta's Top Attractions

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Calheta Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 252 verified vacation rentals with a private pool in Calheta. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Calheta vary depending on the property size, location, and travel season. Rates typically start from around $98 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in Calheta also welcome pets. Currently, 3 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in Calheta often include additional features such as Private Pool, Pool, and View. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Calheta include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.