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

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  2. Vacation Rentals with Pool
  3.  Portugal

  4.  Madeira Region

  5.  Calheta

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693 Best Vacation Rentals with Pool in Calheta (Starting from $63)

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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Calheta Beach - All Inclusive
Calheta Beach - All Inclusive
Resort
Av. D. Manuel I - n.3, Calheta, 9370-133, Portugal
0.0k from Calheta center

AC, Arcade, Babysitting, Balcony, Bar, Breakfast Included, Business Services, Children Club, Crib

8.6

Fabulous

323 reviews

$356
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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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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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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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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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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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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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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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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Villa Maciel
Villa Maciel
Villa
Portugal
0.5k from Calheta center

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

3 Bedrooms6 Guests
9.7

Exceptional

28 reviews

$141
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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OurMadeira - Casa da Belita, sea-view
OurMadeira - Casa da Belita, sea-view
Villa
Portugal
0.5k from Calheta center

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

3 Bedrooms6 Guests
9.4

Superb

12 reviews

$244
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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Apartamento MAR AZUL
Apartamento MAR AZUL
Apartment
Calheta, Portugal
0.5k from Calheta center

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

3 Bedrooms6 Guests
10.0

Exceptional

16 reviews

$63
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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Casa Nici
Casa Nici
House
Portugal
0.6k from Calheta center

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

3 Bedrooms6 Guests
9.0

Fabulous

31 reviews

$180
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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Villa Alex,pool and ocean view
Villa Alex,pool and ocean view
Villa
Portugal
0.6k from Calheta center

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

2 Bedrooms4 Guests
9.3

Superb

19 reviews

$359
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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Villa Gia
Villa Gia
Villa
Calheta, Portugal
0.7k from Calheta center

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

2 Bedrooms4 Guests
10.0

Exceptional

4 reviews

$337
Average price / night
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Villa Alex,Dois quartos
Villa Alex,Dois quartos
Villa
Lombo Do Doutor, 9370-763, Portugal
0.6k from Calheta center

AC, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$412
Average price / night
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Calheta Hills I by An Island Apart
Calheta Hills I by An Island Apart
Apartment
Calheta, Portugal
0.7k from Calheta center

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

2 Bedrooms4 Guests
9.5

Superb

2 reviews

$512
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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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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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 Pool in Calheta.

Stay Near Calheta's Top Attractions

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Calheta Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 693 verified vacation rentals with a pool in Calheta. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Calheta vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $63 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Calheta offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Calheta welcome pets. Currently, 4 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Calheta often include additional outdoor features such as Pool, View, and Ocean View. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Calheta offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.