Watersports holiday villas and apartments Calheta | Holiday Lettings

Close

View larger map

Price per night

to

Bedrooms

Bathrooms

Location

  • Portugal
  • Madeira Islands
  • Madeira
  • Calheta
  • All locations
  • Arco da Calheta (57)
  • Estreito da Calheta (15)
  • Estrela, Madeira (2)
  • Faja da Ovelha (11)
  • Jardim do Mar (9)
  • Paul do Mar (5)
  • Ponta do Pargo (8)
  • Prazeres (3)

More

Less

Also consider

Luxury Villas
2684 properties
Apartments Algarve
3057 properties
Apartments Madeira
152 properties
Arco da Calheta
145 properties
Estreito da Calheta
42 properties
Faja da Ovelha
35 properties
Ponta do Pargo
27 properties
Prazeres
20 properties
Jardim do Mar
12 properties
Paul do Mar
12 properties
Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

138 Holiday homes

Filters applied: Water sports (138)

(18) Excellent 

36

Luxury Ocean Front Villa in Calheta - Calheta villa sleeps 8

Madeira / Calheta

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
This magnificent luxury villa has breath-taking views of the glistening Atlantic Ocean and overlooks the cosmopolitan village, marina and sandy beaches of Calheta, just 1km away. Located right on the cliff top, with a spectacular heated infinity pool, it is finished to  …see more

from £196 / night

£1214 - £2309 / week

Book View

from £196 / night

(24) Very Good 

24

CasaCades - Estreito da Calheta villa sleeps 6

Calheta / Estreito da Calheta

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
The Villa is located in one of the oldest Parishes in Madeira .It is quiet and peaceful and a great place to relax and unwind. However there is plenty in the surrounding area to see and do during your stay and lots to do for the more active people.The villa has easy acc  …see more

from £62 / night

£435 - £715 / week

Enquire View

from £62 / night

(4) Excellent 

14

Lavender Cottage - Estreito da Calheta house sleeps 4

Calheta / Estreito da Calheta

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
Gulf Stream waters lap the shores of Madeira resulting in fantastic summers and mild winters making the island an exquisite holiday destination all year round. Our spacious cottages enjoy a privileged location in Estreito da Calheta which is to be found on the sunny wes  …see more

from £74 / night

£512 / week

Book View

from £74 / night

12

Paraiso Das Flores - Estreito da Calheta cottage sleeps 4

Calheta / Estreito da Calheta

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
The perfect place to relax and unwind from your daily routine...Located in the south west of the Island of Madeira, in the village of Estreito da Calheta in the rural country side; surrounded by vineyards, sugar cane and farmland is where you will find Paraiso das Flore  …see more

from £48 / night

£305 / week

Book View

from £48 / night

(8) Excellent 

24

Lux Villa Angels Inn Paradise, Pool, BBQ, sea view - Calheta villa sleeps 8

Madeira / Calheta

3 8 5 nights min

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Excellent country house fully restored, true paradise and that's why it was called Angels in Paradise. locate in the east side of Madeira Island in a village called Calheta, Angels in Paradise offers luxury place with private pool, outside patio with BBQ beautiful  …see more

from £74 / night

£505 - £1397 / week

Book View

from £74 / night

17

Casa da Pinheira - Estreito da Calheta villa sleeps 6

Calheta / Estreito da Calheta

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly
Beautifull modern House with 3 bedroom with modern finishes. Sea View,and beautiful sunsets. Green surrounding and panoramic view over Estreito da Calheta. Very good sun exposure.Casa da Pinheira sits on the hillside overlooking the pretty village of Estreito da Calheta  …see more

from £44 / night

£305 - £427 / week

Book View

from £44 / night

21

Calheta / Prazeres

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 7 km
  • Child friendly
  • Private garden

 …see more

from £27 / night

£183 - £457 / week

Book View

from £27 / night

22

Madeira / Calheta

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Private garden

 …see more

from £22 / night

£153 - £280 / week

Book View

from £22 / night

(1) Very Good 

19

Calheta / Estreito da Calheta

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Beach / lakeside relaxation
  • Child friendly

 …see more

from £79 / night

£548 / week

Book View

from £79 / night

(6) Very Good 

20

A Really Budget, holiday cottage!... - Calheta cottage sleeps 3

Madeira / Calheta

2 3 6 nights min

  • 2 bedrooms
  • Sleeps 3
  • 6 nights min
  • Nearest beach 2 km
  • Suitable for children age 5+
  • Car not necessary
A beautiful fully equipped Madeira traditional holiday cottage is located in an attractive village of Arco da Calheta, situated in the south west of the island. This holiday home is absolutely unique and gives you all the peaceful and relaxing holidays; because of being  …see more

from £26 / night

£177 - £238 / week

Book View

from £26 / night

(16) Excellent 

20

Romantico Cabo Vista - Arco da Calheta apartment sleeps 2

Calheta / Arco da Calheta

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Private garden
Romantico Cabo Vista is a very private and well proportioned 1 bedroom penthouse above the main house. It is situated in a mixture of rural small holdings as well as suburban houses. If walking is your passion, there are some routes directly from the penthouse, or just  …see more

from £40 / night

£261 / week

Book View

from £40 / night

(1) Excellent 

29

Golden Villa - Arco da Calheta villa sleeps 7

Calheta / Arco da Calheta

3 7 5 nights min

  • 3 bedrooms
  • Sleeps 7
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
This is a 3 bedroom super luxury villa located in arco da calheta in an urbanization. As said before the property has 3 luxury modern style bedrooms, 3 luxurious modern bathrooms, new modern kitchen, laundry room, etc... The property was recently decorated with high qua  …see more

from £122 / night

£853 / week

Book View

from £122 / night

(6) Excellent 

24

Calheta / Ponta do Pargo

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Child friendly

 …see more

from £53 / night

£366 - £487 / week

Book View

from £53 / night

(1) Excellent 

10

Calheta / Estreito da Calheta

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Ask owner if suitable for children

 …see more

from £69 / night

£478 / week

Book View

from £69 / night

(4) Very Good 

33

Ocean View Cottage - Arco da Calheta cottage sleeps 2

Calheta / Arco da Calheta

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
Stone rocks house with 1 bedrooms. Capacity one double bed 1 bathroom. BBQ, beautiful direct ocean view close to levadas, pool. big garden with flowers of 2000 m2Madeira self catering : Madeira self catering book holiday homes in Portugal Madeira book villas in Portugal  …see more

from £40 / night

£274 / week

Book View

from £40 / night

18

Apartment H - Jardim do Mar apartment sleeps 2

Calheta / Jardim do Mar

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
One bedroom, with double bed. One bathroom with WC, bidet, hand basin, bath and shower. Lounge with balcony and view of sea and mountains. Fully fitted and equipped modern open plan kitchen with electric oven, electric hob, microwave, refrigerator, freezer, washing mach  …see more

from £30 / night

£210 / week

Book View

from £30 / night

16

Apartment E - Jardim do Mar apartment sleeps 2

Calheta / Jardim do Mar

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Nearest beach 0.3 km
  • Child friendly
A one bedroom apartment in a modern two storet building overlooking the quiet village square of a sunny seaside village. The bedroom has a double bed. One bathroom with WC, bidet, hand basin, bath and shower. Lounge with balcony and view of sea and mountains. Fully fit  …see more

from £35 / night

£245 / week

Book View

from £35 / night

12

FULL OCEAN VIEW AT SUNNY PART - Paul do Mar apartment sleeps 2

Calheta / Paul do Mar

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Air conditioning
Be smart. If you come as far as Madeira, make it right to the south end of it! Enjoy what our island really stands for. Take advantage of our location with the island´s highest number of sunny hours, amid palm-tree dotted banana plantations. Dive into the town life of  …see more

Pricing unknown

Book View

Pricing unknown

(1) Very Good 

22

Casa das Pedras - Jardim do Mar house sleeps 4

Calheta / Jardim do Mar

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 0.3 km
  • Child friendly
Casa das Pedras is a two storey village house built in 2006It is situated at the edge of Jardim do Mar in an area known as the Pontinha or  little headland It is  reached on foot by a 200m path from the village square where there is a free car park.It has two double b  …see more

from £35 / night

£245 - £420 / week

Book View

from £35 / night

24

The Tree, unique and magic - Arco da Calheta house sleeps 3

Calheta / Arco da Calheta

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Ask about pets
  • Private garden
The Tree is a unique piece of art. It is a place where even corners have a special touch. It is the place in which it’s possible to sleep inside art and beauty allied with sustainability and design. Super cozy! The house was built with recycled materials such as, bott  …see more

from £54 / night

£374 / week

Book View

from £54 / night

21

Casa de Recuperação - Arco da Calheta house sleeps 6

Calheta / Arco da Calheta

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly
The summer 2011 completed holiday home Casa de Recuperação - house of peace and tranquility - is above the center Calhetas, in the district of Calheta to approximately 400 meters. Here you have a wonderful panoramic view of the mountains, the sea and the sunset. The h  …see more

from £70 / night

£487 / week

Book View

from £70 / night

(2) Excellent 

20

Stonecliff Cottage, Quinta do Sossego - Arco da Calheta cottage sleeps 4

Calheta / Arco da Calheta

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
A delightful traditional Madeira stone cottage and garden on the clifftop with breathtaking views of the sea and coastline, in the sun-baked area of Calheta. Set in the lovely garden that is a veritable suntrap, this beautifully restored stone cottage is superbly posit  …see more

from £35 / night

£244 - £615 / week

Book View

from £35 / night

(7) Very Good 

24

Beautiful 2 Bed Villa With Panoramic Sea Views - Estreito da Calheta villa sleeps 5

Calheta / Estreito da Calheta

2 5 5 nights min

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly
Villa Murphy is situated in a typical rural area of Madeira. Panoramic sea views are simply breathtaking. The Villa offers two bedrooms; both bedrooms are large rooms with frenchdoors leading onto the top balcony. The views are spectacular. The balcony is large and spac  …see more

from £55 / night

£385 - £756 / week

Book View

from £55 / night

(4) Excellent 

24

"This Side of Paradise" - Arco da Calheta villa sleeps 6

Calheta / Arco da Calheta

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
Two floors independent house (underground parking garage) with 3 air-conditioned rooms, 3 bathrooms, 1 with whirlpool bath and one with hydromassage power shower , a living room and dining open space. Garden overlooking the sea and mountains, barbecue, parking, heated p  …see more

from £142 / night

£783 - £1483 / week

Book View

from £142 / night

20

Theo´s House - Faja da Ovelha cottage sleeps 6

Calheta / Faja da Ovelha

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Theo's House is located in the sleepy village of Fajã da Ovelha/Calheta, one of the sunniest places on the island, perched high above the south west coastline with wonderful uninterrupted sea views.The coastline is dotted with small villages:- The Ponta do Pargo w  …see more

from £106 / night

£740 / week

Book View

from £106 / night

(10) Excellent 

24

Madeira / Calheta

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool

 …see more

from £57 / night

£392 - £670 / week

Book View

from £57 / night

(2) Very Good 

15

Calheta / Arco da Calheta

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

 …see more

from £227 / night

£522 - £683 / week

Book View

from £227 / night

26

Sunset Villa: Wi-Fi/BBQ/Rural Area - Prazeres house sleeps 4

Calheta / Prazeres

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 7 km
  • Child friendly
  • Pet friendly
Welcome to our property! Breathe Madeira… Immerse yourself in a unparalleled beauty. Step out into terrace and experience the pure air in the parish of Prazeres the way you've always imagined. You have lots of space to enjoy your holidays in this property. Every inch  …see more

from £29 / night

£200 / week

Book View

from £29 / night

(9) Very Good 

41

Calheta / Jardim do Mar

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

 …see more

from £114 / night

£766 - £1127 / week

Book View

from £114 / night

24

Gouveia House - Calheta villa sleeps 7

Madeira / Calheta

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
Cottage modern style used for vacation, located 2 km from the sea, in a quiet area overlooking the sea. Great outdoor space to enjoy the sunny afternoons, which includes pool and Jacuzzi and even a barbecue. The house has wi-fi internet. House in a very quiet location  …see more

from £74 / night

£518 - £944 / week

Book View

from £74 / night

10

Quinta, Sexta & Sabado - Arco da Calheta villa sleeps 10

Calheta / Arco da Calheta

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
Maximum capacity for 8 person, possibility for more 3 person with camp beds4 bedroom typical Madeiran villa cottage in stone rocks with glass pool, big barbecue with table, modern full kitchen, 2 bathrooms, garage and big garden, 3 min to Calheta sand golden beach, clos  …see more

from £90 / night

£627 / week

Book View

from £90 / night

15

Villa Abreu - Arco da Calheta villa sleeps 6

Calheta / Arco da Calheta

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
House With 3 Bedroom And 3 Bathroom, Private Pool And Panoramic ViewOur 3 bedroom luxury villa is situated in a quiet village in Calheta.There is a king size ensuite bedroom (with bath and shower head), a double room, a twin room and a further bathroom with a large show  …see more

from £75 / night

£524 / week

Book View

from £75 / night

(5) Excellent 

19

Calheta / Arco da Calheta

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

 …see more

from £46 / night

£317 - £500 / week

Book View

from £46 / night

55

Naty & Chicos house cottage - Arco da Calheta house sleeps 8

Calheta / Arco da Calheta

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly
The Naty & Chicos house is a beautiful traditional Madeira cottage. Have 4 bedrooms at ground floor with 2 double beds, 3 bathrooms, sitting-dinning areas and TWO (2) full equipped kitchens ! Beautiful garden with direct and quiet private ocean blue direct views. A big  …see more

from £38 / night

£262 / week

Book View

from £38 / night

(2) Excellent 

25

Villa Camacho VII - Atlantic Towering House - Arco da Calheta villa sleeps 6

Calheta / Arco da Calheta

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Located in the top of Arco da Calheta cliff, this Villa has the most astonishing and breathless view of Atlantic Ocean, not to mention, that you’ll have the great experience to see one of the most beautiful sunsets in the all Island. The house offers you three double  …see more

from £131 / night

£914 / week

Book View

from £131 / night

(1) Excellent 

14

Madeira / Calheta

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Child friendly
  • Ask about pets
  • Private garden

 …see more

from £26 / night

£177 / week

Book View

from £26 / night

20

Calheta / Arco da Calheta

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

 …see more

from £131 / night

£914 - £1948 / week

Book View

from £131 / night

18

LUXURIOUS VILLAGE -VIEWS OF MOUNTAINS AND OCEAN - Arco da Calheta house sleeps 12

Calheta / Arco da Calheta

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Luxurious village located near everything you need. Amazing sunset view just for who love nature. House of two floors with 5 bedrooms, 5 bathrooms, a living room and dining r / c open space. Garden overlooking the sea, terrace overlooking the sea and mountains, barb  …see more

from £118 / night

£830 - £1138 / week

Book View

from £118 / night

(7) Excellent 

14

Rosemary Cottage - Estreito da Calheta house sleeps 2

Calheta / Estreito da Calheta

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
Gulf Stream waters lap the shores of Madeira resulting in fantastic summers and mild winters making the island an exquisite holiday destination all year round. Our spacious cottages enjoy a privileged location in Estreito da Calheta which is to be found on the sunny wes  …see more

from £57 / night

£396 / week

Book View

from £57 / night

(2) Excellent 

19

Marisol Cima - Apartment with stunning seaview - Arco da Calheta apartment sleeps 4

Calheta / Arco da Calheta

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly
MARISOL is a licensed and certified holiday residence (registernumbers 843/13 and 844/13 ) in Arco Da Calheta , a picturesque village situated on the south coast of Madeira Island, Portugal. It meets all the quality criteria imposed by the local authorities, recognizabl  …see more

from £55 / night

£383 - £722 / week

Book View

from £55 / night

Top Destination reviews

Bellevue Villa
Amazing villa, it made our holiday!!

I stayed at Bellevue Villa for a week in August 2016 with my wife, 3-year old son, and 6 of my adult family members. The villa was absolutely amazing and made our visit to Madeira so much better with all the facilities it has to offer including the … see more
Luxury Ocean Front Villa in Calheta
Not enough superlatives.............

We (4 adults, 2 children) stayed in August 2016 and I am still sulking that we had to return home. Pegging my laundry out in Somerset just isn't cutting it........no sea views for starters !! This villa is beautifully located, stunning views, stunn … see more
Villa Panoramica
Wonderful villa in a great location with excellent views and facilities

An excellent villa with top grade views and facilities. Very comfortable and clean. The owner us very helpful and friendly who made our stay extremely comfortable and memorable. We have already recommended the villa to friends. The only downsi … see more
Orchid House Calheta - Holidays Madeira
A Lovely House in a Perfect Location

This was the perfect place for us. The house had everything we needed and had ample space for extra people (we were just a party of two). The location suited us too. We were only 10 minutes from the beach and facilities at Calhetta but the house was … see more
Villa Camacho - Atlantic Luxury Veranda
First-Class Villa with breathtaking Ocean-View - satisfaction for all senses!

Villa Camacho is a luxury and well equiped property in a quiet location. Everything is roomy and stylish furnished! The pool is also big enough to swim. In addition to that it's important to note the very friendly and helpful owner - nothing has b … see more
CasaCades
Beautiful, peaceful villa

Beautiful villa in an amazing spot, loved the relaxed area and views. Calheta is a nice spot to be based on the Island and the villa is really well equipped. Will definitely be returning! Was great to have Rose on hand to show you to the villa and h … see more

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page