
Villa holiday rentals in Calheta
Find and book unique villas on Airbnb
Quick stats about villa rentals in Calheta

Total holiday rentals
Explore 40 holiday rentals in Calheta

Nightly prices starting at
Calheta holiday rentals start at $103 SGD per night before taxes and fees

Verified guest reviews
Over 1,890 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
40 of Calheta holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Calheta rentals

4.9 Average rating
Calheta stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated villa rentals in Calheta
Guests agree: these villas are highly rated for location, cleanliness and more.

Villa Lara, sea views, heated Pool A/C
Villa Lara is a fabulous modern single story three bedroom villa in the sought after area of Arco da Calheta. Lovely ocean and mountains views, sun terraces with a large private heated salt water pool and space for outside dining. There is an open plan fully fitted kitchen with a dining table for formal dining, leading to a comfortable sitting area with television with sliding doors leading outside. Facilities include aircon, heating, WIFI and parking. Approx. 10 minutes to Calheta beach. Fabulous spacious, light and modern 3 bedroom villa thoughtfully designed to maximize sun exposure and privacy. Fully fitted kitchen with all the required equipment to make you feel like you're at home. Large master bedroom with luxurious en-suite bathroom. Hot and cold air conditioning throughout, large heated swimming pool with ample sun terraces and garden area for relaxing or for children to run around. Alojamento Local License Number: 114112/AL We are at your disposal to help or answer your questions. We're contactable at any time via our mobile or by email. We will do our very best so you have a wonderful stay! Villa Lara is located centrally in Arco da Calheta with access to local amenities including various supermarkets, cafes, bars, restaurants and a pharmacy. Approx 10 minutes drive from the Villa and you'll be at Calheta Beach where you can enjoy the golden sand, several restaurants and book whale and dolphin watching tours. Villa Lara is ideal for couples, solo adventurers, families (with kids (cot & highchair can be provided)), and big groups. Villa Lara is set in a peaceful location ideal for walking the levadas (unmissable walks in Calheta include Paul da Serra, Rabacal (to Risco Waterall & 25 Fontes), Levada Nova and the Prazeres to Paul do Mar walk) and is close to a bus route. The property is approximately 30 minutes drive to Funchal and 45 minutes from the airport. A car is recommended so you can explore the island at your convenience. If you wish to book a private transfer with our local partners, please contact us in advance (which will be cheaper than taking a taxi direct from the airport).

House with stunning views surrounded by nature
Countryside house, located on a hill with the best view over Madalena do mar. Recanto of the sea is located in the warm and sunny municipality of Ponta do Sol, in a privileged area with excellent sun exposure and sea views. The property has a stunning view from any room in the house. The house has 2 bedroom. One with a double bed and one with 2 single beds ; 2 bathroom; a fully equipped kitchen and a fully equipped indoor barbecue. The maximum capacity is 6 guests. Número de registo:152419/AL

Country House @ Casas Da Vereda
Relax in class at 250 meters high on the sunny South West coast of Madeira, enjoying sunset and ocean views from the heated pool! The Casas Da Vereda are ideally located in a quiet countryside area with nothing but nature between you and the ocean. At 30 minutes drive from Funchal, 5 minutes drive to rock beaches in seaside villages / sand beaches by the marina of Calheta / “levada” walks. Please note that one can rent any combination of Casa Palheiro (T0), Casa Rural (T1), and (Casa Eco T2)!

Isabel´s Villa - Funchal Seaside Villas
Isabel´s Villa is a unique Villa in the centre of Funchal located right over the ocean. In the best location of Madeira, in the Old Town of Funchal you wont need a car and can walk to all major attractions. Very calm location, it is inserted in a centenary property in which each house has its private area and a common pool. Modern Villa, with 1 bedroom, WC with walk in shower living room and well equipped Kitchen. Private terrace over the sea. Perfect place for a dream vacation.

Blue Sea Villa. Private Heated Pool. Garden. Quiet
Maximum occupancy 6 ADULTS and 2 Children. This CHARMING Villa commands an enviable location with stunning views over the Ocean. Traditional features combine with contemporary facilities, to offer luxury spacious accommodation. From a Palm Tree shaded entrance to Balconies for each room, the property exudes space to relax, breathe and to enjoy the serenity of this peaceful village. The Infinity Pool is the prime feature of the Villa. The waterfall operates July to September.

Madeira Black Sand House by Stay Madeira Island
Stay Madeira Island presents Madeira Black Sand Beach House! Set on the north coast of Seixal beach, Madeira Black Sand Beach House offers a dream view towards the black sand and the deep blue sea surrounded by green cliffs. This century old stone house has been with the same family for 30 years and was used as a weekend second home. The owners decided to share this unique spot with the world and the refurbished plan had the guest's comfort in mind.

Orchid House | Stunning Ocean & Mountain Views
Welcome to Orchid House, your peaceful getaway in Calheta with spectacular ocean and mountain views. In a quiet natural setting with beautiful gardens, the house is conveniently located near Calheta Beach and some of Madeira's most famous hiking trails, including Rabaçal and 25 Fontes. Perfect for up to four guests, offers two air-conditioned double bedrooms, a comfortable living room, and a cosy fireplace to enjoy relaxing evenings.

CASA SOL E VISTA 2
Casa Sol e Vista 2 is located in one of the best locations in the parish, next to house no. 1. It has 2 bedrooms, a living room/kitchen and 3 bathrooms, accommodating 6 people. The house is located on top of a hill, which gives the house an extraordinary view. Outside, there is a barbecue, a large garden and a swimming pool. Absolute tranquility. Come spend a few pleasant days at Casa Sol e Vista 2. Contact Duarte Paulo

Villa Miradouro da Baleia by PAUSA Holiday Rentals
This magnificent, modern, private villa Miradouro da Baleia (Whale Watchtower) has some of the best ocean and mountains views on the island, with a infinity pool and located in a premium spot surrounded by spectacular cliffs, cropland, banana plantations and vineyards, it was carefully & tastefully restored/built in 2018 offering a unique experience of a Portuguese summer style accommodation!

Villa Arco-Iris, a Home in Madeira
Villa Arco-iris is a spacious, modern house with a wide sea view, ideal for families and groups of up to four people. It is located in a sunny and quiet area in Calheta, in the southwestern part of Madeira, which has the most favourable climate on the island.<br>This villa stands out for its modern architecture, air conditioning and various amenities and details for comfort and leisure.

Stylish 3BR Villa with Heated Pool & Views
Modern 3-bedroom villa in sunny Arco da Calheta with sea & mountain views. Enjoy a private heated pool, BBQ terrace, fast Wi-Fi, and secure garage. Walk to restaurants and cafés, 10 minutes by car to Calheta Beach and 30 minutes to Funchal. Ideal for couples, families, or groups — the perfect base to explore Madeira.

Breathtaking views
Passionate about Madeira, we wanted to find and share a corner of paradise in the heart of this fantastic island. We hope that this house will delight guests as it enchanted us with its location and exceptional view!
Popular amenities for villa rentals in Calheta
Private villa rentals

House with sea view and heated saltwater pool

Ocean escape with private pool

Villa Céu e Mar

Villa Nicuma by Escape to Madeira

King´s Paradise (Heated Pool and Sea View)

Geo Calheta with Swimming Pool and Jacuzzi

CasadaOvelha 2, modern & spacious villa in Calheta

Arbor Villa: Nature Retreat
Luxury villa rentals

Villa Vera Downtown

Quinta Marefe - On the stunning west coast

Villa Imperatriz Tropical Garden

Casa dos Francelhos by Atlantic Holiday

Ocean View Villa with Private Pool in Prazeres

Grey Rock Villa

Villa Rhodella

Maison Deluxe Madeira-Peace&Luxury beyond horizon
Villa rentals with a pool

Ohana Ocean View by LovelyStay

Villa Camelia

Villa Limoeira 3:3 heated pool/gym/office/sunsets

Moonlight Villa by LovelyStay

Ricardo House, a Home in Madeira

Maison Du Soleil: Pool, Sea View, Mountain and Village

Raposeira 22 - Villa with pool

Fajã Refuge
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- Villa rentals Madeira
- Villa rentals Portugal
- Praia do Porto do Seixal
- Madeira Botanical Garden
- Monte Palace Tropical Garden
- Casino da Madeira
- Zona Velha
- Ponta do Sol Beach
- Praia da Calheta
- Praia Machico
- Porto Moniz Natural Swimming Pools
- Complexo Balnear do Lido
- Praia de Garajau
- Cabo Girão
- Sé do Funchal
- PR 11 - Vereda dos Balcões
- Pico Do Areeiroo
- Fish Market
- Ponta do Pargo
- Madeira Whale Museum
- Casas Tipicas de Santana
- Funchal Cable Car
- Blandy's Wine Lodge
- Santa Catarina Park
- Cristo Rei
- CR7 Museum





