
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 $168 NZD per night before taxes and fees

Verified guest reviews
Over 2,040 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 of Calheta holiday rentals include Wi-Fi 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).
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Quinta São Lourenço - Front House | Sunset & Pool
Tourist tax included > no extra fees at arrival Free cancellation up to 5 days before your stay The « Quinta São Lourenço » is a traditional Madeiran property of 3 000 m² from the 19th century, renovated into independent houses. The Quinta is an ideal holiday destination and is well known for its dominant position on the Atlantic Ocean, its beautiful flower garden and its shared outdoor swimming pool. Let yourself be surprised by the majestic sunsets and take a break with the roar of the Ocean.
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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
LocationFamilyQuiet

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)!
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Ocean views: 3-bed villa with terraces & Hot-Tub
Welcome to your unique getaway, a charming villa surrounded by 1,000-year-old eucalyptus trees, set directly on the scenic Levada Nova! 🌺🌴 ✅ Breathtaking ocean views for a serene escape ✅ High-speed internet for remote work ✅ Relaxing Hot-Tub & private BBQ area ✅ Big garden for sunbathing ✅ Surrounded by lush banana plants & stunning landscapes ✅ Direct access to Levada Nova for scenic hikes Discover adventure & tranquility in the southwest of Madeira!
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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.
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Amazing luxury villa, panoramic sea view | Adagio
Nestled in a peaceful and serene location, this luxury contemporary villa in Madeira offers breathtaking sea views and elegant living spaces. The spacious open plan dining and living room features large picture windows that flood the space with natural light, seamlessly connecting the indoors to the outdoors. These windows open to a generous outdoor terrace, where you will find the swimming pool and can relax and enjoy the surrounding beauty.
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Maison Du Soleil: Pool, Sea View, Mountain and Village
The house is located in one of the best locations in Calheta, with excellent sun exposure and magnificent views of the sea, village and mountains. It has two bedrooms with balconies (one en-suite), an office and a toilet. Lower floor living/dining room, guest WC, modern kitchen and barbecue area. Outside, relaxation area with water jet pool and waterfall, ideal for pleasant moments outdoors. A place with tranquility, comfort and privacy.
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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
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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!
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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.
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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.
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Popular amenities for Calheta villa rentals
Private villa rentals

House with sea view and heated saltwater pool
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Ocean escape with private pool
LocationIndoor spacesWalkability

* Villa with heated pool *
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Villa Limoeira 3:3 heated pool/gym/office/sunsets
LocationFamilyIndoor spaces

The Old Caboz House
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Villa da Silva (Heated Pool and Private Parking)
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Secluded Sunset Villa on Cliff & 180° Ocean Views
LocationValueWalkability

Villa Carpe Diem by Your Madeira Rentals
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Luxury villa rentals

Luxuary Ocean Front Villa 3 bedrooms,heated pool
LocationFamilyDecor

Villa Céu e Mar
FamilyLocationKitchen

Villa Imperatriz Tropical Garden
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Luxury villa with infinity pool
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Vila Crerital - By Wehost
ValueLocationLayout

Private Luxury Ocean Villa – Villa Nero Calheta
Sleep qualityHospitalityKitchen

Blue Sea Tower, Private Heated Pool. Ocean view
LocationFamilyDecor

Private Pool & Ocean Views in Prazeres Villa
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Villa rentals with a pool

Ohana Ocean View by LovelyStay
LocationFamilyAir conditioning

Moonlight Villa by LovelyStay
LocationGetting aroundHospitality

Villa Sea - Rural Holiday Experience by SeaPearl
LocationFamilyKitchen

Ricardo House, a Home in Madeira
LocationKitchenIndoor spaces

Thebaida do Massapez - Luxury villa
LocationFamilyAmenities

Villa Alegria by Atlantic Holiday
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Raposeira 22 - Villa with pool
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Fajã Refuge
LocationValueAir conditioning
Destinations to explore
- Funchal Holiday rentals
- Santa Cruz de Tenerife Holiday rentals
- Caniço Holiday rentals
- Arco da Calheta Holiday rentals
- Ribeira Brava Holiday rentals
- Madeira Island Holiday rentals
- Porto Santo Holiday rentals
- Machico Holiday rentals
- La Palma Holiday rentals
- Câmara de Lobos Holiday rentals
- Ponta do Sol Holiday rentals
- San Cristóbal de La Laguna Holiday rentals
- Praia do Porto do Seixal
- Monte Palace Tropical Garden
- Zona Velha
- Madeira Botanical Garden
- Praia da Calheta
- Ponta do Sol Beach
- Casino da Madeira
- Porto Moniz Natural Swimming Pools
- Praia Machico
- Complexo Balnear do Lido
- Praia de Garajau
- Cabo Girão
- Pico Do Areeiroo
- PR 11 - Vereda dos Balcões
- Casas Tipicas de Santana
- Fish Market
- Madeira Whale Museum
- Sé do Funchal
- Blandy's Wine Lodge
- Santa Catarina Park
- Ponta do Pargo
- Funchal Cable Car
- Cascata Dos Anjos
- Cristo Rei





