
Villa holiday rentals in Calheta
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Top-rated villa rentals in Calheta
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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).

Sunshine Villa & Opt. Heated Pool 150m above Ocean
NOTE: Construction nearby in finishing stages & minimally disruptive to recent guests. 40% reduced rates still in force Naturalis Villas, one of the best platforms for Madeira Villa Holidays Rental presents: Villa Solar is a contemporary villa with a brand new optionally heated pool, located only 150m above the ocean and the sandy beach of Calheta. Positioned in a quiet neighbourhood of just a few villas near Casa Das Mudas (contemporary art cenre) offering unobstructed ocean and sunset views.

Peaceful Calheta Getaway with Sea & Mountain Views
Wake up to breathtaking sea and mountain views in the peaceful countryside of Calheta. Nestled among lush greenery and local vegetable gardens, Orchid House offers an authentic Madeira escape surrounded by nature. This cozy home comfortably accommodates up to four guests across two inviting double bedrooms, both equipped with air conditioning for year-round comfort. After a day of exploring the island, unwind by the fireplace or relax on the spacious sofa in the warm and welcoming living area.

Casa Palheiro @ Casas Da Vereda [Thatched-Roof House]
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)!

Grey Rock Villa
The Grey Rock Villa proposes 2 en-suite bedrooms for up to 4 guests, and great facilities such as its private heated infinity swimming pool, designer fireplace and kitchen islet and other luxurious pieces of equipment. It blends harmoniously in the cliffy landscape and with the neighbouring 1 bedroom Beige Rock Villa while offering large views over the Atlantic ocean. The Rock Villas can also be rented together: a peaceful and stylish getaway on the South West coast of the island of Madeira.

Villa Santos
Amazing view from modern house, sleeps up to 8 people, 1 mile away from the sandy Calheta beach. Southern west located meaning you get the best weather of the island and as centrally located, ideally base to go on discover the island. Free internet cable Broadband and wi-fi available with speed up to 500MBps. 2 Double Bedrooms and a huge Loft with 3 beds. Very comfy beds. Garage. From the balcony enjoy great seaviews of this beatiful island. tourist tax not included on price rental.

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.

Panoramic Oceanview Penthouse
Penthouse with Stunning Sea View, Large Terrace & Private Elevator Access. Perched peacefully on a cliffside, this elegant penthouse offers the perfect blend of comfort and breathtaking views. Step out onto the spacious terrace and take in the panoramic view of the sea- ideal for morning coffee, sunset drinks or enjoying a relaxing BBQ . The only sound your can hear, are the ocean waves and some birds. Area, including veranda, 170 m2.

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!

Anjos Paradise Eden
It is a new and luxurious property with an outdoor private pool and surrounding garden with breath taking views of the Atlantic, within walking distance of the spectacular waterfall Cascata dos Anjos. The energy around you allows you to let your mind walk away from the worries of daily life and welcomes you to simply enjoy the moment, sorrounded by Nature and with the ocean at your feet.

Villa Gia: Your Home Away from Home
Villa Gia is a stylish retreat in Calheta with breathtaking ocean and mountain views. It features two en-suite bedrooms, an open-plan living area, full kitchen, Wi-Fi, and workspace—ideal for relaxation or remote work. Please note: Pool heating is an extra charge. Onsite parking may not suit low-profile or compact cars, but free on-street parking is available just outside the property.

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.
Popular amenities for villa rentals in Calheta
Private villa rentals

Isabel´s Villa - Funchal Seaside Villas

Ocean escape with private pool

* Villa with heated pool *

Villa in Porto Moniz | Porto Moniz Atlantic View

Ocean View Terrace | Relaxing Escape in Calheta

Villa Sea - Rural Holiday Experience by SeaPearl

Skyfall Villa

Blue Sea Tower, Private Heated Pool. Ocean view
Luxury villa rentals

Luxuary Ocean Front Villa 3 bedrooms,heated pool

Ohana Ocean View by LovelyStay

Imperatriz Villa Tropical Garden

Luxury villa with infinity pool

Casa dos Francelhos by Atlantic Holiday

Amazing villa FUNCHAL, panoramic sea view

Luxury Haven: Heated Pool, AC & Sun

House of Cork and Ivy - By Wehost
Villa rentals with a pool

Arco da Calheta Villas

Lake House

SUNNYSIDE VILLA

Eden Funchal by LovelyStay

Villa Primavera by Atlantic Holiday

Villa OceanAIR by Lovelystay

Villa Calhau da Lapa 51

Sunset Villa with heated pool and a view
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 1,840 verified reviews to help you choose

Family-friendly holiday rentals
40 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!
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