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

Total holiday rentals
Explore 50 holiday rentals in Estreito da Calheta

Nightly prices starting at
Estreito da Calheta holiday rentals start at $151 NZD per night before taxes and fees

Verified guest reviews
Over 2,310 verified reviews to help you choose

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

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Estreito da Calheta holiday rentals include Wi-Fi access

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

4.9 Average rating
Estreito da Calheta stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated villa rentals in Estreito da 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).

Quinta São Lourenço - Casa Palheiro | 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.

Ocean View Villa | Infinity Pool, Hot Tub, Sauna
Perched in the peaceful hills of São Vicente on Madeira’s north coast, Elysium is a brand-new luxury retreat designed for relaxation, privacy, and beautiful views. Wake up to ocean and mountain scenery, swim in the heated* infinity pool, unwind in the jacuzzi, or enjoy the sauna after a day exploring the island. With elegant bedrooms, spa-style amenities, and bright indoor-outdoor living spaces, this villa is perfect for couples, families, honeymooners, and remote workers seeking tranquility.

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

Secluded Sunset Villa on Cliff & 180° Ocean Views
Naturalis Villas, one of the best platforms for Madeira Villa Holidays Rental presents: Villa Miradouro is a secluded top of the cliff property with no direct neighbours, surrounded by extensive lush green gardens and a large 10 x 5 metre pool facing the ocean offering spectacular panoramic views and sunsets. Maid service is provided up to three days per week (subject to availability) to keep the property clean and spotless. The service includes cleaning, laundry, garden and pool maintenance.

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)!

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!

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.

Casa Joaquim by Rent2u, Lda
Casa totalmente nova, situada no Arco da Calheta. Possui 3 quartos, 3,5 casas de banho, sala, cozinha. O jacuzzi e piscina exteriores são o ideal para relaxar ao final de um dia de passeio. Localiza-se no sítio do Arco da Calheta, numa zona tranquila e central. Fica a 10 minutos das serras madeirenses e a 10 minutos das praias (Calheta ou Madalena do Mar). Comodidades gerais: Jacuzzi, piscina, internet, estacionamento coberto na propriedade;

A tranquil balcony over the ocean | Grayci’s House
Ideal for those seeking a contemporary villa with ocean view a southern exposure and a great holiday feel, Grayci's House overlooks the sea and offers everything you might want in a relaxing villa with private heated pool and air conditioning. Ideal for families and friends, it benefits from the main villa being complemented with a self-contained studio apartment with its own kitchenette and shower-room accessed via an exterior staircase.

Top View Calheta: Villa with Pool and Jacuzzi
Traga toda a família para esta soberba casa com piscina e jacuzzi exterior e com espaços bem generosos, muito espaço para se divertir. A casa fica situada em Estreito Da Calheta, com vista para o mar, muito perto de farmácia, supermercados, mercado, centro de saúde, os principais pontos turísticos, rabaçal, 25 fontes, risco......, varias levadas da Madeira, a praia de areia amarela, o aeroporto fica a 40 minutos de distância

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
Popular amenities for Estreito da Calheta villa rentals
Private villa rentals

Villa Pinheira IV-Air/Conditioner, Heated pool

Ohana Ocean View by LovelyStay

Villa Céu e Mar

Villa Arco-Iris, a Home in Madeira

* Villa with heated pool *

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

Luxury villa with infinity pool

King´s View (Heated Pool and Sea View)
Luxury villa rentals

Villa Imperatriz Tropical Garden

Casa das Bromélias, a Home in Madeira [Bromeliad House, a Home in Madeira]

Eden Funchal by LovelyStay

Vila Crerital - By Wehost

Casa dos Francelhos by Atlantic Holiday

Amazing villa FUNCHAL, panoramic sea view

Private Luxury Ocean Villa – Villa Nero Calheta

Islander - Funchal Seaside Villas
Villa rentals with a pool

House with sea view and heated saltwater pool

Moonlight Villa by LovelyStay

Stylish 3BR Villa with Heated Pool & Views

Villa Calhau da Lapa 51

Villa Alegria by Atlantic Holiday

Casa das Vacas – Retreat House

Casa da Ladeira - House

Villa Carpe Diem by Your Madeira Rentals
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