
Holiday houses in Estreito da Calheta
Find and book unique accommodation on Airbnb
Quick stats about holiday rentals in Estreito da Calheta

Total holiday rentals
Explore 320 holiday rentals in Estreito da Calheta

Nightly prices starting at
Estreito da Calheta holiday rentals start at $51 NZD per night before taxes and fees

Verified guest reviews
Over 11,780 verified reviews to help you choose

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

Pet-friendly accommodation
Find 30 rentals that welcome pets

Holiday rentals with a pool
140 properties feature pools

Rentals with dedicated workspaces
100 properties have a dedicated workspace

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

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Estreito da Calheta rentals

4.8 Average rating
Estreito da Calheta stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated holiday rentals in Estreito da Calheta
Guests agree: these stays are highly rated for location, cleanliness and more.

The Paradise - Ocean-Mountains-Jacuzzi-Air Con
The Paradise – a wonderful oceanfront escape on the sunny south coast of Madeira. Nestled between the deep blue Atlantic and dramatic mountain backdrops of Paul Do Mar , this stylish fully air conditioned two-bedroom apartment offers comfort, beauty, and serenity. Enjoy a panoramic terrace with sunset views, Jacuzzi, outdoor dining and ample space for you to unwind or work remotely. Perfect for couples, families, or digital nomads seeking peace, sunshine, and inspiration—just steps from the sea.

Casa do Terrāço - Quinta Falcões Do Sol
Casa Terrãço is a restored stone house that combines the unique charm of a centuries-old structure with modern comfort. The house features an open floor plan on the first level with a fully equipped kitchen and living space that offers ocean views through a big glass door. The top floor contains a spacious bedroom that opens to a large private terrace, providing breathtaking views of the ocean. Outside you will have a private area with a fire pit and access to the shared heated saltwater pool.

Stunning 3BR Villa | Ocean-View, Private Pool
Atlantic View by Costa Living – a peaceful and spacious ocean-view villa in Arco da Calheta. This freshly renovated and newly furnished 3-bedroom home (sleeps 9) features a private pool, panoramic Atlantic and mountain views, balcony, and modern open-plan living. Enjoy fast Wi-Fi, Smart TV, fully equipped kitchen, laundry and private garage. Set among nature and hiking trails, just minutes from Calheta Beach, Madalena do Mar Beach, and cafés. Perfect for families and friends. Car required.

Villa Rada, by Pausa Holiday Rentals
This stylish two-level villa features three bedrooms, each with its own private bathroom, plus an additional guest WC. The open-plan interior offers a bright, welcoming atmosphere with air conditioning and contemporary design. Outside, enjoy a private pool, barbecue area, comfortable sun loungers, and an outdoor dining area, all set against stunning sea and mountain views. Located in a peaceful area of the island, it’s the perfect place to relax and experience Madeira in comfort and style.

Casa dos Reis
A Casa dos Reis é um estabelecimento de alojamento local que se encontra no Caminho dos Reis, Estreito da Calheta a cerca de 36 km da cidade do Funchal. Dispõe de um belo jardim com vista panorâmica sobre a ilha. É composta por três quartos com camas de casal, 3 casas de banho, uma sala de estar, e uma cozinha e sala de jantar open-space. Possui também piscina com sistema de tratamento de água de magnésio e solário com vista panorâmica, zona para churrascos e estacionamento particular.

2BR Villa, Hot Tub, Sea Views, garden & Office/BR
Bring the whole family to this fantastic, recently renovated place with modern touches, and enjoy plenty of space to relax and have fun. Villa São Francisco offers a spacious and bright living room with contemporary design, a fully equipped kitchen, large bedrooms with balconies and sea views, modern bathrooms, hot tub and a garden for outdoor moments. The decor combines comfort, natural light, and elegance, creating the perfect setting for an unforgettable holiday in Madeira.

CASA SOL E VISTA 2
A Casa Sol e Vista 2 está localizada num dos melhores locais da freguesia, a par da casa nr 1. dispoe de 2 quartos de dormir, sala / cozinha e 3 casas de banho, com lotaçao para 6 pessoas. A casa esta situada no cimo de uma colina o que faz que a casa tenha uma vista extraordinaria. No exterior tem um churrasco, um grande jardim e a piscina. Absoluta tranquilidade. Venha passar uns dias agradaveis na Casa Sol e Vista 2. Contactar Duarte Paulo

Martinho Apartment View
Modern apartment with an extraordinary view over the Atlantic Ocean and over the coast of Calheta. Our apartment consists of 1 bedroom with a double bed, living room, 1 bathroom and kitchen equipped with all that´s necessary for your vacation, we include Wi-Fi and private parking. Outside there are sun loungers for sunbathing and a large balcony to relax and enjoy the wonderful sea view. Your dream vacation is here!

Meu Pé de Cacau - Studio Papaia in Paúl do Mar
Meu Pé de Cacau is a tropical fruit garden surrounded by dramatic cliffs to the north-east and the vast Atlantic Ocean to the south-west. Four beautifully designed and sustainably built studios share the property with an infinity pool, social areas and luxurious plantations hosting hundreds of different tropical fruits, planted on traditional agricultural terraces hand crafted in basalt stone.

A&M House II
A&M House II, the perfect place to enjoy your best vacation on Madeira Island. Located in a quiet area with a mild climate, it offers guests all the comfort they need to feel at home. Its stunning views make every evening unforgettable with its stunning sunsets. Come discover Madeira and enjoy the comfort that A&M House II has to offer.

Sofia's Place
In Sofia's Place (House of Sofia) breathes the spirit and the culture in a cosmopolitan and sophisticated accommodation in the heart of one of the most exclusive and romantic dream in the world. The contrast provides intense experiences. ATTENTION to : outras informações

Villa Papaya
An Outstanding Location, with a Fabulous View. Splash Pool and a Table to do meals outside. Unforgetable Sunset, with the sea and the Marina View! Villa Papaya Address: Rua Serra D’Água - Vereda do Morgadinho N. º 24 9370-076 Arco da Calheta
Popular amenities for Estreito da Calheta holiday rentals
Stay near Estreito da Calheta's top sights
Other great holiday rentals in Estreito da Calheta

Casa Joaquim by Rent2u, Lda

Quinta Marefe - On the stunning west coast

Top View Calheta, moradia com piscina e jacuzzi

King´s View (Heated Pool and Sea View)

Hilltop Hideaway by Escape to Madeira

Villa mit großem Pool und fantastischem Blick

Sea View Villa with Private Natural Lagoon Pool

Verdelho by Real Vision
Frequently Asked Questions
Are there family-friendly villa rentals in Estreito da Calheta?
Estreito da Calheta has more than 50 family-friendly villa rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in Estreito da Calheta?
Experience the best of Estreito da Calheta with our apartment rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly house rentals in Estreito da Calheta?
Four-legged friends are welcome in Estreito da Calheta. Choose from more than 10 house rentals for guests traveling with pets.
Are there house rentals with a dedicated workspace in Estreito da Calheta?
Yes! Work meets play with ease at over 40 house rentals in Estreito da Calheta featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Estreito da Calheta vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 140 vacation homes with pools in Estreito da Calheta, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Estreito da Calheta have air conditioning?
Absolutely! We offer over 40 house rentals with air conditioning in Estreito da Calheta. Enjoy a tailored experience with all the comforts you desire.
Do villa rentals in Estreito da Calheta have a kitchen?
Absolutely! We offer over 50 villa rentals with a kitchen in Estreito da Calheta. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Estreito da Calheta have wifi?
Absolutely! We offer over 90 apartment rentals with wifi in Estreito da Calheta. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Estreito da Calheta have free parking?
Absolutely! We offer over 110 house rentals with free parking in Estreito da Calheta. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Estreito da Calheta?
Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with air conditioning, over 110 homes with free parking, over 120 homes with wifi, over 120 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Destinations to explore
- Funchal 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
- São Vicente Holiday rentals
- Pet-friendly rentals Estreito da Calheta
- Beachfront rentals Estreito da Calheta
- House rentals Estreito da Calheta
- Apartment rentals Estreito da Calheta
- Rentals with a hot tub Estreito da Calheta
- Rentals with pools Estreito da Calheta
- Villa rentals Estreito da Calheta
- Family-friendly rentals Estreito da Calheta
- Waterfront rentals Estreito da Calheta
- Rentals with beach access Estreito da Calheta
- Chalet rentals Estreito da Calheta
- Cottage rentals Estreito da Calheta
- Beach house rentals Estreito da Calheta
- Praia do Porto do Seixal
- Monte Palace Tropical Garden
- Zona Velha
- Praia da Calheta
- Madeira Botanical Garden
- Ponta do Sol Beach
- Casino da Madeira
- Porto Moniz Natural Swimming Pools
- Praia Machico
- Complexo Balnear do Lido
- Cabo Girão
- Praia de Garajau
- PR 11 - Vereda dos Balcões
- Casas Tipicas de Santana
- Fish Market
- Madeira Whale Museum
- Blandy's Wine Lodge
- Santa Catarina Park
- Cristo Rei
- Ponta do Pargo
- Cascata Dos Anjos
- CR7 Museum
- Sé do Funchal
- Clube de Golf Santo da Serra





