
Chalet vacation rentals in Ponta do Sol
Find and book unique chalets on Airbnb
Top-rated chalet rentals in Ponta do Sol
Guests agree: these chalets are highly rated for location, cleanliness, and more.

Villas Madalena - Excellent 1-bedroom house with Sea View and Wi-Fi
Inserted in a private property consisting of 3 T1 houses and 2 T2 houses, all independent, the Villas Madalena are ideal for the rest of couples or families because, despite the proximity to the airport, all of them are soundproofed. Here, you will find a large space, surrounded by gardens and farms that allow for a rural experience. It is an excellent starting point to get to know the various attractions that the Island offers. Each T1 consists of a small backyard that surrounds it, independent sleeping room with 2 single beds (possibility to replace with double bed on request), living room, full kitchen and toilet with shower.

Quinta do Esmeraldo^ Be fine
if you enjoy small, cozy spaces then you have found the ideal accommodation for your vacation. This small stone and wood house, formerly used as the kitchen of the property, is ideal for two people looking for a calm and tranquil holiday. Situated on the sunny slopes of Lombada in Ponta do Sol, you’ll be in contact with nature and the daily life of locals. You will also be close to some levadas, as well as to the urban centre (2 km away) and a number of roads to various parts of the island.

Rochão Village by Rent2U - 1 quarto (Alexandra)
Zona tranquila situada no Rochão, Arco da Calheta O empreendimento Rochão Village é constituído por seis casas (3 de tipologia T1 e 3 de tipologia T2), todas com sala e cozinha, uma recepção e uma piscina com jacuzzi divididos em quatro patamares. No total são nove quartos, podendo alojar até 30 utentes. Localiza-se nas zonas altas do Arco da Calheta, numa zona muito tranquila onde se pode observar tanto as serras madeirenses a norte/nordeste como o Oceano a sul.

Boutique Chalet
Perfect romantic home with amazing views to relax and unwind. Nestled in the beautiful mountains of Calheta, this tranquil paradise is perfect for that chilled, Romantic holiday. Close to 2 Levadas and waterfalls, for a leasurely walk in nature. Sandy Beach is 10 minutes away. Lovely view of the the Atlantic Ocean and mountains. NOW WITH PLUNGE POOL WITH HYDROMASSAGE AND TWO EQUIPPED PATIOS. Supermarkets/Restaurants are nearby.

Pereira Place - Cottage
Pereira Place – Cottage é um alojamento localizado em São Vicente, no norte da ilha da Madeira. Inserida numa herdade vitivinícola o alojamento com estilo madeirense, dispõe de Wi-Fi, gratuito, possui um quarto de dormir com cama de casal, cozinha totalmente equipada, sala de estar, casa de banho e uma arrecadação. Tem um quintal que, para além do ar puro pode relaxar ao som do canto dos pássaros. O estacionamento gratuito.

Pico das Pedras Chalet
Chalet Pico das Pedras is located in Santana, 4.3 km from the Madeira Theme Park, in an area where walks can be enjoyed. Situated 5 km from the traditional houses of Santana, the property offers a garden and free private parking. The chalet has 2 bedrooms, a flat-screen TV with cable channels, a kitchen equipped with a dishwasher and a microwave, a washing machine, coffee machine and 2 bathrooms, one of which is complete.

Camélia! Enjoy nature in the mountains of Madeira!
Surrounded by forest and located up high in the mountains, Camélia is the ideal choice for nature lovers, who seek peace and unique moments in the comfort of a well-equipped cottage. Its privileged location within the natural park of Ribeiro Frio, allows access to many "Veredas" and "Levadas", and reveals up close the beauty of the Laurissilva forest. Come, and enjoy a unique and romantic stay in this atlantic paradise!

Quinta Santo António da Serra - Chalet 1 Bedroom
Quinta Santo António da Serra is located in a rural area of Madeira, only 18 km from Funchal. All apartments are self-catering and have authentic wood fireplaces and a balcony. Some of the numerous activities available just a 5-minute walk from the Farm include golf, horseback riding, and tennis. The apartments are situated in spacious gardens that offer loungers. * Home decor may vary.

Sercial by Real Vision
Palheiros do Serrado are located in Estreito da Calheta, where green nature dominates. ATTENTION: Some renovations will be made to the house... A new window will be added behind the bed! The space will have more light and more air capacity. The intervention will be between 16/01/2025 and 21/01/2025. We can also provide car rental services for our clients.

Villa Achada da Mouca by Homie
There are places that welcome us. And then, there are places that conquer us. Get to know Villa Achada da Mouca by Homie!<br><br>In the heart of the emblematic Santana zone, surrounded by the untouched nature of the island, this rural villa is the perfect refuge for those who wish to escape routine and recharge their energies.<br><br>

Casa do Leme
Recently rebuilt stone house, cozy and very comfortable, ideal for people who want to take walks and get to know our island. The house has all the amenities for a good stay and is located in an accessible area, both to reach the mountains and to the sea. Our motto is to make sure all guests are happy they've chosen the Wheelhouse!

Recantos do Castanheiro - Straw
Recantos do Castanheiro is the place to choose to spend a few pleasant days, in a picturesque, cozy and middle of nature, offering all the comfort. Equipped with everything you need for your stay and as if you were in your home . You can enjoy reading a book in our gardens to the sound of birds.
Popular amenities for Ponta do Sol chalet rentals
Family-friendly chalet rentals

Villas Madalena - Excellent 1-bedroom house with Sea View and Wi-Fi

Villas Madalena - Soberba Casa T3 sea view and balcony

Villas Madalena - Excellent 2 bedroom sea view house with WiFi

Casa do Sol Poente - Ponta do Pargo

Boutique Chalet

Amazing Sea and cliff view. Large varanda, bbq

Camélia! Enjoy nature in the mountains of Madeira!

Quinta do Esmeraldo^ Be fine
Beachfront chalet rentals

Villas Madalena - Excellent 1-bedroom house with Sea View and Wi-Fi

Verdelho by Real Vision

Villas Madalena - Excellent 2 bedroom sea view house with WiFi

Casa do Leme

Quinta da Vila Palheiro

Vila Vinha - 55534/AL
Quick stats about chalet rentals in Ponta do Sol

Nightly prices starting at
Ponta do Sol vacation rentals start at G$14,643 GYD per night before taxes and fees

Verified guest reviews
Over 500 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Ponta do Sol rentals

4.9 Average rating
Ponta do Sol stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Funchal Vacation rentals
- Madeira Island Vacation rentals
- La Palma Vacation rentals
- Santa Cruz de Tenerife Vacation rentals
- Puerto de la Cruz Vacation rentals
- Porto Santo Vacation rentals
- Machico Vacation rentals
- Santa Cruz de La Palma Vacation rentals
- Calheta Vacation rentals
- São Vicente Vacation rentals
- Ribeira Brava Vacation rentals
- Anaga Vacation rentals
- Waterfront rentals Ponta do Sol
- Rentals with pools Ponta do Sol
- Smoking-friendly rentals Ponta do Sol
- Family-friendly rentals Ponta do Sol
- Rentals with a washer and dryer Ponta do Sol
- Rentals with outdoor seating Ponta do Sol
- Rentals with a fireplace Ponta do Sol
- Beachfront rentals Ponta do Sol
- Villa rentals Ponta do Sol
- Pet-friendly rentals Ponta do Sol
- Apartment rentals Ponta do Sol
- Rentals with a hot tub Ponta do Sol
- Cottage rentals Ponta do Sol
- House rentals Ponta do Sol
- Rentals with beach access Ponta do Sol
- Rentals with a patio Ponta do Sol
- Chalet rentals Madeira
- Chalet rentals Portugal
- Porto Santo Beach
- Madeira Botanical Garden
- Praia do Porto do Seixal
- Casino da Madeira
- Monte Palace Tropical Garden
- Praia da Calheta
- Ponta do Sol Beach
- Beach of Madalena do Mar
- Praia Da Ribeira Brava
- Ponta do Garajau
- Madeira Natural park
- Clube de Golf Santo da Serra
- Parque das Queimadas
- Porto Santo Golfe
- Palheiro Golfe




