
Apartment holiday rentals in Calheta
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Top-rated apartment rentals in Calheta
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Beautiful Views - Apartment Fontes
“Beautiful Views – Apartment Fontes” is a peaceful retreat in the quiet hills of Calheta, created for travelers who value nature, comfort, and authentic island living. Surrounded by open views and fresh air, it’s the perfect base for levada walks, hiking, and exploring Madeira and close to the sea. Ideal for nature lovers seeking calm, space, and a true sense of the island. If you’re looking for more than just a place to sleep, a place to breathe, reset, and feel the island , you’ve found it!

Valley of the Nuns Holiday Apartment - Cherry
Hidden away in the heart of the city center of the Valley of the Nuns, magnificent breath taking views of the beautiful mountains. Apartments are located in the center where all festivals in the valley take place. Easy access to restaurants, cafes, bakery, supermarkets, pharmacy as well as medical assistance. Popular walks trails.Self catering apartments, all modern finishes, with a balcony. Bus Stop and Taxi is a 2 min walk! Funchal is 13 kms away, Christano Ronaldo Airport is 31 kms.

Villa do Pombal 1 , Swimming pool,great sea views
The stunning apartment is located in one of the most sunny parts of Madeira .Villa to Pombal is a two floor building ,that contain two separate apartments. Each apartment have private entrance. It has breathtaking views , allows you to leave all stress behind and enjoy the natural beauty of Madeira. Excellent place to rest with easy access to many tourists attractions. Apartment is located 5 min. drive to sandy Calheta beach. 25 fountain walk begin is about 10min. drive from apartment.

Uni FIRE Studio
Uni FIRE studio opens up to a comfy outside living space and private garden for you to enjoy the serenity that embraces the area, while feeling the island's volcanic stones under your feet. Perfect space to contemplate the starry skies in warm nights or blissful sunsets. The studio comfortably welcomes 2 people and has a fully equipped kitchen and an ensuite bathroom. You also have access to Uni's shared garden area, of course. Free parking is available in Jardim do Mar.

Starboard Apartment
Experience the beauty of Madeira from our sunny rental apartment! Our spacious unit boasts a fully equipped kitchen, cozy living room with access to a balcony showcasing panoramic ocean views. The bedroom features a double bed, wardrobe, and balcony access. Enjoy the convenience of in-unit laundry and a walk-in shower in the bathroom. Stay connected with WiFi and make use of the desk for work or leisure. Your ideal escape in Madeira awaits!

Casa Da Fonte Dos Castanheiros with ocean/sea view
Ideal home for families, and couples In my rustic house on the ground floor I offer a spacious one floor holiday apartment with a sun terrace for sunbathing and a excellent location for breakfast/dinner or an evening glass of wine while enjoying magnificent ocean view overlooking the pilloresque valley. The house is ideally situated for the sandy beach and levada walking and sight seeing. It is close to several tourist places.

☀️ Bright & Spacious w/ Pool & Oceanside View :D
Modern studio in the sunny and serene coastal village of Jardim do Mar, south west of Madeira Island. Studio D features an open plan design with kitchenette, lounging area, TV (with Netflix), a cozy queen size bed, a spacious bathroom with washing machine and a private, south facing balcony with ocean and pool view (24° to 26° Celsius). Guests have full access to the garden and heated saltwater pool.

Meu Pé de Cacau - Studio Papaya 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.

Marina View Apartment - Pool, Aircon & Ocean View
Welcome to Marina View Apartment! A fantastic 2 bedroom apartment set in a peaceful location of Calheta, the South Coast of the island where not only the sun shines almost every day but a fantastic location to explore the island. What truly makes this place special is the generous private outside space and infinity pool with spectacular views of the Atlantic ocean and Calheta Marina.

Casa Valentina – Fantastic studio with sea view
Welcome to Casa Valentina, your sunny oceanfront retreat. Designed for travelers looking for comfort, tranquility and beautiful views, this cozy little oasis offers 2 private terraces, a garden, breathtaking sea views and free parking right outside the door. Wake up facing the ocean, enjoy the sun all day and relax in a space designed to make you feel immediately on vacation.

Nature Sunset
Escape to nature in this charming retreat nestled near Madeira’s famous levada trails. Wake up to breathtaking side sea views and unwind in total tranquility. Perfect for hikers, nature lovers, and anyone seeking a peaceful island getaway The lodge is located on the middle of the island with 45 minute drive to the city and 34 minute drive to the north of the Island.

Belmont Charming Apartment
Belmont Charming with wonderful mountain and ocean view. Totally equipped, modern,cosy and with spacious terrace. Free wi-fi and car park. Stays 47km from the airport. It's a good starting point for many levada walks and for the natural swimming pools. The sea is 10 minutes away by car.
Popular amenities for Calheta apartment rentals
Weekly apartment rentals

Zeza´s Sky

Sky Loft: 180° Ocean View Balcony + Fireplace

BHF Residences Luxe Family

Vale dos Amores, a Home in Madeira

Atlantic Rose Apartment - Calheta, Madeira

1-bedroom apartment

Apartment with Balcony | Sea View | Kitchen

I Harmonia (AC, Sol; Estc, Check in aut.).
Private apartment rentals

Ponto Verde - Apartment II

KM apartment

Private Pool Retreat • Ocean view • Funchal

Spacious 3BR Prime Av. Infante | Walk to Centre

Seaside Luxury Retreat • AC & Sunset Views

Casa Aguinha by Escape to Madeira

Ocean View Madeira 1

Carmen's House - Ground Floor, Madalena do Mar
Apartment rentals with a hot tub

Boutique Apt Funchal Centrum w/AC and Parking

Rodrigues House - Private Jacuzzi

Casas das Hortas, Sea View Apartment

Swimming pool, balcony and sea view. Renovated studio.

Atlantic Ocean View Apartment INFINITE POOL

Luxurious Apartment "Casa Francisco" - Rent2U, Lda

Ocean Spa Studio S | Free Parking & Sunrise Views

Seaview Escape with jacuzzi
Quick stats about flat rentals in Calheta

Total holiday rentals
Explore 130 holiday rentals in Calheta

Nightly prices starting at
Calheta holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 5,100 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
130 of Calheta holiday rentals include wifi access

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

4.8 Average rating
Calheta stays are highly rated by guests – averaging 4.8 out of 5!
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- Praia do Porto do Seixal
- Madeira Botanical Garden
- Monte Palace Tropical Garden
- Casino da Madeira
- Praia da Madalena do Mar
- Praia da Calheta
- Ponta do Sol Beach
- Zona Velha
- Clube de Golf Santo da Serra
- Praia Machico
- Pico dos Barcelos
- Sé do Funchal
- Complexo Balnear do Lido
- Porto Moniz Natural Swimming Pools
- Fish Market
- Casas Tipicas de Santana
- Pico Do Areeiroo
- CR7 Museum
- Blandy's Wine Lodge
- PR 11 - Vereda dos Balcões
- Cristo Rei
- Madeira Whale Museum
- Santa Catarina Park
- Funchal Cable Car




