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Family-friendly vacation rentals in Estreito da Calheta

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Top-rated family-friendly rentals in Estreito da Calheta

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Home in Estreito da Calheta

4.96 out of 5 average rating, 184 reviews

Casa Palheiro @ 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: 30 minutes drive to Funchal, 5’ to rock beaches in seaside villages or sand by the marina of Calheta, or the close-by levada walks. Please note that one can rent any combination of Casa Palheiro studio, Casa Rural 1 bedroom, and Casa Eco 2 bedrooms!

Nov 22 – 29

G$27,948 GYD per night

Home in Calheta

4.99 out of 5 average rating, 187 reviews

Top View House

Top View House é uma casa nova (remodelada em novembro de 2017) com dois quartos de dormir, uma sala, uma cozinha, duas casas de banho e duas varandas. Situada num bairro calmo em plena natureza com vistas exuberantes. Próxima da Levada Nova e de percursos pedonais (Rabaçal, 25 fontes, Lagoas da Dona Beja e do Vento), também a 10 minutos (de carro) de uma praia de areia amarela, Museu de arte contemporânea da Madeira – Mudas, supermercado, restaurantes, padarias, urgências, farmácia.

Apr 22 – 29

G$15,192 GYD per night

Home in Estreito da Calheta

4.92 out of 5 average rating, 196 reviews

Adega Do Avô 2 Amazing Seaview Trekking Beach

Adega do Avo is a set of 2 cottages fully equipped WITH AN INCREDIBLE SEA VIEW to give you the best experience. Cottage 2 is modern completly new in a cozy and well lit living space. We offer "Free car Parking in Premises" (Peace of mind). It has been built to offer the best comfort you deserve. Its unbeatable location offers you the best romantic sea view and makes this set just 5 minutes from the best sandy beach of the island and it is only 30 minutes from the city of Funchal.

Sep 8 – 15

G$30,292 GYD per night

Home in Arco da Calheta

4.98 out of 5 average rating, 164 reviews

Casa Sol e Vista

Villa with a good view and good sunshine throughout the day. The house is located in one of the best places in the parish. It has two bedrooms, living room / kitchen and two bathrooms, with a capacity for 6 people. The house is situated at the top of a hill, which makes the house have an extraordinary view. Outside there is a barbecue, a large garden and the swimming pool. Absolute tranquility. Come spend A pleasant vacation in the HOUSE SUN and VIEW. Contact Duarte Paulo

Nov 14 – 21

G$30,242 GYD per night

Home in Madeira

4.9 out of 5 average rating, 157 reviews

Tanky Refuge

Recently renovated, the Tiberian Refuge is a private house situated in a very quiet and sunny area. It is the ideal place for a vacation for two or even as a family. It is close to numerous tourist places, including the fantastic beach of the county. Its location makes your tours of the island easy, whether to the sea or the mountains, as well as walking tours of the area and/or the levadas of the island. We look forward to visiting our home on this beautiful island.

Apr 12 – 19

G$16,462 GYD per night

Home in Arco Da Calheta

4.92 out of 5 average rating, 218 reviews

Hikers Refuge

Located in Calheta this refuge is ideal for lovers of hiking, with an excellent view of the ocean, you can go 5 minutes walk to the starting point of the levada where you have two options east and west. You can go in 12 minutes by car the levadas of 25 Fontes one of the most beautiful and lovely levadas sought by the walkers. It is also 10 minutes from the beach of Calheta where you can find all that orecisa for your stay, supermarkets, bars, restaurants, etc ...

Dec 26 – Jan 2

G$15,530 GYD per night

Cottage in Jardim Do Mar

4.97 out of 5 average rating, 148 reviews

Stonelovers® (Heated Pool Optional) - Unit3

Settled in a stunning organic green land, contemplating an amazing sea view, spectacular cliffs, surrounded by pieces of cropland, banana plantations and vineyards, we have found what today is WOODLOVERS. Combining this dream place with our engineering, sustainability, renewable energies and permaculture background, we were pioneers in the construction of the first contemporary 100% WoodHouse in Madeira Island respecting the nature and the natural environment.

Apr 29 – May 6

G$26,831 GYD per night

Home in Estreito da Calheta

4.79 out of 5 average rating, 116 reviews

Welcome Home with a Great View

A beautiful fully equipped holiday house, has 3 bedrooms, 2 bathrooms, kitchen, dining room & a TV seating room. Has a big terrace with a panoramic views of mountains, ocean views and sunsets. Provide a perfect place to relax with a cool glass of wine after enjoying a day out, perhaps on a local levada walk.

Mar 15 – 22

G$15,932 GYD per night

Home in Jardim do Mar / Calheta / Madeira

4.96 out of 5 average rating, 113 reviews

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

Nov 2 – 9

G$20,691 GYD per night

Apartment in Lombo Do Doutor

4.91 out of 5 average rating, 157 reviews

Beautiful Apartment Fontes

The 'Beautiful Apartment Fontes' was designed and constructed in general for all types of clients being them passionate about nature, landscapes, hiking, trekking, water sports or just for a relaxing stay in a very charming and quiet area of Calheta.

Jan 17 – 24

G$19,570 GYD per night

Chalet in Ponta do Pargo

4.97 out of 5 average rating, 246 reviews

Casa do Sol Poente - Ponta do Pargo

The Casa do Sol Poente nestles between the mountain and the sea, in a village where houses are scattered across the landscape. The cosy atmosphere of my place, the little garden, the view and the ocean ahead will help me to provide a pleasent stay.

Mar 4 – 11

G$19,322 GYD per night

Home in Estreito da Calheta

4.85 out of 5 average rating, 122 reviews

The Stable

This refurbished stable for rent is located right beside the main house. It has a beautiful outside area where you can relax under the shade of the vines. The house has 2 bedrooms (both with double beds), living room, kitchen and bathroom.

Oct 20 – 27

G$10,233 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Villas

Luxurious estates for the ultimate escape

Apartments

Convenient locations with everyday essentials

Popular amenities for Estreito da Calheta family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Villa in Sao Vicente

4.92 out of 5 average rating, 111 reviews

A Casa Estrelícia-Dourada Garcês

Nov 27 – Dec 4

G$23,167 GYD per night

Apartment in Funchal

4.95 out of 5 average rating, 197 reviews

Atlantic Ocean View Apartment INFINITE POOL

Dec 1 – 8

G$33,482 GYD per night

Place to stay in Funchal

4.98 out of 5 average rating, 124 reviews

Paradise in Madeira

Feb 27 – Mar 6

G$25,326 GYD per night

Apartment in Funchal

4.92 out of 5 average rating, 213 reviews

Boutique Apt Funchal Centrum w/AC and Parking

Oct 18 – 25

G$24,664 GYD per night

Condo in Funchal

4.89 out of 5 average rating, 158 reviews

Central Garden,heart city,quiet square,marina, P

Apr 26 – May 3

G$36,266 GYD per night

Apartment in Funchal

4.98 out of 5 average rating, 120 reviews

Beautiful Apartment "Casa Francisco" - Rent2U, Lda

Nov 24 – Dec 1

G$31,992 GYD per night

Condo in Caniço

4.86 out of 5 average rating, 140 reviews

Family friendly apartment swimming pool ocean view

Jul 3 – 10

G$64,180 GYD per night

Home in Estreito da Calheta

4.8 out of 5 average rating, 15 reviews

Paradise House Calheta

Apr 22 – 29

G$25,107 GYD per night

Family- and pet-friendly home rentals

Home in Estreito da Calheta

4.85 out of 5 average rating, 110 reviews

Casa do Penique ORGANIC

Dec 30 – Jan 6

G$37,545 GYD per night

Home in Boaventura

4.88 out of 5 average rating, 251 reviews

Casa "Just Nature" , Madeira Island

Apr 9 – 16

G$10,437 GYD per night

Apartment in Madeira

4.97 out of 5 average rating, 115 reviews

Sunset Living Room Apartment

Apr 24 – May 1

G$19,457 GYD per night

Cottage in Casas Próximas

4.89 out of 5 average rating, 207 reviews

Casa da Praia

Apr 28 – May 5

G$32,616 GYD per night

Home in São Vicente

4.96 out of 5 average rating, 99 reviews

Pebble Beach House- Casa da Fajã

Oct 13 – 20

G$30,924 GYD per night

Home in Funchal

4.86 out of 5 average rating, 222 reviews

Your home away from home in Madeira.

Mar 1 – 8

G$14,717 GYD per night

Cottage in Madeira

4.91 out of 5 average rating, 142 reviews

Casa dos Anjos 9224/AL)

Jan 22 – 29

G$26,846 GYD per night

Home in Porto da Cruz

4.8 out of 5 average rating, 161 reviews

Casa do Cabeço

Jan 19 – 26

G$21,313 GYD per night

Family-friendly home rentals with a pool

Home in Arco Da Calheta

4.95 out of 5 average rating, 113 reviews

Moradia Syso

Apr 16 – 23

G$47,326 GYD per night

Villa in Arco da Calheta

4.93 out of 5 average rating, 191 reviews

Heated pool, hot & cold AC, BBQ, views & parking

Jan 12 – 19

G$44,502 GYD per night

Cottage in Calheta

4.96 out of 5 average rating, 104 reviews

Cliff House

Feb 4 – 11

G$28,366 GYD per night

Home in Ponta Do Sol

4.99 out of 5 average rating, 129 reviews

Typical house above the sea

Dec 9 – 16

G$51,480 GYD per night

Home in Ponta do Sol

4.92 out of 5 average rating, 141 reviews

Casa do Lado

Nov 8 – 15

G$30,698 GYD per night

Villa in Arco da Calheta

4.87 out of 5 average rating, 111 reviews

Casa Diana Pool and Sea views

Mar 27 – Apr 3

G$19,003 GYD per night

Condo in Funchal

4.88 out of 5 average rating, 155 reviews

Monumental Apartment

Feb 23 – Mar 2

G$20,691 GYD per night

Home in Santa Cruz

4.93 out of 5 average rating, 219 reviews

Casa do Cristo Rei

Apr 3 – 10

G$56,641 GYD per night

Quick stats about vacation rentals that are family-friendly in Estreito da Calheta

Total rentals
160 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Rentals with a pool
100 properties have a pool
Pet-friendly rentals
20 properties allow pets
Total number of reviews
3.5K reviews
Nightly prices starting at
G$4,171 GYD before taxes and fees

Destinations to explore