
Waterfront vacation rentals in Estreito da Calheta
Find and book unique waterfront rentals on Airbnb
Quick stats about waterfront rentals in Estreito da Calheta

Total vacation rentals
Explore 30 vacation rentals in Estreito da Calheta

Nightly prices starting at
Estreito da Calheta vacation rentals start at G$12,555 GYD per night before taxes and fees

Verified guest reviews
Over 1,560 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Estreito da Calheta vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, 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 waterfront rentals in Estreito da Calheta
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

Seafront Home in Old Town Funchal w Pool & Garden
Beachfront design home featured in Conde Nast Traveller w private pool & tropical garden in Old Town of Funchal. A stunning oasis just 5min walk to city center, beach & restaurants. Free street parking, fast internet & strong AC. 2 bedroom historic villa with 2 WC´s, living room & kitchen w sea views. Stylish interiors & lots of outside relaxing, sunbathing & dining area with BBQ. Tropical villa that feels like the countryside w amazing climate. Perfect base to explore Madeira´s hikes & beaches

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

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!

Cottage Pearl-Rural Holiday Experience by SeaPearl
Discover the "Cottage Pearl" in the warmest and most tropical region of Madeira. The accommodation is the result of a rural tourism project called "SeaPearl", inspired by the sea, in which a house and a haystack were rehabilitated, maintaining its rural aspect and original characteristic, with a touch of modernity, simplicity and all the comfort. This sublime cottage has a private jacuzzi, solarium with sea view, barbecue, vegetable garden, trees and garden.An authentic appeal to your senses!

Mango House
House with superb sun exposure, peaceful and stunning views over the sea and the mountain. Has 2 bedrooms (one with a double bed and the other with two single beds easily convertible into a double bed), a complete bathroom. On the ground floor open space with kitchen / living and dining room and toilet. Furniture and careful decoration. Outside enjoy the garden and the pleasant dining space with incredible views of the sea. The barbecue, mini-pool and shower complete your well-being.

Magnificent Oceanfront Luxury | AC & Free Parking
Wake up to the relaxing sound of the waves and the unique feeling of being on a luxury cruise. Here, the sea is your view and your neighbor! What awaits you: 👉 Constant spectacle of ships on your horizon. 👉 Ultra-fast 1 GB Wi-Fi 👉 Air conditioning in all rooms 👉 Free garage. 👉 Located 10 minutes from Funchal and 7 minutes from the airport 👉 Direct access to the highway that will take you anywhere on the island Book your exclusive luxury beachfront retreat now!

Tropical house :) 2 min to the sea, views, nature
Tropical house :) - recently renovated, everything is new and fresh - air-conditioning in the living room - 2 minutes to the beach (50 meters) and easy parking - stunning sea views and sunsets - private balcony and patio for outdoor dining - fully equipped kitchen - (oven, dishwasher, microwave, washing machine, etc.) - Fast internet, smart TV and Bluetooth speaker - excellent location (easy access to the entire island, hikes and beaches) - Self check-in

Stunning Ocean View Apartment
- Superb view over the sea - Queen size bed - 5 minutes by foot to café and bakery, 10min walking down to Câmara de Lobos (historical fisherman village with nice restaurants, supermarkets etc) -15 min by car to Funchal - 10 min by car to Cabo Girão viewpoint - Can advice guests about the weather and choose hikings in the mountains - I am very happy to give all the support and information to the guests.

☀️ 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.

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.

Glamping Maracujá: Oasis Paradise
*Fast Wi-Fi! Download: 78.3 Mbps, Upload: 91.6 Mbps *Large balcony: 30m² *Barbecue area *Hot tub at 38°C *Fully equipped kitchen *Free parking 10 meters away *Free coffee and tea *Air-conditioning *Shampoo and shower gel *Bathrobes *Bluetooth speaker *Hair dryer

Relax Over The Sea -12391/AL
Beautiful spacious villa perched on the cliff top, stunning views of the Atlantic Ocean, its swimming pool with infinite plane over the ocean provides fantastic and relaxing moments for larger families in the sunniest located part of the island
Popular amenities for Estreito da Calheta waterfront rentals
Waterfront apartment rentals

Uni AIR Studio

CASA 61 (private pool) by Stay Madeira Island

Casa da Maresia

Basalt

Casa Linhares

Vista Mar – Apartment with Terrace & Sea View

Villa Smiling Petals (Nest Three) Pool & Sea View

Infinity Pool & Amazing Sunset Ocean View
Waterfront house rentals

Refuge of Tibéu II

STONE HOUSE

Madeira Pearl: Breathtaking Atlantic Ocean Views

Two Birds Place - Mar, Sol e Natureza!

The View, Funchal

2-Bedroom house by the sea with Patio

CasaMar

Quinta da Tabua
Waterfront condo rentals

Vargem Mar Beach

Penthouse Marina Sol 20785/AL

Surfside apartment in the heart of Paúl do Mar

Atlantic View Penthouse

360° Sea & City views, in the heart of Funchal

Luxury on the beach Funchal Sea View free Parking

New dream luxury appartment in the Madeira Palace.

Bright Seafront Apartment
Destinations to explore
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- Beachfront rentals Estreito da Calheta
- House rentals Estreito da Calheta
- Pet-friendly 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
- Rentals with beach access Estreito da Calheta
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- Cottage rentals Estreito da Calheta
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- Waterfront rentals Madeira
- Waterfront rentals Portugal
- Praia do Porto do Seixal
- Monte Palace Tropical Garden
- Zona Velha
- Madeira Botanical Garden
- Praia da Calheta
- Ponta do Sol Beach
- Casino da Madeira
- Porto Moniz Natural Swimming Pools
- Praia Machico
- Complexo Balnear do Lido
- Praia de Garajau
- Cabo Girão
- Pico Do Areeiroo
- PR 11 - Vereda dos Balcões
- Casas Tipicas de Santana
- Fish Market
- Madeira Whale Museum
- Sé do Funchal
- Blandy's Wine Lodge
- Santa Catarina Park
- Ponta do Pargo
- Funchal Cable Car
- Cristo Rei
- CR7 Museum





