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Holiday houses in Caloura

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Top-rated holiday rentals in Caloura

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home in Lagoa
4.91 out of 5 average rating, 116 reviews

Casa do Cruzeiro - Ocean View

Casa do Cruzeiro provides accommodation in Lagoa, on the south coast of São Miguel Island, 10 km from Ponta Delgada and the airport. The property overlooks the sea and is within walking distance of natural pools. The 4 km are two of the most beautiful beaches of the Island (Populo and Milicias). The house consists of 2 double bedrooms, one with sea view and one bedroom with twin beds, also with sea view. A full bathroom, living room with TV and Wifi. Dining Room / Fully equipped kitchen. Outside

Guest favourite
Windmill in Povoação
4.95 out of 5 average rating, 188 reviews

Waterfall Life: immersed in secluded nature

A converted stone watermill at the bottom of a small valley, between two waterfalls. Walking in, you half-expect to have stepped back a century. The sound doesn't stop—it follows you to sleep and is the first thing you hear in the morning. You leave the car on an old bridge above and walk down a short rustic path; below it, the property opens up. Two villages and a small market sit a hundred meters back, reminding you civilization is still out there—but down here you're in your own world.

Top Guest favourite
A well-constructed cabin with a curved roof and wooden exterior is positioned near the edge of a lush landscape. The expansive ocean views are visible in the background, complementing the serene surroundings. Stone pathways lead to the entrance, framed by green shrubs and plants.
Cabin in Maia
4.98 out of 5 average rating, 50 reviews

Designer Cabin Retreat with Ocean Views

Top 3 Guest Compliments: "My partner and I got engaged on the balcony overlooking the ocean." “The cabin is perfectly secluded…we felt like we were in our own bubble!!" "Hosts go above and beyond with thoughtful guidebooks and local treats." From the moment you arrive, you’ll feel the weight lift off your shoulders. Handcrafted from local woods and inspired by Japanese design, this retreat sits in a 5,000m² private garden—perfect for couples or anyone seeking to reconnect with nature.

Top Guest favourite
The exterior of a modern cottage is visible, constructed with natural wood and featuring large windows. It is surrounded by a serene landscape, with lush greenery and a view of the calm lagoon in the background. A wooden deck with a seating area is present.
Cottage in Sete Cidades
4.99 out of 5 average rating, 150 reviews

Sete Cidades Lake Cabin - Luxury Lakefront Cabin

New, charming and comfortable 'Cottage' (with 2 en-suite bedrooms) right on the shores of Lagoa das Sete Cidades. The project, the design and the materiality were carefully conceived for a perfect setting in the surrounding nature and in order to benefit from stunning views of the Lagoon. Situated in a unique landscaped environment, where the calm and tranquility of the natural environment predominates, it also benefits from all the amenities and comfort to make your stay unforgettable.

Superhost
Home in Água de Pau
5.0 out of 5 average rating, 3 reviews

Charming villa with swimming pool in Caloura

Nestled in the heart of beautiful volcanic vineyards, this charming villa, completely renovated by architects, offers a peaceful setting that is unique on the island. It has 4 bedrooms, each with its own private bathroom, a rooftop, and a beautiful ground-level terrace where you can enjoy evenings with a drink or a BBQ. In the garden, a swimming pool and a pickleball court are at your disposal. An ideal place to gather with family or friends and discover the beauty of the island.

Top Guest favourite
The exterior view captures a modern two-story house beside a spacious heated pool. Lounge chairs are arranged around the pool area, complemented by a well-maintained garden featuring lush greenery and stone walls that define the property.
Villa in Ponta Delgada
4.99 out of 5 average rating, 86 reviews

Lotus House - Heated Pool & Jacuzzi near the Beach

Welcome to Lotus House. This luxury villa offers all the amenities and comfort to provide unforgettable moments with your family or friends. In the garden, relax in our heated pool or jacuzzi, or prepare a meal on the barbecue. Five minutes from the beaches and ten from the center of Ponta Delgada, the house is located in an excellent location to discover the whole island. Besides, there is a minimarket 50 meters away and Continente supermarket just a 5-minute drive away.

Guest favourite
A spacious kitchen area features a light green island counter and a dining table set for meals. Natural stone walls and a spiral staircase add character to the space. Soft lighting creates a welcoming environment, enhancing the connection between the kitchen and the dining area.
Home in Agua De Alto
4.97 out of 5 average rating, 151 reviews

ADEGA DO MOTA

Recovered house (old winery), integrated into a 5,000 m2 farm, with a wide variety of citrus and other crops. Great garden, overlooking the sea and the mountains. It has a very spacious social area, ideal for families and groups of friends, where there is a pool table. Very close to several beaches and the center of Vila Franca do Campo. There are several trails starting near the house. Located on the south coast of São Miguel Island, with easy access to Ponta Delgada.

Top Guest favourite
Home in Ponta Garça
4.93 out of 5 average rating, 159 reviews

GuestReady - Casa Bela Vista

Immerse yourself in absolute serenity in this spacious country house with a stunning sea view. The highlight of the property is its breathtaking terrace and the lawn garden lined with palm trees, offering unbeatable panoramic views — the idyllic setting to relax and spot dolphins (if you're lucky) in the bay of Praia da Amora, located nearby. It is the perfect retreat to explore the wonders of the region and reconnect with nature.

Guest favourite
A modern leisure area features a vertical garden adorned with various plants, complemented by soft lighting. Comfortable seating arrangements are positioned on a spacious patio, with a well-maintained grassy area visible. A wooden deck contributes to the inviting setting.
Apartment in Ponta Delgada
4.96 out of 5 average rating, 147 reviews

Villa Esmeralda - Superior Apartment

You'll love my place, it's completely new, plus it's in the city center, within walking distance to parks, gardens, restaurants, bars and shops. You'll love the comfortable bed, lighting, and kitchen. My space is good for couples, solo adventurers, business travelers, families (with kids). You can also enjoy a leisure area with a modern and very beautiful vertical garden.

Guest favourite
A modern suspended living room with expansive glass walls hovers above a small garden and outdoor dining area. The contrasting white exterior of the house highlights the sleek, black cube design, creating a unique architectural feature against the backdrop of blue skies.
Home in Vila Franca do Campo
4.87 out of 5 average rating, 346 reviews

House with Suspended Living Room

Our Retreat is a rural nineteenth-century house, restored with the desire to conserve the time of construction characteristics. Not only did we keep the main structure of the house, but also the fire oven and the respective chimney, the mill of wine production and the basalt stone floor . And, to finalize we added a suspended living room - literally a glass cube.

Guest favourite
A historic windmill stands prominently against a clear blue sky. The structure features distinctive red blades and a white base, complemented by a bright red door. Lush greenery and cobblestone paths surround the mill, enhancing the scenery.
Windmill in Ponta Delgada
4.91 out of 5 average rating, 354 reviews

Moinho das Feteiras | The Mill House

Built in the 19th century, with a 360 degrees view over the sea and surroundings on the top floor. It features a Bedroom, a very well-decorated living room with kitchenette, and a WC. Free WiFi, air conditioning, Led TV and DVD player. Private parking inside the premises, providing extra security. Perfect for an unforgettable honeymoon experience.

Guest favourite
A two-story coastal house with a terracotta roof is presented, overlooking the sparkling blue sea. Large windows offer views of the shoreline. Surrounding greenery and a well-maintained pathway enhance the outdoor area, while the horizon reveals gentle waves meeting distant land.
Cottage in Água de Pau
4.86 out of 5 average rating, 144 reviews

Casa do Cerco

Casa do Cerco it's a luxurious house, situated on the seashore. It has lots of light due to it's amazing architecture, allowing you to see the sea from every window and watch the most amazing sunset of the island. Pool, barbecue, seawater a lot more!

Popular amenities for Caloura holiday rentals