Title: Pico Island Vacation Rentals from CA $105: Short-Term Rentals for 2026 | Expedia.ca

[Pico Island Travel Guide](https://expedia.ca/Pico-Island.dx2802)[Hotels in Pico Island](https://expedia.ca/Pico-Island-Hotels.d2802.Travel-Guide-Hotels)[Flights to Pico Island](https://expedia.ca/Cheap-Flights-To-Pico-Island.d2802.Travel-Guide-Flights)[Things to do in Pico Island](https://expedia.ca/Things-To-Do-In-Pico-Island.d2802.Travel-Guide-Activities)[Pico Island Car Rentals](https://expedia.ca/Car-Rentals-In-Pico-Island.d2802.Car-Rental-Guide)[Pico Island Vacation Packages](https://expedia.ca/Pico-Island.d2802.Destination-Travel-Guides)

![Portugal's highest mountain! Mt. Pico in Azores Islandsl! Pico Island was my last day in the Azores and it was my only day there. A great way to end my March 2019 trip. This majestic volcano is 2,351 m (7,713 ft) above sea level, and is one of the highest Atlantic mountains; it is more than twice the elevation of any other peak in the Azores. And there are breathtaking views from all across the small volcanic island. I got many good shots of it, including this one.

I took a tour around some parts of the island, before flying out of the Azores that day. It was a really great way to end this trip! And this being one of the best spots to see the volcano. It's an idyllic lake view! There was even some birds in the water :). Also, Pico doesn't have nearly as many tourists as the main Azores island. Which makes this all the more peaceful. And in the tradition of the Portuguese poet, Raul Brandão, Pico is referred to as the Ilha Preta ("Black Island"), for its black volcanic earth, responsible for its UNESCO-designated historical vineyards that allowed the development of the island. If anyone goes to the Azores I really recommend a stay on Pico!](https://images.trvl-media.com/place/6133974/2fadfea7-a05a-49ae-b373-49f0a379cb28.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Brian Scrivner

![](https://images.trvl-media.com/place/6133974/2fadfea7-a05a-49ae-b373-49f0a379cb28.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=2802&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=2802&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=2802&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 19 - Jun 21](https://www.expedia.ca/Hotel-Search?regionId=2802&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Pico Island vacation rentals

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/121000000/120640000/120631000/120630982/478b00b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120640000/120631000/120630982/0de3f11f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Villa, 1 Bedroom, Hot Tub, Mountain View](https://images.trvl-media.com/lodging/121000000/120640000/120631000/120630982/1bd4e45e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Villa, 1 Bedroom, Hot Tub, Mountain View](https://images.trvl-media.com/lodging/121000000/120640000/120631000/120630982/32f296fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aldeia dos Caldeirões

[](https://www.expedia.ca/Madalena-Hotels-Aldeia-Dos-Caldeiroes.h120630982.Hotel-Information)

Madalena

CA $101

CA $105 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Madalena-Hotels-Aldeia-Dos-Caldeiroes.h120630982.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/17000000/16160000/16157500/16157478/293657f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/17000000/16160000/16157500/16157478/59a17370.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, 1 Bedroom | Private kitchenette](https://images.trvl-media.com/lodging/17000000/16160000/16157500/16157478/3a9305ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/17000000/16160000/16157500/16157478/c097987b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aldeia das Adegas

[](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Aldeia-Das-Adegas.h16157478.Hotel-Information)

Sao Roque do Pico

9.4/10

Exceptional

(64 reviews)

"Diana is friendly and responsive with our requests. We stayed at one bedroom apartment. It feels like staying at home but in the paradise. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Raechung

CA $112

CA $116 total

includes taxes & fees

Feb 27 - Feb 28

[](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Aldeia-Das-Adegas.h16157478.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/120000000/119980000/119975000/119974954/ea94e715.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/120000000/119980000/119975000/119974954/269fa28d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/120000000/119980000/119975000/119974954/91440516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119980000/119975000/119974954/556ab396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Panoramic Ocean Views from your Private Varand

[](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Panoramic-Ocean-Views-From-Your-Private-Varand.h119974954.Hotel-Information)

São Roque do Pico

CA $199

CA $252 total

includes taxes & fees

Feb 27 - Feb 28

[](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Panoramic-Ocean-Views-From-Your-Private-Varand.h119974954.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/114000000/113120000/113118400/113118305/e71e4b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/114000000/113120000/113118400/113118305/63f9e6ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113120000/113118400/113118305/5b1a131e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/114000000/113120000/113118400/113118305/2baf5833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Silveira House

[](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vrbo-Property.h113118305.Hotel-Information)

Lajes do Pico

CA $73

CA $142 total

includes taxes & fees

Feb 27 - Feb 28

[](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vrbo-Property.h113118305.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/103000000/102090000/102087400/102087359/3fe9f3a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/103000000/102090000/102087400/102087359/4c4af8c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102090000/102087400/102087359/c3a6a2f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/103000000/102090000/102087400/102087359/5b50be8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi

[](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vacation-Home-Casas-Dos-Vinagreiros-Pedro-With-Sea-View.h102087359.Hotel-Information)

Pontas negras

CA $502

CA $571 total

includes taxes & fees

Feb 27 - Feb 28

[](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vacation-Home-Casas-Dos-Vinagreiros-Pedro-With-Sea-View.h102087359.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107270000/107267200/107267149/9b93d851.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/108000000/107270000/107267200/107267149/0976c03b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/108000000/107270000/107267200/107267149/6b2a37da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/108000000/107270000/107267200/107267149/d2934355.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Baleia Laranja Ocean-Front

[](https://www.expedia.ca/Madalena-Hotels-Casa-Baleia-Laranja-Ocean-Front.h107267149.Hotel-Information)

Madalena

10/10

Exceptional

(3 reviews)

"The location of the property was wonderful. We could hear the waves crashing throughout our stay. Thank you again "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sebastien B.

CA $194

CA $329 total

includes taxes & fees

Feb 27 - Feb 28

[](https://www.expedia.ca/Madalena-Hotels-Casa-Baleia-Laranja-Ocean-Front.h107267149.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/97000000/96080000/96077000/96076986/37ba2142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96080000/96077000/96076986/bd758137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/97000000/96080000/96077000/96076986/0f2b9d8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96080000/96077000/96076986/db1fdabf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi

[](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Holiday-Home-Adega-Maciel-With-Sea-View.h96076986.Hotel-Information)

Lajido

CA $248

CA $248 total

includes taxes & fees

Feb 27 - Feb 28

[](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Holiday-Home-Adega-Maciel-With-Sea-View.h96076986.Hotel-Information)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90150000/90145800/90145704/dea5ea9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/91000000/90150000/90145800/90145704/0386debe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90150000/90145800/90145704/1250546d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90150000/90145800/90145704/8a0f7828.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home 'Adega Pérola' with Wi-Fi

[](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Holiday-Home-Adega-Perola-With-Wi-Fi.h90145704.Hotel-Information)

Cais do Galego

CA $133

CA $231 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Holiday-Home-Adega-Perola-With-Wi-Fi.h90145704.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/121000000/120620000/120615600/120615510/fc504312.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120620000/120615600/120615510/a15e43aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120620000/120615600/120615510/5e17fd3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120620000/120615600/120615510/3f673062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi

[](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Apartment-Branca-With-Sea-View.h120615510.Hotel-Information)

Ribeiras

CA $319

CA $319 total

includes taxes & fees

Feb 27 - Feb 28

[](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Apartment-Branca-With-Sea-View.h120615510.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/127000000/126150000/126145400/126145318/b712c11c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/127000000/126150000/126145400/126145318/6c16045f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/127000000/126150000/126145400/126145318/44d9a254.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/127000000/126150000/126145400/126145318/0d85c58c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pico Island Villas 22 - Ocean Front & UNESCO Heritage Century-Old Grapevines

[](https://www.expedia.ca/Madalena-Hotels-Pico-Island-Villas-22-Ocean-Front-UNESCO-Heritage-Century-Old-Grapevines.h126145318.Hotel-Information)

São Roque do Pico

CA $620

CA $800 total

includes taxes & fees

Feb 27 - Feb 28

[](https://www.expedia.ca/Madalena-Hotels-Pico-Island-Villas-22-Ocean-Front-UNESCO-Heritage-Century-Old-Grapevines.h126145318.Hotel-Information)

![TV, fireplace](https://images.trvl-media.com/lodging/109000000/108590000/108586400/108586373/d978f8cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108590000/108586400/108586373/08a5e6e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108590000/108586400/108586373/40321ca2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/109000000/108590000/108586400/108586373/2b2f7390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment 'Vista Da Baía - Casa Do Aniceto' with Sea View, Private Terrace and Wi-Fi

[](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Apartment-Vista-Da-Baia-Casa-Do-Aniceto-With-Sea-View.h108586373.Hotel-Information)

Santo António SRP

CA $295

CA $397 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Apartment-Vista-Da-Baia-Casa-Do-Aniceto-With-Sea-View.h108586373.Hotel-Information)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96690000/96687800/96687786/8a270217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/97000000/96690000/96687800/96687786/5308c699.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/96690000/96687800/96687786/bf6f0100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96690000/96687800/96687786/445d8621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi

[](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vacation-Home-Adega-Do-Portinho-Velho-With-Balcony-Wi-Fi.h96687786.Hotel-Information)

Engrade

10/10

Exceptional

(1 review)

"Pros: The house was recently renovated, everything was nice and clean, very kind host, peaceful place with view of the ocean and vineyards"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveller

CA $354

CA $354 total

includes taxes & fees

Feb 27 - Feb 28

[](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vacation-Home-Adega-Do-Portinho-Velho-With-Balcony-Wi-Fi.h96687786.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/103000000/102120000/102118900/102118812/9ad9c4be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102120000/102118900/102118812/9a00ab2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102120000/102118900/102118812/b00d1783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102120000/102118900/102118812/29ab4170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & Wi-Fi

[](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vacation-Home-Dos-Vinagreiros-Guilherme-With-Sea-View.h102118812.Hotel-Information)

Pontas Negras

CA $590

CA $659 total

includes taxes & fees

Feb 27 - Feb 28

[](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vacation-Home-Dos-Vinagreiros-Guilherme-With-Sea-View.h102118812.Hotel-Information)

![Superior Apartment, 1 Bedroom, Ocean View | Living area](https://images.trvl-media.com/lodging/22000000/21310000/21306800/21306733/7271cee3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Apartment, 1 Bedroom, Ocean View | Living area](https://images.trvl-media.com/lodging/22000000/21310000/21306800/21306733/47595ca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Apartment, 1 Bedroom, Ocean View](https://images.trvl-media.com/lodging/22000000/21310000/21306800/21306733/debdc4ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Porch](https://images.trvl-media.com/lodging/22000000/21310000/21306800/21306733/35ceeee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lofts Azul Pastel

[](https://www.expedia.ca/Horta-Hotels-Lofts-Azul-Pastel.h21306733.Hotel-Information)

Horta

9.8/10

Exceptional

(33 reviews)

"Beautiful stay and wonderful staff!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cathy

CA $93

CA $97 total

includes taxes & fees

Feb 28 - Mar 1

[](https://www.expedia.ca/Horta-Hotels-Lofts-Azul-Pastel.h21306733.Hotel-Information)

![Daily buffet breakfast (EUR 15 per person)](https://images.trvl-media.com/lodging/97000000/96130000/96126100/96126046/3406e624.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Apartment | Private kitchen](https://images.trvl-media.com/lodging/97000000/96130000/96126100/96126046/1a4bcf28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Apartment | Private kitchen](https://images.trvl-media.com/lodging/97000000/96130000/96126100/96126046/a7ef6687.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Apartment | Living area](https://images.trvl-media.com/lodging/97000000/96130000/96126100/96126046/e6c32c81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Horta Bay

[](https://www.expedia.ca/Horta-Hotels-Avenida-25-De-Abril.h96126046.Hotel-Information)

Horta

10/10

Exceptional

(6 reviews)

"The best place I ever been in faial island I love it ❤️❤️❤️❤️❤️👌"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

samuel

CA $68

CA $111 total

includes taxes & fees

Mar 11 - Mar 12

[](https://www.expedia.ca/Horta-Hotels-Avenida-25-De-Abril.h96126046.Hotel-Information)

![Deluxe Duplex, 3 Bedrooms](https://images.trvl-media.com/lodging/19000000/18320000/18313200/18313188/074a6c95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Duplex, 3 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/19000000/18320000/18313200/18313188/675ca962.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/19000000/18320000/18313200/18313188/590f1b5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Duplex, 3 Bedrooms](https://images.trvl-media.com/lodging/19000000/18320000/18313200/18313188/3d86fc52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Porto Pim Bay

[](https://www.expedia.ca/Horta-Hotels-Porto-Pim-Bay.h18313188.Hotel-Information)

Horta

9.6/10

Exceptional

(31 reviews)

"Exceptional place to stay. Clean, professional and caring staff; can’t wait to come back. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joseph

CA $159

CA $166 total

includes taxes & fees

Mar 12 - Mar 13

[](https://www.expedia.ca/Horta-Hotels-Porto-Pim-Bay.h18313188.Hotel-Information)

![Apartment, 2 Bedrooms (Green) | Private kitchen](https://images.trvl-media.com/lodging/36000000/35190000/35189900/35189884/382e35e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms (Blue)](https://images.trvl-media.com/lodging/36000000/35190000/35189900/35189884/9aaac9e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms (Green) | Private kitchen](https://images.trvl-media.com/lodging/36000000/35190000/35189900/35189884/ce96772a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms (Blue) | Living area](https://images.trvl-media.com/lodging/36000000/35190000/35189900/35189884/789c6d7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casas do Pinheiro

[](https://www.expedia.ca/Horta-Hotels-Casas-Do-Pinheiro.h35189884.Hotel-Information)

Horta

7.6/10

Good

(4 reviews)

"Very Nice quiet all new and clean "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

ELIEZER

[](https://www.expedia.ca/Horta-Hotels-Casas-Do-Pinheiro.h35189884.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/104000000/103740000/103735100/103735044/99d974b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/104000000/103740000/103735100/103735044/a9c23312.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103740000/103735100/103735044/ffe8a023_edited_94db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103740000/103735100/103735044/11afc6ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi

[](https://www.expedia.ca/Calheta-Hotels-Apartment-Moradia-Machado-With-Private-Terrace.h103735044.Hotel-Information)

Topo Calheta São Jorge Açores

CA $149

CA $149 total

includes taxes & fees

Feb 27 - Feb 28

[](https://www.expedia.ca/Calheta-Hotels-Apartment-Moradia-Machado-With-Private-Terrace.h103735044.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90590000/90584000/90583992/cffb0cdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/91000000/90590000/90584000/90583992/5b0f5cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90590000/90584000/90583992/ef85d514.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90590000/90584000/90583992/bbd9f1f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)

[](https://www.expedia.ca/Calheta-Hotels-Stylish-2-Bedroom-Stone-House-On-Ocean-Front-In-Sao-Jorge.h90583992.Hotel-Information)

São Jorge

10/10

Exceptional

(4 reviews)

"location, location, location plus the thoughtful design, adaptive reuse of structures, and the evident and abundant care of ownership and staff all added up to bliss for our group perhaps not for everyone, but the adventure of getting there and provisioning one’s stay can make for an even more satisfying stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David B.

CA $336

CA $396 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/Calheta-Hotels-Stylish-2-Bedroom-Stone-House-On-Ocean-Front-In-Sao-Jorge.h90583992.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/126000000/125360000/125350400/125350358/8ff2ed23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![WiFi, bed sheets](https://images.trvl-media.com/lodging/126000000/125360000/125350400/125350358/65969924.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125360000/125350400/125350358/db384f9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/126000000/125360000/125350400/125350358/bd17da00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Refuge - "Vivenda Chã"

[](https://www.expedia.ca/Horta-Hotels-Refuge-Vivenda-Cha.h125350358.Hotel-Information)

Ribeira Funda

CA $189

CA $221 total

includes taxes & fees

Feb 27 - Feb 28

[](https://www.expedia.ca/Horta-Hotels-Refuge-Vivenda-Cha.h125350358.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-03-12&endDate=2026-03-13&regionId=2802&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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[Book now](https://expedia.ca/deals?rfrr=VR_SPRING_PROMO_2802)

## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Pico+Island%2C+Azores%2C+Portugal&regionId=2802&latLong=38.45805%2C-28.322817&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=APART_HOTEL)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Pico+Island%2C+Azores%2C+Portugal&regionId=2802&latLong=38.45805%2C-28.322817&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Pico+Island%2C+Azores%2C+Portugal&regionId=2802&latLong=38.45805%2C-28.322817&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=APARTMENT)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Pico+Island%2C+Azores%2C+Portugal&regionId=2802&latLong=38.45805%2C-28.322817&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=COTTAGE)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Pico+Island%2C+Azores%2C+Portugal&regionId=2802&latLong=38.45805%2C-28.322817&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=VILLA)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Pico+Island%2C+Azores%2C+Portugal&regionId=2802&latLong=38.45805%2C-28.322817&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=CONDO)

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## Top Pico Island Hotel Reviews

![Hotel Caravelas](https://images.trvl-media.com/lodging/5000000/4350000/4349900/4349893/b6eac151_y.jpg)

### Hotel Caravelas

10/10 Excellent

"Great location and breakfast"

[](https://expedia.ca/Madalena-Hotels-Hotel-Caravelas.h4349893.Hotel-Information)

![Pico TERRAMAR & SPA](https://images.trvl-media.com/lodging/104000000/103090000/103085900/103085805/4cca4679_y.jpg)

### Pico TERRAMAR & SPA

10/10 Excellent

"Staff were great. I arrived early from my flight & they quickly got my room ready so I could unoack & relax. Meal was excellent."

[](https://expedia.ca/Madalena-Hotels-Pico-TERRAMAR-SPA.h103085805.Hotel-Information)

![Pico Dreams - Sportfish](https://images.trvl-media.com/lodging/8000000/7760000/7759200/7759184/90ac7f10_y.jpg)

### Pico Dreams - Sportfish

10/10 Excellent

"This was a no-frills, simple hotel. It was a great value, and was clean, quiet, and relaxing. The staff were so kind, and laid back. The view from the patio in our room was lovely. The shared kitchen area was a nice place to cook a meal, and there were three adorable cats around the property who we loved petting. The location was great for exploring various parts of Pico. "

[](https://expedia.ca/Sao-Roque-Do-Pico-Hotels-Pico-Dreams-Sportfish.h7759184.Hotel-Information)

![Sara Village](https://images.trvl-media.com/lodging/22000000/21420000/21412800/21412789/a4063aa9_y.jpg)

### Sara Village

10/10 Excellent

"Exceeded expirations. Owner is beautiful, staff very helpful and customer oriented. On main hwy which is convenient but can be noisy. View is exceptional. Highly recommend!"

[](https://expedia.ca/Sao-Roque-Do-Pico-Hotels-Sara-Village.h21412789.Hotel-Information)

![Pico Vineyards](https://images.trvl-media.com/lodging/116000000/115460000/115456600/115456571/7e1b831f_y.jpg)

### Pico Vineyards

10/10 Excellent

"An excellent new Hotel in the Island and I am sure it will become a reference. Incredible architecture which uses local materials. Fantastic views from some of the rooms towards the Mountain of Pico. Staff is so nice. A special thanks to Daniela and Bianca. They accommodated vegan options for my wife. A newly opened Hotel which I am sure will only get better with time! "

[](https://expedia.ca/Madalena-Hotels-Pico-Vineyards.h115456571.Hotel-Information)

![Vinhas do Calhau](https://images.trvl-media.com/lodging/28000000/27550000/27549800/27549724/aa13c019_y.jpg)

### Vinhas do Calhau

10/10 Excellent

"The staff were super friendly and very helpful. The property is truly amazing. "

[](https://expedia.ca/Madalena-Hotels-Vinhas-Do-Calhau.h27549724.Hotel-Information)

![35th Atlantic View](https://images.trvl-media.com/lodging/42000000/41180000/41176200/41176143/24258708_y.jpg)

### 35th Atlantic View

10/10 Excellent

"It would be great if the room just had a closet to store your clothes away. We had to use the couch to leave our lugage and clothes."

[](https://expedia.ca/Lajes-Do-Pico-Hotels-35th-Atlantic-View.h41176143.Hotel-Information)

![Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".](https://images.trvl-media.com/lodging/21000000/20890000/20885900/20885863/4cba05d5_y.jpg)

### Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".

10/10 Excellent

"Wonderful little house with amazing views and terrific host. Perfect for couples get away. You will love the true Pico Island experience here. "

[](https://expedia.ca/Sao-Roque-Do-Pico-Hotels-Enchanting-View-From-The-Balcony-Of-Beautifully-Restored-Adega-Baia-Do-Canto.h20885863.Hotel-Information)

![AL Novavista by A5P](https://images.trvl-media.com/lodging/104000000/103800000/103797500/103797457/7e7713b1_y.jpg)

### AL Novavista by A5P

2/10 Terrible

"There was not one person at the property on arrival to drop bags. Called multiple numbers list as a contact with no answer. I had to book a expensive room at a different hotel. They are still refusing to give my money back"

[](https://expedia.ca/Madalena-Hotels-Nova-Vista-Inn-Pico.h103797457.Hotel-Information)

## Find out more about Pico Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Pico Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Vacation Homes in Pico Island ](https://expedia.ca/Pico-Island-Private-Vacation-Homes.d2802-aaPrivateVacationHomes.Travel-Guide-Accommodation)
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- [mini Car Rentals in São Miguel Island](https://expedia.ca/Mini-Car-Rentals-In-Sao-Miguel-Island.d6051142-tMini.Car-Rental-Guide-Class)
- [minivan Car Rentals in São Miguel Island](https://expedia.ca/Minivan-Car-Rentals-In-Sao-Miguel-Island.d6051142-tMinivan.Car-Rental-Guide-Class)
- [Car rentals in Terceira Island](https://expedia.ca/Car-Rentals-In-Terceira-Island.d3404.Car-Rental-Guide)
- [economy Car Rentals in São Miguel Island](https://expedia.ca/Economy-Car-Rentals-In-Sao-Miguel-Island.d6051142-tEconomy.Car-Rental-Guide-Class)
- [Car rentals in São Miguel Island](https://expedia.ca/Car-Rentals-In-Sao-Miguel-Island.d6051142.Car-Rental-Guide)
- [Alamo Rent A Car Car Rentals In Flores Island](https://expedia.ca/Alamo-Rent-A-Car-Car-Rentals-In-Flores-Island.d6142216-c6.Car-Rental-Guide-Suppliers)

Activities

- [Things to do in São Miguel Island](https://expedia.ca/Things-To-Do-In-Sao-Miguel-Island.d6051142.Travel-Guide-Activities)
- [Things to do in Terceira Island](https://expedia.ca/Things-To-Do-In-Terceira-Island.d3404.Travel-Guide-Activities)
- [Things to do in São Jorge Island](https://expedia.ca/Things-To-Do-In-Sao-Jorge-Island.d3182.Travel-Guide-Activities)

Packages

- [São Miguel Island All-inclusive Vacation Packages](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations/6051142/Sao-Miguel-Island)
- [São Miguel Island Vacations](https://expedia.ca/Sao-Miguel-Island.d6051142.Destination-Travel-Guides)
- [Terceira Island Vacations](https://expedia.ca/Terceira-Island.d3404.Destination-Travel-Guides)

Vacation Rentals

- [São Miguel Island Vacation Rentals](https://expedia.ca/Sao-Miguel-Island-Vacation-Rentals.d6051142.Travel-Guide-VacationRentals)

General

- [Visit São Miguel Island](https://expedia.ca/Sao-Miguel-Island.dx6051142)
- [Visit Flores Island](https://expedia.ca/Flores-Island.dx6142216)

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