Title: Pico Island Vacation Rentals from CA $117: 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) ![Pico, the second largest island in Azores, is nicknamed “grey island” because it’s the most volcanic and basaltic of them all. Dramatic landscapes of all kinds of lava formations dominate the scenery, contrasting with the blue of the ocean and the white from the foam of the waves. Pico is all about 3 things: mountain, wine and whales. Read more about it: https://www.geekyexplorer.com/pico-travel-guide/ #Azores #Pico #Portugal #Mountain #Vineyards](https://images.trvl-media.com/place/2802/8d50373a-193b-4168-880b-2131442c0397.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Geeky Explorer ✈ # Pico Island Vacation Rentals - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=2802&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [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 three months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=2802&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=2802&startDate=2026-05-08&endDate=2026-05-10&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 ![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) ![Studio | Private kitchenette](https://images.trvl-media.com/lodging/17000000/16160000/16157500/16157478/fb967652.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Sao Roque do Pico [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Aldeia-Das-Adegas.h16157478.Hotel-Information) 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 $117 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Aldeia-Das-Adegas.h16157478.Hotel-Information) ![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) ![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) ![Standard Villa, 2 Bedrooms, Pool Access, Garden Area | Private kitchen](https://images.trvl-media.com/lodging/121000000/120640000/120631000/120630982/74971280.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Madalena [](https://www.expedia.ca/Madalena-Hotels-Aldeia-Dos-Caldeiroes.h120630982.Hotel-Information) CA $143 CA $149 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Madalena-Hotels-Aldeia-Dos-Caldeiroes.h120630982.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/54000000/53950000/53948100/53948011/092f31cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/54000000/53950000/53948100/53948011/1e6d660a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/54000000/53950000/53948100/53948011/8fee7f69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/54000000/53950000/53948100/53948011/53eea078.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in São Roque do Pico [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Casa-Dos-Felicias.h53948011.Hotel-Information) 10/10 Exceptional (1 review) "The house was clean, spacious, well-appointed, convenient to the port, swimming, the grocery, the church, the village center, shops, and had gorgeous views. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria N. CA $121 CA $248 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Casa-Dos-Felicias.h53948011.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) ![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](https://images.trvl-media.com/lodging/108000000/107270000/107267200/107267149/3d7840f2.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) ### Villa in Madalena [](https://www.expedia.ca/Madalena-Hotels-Casa-Baleia-Laranja-Ocean-Front.h107267149.Hotel-Information) 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 $321 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Madalena-Hotels-Casa-Baleia-Laranja-Ocean-Front.h107267149.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/54000000/53940000/53937100/53937027/fad0670b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/54000000/53940000/53937100/53937027/acb54a78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/54000000/53940000/53937100/53937027/d0b6d0d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/54000000/53940000/53937100/53937027/5ec5ed3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in São Roque do Pico [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Vila-Paim-Apart-Low.h53937027.Hotel-Information) 10/10 Exceptional (1 review) "Great getaway super quiet and very relaxing place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joe F. CA $73 CA $248 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Vila-Paim-Apart-Low.h53937027.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) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96690000/96687800/96687786/91538c9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Engrade [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vacation-Home-Adega-Do-Portinho-Velho-With-Balcony-Wi-Fi.h96687786.Hotel-Information) 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 $355 CA $355 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vacation-Home-Adega-Do-Portinho-Velho-With-Balcony-Wi-Fi.h96687786.Hotel-Information) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/54000000/53950000/53948200/53948164/1de95695.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/54000000/53950000/53948200/53948164/56223ea9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/54000000/53950000/53948200/53948164/03136547.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/54000000/53950000/53948200/53948164/4e5d49c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in São Roque do Pico [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Adega-Do-Mirante.h53948164.Hotel-Information) 8.0/10 Very good (1 review) "The basic necessities are provided; beds are comfortable and the place is clean. Need to Whatsapp owner to get information to get onto the property because messaging in Portugese otherwise. Property said air conditioning but the air conditioning was broken. It was cool enough though so not a problem. Walkable to the ocean and natural pool and nice restaurant down the street. It is located in Sao Roque which is in the middle of the island so nothing is far away if you are driving. Parking ample... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharon CA $121 CA $248 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Adega-Do-Mirante.h53948164.Hotel-Information) ![1 bedroom](https://images.trvl-media.com/lodging/49000000/48670000/48667500/48667429/b0aa1996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/49000000/48670000/48667500/48667429/61eb6559.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/49000000/48670000/48667500/48667429/13e15c32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/49000000/48670000/48667500/48667429/bd76097c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in São Roque do Pico [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Very-Well-Equipped-Apartment-In-The-Center-Of-SAo-Roque-Do-Pico.h48667429.Hotel-Information) "I stayed in this apartment with my family of 4\. The apartment itself was small but ok. Note that the management keeps the remote control for AC and if you need it, they charge a daily fee of 10EUR per day. The communication with the manager has been very difficult since the beginning. I’ve sent a message a month prior to arrival to confirm there was enough room for the 4 of us. I never got any answers. The day before our arrival, I sent another message that was again unanswered. Even VRBO... ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Caroline P. CA $146 CA $291 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Very-Well-Equipped-Apartment-In-The-Center-Of-SAo-Roque-Do-Pico.h48667429.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/54000000/53950000/53947600/53947517/8c95b4a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, travel crib, WiFi](https://images.trvl-media.com/lodging/54000000/53950000/53947600/53947517/5da0b777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/54000000/53950000/53947600/53947517/3bda54dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining tables](https://images.trvl-media.com/lodging/54000000/53950000/53947600/53947517/765fd7b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in São Roque do Pico [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Vila-Paim-Apart-Delux.h53947517.Hotel-Information) CA $202 CA $389 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Vila-Paim-Apart-Delux.h53947517.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/62000000/61530000/61526600/61526543/e81eb340.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/62000000/61530000/61526600/61526543/7c8279dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/62000000/61530000/61526600/61526543/945b2476.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, internet, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/62000000/61530000/61526600/61526543/ddb229a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in São Roque do Pico [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Amazing-One-Bedroom-Apartment-With-Sea-View.h61526543.Hotel-Information) CA $130 CA $130 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Amazing-One-Bedroom-Apartment-With-Sea-View.h61526543.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) ![Interior](https://images.trvl-media.com/lodging/120000000/119980000/119975000/119974954/0acc94b5.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) ### Vacation Home in São Roque do Pico [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Panoramic-Ocean-Views-From-Your-Private-Varand.h119974954.Hotel-Information) CA $200 CA $253 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Panoramic-Ocean-Views-From-Your-Private-Varand.h119974954.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) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102090000/102087400/102087359/b4e00f0f.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) ![Interior](https://images.trvl-media.com/lodging/103000000/102090000/102087400/102087359/c3a6a2f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Pontas negras [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vacation-Home-Casas-Dos-Vinagreiros-Pedro-With-Sea-View.h102087359.Hotel-Information) CA $504 CA $573 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vacation-Home-Casas-Dos-Vinagreiros-Pedro-With-Sea-View.h102087359.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) ![Interior](https://images.trvl-media.com/lodging/91000000/90150000/90145800/90145704/8a0f7828.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90150000/90145800/90145704/a1b460b7.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) ### Vacation Home in Cais do Galego [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Holiday-Home-Adega-Perola-With-Wi-Fi.h90145704.Hotel-Information) CA $133 CA $232 total includes taxes & fees Jan 16 - Jan 17 [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Holiday-Home-Adega-Perola-With-Wi-Fi.h90145704.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/121000000/120440000/120435100/120435089/253bcb49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120440000/120435100/120435089/989b9d61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120440000/120435100/120435089/7486dea8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120440000/120435100/120435089/45463f45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Lajes do Pico [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Villa-Casa-Ponta-Do-Biscoito-With-Sea-View.h120435089.Hotel-Information) CA $99 CA $99 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Villa-Casa-Ponta-Do-Biscoito-With-Sea-View.h120435089.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) ![Interior](https://images.trvl-media.com/lodging/97000000/96080000/96077000/96076986/aef792cf.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) ### Vacation Home in Lajido [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Holiday-Home-Adega-Maciel-With-Sea-View.h96076986.Hotel-Information) CA $249 CA $249 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Holiday-Home-Adega-Maciel-With-Sea-View.h96076986.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) ![TV](https://images.trvl-media.com/lodging/121000000/120620000/120615600/120615510/0a5283da.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) ### Vacation Home in Ribeiras [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Apartment-Branca-With-Sea-View.h120615510.Hotel-Information) CA $284 CA $284 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Apartment-Branca-With-Sea-View.h120615510.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) ![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) ![Interior](https://images.trvl-media.com/lodging/114000000/113120000/113118400/113118305/ae7b8da4.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) ### Vacation Home in Lajes do Pico [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vrbo-Property.h113118305.Hotel-Information) CA $73 CA $142 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vrbo-Property.h113118305.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/49000000/48670000/48665500/48665444/f952b687.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/49000000/48670000/48665500/48665444/af4276e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/49000000/48670000/48665500/48665444/815b3f2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/49000000/48670000/48665500/48665444/273f23ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in São Roque do Pico [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Very-Well-Equipped-Apartment-In-The-Center-Of-Sao-Roque-Do-Pico.h48665444.Hotel-Information) CA $146 CA $272 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Very-Well-Equipped-Apartment-In-The-Center-Of-Sao-Roque-Do-Pico.h48665444.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/62000000/61530000/61529000/61528939/8d4f171e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/62000000/61530000/61529000/61528939/ff773182.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/62000000/61530000/61529000/61528939/eeda883c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, internet, bed sheets](https://images.trvl-media.com/lodging/62000000/61530000/61529000/61528939/7c87acc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in São Roque do Pico [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Beautiful-One-Bedroom-Apartment-Near-The-Sea-In-Sao-Roque-Do-Pico.h61528939.Hotel-Information) CA $130 CA $130 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Beautiful-One-Bedroom-Apartment-Near-The-Sea-In-Sao-Roque-Do-Pico.h61528939.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) ![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) ![Interior](https://images.trvl-media.com/lodging/103000000/102120000/102118900/102118812/201e4acd.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) ### Vacation Home in Pontas Negras [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vacation-Home-Dos-Vinagreiros-Guilherme-With-Sea-View.h102118812.Hotel-Information) CA $592 CA $661 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vacation-Home-Dos-Vinagreiros-Guilherme-With-Sea-View.h102118812.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=2026-01-26&endDate=2026-01-27®ionId=2802&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FPico-Island-Vacation-Rentals.d2802.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPico-Island-Vacation-Rentals.d2802.Travel-Guide-VacationRentals) ## 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) ![Aldeia das Adegas](https://images.trvl-media.com/lodging/17000000/16160000/16157500/16157478/293657f8_y.jpg) ### Aldeia das Adegas 10/10 Excellent "Diana is friendly and responsive with our requests. We stayed at one bedroom apartment. It feels like staying at home but in the paradise. " [](https://expedia.ca/Sao-Roque-Do-Pico-Hotels-Aldeia-Das-Adegas.h16157478.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) ![ AtlanticWindow - Modern House, Stunning View](https://images.trvl-media.com/lodging/34000000/33710000/33700800/33700761/fecc7914_y.jpg) ### AtlanticWindow - Modern House, Stunning View 10/10 Excellent "Excellent house! Second time staying here and it was just as great as the first stay. Amazing view!" [](https://expedia.ca/Sao-Roque-Do-Pico-Hotels-AtlanticWindow-Modern-House.h33700761.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) ![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. ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in Pico Island ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals ](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals ](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals ](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals ](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals ](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals ](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals ](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - 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[Things to do in Ottawa](https://expedia.ca/Things-To-Do-In-Ottawa.d178296.Travel-Guide-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) Packages - [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) - [Terceira Island Vacation Rentals](https://expedia.ca/Terceira-Island-Vacation-Rentals.d3404.Travel-Guide-VacationRentals) General - [Visit São Miguel Island](https://expedia.ca/Sao-Miguel-Island.dx6051142) - [Visit Rabo de Peixe](https://expedia.ca/Rabo-De-Peixe.dx3000021083) - [Visit Flores Island](https://expedia.ca/Flores-Island.dx6142216) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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