Title: Pico Island Vacation Rentals from CA $204: Short-Term Rentals for 2025 | 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) ![](https://mediaim.expedia.com/destination/1/ab5c794a1b8908e054bc05015fda3e94.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Pico Island Vacation Rentals ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 Tonight [Sep 23 - Sep 24](https://www.expedia.ca/Hotel-Search?regionId=2802&startDate=2025-09-23&endDate=2025-09-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 24 - Sep 25](https://www.expedia.ca/Hotel-Search?regionId=2802&startDate=2025-09-24&endDate=2025-09-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=2802&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=2802&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in Pico Island ![Exterior](https://images.trvl-media.com/lodging/17000000/16160000/16157500/16157478/293657f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 2 Bedrooms | Living room](https://images.trvl-media.com/lodging/17000000/16160000/16157500/16157478/7d928914.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/17000000/16160000/16157500/16157478/0bdff03a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/17000000/16160000/16157500/16157478/c60a8f6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aldeia das Adegas Sao Roque do Pico 9.4/10 Exceptional (61) "Beautiful and quiet, excellent amenities, comfortable and private, great location in São Roque. Highly recommend. " CA $196 CA $204 total includes taxes & fees Sep 27 - Sep 28 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Aldeia-Das-Adegas.h16157478.Hotel-Information) ![House, Garden View | Living area](https://images.trvl-media.com/lodging/120000000/119450000/119444200/119444158/1d9ed870.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Garden View](https://images.trvl-media.com/lodging/120000000/119450000/119444200/119444158/39ad0824.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119450000/119444200/119444158/60bd41e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Garden View | Bathroom](https://images.trvl-media.com/lodging/120000000/119450000/119444200/119444158/039a92df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### O Nosso Sitio Madalena [](https://www.expedia.ca/Madalena-Hotels-O-Nosso-Sitio.h119444158.Hotel-Information) ![Deluxe Villa](https://images.trvl-media.com/lodging/101000000/100950000/100946900/100946888/389797eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort House](https://images.trvl-media.com/lodging/101000000/100950000/100946900/100946888/6e1ee736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort House](https://images.trvl-media.com/lodging/101000000/100950000/100946900/100946888/4b3df050.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Villa | Living area](https://images.trvl-media.com/lodging/101000000/100950000/100946900/100946888/c0c104ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pico Terrace Madalena 9.8/10 Exceptional (8) "We had a good time in this comfortable place. " [](https://www.expedia.ca/Madalena-Hotels-Pico-Terrace.h100946888.Hotel-Information) ![Adega da Atafona, 1 Bedroom, Ocean View | Terrace/patio](https://images.trvl-media.com/lodging/4000000/3630000/3620900/3620827/c1002c2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Adega da Moega, 2 Bedrooms, Ocean View | Living area](https://images.trvl-media.com/lodging/4000000/3630000/3620900/3620827/eb6ec0d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Adega Flor da Ribeira, 2 Bedrooms, Ocean View | Private kitchen](https://images.trvl-media.com/lodging/4000000/3630000/3620900/3620827/5aa23c05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/4000000/3630000/3620900/3620827/108e9101.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adegas do Pico Sao Roque do Pico 9.0/10 Wonderful (38) "Very nice rural property " [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Adegas-Do-Pico.h3620827.Hotel-Information) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/34000000/33710000/33700800/33700761/fecc7914.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/34000000/33710000/33700800/33700761/023ef26f.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/34000000/33710000/33700800/33700761/d7c63fb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33710000/33700800/33700761/270-5eb44d0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AtlanticWindow - Modern House, Stunning View São Roque do Pico 10/10 Exceptional (48) "Staying at this beautiful home with amazing views has made our vacation one we will never forget! We highly recommend staying her when you vacation in Pico. It will be one of the highlights of your trip" [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-AtlanticWindow-Modern-House.h33700761.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/52000000/51670000/51660100/51660025/e672c322.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/52000000/51670000/51660100/51660025/309f0312.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/52000000/51670000/51660100/51660025/3c22814b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/52000000/51670000/51660100/51660025/72d2cf71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pike Cliffs - Amazing view to S. Jorge Prainha de Cima 9.8/10 Exceptional (6) "We had a very peaceful and enjoyable stay, using the house as a base to climb Mt Pico, enjoy a whale watch and a wine tour. The host was very helpful with advice and helped arrange the wine tour and driver. The view out the back is beyond gorgeous and it’s a perfect deck to eat all your meals." [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Pike-Cliffs-Amazing-View-To-S-Jorge.h51660025.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/47000000/46570000/46566200/46566177/d79e07c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/47000000/46570000/46566200/46566177/a4be2822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/47000000/46570000/46566200/46566177/d688678a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/47000000/46570000/46566200/46566177/71fc4d86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4 bedrooms & great view Sao Roque do Pico, Azores 9.8/10 Exceptional (9) "Friendly, very well situated, very calm and safe neighbourhood." [](https://www.expedia.ca/Bouvet-Island-Hotels-Vrbo-Property.h46566177.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/113000000/112110000/112100300/112100213/d90ac755.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112110000/112100300/112100213/cc954eaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112110000/112100300/112100213/39edfb7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi](https://images.trvl-media.com/lodging/113000000/112110000/112100300/112100213/a3f916d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Refúgio da Montanha Sao Roque do Pico 10/10 Exceptional (2) "The view, the surroundings, the pool!!! The house is very convenient and has everything you need! " [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Refugio-Da-Montanha.h112100213.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/17000000/16140000/16132700/16132638/1ba57c69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa](https://images.trvl-media.com/lodging/17000000/16140000/16132700/16132638/b4d1694f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/17000000/16140000/16132700/16132638/8dd4e4fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/17000000/16140000/16132700/16132638/11ad5ea2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Casa do Ouvidor Sao Roque do Pico 9.8/10 Exceptional (29) "Asan was a great host. Quiet place, very roomy and clean, the view is amazing. Every thing was in place to enjoy a confortable stay. " [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-A-Casa-Do-Ouvidor.h16132638.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/11000000/10440000/10435700/10435608/be7f5b35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/11000000/10440000/10435700/10435608/ef5f51e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/11000000/10440000/10435700/10435608/8578ee41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/11000000/10440000/10435700/10435608/6bb8f5a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Houses In Pico Sao Roque do Pico 8.6/10 Excellent (13) "Pleasant surprise with gift basket and heater on at arrival! We never saw the host, but very accommodating online. Well equipped and nice location. On the downside, the beds and pillows are very hard." [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Houses-In-Pico.h10435608.Hotel-Information) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116670000/116661500/116661444/57976d9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116670000/116661500/116661444/0f4fb6e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116670000/116661500/116661444/1cea5cb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/117000000/116670000/116661500/116661444/9534476b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pico Blue Ocean – Elegant Oceanfront Escape on Avenida do Mar São Roque do Pico [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Pico-Blue-Ocean-Elegant-Oceanfront-Escape-On-Avenida-Do-Mar.h116661444.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/38000000/37280000/37270500/37270493/f12067a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/38000000/37280000/37270500/37270493/9fbe45fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/38000000/37280000/37270500/37270493/86a3279d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/38000000/37280000/37270500/37270493/bf20b53e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Faidoca's Grandfather House - Four-Bedroom House Calheta de Nesquim 10/10 Exceptional (20) "It was a wonderful place and our host was a beautiful caring lady." [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Faidocas-Grandfather-House-Four-Bedroom-House.h37270493.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33280000/33275900/33275823/1dfb9a72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/34000000/33280000/33275900/33275823/5007a995.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33280000/33275900/33275823/17c320d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33280000/33275900/33275823/2d32b4d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Céu D'Abraão - You can click to enlarge the photo Lajes do Pico 8.6/10 Excellent (4) "Lovely place, very beautiful and calm, also very clean. Isa is a very nice and extremely helpful host. Absolutely recommend to stay here!" [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Casa-Ceu-DAbraao-You-Can-Click-To-Enlarge-The-Photo.h33275823.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/21000000/20890000/20885900/20885863/4cba05d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/21000000/20890000/20885900/20885863/4c517b37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/21000000/20890000/20885900/20885863/9868fb25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/21000000/20890000/20885900/20885863/63504074.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Enchanting view from the balcony of beautifully restored "Adega Baia do Canto". Santo Amaro, Sao Roque, Ilha do Pico, Azores 10/10 Exceptional (22) "Everything was very nice" [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Enchanting-View-From-The-Balcony-Of-Beautifully-Restored-Adega-Baia-Do-Canto.h20885863.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21660000/21651700/21651601/5fd10f92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/22000000/21660000/21651700/21651601/4bada8c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21660000/21651700/21651601/65b80296.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/22000000/21660000/21651700/21651601/021512a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adega Velha holiday home, next to the sea and mountains, ideal for couples Calheta de Nesquim 9.6/10 Exceptional (20) "Adega Velha was a perfect place for the two of us while we explored Pico. Although it is a very small house, it was impeccably clean, comfortable and beautifully appointed. Everything you could imagine needing was there, tidily tucked in to its own appointed space. The view from the house is exceptional, and we found the quiet location so charming and restful. Fatima and her husband were extremely gracious, even leaving us a gift basket upon our arrival. I highly recommend this guest house and... [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Adega-Velha-Holiday-Home.h21651601.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/31000000/30070000/30069000/30068960/537de865.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30070000/30069000/30068960/1d204442.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30070000/30069000/30068960/39dc0a85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/31000000/30070000/30069000/30068960/e7475a3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa de Rosa, Pico Island, Vila da Madalena, Azores, Portugal - Free wifi Madalena 9.4/10 Exceptional (12) "Great location, and beautiful house!" [](https://www.expedia.ca/Madalena-Hotels-Casa-De-Rosa.h30068960.Hotel-Information) ![House (Água) | Living room](https://images.trvl-media.com/lodging/12000000/11620000/11617200/11617116/251aa870.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (Água)](https://images.trvl-media.com/lodging/12000000/11620000/11617200/11617116/71b601f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (Água) | Private kitchen](https://images.trvl-media.com/lodging/12000000/11620000/11617200/11617116/e7125c90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (Fogo) | Balcony](https://images.trvl-media.com/lodging/12000000/11620000/11617200/11617116/0e74cb73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casas da Junqueira Sao Roque do Pico 9.2/10 Wonderful (11) "We Love place and location Everything is perfectly peaceful Not so many restaurants in this area though And mosquitoes were there 😉" [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Casas-Da-Junqueira.h11617116.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102090000/102087400/102087367/c2c40e13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102090000/102087400/102087367/dcad4055.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102090000/102087400/102087367/4438d040.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102090000/102087400/102087367/a16c3691.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home "Casas Dos Vinagreiros - Umbelina" with Sea View, Private Terrace & Wi-Fi Pontas negras CA $350 CA $419 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vacation-Home-Casas-Dos-Vinagreiros-Umbelina-With-Sea-View.h102087367.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/35000000/34750000/34740200/34740113/f6fcdabc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34750000/34740200/34740113/2c5fdb86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34750000/34740200/34740113/92167ad4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34750000/34740200/34740113/a8beb014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### House Santana Pico Island Garden São Roque do Pico Açores 9.8/10 Exceptional (6) "We only stayed for one night, but the house is very well located and clean." [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-House-Santana-Pico-Island-Garden.h34740113.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/74000000/73370000/73368500/73368484/df19b5d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73370000/73368500/73368484/fc8be667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/74000000/73370000/73368500/73368484/b2caf481.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73370000/73368500/73368484/b4cde613.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean View Pico Madalena 10/10 Exceptional (6) "A wonderful stay! The property is large and well appointed both inside and out! The accuracy of the on line listing is too modest. We only wish we could have stayed longer. Thank you for sharing this beautiful property." [](https://www.expedia.ca/Madalena-Hotels-Ocean-View-Pico.h73368484.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=2025-10-07&endDate=2025-10-08®ionId=2802&adults=2&sort=RECOMMENDED&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 ![Pico TERRAMAR & SPA](//images.trvl-media.com/lodging/104000000/103090000/103085900/103085805/4cca4679_y.jpg) ### Pico TERRAMAR & SPA 10/10 Excellent "Lovely small hotel, the staff couldnt have been more friendly or helpful. The rooms are lovely and the location is excellent. We stayed here the night before climbing Pico and we were allowed to leave our bags and come back to the hotel the following day. They went out of their way to make our stay perfect. It was one of our groups birthday whilst we stayed here and they made her feel very special. The sea is closeby if you want a swim and lots of lovely restaurants. The spa is excellent also. Thank you for having us, hopefully we will be back one day. " [](https://expedia.ca/Madalena-Hotels-Pico-TERRAMAR-SPA.h103085805.Hotel-Information) ![Hotel Caravelas](//images.trvl-media.com/lodging/5000000/4350000/4349900/4349893/b6eac151_y.jpg) ### Hotel Caravelas 10/10 Excellent "A one night stay only to catch a flight. Hotel was clean, comfortable and staff were friendly and efficient. Breakfast buffet was busy but comprehensive. " [](https://expedia.ca/Madalena-Hotels-Hotel-Caravelas.h4349893.Hotel-Information) ![Porto Velho Boutique Lodge](//images.trvl-media.com/lodging/49000000/48560000/48554900/48554802/06ba4409_y.jpg) ### Porto Velho Boutique Lodge 10/10 Excellent "Lovely staff, clean room but small lockers. Still great location " [](https://expedia.ca/Madalena-Hotels-Porto-Velho-Boutique-Hostel.h48554802.Hotel-Information) ![Sara Village](//images.trvl-media.com/lodging/22000000/21420000/21412800/21412789/a4063aa9_y.jpg) ### Sara Village 8/10 Good "We stayed in the Susete Apartment fo 3 mihts on Pico Island. Basically a 1 bedroom with kitchen which was great for cooking and prepping food fo day trips. Miguel is an excellent host and easy to contact, apartment was clean and conveneont for day tripping around Pico. Thanks Miguel!" [](https://expedia.ca/Sao-Roque-Do-Pico-Hotels-Sara-Village.h21412789.Hotel-Information) ![Vinhas do Calhau](//images.trvl-media.com/lodging/28000000/27550000/27549800/27549724/aa13c019_y.jpg) ### Vinhas do Calhau 10/10 Excellent "The location was fantastic. I loved hearing the ocean crashing all night from my window and the view. The restaurant on premises was delicious and there were adorable cats in the area. Highly recommend this place. I would definitely stay there again." [](https://expedia.ca/Madalena-Hotels-Vinhas-Do-Calhau.h27549724.Hotel-Information) ![AL Novavista by A5P](//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) ![Pico Vineyards](//images.trvl-media.com/lodging/116000000/115460000/115456600/115456571/7e1b831f_y.jpg) ### Pico Vineyards 10/10 Excellent "The pool is amazing! and brand new property!" [](https://expedia.ca/Madalena-Hotels-Pico-Vineyards.h115456571.Hotel-Information) ![Aldeia das Adegas](//images.trvl-media.com/lodging/17000000/16160000/16157500/16157478/293657f8_y.jpg) ### Aldeia das Adegas 10/10 Excellent "Beautiful and quiet, excellent amenities, comfortable and private, great location in São Roque. Highly recommend. " [](https://expedia.ca/Sao-Roque-Do-Pico-Hotels-Aldeia-Das-Adegas.h16157478.Hotel-Information) ![Pike Cliffs - Amazing view to S. Jorge](//images.trvl-media.com/lodging/52000000/51670000/51660100/51660025/e672c322_y.jpg) ### Pike Cliffs - Amazing view to S. Jorge 10/10 Excellent "We stayed at Pike Cliffs in July. The house is lovely and suitable for 4-6 people. We really like the views, and were able to reach Francisco when we got lost getting to the place. Thank you Francisco!" [](https://expedia.ca/Sao-Roque-Do-Pico-Hotels-Pike-Cliffs-Amazing-View-To-S-Jorge.h51660025.Hotel-Information) ## Find out more about Pico Island **Everything you need to know about** **Pico Island** **vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pico Island vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pico Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Pico Island vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Pico Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pico Island vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pico Island vacation rentals we have selected for you start as low as CA $204 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Pico Island rentals** At Expedia, we put the best Pico Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Pico Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pico Island vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pico Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## 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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