Title: Prainha Vacation Rentals : Short-Term Rentals for 2026 | Expedia.ca [Hotels in Prainha](https://expedia.ca/Prainha-Hotels.d6134066.Travel-Guide-Hotels)[Prainha Car Rentals](https://expedia.ca/Car-Rentals-In-Prainha.d6134066.Car-Rental-Guide)[Prainha Vacation Packages](https://expedia.ca/Prainha.d6134066.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Prainha 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 Tonight [Jan 2 - Jan 3](https://www.expedia.ca/Hotel-Search?regionId=6134066&startDate=2026-01-02&endDate=2026-01-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 3 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6134066&startDate=2026-01-03&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6134066&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6134066&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Prainha 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) ![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) ![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) ![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 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Aldeia-Das-Adegas.h16157478.Hotel-Information) Sao Roque do Pico 9.4/10 Exceptional (63) "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 $155 CA $161 total includes taxes & fees Jan 21 - Jan 22 [](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/121000000/120640000/120631000/120630982/717fce7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Villa, 1 Bedroom, Hot Tub, Poolside | Private kitchen](https://images.trvl-media.com/lodging/121000000/120640000/120631000/120630982/5b9fc4e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Villa, 2 Bedrooms, Pool Access, Garden Area | Terrace/patio](https://images.trvl-media.com/lodging/121000000/120640000/120631000/120630982/07ea775f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/121000000/120640000/120631000/120630982/b58109ea.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 $125 CA $130 total includes taxes & fees Jan 10 - Jan 11 [](https://www.expedia.ca/Madalena-Hotels-Aldeia-Dos-Caldeiroes.h120630982.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/54000000/53950000/53948100/53948011/8cc197ce.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) ![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) ### Casa dos Felicias [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Casa-Dos-Felicias.h53948011.Hotel-Information) São Roque do Pico 10/10 Exceptional (1) "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 $247 total includes taxes & fees Jan 3 - Jan 4 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Casa-Dos-Felicias.h53948011.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) ![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) ![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) ### Vila Paim - Apart. Low [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Vila-Paim-Apart-Low.h53937027.Hotel-Information) São Roque do Pico 10/10 Exceptional (1) "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 $247 total includes taxes & fees Jan 3 - Jan 4 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Vila-Paim-Apart-Low.h53937027.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) ![Miscellaneous](https://images.trvl-media.com/lodging/54000000/53950000/53948200/53948164/4e5d49c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/54000000/53950000/53948200/53948164/w1024h728x0y40-042aeffd.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) ### Adega do Mirante [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Adega-Do-Mirante.h53948164.Hotel-Information) São Roque do Pico 8.0/10 Very good (1) "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 $247 total includes taxes & fees Jan 3 - Jan 4 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Adega-Do-Mirante.h53948164.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/114000000/113120000/113118400/113118305/2baf5833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Living area](https://images.trvl-media.com/lodging/114000000/113120000/113118400/113118305/63f9e6ba.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 Jan 26 - Jan 27 [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vrbo-Property.h113118305.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120440000/120435100/120435089/53679aef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/121000000/120440000/120435100/120435089/e5abaabe.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/b9a400f6.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 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Villa-Casa-Ponta-Do-Biscoito-With-Sea-View.h120435089.Hotel-Information) Lajes do Pico CA $98 CA $98 total includes taxes & fees Jan 3 - Jan 4 [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Villa-Casa-Ponta-Do-Biscoito-With-Sea-View.h120435089.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/91000000/90150000/90145800/90145704/0386debe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90150000/90145800/90145704/fbf006f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90150000/90145800/90145704/e2f2cbd7.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/91000000/90150000/90145800/90145704/dea5ea9d.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 $141 CA $240 total includes taxes & fees Jan 5 - Jan 6 [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Holiday-Home-Adega-Perola-With-Wi-Fi.h90145704.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/91000000/90600000/90592900/90592830/d166b737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/91000000/90600000/90592900/90592830/4890e023.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90600000/90592900/90592830/eec60f05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90600000/90592900/90592830/69d2c8b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista) [](https://www.expedia.ca/Calheta-Hotels-Cosy-2-Bedroom-House-With-Stunning-Views-In-Sao-Jorge.h90592830.Hotel-Information) São Jorge 10/10 Exceptional (1) "serviço competente e atencioso, arquitectura enquadrada no contexto, local ideal para passeios e descanso." ![Portugal](https://a.travel-assets.com/egds/marks/flags/pt.svg) Pedro E. CA $314 CA $343 total includes taxes & fees Jan 3 - Jan 4 [](https://www.expedia.ca/Calheta-Hotels-Cosy-2-Bedroom-House-With-Stunning-Views-In-Sao-Jorge.h90592830.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) ![Exterior](https://images.trvl-media.com/lodging/49000000/48670000/48667500/48667429/bd76097c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/49000000/48670000/48667500/48667429/589b0ff2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Very well equipped apartment in the center of 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) São Roque do Pico "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 $145 CA $290 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Very-Well-Equipped-Apartment-In-The-Center-Of-SAo-Roque-Do-Pico.h48667429.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/62000000/61530000/61526600/61526543/202493fe.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) ![Dining](https://images.trvl-media.com/lodging/62000000/61530000/61526600/61526543/4a34f46f.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) ### Amazing One Bedroom Apartment with Sea View [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Amazing-One-Bedroom-Apartment-With-Sea-View.h61526543.Hotel-Information) São Roque do Pico CA $129 CA $129 total includes taxes & fees Jan 3 - Jan 4 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Amazing-One-Bedroom-Apartment-With-Sea-View.h61526543.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96690000/96687800/96687786/91538c9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96690000/96687800/96687786/86af31e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96690000/96687800/96687786/bfc69bdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96690000/96687800/96687786/9398c3cd.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) "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 Jan 31 - Feb 1 [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vacation-Home-Adega-Do-Portinho-Velho-With-Balcony-Wi-Fi.h96687786.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/120000000/119980000/119975000/119974954/030e2f93.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) ![TV](https://images.trvl-media.com/lodging/120000000/119980000/119975000/119974954/057c10ca.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) ### 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 Jan 5 - Jan 6 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Panoramic-Ocean-Views-From-Your-Private-Varand.h119974954.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/91000000/90590000/90584000/90583992/5b0f5cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90590000/90584000/90583992/bd608d61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/91000000/90590000/90584000/90583992/567ee23e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/91000000/90590000/90584000/90583992/5506bfb1.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) "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 $335 CA $378 total includes taxes & fees Jan 10 - Jan 11 [](https://www.expedia.ca/Calheta-Hotels-Stylish-2-Bedroom-Stone-House-On-Ocean-Front-In-Sao-Jorge.h90583992.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/91000000/90750000/90740100/90740088/64b64159.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90750000/90740100/90740088/57dd13ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/91000000/90750000/90740100/90740088/63a8789f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/91000000/90750000/90740100/90740088/c48ac4fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto) [](https://www.expedia.ca/Calheta-Hotels-Beautiful-2-Bedroom-Ocean-Front-Stone-House-In-Sao-Jorge.h90740088.Hotel-Information) São Jorge CA $314 CA $343 total includes taxes & fees Jan 3 - Jan 4 [](https://www.expedia.ca/Calheta-Hotels-Beautiful-2-Bedroom-Ocean-Front-Stone-House-In-Sao-Jorge.h90740088.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/91000000/90600000/90598400/90598322/84a679a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90600000/90598400/90598322/551ac54b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90600000/90598400/90598322/ccf7f450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/91000000/90600000/90598400/90598322/84dd039e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro) [](https://www.expedia.ca/Calheta-Hotels-Stylish-1-Bedroom-Stone-House-With-Sea-View-In-Sao-Jorge.h90598322.Hotel-Information) São Jorge CA $206 CA $235 total includes taxes & fees Jan 3 - Jan 4 [](https://www.expedia.ca/Calheta-Hotels-Stylish-1-Bedroom-Stone-House-With-Sea-View-In-Sao-Jorge.h90598322.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107270000/107267200/107267149/3cdb3c5e.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) ![Exterior](https://images.trvl-media.com/lodging/108000000/107270000/107267200/107267149/6f449b2d.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) ### Casa Baleia Laranja Ocean-Front [](https://www.expedia.ca/Madalena-Hotels-Casa-Baleia-Laranja-Ocean-Front.h107267149.Hotel-Information) Madalena 10/10 Exceptional (3) "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 $193 CA $324 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Madalena-Hotels-Casa-Baleia-Laranja-Ocean-Front.h107267149.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/90000000/89480000/89474700/89474673/2aec020f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Highchair, dining tables](https://images.trvl-media.com/lodging/90000000/89480000/89474700/89474673/2b3b4298.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89480000/89474700/89474673/95444903.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89480000/89474700/89474673/acd86adb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua) [](https://www.expedia.ca/Calheta-Hotels-Ocean-Front-House-Surrounded-By-Pure-Nature-Bela-Lua.h89474673.Hotel-Information) Calheta CA $229 CA $267 total includes taxes & fees Jan 3 - Jan 4 [](https://www.expedia.ca/Calheta-Hotels-Ocean-Front-House-Surrounded-By-Pure-Nature-Bela-Lua.h89474673.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) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120620000/120615600/120615510/3f673062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120620000/120615600/120615510/485156f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120620000/120615600/120615510/fa88729b.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 $283 CA $283 total includes taxes & fees Jan 3 - Jan 4 [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Apartment-Branca-With-Sea-View.h120615510.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102090000/102087400/102087359/bd4e7be9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102090000/102087400/102087359/e13b9eda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102090000/102087400/102087359/f7114d45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102090000/102087400/102087359/3fe9f3a4.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 $371 CA $440 total includes taxes & fees Jan 3 - Jan 4 [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vacation-Home-Casas-Dos-Vinagreiros-Pedro-With-Sea-View.h102087359.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=2026-01-16&endDate=2026-01-17®ionId=6134066&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%2FPrainha-Vacation-Rentals.d6134066.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPrainha-Vacation-Rentals.d6134066.Travel-Guide-VacationRentals) ## Top Prainha Hotel Reviews ![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) ![Casas da Junqueira](https://images.trvl-media.com/lodging/12000000/11620000/11617200/11617116/251aa870_y.jpg) ### Casas da Junqueira 10/10 Excellent "A clean modern apartment. Bed was comfortable with nice sheets and pillows. Kitchen had basic cooking utensils but unfortunately not have basic items for cooking like salt, pepper, sugar, oil. Nice welcome basket of goodies was much appreciated." [](https://expedia.ca/Sao-Roque-Do-Pico-Hotels-Casas-Da-Junqueira.h11617116.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) ![São Jorge Garden](https://images.trvl-media.com/lodging/3000000/2700000/2691900/2691841/e60c235e_y.jpg) ### São Jorge Garden 10/10 Excellent "Great location in Velas, beautiful property with pool, sitting deck with ocean view, sunsets and Morro Grande view and hiking within 10 minutes walk. Close to supermarket and restaurants, ideal location in Velas. Good buffet breakfast. Beds were a little too firm for me but great for my partner...highly recommended for location, cleanliness and great staff! " [](https://expedia.ca/Velas-Hotels-Sao-Jorge-Garden.h2691841.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) ![Pike Cliffs - Amazing view to S. Jorge](https://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) ![Cabanas da Viscondessa](https://images.trvl-media.com/lodging/102000000/101850000/101841900/101841822/465833e1_y.jpg) ### Cabanas da Viscondessa 10/10 Excellent "Setting was peaceful, easy parking, restaurant was wonderful. Jorge and the staff in the restaurant were very helpful and very nice" [](https://expedia.ca/Velas-Hotels-Cabanas-Da-Viscondessa.h101841822.Hotel-Information) ![Pico Terrace](https://images.trvl-media.com/lodging/101000000/100950000/100946900/100946888/389797eb_y.jpg) ### Pico Terrace 10/10 Excellent "We had a good time in this comfortable place. " [](https://expedia.ca/Madalena-Hotels-Pico-Terrace.h100946888.Hotel-Information) ## Find out more about Prainha 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 Prainha. 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 ### 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) - [Palm Springs Vacation Rentals ](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Tofino Vacation Rentals ](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals) - [Calgary Vacation Rentals ](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals) - [Costa Rica Vacation Rentals ](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations) - [Vancouver Island Vacation Rentals ](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals) - [Puerto Vallarta Vacation Rentals ](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals) - [Hawaii Vacation Rentals ](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Toronto Vacation Rentals ](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals) - [Banff Vacation Rentals ](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals) - [Penticton Vacation Rentals ](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals) - [Osoyoos Vacation Rentals ](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals) - [Mont Tremblant Vacation Rentals ](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals) - [Big White Ski Resort Vacation Rentals ](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals) - [Ontario Vacation Rentals ](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations) - [British Columbia Vacation Rentals ](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations) - [Prince Edward Island Vacation Rentals ](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations) - [Québec Vacation Rentals ](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals) ## Frequently asked questions ### Can I find vacation rentals in Prainha? ### What are some of the best vacation home rentals that Prainha has to offer? ### How many vacation rentals will I find in Prainha? ### What can I see and do in Prainha? ### What are vacation rentals like in Prainha? ### Expedia's Latest Trends Hotels - [Hampton Inn & Suites by Hilton Toronto Airport](https://expedia.ca/Toronto-Hotels-Hampton-Inn-Suites-By-Hilton-Toronto-Airport.h911236.Hotel-Information) - [NH Collection Porto Batalha](https://expedia.ca/Porto-Hotels-NH-Collection-Porto-Batalha.h9688666.Hotel-Information) - [Ramada by Wyndham Coquitlam](https://expedia.ca/Vancouver-Hotels-Ramada-By-Wyndham-Coquitlam.h24475.Hotel-Information) - [Hotels near Harvard University](https://expedia.ca/Harvard-University-Hotels.0-l6034936-0.Travel-Guide-Filter-Hotels) - [Hotels in Airdrie](https://expedia.ca/Airdrie-Hotels.d56814.Travel-Guide-Hotels) - [All Inclusive Resorts and Hotels in Mexico and Central America](https://expedia.ca/Destinations-In-Mexico-And-Central-America-All-Inclusive-Hotel.0-0-d6023181-tAllInclusiveHotel.Hotel-Filter-Destinations) - [Hyatt Place Chicago/O'Hare Airport](https://expedia.ca/Chicago-Hotels-Hyatt-Place-ChicagoOHare-Airport.h22991.Hotel-Information) - [Moulin Wakefield Mill Hotel & Spa](https://expedia.ca/Gatineau-Hotels-Moulin-Wakefield-Mill-Hotel-Spa.h2980778.Hotel-Information) - [BestWestern Hotels in Canmore](https://expedia.ca/Canmore-Hotels-Best-Western.0-0-d10131--bBestWestern.Travel-Guide-Filter-Hotels) - [ibis Roma Fiera](https://expedia.ca/Rome-Hotels-Ibis-Roma-Fiera.h1458449.Hotel-Information) - [Days Inn by Wyndham Grand Forks Columbia Mall](https://expedia.ca/Grand-Forks-Hotels-Days-Inn-By-Wyndham-Grand-Forks-Columbia-Mall.h22011.Hotel-Information) - [KOA Airport Hotels](https://expedia.ca/Kona-Intl-Airport-Hotels.0-aKOA-0.Travel-Guide-Filter-Hotels) - [Sonesta White Plains Downtown](https://expedia.ca/White-Plains-Hotels-Sonesta-White-Plains-Downtown.h9979.Hotel-Information) Flights - [Cheap Flights to Didsbury](https://expedia.ca/Cheap-Flights-To-Didsbury.d602762.Travel-Guide-Flights) - [Cheap Flights from Sechelt (YHS) to Comox (YQQ)](https://expedia.ca/lp/flights/yhs/yqq/sechelt-to-comox) - [Flights to Pakistan](https://expedia.ca/Destinations-In-Pakistan.d140.Flight-Destinations) - [Cheap Flights from Edmonton (YEG) to Comox (YQQ)](https://expedia.ca/lp/flights/yeg/yqq/edmonton-to-comox) - [Cheap Flights from Montreal (YUL) to Dubai (DXB)](https://expedia.ca/lp/flights/yul/dxb/montreal-to-dubai) - [Cheap Flights from Cartagena (CTG) to Vancouver (YVR)](https://expedia.ca/lp/flights/ctg/yvr/cartagena-to-vancouver) - [Flights from Chetumal Intl. 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