Title: Prainha Vacation Rentals from $85: Search Short-Term Rentals | Expedia.com [Prainha Travel Guide](https://expedia.com/Prainha.dx6134066)[Hotels in Prainha](https://expedia.com/Prainha-Hotels.d6134066.Travel-Guide-Hotels)[Flights to Prainha](https://expedia.com/Cheap-Flights-To-Prainha.d6134066.Travel-Guide-Flights)[Car Rentals in Prainha](https://expedia.com/Car-Rentals-In-Prainha.d6134066.Car-Rental-Guide)[Prainha Vacation Packages](https://expedia.com/Prainha.d6134066.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=6134066&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=6134066&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=6134066&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=6134066&startDate=2026-06-12&endDate=2026-06-14&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) ![Exterior](https://images.trvl-media.com/lodging/17000000/16160000/16157500/16157478/59a17370.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio | Private kitchenette | Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/17000000/16160000/16157500/16157478/fb967652.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/17000000/16160000/16157500/16157478/c097987b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aldeia das Adegas [](https://www.expedia.com/Sao-Roque-Do-Pico-Hotels-Aldeia-Das-Adegas.h16157478.Hotel-Information) Sao Roque do Pico 9.4/10 Exceptional (64 reviews) "Diana is friendly and responsive with our requests. We stayed at one bedroom apartment. It feels like staying at home but in the paradise. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Raechung $82 nightly $85 total Feb 20 - Feb 21 Total with taxes and fees [](https://www.expedia.com/Sao-Roque-Do-Pico-Hotels-Aldeia-Das-Adegas.h16157478.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) ![Interior](https://images.trvl-media.com/lodging/54000000/53940000/53937100/53937027/9085a24d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vila Paim - Apart. Low [](https://www.expedia.com/Sao-Roque-Do-Pico-Hotels-Vila-Paim-Apart-Low.h53937027.Hotel-Information) São Roque do Pico 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. $420 nightly $455 total Feb 18 - Feb 19 Total with taxes and fees [](https://www.expedia.com/Sao-Roque-Do-Pico-Hotels-Vila-Paim-Apart-Low.h53937027.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 | Free cribs/infant beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120640000/120631000/120630982/1bd4e45e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Villa, 2 Bedrooms, Pool Access, Garden Area | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120640000/120631000/120630982/74971280.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Villa, 1 Bedroom, Hot Tub, Mountain View | Free cribs/infant beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120640000/120631000/120630982/32f296fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aldeia dos Caldeirões [](https://www.expedia.com/Madalena-Hotels-Aldeia-Dos-Caldeiroes.h120630982.Hotel-Information) Madalena $109 nightly $114 total Feb 19 - Feb 20 Total with taxes and fees [](https://www.expedia.com/Madalena-Hotels-Aldeia-Dos-Caldeiroes.h120630982.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90590000/90584000/90583992/cffb0cdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90590000/90584000/90583992/b71d0976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/91000000/90590000/90584000/90583992/5b0f5cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90590000/90584000/90583992/bbd9f1f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf) [](https://www.expedia.com/Calheta-Hotels-Stylish-2-Bedroom-Stone-House-On-Ocean-Front-In-Sao-Jorge.h90583992.Hotel-Information) São Jorge 10/10 Exceptional (4 reviews) "location, location, location plus the thoughtful design, adaptive reuse of structures, and the evident and abundant care of ownership and staff all added up to bliss for our group perhaps not for everyone, but the adventure of getting there and provisioning one’s stay can make for an even more satisfying stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David B. $275 nightly $285 total Feb 18 - Feb 19 Total with taxes and fees [](https://www.expedia.com/Calheta-Hotels-Stylish-2-Bedroom-Stone-House-On-Ocean-Front-In-Sao-Jorge.h90583992.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/92000000/91270000/91260600/91260534/83afbe1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91270000/91260600/91260534/b81a98df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91270000/91260600/91260534/0c8d55cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91270000/91260600/91260534/ca554e6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba [](https://www.expedia.com/Calheta-Hotels-Beautiful-2-Bedroom-Ocean-Front-House-In-Sao-Jorge.h91260534.Hotel-Information) São Jorge $243 nightly $243 total Feb 28 - Mar 1 Total with taxes and fees [](https://www.expedia.com/Calheta-Hotels-Beautiful-2-Bedroom-Ocean-Front-House-In-Sao-Jorge.h91260534.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) ![Exterior detail](https://images.trvl-media.com/lodging/120000000/119980000/119975000/119974954/91440516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119980000/119975000/119974954/556ab396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/120000000/119980000/119975000/119974954/269fa28d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Panoramic Ocean Views from your Private Varand [](https://www.expedia.com/Sao-Roque-Do-Pico-Hotels-Panoramic-Ocean-Views-From-Your-Private-Varand.h119974954.Hotel-Information) São Roque do Pico $180 nightly $185 total Feb 18 - Feb 19 Total with taxes and fees [](https://www.expedia.com/Sao-Roque-Do-Pico-Hotels-Panoramic-Ocean-Views-From-Your-Private-Varand.h119974954.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) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90150000/90145800/90145704/a1b460b7.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) ![TV](https://images.trvl-media.com/lodging/91000000/90150000/90145800/90145704/0386debe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home 'Adega Pérola' with Wi-Fi [](https://www.expedia.com/Lajes-Do-Pico-Hotels-Holiday-Home-Adega-Perola-With-Wi-Fi.h90145704.Hotel-Information) Cais do Galego $170 nightly $170 total Feb 21 - Feb 22 Total with taxes and fees [](https://www.expedia.com/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) ![Exterior](https://images.trvl-media.com/lodging/91000000/90600000/90592900/90592830/93efe3e8.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) ![Interior](https://images.trvl-media.com/lodging/91000000/90600000/90592900/90592830/0643cc83.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.com/Calheta-Hotels-Cosy-2-Bedroom-House-With-Stunning-Views-In-Sao-Jorge.h90592830.Hotel-Information) São Jorge 10/10 Exceptional (1 review) "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. $254 nightly $254 total Feb 18 - Feb 19 Total with taxes and fees [](https://www.expedia.com/Calheta-Hotels-Cosy-2-Bedroom-House-With-Stunning-Views-In-Sao-Jorge.h90592830.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) ![Exterior](https://images.trvl-media.com/lodging/108000000/107270000/107267200/107267149/3d7840f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/108000000/107270000/107267200/107267149/d2934355.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Casa Baleia Laranja Ocean-Front [](https://www.expedia.com/Madalena-Hotels-Casa-Baleia-Laranja-Ocean-Front.h107267149.Hotel-Information) Madalena 10/10 Exceptional (3 reviews) "The location of the property was wonderful. We could hear the waves crashing throughout our stay. Thank you again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sebastien B. $244 nightly $244 total Feb 25 - Feb 26 Total with taxes and fees [](https://www.expedia.com/Madalena-Hotels-Casa-Baleia-Laranja-Ocean-Front.h107267149.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) ![Property grounds](https://images.trvl-media.com/lodging/49000000/48670000/48665500/48665444/3479ccb8.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) ### Very well equipped apartment in the center of São Roque do Pico [](https://www.expedia.com/Sao-Roque-Do-Pico-Hotels-Very-Well-Equipped-Apartment-In-The-Center-Of-Sao-Roque-Do-Pico.h48665444.Hotel-Information) São Roque do Pico $199 nightly $199 total Feb 18 - Feb 19 Total with taxes and fees [](https://www.expedia.com/Sao-Roque-Do-Pico-Hotels-Very-Well-Equipped-Apartment-In-The-Center-Of-Sao-Roque-Do-Pico.h48665444.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) ![Exterior](https://images.trvl-media.com/lodging/54000000/53950000/53948100/53948011/8cc197ce.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) ![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) ### Casa dos Felicias [](https://www.expedia.com/Sao-Roque-Do-Pico-Hotels-Casa-Dos-Felicias.h53948011.Hotel-Information) São Roque do Pico 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. $181 nightly $181 total Feb 18 - Feb 19 Total with taxes and fees [](https://www.expedia.com/Sao-Roque-Do-Pico-Hotels-Casa-Dos-Felicias.h53948011.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) ![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) ![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) ### Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi [](https://www.expedia.com/Lajes-Do-Pico-Hotels-Vacation-Home-Casas-Dos-Vinagreiros-Pedro-With-Sea-View.h102087359.Hotel-Information) Pontas negras $419 nightly $419 total Feb 18 - Feb 19 Total with taxes and fees [](https://www.expedia.com/Lajes-Do-Pico-Hotels-Vacation-Home-Casas-Dos-Vinagreiros-Pedro-With-Sea-View.h102087359.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/103000000/102120000/102118900/102118812/9ad9c4be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102120000/102118900/102118812/9a00ab2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102120000/102118900/102118812/201e4acd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102120000/102118900/102118812/29ab4170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & Wi-Fi [](https://www.expedia.com/Lajes-Do-Pico-Hotels-Vacation-Home-Dos-Vinagreiros-Guilherme-With-Sea-View.h102118812.Hotel-Information) Pontas Negras $484 nightly $484 total Feb 18 - Feb 19 Total with taxes and fees [](https://www.expedia.com/Lajes-Do-Pico-Hotels-Vacation-Home-Dos-Vinagreiros-Guilherme-With-Sea-View.h102118812.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) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120620000/120615600/120615510/5e17fd3b.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) ### Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi [](https://www.expedia.com/Lajes-Do-Pico-Hotels-Apartment-Branca-With-Sea-View.h120615510.Hotel-Information) Ribeiras $234 nightly $234 total Feb 18 - Feb 19 Total with taxes and fees [](https://www.expedia.com/Lajes-Do-Pico-Hotels-Apartment-Branca-With-Sea-View.h120615510.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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/54000000/53950000/53947600/53947517/abbcf93c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vila Paim - Apart. DELUX [](https://www.expedia.com/Sao-Roque-Do-Pico-Hotels-Vila-Paim-Apart-Delux.h53947517.Hotel-Information) São Roque do Pico $772 nightly $795 total Mar 19 - Mar 20 Total with taxes and fees [](https://www.expedia.com/Sao-Roque-Do-Pico-Hotels-Vila-Paim-Apart-Delux.h53947517.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) ![Dining](https://images.trvl-media.com/lodging/97000000/96080000/96077000/96076986/0f2b9d8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96080000/96077000/96076986/bd758137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96080000/96077000/96076986/aef792cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi [](https://www.expedia.com/Sao-Roque-Do-Pico-Hotels-Holiday-Home-Adega-Maciel-With-Sea-View.h96076986.Hotel-Information) Lajido $182 nightly $182 total Feb 18 - Feb 19 Total with taxes and fees [](https://www.expedia.com/Sao-Roque-Do-Pico-Hotels-Holiday-Home-Adega-Maciel-With-Sea-View.h96076986.Hotel-Information) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96690000/96687800/96687786/8a270217.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) ![Exterior](https://images.trvl-media.com/lodging/97000000/96690000/96687800/96687786/bf6f0100.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) ### Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi [](https://www.expedia.com/Lajes-Do-Pico-Hotels-Vacation-Home-Adega-Do-Portinho-Velho-With-Balcony-Wi-Fi.h96687786.Hotel-Information) Engrade 10/10 Exceptional (1 review) "Pros: The house was recently renovated, everything was nice and clean, very kind host, peaceful place with view of the ocean and vineyards" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveler $260 nightly $260 total Feb 25 - Feb 26 Total with taxes and fees [](https://www.expedia.com/Lajes-Do-Pico-Hotels-Vacation-Home-Adega-Do-Portinho-Velho-With-Balcony-Wi-Fi.h96687786.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/114000000/113120000/113118400/113118305/e71e4b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/114000000/113120000/113118400/113118305/63f9e6ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113120000/113118400/113118305/5b1a131e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/114000000/113120000/113118400/113118305/2baf5833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Silveira House [](https://www.expedia.com/Lajes-Do-Pico-Hotels-Vrbo-Property.h113118305.Hotel-Information) Lajes do Pico $104 nightly $104 total Feb 25 - Feb 26 Total with taxes and fees [](https://www.expedia.com/Lajes-Do-Pico-Hotels-Vrbo-Property.h113118305.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) ![Interior](https://images.trvl-media.com/lodging/90000000/89480000/89474700/89474673/29f435ef.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) ![Beach](https://images.trvl-media.com/lodging/90000000/89480000/89474700/89474673/b41eceda.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.com/Calheta-Hotels-Ocean-Front-House-Surrounded-By-Pure-Nature-Bela-Lua.h89474673.Hotel-Information) Calheta $190 nightly $196 total Feb 18 - Feb 19 Total with taxes and fees [](https://www.expedia.com/Calheta-Hotels-Ocean-Front-House-Surrounded-By-Pure-Nature-Bela-Lua.h89474673.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) ![Beach](https://images.trvl-media.com/lodging/91000000/90600000/90598400/90598322/84dd039e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/91000000/90600000/90598400/90598322/7fced377.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) ### Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro) [](https://www.expedia.com/Calheta-Hotels-Stylish-1-Bedroom-Stone-House-With-Sea-View-In-Sao-Jorge.h90598322.Hotel-Information) São Jorge $173 nightly $173 total Mar 2 - Mar 3 Total with taxes and fees [](https://www.expedia.com/Calheta-Hotels-Stylish-1-Bedroom-Stone-House-With-Sea-View-In-Sao-Jorge.h90598322.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.com/Hotel-Search?startDate=2026-03-03&endDate=2026-03-04®ionId=6134066&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_6134066) ## Find vacation rentals that suit your style Apartments [](https://www.expedia.com/Hotel-Search?destination=Prainha%2C+Sao+Roque+do+Pico%2C+Azores%2C+Portugal®ionId=6134066&latLong=38.471642%2C-28.20149&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=APARTMENT) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Prainha%2C+Sao+Roque+do+Pico%2C+Azores%2C+Portugal®ionId=6134066&latLong=38.471642%2C-28.20149&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=VACATION_HOME) Villas [](https://www.expedia.com/Hotel-Search?destination=Prainha%2C+Sao+Roque+do+Pico%2C+Azores%2C+Portugal®ionId=6134066&latLong=38.471642%2C-28.20149&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=VILLA) Condos [](https://www.expedia.com/Hotel-Search?destination=Prainha%2C+Sao+Roque+do+Pico%2C+Azores%2C+Portugal®ionId=6134066&latLong=38.471642%2C-28.20149&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=CONDO) Cottages [](https://www.expedia.com/Hotel-Search?destination=Prainha%2C+Sao+Roque+do+Pico%2C+Azores%2C+Portugal®ionId=6134066&latLong=38.471642%2C-28.20149&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=COTTAGE) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FPrainha-Vacation-Rentals.d6134066.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.com/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.com/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.com/Sao-Roque-Do-Pico-Hotels-Casas-Da-Junqueira.h11617116.Hotel-Information) ![Pico Dreams - Sportfish](https://images.trvl-media.com/lodging/8000000/7760000/7759200/7759184/90ac7f10_y.jpg) ### Pico Dreams - Sportfish 10/10 Excellent "This was a no-frills, simple hotel. It was a great value, and was clean, quiet, and relaxing. The staff were so kind, and laid back. The view from the patio in our room was lovely. The shared kitchen area was a nice place to cook a meal, and there were three adorable cats around the property who we loved petting. The location was great for exploring various parts of Pico. " [](https://expedia.com/Sao-Roque-Do-Pico-Hotels-Pico-Dreams-Sportfish.h7759184.Hotel-Information) ![Sara Village](https://images.trvl-media.com/lodging/22000000/21420000/21412800/21412789/a4063aa9_y.jpg) ### Sara Village 10/10 Excellent "Exceeded expirations. Owner is beautiful, staff very helpful and customer oriented. On main hwy which is convenient but can be noisy. View is exceptional. Highly recommend!" [](https://expedia.com/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.com/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.com/Madalena-Hotels-Vinhas-Do-Calhau.h27549724.Hotel-Information) ![35th Atlantic View](https://images.trvl-media.com/lodging/42000000/41180000/41176200/41176143/24258708_y.jpg) ### 35th Atlantic View 10/10 Excellent "It would be great if the room just had a closet to store your clothes away. We had to use the couch to leave our lugage and clothes." [](https://expedia.com/Lajes-Do-Pico-Hotels-35th-Atlantic-View.h41176143.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.com/Sao-Roque-Do-Pico-Hotels-Pike-Cliffs-Amazing-View-To-S-Jorge.h51660025.Hotel-Information) ## Find out more about Prainha **Everything you need to know about Prainha 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 Prainha vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Prainha vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Prainha vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Prainha. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Prainha in high season. Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $85 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals! **How to find incredible deals on Prainha rentals** At Expedia, we put the best Prainha 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 Prainha 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 Prainha 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 Prainha. 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.com ### Trending destinations on Expedia.com - [Destin Vacation Rentals ](https://www.expedia.com/Destin-Vacation-Rentals.d6906.Travel-Guide-VacationRentals) - [Panama City Vacation Rentals ](https://www.expedia.com/Panama-City-Beach-Vacation-Rentals.d8021.Travel-Guide-VacationRentals) - [Hilton Head Vacation Rentals ](https://www.expedia.com/Hilton-Head-Island-Vacation-Rentals.d601684.Travel-Guide-VacationRentals) - [Gulf Shores Vacation Rentals ](https://www.expedia.com/Gulf-Shores-Vacation-Rentals.d603078.Travel-Guide-VacationRentals) - [Key West Vacation Rentals ](https://www.expedia.com/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals) - [Gatlinburg Vacation Rentals ](https://www.expedia.com/Gatlinburg-Vacation-Rentals.d7474.Travel-Guide-VacationRentals) - [Maui Vacation Rentals ](https://www.expedia.com/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Orlando Vacation Rentals ](https://www.expedia.com/Orlando-Vacation-Rentals.d178294.Travel-Guide-VacationRentals) - [Myrtle Beach Vacation Rentals ](https://www.expedia.com/Myrtle-Beach-Vacation-Rentals.d601685.Travel-Guide-VacationRentals) - [Orange Beach Vacation Rentals ](https://www.expedia.com/Orange-Beach-Vacation-Rentals.d9136.Travel-Guide-VacationRentals) - [Pigeon Forge Vacation Rentals ](https://www.expedia.com/Pigeon-Forge-Vacation-Rentals.d8264.Travel-Guide-VacationRentals) - [Ocean City Vacation Rentals ](https://www.expedia.com/Ocean-City-Vacation-Rentals.d9151.Travel-Guide-VacationRentals) - [Outer Banks Vacation Rentals ](https://www.expedia.com/Outer-Banks-Vacation-Rentals.d602135.Travel-Guide-VacationRentals) - [San Diego Vacation Rentals ](https://www.expedia.com/San-Diego-Vacation-Rentals.d3073.Travel-Guide-VacationRentals) - [Siesta Key Vacation Rentals ](https://www.expedia.com/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals) - [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals) - [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals) - [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals) - [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals) - [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations) ## 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? ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels 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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