Title: Calheta Villas Rentals | Expedia.com [Calheta Travel Guide](https://expedia.com/Calheta.dx6023533)[Hotels in Calheta](https://expedia.com/Calheta-Hotels.d6023533.Travel-Guide-Hotels)[Vacation Rentals in Calheta](https://expedia.com/Calheta-Vacation-Rentals.d6023533.Travel-Guide-VacationRentals)[Flights to Calheta](https://expedia.com/Cheap-Flights-To-Calheta.d6023533.Travel-Guide-Flights)[Things to do in Calheta](https://expedia.com/Things-To-Do-In-Calheta.d6023533.Travel-Guide-Activities)[Car Rentals in Calheta](https://expedia.com/Car-Rentals-In-Calheta.d6023533.Car-Rental-Guide)[Calheta Vacation Packages](https://expedia.com/Calheta.d6023533.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/6055453/8831f6bb-e7c7-4225-9fd0-86b774245700.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6055453/8831f6bb-e7c7-4225-9fd0-86b774245700.jpg?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 [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=6023533&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=6023533&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=6023533&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 17 - Jul 19](https://www.expedia.com/Hotel-Search?regionId=6023533&startDate=2026-07-17&endDate=2026-07-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Calheta villas ![Outdoor dining](https://images.trvl-media.com/lodging/45000000/44480000/44473200/44473125/a55003fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/45000000/44480000/44473200/44473125/31c09fbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/45000000/44480000/44473200/44473125/1f9ff268.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/45000000/44480000/44473200/44473125/d24a6be6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Felicidade Rocha I, for families, with a pool. [](https://www.expedia.com/Calheta-Hotels-Felicidade-Rocha-I.h44473125.Hotel-Information) Ponta do Pargo 9.8/10 Exceptional (32 reviews) "Una casa genial, fuimos en marzo y estaba helada. El proprietario en seguida nos proporcionó otro radiador." ![Spain](https://a.travel-assets.com/egds/marks/flags/es.svg) maria dolores $671 nightly $671 total Mar 28 - Mar 29 Total with taxes and fees [](https://www.expedia.com/Calheta-Hotels-Felicidade-Rocha-I.h44473125.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/45000000/44480000/44473200/44473131/e9941b31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/45000000/44480000/44473200/44473131/1d8f7032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/45000000/44480000/44473200/44473131/c078f292.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/45000000/44480000/44473200/44473131/f5674ca2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Felicidade Rocha II - For families, with a pool [](https://www.expedia.com/Calheta-Hotels-Felicidade-Rocha-II-For-Families.h44473131.Hotel-Information) Ponta do Pargo 9.8/10 Exceptional (26 reviews) "Tranquil place to stay close to the highway however, not much is happening in about 30 min" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas M. $713 nightly $713 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Calheta-Hotels-Felicidade-Rocha-II-For-Families.h44473131.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/111000000/110870000/110862200/110862183/f8062b8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110870000/110862200/110862183/3cf5de65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books, stereo](https://images.trvl-media.com/lodging/111000000/110870000/110862200/110862183/0ca50f43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110870000/110862200/110862183/4b2e372e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quinta Marefe - On the stunning west coast [](https://www.expedia.com/Calheta-Hotels-Quinta-Marefe-An-Exclusive-Getaway.h110862183.Hotel-Information) Paúl do Mar 10/10 Exceptional (10 reviews) "This house was absolutely gorgeous and the amenities were amazing. The staff was incredibly friendly and helpful. I would absolutely stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jamey I. $1,697 nightly $1,697 total Apr 3 - Apr 4 Total with taxes and fees [](https://www.expedia.com/Calheta-Hotels-Quinta-Marefe-An-Exclusive-Getaway.h110862183.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118760000/118754200/118754159/7630311c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/119000000/118760000/118754200/118754159/f129d7d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118760000/118754200/118754159/1d8f1d2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/119000000/118760000/118754200/118754159/51e56e93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vila da Ponta do Pargo – Luxury on the Island's West [](https://www.expedia.com/Calheta-Hotels-Vila-Da-Ponta-Do-Pargo-Luxury-On-The-Islands-West.h118754159.Hotel-Information) Ponta do Pargo 10/10 Exceptional (3 reviews) "Very nice statt in a perfekt house, very comfortable" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Claudia P. $1,167 nightly $1,167 total Apr 8 - Apr 9 Total with taxes and fees [](https://www.expedia.com/Calheta-Hotels-Vila-Da-Ponta-Do-Pargo-Luxury-On-The-Islands-West.h118754159.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/120000000/119940000/119939700/119939688/4ad649b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119940000/119939700/119939688/c3568d80.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/120000000/119940000/119939700/119939688/f521c2ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119940000/119939700/119939688/7387a38f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vila Venusta – Tranquility and Views, in Calheta [](https://www.expedia.com/Calheta-Hotels-Vila-Venusta-Tranquility-And-Views.h119939688.Hotel-Information) Arco da Calheta 10/10 Exceptional (2 reviews) "A beautiful villa with stunning views and wonderful sunsets. High quality and spacious with everything you need for a great self catering break. Please note this is a remote location so you will need a car." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa S. $1,880 nightly $1,880 total Apr 18 - Apr 19 Total with taxes and fees [](https://www.expedia.com/Calheta-Hotels-Vila-Venusta-Tranquility-And-Views.h119939688.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114690000/114687600/114687553/daa3b950.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114690000/114687600/114687553/w2360h1575x2y0-d62d72b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/115000000/114690000/114687600/114687553/65ef6ab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114690000/114687600/114687553/1e46fe70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private pool and sea view - Tropical Villa [](https://www.expedia.com/Calheta-Hotels-Private-Pool-And-Sea-View-Tropical-Villa.h114687553.Hotel-Information) Arco da Calheta 10/10 Exceptional (2 reviews) "We enjoyed our stay at Tropical Villa. The villa is located uphill in a quiet neighbourhood and it was lovely to sit outside on an evening looking out to sea and watching the stars come out. We particularly appreciated the pool and the parasols (three) in the pool area. The villa was very well stocked and comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John R. $1,541 nightly $1,541 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Calheta-Hotels-Private-Pool-And-Sea-View-Tropical-Villa.h114687553.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/32000000/31870000/31870000/31869965/89e5a36a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, table tennis](https://images.trvl-media.com/lodging/32000000/31870000/31870000/31869965/f6669d38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/32000000/31870000/31870000/31869965/fef516ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, table tennis](https://images.trvl-media.com/lodging/32000000/31870000/31870000/31869965/4ac344c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Sea Colors, sun, pool and sea view [](https://www.expedia.com/Calheta-Hotels-Villa-Sea-Colors.h31869965.Hotel-Information) Arco da Calheta 9.8/10 Exceptional (22 reviews) "We had a lovely stay at this villa, the views are stunning and the villa itself was very well equipped and comfortable. The host was lovely and very helpful! We would definitely recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gemma A. $1,927 nightly $1,927 total Apr 10 - Apr 11 Total with taxes and fees [](https://www.expedia.com/Calheta-Hotels-Villa-Sea-Colors.h31869965.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/107000000/106310000/106301700/106301698/03846443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/107000000/106310000/106301700/106301698/59c66eb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/107000000/106310000/106301700/106301698/22ce7ef6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106310000/106301700/106301698/6e18ca44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### With pool, garden and barbecue - Vila Esperança [](https://www.expedia.com/Calheta-Hotels-With-Pool.h106301698.Hotel-Information) Estreito da Calheta 9.8/10 Exceptional (6 reviews) "Sehr guter Service. Pool Reiniger kam und Reinigungspersonal kommt und putzt das ganze Haus und bringt frische Wäsche." ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Anonymous traveler $1,180 nightly $1,180 total Apr 20 - Apr 21 Total with taxes and fees [](https://www.expedia.com/Calheta-Hotels-With-Pool.h106301698.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92210000/92206400/92206317/d3f01880.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/93000000/92210000/92206400/92206317/cc281c5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92210000/92206400/92206317/ff9f93ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92210000/92206400/92206317/3c4e8d01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pool, garden and sea view - Villa Hibiscus [](https://www.expedia.com/Calheta-Hotels-Pool.h92206317.Hotel-Information) Estreito da Calheta 9.2/10 Wonderful (10 reviews) "The house was perfect and well stocked with comfy beds! Was a great place to relax and was centrally located to many great destinations around Madeira!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erin B. $2,242 nightly $2,242 total Apr 18 - Apr 19 Total with taxes and fees [](https://www.expedia.com/Calheta-Hotels-Pool.h92206317.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89570000/89564600/89564571/5c5ea4ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89570000/89564600/89564571/61ba8be7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/90000000/89570000/89564600/89564571/w2000h1260x0y0-49c57667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89570000/89564600/89564571/1cbcee47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa "House pc" with Sea View, Pool & Wi-Fi [](https://www.expedia.com/Machico-Hotels-Villa-House-Pc-With-Sea-View.h89564571.Hotel-Information) Porto da Cruz 10/10 Exceptional (2 reviews) "Our host met us at the house and gave us a great orientation. She answered all our questions and gave us great tips as to where to dine." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Sam A. $507 nightly $511 total Mar 28 - Mar 29 Total with taxes and fees [](https://www.expedia.com/Machico-Hotels-Villa-House-Pc-With-Sea-View.h89564571.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/126000000/125750000/125748100/125748006/0b8c1e75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125750000/125748100/125748006/6482dc6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125750000/125748100/125748006/6e017231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/126000000/125750000/125748100/125748006/551aa51d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Suite 6 - Ocean and garden view [](https://www.expedia.com/Santa-Cruz-Hotels-Suite-6-Ocean-And-Garden-View.h125748006.Hotel-Information) Gaula $121 nightly $125 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Santa-Cruz-Hotels-Suite-6-Ocean-And-Garden-View.h125748006.Hotel-Information) ![Comfort House, Sea View | Pool | Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/127000000/126730000/126721100/126721029/9aabc0af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Highchair](https://images.trvl-media.com/lodging/127000000/126730000/126721100/126721029/4918ed72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort House, Sea View | Interior](https://images.trvl-media.com/lodging/127000000/126730000/126721100/126721029/d6641c24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/127000000/126730000/126721100/126721029/12ab9b19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Robbie's Place by Holiday Rental Madeira [](https://www.expedia.com/Machico-Hotels-Robbies-Place-By-Holiday-Rental-Madeira.h126721029.Hotel-Information) Machico $510 nightly $535 total Apr 20 - Apr 21 Total with taxes and fees [](https://www.expedia.com/Machico-Hotels-Robbies-Place-By-Holiday-Rental-Madeira.h126721029.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/60000000/59450000/59440500/59440465/36dbcc40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/60000000/59450000/59440500/59440465/695f9b46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/60000000/59450000/59440500/59440465/eb5a6f47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/60000000/59450000/59440500/59440465/94c914b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Classic Tranquil Madeiran 4-Bedroom Villa Funchal [](https://www.expedia.com/Funchal-Hotels-Classic-Tranquil-Madeiran-4-Bedroom-Villa-Funchal.h59440465.Hotel-Information) Sao Pedro 7.0/10 Good (2 reviews) "Elizabeth was great and helpful. The house is very spacious. The master bedroom shower needs some work and the living room only has a couch so not really good for six people in you wanted to sit in the living room. Due to Covid the kitchen is cleaned out after each visit so it lacks any spices should you want to make a meal. The plus side is there is a washer and dryer in the house. The patio was very nice and when we were home we sat outside for cocktails and snacks. The buses do not run on the... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jim G. $354 nightly $354 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Funchal-Hotels-Classic-Tranquil-Madeiran-4-Bedroom-Villa-Funchal.h59440465.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/92000000/91570000/91562300/91562288/bd0fd801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91570000/91562300/91562288/1adbb461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/92000000/91570000/91562300/91562288/460b88d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91570000/91562300/91562288/7b33d207.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Del Mar- Wonderfull Sea Views & Swimming Pool [](https://www.expedia.com/Sao-Vicente-Hotels-Casa-Del-Mar-Wonderfull-Sea-Views-Swimming-Pool.h91562288.Hotel-Information) São Vicente 10/10 Exceptional (7 reviews) "It was excelen!! We really enjoyed staying here." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Petra V. $727 nightly $727 total Apr 14 - Apr 15 Total with taxes and fees [](https://www.expedia.com/Sao-Vicente-Hotels-Casa-Del-Mar-Wonderfull-Sea-Views-Swimming-Pool.h91562288.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/126000000/125750000/125748100/125748003/f6b09708.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/126000000/125750000/125748100/125748003/a6a4f844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125750000/125748100/125748003/4ddf08f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/126000000/125750000/125748100/125748003/e1a67645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Suite 1 - Accessible room [](https://www.expedia.com/Santa-Cruz-Hotels-Suite-1-Accessible-Room.h125748003.Hotel-Information) Gaula $155 nightly $160 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Santa-Cruz-Hotels-Suite-1-Accessible-Room.h125748003.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122640000/122639500/122639451/192c4582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/123000000/122640000/122639500/122639451/43b0923d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122640000/122639500/122639451/a0d09ee9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122640000/122639500/122639451/2dade575.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 'Sky and Sea Haven' with Sea View, Wi-Fi and Air Conditioning [](https://www.expedia.com/Santa-Cruz-Hotels-Villa-Sky-And-Sea-Haven-With-Sea-View.h122639451.Hotel-Information) Santa Cruz $231 nightly $235 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Santa-Cruz-Hotels-Villa-Sky-And-Sea-Haven-With-Sea-View.h122639451.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/102000000/101090000/101080600/101080577/4f9cf990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/102000000/101090000/101080600/101080577/5ab8df2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/102000000/101090000/101080600/101080577/39e2bab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101090000/101080600/101080577/3616434a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### romantic relaxing unique villa [](https://www.expedia.com/Ribeira-Brava-Hotels-Romantic-Relaxing-Unique-Villa.h101080577.Hotel-Information) funchal madeira $247 nightly $247 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Ribeira-Brava-Hotels-Romantic-Relaxing-Unique-Villa.h101080577.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/92000000/91050000/91041600/91041546/ed466a9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91050000/91041600/91041546/badeb836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/92000000/91050000/91041600/91041546/0f262869.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/92000000/91050000/91041600/91041546/c1cf2baf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 'Casa Da Olides' with Mountain View, Balcony and Wi-Fi [](https://www.expedia.com/Santana-Hotels-Casa-Da-Olides-With-Mountain-View.h91041546.Hotel-Information) Santana 10/10 Exceptional (2 reviews) "Nice place. Suited our needs. Host was attentive." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph R. $521 nightly $526 total Mar 28 - Mar 29 Total with taxes and fees [](https://www.expedia.com/Santana-Hotels-Casa-Da-Olides-With-Mountain-View.h91041546.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/126000000/125750000/125748100/125748001/dcb45d12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125750000/125748100/125748001/a7741a63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125750000/125748100/125748001/7a4c725f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/126000000/125750000/125748100/125748001/95ebe7ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Suite 2 - Courtyard View [](https://www.expedia.com/Santa-Cruz-Hotels-Suite-2-Courtyard-View.h125748001.Hotel-Information) Gaula $149 nightly $153 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Santa-Cruz-Hotels-Suite-2-Courtyard-View.h125748001.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120550000/120547000/120546970/61a4310c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120550000/120547000/120546970/f9f6c58c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120550000/120547000/120546970/16f4c70e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/121000000/120550000/120547000/120546970/7abe1b31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 'Jolie' with Sea View, Wi-Fi and Air Conditioning [](https://www.expedia.com/Ponta-Do-Sol-Hotels-Villa-Jolie-With-Sea-View.h120546970.Hotel-Information) Ponta do Sol $545 nightly $549 total Apr 3 - Apr 4 Total with taxes and fees [](https://www.expedia.com/Ponta-Do-Sol-Hotels-Villa-Jolie-With-Sea-View.h120546970.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=2026-04-10&endDate=2026-04-11®ionId=6023533&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Villas [](https://www.expedia.com/Hotel-Search?destination=Calheta%2C+Madeira+Region%2C+Portugal®ionId=6023533&latLong=32.719351%2C-17.173711&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=VILLA) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Calheta%2C+Madeira+Region%2C+Portugal®ionId=6023533&latLong=32.719351%2C-17.173711&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=VACATION_HOME) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Calheta%2C+Madeira+Region%2C+Portugal®ionId=6023533&latLong=32.719351%2C-17.173711&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=APART_HOTEL) Cottages [](https://www.expedia.com/Hotel-Search?destination=Calheta%2C+Madeira+Region%2C+Portugal®ionId=6023533&latLong=32.719351%2C-17.173711&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=COTTAGE) Apartments [](https://www.expedia.com/Hotel-Search?destination=Calheta%2C+Madeira+Region%2C+Portugal®ionId=6023533&latLong=32.719351%2C-17.173711&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=APARTMENT) Chalets [](https://www.expedia.com/Hotel-Search?destination=Calheta%2C+Madeira+Region%2C+Portugal®ionId=6023533&latLong=32.719351%2C-17.173711&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=CHALET) Condos [](https://www.expedia.com/Hotel-Search?destination=Calheta%2C+Madeira+Region%2C+Portugal®ionId=6023533&latLong=32.719351%2C-17.173711&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=CONDO) ![](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%2FCalheta-Villas.d6023533-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCalheta-Villas.d6023533-aaVillas.Travel-Guide-Accommodation) ## Top Calheta Hotel Reviews ![Boutique Hotel Jardim do Mar](https://images.trvl-media.com/lodging/110000000/109450000/109448300/109448220/2d752e1a_y.jpg) ### Boutique Hotel Jardim do Mar 10/10 Excellent "Cannot say enough good things about this place. From the moment we walked in and Michelle greeted us so warmly, until we checked out five days later, our stay was made special by the helpful staff, clean rooms, with lovely views, and super food. All the staff would go above and beyond to meet our every needs and even some special requests. The hotel is in a lovely small village with lots of walking and nearby sights to see. Highly recommend it. " [](https://expedia.com/Calheta-Hotels-Boutique-Hotel-Jardim-Do-Mar.h109448220.Hotel-Information) ![Calheta Beach - All Inclusive](https://images.trvl-media.com/lodging/2000000/1060000/1056600/1056570/fb4483d0_y.jpg) ### Calheta Beach - All Inclusive 10/10 Excellent "I did not want to leave" [](https://expedia.com/Calheta-Hotels-Calheta-Beach-All-Inclusive-Savoy-Signature.h1056570.Hotel-Information) ![Casa Caramelo Rustic House](https://images.trvl-media.com/lodging/97000000/96110000/96108500/96108500/02c8fe04_y.jpg) ### Casa Caramelo Rustic House 10/10 Excellent "I recently stayed at this lovely one-bedroom property in Fajã da Ovelha, hosted by Irina, and I couldn’t have asked for a better experience. I chose this spot for its location—it’s on the south coast, where the weather is generally better, and the sea views are stunning. It’s just a short stroll to the coast, and everything felt peaceful and off the beaten path.I came to Madeira for photography, and the location worked perfectly. Ponta do Pargo Lighthouse and Levada are within a 10min drive away, whilst most landmarks like Fanal Forest and the dramatic sea stacks of Ribeira da Janela are within 45mins. Irina was incredibly accommodating, too. My flight was delayed by two days, and she kindly adjusted my booking so I didn’t lose any time—no extra charge, just genuine hospitality.The apartment itself was spacious and cozy for a one-bed. The kitchen was well-equipped, with plenty of fridge space, a great oven, and a reliable gas hob—perfect for cooking after a long day of shooting. It felt like a home away from home.One of the highlights was Irina’s two Alsatians, Essa and Enola. They were friendly and well-behaved, adding to the warm, welcoming atmosphere. Irina herself was lovely—helpful and informative, but never intrusive.Overall, I can’t recommend this place enough. It’s a great base for exploring Madeira’s photography hotspots, and the hospitality is top-notch. I’d happily stay again!" [](https://expedia.com/Calheta-Hotels-Casa-Caramelo-Rustic-House.h96108500.Hotel-Information) ![ Saccharum Resort](https://images.trvl-media.com/lodging/11000000/10230000/10225100/10225046/a8c14830_y.jpg) ### Saccharum Resort 10/10 Excellent "Everything was perfect they are amazing people. The breakfast the rooms the workrs it was really perfect thank you guys for making the honeymoon more and more beauty" [](https://expedia.com/Calheta-Hotels-Saccharum-Resort-Spa-Savoy-Signature.h10225046.Hotel-Information) ![Casas da Levada](https://images.trvl-media.com/lodging/16000000/15700000/15691000/15690961/426c05fa_y.jpg) ### Casas da Levada 10/10 Excellent "while the weather was beyond anyone’s control, I had such a cozy stay and was perfect for the R&R that I needed. The grounds, the room and the entire property was so delightful though there were other guests. I don’t think I saw even one! It was truly so lovely in the rooms. I think everyone was cozied up by their fires during the rainy evenings. I really loved the grocery store, though the prices are a bit higher than in store, you’re paying for the convenience of all your necessities being right there and I thought that was really nice. Plus your room already comes with plenty of eggs, cheese and bacon for breakfast cereals, granola and yogurt as well as milk and juice so there’s not really much else to grab unless you are going to make a nice dinner. I truly loved all of the kitties, despite I’m allergic, they were adorable, kept to themselves, and we’re awfully cuddly when I was leaving (They are also vaccinated so there’s no worries.) on top of that there are chickens, ducks, and sheep on the property and I hope to come back when the weather is better to enjoy that beautiful pool, the vegetation, and the beautiful views! thank you again for such a wonderful stay and apologies again for setting off the fire alarm! 😂 i’ve got to get used to using those cast-iron stoves! " [](https://expedia.com/Calheta-Hotels-Casas-Da-Levada.h15690961.Hotel-Information) ![Casa Félix, Calheta: Villa with unique view! Private Pool!](https://images.trvl-media.com/lodging/34000000/33600000/33597600/33597515/69c9019e_y.jpg) ### Casa Félix, Calheta: Villa with unique view! Private Pool! 10/10 Excellent "Beautiful villa" [](https://expedia.com/Calheta-Hotels-Villa-With-Unique-View.h33597515.Hotel-Information) ![House / Villa - Arco da Calheta](https://images.trvl-media.com/lodging/34000000/33600000/33596600/33596503/70c792ea_y.jpg) ### House / Villa - Arco da Calheta 10/10 Excellent "a wonderful house extremely well equipped en well located" [](https://expedia.com/Calheta-Hotels-House-Villa-Arco-Da-Calheta.h33596503.Hotel-Information) ![Quinta Pereira ... beautiful panoramic views and ocean sunsets ](https://images.trvl-media.com/lodging/33000000/32630000/32628600/32628592/213b73f4_y.jpg) ### Quinta Pereira ... beautiful panoramic views and ocean sunsets 10/10 Excellent "Everything was perfect." [](https://expedia.com/Calheta-Hotels-Quinta-Pereira-Beautiful-Panoramic-Views-And-Ocean-Sunsets.h32628592.Hotel-Information) ![Sky & Ocean Villa](https://images.trvl-media.com/lodging/103000000/102150000/102145700/102145688/af26a64d_y.jpg) ### Sky & Ocean Villa 8/10 Good " Great place to stay. very clean, well equipped, beautiful upper deck. Host quick to responsed and helpful. Should be more outfront about lack of parking and the long hike into residence. Also stated 20 minute walk to beach and store, where it is not at all possible to walk. " [](https://expedia.com/Calheta-Hotels-Sky-Ocean-Villa.h102145688.Hotel-Information) ## Find out more about Calheta ## Calheta Villas information | Number of reviews | 119 | | ----------------- | ---------- | | Accommodation | 209 Villas | | Lowest Price | $125 | | Highest Price | $2,242 | ## Frequently asked questions ### Why book your villa in Calheta with Expedia? ### How can I find cheap villas in Calheta? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Hotels near Estrela da Calheta ](https://www.expedia.com/Estrela-Da-Calheta-Calheta-Hotels.0-n553248635976399893-0.Travel-Guide-Filter-Hotels) - [Gay friendly Hotels in Estreito da Calheta ](https://www.expedia.com/Estreito-Da-Calheta-Hotels-LGBT-Welcoming-Hotel.0-0-d6158474-tLGBTWelcomingHotel.Travel-Guide-Filter-Hotels) - [Estreito da Calheta Hotels ](https://www.expedia.com/Estreito-Da-Calheta-Hotels.d6158474.Travel-Guide-Hotels) - [Arco da Calheta Hotels ](https://www.expedia.com/Arco-Da-Calheta-Hotels.d6158475.Travel-Guide-Hotels) - 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