A mountain range above a sea of clouds at sunrise or sunset.

Hotels with a Pool in Calheta

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Hotels with a Pool in Calheta

An infinity pool with a clear view of the ocean, a seating area with benches, and a rocky cliff in the background.

A wooden outdoor seating area with a table set for two, overlooking a calm sea.

A beachside resort with palm trees, a pool, and lounge chairs.

A modern bathroom with two large tubs and a view of the sea.

1. Saccharum Resort

Calheta

2 outdoor pools
Indoor pool
Poolside bar
Pool loungers
Near the beach
Hot tub

$280

$296 total

includes taxes & fees

Oct 11 - Oct 12

A swimming pool with a view of the ocean, two lounge chairs, and a white umbrella.

A modern building with large glass windows overlooking a coastal landscape with terraced fields and the sea in the background.

A modern kitchen with a large window overlooking a scenic landscape.

A bedroom with a stone wall, a bed with a green blanket, a bedside table with a lamp, and a small potted plant.

2. Socalco Nature Calheta

Calheta

Outdoor pool

$258

$273 total

includes taxes & fees

Sep 29 - Sep 30

A resort pool area with multiple pools, lounge chairs, and palm trees.

A marina with boats, a beach area with umbrellas and seating, and a view of the ocean.

A hotel lobby with a glass revolving door, a bench, and a reception area with a staircase.

A resort with a pool area, lounge chairs, and a view of the beach and ocean.

3. Calheta Beach - All Inclusive

Calheta

Outdoor pool
Indoor pool
Poolside bar
Pool loungers
Near the beach
Full-service spa

$320

$337 total

includes taxes & fees

Oct 1 - Oct 2

A red building with a swimming pool in front.

A neatly made bed with a striped bedspread, two pillows, and two matching lamps on either side.

A cozy living room with a grey sofa, wooden stools, and a small table with a plant. A kitchen with white cabinets and a wooden island is visible in the background.

A large, red brick house with a swimming pool and outdoor seating area.

4. Quinta das Vinhas

Calheta

2 outdoor pools
Pool umbrellas

$196

$208 total

includes taxes & fees

Oct 9 - Oct 10

An indoor swimming pool with lounge chairs and a hot tub.

A landscaped garden with a circular stone pathway, rock formations, and a view of the ocean.

A person receiving a massage outdoors with a scenic ocean view.

An outdoor patio with tables and chairs, white umbrellas, and a view of the hills.

5. Hotel Jardim Atlantico

Calheta

Outdoor pool
Indoor pool
Poolside bar
Pool loungers
Near the beach
Full-service spa

$180

$192 total

includes taxes & fees

Oct 4 - Oct 5

A clear blue pool with a view of the ocean.

A spacious living room with a black leather sofa, wicker chairs, and a large rug. A fireplace is visible in the background, and the room has large windows and wooden doors.

A cozy, stone-walled room with a circular wooden door, a bar area, and a seating area with a patterned floor.

A spacious living area with a large black leather sofa, wicker chairs, and a patterned rug.

6. Casas da Levada

Calheta

Outdoor pool
Poolside bar
Pool loungers

$250

$265 total

includes taxes & fees

Oct 2 - Oct 3

A pool area with green lounge chairs, a palm tree, and pink bougainvillea flowers.

A room with large windows, a sofa, a small table with a plant, and a cabinet.

A room with a large window overlooking a garden with various plants and flowers.

A house with a balcony overlooking a lush green valley and a distant town.

7. Villa Alto Boutique Hotel

Ponta do Sol

Outdoor pool
Pool loungers

$165

$176 total

includes taxes & fees

Sep 19 - Sep 20

A pool area with lounge chairs and a clear view of the pool.

A balcony with a view of the sea, a table with drinks and a flower, and a person in a white dress and hat.

A coastal town with a rocky beach, buildings with balconies, and a church.

A hotel lobby with a checkered floor, a reception desk, a large planter with white flowers, and a seating area with a sofa and armchairs.

8. Enotel Sunset Bay

Ponta do Sol

Indoor pool
Children's pool
Near the beach

$208

$221 total

includes taxes & fees

Oct 5 - Oct 6

A rooftop pool with a glass balustrade, lounge chairs, and a view of the sea.

A staircase with blue railings leading up to a building with a white exterior and blue accents.

A mountainous landscape with rocky terrain and sparse vegetation.

A coastal view with a rocky cliff and waves crashing onto a pebbled beach.

9. Mediterrâneo Madeira

São Vicente

Outdoor pool
Poolside bar
Pool loungers
Near the beach
Hot tub

$159

$166 total

includes taxes & fees

Sep 30 - Oct 1

A multi-story hotel with a white facade, terracotta roof tiles, and a pool area.

A hot tub with a tiled wall and a view of mountains through large windows.

A modern hotel lobby with a glass ceiling, rows of lounge chairs, and a view of the mountains.

10. Eira do Serrado Hotel & SPA

Camara de Lobos

Indoor pool
Hot tub

$149

$160 total

includes taxes & fees

Sep 22 - Sep 23

A rooftop pool area with lounge chairs and umbrellas, surrounded by greenery and overlooking a coastal town.

A table set for dining with a view of the ocean and a town in the background.

A spacious interior with a wooden floor, a spiral staircase with a black railing, and a large tree in the background.

A landscaped garden with geometric hedge patterns, a white building with a red roof, and a view of the sea in the background.

11. Quinta do Estreito Vintage House

Camara de Lobos

Outdoor pool
Poolside bar
Pool loungers

$142

$152 total

includes taxes & fees

Sep 18 - Sep 19

A large indoor swimming pool with clear glass walls and a view of mountains.

A modern house with a tiled roof, surrounded by lush greenery and a mountain backdrop.

A residential area with houses, a garden, and a mountain backdrop.

A wooden deck with tables and chairs, overlooking a town and mountains.

12. Solar da Bica

São Vicente

Indoor pool

$147

$217 total

includes taxes & fees

Sep 24 - Sep 25

A glass-enclosed pool area with lounge chairs and a wicker table.

A living room with a sofa, a coffee table with a vase, and a painting on the wall.

A spacious dining area with multiple tables and chairs, large windows, and indoor plants.

A cobblestone pathway leading to a pink building surrounded by lush greenery.

13. BIO Hotel - Hotel Quinta da Serra

Camara de Lobos

Indoor pool
Poolside bar
Pool loungers
Full-service spa

$199

$211 total

includes taxes & fees

Sep 20 - Sep 21

A pool area with lounge chairs and umbrellas, overlooking a coastal town with boats and a lighthouse.

A restaurant with outdoor seating overlooking the sea, featuring red chairs, white umbrellas, and wooden tables.

A balcony with a view of the sea and a lighthouse.

A table with a dessert and two glasses of red wine, overlooking a coastal town with boats and buildings.

14. Pestana Churchill Bay

Camara de Lobos

Outdoor pool
Poolside bar
Pool loungers

$195

$208 total

includes taxes & fees

Oct 16 - Oct 17

A hotel room with a bed, a TV on a stand, a desk with a chair, and a balcony with curtains.

A dining table set for a meal with clear glassware, plates, and a basket.

A balcony with a view of palm trees, a table, and two chairs.

15. Casa das Proteas

Santana

Outdoor pool

$116

$125 total

includes taxes & fees

Oct 10 - Oct 11

A coastal hotel with a pool, beach, and rocky cliffs.

A balcony with a bed, a table, and chairs, overlooking a beach and ocean.

A coastal hotel with a large building, a beach, and a rocky shoreline.

A restaurant with tables set for dining, large windows with a view of the sea, and a balcony overlooking the ocean.

16. Hotel Orca Praia – Adults Only

Funchal

Outdoor pool
Poolside bar
Near the beach

$195

$208 total

includes taxes & fees

Oct 14 - Oct 15

A swimming pool with lounge chairs and a mountain backdrop.

A balcony with a wooden chair, a railing, and a view of a coastal village with houses and mountains.

A terrace with sun loungers, a stone wall, and a view of lush green hills.

A multi-story building with a swimming pool, outdoor seating, and a view of the surrounding landscape.

17. Estalagem Do Vale

São Vicente

Outdoor pool
Poolside bar

$170

$178 total

includes taxes & fees

Oct 15 - Oct 16

A coastal hotel with a pool, rocky cliffs, and ocean views.

A modern, well-lit room with wooden paneling and a large window overlooking the sea.

A modern balcony with a curved seating area, a glass railing, and a view of the ocean and rocky cliffs.

A modern interior with a sofa, chairs, and a table, overlooking a rocky coastline and the sea.

18. Sentido Galosol

Santa Cruz

2 outdoor pools
Indoor pool
Poolside bar
Pool loungers
Near the beach
Hot tub

$161

$172 total

includes taxes & fees

Oct 10 - Oct 11

A rooftop pool with lounge chairs and umbrellas, surrounded by a landscaped garden and a hillside.

An outdoor dining area with wicker chairs, a table set with breakfast items, and a view of the sunset over the sea.

A pink building with a balcony, located near a hillside with vegetation.

A modern kitchen with wooden cabinetry, a dining area with leather chairs, and a view of a hillside.

19. 1905 Zino's Palace

Ponta do Sol

Outdoor pool
Poolside bar
Pool loungers

$425

$447 total

includes taxes & fees

Sep 18 - Sep 19

A large indoor swimming pool with clear views of the ocean through large windows.

A restaurant with tables set for dining, large windows offering a view of the beach.

A hotel room with a large bed, a balcony with a view of the sea, and a seating area with two chairs.

A resort with a pool area, palm trees, and a view of the ocean.

20. Estalagem do Mar

São Vicente

2 outdoor pools
Indoor pool
Poolside bar
Children's pool

$161

$167 total

includes taxes & fees

Sep 25 - Sep 26

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Discover your perfect hotel with a pool in Calheta

Breakfast included

4 stars

5 stars

Hot tub

Spa

Hotels with pools and free breakfast in Calheta

Saccharum Resort

Calheta

$280

$296 total

includes taxes & fees

Oct 11 - Oct 12

A stone building with a modern glass extension, surrounded by lush greenery and a rocky landscape.

Socalco Nature Calheta

Calheta

$258

$273 total

includes taxes & fees

Sep 29 - Sep 30

An aerial view of a coastal resort with multiple buildings, a swimming pool, and a tennis court.

Hotel Jardim Atlantico

Calheta

$180

$192 total

includes taxes & fees

Oct 4 - Oct 5

Calheta Beach - All Inclusive

Calheta

$320

$337 total

includes taxes & fees

Oct 1 - Oct 2

A cobblestone path leading to a stone building with a red door, surrounded by lush hydrangea bushes.

A table set for dining with a view of the sea.

Quinta das Vinhas

Calheta

$196

$208 total

includes taxes & fees

Oct 9 - Oct 10

Casas da Levada

Calheta

$250

$265 total

includes taxes & fees

Oct 2 - Oct 3

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Top neighborhoods in Calheta

Estrela da Calheta

A coastal marina with boats docked, a road leading to the marina, and buildings on a hillside.

Estrela da Calheta

Calheta's Estrela da Calheta neighborhood offers attractions including Casa das Mudas Arts Center.

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Top landmarks in Calheta

25 Fontes and Cascada da Risco

9.4/10 (16 reviews)

Travelers who enjoy the great outdoors might want to go to 25 Fontes and Cascada da Risco, located 4.3 mi (6.8 km) from central Calheta.

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Eglise de Faja da Ovelha

8.4/10 (15 reviews)

If you're planning a bit of sightseeing during your trip, head to Eglise de Faja da Ovelha— just one of the monuments in central Faja da Ovelha.

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Casa das Mudas Arts Center

7.6/10 (5 reviews)

Estrela da Calheta is home to Casa das Mudas Arts Center, so why not stop by during your stay in Calheta. If you'd also like to explore some of the parks in Calheta, head to Fanal Protected Area and Caves of Sao Vicente and Volcanism Center.

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Levada Pedregal

8.0/10 (2 reviews)

Listen to the relaxing sound of the water and take some great vacation pics at Levada Pedregal located 0.8 mi (1.2 km) from central Ponta do Pargo.

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Calheta Beach

Whether you want to hunt for sand dollars or smell the fresh air, Calheta Beach is a spot you might want to check out, located 1 mi (1.6 km) from central Lombo do Doutor. Enjoy the sunset by the shore at Ponta Do Sol Beach.

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Ponta do Pargo Lighthouse

9.0/10 (4 reviews)

If you're planning a bit of sightseeing during your trip, head to Ponta do Pargo Lighthouse— just one of the landmarks located 0.7 mi (1.1 km) from central Ponta do Pargo.

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beach near Jardim do Mar

If being by the water is a major draw, beach near Jardim do Mar is a spot you might want to check out when visiting central Jardim do Mar. If you want to continue walking by the waves, head to Paul do Mar Beach and Calheta Beach.

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About the destination

Spend time by the sea, and visiting the marina in Calheta. Nature lovers can visit 25 Fontes and Cascada da Risco and Levada Pedregal. You might find that sights like Paul do Mar Beach and Casa das Mudas Arts Center are worth a visit.