Hotels with a Pool in Il Borgo

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Hotels with a Pool in Il Borgo

A rectangular swimming pool with clear blue water, surrounded by white lounge chairs and umbrellas, set against a backdrop of trees and a clear sky.

A stone building with outdoor seating and a fountain.

A stone building with a tiled roof, a small window, and a metal fence.

A bedroom with a bed, a dining table, and a TV. There is a balcony with a view of greenery.

1. Villa Borgo San Pietro

Cortona

Pool loungers

$113

$133 total

includes taxes & fees

Oct 5 - Oct 6

A swimming pool with lounge chairs and umbrellas, surrounded by a brick pathway and greenery.

A rustic outdoor dining area with stone walls, a table, and wicker chairs.

A bedroom with a large bed, wooden ceiling beams, a window with a view of greenery, and a small table with a bowl.

A stone building with a large arched doorway, surrounded by greenery and a hillside in the background.

2. Relais Villa Baldelli

Cortona

Poolside bar
Pool loungers

$127

$148 total

includes taxes & fees

Oct 7 - Oct 8

A tranquil sunset over a calm body of water with a gazebo structure in the foreground.

A cozy bedroom with a large bed, two armchairs, a small table with a teapot, and a window with a view of trees.

A large building with a tiled roof, surrounded by grapevines and a hay bale in a field.

An aerial view of a rural property with multiple buildings, a swimming pool, and surrounding agricultural fields.

3. Cortona Resort - Le Terre Dei Cavalieri

Cortona

Outdoor pool
Poolside bar
Pool loungers

$150

$171 total

includes taxes & fees

Oct 5 - Oct 6

A pool area with lounge chairs, a hot tub, and a view of mountains.

A terrace with sun loungers, stone walls, and potted plants.

A spacious room with a large window, a view of a landscape painting, and a desk with a vase of flowers.

A balcony with a pool view, a small table, and a chair.

4. Monastero di Cortona Hotel & Spa

Cortona Old Town

Indoor pool
Hot tub

$248

$282 total

includes taxes & fees

Oct 25 - Oct 26

A pool surrounded by neatly trimmed hedges and a row of sun loungers.

A restaurant with round tables set for dining, large windows with curtains, and a view of the countryside.

A courtyard with a brick building, surrounded by well-maintained lawns and potted plants.

A playground with a slide and swings, surrounded by lush greenery and flowering plants.

5. Borgo Tre Rose

Montepulciano

Outdoor pool
Pool loungers

$74

$85 total

includes taxes & fees

Nov 2 - Nov 3

A hotel with a rooftop pool, a modern building with a sloped roof, and a view of the surrounding town.

A hotel with a modern design, featuring a prominent green sign, multiple balconies, and well-maintained landscaping.

A modern hotel lobby with a reception desk, seating area, and a large plant.

A modern bar area with a counter, bar stools, and a seating area with chairs.

6. Hotel Park

Castiglion Fiorentino

Pool loungers

$106

$121 total

includes taxes & fees

Oct 7 - Oct 8

A rectangular swimming pool with clear blue water, surrounded by a paved deck and a gazebo.

A formal dining room with a large table, chairs, and a chandelier.

An outdoor dining table set with tea, coffee, and pastries, surrounded by white metal chairs and a stone fountain in the background.

A bedroom with a wooden ceiling, a chandelier, a bed, a dresser, and a chair.

7. Agriturismo Villa Augusto

Cortona

Pool loungers

$164

$186 total

includes taxes & fees

Oct 5 - Oct 6

A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.

A person in a white robe standing by a window with a view of mountains.

A couple dining at a table with a scenic view of mountains and a lake.

A bedside table with a vase of flowers, a book, and a drawer.

8. Locanda agli Amici

Cortona

Pool loungers

$97

$116 total

includes taxes & fees

Oct 5 - Oct 6

A swimming pool with a stone wall and potted plants, surrounded by greenery and a clear sky.

A bedroom with a bed, a table with lemons, a window with curtains, and a radiator.

A stone building with a rustic charm, featuring a welcoming entrance and a small outdoor seating area.

A cozy living room with a fireplace, a sofa, a dining table, and various decorative items.

9. Locanda del Molino

Cortona

Outdoor pool
Poolside bar
Pool loungers

$77

$94 total

includes taxes & fees

Oct 27 - Oct 28

10. Agriturismo Parco Fiorito

Tuoro sul Trasimeno

Indoor pool
Pool loungers
Hot tub

$111

$169 total

includes taxes & fees

Oct 22 - Oct 23

A rectangular swimming pool with a tiled deck, surrounded by lounge chairs and umbrellas.

An aerial view of a vineyard estate with rows of grapevines, a swimming pool, and a red building.

An outdoor dining area with string lights, tables set for a meal, and a natural backdrop.

A window with a view of a green landscape, a table with a teapot, cups, and a tray of snacks.

11. Podere La Rocca

Montepulciano

Outdoor pool
Pool loungers
Hot tub

$156

$176 total

includes taxes & fees

Oct 28 - Oct 29

A landscaped garden with a swimming pool, neatly trimmed hedges, and outdoor seating areas.

A long dining table set with plates, glasses, and floral centerpieces, surrounded by chairs.

A building with arched windows and a well-maintained garden with trimmed bushes and a large flower pot.

A greenhouse-style dining area with tables and chairs, surrounded by greenery and string lights.

12. La Cantina Relais - Fattoria Il Cipresso

Arezzo

Outdoor pool
Pool loungers

$96

$112 total

includes taxes & fees

Oct 14 - Oct 15

A swimming pool with a green-lit edge, a glass-enclosed structure in the background, and a bench near the pool.

A round table set for dining with candles, wine glasses, and a bottle of wine. A stone wall and wooden furniture are in the background.

A bedroom with a bed, a chair, a table with a candle, and a wardrobe.

A bathroom with a stone wall, a large bathtub, and a glass-enclosed shower area.

13. Cortona Resort Spa

Cortona

Outdoor pool
Hot tub

$147

$165 total

includes taxes & fees

Oct 12 - Oct 13

A villa with a swimming pool, surrounded by olive groves and fields.

A rustic interior with a wooden dining table, a staircase, and a stone wall.

A rustic living room with stone walls, a fireplace, and a cozy seating area.

A rustic living room with exposed brick arches, a stone fireplace, and a cozy seating area.

14. Agriturismo Podere Caggiolo

Marciano della Chiana

Pool
Free breakfast
Pet friendly
Free parking
Free WiFi
Air conditioning

$73

$80 total

includes taxes & fees

Oct 19 - Oct 20

A person in a swimming pool with a view of trees and mountains through a window.

A spacious, well-lit restaurant with large windows, wooden tables, and potted plants.

A balcony with a table and chairs, a potted plant, and a view of a green landscape.

A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.

15. Il Falconiere - Relais e Chateaux

Cortona

2 outdoor pools
Poolside bar
Pool loungers
Hot tub

$385

$428 total

includes taxes & fees

Nov 2 - Nov 3

A large outdoor swimming pool with multiple lanes and a surrounding deck area.

A room with a wooden desk, a laptop, a chair, a sofa, and a small table with a bowl of fruit and flowers.

A conference room with a long table, black chairs, a red curtain backdrop, and wall-mounted lighting.

A hotel room with a bed, bedside table, and a desk with a chair.

16. Hotel Apogeo

Sinalunga

2 outdoor pools
Poolside bar
Children's pool

$99

$112 total

includes taxes & fees

Oct 9 - Oct 10

A nighttime swimming pool with a clear reflection, surrounded by trees and lounge chairs.

A large, two-story building with a symmetrical facade, a central entrance, and evenly spaced windows.

A restaurant interior with tables set for dining, a kitchen area, and a wine display.

An outdoor dining area with tables set for breakfast, including pastries, fruit, and beverages.

17. Hotel Le Capanne

Arezzo

Pool
Free breakfast
Airport transfer
Pet friendly
Free parking
Free WiFi

$106

$124 total

includes taxes & fees

Oct 18 - Oct 19

An aerial view of a rectangular swimming pool with a surrounding tiled deck, surrounded by grassy areas and trees.

A bedroom with a bed, bedside lamps, a window, and a rustic wooden ceiling.

A historic building with a courtyard, surrounded by lush greenery and trees.

A cozy living room with a grey sofa, a green lamp, and a large mirror.

18. Equo Suites

Castiglione del Lago

Pool umbrellas

$118

$135 total

includes taxes & fees

Nov 3 - Nov 4

A large, rectangular swimming pool surrounded by a well-maintained lawn, with a house and garden in the background.

A bathtub filled with water, a window with curtains, a painting on the wall, and a shelf with decorative items.

A house with a tiled roof, surrounded by a well-maintained garden and trees.

A traditional villa with a garden, outdoor seating, and a clear blue sky.

19. Casa Bellavista

Cortona

Pool loungers
Hot tub

$195

$218 total

includes taxes & fees

Oct 5 - Oct 6

A swimming pool with a palm tree, a lounge chair, and a clear blue sky.

A modern bathroom with a white sink, wooden vanity, and a glass shower enclosure.

A bar area with stools, a refrigerator, and shelves with bottles.

A bedroom with a bed, a nightstand, a wall-mounted shelf, and a wall mural of a lake.

20. Hotel La Darsena

Passignano sul Trasimeno

Pool loungers
Near the beach

$65

$75 total

includes taxes & fees

Nov 2 - Nov 3

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