A vineyard with rows of grapevines, a house surrounded by trees, and a road with vehicles.

Chianti Region Hotels with Indoor Pool

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chianti Region Hotels with indoor pool

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

Our top choices for Chianti Region hotels with an indoor pool

A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.
A stone building with a garden, tall trees, and a clear blue sky.
A room with a large window offering a view of a hilly landscape. There is a sofa with patterned upholstery and a lamp on a side table.
A restaurant with stone walls and a high ceiling, featuring tables set for dining.

1. Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
  • Serene pools with vineyard views offer both indoor and outdoor aquatic escapes.
RM1,354
RM1,535 total
includes taxes & fees
30 Oct - 31 Oct
Castello di Spaltenna- Small Luxury Hotels of the World
A couple dining at an outdoor table with a view of the countryside.
A spacious room with high arched ceilings, a wooden dining table, chairs, and a bookshelf.
A narrow street with buildings on either side, a flag, and a bench.
A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.

2. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
  • Sun-kissed pools in tuscan splendour beckon with historic charm and breathtaking views.
RM478
RM553 total
includes taxes & fees
2 Nov - 3 Nov
Palazzo Leopoldo Dimora Storica & Spa
A spa area with a stone ceiling, a pool, and two sun loungers.
A courtyard with outdoor seating, stone walls, and a staircase.
A luxurious room with ornate ceiling artwork, plush seating, and elegant lighting fixtures.
A spa area with multiple white massage chairs arranged in a row, a brick ceiling, and a staircase in the background.

3. Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
Radda in Chianti
  • Dive into year-round pool perfection with indoor and seasonal outdoor swimming options at this elegant Tuscan retreat.
RM498
RM575 total
includes taxes & fees
1 Nov - 2 Nov
Hotel Palazzo San niccolò & Spa
A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.
A compact living space with a wooden ceiling, a white sofa, a small table, a potted plant, and a cabinet with circular designs.
An aerial view of a rural village with traditional stone buildings, terraced fields, and a prominent villa with a swimming pool.
A rustic outdoor setting with a stone building, round tables, and outdoor seating.

4. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
RM1,103
RM1,241 total
includes taxes & fees
6 Oct - 7 Oct
Chapter Chianti, a Member of Design Hotels
A poolside area with a view of a mountainous landscape, a well-manicured lawn, and outdoor seating with umbrellas.
A four-poster bed with a view of the outdoors, a desk with a chair, and a sofa in a room with wooden beams on the ceiling.
An outdoor dining area with tables and chairs, overlooking a scenic view of a coastal town during sunset.
A cozy living room with a fireplace, wooden bookshelves, and a decorative mirror.

5. Villa Sassolini Country Boutique Hotel

Villa Sassolini Country Boutique Hotel
Montevarchi
  • Splash and relax at this Tuscan retreat with dreamy indoor and outdoor pools for any season.
RM913
RM1,004 total
includes taxes & fees
5 Oct - 6 Oct
Villa Sassolini Country Boutique Hotel
A spacious interior with high arched ceilings, stone walls, and a central round mirror reflecting the room. Tables and chairs are arranged for dining or socializing.
A resort with a swimming pool, terraced gardens, and a view of rolling hills.
A garden with tall cypress trees, a variety of shrubs, and a stone pathway.
An outdoor dining area with tables and chairs, a chef preparing food, and a scenic view in the background.

6. COMO Castello Del Nero

COMO Castello Del Nero
Tavarnelle Val di Pesa
  • Seasonal outdoor pool oasis in Tuscan wine country offers private poolside dining and luxury spa treatments.
RM3,221
RM3,580 total
includes taxes & fees
30 Oct - 31 Oct
COMO Castello Del Nero
A large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.
A restaurant with stone pillars, wooden beams, and white tablecloths. Tables are arranged for dining.
A pool area with lounge chairs and umbrellas, a large building in the background, and a view of the countryside.
A spacious living room with a high ceiling, exposed wooden beams, and a large arched brick structure. There are multiple seating areas with floral-patterned sofas and armchairs. A fireplace and bookshelves are visible in the background.

7. Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
  • Dive into tranquil luxury at this hotel's indoor and seasonal outdoor pools, complemented by a poolside bar and loungers.
RM2,251
RM2,522 total
includes taxes & fees
11 Oct - 12 Oct
Hotel Le Fontanelle
A spacious indoor area with arched windows, wooden furniture, and hanging plants.
A swimming pool with a clear blue water surface, surrounded by a brick deck and a grassy area with trees.
A stone building with a garden, outdoor seating, and a large tree.
An outdoor dining area with tables set for a meal, large windows, and a stone wall in the background.

8. Relais Villa Olmo

Relais Villa Olmo
Impruneta
RM532
RM600 total
includes taxes & fees
2 Nov - 3 Nov
Relais Villa Olmo
A scenic outdoor venue with multiple covered seating areas and a view of the surrounding landscape.
A restaurant with white tables and chairs, wine bottles on shelves, and a chandelier.
A stone pathway leading to a rustic building with a wooden door and shutters.
A spa room with a massage table, towels, and candles.

9. Azienda agricola la camporena

Azienda agricola la camporena
Greve in Chianti
RM579
RM656 total
includes taxes & fees
13 Oct - 14 Oct
Azienda agricola la camporena
An outdoor seating area with tables and chairs, a wooden bar, and a view of the countryside.
A pond with a fence, surrounded by trees and flowers.
A swimming pool with a wooden deck, a covered outdoor seating area, and a house with a red roof in the background.
A dining area with a long table set for a meal, chairs, wine glasses, and a fireplace with a framed artwork above.

10. Casa di Palaia

Casa di Palaia
Greve in Chianti
  • Lakeside retreat offers a seasonal outdoor pool and private pool for sun-soaked relaxation.
RM414
RM474 total
includes taxes & fees
5 Oct - 6 Oct
Casa di Palaia
View all properties

Top Chianti Region Hotel Reviews

Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"This was a beautiful hotel! Everything from the room to the amenities to the staff. Most of the amenities are complimentary (sauna, steam room, pool, gym, etc). The staff were very helpful as well. We would absolutely stay here again."
Sonja 3-night trip
Posted 2 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Hu Norcenni Girasole Village

Hu Norcenni Girasole Village

10/10 Excellent
"My family and I had such a great time. Such a kid friendly place and at check in they even had a little playground while you waiting and gave the kids bubbles. So great to be in nature and all of the amenities were lovely. The waterparks that were padded on the ground were genius and we did a family wine tasting which was such a lovely memory. Our stay was so nice with the deck and the grocery store is so affordable for dinners in. Love love love! My toddler played all day and there were so many times we got to relax because they had everything that we wanted or needed right on property."
Maya 4-night trip
Posted 7 days ago
Hu Norcenni Girasole Village

Explore a world of travel with Expedia