A stone castle with battlements overlooking a lush valley with vineyards.

Find Hotels with a Pool in Gaiole in Chianti

  • 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 Gaiole in Chianti Hotels with a Pool

Tonight
Sep 16 - Sep 17
Tomorrow
Sep 17 - Sep 18
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

Our top choices for Gaiole in Chianti hotels with a pool

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.
NT$13,214
NT$14,902 total
includes taxes & fees
Oct 5 - Oct 6
Castello di Spaltenna- Small Luxury Hotels of the World

2. Castello di Meleto

Castello di Meleto
Gaiole in Chianti
  • Seasonal outdoor pool at Tuscan farm stay with vineyard views and sun loungers for serene relaxation amid the countryside.
NT$7,375
NT$8,406 total
includes taxes & fees
Sep 16 - Sep 17
Castello di Meleto

3. Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti
  • Tuscan retreat offers sparkling outdoor pool with free cabanas, loungers, and refreshing poolside bar service.
NT$4,630
NT$5,386 total
includes taxes & fees
Oct 5 - Oct 6
Ultimo Mulino Wellness Country Hotel

4. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
  • Poolside bliss awaits at this Tuscan wine resort where medieval castle meets vineyard views.
NT$6,683
NT$7,645 total
includes taxes & fees
Oct 11 - Oct 12
Castello di Tornano Wine Resort

5. Badia a Coltibuono

Badia a Coltibuono
Gaiole in Chianti
  • Rustic Tuscan farm stay captivates with a seasonal outdoor pool and garden views in the heart of wine country.
NT$5,968
NT$6,858 total
includes taxes & fees
Oct 14 - Oct 15
Badia a Coltibuono

6. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
  • Tuscan vineyard retreat with sun-kissed seasonal pool beckons outdoor adventurers for summer splashing.
NT$2,728
NT$3,148 total
includes taxes & fees
Oct 11 - Oct 12
Agriturismo San Sano

7. Borgo Casa al Vento

Borgo Casa al Vento
Gaiole in Chianti
  • Tuscan poolside paradise with two outdoor pools, winery, and massage treatments.
NT$5,838
NT$6,716 total
includes taxes & fees
Sep 16 - Sep 17
Borgo Casa al Vento

8. Podere L'Aquila

Podere L'Aquila
Gaiole in Chianti
NT$5,406
NT$15,012 total
includes taxes & fees
Sep 27 - Sep 28
Podere L'Aquila

9. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
  • Tuscan poolside paradise awaits with hot tub soaks and scenic lounging in rural tranquility.
NT$5,579
NT$6,431 total
includes taxes & fees
Sep 16 - Sep 17
Borgo Argenina

10. Agriturismo Crocino in Chianti

Agriturismo Crocino in Chianti
Gaiole in Chianti
NT$5,005
NT$5,799 total
includes taxes & fees
Sep 16 - Sep 17
Agriturismo Crocino in Chianti
View all properties

Choose what matters most at hotels with a pool in Gaiole in Chianti

Breakfast included
4 stars
5 stars
Hot tub
Spa

Hotels with pools and free breakfast in Gaiole in Chianti

Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
NT$13,214
NT$14,902 total
includes taxes & fees
Oct 5 - Oct 6
Castello di Spaltenna- Small Luxury Hotels of the World

Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti
NT$4,630
NT$5,386 total
includes taxes & fees
Oct 5 - Oct 6
Ultimo Mulino Wellness Country Hotel

Castello di Meleto

Castello di Meleto
Gaiole in Chianti
NT$7,375
NT$8,406 total
includes taxes & fees
Sep 16 - Sep 17
Castello di Meleto

Badia a Coltibuono

Badia a Coltibuono
Gaiole in Chianti
NT$5,968
NT$6,858 total
includes taxes & fees
Oct 14 - Oct 15
Badia a Coltibuono

Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
NT$6,683
NT$7,645 total
includes taxes & fees
Oct 11 - Oct 12
Castello di Tornano Wine Resort

Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
NT$2,728
NT$3,148 total
includes taxes & fees
Oct 11 - Oct 12
Agriturismo San Sano

Borgo Casa al Vento

Borgo Casa al Vento
Gaiole in Chianti
NT$5,838
NT$6,716 total
includes taxes & fees
Sep 16 - Sep 17
Borgo Casa al Vento

Borgo Argenina

Borgo Argenina
Gaiole in Chianti
NT$5,579
NT$6,431 total
includes taxes & fees
Sep 16 - Sep 17
Borgo Argenina

Borgo Le Noci Chianti Retreat & Pool

Borgo Le Noci Chianti Retreat & Pool
Gaiole in Chianti
NT$5,342
NT$6,170 total
includes taxes & fees
Oct 5 - Oct 6
Borgo Le Noci Chianti Retreat & Pool
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

Top Gaiole in Chianti Hotel Reviews

Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent
"If you are driving around in Tuscany and need a place to stay, look no further! The place is beautiful, clean, friendly staff and feels like a 5 star hotel without the price. location was central to all the wineries and Tuscany sites. Breakfast was fantastic. Awesome place!"
George 1-night trip
Posted 9 hours ago
Hotel Casolare Le Terre Rosse
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"The experience was exceptional, the dinners in both restaurants on site were spectacular. The staff was amazing, friendly, and made our stay very memorable. We are planning to return soon."
David 3-night trip
Posted 16 hours ago
Castello di Spaltenna- Small Luxury Hotels of the World
Hu Firenze Camping In Town

Hu Firenze Camping In Town

8/10 Good
"It took awhile for staff to find our reservation through Expedia, we weren’t sure if it even existed on their end.. It’s about an hour walk to the city center, but bus, bike, taxi options are available. The staff were rude when we struggled to buy smokes from the machine in reception (if you don’t have European ID, good luck!). Our porch light didn’t work in our glamp tent and it wasn’t the best quality but amenities make it worth it- shops, restaurant, pool/jacuzzi, laundry, etc., though it doesn’t seem the pool is open in early September."
Liliana 3-night trip
Posted 1 day ago
Hu Firenze Camping In Town
Hotel Athena

Hotel Athena

10/10 Excellent
"We had a wonderful stay at Hotel Athena in Siena. The service was exceptional, the staff were warm, welcoming and genuinely helpful throughout our visit. The location was fantastic for exploring Siena, with everything within walking distance, while the hotel itself provided a comfortable and relaxing place to come back to after a day of exploring. We also loved the beautiful views from the terrace which was the perfect spot to unwind with a drink and take in the scenery. Sunset was especially beautiful and I would recommend calling the terrace staff themselves to reserve your seat. They are VERY busy up there so please exercise patience and kindness to the server and bartender as they work so hard to get your orders to you as quickly as possible. Self parking our car was a huge bonus as we rented a vehicle to explore Tuscany. A lovely hotel, a great location and wonderful service. We would happily stay here again when visiting Siena!"
stacy 3-night trip
Posted 4 days ago
Hotel Athena
Villa Pitiana

Villa Pitiana

10/10 Excellent
"We spent our honeymoon here and it was absolutely beautiful"
Rochelle 3-night trip
Posted 7 days ago
Villa Pitiana
Poderi Arcangelo

Poderi Arcangelo

8/10 Good
"Lovely place. Rooms are a nice nice. We stayed in a junior suite. Pool was lovely and the view from it was incredible. Ball games etc not allowed in the pool and the pool area bar didn’t open until about 5/6pm. This is not a criticism as it created a quiet and relaxed vibe which was fitting of the view and location, but worth noting. Breakfast was nice, we would have preferred a little more choice, but no complaints, they hosted a pizza night on one of our stays, the pizza was ok, we would have preferred to have the Tuscan dinner another night but didn’t work with our plans, All in all a lovely stay, would happily return."
Nicholas 2-night trip
Posted 3 weeks ago
Poderi Arcangelo
Castello di Tornano Wine Resort

Castello di Tornano Wine Resort

8/10 Good
"We really like this place. Pool was very nice and staff were mostly helpful. Its a pretty good location to visit multiple areas as well. Room air conditioner did an ok job upstairs in bedroom loft but struggled to keep it cool in the sitting area on main level. The view from the tower is awesome but its a climb"
John 6-night trip
Posted 1 month ago
Castello di Tornano Wine Resort

Frequently asked questions

What are some accommodations with pools in Gaiole in Chianti?
Castello di Spaltenna- Small Luxury Hotels of the World: Features an indoor pool, an outdoor pool, and 2 restaurants. Castello di Tornano Wine Resort: Offers a rooftop terrace, a seasonal outdoor pool, and a snack bar/deli. Radisson Blu Hotel, Florence: Hotel located near Ponte Vecchio. Provides free self parking, an outdoor pool, and a 24-hour fitness center. Italiana Hotels Florence: Hotel located near Ponte Vecchio. Features a snack bar/deli, a seasonal outdoor pool, and daily. Hu Firenze Camping In Town: Offers a children's pool, a seasonal outdoor pool, and 3 pool bars.
What is there to see and do in Gaiole in Chianti?
Make a point to visit attractions like Borgo di Vescine - Tenute di Castelvecchi and Chianti Observatory. During your stay, check out sights such as Meleto Castle, Badia a Coltibuono, and Castle of Brolio. You'll also discover lots of options for wineries in Gaiole in Chianti.
When is the best time to book a hotel with a pool in Gaiole in Chianti?
You may want to consider a place to stay that offers an outdoor pool if you will be visiting Gaiole in Chianti in the warmest months of August, July, or June when the average temp is 72°F. Lodging with an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temp is 44°F.

Explore a world of travel with Expedia