We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Gaiole in Chianti Rentals with Pools

List your property
Owner log in
Check in
— / — / —
Check out
— / — / —
Guests
0 rooms, 2+ guests
Distance from
1 mi
Price per night
$0
$1,000+
Suitability
Show more
Bathrooms
Any
Amenities
Show more
Property type
Show more
Distinctive Features
Show more
Neighborhood
128 rentals in Gaiole in Chianti.
Sort by:
Tripadvisor Sort
LUXURY APARTMENT WITH PRIVATE GARDEN & VIEWS
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Payment Protection
Le Pratola Luxury Villa in Chianti with Heated Pool, top rated reviews.
5 bedrooms
6 bathrooms
Sleeps 13
Match: Sleeps
More info
Check in
Check out
Payment Protection
Casacorvo Minore *20% late Summer Discounts *Exclusive EV Point Included*
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection
Secluded private retreat, but strategic to main attractions of Chianti hills
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Enjoy Breathtaking Views at Boutique Farmhouse & Infinity Pool
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Casacorvo Maggiore: *20% Late Summer Discounts* Exclusive EV Point Included*
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Payment Protection
Private secluded retreat! Book now for a week until 10 July '21 and get 10% off!
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
Payment Protection
Casa Felice is a 2 bedroom apartment in village of Gaiole, sleeps 6, shared pool
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection
Just 5 minutes from the centre of the Gaiolie, wonderful apartment with pool and breathtaking terrace, sleeps 6
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection
A HOLIDAY IN THE HEART OF CHIANTI
2 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
More info
Check in
Check out
Payment Protection
Save time - get the best Gaiole in Chianti rentals sent straight to your email!
Barn overlooking the vineyards
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection
PODERE MONTELUCCI - GAIOLE IN CHIANTI
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
Payment Protection
Lodge Ricavo con piscina riscaldata e jacuzzi esterna
12 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Casa Ciaccheri
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection
San Sano hamlet in the Heart of the Chianti, the Best choice in Tuscany !
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check in
Check out
Payment Protection
Hilltop Poolside 2 Bedroom Villa in Chianti
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check in
Check out
Payment Protection
Villa Eracle
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Payment Protection
2 Zimmer Unterkunft in Gaiole in Chianti SI
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Villa Gaiole, Borgo di Gaiole
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection
Torre di Cancelli - luxury villa in Chianti!
7 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
Check in
Check out
Payment Protection
Gaiole in Chianti Villa Sleeps 4 with Pool Air Con and WiFi - 5512961
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection
Charming Nido in Chianti Shire
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Payment Protection
TOSCANAFERIEN - PODERE L'AQUILA - OSKAR SIGRIST
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Payment Protection
UNA VACANZA DA SOGNO
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Payment Protection
Casa Giardino, Borgo Gaiole
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection
Exclusive and reserved in Chianti - Quercia
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Payment Protection
Chianti Castle, Stunning large lodging,Wi Fi,Swimming Pool,restaurant,C
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check in
Check out
Payment Protection
Geneva House historic home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection
Villa il Roseto
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Payment Protection
La Canonica di Vertine
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Payment Protection
Vecchio Frantoio, Gaiole in Chianti, Siena and Chianti
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Casina Di Mello
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Payment Protection
Casa il Mandorlo private garden - pool
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Payment Protection
Apartment ground floor
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
Payment Protection
Caciaia
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
More info
Check in
Check out
Payment Protection
Eremo Chiostro
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
Check in
Check out
Payment Protection
Podere Lucignano Secondo - Apt. Le Logge (first floor)
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection
Il Borghetto, Gaiole-in-Chianti
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Payment Protection
CASA DEL CIRICA
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check in
Check out
Payment Protection
Il Nibbio
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check in
Check out
Payment Protection
XI CENTURY ANTIQUE FARMHOUSE WITH CHIANTI LANDSCAPE IN GAIOLE
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
More info
Check in
Check out
Payment Protection
Gaiole in Chianti Villa Sleeps 8 with Pool Air Con and WiFi - 5606784
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Payment Protection
Vertine Villa Sleeps 8 with Pool Air Con and WiFi - 5343550
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Payment Protection
Canonica
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Payment Protection
Casa Refolo D
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection
Amazing stay in the heart of Tuscany, Chianti area
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
Payment Protection
Gaiole Apartment - Gaiole Apartment 40
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check in
Check out
Payment Protection
Fattoria Castello di Starda Classic Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection
Borratella, Gaiole in Chianti, Siena and Chianti
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Villa Casanuova
11 bedrooms
11 bathrooms
Sleeps 22
Match: Sleeps
More info
Check in
Check out
Payment Protection
PreviousNext
123