Montecastelli Vacations
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Montecastelli Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Villa Neroli
Coverciano
$1,602
per person
Oct 15 - Oct 21
found 22 hours ago
Roundtrip non-stop flight included
Raleigh (RDU) to Florence (FLR)
Book a stay at this spa hotel in Florence. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Piazza del Duomo and Cathedral of Santa Maria del Fiore are located nearby.
We stayed here for the first part of our honeymoon, and it was perfect! The hotel is beautiful, the rooms are comfortable and specious and the AC was amazing for how hot it was! The property is very well maintained, the pool is lovely and we very much enjoyed the restaurant for breakfast and dinner a few nights.
While we loved the quiet location, it is about a 15 minute drive to downtown Florence, so cabs back and forth can get expensive. Regardless, it was an absolutely wonderful stay and would recommend!
Reviewed on Aug 10, 2026
Alfieri9
Historic Centre of Florence
$1,663
per person
Oct 15 - Oct 21
found 22 hours ago
Roundtrip non-stop flight included
Raleigh (RDU) to Florence (FLR)
Stay at this hotel in Florence. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Piazza del Duomo and Cathedral of Santa Maria del Fiore are located nearby.
More quiet residential area of Firenze
in walking distance of center but away from the crowds. No elevator and two flight of stairs.
Reviewed on Jul 5, 2026
Corte Guelfa
Historic Centre of Florence
$1,737
per person
Oct 15 - Oct 21
found 22 hours ago
Roundtrip non-stop flight included
Raleigh (RDU) to Florence (FLR)
Stay at this residence in Florence. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Cathedral of Santa Maria del Fiore and Piazza del Duomo are located nearby.
Air conditioning was unacceptable. It was 96 degrees in Florence (36C) the whole week. The room was 81F (27.4C) when we arrived. The A/C was intentionally neutered to blow air at the lowest setting and the room never cooled down below 79F (26C). Absolutely ridiculous to sweat out your paying customers. Stay somewhere else!
Reviewed on Aug 3, 2026
Il Malaspina
Historic Centre of Florence
$1,762
per person
Oct 15 - Oct 21
found 22 hours ago
Roundtrip non-stop flight included
Raleigh (RDU) to Florence (FLR)
Book a stay at this family-friendly hotel in Florence. Enjoy free breakfast, free WiFi, and 24-hour room service. Popular attractions Cathedral of Santa Maria del Fiore and Piazza del Duomo are located nearby.
Everything was great!
Reviewed on Aug 9, 2026
Art Hotel Villa Agape
Oltrarno
$1,741
per person
Oct 15 - Oct 21
found 22 hours ago
Roundtrip non-stop flight included
Raleigh (RDU) to Florence (FLR)
Stay at this hotel in Florence. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Ponte Vecchio and Cathedral of Santa Maria del Fiore are located nearby.
Great in every way!
Reviewed on Aug 7, 2026
IQ Hotel Firenze
Historic Centre of Florence
$1,812
per person
Oct 15 - Oct 21
found 22 hours ago
Roundtrip non-stop flight included
Raleigh (RDU) to Florence (FLR)
Book a stay at this spa hotel in Florence. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the breakfast and the pool in our reviews. Popular attractions Piazza del Duomo and Cathedral of Santa Maria del Fiore are located nearby.
Lovely hotel away from the busy centre of Florence. Plunge pool was a definite plus after a hot day of seeing the sites.
Reviewed on Aug 10, 2026
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Hotel Toscana Ambassador
Via Salceto, 11 Poggibonsi SI
Book a stay at this business-friendly hotel in Poggibonsi. Enjoy free WiFi, free parking, and 24-hour room service. Our guests praise the helpful staff in our ...
Poderi Arcangelo
Localita Capezzano San Gimignano SI
Book a stay at this family-friendly farm stay in San Gimignano. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our ...
Villa Ermellina Siena, a Tribute Portfolio Hotel
Via Custoza 2 Siena SI
Book a stay at this family-friendly hotel in Siena. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
Hotel Borgo San Luigi
STRADA DELLA CERRETA,7 Monteriggioni SI
Book a stay at this business-friendly hotel in Monteriggioni. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Hotel Casolare Le Terre Rosse
Loc. San Donato San Gimignano SI
Book a stay at this family-friendly hotel in San Gimignano. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
Hotel Pescille by Double Hospitality
Strada Statale 47 San Gimignano SI
Stay at this hotel in San Gimignano. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Fattoria San Donato and Historical Torture Museum ...
Hotel Italia
Viale Camillo Benso Conte di Cavour, 67 Siena SI
Stay at this hotel in Siena. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the helpful staff in our reviews. ...
Villa Sabolini
Loc. Mensanello Colle di Val d'Elsa SI
Stay at this hotel in Colle di Val d'Elsa. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Alta Val d'Elsa River Park and Le Caldane Thermal ...
Borgo Pignano Volterra Tuscany
Localita Pignano 6 Volterra PI
Book a stay at this luxury farm stay in Volterra. Enjoy free breakfast, free WiFi, and free valet parking. Popular attractions Castelvecchio and Castelvecchio ...
Hotel Il Piccolo Castello
Strada Provinciale Colligiana, 8 Monteriggioni SI
Stay at this hotel in Monteriggioni. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Monteriggioni Castle and Casa Vinicola Luigi Cecchi ...
Borgo Santo Pietro
Loc. Palazzetto Chiusdino SI
Book a stay at this luxury hotel in Chiusdino. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Abbazia di San Galgano and Eremo di Montesiepi ...
Hotel Sovestro
Localita Sovestro 63 San Gimignano SI
Book a stay at this golf hotel in San Gimignano. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
Best Western Hotel San Marco
Strada Massetana 70 Siena SI
Book a stay at this business-friendly hotel in Siena. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Piazza del Campo and Fisiocritici ...
Riparbella Country Suite
Località San Martino Riparbella PI
Stay at this hotel in Riparbella. Enjoy free WiFi, free parking, and a garden. Popular attractions La Regola Azienda Vitivinicola and Parco Avventura Il Giardino ...
Camping Boschetto Di Piemma
Localita' Santa Lucia 38C San Gimignano SI
Stay at this campground in San Gimignano. Enjoy free parking, 2 bars/lounges, and a garden. Popular attractions Sovestro in Poggio Winery and Tenuta Sovestro ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Wed, Aug 12 - Sun, Aug 30
JFK
John F. Kennedy Intl.
FLR
Peretola
$748
Roundtrip
found 9 hours ago
Thu, Aug 13 - Mon, Aug 31
JFK
John F. Kennedy Intl.
FLR
Peretola
$780
Roundtrip
found 9 hours ago
Sun, Aug 30 - Tue, Sep 8
JFK
John F. Kennedy Intl.
FLR
Peretola
$892
Roundtrip
found 3 days ago
Wed, Sep 23 - Wed, Sep 30
JFK
John F. Kennedy Intl.
FLR
Peretola
$904
Roundtrip
found 5 days ago
Fri, Sep 25 - Sat, Oct 3
JFK
John F. Kennedy Intl.
FLR
Peretola
$960
Roundtrip
found 5 days ago
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