
Vacation rentals with a pool in Santa Maria a Monte
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Top-rated rentals with a pool in Santa Maria a Monte
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Podere Vergianoni immerso nelChianti con piscina
Podere Vergianoni is an ancient and historic property dating back to the 17th century, located in the beautiful hills of Chianti in Tuscany, with the possibility of organizing a shuttle service and exclusive experiences tailored to you. The apartment is available for 2 adults, with the possibility of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard, you'll find a saltwater swimming pool with a relaxation area on a panoramic terrace overlooking the castle, hills, and vineyards, with incomparable sunsets.

Relaxation and charm in the Chianti hills
Beautiful stone farmhouse, detached, surrounded by olive trees and the Chianti hills, with private garden and panoramic swimming pool. Ground floor with large living rooms, antique fireplace and wood-burning oven, bright living room and fully equipped kitchen. On the first floor, three suites consisting of a bedroom, study and private bathroom. Access via gate and white road on private property just 500 meters from the village of Strada in Chianti. Ideal for peace and relaxation. Convenient location for visiting Tuscany.

TREEhouse / casaBARTHEL
casaBARTHEL is a perfect place for a vacation and an artist residency, immersed in the Tuscan landscape only 15' from the florentine Duomo. Come and live with us; enjoy the olive trees, the kitchen garden, our horse Astro and our family life style, away from the working rhythm. By providing wifi only in the communal courtyard we suggest to take a break from been connected with elsewhere and enjoy the 'here and now' . But if you need to work you can rent a portable private connection from us.

Le Querce, “Salvia” apartment – relaxation in Tuscany!
The new apartments "Le Querce" are on the ground floor of a villa located on a three-hectare farm with olive grove and orchard, characterized by the presence of tall oak groves. The accommodations are apartments of about 60 square meters each of which has a porch in front, for personal use of about 20 square meters overlooking the infinity pool, this one of common use (of 50 square meters), sunbeds and umbrella available. Guests will be able to use free, unattended private parking.

Villa Gourmet Food, Pizza, Chef, Pool and Nature
Villa Gourmet Typical farmhouse in the heart of Tuscany with 6 bedrooms that can comfortably accommodate up to 14 guests. - Exclusive saltwater infinity pool - Gourmet cuisine - Large garden with private parking - Two Free Charging Station (3,75 KW) - Veranda with table and Weber barbecue by the pool - Children's play area and table tennis - Football pitch - Home Restaurant service available - Cooking class and pizza workshop using a wood-fired oven - Shuttle Services

Belforti Tower
Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.

Old hayloft on the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

Casale I Lecci - Rose
Apartment 65 sqm, first floor, kitchen/living room with sofa bed, bedroom with double bed, bedroom with 2 single beds, bathroom with shower. The recently renovated property is located on a hill about 1 km from the small medieval historic center of Santa Maria a Monte, in a very favorable position for visiting the most important art cities of Tuscany. The farmhouse contains a total of 4 independent apartments, equipped with all the necessary amenities.

Cercis - La Palmierina
E' un appartamento facente parte di una tenuta completamente recintata di 60 ettari di natura incontaminata: più di 1000 ulivi, innumerevoli cipressi e foreste profumate creano un ambiente idilliaco per coloro che ricercano tranquillità e silenzi. La tenuta Palmierina è in prossimità di Castelfalfi (un vero gioiello di architettura medievale) e nelle vicinanze di Firenze (50 Km), Siena (50 Km), Pisa (50 Km). Nelle vicinanze ci sono due campi da golf.

Contemporary Farmhouse with Pool in Villa Campanil
Once Upon a Time in the Heart of Tuscany...<br><br>Nestled in the sun-drenched hills of the Tuscan countryside, where vineyards, olive groves and oak woods stretch to the horizon, lies a hidden gem—Villa Campanile. This enchanting contemporary farmhouse, with its 3 luxurious bedrooms and 3 stylish bathrooms, invites you to experience the magic of Tuscany in a way that blends the charm of the past with the comfort of modern living.<br><br>

Countryside Dream farm in Tuscany
Have you ever dreamed of experiencing the rolling hills of Tuacany ? This is a berautiful organic farm in the middle of Tuscan Hills, you will be surrounded by nature but close to all the beautiful cities of Tuscany! We rent two apartments, one on the upper floor called Balla and one on the ground floor called Modigliani. Tell us which one you prefer. PLEASE NOTE YOU WILL NEED A CAR DURING YOUR STAY.

Rosa: Tuscan Views & Pool, Walk to Town
Welcome to La Lunaria di Lajatico, an elegant residence in the Tuscan hills, just a 7-minute walk from the village of Lajatico, hometown of Andrea Bocelli. With two pools, panoramic terraces overlooking rolling hills, olive groves, BBQ, and full modern comfort, it offers four rustic-chic apartments—ideal for families, couples, or groups seeking authentic Tuscany close to town.
Popular amenities for Santa Maria a Monte rentals with a pool
House rentals with a pool

Hilltop Views From a Historic Tuscan Home

Private Chianti Cottage, Garden & Vineyard Views

Infinity pool in Chianti area

Borgo Metato – Fico

SuiteLouise.pool, Hot Tub,homeGym & private Garden

Castel San Giorgio

Charming Cottage with Splendid Private Pool

Nada Home
Condo rentals with a pool

Stone House in Chianti with pool and parking

Charming old Tobacco Farm with Pool

Scenic Stilish Country

Fattoria Lornano Winery- villa ''Trebbiano''

Farmhouse near Florence - Loggia

Vintage Residence with Pool in Chianti

Ginestra: Private Pool Overlooking Florence

La Casetta
Home rentals with a private pool

Casa Luigi Suite with exclusive pool

Farmhouse , pool, 13 px. Lucca 10km

Stone House with Exclusive Pool Codilungo in Chianti
Historic villa x8 with exclusive pool

Villa Fonteintanata Ground floor
Quick stats about vacation rentals with a pool in Santa Maria a Monte

Total vacation rentals
Explore 30 vacation rentals in Santa Maria a Monte

Nightly prices starting at
Santa Maria a Monte vacation rentals start at G$16,736 GYD per night before taxes and fees

Verified guest reviews
Over 340 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Wi-Fi availability
20 of Santa Maria a Monte vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Santa Maria a Monte rentals

4.8 Average rating
Santa Maria a Monte stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
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- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Mugello Circuit
- Mercato Centrale
- Pisa Centrale Railway Station
- Uffizi Gallery
- Fortezza da Basso
- Stazione Santa Maria Novella
- Piazza della Repubblica
- Spiagge Bianche
- Del Chianti
- Gorgona
- Piazzale Michelangelo
- Parco delle Cascine
- Pitti Palace
- Gulf of Baratti
- Palazzo Vecchio
- Boboli's Garden
- Piazza della Signoria
- Basilica of Santa Croce





