
Vacation rentals with a pool in Guardistallo
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Guardistallo
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 authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Pieve di Caminino Historic Farm
Solo per amanti della natura. L'antica fattoria Pieve di Caminino, biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.

Open space surrounded by nature
Casa Namaste is a small stone cottage with well-kept interiors 1 km from the medieval village of Montescudaio. The house is completely surrounded by woods and centuries-old oaks. 150 meters away flows the Cecina river. In the 5000 square meter garden there is a natural spring with a large stone tub to cool off and an outdoor hot shower surrounded by greenery. We have a Vodafone adsl line with download 33 and upload 1.4. Smart TV and air conditioning are also available starting this spring

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.

StageROOM03 - Idyllic Chianti cottage near Siena
Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.

Infinity pool in Chianti area
On the Chianti hills, portion of an old stone farmhouse from the 1800s, located in S. Filippo, a small hamlet of Barberino Tavarnelle, halfway between Florence and Siena, a 30-minute drive from Florence airport, 1 hour from Pisa airport. Three bedrooms, two bathrooms, large living room with fireplace, eat-in kitchen and dining room. Magnificent view of the hills from every window! Beautiful infinity pool with whirlpool area, unheated and open from April to October.

Wonderful Loft in Villa with Pool in Chianti
Located on the second and top floor of the "Suites le Valline" complex, the Piazzale Michelangelo loft offers a unique style in an ideal location for exploring Tuscany, a 15-minute drive from Florence and San Casciano! Treat yourself to a moment of relaxation on the beautiful panoramic terrace overlooking Florence, or cool off in the bio pool among the olive trees... and remember that all the vegetables from the Valline vegetable garden are at your disposal!

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.

Country house 9 km to Florence-2+1g,free parking
We are a Farmhouse at only 9 km from Florence in the beautiful Chianti hills with gorgeous pool and free private parking We are a small organic farm producing our own wine Chianti Classico and extra virgen olive oil Only 1 hour driving to the most important city of Tuscany such as Pisa, Siena, San Gimignano, Pienza, Monteriggioni, Lucca and Arezzo. Public transportation to Florence and Greve in Chianti (bus stop at only 200 mt from us)

Flat for 4 with garden & pool in agriturismo
We have created an intimate and exclusive environment, which can accommodate a maximum of 10 guests, where you can find a feeling of tranquility and freedom. The 70 square meter Rasty apartment is located on the ground floor, it is spread over two independent bedrooms and can accommodate up to four people, with four-poster beds, garden view, bathroom, living area and kitchen with fully equipped kitchenette.

La Casa di Nada - Suite
Every window of my house opens onto wonderful views of the Tuscan hills, an enchantment that will accompany every moment of your stay. My kitchen is fully equipped and the rooms are comfortable and bright, with a private bathroom for each room. In the living room, I have a beautiful fireplace all for you. A practical, complete laundry room in this refuge in the Heart of Chianti

sea view villa with private infinity pool
RENTALS ONLY FROM SATURDAY TO SATURDAY. The house is located within our farm, surrounded by forest is distance from the village of Castagneto Carducci only 3.5 km. Its unique location offers a wonderful view of the sea and the country, ensuring a pleasant tranquility, away from the heat and noise of the country.
Popular amenities for Guardistallo rentals with a pool
House rentals with a pool

Ancient Barn in Chianti with Pool

Private villa/swimming pool in Tuscany

Il Bambu (with private swimming pool)

Explore Chianti from a Charming Stone House

Casetta Melograno – Cozy farmhouse in Chianti

Collina Power

Antico Borgo Ripostena – n. 8 Old House

House in Tuscany with pool
Condo rentals with a pool

Stone House in Chianti with pool and parking

Adalberto Apartment inside the Manor of Fulignano

Lornano Winery Farm - ''Trebbiano'' villa

Vintage apartment with swimming pool in Chianti

Manuela apartment with pool in farmhouse

Garden & SPA -FlorArt Boutique Apartment

Tenuta di Pomine Certaldo (Fi) Edera Apartment

relaxation among the vineyards of Chianti1-IlVillinoFarmhouse
Home rentals with a private pool

Francesco by Interhome

Stone House with Exclusive Pool Codilungo in Chianti

Historic home with exclusive pool

Villa le Casette by Interhome

The Leccio by Interhome

Santa Margherita by Interhome

Il Pezzo Farm by Interhome

Farmhouse , pool, 13 px. Lucca 10km
When is the best time to visit Guardistallo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ690 | ﺩ.ﺇ580 | ﺩ.ﺇ602 | ﺩ.ﺇ533 | ﺩ.ﺇ496 | ﺩ.ﺇ580 | ﺩ.ﺇ694 | ﺩ.ﺇ823 | ﺩ.ﺇ569 | ﺩ.ﺇ411 | ﺩ.ﺇ632 | ﺩ.ﺇ701 |
| Avg. temp | 7°C | 8°C | 10°C | 13°C | 17°C | 21°C | 24°C | 24°C | 21°C | 17°C | 12°C | 8°C |
Quick stats about vacation rentals with a pool in Guardistallo

Total vacation rentals
Explore 130 vacation rentals in Guardistallo

Nightly prices starting at
Guardistallo vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

Verified guest reviews
Over 930 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
100 of Guardistallo vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Guardistallo rentals

4.6 Average rating
Guardistallo stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
- Provence Vacation rentals
- Rhône-Alpes Vacation rentals
- Rome Vacation rentals
- Milan Vacation rentals
- Florence Vacation rentals
- Nice Vacation rentals
- Venice Vacation rentals
- Naples Vacation rentals
- Francavilla al Mare Vacation rentals
- Zürich Vacation rentals
- Marseille Vacation rentals
- Italian Riviera Vacation rentals
- Rentals with a fireplace Guardistallo
- Pet-friendly rentals Guardistallo
- Rentals with an EV charger Guardistallo
- Condo rentals Guardistallo
- Villa rentals Guardistallo
- Rentals with a patio Guardistallo
- Rentals with a fire pit Guardistallo
- House rentals Guardistallo
- Family-friendly rentals Guardistallo
- Rentals with outdoor seating Guardistallo
- Rentals with a washer and dryer Guardistallo
- Apartment rentals Guardistallo
- Smoking-friendly rentals Guardistallo
- Rentals with pools Pisa
- Rentals with pools Tuscany
- Rentals with pools Italy
- Elba
- Santa Maria Novella
- Mercato Centrale
- Piazzale Michelangelo
- Cathedral of Santa Maria del Fiore
- Basilica of Santa Maria Novella
- Spiagge Bianche
- Ponte Vecchio
- Cala Violina
- Gorgona
- Uffizi Gallery
- Piazza del Duomo (Pisa)
- Fortezza da Basso
- Gulf of Baratti
- Piazza della Repubblica
- Pitti Palace
- Spiaggia Di Sansone
- Spiaggia di Capo Bianco
- Parco delle Cascine
- The Boboli Gardens
- Spiaggia Libera
- Kite Beach Fiumara
- Spiaggia Di Barbarossa
- Spiaggia della Padulella




