
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.

Case nell'aia Arco, apartment in Chianti and pool
L'appartamento Arco si trova in un tipico borgo toscano tra vigneti e oliveti. Appartamento arredato in stile rustico toscano, accogliente per farvi rilassare e visitare la zona. L'appartamento si affaccia sulla grande terrazza dove potete fare pranzi e cene all'aperto o aperitivi. Cucina, divano e punto TV, wifi, due camere matrimoniali, bagno, terrazza, piscina. Parcheggio auto nella proprietà . Ideale come punto di partenza per visitare Siena, Firenze, San Gimignano, sia in auto che in bici.

Stone House with Exclusive Pool Codilungo in Chianti
Spend a holiday in the heart of the Tuscan countryside in this cozy stone house with terracotta floors and beamed ceilings in solid oak, furnished with paintings of author , equipped with all comforts. Enjoy yourself by swimming in the large infinity pool (18m X 9m, open from May 1st to October 15th for guests of Stone house use only) or relax in an armchair under the loggia, tasting a glass of Chianti wine in front of the rolling hills of vineyards, olive groves, woods and medieval villages.

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.

Private Chianti Cottage, Garden & Vineyard Views
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.

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.

The cypress
New building of 30 square meters located in the context of property with independent main house immersed in the beautiful Tuscan countryside 12 km from the sea and close to centers of cultural interest. The beautiful villages of Bolgheri and Castagneto Carducci are easily accessible. Half anhour drive from Volterra. The furniture is brand new. Garden and pool with sea view with sea view available for guests to use.

A Big Dream in a Little Tower.
The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.

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

Hilltop Views From a Historic Tuscan Home

Ancient Barn in Chianti with Pool

Private villa/swimming pool in Tuscany

Explore Chianti from a Charming Stone House

Castel San Giorgio

Podere Livrone with Pool - Tombolo

Detached villa with panoramic pool Tuscany

Nada Home
Condo rentals with a pool

Adalberto Apartment inside the Manor of Fulignano

Fattoria Lornano Winery- villa ''Trebbiano''

Scenic Stilish Country

Vintage Residence with Pool in Chianti

Poggiolieto Suite - on hills 10' from city center

Ginestra: Private Pool Overlooking Florence

Manuela apartment with pool in farmhouse

Garden & SPA -FlorArt Boutique Apartment
Home rentals with a private pool

Casa Luigi Suite with exclusive pool

Farmhouse , pool, 13 px. Lucca 10km

"La Falterona" Villa 15 km Florence

TREEhouse / casaBARTHEL

Historic home with exclusive pool

Charming villa in the Chianti hills

Villa Fonteintanata Ground floor
When is the best time to visit Guardistallo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$39,329 GYD | G$33,053 GYD | G$34,308 GYD | G$30,333 GYD | G$28,241 GYD | G$33,053 GYD | G$39,538 GYD | G$46,860 GYD | G$32,425 GYD | G$35,145 GYD | G$36,609 GYD | G$44,559 GYD |
| 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 G$12,552 GYD per night before taxes and fees

Verified guest reviews
Over 890 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 90 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
110 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
- Nice Vacation rentals
- Venice Vacation rentals
- Florence Vacation rentals
- Francavilla al Mare Vacation rentals
- Naples Vacation rentals
- Zürich Vacation rentals
- Marseille Vacation rentals
- Italian Riviera Vacation rentals
- Rentals with a fire pit Guardistallo
- Rentals with a washer and dryer Guardistallo
- Rentals with a fireplace Guardistallo
- Rentals with a hot tub Guardistallo
- Rentals with a patio Guardistallo
- House rentals Guardistallo
- Family-friendly rentals Guardistallo
- Apartment rentals Guardistallo
- Villa rentals Guardistallo
- Rentals with outdoor seating Guardistallo
- Smoking-friendly rentals Guardistallo
- Condo rentals Guardistallo
- Pet-friendly rentals Guardistallo
- Rentals with an EV charger Guardistallo
- Rentals with pools Pisa
- Rentals with pools Tuscany
- Rentals with pools Italy
- Elba
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Marina di Cecina
- Piazza del Duomo (Pisa)
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Cala Violina
- Pisa Centrale Railway Station
- Del Chianti
- Mercato Centrale
- Strozzi Palace
- Porta Elisa
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Piazzale Michelangelo
- Gorgona
- Pitti Palace
- Spiaggia Di Sansone
- Parco delle Cascine
- Palazzo Vecchio
- Spiagge Bianche





