
Holiday rentals with a pool in Guardistallo
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Top-rated rentals with a pool in Guardistallo
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Il Cubetto -Sea Studio: sense of peace and freedom
Our little place, Il Cubetto, inaugurated with the 2020 season, stands in full Tuscan country and is particularly distinctive because of its absolute exclusivity: only two studio apartments within our 7000 sqm of garden planted with many fruit trees, with great attention to any detail. Our guests, a maximum of two per studio apartment, have the use of a salt-water infinity swimming pool overlooking the valley. Depending on the car they drive, they can park next to the cottage or beside the road.

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.

Podere Collina
Collina è un antico podere di pietra, la casa è circondata da campi e uliveti.Dispone di un ampio giardino con piscina e una terrazza dove poter svolgere piacevoli pranzi e cene. Sono disponibili un barbecue e mobili da giardino. La strada per arrivare alla casa nell'ultimo tratto non è asfaltata e non è quindi adatta per le macchine sportive o particolarmente basse. Il percorso si presta per piacevoli passeggiate di giorno, mentre di notte si consiglia l'uso dell'auto perchè non è illuminato.

Podere Vergianoni immerso nelChianti con piscina
Podere Vergianoni è un antica e autentica casa colonica risalente al 1600 situata nelle splendide colline del Chianti in Toscana . L'appartamento è arredato in perfetto stile tradizionale locale dell'antica Toscana : antiche travi in legno, pavimenti in cotto e arredamenti unici. Nel grande cortile esterno troverete a vostra disposizione una grande piscina con terrazza panoramica che si affaccia su una valle con vista mozzafiato su vigneti e oliveti dove godersi tramonti spettacolari.

Open space immerso nella natura
Casa namaste è un piccolo casolare in pietra con interni curatissimi a 1 km dal borgo medievale di Montescudaio La casa è completamente circondata da bosco e querce secolari a 150 metri scorre il fiume Cecina nel giardino di 5000 metri quadrati c'è una sorgente naturale con una grande vasca in pietra per rinfrescarsi e una doccia calda esterna immersa nel verde..abbiamo una linea adsl Vodafone con download 33 e upload 1.4..da questa primavera è inoltre disponibile smart TV e climatizzatore

Torre dei Belforti
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.

Nel verde toscano, Podere I Luoghi con piscina Ap1
In un antico podere del 1800, grazioso appartamento immerso nel verde della campagna toscana, su una collina con splendida vista mare. Dispone di 3 camere matrimoniali con bagno privato, cucina attrezzata, sala da pranzo e area esterna ideale per cene all’aperto e relax. Piscina stagionale da giugno a settembre. A soli 12 km dal mare, perfetto per visitare borghi come Bolgheri, Castagneto Carducci, Montescudaio e Volterra, tra colline, vigneti e sapori autentici.

Peaceful tuscan house with pool in Tuscany
An oasis of peace located in the heart of Tuscany and on the wine roads! -A strategic area between Certaldo, San Gimignano, Siena and Florence. -Casa Valentina is hidden in a grove where you will enjoy fresh air, a stream with the chirping of birds and a wonderful swimming pool where you can enjoy our breathtaking views -A newly renovated house that meets the historicity of the property, the comfort and the contemporaneity that makes it unique in its style.

The Cottage to relax and enjoy
Detached country house – for exclusive use – in stone and glass from the 18th century; ideal for 4 people. The spacious wooden terrace at the house with a large dining table invites you to socialize. On the terrace by the saltwater pool (10m x 5m, depth 1.4m-2.4m), you can relax on the sun loungers and deckchairs. Large property with olive and fruit trees, completely self-sufficient accommodation thanks to photovoltaics. (CIN IT050012C29N4AT4OD)

Podere Bagnoli: Acanto
A blast from the past. This enchanting apartment, created from the original settlement of the farmhouse, still preserves the charm of the past intact. The large fireplace with the frescoed coat of arms is a real piece of history, which tells the story of the family that once lived here. The stylish floors, exposed beams and furniture create a warm and welcoming atmosphere. Everything contributes to making the environment unique and evocative.

Leonardo apt. in the wild Tuscany hills~ Le Fraine
Treat yourself to a holiday immersed in the Tuscan countryside, surrounded by vineyards and olive groves. The Leonardo apartment is located on the first floor of the farmhouse. It features a bedroom with a double bed, a bathroom with a shower, and a living room with a kitchen and a sofa bed. From the window, you can catch a glimpse of the old olive grove, and the first rays of sunlight will gently wake you to start your day in the best way.

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

StageROOM03 - Idyllic Chianti cottage near Siena

Infinity pool in Chianti

Cercis - La Palmierina

Villa Casabella near Siena

Private villa/swimming pool in Tuscany

“il colle” nice house surrounded by vineyard

Casetta Melograno - Cozy farmhouse in Chianti

Antico Borgo Ripostena – n. 8 Casa Vecchia
Apartment rentals with a pool

Adalberto Apartment inside the Manor of Fulignano

Scenic Stilish Country

Fattoria Lornano Winery- villa ''Trebbiano''

Appartamento Vintage con Piscina nel Chianti

Manuela appartamento con piscina in agriturismo

Garden & SPA -FlorArt Boutique Apartment

La Casetta

Poggiolieto Studio - on hills 10' from city center
Home rentals with a private pool

Miranda by Interhome

Stone House with Exclusive Pool Codilungo in Chianti

Costacce by Interhome

Villa di charme sulle colline del Chianti

Santa Margherita by Interhome

Podere il Pezzo by Interhome

Suite Casa Luigi con piscina esclusiva

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 | $239 SGD | $201 SGD | $209 SGD | $185 SGD | $172 SGD | $201 SGD | $241 SGD | $285 SGD | $197 SGD | $214 SGD | $223 SGD | $271 SGD |
| 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 holiday rentals with a pool in Guardistallo

Total holiday rentals
Explore 130 holiday rentals in Guardistallo

Nightly prices starting at
Guardistallo holiday rentals start at $76 SGD per night before taxes and fees

Verified guest reviews
Over 890 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
110 of Guardistallo holiday rentals include wifi 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
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- Elba
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Piazza della Signoria
- Mercato Centrale
- Strozzi Palace
- Ponte Vecchio
- Santa Maria Novella
- Great Synagogue of Florence
- Basilica Di San Miniato A Monte
- Marina di Cecina
- Porta Elisa
- Del Chianti
- Basilica of Santa Maria Novella
- Spiagge Bianche
- Cala Violina
- Siena Cathedral
- Piazza del Duomo (Pisa)
- Gorgona
- Uffizi Gallery
- Fortezza da Basso
- Piazzale Michelangelo
- Piazza della Repubblica
- Pitti Palace




