
Holiday 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.

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

Il Frantoio (Hot Tub + Fireplace)
Romantic ✨ retreat in the heart of Tuscany — perfect in every season 🍂 Welcome to Palazzo Riccardi, a historic building in the charming village of Rivalto, where Tuscan authenticity meets modern design. Let yourself be won over by the wood-burning fireplace, the bathroom with a hot tub and a warm and enveloping atmosphere. Ideal for couples looking for relaxation and charm, this apartment is a perfect nest in every season but it is in autumn and winter that it becomes truly magical 💫

In the Tuscan green, Podere I Places with swimming pool Ap1
In an ancient farmhouse from the 1800s, a lovely apartment surrounded by greenery in the Tuscan countryside, on a hill with beautiful sea views. It has 3 double rooms with private bathroom, equipped kitchen, dining room and outdoor area ideal for outdoor dinners and relaxation. Seasonal pool from June to September. Just 12 km from the sea, perfect for visiting villages such as Bolgheri, Castagneto Carducci, Montescudaio and Volterra, among hills, vineyards and authentic flavors.

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.

Oliva Suite - La Vitaverde Agriturismo
Adults only - minimum age 18 years | Our suites are self-catering apartments, and we do not offer traditional hotel services! Agriturismo La Vitaverde is more than just a place to stay. Nestled among gentle hills and fragrant olive groves, our lovingly restored estate combines tradition and comfort in perfect harmony. Here, you can escape the hustle and bustle of everyday life, enjoy the rustic charm of the region, and immerse yourself in the relaxed lifestyle of Tuscany.

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 IT050012C2LZ3CHRNQ)

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.

Margherita: Tuscany views, Pool & Walk to Village
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.

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.

Tenuta Chiudendone in Tuscany
Great place in the middle of Tuscan Hills, you will be sorrounded 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.

Gorgona - cozy apartment in farmhouse
Relax in this quiet and cozy accommodation in the agriturismo of our wine estate. Thanks to the antique details of wood and brick and the furnishings in traditional style combined with modern comforts and its warm atmosphere, it will fill your days of freedom and relaxation.
Popular amenities for Guardistallo rentals with a pool
House rentals with a pool

Infinity pool in Chianti area

Cercis - La Palmierina

Private villa/swimming pool in Tuscany

House “il colle”.nice house surrounded by vineyard

Explore Chianti from a Charming Stone House

Casetta Melograno – Cozy farmhouse in Chianti

Collina Power

Nada Home
Apartment rentals with a pool

Adalberto Apartment inside the Manor of Fulignano

Fattoria Lornano Winery- villa ''Trebbiano''

New, bright, cozy Florence apartment with view

Manuela apartment with pool in farmhouse

Garden & SPA -FlorArt Boutique Apartment

La Casetta

Poggiolieto Studio - on hills 10' from city center

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

Sole by Interhome

Stone House with Exclusive Pool Codilungo in Chianti

Valle di Sotto Farmhouse by Interhome

Il Pezzo Farm by Interhome

Farmhouse , pool, 13 px. Lucca 10km

The Barn by Interhome

Podere le Valli by Interhome

Podere la Quercia by Interhome
When is the best time to visit Guardistallo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £140 | £118 | £122 | £108 | £101 | £118 | £141 | £167 | £116 | £84 | £128 | £143 |
| 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 £45 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
- Apartment rentals Guardistallo
- Villa rentals Guardistallo
- Rentals with a firepit Guardistallo
- Rentals with a washing machine and dryer Guardistallo
- Smoking-friendly rentals Guardistallo
- Rentals with outdoor seating Guardistallo
- Family-friendly rentals Guardistallo
- Rentals with a patio Guardistallo
- Pet-friendly rentals Guardistallo
- Flat rentals Guardistallo
- Rentals with an EV charger Guardistallo
- House rentals Guardistallo
- Rentals with a fireplace Guardistallo
- Rentals with pools Pisa
- Rentals with pools Tuscany
- Rentals with pools Italy
- Elba
- Santa Maria Novella
- Mercato Centrale
- Ponte Vecchio
- Cathedral of Santa Maria del Fiore
- Basilica of Santa Maria Novella
- Spiagge Bianche
- Cala Violina
- Piazzale Michelangelo
- Gorgona
- Piazza del Duomo (Pisa)
- Uffizi Gallery
- Fortezza da Basso
- Piazza della Repubblica
- Gulf of Baratti
- Pitti Palace
- Spiaggia Di Sansone
- Boboli's Garden
- Spiaggia di Capo Bianco
- Parco delle Cascine
- Spiaggia Di Barbarossa
- Palazzo Vecchio
- Medici Chapel
- Spiaggia della Padulella




