
Holiday rentals with a pool in Guardistallo
Find and book unique homes with a pool on Airbnb
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 $86 AUD per night before taxes and fees

Verified guest reviews
Over 840 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 90 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
110 of Guardistallo holiday 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
Top-rated rentals with a pool in Guardistallo
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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.

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient and historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany, with the possibility of organising a shuttle service and exclusive experiences tailored to you. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle, hills and vineyards with unique sunsets.

Superior Lodge with 2 bedrooms and outdoor tub
An open air holiday in a comfortable solution: first bedroom with 1 bunk bed and a single bed, and a second one with a double bed; bathroom with shower, hairdryer, linen and courtesy kit. Living room with equipped kitchenette, small fridge and veranda. Our tents are located in a panoramic position, and is possible to enjoy the pools in our Resort - seasonal opening. Easily accessible by car, with a big and free of cost parking; outdoor tub for exclusive use, air conditioning, TV and free wi-fi.

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.

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

Tuscan Villa Florence, pool, hot tub e tennis
Welcome to our beloved family home, a Tuscan oasis among vineyards and olive groves just 15 mins from Florence. Enjoy a private resort with an Olympic-sized pool, heated hot tub, tennis court, and a historic barn with an outdoor kitchen and wood-fired oven. Ideal for families and friends, the villa offers spacious, air-conditioned interiors with 4 bedrooms and 4 bathrooms. A strategic location to explore Chianti, Siena, and Pisa, Lucca blending absolute relaxation and convenience.

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.

Two-rooms Apartment with swimming pool and garden
Residence Villa Elena is a charming antique villa featuring annexes, thoughtfully subdivided into spacious apartments. Nestled on a hill, it offers stunning views of the countryside and the sea. The property boasts a beautifully maintained garden with furniture, parking facilities, two swimming pools, and a variety of amenities including bowls, ping-pong, children's play areas, a barbecue, and free Wi-Fi. Perfect for a relaxing and enjoyable stay amidst scenic surroundings.

Podere Tignano, 4-bedroom villa in the Chianti!
Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

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.

Ai Massi Annamaria Farmhouse (three-room apartment 57sqm)
Apartment (three-room apartment of 57 sqm, sleeps 4) with sea view, located on the SECOND FLOOR of the farmhouse, entrance on the west side. It has a kitchen (equipped with a fridge, dishwasher, induction stove, microwave, kettle, toaster, immersion blender and Moka coffee maker), a living room (TV and Wi-Fi), two bedrooms with double bed and bathroom. The property has an eco-friendly swimming pool and overlooks the Etruscan Coast countryside.

Frontemare house with exclusive sea access
Casa Frontemare is a completely renovated property with direct access to the sea, from which you can enjoy a panoramic view of the sea, the Tuscan islands and wonderful sunsets. It is a perfect place for those who love a relaxing and private vacation. The proximity to the Tuscan art cities and the small typical villages means that it is also possible to discover new places and discover the flavors of Italian cuisine.
Popular amenities for Guardistallo rentals with a pool
House rentals with a pool

Infinity pool in Chianti area

Private Chianti Cottage, Garden & Vineyard Views

Ancient Barn in Chianti with Pool

Podere La Sterza The barn

SuiteLouise.pool, Hot Tub,homeGym & private Garden

Explore Chianti from a Charming Stone House

Villa of the Hydrangeas

The Cottage to relax and enjoy
Condo rentals with a pool

"Toscana Amore Mio", stunning view, 18 min Volterra

Adalberto Apartment inside the Manor of Fulignano

Scenic Stilish Country

Vintage Residence with Swimming Pool in Chianti

Ginestra: Private Pool Overlooking Florence

Manuela apartment with pool in farmhouse

Garden & SPA -FlorArt Boutique Apartment

Bel Canto Lari, exclusive, rural, Tuscan retreat
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
When is the best time to visit Guardistallo?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $304 AUD | $256 AUD | $227 AUD | $207 AUD | $193 AUD | $226 AUD | $270 AUD | $320 AUD | $221 AUD | $240 AUD | $250 AUD | $304 AUD |
| 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 |
Destinations to explore
- Pet-friendly rentals Guardistallo
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- Rentals with a fire pit Guardistallo
- Family-friendly rentals Guardistallo
- Condo rentals Guardistallo
- Rentals with outdoor seating Guardistallo
- Rentals with a fireplace Guardistallo
- Apartment rentals Guardistallo
- Rentals with an EV charger Guardistallo
- Rentals with a hot tub Guardistallo
- Rentals with pools Pisa
- Rentals with pools Tuscany
- Rentals with pools Italy
- Elba
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Cala Violina
- Mercato Centrale
- Stazione Santa Maria Novella
- Pisa Centrale Railway Station
- Uffizi Gallery
- Fortezza da Basso
- Spiagge Bianche
- Piazza della Repubblica
- Gulf of Baratti
- Parco delle Cascine
- Spiaggia Di Sansone
- Piazzale Michelangelo
- Gorgona
- Del Chianti
- Pitti Palace
- Boboli's Garden
- Palazzo Vecchio





