
Vacation rentals with a patio in Guardistallo
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Top-rated patio rentals in Guardistallo
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Tuscan House with Private Jacuzzi in Chianti
An oasis of peace in the heart of Tuscany, along the wine route! - Exclusive Jacuzzi in your own private garden - Strategic location between the medieval towns of Certaldo, San Gimignano, Siena, and Florence - A 700 sqm private garden filled with the sweet sound of birds singing - A newly renovated home where history meets modern comfort and unique design - The warmth of a wood-burning fireplace to heat your beautiful winter dreams - The perfect place to regenerate and completely unplug

The "Tana del Riccio"
Located in a monastery from the 1700s, just a few steps from the delightful medieval village of Montescudaio, the "Tana del riccio" is a small nest immersed in the peace and greenery of the Tuscan countryside. Conceived as a place of retreat and "good rest" here you can enjoy that silence. In this place, you will not find anything that could represent a distraction from the most beautiful things that nature can offer: no internet, television, no connection other than that with yourself.

Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

Peaceful hideaway in a 11th century Tuscan village
Imagine a former medieval tower, once part of a 11th century fortified castle. As you enter, like in most Tuscan country houses, there is a kitchen with a stone sink. A stairway brings to the first floor where there are two bedrooms with their original terracotta floors and wooden beams. They both offer a gorgeus, unobstructed view of Chianti vineyards and hills. And a private access to a terracotta terrace facing the valley. It's hard to imagine a more peaceful scenery.

Luxury Medieval Tower • Exclusive Chianti Stay
Benvenuti in una delle residenze più esclusive del Chianti: una torre medievale trasformata in un raffinato luxury retreat con vista sulle colline toscane. Design contemporaneo, arredi iconici, opere d’arte e comfort di lusso si fondono in un’esperienza unica. Un’oasi di quiete con giardino privato, dependance vetrata, Wi-Fi, area smart working. Servizi extra: chef privato, degustazioni in cantina, trattamenti benessere e tour tra i borghi più belli della Toscana.

Countryside-panoramic sea Casale Marittimo Tuscany
Small apartment immersed in the tranquility of the Tuscan countryside. Ten minutes from the Etruscan Coast. Sea view. To spend a stay in the name of privacy and relaxation, but with all the attractions of the area just a short walk from here. I welcome your furry friend,JUST ONE and SMALL. From here many hiking trails and bike paths start to discover the evocative landscapes. Great typical restaurants, and wineries.!!! Have a great stay! Tourist tax at check-out

Live the Tuscany Experience in Our Country House
An amazing experience between nature, flavor and relax in the heart of Chianti. Situated between Barberino Tavarnelle, San Gimignano, Greve in Chianti, and Florence, Belvedere 27/A overlooks the Santa Maria Novella Castle, amidst olive groves and vineyards with an amazing view. A countryside Tuscan home, surrounded by greenery and olive’s fields, equipped with every comfort. Reconnect in this serene, one-of-a-kind stay, for a relaxing and peaceful holiday.

Open Space Piscina e Giardino
La mia casa è immersa nella campagna toscana, tra olivi e vigne, nel cuore del Chianti. Intorno, panorami meravigliosi e un’atmosfera di pace e relax. Il giardino è uno spazio speciale, ideale per momenti da vivere all’aperto. Per chi lo desidera, è possibile – su richiesta – condividere esperienze legate alla cucina e alla convivialità, come cene preparate con cura, da gustare insieme, anche a lume di candela, in un contesto intimo e accogliente.

house in the village my dream
My accommodation is the result of my passion for the details that make the difference. It's what I would like to find when traveling: the sea always in front of my eyes, the hill and a large lawn under the house and the medieval village behind you, all on foot from breakfast to dinner if you want... what won me over is the large terrace over 50 meters, this winter restyling with new furnishings and an outdoor bathtub for bathing under the stars.

Palazzina Maresa - Loft 4
Palazzina Maresa is a 1920s building carefully restored to host eight independent apartments, each shaped by the vision of a different young local designer. The project reflects on early 20th-century aesthetics through a contemporary lens, blending architecture, design, and artistic research. Located in a quiet residential area with private and shared gardens, the building is just a short walk from Florence’s historic center.

Glamping "Oak" tent with Jacuzzi
The beautiful setting of this romantic place surrounded by nature will leave you speechless. In the most scenic area of the property, there is a beautiful 50-square-meter Glamping structure with a double bedroom, bathroom, kitchen and a beautiful terrace overlooking the entire hill. The property was created for couples who want to spend unforgettable moments in tranquility and surrounded by nature, but with all the comforts.

Green Dome @ The Land Before Time Retreats
Nestled among Tuscan olive groves between Volterra and San Gimignano, The Land Before Time – Quad & Saddle Retreats offers 4 Green Domes with private jacuzzi, en-suite bathroom, air conditioning and Wi-Fi. Enjoy breakfast each morning in the Cupola Lounge with stunning views. During your stay, experience horseback rides through scenic trails, quad tours to discover hidden Tuscany, or simply relax under the starry sky.
Popular amenities for Guardistallo patio rentals
Apartment rentals with a patio

La Loggetta, authentic Tuscany

Bright & Quiet Studio w/ balcony in San Frediano

Futura Collection Florence Terrace

Casa Simonetta

Gorgona - cozy apartment in farmhouse

Lucrezia's Secret ~ Le Fraine and Olives Glamping

Apartment in Villa/Agriturismo with swimming pool

Panoramic Views + Pool | Historic Tuscan Palazzo
House rentals with a patio

"Il Campanile" House

Podere Riparossa elegant house with tennis court

Podere La Sterza The barn

SuiteLouise.pool, Hot Tub,homeGym & private Garden

The Cottage to relax and enjoy

The Porrine Ferienhaus IV

"Le Casette" vacation home

Villetta Rio surrounded by greenery
Condo rentals with a patio

TOUCH the DOME! Romantic Terraced Penthouse + Lift

Il Cantuccio di Vittorio – in the center of Volterra

PINK Farmhouse with panoramic view Infinity pool

Il Tre

Garden & SPA -FlorArt Boutique Apartment

Riverfront Terrace

Caterina de' Medici luxury attic w/ terrace

Charming and cosy apt with panoramic roof terrace
When is the best time to visit Guardistallo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$37,247 GYD | G$37,456 GYD | G$26,575 GYD | G$25,320 GYD | G$25,110 GYD | G$25,320 GYD | G$29,505 GYD | G$29,923 GYD | G$23,436 GYD | G$25,738 GYD | G$31,388 GYD | G$37,247 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 patio in Guardistallo

Total vacation rentals
Explore 160 vacation rentals in Guardistallo

Nightly prices starting at
Guardistallo vacation rentals start at G$10,463 GYD per night before taxes and fees

Verified guest reviews
Over 2,110 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 90 rentals that welcome pets

Vacation rentals with a pool
80 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
130 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
- Rentals with pools Guardistallo
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- Rentals with a hot tub Guardistallo
- Rentals with outdoor seating Guardistallo
- Rentals with a fireplace Guardistallo
- House rentals Guardistallo
- Pet-friendly rentals Guardistallo
- Rentals with a washer and dryer Guardistallo
- Condo rentals Guardistallo
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- Rentals with an EV charger Guardistallo
- Rentals with a patio Pisa
- Rentals with a patio Tuscany
- Rentals with a patio 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
- Pisa Centrale Railway Station
- Uffizi Gallery
- Fortezza da Basso
- Stazione Santa Maria Novella
- Del Chianti
- Piazza della Repubblica
- Spiagge Bianche
- Gorgona
- Piazzale Michelangelo
- Spiaggia Di Sansone
- Parco delle Cascine
- Gulf of Baratti
- Pitti Palace
- Piazza della Signoria
- Boboli's Garden





