
House vacation rentals in Guardistallo
Find and book unique houses on Airbnb
Quick stats about house rentals in Guardistallo

Total vacation rentals
Explore 80 vacation rentals in Guardistallo

Nightly prices starting at
Guardistallo vacation rentals start at G$12,546 GYD per night before taxes and fees

Verified guest reviews
Over 570 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
60 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
Top-rated house rentals in Guardistallo
Guests agree: these houses are highly rated for location, cleanliness, and more.

Infinity pool in Chianti 1
Our house is a part of a stone farmhouse completely independent from the rest of the adjacent property. Arranged on three floors, on the ground floor there is a large entrance hall, a large living room with fireplace, a bedroom with 1 double bed and a bathroom with window. On the first floor there are two bedrooms (2 +2 beds) with a bathroom with window. In the basement, at garden level, there is the kitchen and the dining room. From the kitchen you access the outside where you will find an area for outdoor dining with a large dining table under a pergola. You then go down towards the garden with barbecue area.
LocationValueOutdoor spaces

Casa al Gianni - The Simignano Barn
Converted from an old barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large fully equipped kitchen, a spacious living room, a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit, and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, including relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!
FamilyLocationWifi

Podere Quercia al Santo [Quercia al Santo Estate]
Portion of a farmhouse, located in the hills of Lajatico overlooking the Teatro del Silenzio. The perfect place for those who want to spend a regenerating vacation, in contact with nature, in tranquility, but at the same time love to visit nearby villages and cities. Suitable for couples, families with children and 4-legged friends. The house, surrounded by a beautiful garden, has a double bedroom, a small bedroom, a living room with a sofa and an equipped kitchen. Parking space and private garden
FamilyLocationComfort

Casa del Capitano | Monte Grosso, Elba
The Casa del Capitano is located on the top of Monte Grosso in the National park of the tuscan archipelago. The location is unique on the island and from here you have a fantastic view of the city of Portoferraio, Piombino, Corsica, Capraia and Gorgona. The house was restored during a project lasting several years, in close collaboration with the National Park and was designed to be self-sufficient and ecological. Here you use purely the energy of the sun, without having to renounce luxury.
LocationValueBreakfast

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
ValueLocationWalkability

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.
LocationValueNearby

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
FamilyLocationWalkability

House with a breathless view in Tuscany
Halfway between Pisa and Florence, this dreamy Tuscan house is your perfect escape. Lounge on the panoramic terrace with sun-kissed views, sip your morning coffee, or enjoy al fresco dinners under the golden sunset. Nestled in the heart of a charming village turned open-air contemporary art museum, every corner feels like a picture-perfect moment. Peccioli is your gateway to Tuscany’s art cities or a serene hideaway to savor the magic of authentic local life.
LocationFamilySleep quality

La Casina dei Caci
This house offers, for those who love nature, a landscape that extends from the wooded hills to the sea where we can admire a splendid sunset. For those who love to take walks or go cycling, there are itineraries to follow, rest assured. This accommodation is about 5 km from the center of Montecatini Val di Cecina, of which 3 km of paved road and 2 km of dirt road. From January 1, 2026, an accommodation tax of €1.50 per person per night to be paid on site.
FamilyValueGrill

Nada Home
3 comfortable, fully air-conditioned double bedrooms, each with its own private bathroom, in the heart of Chianti, ideally located between Florence, Siena and San Gimignano. A welcoming, well-kept home in the peaceful Tuscan countryside. Fully equipped kitchen with dishwasher, oven and bar area, plus a laundry room with washing machine and dryer. Private garden for your exclusive use with a private hydromassage pool, heated in winter upon request 🌷
ValueFamilyDecor

Lovely house in a scenic and paiceful location
This beautiful house is nestled in a quiet and panoramic location, making it the perfect spot to get away from it all. With three bedrooms, three bathrooms, and room for up to six guests, this is the perfect place for a group of friends or a large family to call home while exploring Tuscany. Spend your days hiking the picturesque landscape, wandering through charming villages, or simply relaxing in the lovely gardens of the house.
FamilyValueComfort

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.
LocationValueOutdoor spaces
Popular amenities for Guardistallo house rentals
House rentals with a pool

Collina Power
LocationFamilyHospitality

Borgo Ripostena – n. 8 Casa Vecchia
ValueFamilyCleanliness

SuiteLouise.pool, Hot Tub,homeGym & private Garden
ValueLocationOutdoor spaces

Ancient Barn in Chianti with Pool
ValueFamilyLaundry

Paluffo Torre House
FamilyValuePool

TREEhouse/casaBARTHEL
FamilyLocationDecor

I Limoni Apartment in Tuscany
LocationValueShared spaces

The Cottage to relax and enjoy
FamilyValueGrill
Weekly house rentals

Villetta Rio surrounded by greenery
FamilyLocationOutdoor spaces

Beautiful villa in Chianti, panoramic garden
FamilyLocationSleep quality

Villa Siloral a jewel in the Etruscan Coast
ValueFamilyCheck-in

Peaceful Tuscan Home with Breathtaking Views
ValueLocationSleep quality

Bubi Luxury Contemporary Villa with Private Pool
FamilyLocationGetting around

Panoramic villa with swimming pool, Volterra view
LocationFamilySleep quality

Villa delle Ortensie
FamilyLocationAir conditioning

La Paiolina: pool, Jacuzzi & sauna
ValueLocationAccess
Private house rentals

Allegra apartment Tombolino beach
LocationFamilyComfort

The House in the Castle and the Terrace overlooking the Village
FamilyLocationView

[10 min from the sea] Apartment with garden + Jacuzzi
FamilyLocationBeach

Tuscan farmhouse with panoramic views and pool
LocationFamilyAccess

Villa Liberty 1927 Lucca heated pool 2 miles Lucca
LocationFamilyKitchen

Villa Tirinzano for 14 guests with private pool
FamilyValueKitchen

Villa Le Cicale
LocationFamilyTV

Casa Il Leccio – Relax and nature in Tuscany
LocationFamilyKitchen
When is the best time to visit Guardistallo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$44,328 GYD | G$45,791 GYD | G$34,082 GYD | G$33,873 GYD | G$34,500 GYD | G$38,682 GYD | G$34,082 GYD | G$29,482 GYD | G$31,782 GYD | G$31,573 GYD | G$36,173 GYD | G$36,800 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 |
Destinations to explore
- Elba
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Stazione Santa Maria Novella
- Cala Violina
- Mercato Centrale
- Spiagge Bianche
- Pisa Centrale Railway Station
- Fortezza da Basso
- Gulf of Baratti
- Uffizi Gallery
- Piazza della Repubblica
- Spiaggia Di Sansone
- Capraia
- Gorgona
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria





