
House holiday rentals in Bolgheri
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Top-rated house rentals in Bolgheri
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.
LocationFamilyWi-Fi
5.0 out of 5 average rating, 143 reviews
Casa al Gianni - The Simignano Barn
Transformed from a historic barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living area, and 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, with relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this little slice of paradise!
LocationValuePets
4.97 out of 5 average rating, 198 reviews
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
FamilyValueLaundry
4.94 out of 5 average rating, 108 reviews
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.
LocationFamilyAccess
4.88 out of 5 average rating, 821 reviews
Captain's House | 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.
ValueLocationCheck-in
5.0 out of 5 average rating, 118 reviews
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
ValueLocationView
4.96 out of 5 average rating, 137 reviews
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.
LocationValueView
5.0 out of 5 average rating, 233 reviews
Villa Siloral a jewel in the Etruscan Coast
Our cozy and elegant Villa Siloral Blu is nestled among the vineyards overlooking Bolgheri, a village well known to lovers of wine and literature. The park where the villa is located is bordered by a line of olive trees Under the large outdoor patio there is a lounge area and veranda for unforgettable summer dinners. Given the thick walls and its position, the temperature is always pleasantly cool even during the hot summer months. It comfortably accommodates 8 persons.
LocationValueComfort
4.89 out of 5 average rating, 18 reviews
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.
LocationFamilyCheck-in
4.99 out of 5 average rating, 149 reviews
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 🌷
LocationValueComfort
4.87 out of 5 average rating, 217 reviews
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.
LocationValueNearby
4.96 out of 5 average rating, 112 reviews
Cercis - La Palmierina
The apartment is part of a completely fenced estate of 60 hectares of unspoiled nature: more than 1000 olive trees, countless cypresses and fragrant forests create an idyllic environment for those seeking tranquility and silence. The Palmierina estate is near Castelfalfi (a true jewel of medieval architecture) and close to Florence (50 Km), Siena (50 Km), and Pisa (50 Km). There are two golf courses nearby.
FamilyValueAccuracy
4.96 out of 5 average rating, 147 reviewsPopular amenities for Bolgheri house rentals
House rentals with a pool

Collina Power
ValueLocationSleep quality
4.93 out of 5 average rating, 203 reviews
Lovely house in a scenic and paiceful location
FamilyValueCheckout
4.93 out of 5 average rating, 123 reviews
SuiteLouise.pool, Hot Tub,homeGym & private Garden
LocationFamilyCleanliness
4.91 out of 5 average rating, 128 reviews
Ancient Barn in Chianti with Pool
LocationValueAccuracy
4.89 out of 5 average rating, 125 reviews
Private villa/swimming pool in Tuscany
LocationFamilyHiking
4.93 out of 5 average rating, 164 reviews
Charming Tuscan Villa with pool
FamilyLocationAir conditioning
5.0 out of 5 average rating, 23 reviews
The Cottage to relax and enjoy
FamilyLocationAccuracy
5.0 out of 5 average rating, 23 reviews
Design loft with private SPA in Tuscany
ValueLocationGetting around
5.0 out of 5 average rating, 77 reviewsWeekly house rentals

Dalu Home
LocationFamilyOutdoor spaces
4.98 out of 5 average rating, 47 reviews
Countryside-panoramic sea Casale Marittimo Tuscany
LocationFamilyView
5.0 out of 5 average rating, 72 reviews
Peaceful and Relaxing Tuscan Retreat with Views
ValueLocationWi-Fi
5.0 out of 5 average rating, 90 reviews
Casa Il Leccio – Relax and nature in Tuscany
LocationFamilyWi-Fi
5.0 out of 5 average rating, 36 reviews
The house in the Castle and the secret garden
FamilyLocationNearby
4.95 out of 5 average rating, 64 reviews
Allegra apartment Tombolino beach
FamilyLocationKitchen
4.88 out of 5 average rating, 8 reviews
VILLA LILLA on the Beach of San Vincenzo LUXURY
ValueFamilyQuiet
4.9 out of 5 average rating, 59 reviews
Stylish Gem in Historic Lajatico
FamilyLocationCleanliness
4.98 out of 5 average rating, 48 reviewsPrivate house rentals

Villino Isotta (exclusive private villa)
ValueFamilyCleanliness
4.99 out of 5 average rating, 70 reviews
La Capanna: country house with magnificent view
FamilyLocationComfort
4.92 out of 5 average rating, 85 reviews
Tuscan Dream Villa
LocationViewOutdoor spaces
5.0 out of 5 average rating, 11 reviews
"Il Frassino" Country House
LocationAccuracyComfort
5.0 out of 5 average rating, 36 reviews
Da 7 Cervelli
FamilyValueKitchen
4.95 out of 5 average rating, 42 reviews
Romantic Tuscan Town house with Breathtaking Views
LocationFamilyKitchen
4.91 out of 5 average rating, 22 reviews
Villa Tuscany 5 bedrooms panoramic terrace
FamilyValueHiking
4.93 out of 5 average rating, 58 reviews
[10 min from the sea] Apartment with garden + Jacuzzi
ValueLocationOutdoor spaces
4.85 out of 5 average rating, 27 reviewsDestinations 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
- Parco Regionale Della Maremma
- 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





