
Holiday rentals in Palaia
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Top-rated holiday rentals in Palaia
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Casa al Gianni - Hut
Hello, we’re Cristina and Carmelo! We look forward to welcoming you to ‘Casa al Gianni’, our farmhouse in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: there is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It’s not just a holiday; it’s a return to our roots. This peaceful haven will stay with you forever. We look forward to welcoming you!
4.93 out of 5 average rating, 294 reviews
Villa Montevizzano panoramic with private pool
Easy to reach on paved roads, central to explore: just over an hour to Florence, Siena. 40 minutes to Pisa, Lucca, San Gimignano, Volterra. Many villages are a stone's throw away. The villa enjoys utter tranquillity and privacy but not remote. Views as far as the Apuan Alps. Fully enclosed gardens are ideal for kids. Private swimming pool (14m x 7m, 1.5m deep) open mid April to October. A built in barbecue by the furnished outdoor dining area facing the pool for your al fresco meals with a view!
4.92 out of 5 average rating, 37 reviews
Casa Billi
Cozy 90-square-meter apartment with a beautiful view of the countryside on the second and top floors (no elevator) of a recently renovated old building. Two double bedrooms, a living room with a kitchen, a study, two bathrooms, one with a shower, and a storage room. Exclusive use of a beautiful terrace (not on the apartment floor). A few minutes' walk and you will be in the center of the lively village of Palaia, where you will find small shops for shopping, restaurants, pubs and a bar.
5.0 out of 5 average rating, 42 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.
5.0 out of 5 average rating, 233 reviews
Casa Conte Martini
Casa Conte Martini is a unique house which convinces with a large terrace and a breathtaking view of the Tuscan hills. You can relax in the hot tub and take in the view or go for a swim in the swimming pool which is located in the communal garden below. The house gives a lot of privacy and yet is part of a historical palazzo, which is located in the centre of Palaia, a lively medieval Tuscan village with a bar, a pub, 5 restaurants and 3 grocery shops all in walking distance.
4.99 out of 5 average rating, 87 reviews
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.
4.98 out of 5 average rating, 107 reviews
Appartamento Sunflower
The Tuscan-style apartment is furnished and has everything you need for a comfortable and quiet vacation; consisting of a spacious kitchen-living room with a comfortable double sofa bed, a double bedroom and a bathroom with a spacious shower. Equipped with linens and everything you need to cook. Services include: Wi-Fi, TV, DVD, radio and satellite decoder. Great location for visiting Tuscany, as from here you can reach the main Tuscan cities!
4.78 out of 5 average rating, 69 reviews
"Il bosco" Glamping cabin with hydromassage
Surrounded by greenery, our Il Bosco glamping tent is an intimate retreat where nature envelops every moment. Surrounded by trees, it offers an authentic experience of silence and light among the foliage. On the private terrace, there is a panoramic hot tub, ideal for relaxing to the sound of the forest and the sky. The tent is insulated and equipped with air conditioning, offering comfort in every season without sacrificing nature.
4.93 out of 5 average rating, 15 reviews
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.
4.95 out of 5 average rating, 185 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.
4.96 out of 5 average rating, 147 reviews
Countryside Dream farm in Tuscany
Have you ever dreamed of experiencing the rolling hills of Tuacany ? This is a berautiful organic farm in the middle of Tuscan Hills, you will be surrounded 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.
4.98 out of 5 average rating, 201 reviews
Podere Le Murella "Sunset"
A cozy retreat for two, set among the green Tuscan hills. Enjoy a patio for outdoor dining, large garden, free Wi-Fi, fully equipped kitchen, coffee machine, washing machine, dryer, barbecue area, and linens included. Private parking. Ideal for a romantic escape or relaxing stay near Pisa, Florence, Volterra, and charming villages. A perfect base to explore nature, art, and local life—all year round.
4.95 out of 5 average rating, 141 reviewsPopular amenities for Palaia holiday rentals
Other great holiday rentals in Palaia

Casina del Puntone Villa + private swimming pool
4.9 out of 5 average rating, 42 reviews
Tenuta Collerucci | Villa with private pool
5.0 out of 5 average rating, 7 reviews
Private Villa with semi-Olympic pool and Tennis
4.98 out of 5 average rating, 50 reviews
The Attic in the Old Castle
4.95 out of 5 average rating, 40 reviews
Tuscany Time Apartment Cielo
5.0 out of 5 average rating, 13 reviews
Villa Canavetro
4.85 out of 5 average rating, 20 reviews
Villa in Palaia with great views
5.0 out of 5 average rating, 4 reviews
Charming hilltop farmhouse (Apt 1, sleeps 6)
5.0 out of 5 average rating, 23 reviewsDestinations to explore
- 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
- Mugello Circuit
- Mercato Centrale
- Spiagge Bianche
- Pisa Centrale Railway Station
- Fortezza da Basso
- Gulf of Baratti
- Uffizi Gallery
- Piazza della Repubblica
- Gorgona
- Parco dell'Orecchiella
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Val di Luce
- Pitti Palace





