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Vacation rentals in Sassetta

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Top-rated vacation rentals in Sassetta

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
The image features a rustic stone house surrounded by lush greenery, with a wooden door and shuttered windows. A set of stairs leads to a raised outdoor area, partially enclosed by a stone wall, providing a serene view of the surrounding nature.
Vacation home in San Gimignano
4.96 out of 5 average rating, 73 reviews

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

Top guest favorite
A serene outdoor space features a lit jacuzzi next to a lounge chair on a wooden deck. The stone walls of the nearby building provide texture, while distant views of the sea are illuminated under the evening sky, enhancing the peaceful ambiance.
Home in Rio Marina
5 out of 5 average rating, 106 reviews

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.

Top guest favorite
Aerial view of a rustic stone farmhouse surrounded by lush greenery and tall trees. A serene pool is visible in the foreground, complemented by a spacious garden. The property features multiple buildings and a sweeping landscape typical of the Tuscan countryside.
Vacation home in Sassetta
5 out of 5 average rating, 78 reviews

PODERE "LO STOLLO" (Stollo 2) Sassetta - Toscana

Casa Vacanze - Sassetta. "Lo Stollo" è un podere in pietra in stile toscano, situato in zona collinare a soli 15 km dal mare. La struttura è composta da tre appartamenti indipendenti, ciascuno con ingresso separato: Stollo 1 – Piano terra, fino a 6 posti letto, ideale per famiglie o gruppi di amici. Stollo 2 – Primo piano, 2/4 posti letto, perfetto per coppie o piccole famiglie. Stollo 3 – Casetta indipendente, 2 posti letto, immersa nel verde e perfetta per una vacanza in tranquillità.

Top guest favorite
Home in Gambassi Terme
5 out of 5 average rating, 216 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.

Top guest favorite
Condo in San Gimignano
5 out of 5 average rating, 47 reviews

AnticaVista, Luxury Apartment with Tower Views

A hidden gem nestled within the ancient walls of a 14th-century tower house, right in the heart of San Gimignano, a UNESCO World Heritage Site. This one-of-a-kind apartment is where history meets contemporary elegance. Look out the window and you’ll feel like you can almost touch the medieval towers. The view is breathtaking: unforgettable glimpses of the majestic Torre Grossa, framed by the iconic skyline that earned San Gimignano its nickname, the “Medieval Manhattan.”

Guest favorite
A spacious living area is highlighted by an inviting sofa and a unique decorative coffee table. Large glass doors open to a terrace, allowing natural light to flow in. Indoor plants add a touch of greenery, enhancing the relaxed atmosphere.
Apartment in San Vincenzo
5 out of 5 average rating, 17 reviews

Attico di lusso -100 mq 2 camere 2 bagni

Situato nel cuore di San Vincenzo, un piccolo paese turistico sulla costa Toscana, a 5 minuti a piedi dal mare ed a pochi minuti di auto da una delle più famose aree di vino (Bolgheri, Castagneto Carducci..) L'appartamento è NUOVO (Completato a inizio Luglio 2024), ed ha una dimensione di 100 mq E' composto da: 2 Camere matrimoniali con letto king size 1 Soggiorno con tv, tavolo e divano 1 Cucina completa di tutto 2 Bagni 2 terrazzi con tavolo, lettini prendi / sole

Guest favorite
Apartment in Prata
5 out of 5 average rating, 24 reviews

Country Chic Tuscan Oasis, Pool, Relax & Nature

A country-chic apartment nestled in the quiet Tuscan countryside, inside a beautiful, carefully renovated farmhouse. Here, time slows down: breakfasts on the porch, relaxing by the pool, and evenings in the quiet countryside. The views of nature and the green spaces convey a sense of peace and complete harmony with the surrounding landscape. A place designed for those seeking relaxation, silence, and nature, ideal for couples and families with children aged 12 and up.

Top guest favorite
Home in Peccioli
4.99 out of 5 average rating, 140 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.

Top guest favorite
Home in Barberino Tavarnelle
5 out of 5 average rating, 67 reviews

Authentic 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.

Superhost
Condo in Sassetta
4.79 out of 5 average rating, 24 reviews

Tuscan relaxation oasis with pool & garden

Wake up to the birdsong and breathe the pure air of the Tuscan countryside. Our apartment, located in the heart of Pian delle More in Sassetta, is ideal for those seeking peace, comfort, and authenticity. With private parking, an exclusive garden, two pools available to all guests, and easy access to the main attractions of the Etruscan Coast, this space offers the perfect balance between relaxation and discovery.

Top guest favorite
A charming entrance greets guests with terracotta pots filled with greenery along a stone path. The inviting door, framed by green shutters, opens to the home. A small table and chairs are positioned on the terrace, perfect for enjoying the outdoor view.
Home in Suvereto
5 out of 5 average rating, 12 reviews

La Casa nel Castello e la Terrazza sul Borgo

Our house, fresh from a renovation in 2024, combines the charm of history with modern comfort in 90 m2 all on one level. Every detail has been designed to give you a warm and welcoming atmosphere, where tradition meets well-being: exposed wooden beams, ancient decorations patiently brought to light by me... and the principles of Feng Shui guide the design, colors and arrangement of the furnishings and rooms.

Guest favorite
Apartment in Castagneto Carducci
5 out of 5 average rating, 17 reviews

Tuscan Farmhouse with Pool & Panoramic View

Immersed in Tuscany's pristine nature, this elegant apartment in Podere Bagnoli offers a relaxing getaway with breathtaking views and modern comforts. Located 4 km from the medieval village of Castagneto Carducci, it is the perfect retreat for couples, wine lovers, slow travelers, and those seeking peace and authenticity.

Popular amenities for Sassetta vacation rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Sassetta