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Vacation rentals in Roccastrada

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Roccastrada

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

Guest favorite

Cottage in Geggiano

4.99 out of 5 average rating, 103 reviews

Villa di Geggiano - Guesthouse

The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.

Mar 8 – 15

R9,498 ZAR per night
Guest favorite

Apartment in Caminino

4.92 out of 5 average rating, 122 reviews

Pieve di Caminino Historic Farm

L'antica fattoria Pieve di Caminino, oggi biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due antiche strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.

Jan 29 – Feb 5

R2,964 ZAR per night
Guest favorite

Cottage in Vetulonia

4.96 out of 5 average rating, 115 reviews

La Dolce Vita ~ romantic retreat in quiet nature

Welcome to Il Baciarino! We are a rustic agriturismo in the green hills of Maremma, Toscana's wild and unexplored coastal region. Il Baciarino is a place to come and stay, to escape from the bustle of the city and your busy life, and to unwind in nature; perfect for those who love unspoiled nature, endless views, fresh seafood & good wine. Il Baciarino has six unique rustic cottages nestled in 19 acres of wilderness, on the outskirts of the tiny Etruscan town of Vetulonia.

Jan 8 – 15

R2,500 ZAR per night

Popular amenities for Roccastrada vacation rentals

Other great vacation rentals in Roccastrada

Guest favorite

Home in Monticchiello

4.97 out of 5 average rating, 134 reviews

"La Lambarda" tower Suite

Apr 26 – May 3

R6,121 ZAR per night
Guest favorite

Apartment in Montepulciano

4.97 out of 5 average rating, 326 reviews

A view from the top

Mar 26 – Apr 2

R3,081 ZAR per night
Guest favorite

Loft in Roccastrada

5.0 out of 5 average rating, 14 reviews

"Casa Chiassarello" with swimming pool

Oct 22 – 29

R2,246 ZAR per night
Guest favorite

Home in Roccastrada

5.0 out of 5 average rating, 66 reviews

Delightful loft surrounded by greenery with garden

Apr 26 – May 3

R1,333 ZAR per night
Guest favorite

Condo in Montemassi

5.0 out of 5 average rating, 22 reviews

Babe and Madde's house, air-conditioned environment

Nov 27 – Dec 4

R1,158 ZAR per night
Guest favorite

Apartment in Roccatederighi

5.0 out of 5 average rating, 8 reviews

Apartment with pool - max 3 people

Jun 30 – Jul 7

R3,024 ZAR per night
Guest favorite

Home in Rio Marina

5.0 out of 5 average rating, 55 reviews

Casa del Capitano | Monte Grosso, Elba

Nov 2 – 9

R8,096 ZAR per night
Guest favorite

Apartment in Montalcino

4.99 out of 5 average rating, 80 reviews

Castel Brunello

Oct 18 – 25

R13,333 ZAR per night
Guest favorite

Home in Montemassi

4.94 out of 5 average rating, 17 reviews

Capezzuolo 33

Nov 18 – 25

R1,269 ZAR per night
Guest favorite

Apartment in Solaia

5.0 out of 5 average rating, 30 reviews

Apartment "Contra" in rural house with pool

Dec 24 – 31

R2,105 ZAR per night
Guest favorite

Apartment in Roccastrada

4.9 out of 5 average rating, 31 reviews

Apartment in Maremma Toscana - Podere Scopaione

Aug 17 – 24

R2,012 ZAR per night
Guest favorite

Apartment in Montemassi

4.97 out of 5 average rating, 72 reviews

" from Huesa" IN the heart OF the Maremma

May 25 – Jun 1

R1,052 ZAR per night

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Grosseto
  5. Roccastrada