We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals with Pools in Roccastrada, Italy

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Owner log in
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Change Dates
    Price
    per night
    |||
    |||
    $0
    $405 Average
    $1,000+
    Bedrooms
    Any
    Amenities
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Roccastrada is popular with travellers just like you. Don’t let them get your perfect place first—book today!
    Clear All
    1 / 34
    5 of 5 stars (6) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    1 / 45
    5 of 5 stars (1) Excellent
    Private Room, 27 Bathrooms, Sleeps 28 | Quick View
    Show Prices
    Payment Protection
    1 / 19
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Terrace
    • Wi-Fi
    • Outdoor Dining Area
    • Grill
    • Balcony
    • Shared Outdoor Pool...
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    Location Information
    58036, Roccastrada, Province of Grosseto
    1 / 18
    9 Bedrooms, 10 Bathrooms, Sleeps 1 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Shared Garden
    • Private Outdoor...
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Overview Villa Maremma 2 is a magnificent nine bedroom luxury villa, completely restored and refurbished in 2009, set in a private estate with beautiful countryside views in the Maremma area of Tuscany. Situated only 25 minutes driving distance from the beach, the estate extends over 2300 acres of... View all property information
    Location Information
    Roccastrada, Province of Grosseto
    1 / 32
    7 Bedrooms, 7 Bathrooms, Sleeps 1 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Private Outdoor...
    • Shared Garden
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Overview Villa Maremma 1 is a beautifully decorated seven bedroom luxury villa set in its own oasis of natural beauty in the Maremma area of Tuscany. Situated only 25 minutes driving distance from the beach, the estate extends over 2300 acres of grounds and enjoys its own 18 hole (15 greens) golf... View all property information
    Location Information
    Roccastrada, Province of Grosseto
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Private Garden
    • Housekeeping...
    • Satellite TV
    • Wi-Fi
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    Location Information
    58036, Roccastrada, Province of Grosseto
    1 / 19
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Foresteria is a superb 80 square meters  apartment. This Boutuqe Tuscan apartment  has a romantic fireplace, large private lobby, double bedroom bathroom with shower and a fully equipped kitchenette. This apartment is ideal for a romantic escape in Tuscany.. Exteriors A former Romanesque monastery... View all property information
    Location Information
    58036, Roccastrada, Province of Grosseto
    1 / 16
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Confortable apartment for a couple 77 sqm. Living room with fireplace, kitchen area with dishwasher. Bedroom with double bed, facing the centenary olive grove valley with a panoramic bowindow balcony; Bathroom with bathtub and shower. Furnished private patio in the front garden. . Exteriors A... View all property information
    Location Information
    58036, Roccastrada, Province of Grosseto
    1 / 17
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Library Loft is the largest apartment and it is 140 square meters big. The apartment has eighth beautiful panoramic windows, the apartment is embellished by a piano. The apartment has a large living room with fireplace, double bedroom and bathroom.. Exteriors A former Romanesque monastery in the... View all property information
    Location Information
    58036, Roccastrada, Province of Grosseto
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    1 / 21
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Bifora is a Tuscan boutique apartment of about 70 square meters. The apartment room has a kitchenette with fireplace a panoramic terrace. Bifora is embellished with an original XI century Romanesque double window. The Queen size bedroom is very romantic and perfect for honeymooners. The bathroom is... View all property information
    Location Information
    58036, Roccastrada, Province of Grosseto
    1 / 19
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Sacrestia is an 80 square meters apartment. This charming Tuscan apartment has private garden and views on the antique olive groe. The apartment has a stone sitting room where it is set an original antique fireplace, double bedroom,  small bathroom with shower. . Exteriors A former Romanesque... View all property information
    Location Information
    58036, Roccastrada, Province of Grosseto
    1 / 20
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The Teacher's House is a 55 square meters romantic apartment and it is on three levels. The apartment was part of an ancient Tuscan monastery. This romantic apartment has a living room with fireplace and kitchen, dining room with balcony  bathroom with bathtub and shower. The apartment is air... View all property information
    Location Information
    58036, Roccastrada, Province of Grosseto
    1 / 19
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Romito is a charming panoramic apartment of 90 square meters. The apartment is ideal for 4 people max. The apartment has two double bedrooms, one twin and another one with two single beds. The apartment has also a kitchen, dining room a working fire place and a wonderful furnished terrace..... View all property information
    Location Information
    58036, Roccastrada, Province of Grosseto
    1 / 22
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Normal 0 21 false false false ES X-NONE X-NONE MicrosoftInternetExplorer4 /* Style Definitions */ table.MsoNormalTable {mso-style-name:"Tabla normal"; mso-tstyle-rowband-size:0; mso-tstyle-colband-size:0; mso-style-noshow:yes; mso-style-priority:99; mso-style-qformat:yes; mso-style-parent:"";... View all property information
    Location Information
    58036, Roccastrada, Province of Grosseto
    1 / 17
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    School Apartment is a charming tuscan apartment of about 50 square meters and it is the ideal room for a romantic escape in Tuscany. This apartment  has a living room with central fireplace and kitchen, bathroom with shower and a balcony with a fantastic view of the Tuscan nature.. Exteriors A... View all property information
    Location Information
    58036, Roccastrada, Province of Grosseto
    1 / 14
    6 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Internet Access
    • Parking
    • Private Outdoor...
    • Grill
    • Satellite TV
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Casa Federica is located in the countryside of the Maremma area near Grosseto, only 5 minutes from the village of Roccastrada, in southern Tuscany, an area that reaches out from the province of Siena to the sea. The house has been divided into two apartments, one downstairs (ground floor) and one... View all property information
    Location Information
    58036, Roccastrada, Province of Grosseto
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • Washer
    • Satellite TV
    • DVD Player
    • Patio
    • Children's Pool
    • Wi-Fi
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    Location Information
    58036, Roccastrada, Province of Grosseto
    1 / 4
    5 of 5 stars (1) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Enquire for rates
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Shared Outdoor Pool...
    • Grill
    • Balcony
    • Washer
    • Parking
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    58036, Roccastrada, Province of Grosseto
    1 / 13
    5 of 5 stars (1) Excellent
    Private Room, 3 Bathrooms, Sleeps 11 | Quick View
    Enquire for rates
    Amenities & Details
    • Grill
    • Shared Outdoor Pool...
    • Shared Garden
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    Location Information
    58036, Roccastrada, Province of Grosseto
    Get the List
    8 Bedrooms, 21 Bathrooms, Sleeps 30 | Quick View
    Enquire for rates
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Parking
    • Balcony
    • Grill
    • Shared Outdoor Pool...
    • Terrace
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    Location Information
    58036, Roccastrada, Province of Grosseto
    1 / 12
    6 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Casa Federica is located in the countryside of the Maremma area near Grosseto, only 5 minutes from the village of Roccastrada, in southern Tuscany, an area that reaches out from the province of Siena to the sea. The house has been divided into two apartments, one downstairs (ground floor) and one... View all property information
    Location Information
    58036, Roccastrada, Province of Grosseto
    1 / 30
    7 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    La Ghiandaia is an extremely attractive property surrounded by huge grounds (approximately 30 hectares of land) located in the heart of the Maremma region, the wildest area of Southern Tuscany. It was acquired by a renowned Swiss film-maker who fell in love with the beautiful landscapes of the... View all property information
    Location Information
    Roccastrada, Province of Grosseto