
Holiday rentals with a pool in Tuscan Archipelago
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Top-rated rentals with a pool in Tuscan Archipelago
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

La Casetta
“La Casetta”, is a new restored enchanting apartment immersed in the splendid Tuscan countryside, only 2 kms from the medieval village of Casole d'Elsa in Siena province. Situated in a old farm complex with private entrance, large private garden, and access to the communal swimming pool. Furnished with utmost care down to the finest detail. Ideal for a relaxing, regenerative week with family or friends, emerged in an uncontaminated natural landscape. Possibility of excursions on foot and by bicycle in an evocative natural setting of lush forests and gentle hills of rare beauty. One can enjoy local dishes of the wonderful Tuscan tradition in many of the nearby restaurants or organize splendid home-cooked meals with the barbecue in the garden. Ideally situated for visits the many nearby towns and cities rich in art and beauty: 30 mins to Siena, 1 hour to Florence ,30 mins to San Gimignano and Volterra, 45 mins to the Chianti area. La Casetta is the ideal place to regenerate your body and mind. (We are the same owners of “La Senesina" apartment near Siena check out our rating on the web! Our 5 stars ratings are your warranty for a great stunning vacation)
FamilyLocationAir conditioning
4.93 out of 5 average rating, 194 reviews
Infinity Pool in the green agritourism with a view of the woods
Experience the authentic Tuscany between the sea and the countryside! Our Casetta Valmora estate is located 10 km from Follonica and Massa Marittima. The apartment with private patio, Wi-Fi, and air conditioning overlooks the garden with two sun loungers, ideal for couples, families, and friends. Starting in June 2026, the new panoramic infinity pool overlooking the woods will be available for moments of pure relaxation. In the surrounding area, discover medieval villages, Cala Violina, bike routes, golf (15 km away) and local products.
LocationFamilyQuiet
4.98 out of 5 average rating, 47 reviews
Collina Power
Collina is an ancient stone farmhouse, the house is surrounded by fields and olive groves. It has a large garden with swimming pool and a terrace where you can have pleasant lunches and dinners. A barbecue and garden furniture are available. The road to get to the house in the last stretch is not paved and is therefore not suitable for sports cars or particularly low ones. The route lends itself to pleasant walks during the day, while at night we recommend using a car because it is not lit.
ValueFamilyHospitality
4.93 out of 5 average rating, 201 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
LocationValueIndoor spaces
4.96 out of 5 average rating, 137 reviews
Design loft with private SPA in Tuscany
Welcome to Loft SPA, your personal refuge in the heart of Massa Marittima, an exclusive accommodation equipped with a private indoor swimming pool. This unique property offers an unparalleled stay experience, combining elegance and comfort, the accommodation has been designed with attention to detail and quality, The highlight is the indoor swimming pool with its accessories, an oasis of relaxation. This exclusive accommodation offers a stay experience you will not easily forget.
ValueLocationHot tub
5.0 out of 5 average rating, 74 reviews
Belforti Tower
Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.
ValueFamilyBeach
4.99 out of 5 average rating, 137 reviews
Gelsomino Apartment in Agriturismo with Pool
If you are looking for a break from the routine, our apartment in a Tuscan farmhouse is the right place! Nestled in the hills, it is the ideal refuge to relax with family or friends. The apartment, furnished in Tuscan style, offers large spaces, an equipped kitchen and a welcoming living room. Between nature, tranquility and the possibility of visiting places such as Siena and Pisa, it will be your perfect base to explore Tuscany. Book now and live a unique experience!
ValueLocationHospitality
5.0 out of 5 average rating, 26 reviews
Romantic Villa with private pool - "Il Pollaio"
Il Pollaio is a traditional, charming Tuscan stone house with a warm, relaxed atmosphere, surrounded by the peace and quiet of the countryside. With air conditioning, a private pool nestled in the greenery and a fully fenced property. Extra services on request: private chef and housekeeping every other day. Ideally located, yet secluded and private. Ample parking. PLEASE NOTE: Read the details under “Show more” in “Other things to note”
FamilyLocationCleanliness
5.0 out of 5 average rating, 47 reviews
Villa Il Diaccio with view of the Tuscan Maremma
Stone villa with special architectural finishes nestled in a chestnut forest. A large garden, partly paved with stone, accompanies the property from which you can admire a wonderful view of the Tuscan Maremma. Surrounded by nature, you can see the sea with the Gulf of Follonica, the island of Elba and Corsica on one side, and the island of Giglio on the other. You can take long walks in nature or reach seaside resorts or cities of art.
LocationValueKitchen
4.98 out of 5 average rating, 62 reviews
Casa Sofema seaside home with Wi-Fi
The house is bright, overlooking the sea, in a natural area surrounded by the scents of Mediterranean vegetation and the crystal-clear waters of the Tyrrhenian Sea The beach can be reached with a 4-minute walk downhill. Access to the two swimming pool areas (one with seawater overlooking the sea and the other among the vegetation) is free. Umbrellas and sunbeds are available for a fee. Wi-Fi, parking, garage. Ferry discount.
FamilyLocationWalkability
4.88 out of 5 average rating, 129 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.
LocationFamilyBeach
4.95 out of 5 average rating, 107 reviews
sea view villa with private infinity pool
RENTALS ONLY FROM SATURDAY TO SATURDAY. The house is located within our farm, surrounded by forest is distance from the village of Castagneto Carducci only 3.5 km. Its unique location offers a wonderful view of the sea and the country, ensuring a pleasant tranquility, away from the heat and noise of the country.
ValueLocationWi-Fi
4.99 out of 5 average rating, 123 reviewsPopular amenities for Tuscan Archipelago rentals with a pool
House rentals with a pool

Relax in the countryside near the sea( Lavanda )
ValueFamilyCleanliness
4.88 out of 5 average rating, 183 reviews
Charming Tuscan Villa with pool
LocationFamilyOutdoor spaces
5.0 out of 5 average rating, 21 reviews
Beautiful vacation home with infinity pool
ValueLocationIndoor spaces
4.82 out of 5 average rating, 34 reviews
La Capanna: country house with magnificent view
FamilyLocationHospitality
4.92 out of 5 average rating, 83 reviews
La Mignola Apartment
LocationFamilyComfort
5.0 out of 5 average rating, 47 reviews
Between the sea and tradition, an anti-stress vacation!!!
LocationFamilyDecor
5.0 out of 5 average rating, 20 reviews
Podere La Fornace is a small Ferienparadies
FamilyLocationAmenities
4.91 out of 5 average rating, 22 reviews
Casa Gyotaku (bike friendly)
LocationValueParking
4.76 out of 5 average rating, 75 reviewsCondo rentals with a pool

Scenic Stilish Country
LocationFamilyQuiet
4.88 out of 5 average rating, 135 reviews
Cupiano Farm "Querciolettaia/Legnaio"
LocationFamilyAmenities
4.96 out of 5 average rating, 56 reviews
Holiday in an antique farm, The Arches
LocationFamilyIndoor spaces
4.86 out of 5 average rating, 22 reviews
Unique Experience 2 C/C - Castle Farmhouse
LocationFamilyBathroom
5.0 out of 5 average rating, 40 reviews
last minute 30 august 4 september fab pool. AC
LocationBeachWi-Fi
5.0 out of 5 average rating, 4 reviews
[Sea view] Charming apartment with pool
ValueFamilyOutdoor spaces
4.84 out of 5 average rating, 74 reviews
„Toscana Amore Mio“, stunning view, 18min Volterra
LocationFamilyHospitality
4.81 out of 5 average rating, 21 reviews
Sea View and Pool in Tuscany
FamilyLocationParking
4.8 out of 5 average rating, 15 reviewsOther holiday rentals with a pool

Leo's Romantic House
FamilyLocationAccess
5.0 out of 5 average rating, 65 reviews
The pomegranate, Podere il Giglio
LocationFamilyComfort
5.0 out of 5 average rating, 32 reviews
TerraMadre ARIA
LocationFamilyCleanliness
4.94 out of 5 average rating, 35 reviews
Podere Raspollino | Maremma 10 people
LocationFamilyView
5.0 out of 5 average rating, 5 reviews
Villa Tenuta Le Case Nuove with pool & garden
FamilyLocationIndoor spaces
4.64 out of 5 average rating, 25 reviews
Astonishing beachfront villa with private garden
LocationCleanlinessGetting around
5.0 out of 5 average rating, 6 reviews
Exclusive villa with pool jacuzzi wifi and green
LocationFamilyPets
4.96 out of 5 average rating, 53 reviews
Villetta Serendipity - The Garden Apartment : 60mq
ValueLocationQuiet
4.93 out of 5 average rating, 27 reviewsDestinations to explore
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- Elba
- Giglio Island
- Giannutri
- Cala Violina
- Parco Regionale Della Maremma
- Feniglia
- Gulf of Baratti
- Spiaggia Di Sansone
- Le Cannelle
- Pianosa
- Spiaggia di Capo Bianco
- Spiaggia di Marina di Campo
- Cascate del Mulino
- Vulci
- Necropolis of Tarquinia
- Saturnia Thermal Park
- Riserva Naturale Diaccia Botrona
- Spiaggia di Fetovaia
- Pitigliano Centro Storico
- Spiaggia Delle Ghiaie
- Nisportino beach
- Spiaggia Sant'Andrea
- Baratti And Populonia Archaeological Park
- Museo Nazionale Delle Residenze Napoleoniche





