
Vacation rentals with a pool in Tuscany
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Tuscany
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Exclusive 10 Acre Estate w/ Pool & Olive Grove!
Enchanting, exclusive 10acres estate on a hill, memorable sunsets; large pool framed by lavender&rosemary, open year-round. New air conditioning, Starlink internet. Very private&peaceful 2 floors, 4bedrooms, 4baths, jacuzzibathtub, 55inch smartTV, well-equipped kitchen, porch & pergola for alfresco dining, Weber barbecue, pizza oven, olive grove, fireplace; 20 min. to Orvieto,Todi,Amelia; 10 minutes drive to train station to Rome/Florence, 5min drive to shops in town. Grounds/pool caretaker

Podere Vergianoni immerso nelChianti con piscina
Podere Vergianoni è un antica proprietà del 1600 a gestione familiare situato nelle splendide colline del Chianti in Toscana con la possibilità di organizzare navetta privata e esperienze locali direttamente con la nostra famiglia . L'appartamento è disponibile per 2 adulti con possibilità aggiunta divano letto per 2 bambini sotto i 12 anni . Nel grande cortile esterno troverete una piscina a sale con area relax su terrazza panoramica con vista su castello e vigneti con tramonti unici.

Palazzo Monaci - Piscina nelle crete Senesi
Benvenuti a Palazzo Monaci ! Un' oasi di natura e bellezza unica, nel cuore delle Crete Senesi, in Toscana. Un residence con piscina e vista mozzafiato sulle crete senesi. Perfetta per coppie o famiglie in cerca di una vacanza rilassante. La posizione è perfetta per esplorare le zone limitrofe. Potrete fare escursioni nella campagna toscana, visitare i borghi medievali caratteristici, assaggiare i vini locali prelibati e immergervi nella cultura e nella storia di questa affascinante regione.

Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Tuscan charm of villa - countryside - Villa Senaia
Nell’affascinante campagna Toscana,tra ulivi e vigneti una villa in pietra,in posizione strategica per cogliere i segreti di Toscana e Umbria aria condizionata e piscina con area wellness per il vostro relax e confort Villa Senaia è una grande casa con travi in legno, in una splendida posizione in collina con vista idilliaca che affaccia su uno dei luoghi preferiti della campagna toscana, un ambiente attraente per mangiare all'aperto, bevendo vino toscano e ascoltando i grilli e le cicale

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
ID Code: 051025 AAT 0017 Wisely renovated 1600 exclusive original tuscanian stone house, superbly positioned up on a hill in total privacy. This villa is placed in a real postcard with a 360˚ view. Just 30 minutes drive from Cortona and less than 10 minutes drive from A1 Monte San Savino motorway exit, the villa is reachable through a boulevard flanked by secular trees and it boasts a stunning view on the Valdichiana valley with its towns and villages such as Monte San Savino and Cortona.

Relax e charme tra le colline del chianti
Bellissima colonica in pietra, indipendente, immersa tra gli olivi e le colline del Chianti, con giardino privato e piscina panoramica. Piano terra con ampi saloni, antico camino e forno a legna, soggiorno luminoso e cucina full optional. Al primo piano tre suites composte da camera, studio e bagno privato. Accesso tramite cancello e strada bianca in proprietà privata a soli 500 metri dal paese di Strada in Chianti. Ideale per quiete e relax. Location strategica per visitare la Toscana.

Rural Tuscany | Family farmstay with restaurant
Via della Stella is a charming agriturismo with a housing surface of 530m², divided over nine separate apartments. Each apartment has its own living room, kitchen and one or more bath & bedrooms. The farmhouse has a wonderful panoramic swimming pool. Its great position with view over the hills heading up to Montepulciano create a serene atmosphere. The farmhouse has been carefully decorated in rural Tuscan style. Activities such as wine tastings and cooking classes are available onsite.

House between Firenze, Arezzo, chianti e Siena
The House is located in a restored medieval village. There is an atmosphere of peace and tranquility, the gardens are full of flowers and aromatic plants and there is a beautiful panoramic view of the Arno Valley. There is a private terrace outside and two swimming pools to share with other appartraments. Perfect for relaxing and for reaching the main attractions like Florence, Siena, Arezzo, Chianti, Sangimignano. Here you will live a unique experience in the heart of Tuscany ...

Il Castello di Ferrano - Castle in Tuscany
Try the experience of staying in a real Castle! Il Castello di Ferrano offers to its hosts the chance of living an unforgettable experience: you will be the only guests in the castle, and everything will be for you (private pool from June to September, gardens etc..). Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

Casa Frontemare con accesso al mare esclusivo
Casa Frontemare è una proprietà completamente ristrutturata con accesso diretto al mare, dalla quale è possibile godere di una vista panoramica sul mare, sulle isole toscane e di meravigliosi tramonti. E' un luogo perfetto per gli amanti di una vacanza all'insegna del relax e della privacy. La vicinanza alle città d'arte toscane e ai piccoli borghi tipici fa si che sia possibile anche andare alla scoperta di nuovi luoghi e scoprire i sapori della cucina italiana.

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.
Popular amenities for Tuscany rentals with a pool
House rentals with a pool

Private Chianti Cottage, Garden & Vineyard Views

Infinity pool in Chianti 1

Cercis - La Palmierina

Serenella

Traditional stone house in Tuscany

Agriturismo Casa Giulia di Sopra

House Rigomagno Siena

Country House w/ heated Pool near the City Centre
Condo rentals with a pool

Appartamento Loggiato 3 in toscana vicino Siena

Residenza Romantica con Piscina nel Chianti

Casa Bianchini | Duplex 6-bedroom apartment (12 +1

Ginestra: Private Pool Overlooking Florence

Poggiolieto Suite - on hills 10' from city center

Manuela appartamento con piscina in agriturismo

Garden & SPA -FlorArt Boutique Apartment

Charming Residence Castello di Orgiale near Siena
Home rentals with a private pool

Stone House with Exclusive Pool Codilungo in Chianti

Esplora la natura al centro di Vigneti Chianti
Historic villa x8 with exclusive pool

Podere Molinaccio-Luxury Tuscan-style Eco Villa

Villa il Palagio nelle campagne toscane

Suite Casa Luigi con piscina esclusiva
Wp Relais Villa Vignalunga

Farmhouse , pool, 13 px. Lucca 10km
Destinations to explore
- Villa rentals Tuscany
- Aparthotel rentals Tuscany
- Condo rentals Tuscany
- Nature eco lodge rentals Tuscany
- Barn rentals Tuscany
- Rentals with beach access Tuscany
- Rentals with lake access Tuscany
- Bungalow rentals Tuscany
- Earth house rentals Tuscany
- Chalet rentals Tuscany
- Cabin rentals Tuscany
- House rentals Tuscany
- Lake house rentals Tuscany
- Rentals with an accessible height toilet Tuscany
- Rentals with breakfast Tuscany
- Private suite rentals Tuscany
- Bed and breakfasts Tuscany
- Mansion rentals Tuscany
- Beach house rentals Tuscany
- Vacation home rentals Tuscany
- Loft rentals Tuscany
- Apartment rentals Tuscany
- Pet-friendly rentals Tuscany
- Guesthouse rentals Tuscany
- Family-friendly rentals Tuscany
- Campsite rentals Tuscany
- Tiny house rentals Tuscany
- Waterfront rentals Tuscany
- Hotel rooms Tuscany
- Ski-in/ski-out rentals Tuscany
- Luxury rentals Tuscany
- Townhouse rentals Tuscany
- Rentals with an accessible height bed Tuscany
- Castle rentals Tuscany
- Tent rentals Tuscany
- Beachfront rentals Tuscany
- Rentals with a sauna Tuscany
- Cottage rentals Tuscany
- Boutique hotels Tuscany
- Farmstay rentals Tuscany
- Serviced apartment rentals Tuscany
- Hostel rentals Tuscany
- Resort rentals Tuscany
- Boat rentals Tuscany
- Rentals with a hot tub Tuscany
- Rentals with a kayak Tuscany
- RV rentals Tuscany
- Tower rentals Tuscany
- Rentals with pools Italy
- Things to do Tuscany
- Nature and outdoors Tuscany
- Art and culture Tuscany
- Sports activities Tuscany
- Sightseeing Tuscany
- Tours Tuscany
- Entertainment Tuscany
- Food and drink Tuscany
- Things to do Italy
- Wellness Italy
- Art and culture Italy
- Nature and outdoors Italy
- Food and drink Italy
- Sports activities Italy
- Sightseeing Italy
- Tours Italy
- Entertainment Italy





