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

Perfect Large Family Villa in Tuscany
*** New in Summer 2025*** Il Corniolo is our 'happy place' - a charming rural Tuscan villa with modern features and a simple family-friendly design, perfect for you & friends. Near the bustling tourist towns of Montelpulciano & Pienza, Il Corniolo is your home-from-home; a haven of countryside calm with lovely pool & hilltop views overlooking the olive groves & vineyards in L' Amorosa valley. Our home-away-from-home is a spacious, well-appointed luxury villa for you to come & make memories in.

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.

Wine Experience Villa in Montepulciano
🏡 Villa Talosa è immersa nei vigneti della Fattoria della Talosa, storica azienda vitivinicola di Montepulciano produttrice di Vino Nobile. Un luogo autentico, ideale per rilassarsi con la magia della campagna toscana e una vista incantevole da ogni finestra. A soli 1,5 km dal centro storico, raggiungibile anche a piedi, potrete visitare la nostra Cantina Storica del 1500 sotto Piazza Grande: un’esperienza unica tra storia, passione per il vino. Riscaldamento e aria condizionata sono inclusi.

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.

Podere Ampella Casa Bella Vista
Newly restored peaceful charming townhouse in the the famous Val d'Orcia in the heart of Tuscany , The property sits on a gentle hill in a small hamlet offering stunning panoramic views and sunsets. Whether you visit with family, or friends, this house is perfect for offering ample private garden and a common pool, never crowed. The hamlet is just a short drive from the nearby beautiful towns and villages allowing easy access to explore the Tuscan sceneries, cultural and culinary delights.

House Rigomagno Siena
Apartment with beamed ceilings and terracotta floors, this apartment is set in a 19th-century farmhouse located in the hills of Siena in Rigomagno Toscana. From the solarium next to the swimming pool in the middle of the olive trees, you can admire the panorama of the Sienese hills and the medieval village of Rigomagno ... all this characterizes the ideal holiday for couples or families who want to relax. Solarium, garden, terrace, swimming pool are exclusively for guests of the apartment.

Appartamento Loggiato 3 in toscana vicino Siena
L'appartamento Loggiato 3 per 2 persone si trova nell'agriturismo Santa Lucia (AGRITURISMO DIVISO IN 7 APPARTAMENTI) nelle Crete Senesi vicino Siena ed è situato al primo piano con tavolino privato dinanzi alle vetrate del loggiato. Composto da camera matrimoniale (due letti singoli uniti), bagno e soggiorno con cucina funzionale. E’ dotato di stufa a legna. Spazio esterno con tavolo e sedie a disposizione al piano terreno. L'ARIA CONDIZIONATA in camera è A PAGAMENTO secondo il consumo.

Monolocale (2+1) in Val d'Orcia - Toscana
A pochi passi dal centro storico della medioevale San Quirico d'Orcia e a soli 100 mt dal supermercato, un soggiorno fatto di silenzi e tranquillo scorrere del tempo, di giornate dall'atmosfera rilassante e rigenerante caratteristiche dello stile di vita in Val d'Orcia. Il Sapore della Tranquillità è garantito da un parco di 5000 mq che offre prati ed alberi ombrosi adatti alla lettura o al semplice riposo. L'ideale per un soggiorno dal sapore "antico", unito a tutti i comfort moderni.

A paradise in Montepulciano...
Villa Il Cubo is a full centralized air conditioned private house with large private swimming pool placed in the best garden spot for incredible views on the countryside around. Decoration has been updated with charming details that will make you enjoy the best Tuscany has to offer. We have electric vehicle charging point. Supermarkets, restaurants, grocery stores, wineries are just a few minutes away. IN JULY AND AUGUST WE LET FOR A MINIMUM OF 7 DAYS FROM SATURDAY TO SATURDAY!!!!!!

Il Castello di Ferrano - Castle in Tuscany
Try the experience to stay in a real Castle! Il Castello di Ferrano offers to his hosts the chance of doing an unforgettable experiece:you will be the only guests in the castle and everythig will be for you (private pool from June to September, gardens ecc.)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.

Old hayloft on the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

Apartment in historic house with pool and view
"I Girasoli" is part of the historic house "Borgo La Grancia", located in a spectacular area of the Tuscan countryside. It is composed of a very large and bright living room with a sofa bed, kitchen, a double bedroom and a bathroom with shower. The apartment is elegantly furnished with Tuscan terracotta floors, beams and period furniture. It has a gorgeous view of the gardens, the pool area and the valley.
Popular amenities for Trequanda rentals with a pool
House rentals with a pool

Infinity pool in Chianti

Casolare immerso nella natura

Interno Italiano

La Lisa: country house surrounded by fields

House “il colle”.nice house surrounded by vineyard

Charming estate with views. A/C in the bedrooms

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool

La Casa di Nada Home
Condo rentals with a pool

La Foresteria | Casa Granaio

Adalberto Apartment inside the Manor of Fulignano

Fattoria Lornano Winery- villa ''Trebbiano''

Appartamento Spinosa a Podere Capraia

House between Firenze, Arezzo, chianti e Siena

New, bright, cozy Florence apartment with view

Manuela appartamento con piscina in agriturismo

Garden & SPA -FlorArt Boutique Apartment
Home rentals with a private pool

La Felcaia by Interhome

Stone House with Exclusive Pool Codilungo in Chianti

Villa Pergo is an ancient charming country villa

Esplora la natura al centro di Vigneti Chianti

Historic home with exclusive pool

Villa il Palagio nelle campagne toscane

Suite Casa Luigi con piscina esclusiva
Wp Relais Villa Vignalunga
When is the best time to visit Trequanda?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $540 NZD | $547 NZD | $517 NZD | $566 NZD | $535 NZD | $528 NZD | $641 NZD | $644 NZD | $599 NZD | $481 NZD | $477 NZD | $526 NZD |
| Avg. temp | 5°C | 6°C | 9°C | 12°C | 16°C | 21°C | 23°C | 24°C | 19°C | 14°C | 9°C | 5°C |
Quick stats about holiday rentals with a pool in Trequanda

Total holiday rentals
Explore 230 holiday rentals in Trequanda

Nightly prices starting at
Trequanda holiday rentals start at $104 NZD per night before taxes and fees

Verified guest reviews
Over 2,290 verified reviews to help you choose

Family-friendly holiday rentals
150 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 150 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
230 of Trequanda holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Trequanda rentals

4.8 Average rating
Trequanda stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Smoking-friendly rentals Trequanda
- Rentals with outdoor seating Trequanda
- Rentals with a hot tub Trequanda
- House rentals Trequanda
- Rentals with a fireplace Trequanda
- Villa rentals Trequanda
- Apartment rentals Trequanda
- Rentals with a washing machine and dryer Trequanda
- Rentals with a fire pit Trequanda
- Pet-friendly rentals Trequanda
- Rentals with a patio Trequanda
- Bed and breakfasts Trequanda
- Farmstay rentals Trequanda
- Condo rentals Trequanda
- Family-friendly rentals Trequanda
- Rentals with breakfast Trequanda
- Rentals with pools Siena
- Rentals with pools Tuscany
- Rentals with pools Italy
- Santa Maria Novella
- Piazza della Signoria
- Mercato Centrale
- Ponte Vecchio
- Santa Maria Novella
- Great Synagogue of Florence
- Basilica Di San Miniato A Monte
- Salvatore Ferragamo Museum
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Del Chianti
- Siena Cathedral
- Lake Bolsena
- Basilica of Santa Maria Novella
- Piazzale Michelangelo
- Uffizi Gallery
- Fortezza da Basso
- Piazza della Repubblica
- Pitti Palace
- Boboli's Garden
- Parco delle Cascine
- Eremo Di Camaldoli
- Palazzo Vecchio
- Medici Chapel




