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

A charming Tuscan retreat
Villa Pianelli is a traditional farmhouse dating from the 1500's and consists of 2 structures. The main house where I live, always available to ensure your stay runs smoothly and the Garden apartment. Both are completely independant with separate entrances. The Garden apartment is composed of 5 rooms on ground level, the interiors have retained the Tuscan characteristics with brick ceilings and chestnut beams and terracotta floors. There are 2 double bedrooms, 1 bathroom with shower, 1 lounge with a wood burning stove and open plan kitchen - dining area. The kitchen is equipped with fridge,oven and ceramic hob. From the lounge you access the spa room with sauna and from there onto a terraced garden complete with b.b.q. The swimming pool is 8mx16m and is open May through September, furnished with sun loungers,a b.b.q area and a large covered pergola with dining tables and chairs. Villa Pianelli is secluded in a quiet corner of the Tuscan countryside, nestled in the hills of Arezzo, surrounded by vineyards, olive groves and oak forests.We can offer our guests a dimension of peace and quiet whilst ensuring various possibilities of entertainment in wineries, restaurants,shopping etc just a few kilometres away in Arezzo. Please note that the house has two bedrooms but if the booking is for two people only one bedroom will be provided.If required there is an additional cost of 50 euro per night for the second bedroom.

Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

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.

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 360Ëš 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.

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.

Italian Internal
Knock on the door of this house, and an inspiring world will open up to you. The modern design, now luxurious, now fun, blends beautifully with the structures and airiness of the 18th-century rural complex, and offers a breathtaking panoramic window. The house is located within a residence, and use of the pool is shared with other guests in the complex. Surrounded by green hills, offers an ideal accommodation for families looking for a relaxing stay. The house is ideal for four people.

The Castle of 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.

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool
Escape to the rolling hills of Umbria in this updated farmhouse (90 m2 over 2 floors) that retains its original charm. The home features classic beamed vaulted ceilings, original stone finishes, an indoor wood-burning fireplace, private entrance and a private garden terrace. The shared pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our turquoise apartment. Turquoise: https://www.airbnb.com/rooms/plus/9430389.

Typical Tuscan country house
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

Tuscany View - Villa Arianna
This beautiful villa, which can accommodate up to ten (10) people, will provide an unparalleled Tuscan experience. While positioned perfectly to allow easy access to the most beautiful towns and villages of southern/central Tuscany (such as Arezzo, Florence, Siena, Cortona, Montepulciano) and northern Umbria (such as Perugia, Orvieto, Assisi); you’ll find this villa offers complete privacy as well as a sense of peace and tranquility to all who visit.

PoggiodoroLoft, Tuscan dream e relax
Welcome to Poggiodoro Loft, 16th century stones' villa located in the countryside of Anghiari. Stunning views, charming and furnished interiors providing all type of comforts, the relaxing sauna, the private garden where you can enjoy the open air and lunch under the pergola, BBQ, fantastic in the warm seasons, lounge with brazier a panoramic swimming pool to spend great moments with friends, to be shared with the hamlet guests.

Casa Rosmarino Eco-Wellness Country Home
Price includes: - Infrared Sauna - Wood for Fireplace - Fire starters - Heating/Air Conditioning - Laundry/Dryer - Shower Gel/Shampoo/Bathrobes - Welcome Appetizer w/Wine - Treats during your stay Pool & parking lot are shared areas. We have 6 units for rent Extra activities (not included) : - Massages, Cooking Classes, Tours & Tasting Please INQUIRE for price & availability.
Popular amenities for Arezzo rentals with a pool
House rentals with a pool

Hidden gem in Tuscany

Cottage surrounded by nature

Private Chianti Cottage, Garden & Vineyard Views

Borgo Ripostena – n. 9 Frantoio

Charming estate with views. A/C in the bedrooms

Il Vecchio Mulino

House Rigomagno Siena

Romantic cosy flat - Toscana Italy
Apartment rentals with a pool

Loggiato 3 apartment in Tuscany near Siena

Chianti La Pruneta, Michelangelo apartment.

Farmhouse near Florence - Torretta

Lornano Winery Farm - Villa ''Trebbiano''

💜 "Gaia" at Podere Le Fontanelle

House between Firenze, Arezzo, chianti e Siena

Vintage Residence with Pool in Chianti

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

Podere Molinaccio - Luxury Tuscan-style Eco Villa

Villa il Palagio in the Tuscan countryside

Wp Relais Borgo Vignalunga
Wp Relais Villa Vignalunga

Bliss out in Historic Farmhouse on Organic Wine Estate with Tennis and Pool

Stone House with Exclusive Pool Codilungo in Chianti

Villa Pergo is an ancient charming country villa

TREEhouse / casaBARTHEL
When is the best time to visit Arezzo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $247 SGD | $243 SGD | $223 SGD | $259 SGD | $274 SGD | $308 SGD | $374 SGD | $326 SGD | $301 SGD | $248 SGD | $244 SGD | $264 SGD |
| 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 Arezzo

Total holiday rentals
Explore 140 holiday rentals in Arezzo

Nightly prices starting at
Arezzo holiday rentals start at $64Â SGD per night before taxes and fees

Verified guest reviews
Over 2,990 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 90 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
140 of Arezzo holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Arezzo rentals

4.8 Average rating
Arezzo stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Provence Holiday rentals
- Rome Holiday rentals
- Milan Holiday rentals
- Nice Holiday rentals
- Venice Holiday rentals
- Florence Holiday rentals
- Francavilla al Mare Holiday rentals
- Naples Holiday rentals
- Italian Riviera Holiday rentals
- Cannes Holiday rentals
- Bologna Holiday rentals
- Bonifacio Holiday rentals
- Rentals with a hot tub Arezzo
- Rentals with outdoor seating Arezzo
- Smoking-friendly rentals Arezzo
- Pet-friendly rentals Arezzo
- Bed and breakfasts Arezzo
- Rentals with a washing machine and dryer Arezzo
- Rentals with a patio Arezzo
- Rentals with an EV charger Arezzo
- Rentals with breakfast Arezzo
- Fitness-friendly rentals Arezzo
- Rentals with a fireplace Arezzo
- Family-friendly rentals Arezzo
- Villa rentals Arezzo
- Apartment rentals Arezzo
- Serviced apartment rentals Arezzo
- House rentals Arezzo
- Holiday home rentals Arezzo
- Flat rentals Arezzo
- Chalet rentals Arezzo
- Rentals with a firepit Arezzo
- Farm stay rentals Arezzo
- Rentals with pools Arezzo
- Rentals with pools Tuscany
- Rentals with pools Italy
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Lake Trasimeno
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Mercato Centrale
- Fortezza da Basso
- Piazza della Repubblica
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Uffizi Gallery
- Del Chianti
- Mugello Circuit
- Piazzale Michelangelo
- Pitti Palace
- Palazzo Vecchio
- Boboli's Garden
- Parco delle Cascine
- Basilica of St Francis
- Basilica of Santa Croce
- Medici Chapel
- Stadio Artemio Franchi
- Stazione Santa Maria Novella
- Palazzo Medici Riccardi
- Things to do Arezzo
- Things to do Arezzo
- Nature and outdoors Arezzo
- Tours Arezzo
- Sightseeing Arezzo
- Food and drink Arezzo
- Entertainment Arezzo
- Art and culture Arezzo
- Things to do Tuscany
- Entertainment Tuscany
- Art and culture Tuscany
- Nature and outdoors Tuscany
- Tours Tuscany
- Sports activities Tuscany
- Sightseeing Tuscany
- Food and drink Tuscany
- Things to do Italy
- Tours Italy
- Nature and outdoors Italy
- Sports activities Italy
- Art and culture Italy
- Sightseeing Italy
- Food and drink Italy
- Wellness Italy
- Entertainment Italy







