
Holiday rentals with a pool in Arezzo
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Arezzo

Total holiday rentals
Explore 150 holiday rentals in Arezzo

Nightly prices starting at
Arezzo holiday rentals start at €43 per night before taxes and fees

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Over 3,140 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 100 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!
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.
4.92 out of 5 average rating, 141 reviews
Historic 17th-century farmhouse in Chianti, Tuscany
Podere Vergianoni is an ancient and historic property dating back to the 1600s, located in the beautiful Chianti hills in Tuscany, with the possibility of organising exclusive services and experiences tailored to you. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard, you will find a saltwater swimming pool with a relaxation area on a panoramic terrace with a wonderful view of the castle, hills and vineyards, with breathtaking sunsets.
5.0 out of 5 average rating, 218 reviews
Relaxation and charm in the Chianti hills
Beautiful stone farmhouse, detached, surrounded by olive trees and the Chianti hills, with private garden and panoramic swimming pool. Ground floor with large living rooms, antique fireplace and wood-burning oven, bright living room and fully equipped kitchen. On the first floor, three suites consisting of a bedroom, study and private bathroom. Access via gate and white road on private property just 500 meters from the village of Strada in Chianti. Ideal for peace and relaxation. Convenient location for visiting Tuscany.
4.99 out of 5 average rating, 113 reviews
Tuscan charm of villa - countryside - Villa Senaia
In the charming Tuscan countryside, among olive trees and vineyards, a stone villa, in a strategic position to grasp the secrets of Tuscany and Umbria air conditioning and swimming pool with wellness area for your relaxation and comfort Villa Senaia is a large house with wooden beams, in a beautiful hillside location with idyllic views overlooking one of the favorite places in the Tuscan countryside, an attractive setting for outdoor dining, drinking Tuscan wine and listening to crickets and cicadas
4.9 out of 5 average rating, 240 reviews
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.
4.96 out of 5 average rating, 138 reviews
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.
4.97 out of 5 average rating, 246 reviews
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.
4.99 out of 5 average rating, 113 reviews
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.
4.96 out of 5 average rating, 115 reviews
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.
4.98 out of 5 average rating, 105 reviews
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.
4.99 out of 5 average rating, 431 reviews
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.
4.99 out of 5 average rating, 122 reviews
Conca d'Oro villa with private pool, sleeps 4
Just 2 km from the village, cozy typical Tuscan farmhouse, tastefully furnished and equipped. The farmhouse is located in a panoramic position immersed in the peaceful Tuscan countryside. Guests have access to a beautiful infinity pool for their exclusive use, equipped with sun loungers, and a lovely garden with a patio furnished for outdoor dining and enjoying fantastic sunsets. A strategic location for tourists. Free high-speed satellite Wi-Fi
4.92 out of 5 average rating, 172 reviewsPopular amenities for Arezzo rentals with a pool
House rentals with a pool

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool
4.98 out of 5 average rating, 144 reviews
House Rigomagno Siena
4.96 out of 5 average rating, 122 reviews
Cottage surrounded by nature
4.99 out of 5 average rating, 110 reviews
Villa Lolù with private heated swimming-pool
4.97 out of 5 average rating, 159 reviews
La Lisa: country house surrounded by fields
4.94 out of 5 average rating, 135 reviews
The lemon house
4.91 out of 5 average rating, 102 reviews
Il Vecchio Mulino
4.91 out of 5 average rating, 114 reviews
Traditional stone house in Tuscany
4.97 out of 5 average rating, 102 reviewsApartment rentals with a pool

Loggiato 3 apartment in Tuscany near Siena
4.93 out of 5 average rating, 201 reviews
House between Firenze, Arezzo, chianti e Siena
4.84 out of 5 average rating, 300 reviews
Apt. Panzanello-Panzano in Chianti
4.96 out of 5 average rating, 280 reviews
Poggiolieto Suite - on hills 10' from city center
4.83 out of 5 average rating, 227 reviews
Ginestra: Private Pool Overlooking Florence
4.95 out of 5 average rating, 117 reviews
Casa Bianchini | Duplex 6-bedroom apartment (12 +1
4.93 out of 5 average rating, 57 reviews
The Noble's Balcony, your home in a Historic Villa
4.94 out of 5 average rating, 18 reviews
Relax "Merigge" - Shared Pool + Parking
4.91 out of 5 average rating, 34 reviewsHome rentals with a private pool

Stone House with Exclusive Pool Codilungo in Chianti
4.98 out of 5 average rating, 216 reviewsWp Relais Villa Vignalunga
4.93 out of 5 average rating, 116 reviews
TREEhouse / casaBARTHEL
4.88 out of 5 average rating, 820 reviews
Casa Luigi Suite with exclusive pool
4.95 out of 5 average rating, 121 reviews
Villa il Palagio in the Tuscan countryside
4.98 out of 5 average rating, 41 reviews
Podere Molinaccio - Luxury Tuscan-style Eco Villa
4.93 out of 5 average rating, 27 reviews
Bliss out in Historic Farmhouse on Organic Wine Estate with Tennis and Pool
5.0 out of 5 average rating, 29 reviews
Villa Pergo is an ancient charming country villa
5.0 out of 5 average rating, 65 reviewsWhen is the best time to visit Arezzo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €167 | €164 | €150 | €162 | €161 | €182 | €252 | €220 | €203 | €167 | €165 | €178 |
| 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 |
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- Rentals with pools Tuscany
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- Lake Trasimeno
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- Ponte Vecchio
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Mugello Circuit
- Mercato Centrale
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- Pitti Palace
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