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Holiday rentals with a pool in Cavriglia

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Cavriglia

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Home in Montespertoli

4.84 out of 5 average rating, 69 reviews

Holiday immersed in the Tuscan countryside 'Canaiolo'

"💖Treat yourself to a holiday immersed in the Tuscan countryside, with a large equipped swimming pool 🌞💐The scents of nature, the breathtaking landscapes and the swimming pool will be the setting for the relaxation you are looking for. 🚴🏻♂️🏃‍♀️Then if you feel the need to move you can swim, walk or run among the trails around your home in the countryside. 🏛The strategic location of the apartment allows excursions to Florence, Siena and Pisa. ✨The apartments are recently renovated in Tuscan style."

Guest favourite

Apartment in CORTONA

4.96 out of 5 average rating, 24 reviews

Relaxation and peace in the countryside Cortona G

"Le Oche Grigie" was the first Charming Home in Cortona totally dedicated to people in love. Unlike other lodgin we only accept couples without children. This means for our guests memorable romantic experiences, emotions and complicity in a country house, away from the distractions of daily life. Strategically positioned in the center of an area of extraordinary beauty, only 3 exclusive and independent apartments, renovated with fine finishing and natural materials. Garden and swimming pool.

Home in San Casciano in Val di pesa

4.83 out of 5 average rating, 89 reviews

Tuscan Villa Featured Conde Nast Best Villas Italy

Step under archways into a home where the original wood ceilings and tiled floors showcase Tuscan style. Enjoy delicious meals on the terrace with sweeping views of Tuscany, winters curled up in front of a huge fire place or relaxing on warm summer days by the pool. Savour the best of Tuscan food and wine with cooking classes with a Michelin chef, master classes in wine and visits to local artisan cheese and wine makers. Listed by Condé Nast as one of the most beautiful villas in Italy.

Villa in Petrignano

4.98 out of 5 average rating, 51 reviews

Restored Farmhouse & Cottage with AC, Pool & WIFI

Villa La Quercia is a private 2 acre property consisting of a beautifully restored farmhouse and cottage- both exclusively for you during your stay. The property is surrounded by farmland and forest providing complete privacy and tranquility, yet the nearest village is only 3kms away. The property comfortably sleeps up to 12 people and has a large salt water filtered swimming pool. Fabulous restaurants, wineries and stunning Tuscan & Umbrian villages are but a short drive. Welcome.

Guest favourite

Home in Lecchi in Chianti

4.96 out of 5 average rating, 135 reviews

Casa di Lyndall - Entire house with exclusive pool

Welcome to “Casa di Lyndall” My home is located in the medieval village of Lecchi in Chianti, set in rolling hills, castles, vineyards & olive groves, & provides a view that extends nearly 50 kms. It’s a perfect choice for a family or group of four people. My home is built in typical Tuscan style with exposed chestnut beams, fireplace, and a well appointed kitchen. The 8 metre pool is private & located on the top terrace of the olive grove, has a child proof fence, and 4 sun lounges.

Guest favourite

Villa in Siena

4.85 out of 5 average rating, 86 reviews

Enchanting Rose Garden Pool Villa

Truthful Tuscan paradise just 12mins from Siena. Boasting two doubles and two twins, 3 bathrooms, a very large leaving room, a beautiful dining room with fire place, park, parking and pool are all private. It is the ideal old and authentic family retreat, nestled on top of the Montechiaro hill with 360 degrees views over Chianti. The host leaves in the adjacent house. In winter and early spring there is an extra charge of 50€ a day for heating.

Guest favourite

Flat in Morrona

4.86 out of 5 average rating, 14 reviews

Charming apartment with pool

Imagine your nest in the heart of the main square of an ancient village - a cozy and familiar refuge, also for bike lovers, strategically located in the center of the Pisa-Florence-Siena triangle. From here, you can quickly reach the iconic destinations and cultural wonders of Tuscany. This apartment, with its private garden, pool, barbecue area, bike storage, and panoramic view of the hills, ensures you a vacation like no other.

Guest favourite

Loft in Scandicci

4.98 out of 5 average rating, 100 reviews

Wonderful Loft in Villa with Pool in Chianti

Located on the second and last floor of the "Suites le Valline" complex, the Piazzale Michelangelo loft offers a unique style in an ideal location to explore Tuscany, 15 minutes by car from Florence and San Casciano! Take a moment to relax on the beautiful panoramic terrace over Florence, or cool off in the bio pool among olive trees...and remember that all the vegetables in the garden of the Villas are at your disposal!

Guest favourite

Flat in Mercatale Valdarno

4.98 out of 5 average rating, 80 reviews

Panoramic view from stone Apartment- Pool and A/C

Unique experience in a real, old Tuscan farmhouse. Podere Casa Muricce is the place for people who love nature, animals, woods, but also close to the main places of interest in Tuscany. Situated on the top of a hill high 400mt, carefully restructured according to the tradition, Casa Muricce is the typical ancient Tuscany house in stone: all the furnishings, even doors, are original from Tuscany houses of `700/'800.

Guest favourite

Farm stay in Sanfatucchio

4.88 out of 5 average rating, 182 reviews

2 room apartments in farmhouse whit pool

We have 4 apartments of this type on first floor and on two levels with two bedrooms (one double and a single bedroom), living room with kitchenette, bathroom with shower. The farmhouse enjoys a 360° view of the Umbrian and Tuscan hills and has a garden and shared swimming pool in summer, lounge and playground. This typology can NOT be booked with CHILDREN UNDER 12 or babies and is for max 3 people.

Guest favourite

Townhouse in Barberino Tavarnelle

4.96 out of 5 average rating, 81 reviews

Tower dating back to 1212 in the heart of Tuscany

In the heart of Tuscany, newly renovated apartment in old farmhouse restored from the ground up. Only 30 minutes from Florence and 40 from Siena. A/C in every room and screens on door and windows Extremely quiet, with all comforts including a common infinity pool with large private umbrella for shade. Relax outside with a glass of wine or tour around chianti from this conveniently located home.

Villa in Talla

4.91 out of 5 average rating, 23 reviews

Lovely villa heated outdoor pool & tennis court

A spectacularly located and comfortable holiday accomodation offers an inviting heated swimming pool (size 10x5x1,40 m deep), tennis court, Jacuzzi and gym a large furnished terrace overlooking the beautiful Casentino valley and its breathtaking views. The property can accomodate up to 12 guests and has 6 bedrooms each bedroom comprises its own bathroom.

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Popular amenities for Cavriglia rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Montopoli in Val D'arno

4.93 out of 5 average rating, 42 reviews

Villa Due Pini Marti with private pool

Guest favourite

Home in Firenze

5 out of 5 average rating, 8 reviews

La Limonaia della Torretta

Guest favourite

Home in Pistoia

5 out of 5 average rating, 8 reviews

Countryside Cottage with Pool "Il Melograno"

Guest favourite

Home in San Lorenzo

5 out of 5 average rating, 17 reviews

Casa dei Vasi

Guest favourite

Home in Monte San Savino

4.99 out of 5 average rating, 69 reviews

CHARMING TUSCANY VILLA PRIVATE POOL

Guest favourite

Home in Cortona

4.96 out of 5 average rating, 57 reviews

"Casa Elisa", house with pool at the foot of Cortona

Home in Casanova

4.89 out of 5 average rating, 36 reviews

Casa Liliana

Home in Cortona

4.92 out of 5 average rating, 26 reviews

Beautifully restored villa with private pool

Apartment rentals with a pool

Apartment in Loro Ciuffenna

5 out of 5 average rating, 9 reviews

""Beautiful Villa with PRIVATE pool in Tuscany""

Apartment in Pergine Valdarno

4.67 out of 5 average rating, 6 reviews

Relax in farmhouse among the Chianti vineyards

Guest favourite

Apartment in Bibbiena

5 out of 5 average rating, 16 reviews

ideal for two + loggia, pool on the farm

Guest favourite

Apartment in Volterra

4.95 out of 5 average rating, 21 reviews

Three-room apartment with 2 bedrooms and private garden, pool

Guest favourite

Apartment in Uzzano

4.81 out of 5 average rating, 21 reviews

Tuscan country apartment in a lovely olive grove

Apartment in Gavinana

5 out of 5 average rating, 25 reviews

Luxury Views aircon Shared Pool parking cooking

Guest favourite

Apartment in San Casciano in Val di Pesa

4.83 out of 5 average rating, 215 reviews

lovely farm- apartment (Fox)

Apartment in Gambassi Terme

4.89 out of 5 average rating, 45 reviews

Panoramic apartment with pool and private garden

Home rentals with a private pool

Guest favourite

Cottage in Barberino Tavarnelle

4.98 out of 5 average rating, 186 reviews

Stone House with Exclusive Pool Codilungo in Chianti

Guest favourite

Home in Pergaccio

5 out of 5 average rating, 46 reviews

Villa Pergo is an ancient charming country villa

Guest favourite

Farm stay in arezzo

4.98 out of 5 average rating, 221 reviews

Explore nature in the center of Vigneti Chianti

Guest favourite

Villa in San Miniato

4.88 out of 5 average rating, 40 reviews

Villa with exclusive pool

Guest favourite

Home in San Casciano in Val di pesa

5 out of 5 average rating, 41 reviews

Charming villa in the Chianti hills

Guest favourite

Villa in Cortona

4.93 out of 5 average rating, 46 reviews

Agriturismo Henni panoramic pool sauna and jacuzzi

Guest favourite

Villa in Pian di SCO

5 out of 5 average rating, 26 reviews

Villa il Palagio in the Tuscan countryside

Guest favourite

Home in Tavarnelle Val di Pesa

4.93 out of 5 average rating, 92 reviews

Casa Luigi Suite with Exclusive Pool

Quick stats about holiday rentals with a pool in Cavriglia

Total rentals
180 properties
Nightly prices starting at
$54 SGD before taxes and fees
Total number of reviews
2.8K reviews
Family-friendly rentals
110 properties are a good fit for families
Pet-friendly rentals
100 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace

Destinations to explore