A winding road lined with cypress trees in the rolling hills of Tuscany, Italy | Houfy — Book Direct

Reggello vacation rentals

Vacation rentals in Reggello by owner — compare homes, condos and cabins, message verified hosts and book direct. See every charge before you pay.

Reggello lies in the charming Tuscany region, close to the artistic city of Florence, the rolling hills of Chianti, and the scenic Vallombrosa Abbey. Travelers visit for the olive oil mills of the Arno Valley, exploring historic castles, and hiking in the Pratomagno mountains. Houfy connects you with Reggello hosts directly, allowing for a more budget-friendly Tuscan experience. Explore beautiful farmhouses and holiday villas with views of the Tuscan countryside, near Figline Valdarno and the picturesque village of Loro Ciuffenna. Spring and autumn are ideal for touring vineyards and enjoying local festivals.

Recommended Homes in Reggello

Handpicked properties we think you'll love in Reggello.

Appartamento Grande

3 bd·2 ba

Appartamento Piccolo

2 bd·1 ba

Podere Berrettino

5 bd·3 ba

La Sosta di Fano

3 bd·3 ba

Why visit Reggello

Discover what makes Reggello a perfect vacation rental destination.

Explore Vallombrosa Forest

Hiking trails amid stunning landscapes

Just 11 km from Reggello, the Vallombrosa Forest offers scenic hiking trails ideal for nature enthusiasts. The lush green surroundings are perfect for a day out.

Visit Sammezzano Castle

Marvel at intricate Moorish architecture

Located 10 km from Reggello, the Sammezzano Castle is renowned for its vibrant and eclectic interiors. A must-visit for history buffs.

Experience Local Crafts

Discover handmade pottery and artwork

In Reggello, visit local artisan shops offering handmade pottery and unique artworks, providing an authentic cultural experience.

Taste Chianti Wines

Sample exquisite wines from nearby vineyards

The Chianti region, just 30 km away, houses numerous vineyards where you can enjoy wine tastings and tours.

Where to stay in Reggello

The best areas and neighborhoods for your vacation rental in Reggello.

Vallombrosa

Nestled in a forest setting, Vallombrosa offers tranquility and scenic trails. It's perfect for nature lovers seeking solitude.

Best for: nature enthusiasts, hikers

Leccio

Home to the famous The Mall Outlet, Leccio is ideal for shoppers. Discover high-end brands at discounted prices.

Best for: shoppers, luxury travelers

San Giovenale

A quaint location with historic charm, San Giovenale offers ancient churches and stunning views of the countryside.

Best for: history buffs, photographers

Cascia

Known for its traditional Tuscan houses, markets, and the beautiful Church of San Pietro. Visit for an authentic local experience.

Best for: families, cultural travelers

Reggello vacation rentals with free WiFi, air conditioning or kids friendly

Free WiFi, air conditioning, kids friendly and more — every Reggello vacation rental here is listed by a verified host and bookable direct, with the price the host set.

Top attractions in Reggello

All within driving distance of Reggello vacation rentals.

Masaccio Museum of Sacred Art

Features works by Renaissance painter Masaccio. · 5 km from city center

Vallombrosa Abbey

A historic abbey in a picturesque setting. · 11 km from city center

The Mall Firenze

High-end fashion outlet with designer brands. · 8 km from city center

Castle of Sammezzano

Exquisite Moorish Revival architecture. · 10 km from city center

Chianti Vineyards

Renowned for excellent wine tasting tours. · 30 km from city center

San Pietro Church

Famous for its unique wooden truss roof. · 1 km from city center

Getting to and around Reggello

Reggello is best navigated by car with scenic drives through Tuscany.

Nearest Airport
FLORENCE AIRPORT (FLR)
Located 50 km from Reggello, this airport serves as the gateway to Tuscany.
Driving in Tuscany
CAR RENTAL
Available at Florence Airport, allows flexible exploration of Reggello and surrounding areas.
Train Connections
FIGLINE VALDARNO STATION
Situated 10 km away, connects you to Florence and other major cities.

Similar vacation rentals near Reggello

Homes within 60 miles of Reggello, from verified hosts.

Villa dei 2 Ulivi (Abbadia Isola)

6 bd·4 ba
5· 239

€1,566.00 EUR total for 3 nights

Nov 15 – 18, 2026

Quiet apartment in the city center.

1 bd·1 ba
4.87· 500

€205.00 EUR total for 3 nights

Nov 15 – 18, 2026

Bettini House – House with terrace near Florence

2 bd·1 ba
5· 10

€360.00 EUR €306.00 EUR total for 3 nights

Nov 15 – 18, 2026

Casa Ettore - Historic Palazzo

3 bd·3 ba
5· 26

$1,228.00 USD total for 3 nights

Feb 11 – 14, 2027

La Chiave di Sol

1 bd·1 ba
4.88· 43

€403.50 EUR total for 3 nights

Apr 2 – 5, 2027

La Chiave di Sol 2

2 bd·1 ba
5· 21

€463.50 EUR total for 3 nights

Apr 1 – 4, 2027

€558.00 EUR €510.60 EUR total for 3 nights

Jun 1 – 4, 2027

€180.00 EUR €162.00 EUR total for 3 nights

Nov 15 – 18, 2026

€270.00 EUR total for 3 nights

Dec 10 – 13, 2026

$355.00 USD total for 7 nights

Nov 15 – 22, 2026

Casina di Andrea with an above-ground pool

2 bd·2 ba
5· 12

€680.00 EUR total for 3 nights

Jan 2 – 5, 2027

Swim Up Suites 7

1 bd·1 ba

€626.25 EUR total for 3 nights

May 29 – Jun 1, 2027

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