
Holiday rentals with outdoor seating in Castiglioncello
Find and book unique rentals with outdoor seating on Airbnb
Quick stats about holiday rentals with outdoor seating in Castiglioncello

Total holiday rentals
Explore 90 holiday rentals in Castiglioncello

Nightly prices starting at
Castiglioncello holiday rentals start at $78 SGD per night before taxes and fees

Verified guest reviews
Over 1,300 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
70 of Castiglioncello holiday rentals include wifi access

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

4.7 Average rating
Castiglioncello stays receive an average rating of 4.7 out of 5 from guests
Top-rated rentals with outdoor seating in Castiglioncello
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Casa al Gianni - The Simignano Barn
Transformed from a former barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, and a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit, and an outdoor kitchen. Ideal for those seeking a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, including relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!

Casina del Sorriso
Ideal for enjoying the sea of Castiglioncello just 200 meters away. The Casina del Sorriso offers Wi-Fi, a smart TV, air conditioning, a private parking space, a small garden, an outdoor shower, linen, taxes and utilities included, and 2 bicycles to use to explore the town and its surroundings. Perfect for a single traveler or a couple (max 4 people) thanks to the privileged location you will have the opportunity to savor the beauty of Castiglioncello. 20 minutes from Casale Marittimo, Bolgheri, Livorno.

Il Cubetto -Sea Studio: sense of peace and freedom
Our little place, Il Cubetto, inaugurated with the 2020 season, stands in full Tuscan country and is particularly distinctive because of its absolute exclusivity: only two studio apartments within our 7000 sqm of garden planted with many fruit trees, with great attention to any detail. Our guests, a maximum of two per studio apartment, have the use of a salt-water infinity swimming pool overlooking the valley. Depending on the car they drive, they can park next to the cottage or beside the road.

Villa Cantucci
Traditional architecture blends with modern amenities in this charming 18th century stone villa. Nestled on a quiet hillside just below Volterra, the villa offers a private infinity pool (5m x 10m) equipped with sun loungers and umbrella. There is a large, covered terrace with a comfortable sitting area and dining table to enjoy the panoramic views of the Tuscan hills. Stepping inside, the villa feels sophisticated while maintaining its rustic charm and provides a delightful place to relax.

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni è un antica e storica proprietà risalente al 1600 situato nelle splendide colline del Chianti in Toscana con la possibilità di organizzare servizio navetta e esperienze esclusive su misura per voi . L'appartamento è disponibile per 2 adulti con possibilità aggiunta divano letto per 2 bambini sotto i 12 anni . Nel grande cortile esterno troverete una piscina a sale con area relax su terrazza panoramica con vista su castello colline e vigneti con tramonti unici.

"Casa Niccolai" apartment in Castiglioncello
Accommodation located in an excellent position with respect to the center of Castiglioncello, a short walk from the sea and the main services. Recently renovated, with practical, modern but tasteful furnishings, it is equipped with all the comforts to ensure a pleasant stay. The area where the house is located overlooks a beautiful coast, where the reef alternates with sand and rocky coves that allow you to enjoy walks on the waterfront, or by bicycle in the paths of the promontory.

Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

casa la dori
Vacation home located 200 meters from the sea in a central area very well served by neighborhood shops. Raised ground floor, with a private garden where you can have lunch, dinner or simply rest in the cool of a pleasant sea breeze. Completely renovated, refurbished and cared for in every detail, it has a very large and elegant living area with a large window that allows access to the garden. New kitchen equipped with dishwasher, two bedrooms and a fully renovated bathroom.

House with a breathless view in Tuscany
Halfway between Pisa and Florence, this dreamy Tuscan house is your perfect escape. Lounge on the panoramic terrace with sun-kissed views, sip your morning coffee, or enjoy al fresco dinners under the golden sunset. Nestled in the heart of a charming village turned open-air contemporary art museum, every corner feels like a picture-perfect moment. Peccioli is your gateway to Tuscany’s art cities or a serene hideaway to savor the magic of authentic local life.

[LUXURY]Exclusive apartment between downtown and the sea
New, exclusive luxury home in Castiglioncello’s main square, 500m from the sea and 1.5 km from Cala ’de Medici port. Parking included. Beach service available on request: assistance with reservations, subject to availability. Modern, refined design with elegant arched doors and wood details. Unique, sophisticated atmosphere for a 5-star stay! Perfect location, walking distance to all services, ideal for leaving the car behind and exploring on foot.

IdyllicTuscan Chalet with Private Seafront Access
Discover the secret part of the Tuscan coast! This premium studio guesthouse is the perfect retreat for solo travelers or couples looking for a quiet space away from the crowds and great access to our private beach. It has a private patio with dining table and sofa for reading, as well as a dining table, air conditioning and TV. And if you feel like putting yourself to the test, you can also find a table tennis table!

The cypress
Dependance of 30 sqm new building located in the context of property with independent main house immersed in the beautiful Tuscan countryside 12 km from the sea and close to centers of cultural interest. The beautiful villages of Bolgheri and Castagneto Carducci are within easy reach. A half-hour drive from Volterra. The furnishings are completely new. Garden and swimming pool with sea view available for guests.
Popular amenities for outdoor seating rentals in Castiglioncello
House rentals with outdoor seating

Infinity pool in Chianti area

Cercis - La Palmierina

Casa del Giardino

La casa dei remi, discover Tuscany near the sea

The MOONLIT & SUNNY COTTAGE near Florence

Borgo Ripostena – No. 8 Casa Vecchia

Casa Luigi Suite with exclusive pool

La Mediterranea
Apartment rentals with outdoor seating

Exclusive & Design [Golf + Free Parking]

Villa Mocarello "IL LECCIO"

Timeless Beauty in Chianti | 20 min da Firenze AC

50 meters from the Scirocco sea. Bruno and Fernanda's House

[Private Parking] Design Loft in the heart of downtown

Japan Apartment Port Area with Balcony and Jacuzzi

MareM: a terrace with view on the Tuscany sea

San Miniato - Panoramic terrace in the historic center
Apartment rentals with outdoor seating

Entire apartment - La Fortezza- Pisa

Scenic Stilish Country

Rooftop Terrace Home with Views of Lucca & Tuscany

Apartment with panoramic view in Chianti

Apt. with garden a stone's throw from the tower!

Florentine Hills “Le Scalette”

Two-bedroom apt 200 meter from the sea with a view

Apartment in Farmhouse near the Sea
When is the best time to visit Castiglioncello?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $227 SGD | $230 SGD | $209 SGD | $140 SGD | $147 SGD | $167 SGD | $213 SGD | $224 SGD | $174 SGD | $152 SGD | $223 SGD | $245 SGD |
| Avg. temp | 7°C | 8°C | 10°C | 13°C | 17°C | 21°C | 24°C | 24°C | 21°C | 17°C | 12°C | 8°C |
Destinations to explore
- Pet-friendly rentals Castiglioncello
- Waterfront rentals Castiglioncello
- Flat rentals Castiglioncello
- Rentals with a balcony Castiglioncello
- Cottage rentals Castiglioncello
- Rentals with beach access Castiglioncello
- Rentals with a patio Castiglioncello
- Smoking-friendly rentals Castiglioncello
- Villa rentals Castiglioncello
- Family-friendly rentals Castiglioncello
- House rentals Castiglioncello
- Rentals with pools Castiglioncello
- Beachfront rentals Castiglioncello
- Rentals with a washing machine and dryer Castiglioncello
- Apartment rentals Castiglioncello
- Rentals with outdoor seating Tuscany
- Rentals with outdoor seating Italy
- Elba
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Cala Violina
- Mercato Centrale
- Pisa Centrale Railway Station
- Uffizi Gallery
- Fortezza da Basso
- Stazione Santa Maria Novella
- Piazza della Repubblica
- Spiagge Bianche
- Del Chianti
- Gorgona
- Spiaggia Di Sansone
- Piazzale Michelangelo
- Parco delle Cascine
- Pitti Palace
- Gulf of Baratti
- Palazzo Vecchio
- Boboli's Garden





