Luxury family holidays in Italy

Casa Papa

Villa | Bedrooms 2 | Sleeps 2-4

Charming hillside villa
Classic Tuscan views
Outdoor kitchen with barbecue and pizza oven
2min drive to Castelfiorentino

Prices are based on 4 sharing for 7 nights on Saturday 15 October 2022

Accommodation Only

Villa

Prices
from

$335pp Total price $1,339

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Reserve now for 2023 with a fully refundable deposit of $650

Use our Advanced Registration service to secure your 2023 holiday with a deposit of $650, fully refundable when prices are published

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La Madonnina

Villa | Bedrooms 1-2 | Sleeps 2-4

Two delightful 2-bedroom apartments, one studio cottage
Stunning views
Beautiful gardens
Local bar and grocery shop 10-minute stroll

La Canonica di Cortine Cottages

Villa | Bedrooms 2 | Sleeps 4

Five unique two-bedroom cottages
Part of a beautifully restored historic hamlet
Informal and friendly
Delightful views of Chianti countryside

Prices are based on 4 sharing for 7 nights on Saturday 28 May 2022

Accommodation Only

Cottage

Prices
from

$439pp Total price $1,755

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Reserve now for 2023 with a fully refundable deposit of $650

Use our Advanced Registration service to secure your 2023 holiday with a deposit of $650, fully refundable when prices are published

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Trullo Raffaella

Villa | Bedrooms 3 | Sleeps 5

Enchanting trulli house
Valle d’Itria location
Flexible accommodation
Private garden

Prices are based on 4 sharing for 7 nights on Saturday 15 October 2022

Accommodation Only

Villa

Prices
from

$460pp Total price $1,840

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Reserve now for 2023 with a fully refundable deposit of $650

Use our Advanced Registration service to secure your 2023 holiday with a deposit of $650, fully refundable when prices are published

More information about advance registrations

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Casa al Colle

Villa | Bedrooms 5 | Sleeps 10

Elevated, spacious retreat
Stunning panoramic views
Comfortable interiors
Simpson family extras available

Prices are based on 4 sharing for 7 nights on Saturday 8 October 2022

Accommodation Only

Villa

Prices
from

$486pp Total price $1,944

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Reserve now for 2023 with a fully refundable deposit of $650

Use our Advanced Registration service to secure your 2023 holiday with a deposit of $650, fully refundable when prices are published

More information about advance registrations

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Simpson Kids

Simple pleasures, grand adventures...

Simpson Kids

Villa Passione

Villa | Bedrooms 3 | Sleeps 6

Stylish and comfortable barn conversion
Extensive garden with small lake
Cooking classes available
Simpson family extras available

Prices are based on 4 sharing for 7 nights on Saturday 8 October 2022

Accommodation Only

Villa

Prices
from

$565pp Total price $2,259

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Reserve now for 2023 with a fully refundable deposit of $650

Use our Advanced Registration service to secure your 2023 holiday with a deposit of $650, fully refundable when prices are published

More information about advance registrations

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Villa Flavia

Villa | Bedrooms 4 | Sleeps 6

Spacious contemporary villa
Panoramic sea view
Large lawned garden
Polignano a Mare beach 10-minute drive

Prices are based on 4 sharing for 7 nights on Saturday 15 October 2022

Accommodation Only

Villa

Prices
from

$662pp Total price $2,646

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Reserve now for 2023 with a fully refundable deposit of $650

Use our Advanced Registration service to secure your 2023 holiday with a deposit of $650, fully refundable when prices are published

More information about advance registrations

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Villa Donatella

Umbria, Italy

Villa | Bedrooms 5 | Sleeps 6-9

Calming and welcoming country house
Spacious and comfortable
Captivating views
Excellent location to explore Umbria

Prices are based on 4 sharing for 7 nights on Saturday 17 September 2022

Accommodation Only

Villa

Prices
from

$687pp Total price $2,747

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Reserve now for 2023 with a fully refundable deposit of $650

Use our Advanced Registration service to secure your 2023 holiday with a deposit of $650, fully refundable when prices are published

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Villa Aurora

Villa | Bedrooms 4 | Sleeps 8

Stylish and contemporary villa
Delightful countryside views
Shaded balcony for al fresco dining
Bar/restaurant 15-minute walk

Prices are based on 4 sharing for 7 nights on Saturday 8 October 2022

Accommodation Only

Villa

Prices
from

$697pp Total price $2,789

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Reserve now for 2023 with a fully refundable deposit of $650

Use our Advanced Registration service to secure your 2023 holiday with a deposit of $650, fully refundable when prices are published

More information about advance registrations

Reserve Now

Trulli Gianpaolo