Tuscany Holiday Rentals
Apartment
- Florence
- ·
- Santissima Annunziata
- 0.43 mi to center
10.0Exceptional
(247 Reviews)
2 Bedrooms
2 Baths
4 Guests
861 ft²
Parking
Balcony/Terrace
Kitchen
Air Conditioner
US $461/Night
7 Nights - US $3,227
House
- Tuscany
- ·
- Chianciano Terme
- 1.85 mi to center
10.0Exceptional
(154 Reviews)
3 Bedrooms
3 Baths
6 Guests
520.26 ft²
Oceanfront
Hot Tub
EV Charge Station- Parking
US $186/Night
7 Nights - US $1,303
Bed & Breakfast
- Pisa
- ·
- Pisa City Centre
- 0.43 mi to center
10.0Exceptional
(455 Reviews)
1 Bedroom
1 Bath
Breakfast- Kitchen
- Air Conditioner
Internet
US $217/Night
7 Nights - US $1,518
Apartment
- Florence
- ·
- Santa Croce
- 0.46 mi to center
10.0Exceptional
(231 Reviews)
2 Bedrooms
1 Bath
5 Guests
754 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $322/Night
7 Nights - US $2,255
Apartment
- Florence
- ·
- Santa Croce
- 0.36 mi to center
10.0Exceptional
(131 Reviews)
2 Bedrooms
1 Bath
4 Guests
538.2 ft²
- Balcony/Terrace
View- Air Conditioner
- Internet
US $195/Night
7 Nights - US $1,364
Villa
- Tuscany
- ·
- Villabuona
- 4.27 mi to center
10.0Exceptional
(230 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Internet
Pet Friendly
Child Friendly
Laundry
US $212/Night
7 Nights - US $1,482
Condo
- Florence
- ·
- Santa Croce
- 0.46 mi to center
10.0Exceptional
(224 Reviews)
2 Bedrooms
2 Baths
4 Guests
807 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $327/Night
7 Nights - US $2,288
Apartment
- Florence
- ·
- San Frediano
- 0.15 mi to center
10.0Exceptional
(222 Reviews)
3 Bedrooms
2 Baths
5 Guests
646 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $195/Night
7 Nights - US $1,364
Apartment
- Florence
- ·
- San Niccolo
- 0.37 mi to center
10.0Exceptional
(216 Reviews)
1 Bedroom
1 Bath
4 Guests
400 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $357/Night
7 Nights - US $2,501
Luxury Holiday Rentals in Tuscany
Over 10000+ Luxury Holiday Rentals in or Near Tuscany
Villa
- Tuscany
- ·
- Castelnuovo Berardenga
- 8.34 mi to center
49 Bedrooms
49 Baths
100 Guests
58125 ft²
Private Pool- Parking
Pool
Spa
Unlock the Best Price
New
Villa
20 Bedrooms
18 Baths
37 Guests
- Breakfast
- Parking
- Pool
- Balcony/Terrace
Unlock the Best Price
House
- Cinigiano
- ·
- Poggi del Sasso
- 0.04 mi to center
9 Bedrooms
9 Baths
24 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
Unlock the Best Price
New
House
- Tuscany
- ·
- Magliano in Toscana
- 3.02 mi to center
7 Bedrooms
8 Baths
16 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
Unlock the Best Price
Villa
- Tuscany
- ·
- San Casciano in Val di Pesa
- 4.66 mi to center
8 Bedrooms
8 Baths
16 Guests
6458 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
Unlock the Best Price
Other
- Tuscany
- ·
- Ponte di Gabbiano
- 1.80 mi to center
10.0Exceptional
(1 Review)
20 Bedrooms
22 Baths
50 Guests
8073 ft²
- Parking
- Pool
- Air Conditioner
- Internet
Unlock the Best Price
Villa
16 Bedrooms
14 Baths
40 Guests
26910 ft²
- Private Pool
- Hot Tub
- Breakfast
- Parking
Unlock the Best Price
Villa
24 Bedrooms
20 Baths
37 Guests
12917 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
Unlock the Best Price
Villa
20 Bedrooms
20 Baths
40 Guests
10764 ft²
- Private Pool
- Hot Tub
- Breakfast
- Parking
Unlock the Best Price
Top-Rated Holiday Rentals with a Pool in Tuscany
Over 10000+ The Best Private Villas and Holiday Rentals in Tuscany with a Pool
Hotel
- Cortona
- ·
- Cortona Old Town
- 0.17 mi to center
10.0Exceptional
(291 Reviews)
1 Bath
- Hot Tub
- Breakfast
- Parking
- Pool
US $418/Night
7 Nights - US $2,928
Bed & Breakfast
- Tuscany
- ·
- Greve in Chianti
- 1.72 mi to center
10.0Exceptional
(280 Reviews)
1 Bedroom
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $437/Night
7 Nights - US $3,058
Hotel
10.0Exceptional
(209 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $581/Night
7 Nights - US $4,066
Villa
- Tuscany
- ·
- Castellina in Chianti
- 3.16 mi to center
10.0Exceptional
(167 Reviews)
4 Bedrooms
5 Baths
10 Guests
2153 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $723/Night
7 Nights - US $5,060
House
- Tuscany
- ·
- Buonconvento
- 2.48 mi to center
10.0Exceptional
(152 Reviews)
1 Bedroom
1 Bath
4 Guests
754 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $258/Night
7 Nights - US $1,809
Villa
10.0Exceptional
(139 Reviews)
6 Bedrooms
6 Baths
14 Guests
5382 ft²
- Private Pool
- Hot Tub
- Breakfast
- Parking
US $835/Night
7 Nights - US $5,848
Villa
- Tuscany
- ·
- San Casciano in Val di Pesa
- 3.64 mi to center
10.0Exceptional
(133 Reviews)
9 Bedrooms
8 Baths
18 Guests
5597 ft²
- Private Pool
- Breakfast
- Parking
- Pool
US $1,262/Night
7 Nights - US $8,835
Villa
10.0Exceptional
(131 Reviews)
5 Bedrooms
3 Baths
10 Guests
- Private Pool
- Parking
- Pool
- Spa
US $648/Night
7 Nights - US $4,539
Pet-Friendly Holiday Rentals in Tuscany
Over 41281+ Pet-Friendly Holiday Rentals in or Near Tuscany
Apartment
- Florence
- ·
- San Giovanni
- 0.15 mi to center
10.0Exceptional
(137 Reviews)
4 Bedrooms
4 Baths
11 Guests
3000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,189/Night
7 Nights - US $8,322
Apartment
- Tuscany
- ·
- Civitella in Val di Chiana
- 0.97 mi to center
10.0Exceptional
(78 Reviews)
3 Bedrooms
3 Baths
14 Guests
- Breakfast
- Parking
- Air Conditioner
- Internet
US $104/Night
7 Nights - US $728
House
- Florence
- ·
- San Giovanni
- 0.09 mi to center
10.0Exceptional
(85 Reviews)
1 Bedroom
1 Bath
5 Guests
- Breakfast
- Parking
- Kitchen
- Air Conditioner
US $782/Night
7 Nights - US $5,474
New
House
10.0Exceptional
(130 Reviews)
2 Bedrooms
1 Bath
4 Guests
603 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $156/Night
7 Nights - US $1,093
House
- Tuscany
- ·
- Roccastrada
- 5.71 mi to center
10.0Exceptional
(71 Reviews)
6 Bedrooms
4 Baths
13 Guests
497.83 ft²
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $52/Night
7 Nights - US $362
House
10.0Exceptional
(123 Reviews)
5 Bedrooms
3 Baths
12 Guests
- Private Pool
- Parking
- Pool
Ocean View
US $314/Night
7 Nights - US $2,198
Villa
10.0Exceptional
(120 Reviews)
7 Bedrooms
7 Baths
15 Guests
37674 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,612/Night
7 Nights - US $11,281
Apartment
- Rosignano Marittimo
- ·
- Vada
- 1.23 mi to center
10.0Exceptional
(119 Reviews)
2 Bedrooms
2 Baths
6 Guests
657 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $127/Night
7 Nights - US $888
Apartment
- Rosignano Marittimo
- ·
- Vada
- 1.23 mi to center
10.0Exceptional
(118 Reviews)
1 Bedroom
1 Bath
4 Guests
484 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $128/Night
7 Nights - US $894
Large Holiday Rentals and Private Villas in Tuscany
Over 20851+ Large Holiday Rentals and Private Villas in or Near Tuscany
House
10.0Exceptional
(128 Reviews)
4 Bedrooms
2 Baths
12 Guests
3444 ft²
- Private Pool
- Hot Tub
- Breakfast
- Parking
US $541/Night
7 Nights - US $3,789
Apartment
- Pienza
- ·
- Monticchiello
- 0.04 mi to center
10.0Exceptional
(121 Reviews)
4 Bedrooms
4 Baths
11 Guests
670.95 ft²
- Breakfast
- Parking
- View
- Air Conditioner
US $74/Night
7 Nights - US $521
Villa
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
- Parking
- Spa
- Balcony/Terrace
- Kitchen
US $422/Night
7 Nights - US $2,957
Villa
- Castelnuovo Berardenga
- ·
- Quercegrossa
- 0.92 mi to center
10.0Exceptional
(126 Reviews)
3 Bedrooms
3 Baths
6 Guests
2153 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $579/Night
7 Nights - US $4,052
House
- Tuscany
- ·
- Lamporecchio
- 1.52 mi to center
10.0Exceptional
(79 Reviews)
5 Bedrooms
3 Baths
11 Guests
1399.31 ft²
- Oceanfront
- Hot Tub
- Breakfast
- Parking
US $243/Night
7 Nights - US $1,704
Villa
- Tuscany
- ·
- San Gimignano
- 1.63 mi to center
10.0Exceptional
(122 Reviews)
6 Bedrooms
7 Baths
12 Guests
4844 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,891/Night
7 Nights - US $13,234
Villa
- Tuscany
- ·
- San Gimignano
- 2.13 mi to center
10.0Exceptional
(117 Reviews)
5 Bedrooms
6 Baths
12 Guests
2691 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $629/Night
7 Nights - US $4,404
Villa
- Tuscany
- ·
- San Gimignano
- 0.35 mi to center
10.0Exceptional
(117 Reviews)
4 Bedrooms
4 Baths
9 Guests
2368 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $127/Night
7 Nights - US $891
Villa
- Tuscany
- ·
- San Gimignano
- 1.98 mi to center
10.0Exceptional
(116 Reviews)
4 Bedrooms
4 Baths
9 Guests
2153 ft²
- Private Pool
- Breakfast
- Parking
- Pool
US $672/Night
7 Nights - US $4,701
Wheelchair Accessible Holiday Homes in Tuscany
Over 6942+ Wheelchair Accessible Holiday Homes in or Near Tuscany
Apartment
- Florence
- ·
- Sant' Ambrogio
- 0.28 mi to center
10.0Exceptional
(214 Reviews)
2 Bedrooms
1 Bath
4 Guests
807 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $507/Night
7 Nights - US $3,547
Bed & Breakfast
- Tuscany
- ·
- Santa Luce
- 1.79 mi to center
10.0Exceptional
(67 Reviews)
8 Bedrooms
7 Baths
28 Guests
430.56 ft²
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $127/Night
7 Nights - US $887
Bed & Breakfast
- Florence
- ·
- San Frediano
- 0.29 mi to center
10.0Exceptional
(129 Reviews)
1 Bedroom
1 Bath
- Breakfast
- Kitchen
- Air Conditioner
- Internet
US $320/Night
7 Nights - US $2,241
New
Apartment
10.0Exceptional
(205 Reviews)
2 Bedrooms
2 Baths
6 Guests
915 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $451/Night
7 Nights - US $3,158
Apartment
- Tuscany
- ·
- Vicopelago
- 0.88 mi to center
10.0Exceptional
(31 Reviews)
3 Bedrooms
2 Baths
9 Guests
1291.67 ft²
- Parking
- Balcony/Terrace
- Internet
- Pet Friendly
US $74/Night
7 Nights - US $518
Apartment
- Florence
- ·
- San Niccolo
- 0.34 mi to center
10.0Exceptional
(173 Reviews)
2 Bedrooms
2 Baths
5 Guests
1184 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $370/Night
7 Nights - US $2,593
Apartment
10.0Exceptional
(163 Reviews)
2 Bedrooms
2 Baths
5 Guests
904 ft²
- Hot Tub
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $381/Night
7 Nights - US $2,664
Apartment
- Florence
- ·
- San Giovanni
- 0.15 mi to center
10.0Exceptional
(160 Reviews)
2 Bedrooms
2 Baths
6 Guests
1076 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $676/Night
7 Nights - US $4,729
Apartment
10.0Exceptional
(154 Reviews)
1 Bedroom
1 Bath
4 Guests
646 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $230/Night
7 Nights - US $1,607
Tuscany Private Villas and Holiday Homes Under $200
Over 51783+ Tuscany Private Villas and Holiday Homes Under $200
Apartment
- Florence
- ·
- Santa Croce
- 0.31 mi to center
10.0Exceptional
(216 Reviews)
1 Bedroom
1 Bath
3 Guests
624 ft²
- Hot Tub
- Parking
- Kitchen
- Air Conditioner
US $154/Night
7 Nights - US $1,075
House
- Tuscany
- ·
- Torrita di Siena
- 0.98 mi to center
10.0Exceptional
(126 Reviews)
1 Bedroom
1 Bath
4 Guests
807.29 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $128/Night
7 Nights - US $894
Bed & Breakfast
- Tuscany
- ·
- Bagno a Ripoli
- 1.49 mi to center
10.0Exceptional
(163 Reviews)
1 Bedroom
1 Bath
- Hot Tub
- Breakfast
- Parking
- Balcony/Terrace
US $136/Night
7 Nights - US $953
Apartment
- Florence
- ·
- San Frediano
- 0.34 mi to center
10.0Exceptional
(195 Reviews)
2 Bedrooms
1 Bath
5 Guests
754 ft²
- Kitchen
- Internet
- Child Friendly
- Laundry
US $154/Night
7 Nights - US $1,075
Apartment
- Tuscany
- ·
- Pitigliano
- 1.41 mi to center
10.0Exceptional
(105 Reviews)
3 Bedrooms
2 Baths
8 Guests
1022.57 ft²
- Air Conditioner
- Internet
- Child Friendly
Security/Safety
US $100/Night
7 Nights - US $703
Apartment
- Florence
- ·
- Sant' Ambrogio
- 0.13 mi to center
10.0Exceptional
(134 Reviews)
2 Bedrooms
2 Baths
4 Guests
646 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $185/Night
7 Nights - US $1,297
Apartment
- Florence
- ·
- Sant' Ambrogio
- 0.12 mi to center
10.0Exceptional
(131 Reviews)
2 Bedrooms
1 Bath
4 Guests
710 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $190/Night
7 Nights - US $1,331
Apartment
- Florence
- ·
- San Lorenzo
- 0.30 mi to center
10.0Exceptional
(129 Reviews)
1 Bedroom
1 Bath
4 Guests
495 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $157/Night
7 Nights - US $1,099
Apartment
- Florence
- ·
- San Lorenzo
- 0.27 mi to center
10.0Exceptional
(128 Reviews)
1 Bedroom
1 Bath
4 Guests
517 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $155/Night
7 Nights - US $1,086
Instantly Bookable Holiday Homes in Tuscany
Over 39530+ Instantly Bookable Holiday Homes in or Near Tuscany
Apartment
- Florence
- ·
- Santissima Annunziata
- 0.26 mi to center
10.0Exceptional
(155 Reviews)
2 Bedrooms
1 Bath
6 Guests
1184 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $435/Night
7 Nights - US $3,048
Bed & Breakfast
- Tuscany
- ·
- Monteriggioni
- 3.79 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
8 Guests
279.86 ft²
- Breakfast
- Parking
- Kitchen
- Air Conditioner
US $65/Night
7 Nights - US $452
Apartment
- Florence
- ·
- Santissima Annunziata
- 0.34 mi to center
10.0Exceptional
(18 Reviews)
1 Bedroom
1 Bath
4 Guests
646 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $184/Night
7 Nights - US $1,291
Apartment
- Florence
- ·
- Santa Croce
- 0.33 mi to center
10.0Exceptional
(145 Reviews)
4 Bedrooms
2 Baths
8 Guests
2153 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $916/Night
7 Nights - US $6,411
Apartment
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
1453.13 ft²
- Parking
- Balcony/Terrace
- Pet Friendly
- Child Friendly
US $23/Night
7 Nights - US $162
Apartment
- Florence
- ·
- Santa Croce
- 0.37 mi to center
10.0Exceptional
(143 Reviews)
1 Bedroom
1 Bath
4 Guests
538 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $222/Night
7 Nights - US $1,551
Apartment
10.0Exceptional
(139 Reviews)
2 Bedrooms
2 Baths
5 Guests
1130 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $473/Night
7 Nights - US $3,312
Apartment
- Florence
- ·
- San Giovanni
- 0.10 mi to center
10.0Exceptional
(137 Reviews)
2 Bedrooms
2 Baths
4 Guests
592 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $215/Night
7 Nights - US $1,504
Apartment
- Florence
- ·
- Santa Maria Novella
- 0.27 mi to center
10.0Exceptional
(131 Reviews)
1 Bedroom
1 Bath
4 Guests
732 ft²
- Hot Tub
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $218/Night
7 Nights - US $1,527
Book a Last Minute Place to Stay in Tuscany
About Casai's Private Villas and Holiday Rentals in Tuscany
Discover more than 91440 vacation rentals available in Tuscany. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Tuscany.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Tuscany, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Tuscany. On average, places to stay near Tuscany offer 924.12 ft², with nightly prices averaging US $331.
With Casai, finding and comparing holiday rentals in Tuscany is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Tuscany
| Type | Count |
|---|---|
| Holiday Apartments | 46714 |
| Vacation Homes | 23029 |
| Villas | 11446 |
| Cottages | 435 |
Use these Quick Filters to Find a Holiday Rental in Tuscany
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Tuscany.
Weather in Tuscany, IT
View the weather forecast for Tuscany before booking your Tuscany Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 73°F Low 31°F
June - August
High 92°F Low 54°F
September - November
High 76°F Low 42°F
Top Attractions Around Tuscany, IT
Casai offers a large selection of top attractions around Tuscany . Research things to do on your vacation before you visit Tuscany.
Other Places to Stay in Tuscany, IT
Frequently Asked Questions About Tuscany?
What are the top holiday rentals in Tuscany?
With numerous options available in Tuscany, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Tuscany:
- Hotel David
- Rinascimento Bed & Breakfast
- Hotel Villa Marsili
- Monastero di Cortona Hotel & Spa
- Borgo Del Cabreo
- FAMILY FRIENDLY, 5 STARS, TOP LOCATION, A/C, FREE WI/FI SEE ALSO LISTING 165586
- Canto degli Scali
- Romantic apartment close to Palazzo Vecchio
- L'Oliveta: typical Tuscan farmhouse with a view of Lucca. Private garden and parking lot
- Francesca - Romantic apt near Piazza della Signoria
How many holiday rentals have private pools in Tuscany?
Discover a selection of holiday rentals with private pools near Tuscany with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Monsagrati: Country Cottage/Gite - Monsagrati
- Casa Vacanze Toscana Il Puggio
- Podere Cavalbianco
- RELAX&PRIVACY IN 1700 FARMHOUSE(real private swimmingpool only for your use)
Which holiday homes in Tuscany are best for families?
If you're searching for a family-friendly holiday home in Tuscany, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Tuscany:
- Donati Tower Loggia: in the heart of Florence with spectacular views of the Duomo
- casa Sofì
- Canto degli Scali
How many Casai.nz holiday rentals are available in Tuscany?
As of 2026, Casai boasts over 91440 properties listed in the Tuscany area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Tuscany.
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