282+ Perfect Pickle Stays with Nearby Pickleball Facilities |
SantʼAnastasio pickleball Stays, Resort Rentals, & Homes
Apartment
- Cortona
- ·
- Fratticciola
- 0.09 mi to center
10.0Exceptional
(41 Reviews)
2 Bedrooms
2 Baths
4 Guests
1076 ft²
Fireplace/Heating
Balcony/Terrace
Kitchen
Parking
US $134/Night
7 Nights - US $941
House
- Tuscany
- ·
- Foiano della Chiana
- 1.31 mi to center
10.0Exceptional
(3 Reviews)
3 Bedrooms
1 Bath
5 Guests
1076.39 ft²
Oceanfront
Hot Tub- Fireplace/Heating
Pool
US $106/Night
7 Nights - US $745
Bed & Breakfast
10.0Exceptional
(21 Reviews)
1 Bedroom
1 Bath
- Hot Tub
Spa- Fireplace/Heating
- Pool
US $234/Night
7 Nights - US $1,641
Apartment
10.0Exceptional
(38 Reviews)
1 Bedroom
1 Bath
4 Guests
646 ft²
- Fireplace/Heating
- Pool
Ocean View- Balcony/Terrace
US $136/Night
7 Nights - US $952
Villa
- Tuscany
- ·
- Foiano della Chiana
- 1.25 mi to center
10.0Exceptional
(1 Review)
7 Bedrooms
5 Baths
16 Guests
3229.17 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $252/Night
7 Nights - US $1,763
Villa
- Tuscany
- ·
- Santarello
- 5.29 mi to center
10.0Exceptional
(25 Reviews)
10 Bedrooms
10 Baths
20 Guests
7535 ft²
Private Pool- Fireplace/Heating
- Pool
- Ocean View
US $1,481/Night
7 Nights - US $10,368
Villa
10.0Exceptional
(10 Reviews)
7 Bedrooms
5 Baths
13 Guests
21528 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $760/Night
7 Nights - US $5,322
Villa
10.0Exceptional
(9 Reviews)
9 Bedrooms
10 Baths
18 Guests
8611 ft²
- Private Pool
- Hot Tub
- Spa
- Fireplace/Heating
US $1,852/Night
7 Nights - US $12,963
House
10.0Exceptional
(8 Reviews)
6 Bedrooms
4 Baths
15 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $422/Night
7 Nights - US $2,954
Luxury Places to Stay in SantʼAnastasio
Over 273+ Luxury Places to Stay in or Near SantʼAnastasio
Villa
10.0Exceptional
(3 Reviews)
9 Bedrooms
10 Baths
18 Guests
8611 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $4,505/Night
7 Nights - US $31,536
Villa
9 Bedrooms
9 Baths
21 Guests
8611 ft²
- Private Pool
- Hot Tub
- Spa
- Fireplace/Heating
US $2,960/Night
7 Nights - US $20,721
Villa
4 Bedrooms
1 Bath
8 Guests
2690.98 ft²
- Pool
- Parking
Air Conditioner
Internet
US $2,356/Night
7 Nights - US $16,492
Villa
8 Bedrooms
7 Baths
15 Guests
6458.35 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $2,258/Night
7 Nights - US $15,806
Villa
- Cortona
- ·
- Fratticciola
- 0.09 mi to center
9.8Exceptional
(6 Reviews)
12 Bedrooms
13 Baths
24 Guests
8181 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $2,172/Night
7 Nights - US $15,201
Villa
- Tuscany
- ·
- Foiano della Chiana
- 1.48 mi to center
14 Bedrooms
9 Baths
28 Guests
6458 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $2,088/Night
7 Nights - US $14,615
New
Villa
- Tuscany
- ·
- Santarello
- 6.08 mi to center
6 Bedrooms
8 Baths
15 Guests
4962 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $2,020/Night
7 Nights - US $14,137
Villa
- Cortona
- ·
- Fratticciola
- 0.01 mi to center
10.0Exceptional
(5 Reviews)
12 Bedrooms
13 Baths
24 Guests
8181 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $2,011/Night
7 Nights - US $14,075
Villa
8 Bedrooms
8 Baths
15 Guests
US $1,932/Night
7 Nights - US $13,526
Top-Rated Villas with a Pool in SantʼAnastasio
Over 187+ Top-Rated Private Villas with a Pool in or Near SantʼAnastasio
Villa
10.0Exceptional
(5 Reviews)
5 Bedrooms
4 Baths
10 Guests
2691 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $537/Night
7 Nights - US $3,758
Villa
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
4 Guests
1076 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $531/Night
7 Nights - US $3,719
Apartment
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
4 Guests
646 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $131/Night
7 Nights - US $919
Villa
- Tuscany
- ·
- Foiano della Chiana
- 1.69 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
807 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $243/Night
7 Nights - US $1,702
Villa
10.0Exceptional
(3 Reviews)
7 Bedrooms
5 Baths
13 Guests
2583 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $602/Night
7 Nights - US $4,217
Villa
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
1076 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $259/Night
7 Nights - US $1,811
House
- Tuscany
- ·
- Foiano della Chiana
- 1.39 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
1 Bath
5 Guests
1076 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $189/Night
7 Nights - US $1,321
Other
- Tuscany
- ·
- Foiano della Chiana
- 0.20 mi to center
10.0Exceptional
(1 Review)
12 Bedrooms
5 Baths
26 Guests
7535 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $1,387/Night
7 Nights - US $9,709
Villa
10.0Exceptional
(1 Review)
7 Bedrooms
10 Baths
14 Guests
10764 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $1,289/Night
7 Nights - US $9,023
Pet-Friendly Villas in SantʼAnastasio
Over 106+ Pet-Friendly Private Villas in or Near SantʼAnastasio
Villa
- Tuscany
- ·
- Foiano della Chiana
- 0.32 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly- Kitchen
US $362/Night
7 Nights - US $2,535
House
- Tuscany
- ·
- Foiano della Chiana
- 0.72 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
645.83 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $184/Night
7 Nights - US $1,285
Villa
- Tuscany
- ·
- Foiano della Chiana
- 1.41 mi to center
8.4Excellent
(24 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Parking
US $93/Night
7 Nights - US $649
Villa
- Cortona
- ·
- Fratticciola
- 0.01 mi to center
10.0Exceptional
(1 Review)
10 Bedrooms
9 Baths
20 Guests
8073 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $929/Night
7 Nights - US $6,501
Villa
- Castiglion Fiorentino
- ·
- Brolio
- 0.27 mi to center
10.0Exceptional
(1 Review)
6 Bedrooms
5 Baths
12 Guests
2691 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $660/Night
7 Nights - US $4,622
Villa
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
8 Guests
1938 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $467/Night
7 Nights - US $3,269
Apartment
- Tuscany
- ·
- Foiano della Chiana
- 0.73 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
7 Guests
1346 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $260/Night
7 Nights - US $1,817
Villa
- Tuscany
- ·
- Foiano della Chiana
- 0.93 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
969 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $52/Night
7 Nights - US $361
Large Private Villas in SantʼAnastasio
Over 135+ Large Villas in or Near SantʼAnastasio for Groups and Families
Villa
10.0Exceptional
(1 Review)
9 Bedrooms
11 Baths
18 Guests
8611 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $1,274/Night
7 Nights - US $8,918
Villa
- Tuscany
- ·
- Santarello
- 5.23 mi to center
9.8Exceptional
(5 Reviews)
6 Bedrooms
6 Baths
12 Guests
5005.22 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $679/Night
7 Nights - US $4,753
Villa
1 Bedroom
1 Bath
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $244/Night
7 Nights - US $1,708
Villa
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
9 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $716/Night
7 Nights - US $5,012
House
- Tuscany
- ·
- Foiano della Chiana
- 0.32 mi to center
9.7Exceptional
(114 Reviews)
5 Bedrooms
5 Baths
11 Guests
204.51 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $181/Night
7 Nights - US $1,267
Villa
10.0Exceptional
(1 Review)
6 Bedrooms
5 Baths
13 Guests
3767 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $587/Night
7 Nights - US $4,112
Villa
- Tuscany
- ·
- Foiano della Chiana
- 1.06 mi to center
9.8Exceptional
(9 Reviews)
3 Bedrooms
3 Baths
10 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $341/Night
7 Nights - US $2,390
Villa
- Tuscany
- ·
- Foiano della Chiana
- 1.51 mi to center
9.8Exceptional
(7 Reviews)
3 Bedrooms
2 Baths
6 Guests
2153 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $363/Night
7 Nights - US $2,544
Villa
- Tuscany
- ·
- Foiano della Chiana
- 0.74 mi to center
8.4Excellent
(9 Reviews)
4 Bedrooms
5 Baths
12 Guests
2476 ft²
- Private Pool
- Hot Tub
- Spa
- Fireplace/Heating
US $948/Night
7 Nights - US $6,636
Wheelchair Accessible Holiday Homes in SantʼAnastasio
Over 25+ Wheelchair Accessible Villas and Holiday Homes in or Near SantʼAnastasio
Villa
9 Bedrooms
11 Baths
18 Guests
- Private Pool
- Spa
- Fireplace/Heating
- Pool
US $1,912/Night
7 Nights - US $13,382
House
9.6Exceptional
(148 Reviews)
7 Bedrooms
5 Baths
14 Guests
624.31 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $193/Night
7 Nights - US $1,352
Hotel
- Tuscany
- ·
- Foiano della Chiana
- 2.69 mi to center
8.2Excellent
(71 Reviews)
1 Bath
- Spa
- Pool
- Balcony/Terrace
Breakfast
US $140/Night
7 Nights - US $977
Villa
9 Bedrooms
11 Baths
16 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $1,826/Night
7 Nights - US $12,785
House
9.5Exceptional
(462 Reviews)
9 Bedrooms
7 Baths
22 Guests
594.17 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $108/Night
7 Nights - US $757
Villa
10 Bedrooms
9 Baths
18 Guests
6997 ft²
- Private Pool
- Hot Tub
- Spa
- Fireplace/Heating
US $1,738/Night
7 Nights - US $12,166
Villa
9 Bedrooms
10 Baths
18 Guests
8611 ft²
- Private Pool
- Hot Tub
- Spa
- Fireplace/Heating
US $1,266/Night
7 Nights - US $8,864
House
9 Bedrooms
10 Baths
18 Guests
8611 ft²
- Private Pool
- Hot Tub
- Spa
- Fireplace/Heating
US $1,247/Night
7 Nights - US $8,727
Villa
9 Bedrooms
9 Baths
24 Guests
- Private Pool
- Spa
- Fireplace/Heating
- Pool
US $1,197/Night
7 Nights - US $8,379
SantʼAnastasio Villas, Airbnb and Holiday Homes Under $200
Over 98+ SantʼAnastasio Private Villas, Airbnb and Holiday Homes Under $200
Apartment
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
700 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $189/Night
7 Nights - US $1,321
Apartment
- Tuscany
- ·
- Foiano della Chiana
- 0.75 mi to center
9.9Exceptional
(8 Reviews)
2 Bedrooms
2 Baths
5 Guests
1453.13 ft²
- Fireplace/Heating
- Internet
Child Friendly
Wellness Facilities
US $111/Night
7 Nights - US $776
Bed & Breakfast
- Tuscany
- ·
- Foiano della Chiana
- 1.45 mi to center
1 Bedroom
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Internet
US $163/Night
7 Nights - US $1,142
Apartment
- Cortona
- ·
- Fratticciola
- 0.10 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
7 Guests
- Air Conditioner
- Internet
- Child Friendly
Bedding/Linens
US $149/Night
7 Nights - US $1,040
Apartment
- Tuscany
- ·
- Foiano della Chiana
- 1.12 mi to center
9.7Exceptional
(30 Reviews)
2 Bedrooms
2 Baths
5 Guests
1076.39 ft²
- Fireplace/Heating
- Balcony/Terrace
View- Pet Friendly
US $149/Night
7 Nights - US $1,043
House
- Cortona
- ·
- Fratticciola
- 0.09 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
538 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $97/Night
7 Nights - US $679
Apartment
- Cortona
- ·
- Fratticciola
- 0.09 mi to center
9.8Exceptional
(70 Reviews)
2 Bedrooms
1 Bath
4 Guests
969 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $115/Night
7 Nights - US $802
House
- Tuscany
- ·
- Foiano della Chiana
- 0.29 mi to center
9.8Exceptional
(19 Reviews)
2 Bedrooms
1 Bath
4 Guests
592 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $62/Night
7 Nights - US $435
Villa
- Tuscany
- ·
- Foiano della Chiana
- 0.93 mi to center
8.0Excellent
(6 Reviews)
4 Bedrooms
1 Bath
10 Guests
1292 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $78/Night
7 Nights - US $546
Instantly Bookable Villa Rentals in SantʼAnastasio
Over 118+ Instantly Bookable Private Villas in or Near SantʼAnastasio
House
9.0Exceptional
(4 Reviews)
3 Bedrooms
4 Baths
8 Guests
883 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $640/Night
7 Nights - US $4,480
Apartment
- Tuscany
- ·
- Foiano della Chiana
- 0.76 mi to center
1 Bedroom
1 Bath
2 Guests
323 ft²
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Kitchen
US $91/Night
7 Nights - US $638
Apartment
- Tuscany
- ·
- Foiano della Chiana
- 0.78 mi to center
8.0Excellent
(1 Review)
2 Bedrooms
2 Baths
7 Guests
1345 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Child Friendly
US $158/Night
7 Nights - US $1,105
Villa
9 Bedrooms
10 Baths
18 Guests
8611 ft²
- Private Pool
- Pool
- Kitchen
- Parking
US $1,678/Night
7 Nights - US $11,745
Villa
- Cortona
- ·
- Fratticciola
- 0.02 mi to center
6 Bedrooms
5 Baths
15 Guests
5382 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $1,311/Night
7 Nights - US $9,177
Villa
9 Bedrooms
10 Baths
18 Guests
8611 ft²
- Private Pool
- Hot Tub
- Spa
- Fireplace/Heating
US $1,295/Night
7 Nights - US $9,064
House
- Tuscany
- ·
- Foiano della Chiana
- 1.67 mi to center
3 Bedrooms
1 Bath
6 Guests
1292 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Pet Friendly
US $1,122/Night
7 Nights - US $7,856
Villa
9 Bedrooms
9 Baths
22 Guests
- Private Pool
- Spa
- Fireplace/Heating
- Pool
US $1,025/Night
7 Nights - US $7,177
Villa
- Cortona
- ·
- Fratticciola
- 0.01 mi to center
6 Bedrooms
6 Baths
12 Guests
4844 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $821/Night
7 Nights - US $5,744
Book a Last Minute Place to Stay in SantʼAnastasio
About SantʼAnastasio Vacation Rentals
Discover over 282 amazing vacation rental options in SantʼAnastasio with pickleball courts or nearby facilities. From resorts to hotels, villas to condos, PickleTrip connects you with a vast selection of pickleball-ready amenities at great prices, providing you with the perfect spot to base your next pickleball vacation. Stay and Play pickleball When You Travel and uncover great stays in SantʼAnastasio.
Find exclusive last-minute deals on vacation rentals, resorts, and hotels with private courts and nearby facilities with PickleTrip™, whether you're traveling solo or with a group. Our platform offers a variety of stay options, from vacation rentals to Airbnb-style properties, all with private pickleball courts or nearby facilities. Compare options from multiple suppliers with a single click to find the perfect stay that fits your budget and style. Places to stay near pickleball courts are an average of 2376.71 ft², with prices averaging US $580 per night.
With PickleTrip™, you can easily search for and book your next pickleball vacation rental with courts or nearby facilities. Our platform connects you with the ideal holiday rental to create a lifetime of travel memories. Prices listed are often discounted versus rack rates, so you can secure your perfect place to stay today and get ready to play pickleball in SantʼAnastasio.
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Top Pickleball-Ready Accommodation Types in SantʼAnastasio
| Type | Count |
|---|---|
| Villas | 104 |
| Vacation Homes | 88 |
| Holiday Apartments | 52 |
| Cottages | 1 |
Use these Quick Filters to Find a Vacation Rental in SantʼAnastasio
★ Pro Tip: PickleTrip™ is a travel platform, connecting avid pickleball players and enthusiasts with a variety of vacation rentals, resorts, and hotels featuring private pickleball courts or nearby facilities. We curate a vast selection of properties from trusted sources, providing you with unbeatable options and pricing to find the perfect pickleball getaway. Experience unforgettable pickleball matches in SantʼAnastasio with PickleTrip™.
Top Attractions Around SantʼAnastasio, IT
PickleTrip offers a large selection of top attractions around SantʼAnastasio . Research things to do on your vacation before you visit SantʼAnastasio.
Frequently Asked Questions About SantʼAnastasio?
What are the top vacation rentals, resorts, and hotels in SantʼAnastasio with Courts?
Experience the ultimate pickleball vacation with PickleTrip™. We offer a variety of premium rental properties, resorts, and hotels with private pickleball courts or nearby facilities in SantʼAnastasio. Whether you're a beginner or a seasoned player, we have the perfect destination for you to stay and play. Book now and discover the best pickleball vacation spots in SantʼAnastasio!
- Tuscany as it once was
- Vacation apartments in the countryside near Cortona
- Charming Villa with swimming pool in the heart of Tuscany
- Casa Bellavista
- Villa Farneta - Villa with private pool
- Stunning private villa with private pool, A/C, sauna, WIFI, hot tub, TV, patio, close to Cortona
- Farmhouse among olives trees and sunflowers- private pool and garden
- Villa Giare - Villa with private pool
- Casale Miro - Country villa with private pool
- Stunning villa for 4 guests with private pool, A/C, WIFI, TV and panoramic view, close to Cortona
How many pickleball-ready properties have private pools in SantʼAnastasio?
Discover 80 accommodations with private or nearby pickleball courts in SantʼAnastasio. Some of the best destinations to stay and play pickleball are:
- VILLA DE MICHELANGIOLI - VILLA MICHELANGIOLI
- Villa la Fenice - Teloni
- Luxury villa with indoor pool, sauna, jacuzzi and swimming pool in the garden
- Villa De' Michelangioli
Which vacation rentals, resorts, or hotels in SantʼAnastasio is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in SantʼAnastasio? With PickleTrip™, you'll have access to a wide selection of top-rated properties that offer private pickleball courts or nearby facilities. Make the most of you getaway and ace your A-game while you travel.
How many PickleTrip vacation rentals or resorts are available in SantʼAnastasio?
PickleTrip™ offers a diverse selection of properties with private pickleball courts or nearby facilities to enhance your pickleball experience on your next trip. With a combination of established great stays and new options in top locations, PickleTrip™ has over 282 properties listed in SantʼAnastasio in 2026, and the number only continues to grow. By consolidating listings from various providers, PickleTrip™ brings you the best luxury stays for a sporty, professional, and fun travel experience.
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Finding the best prices in SantʼAnastasio
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