Cortona Old Town Vacation Packages 2026 from $1,335

Cortona Old Town flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Aurum Firenze

Historic Centre of Florence

$1,335

per person

Jun 4 - Jun 9

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Florence (FLR)

Free WiFi in public areas and a safe deposit box are available at this hotel. Enjoy the free buffet breakfast each morning. Staff at the 24-hour front desk can provide around-the-clock assistance.

Villa Cora

Oltrarno

Save 100% on your flight

$4,038

per person

Jul 13 - Jul 19

found 15 hours ago

Roundtrip non-stop flight included

New York (JFK) to Florence (FLR)

A full-service spa, an outdoor pool, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Enjoy the gym and perks like free self parking and a free area shuttle.

Aurum Uffizi

Historic Centre of Florence

$1,340

per person

Jul 4 - Jul 9

found 21 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

Free WiFi in public areas, a terrace, and a garden are available at this hotel. Enjoy the free buffet breakfast each morning. A snack bar/deli and a safe deposit box are also provided.

L'Andana

$1,994

per person

Jun 13 - Jun 18

found 19 hours ago

Roundtrip non-stop flight included

New York (NYC) to Florence (FLR)

This luxury hotel features an attached winery, a full-service spa, and 2 restaurants. There's fun for all ages with a free kid's club and mini golf, and complimentary bicycles are available on site. Enjoy the 2 outdoor pools and free perks like buffet breakfast and free self parking.

Dimora Palanca Boutique & SPA

Historic Centre of Florence

$1,948

per person

Jun 4 - Jun 9

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Florence (FLR)

This smoke-free hotel features a full-service spa and a restaurant. Business travelers can take advantage of the free WiFi in public areas. You'll appreciate the in-room fitness, bar/lounge, and snack bar/deli.

Top Cortona Old Town hotels deals

Monastero di Cortona Hotel & Spa

Via del Salvatore Cortona AR

$340 nightly

$383 total

May 10 - May 11

Total with taxes and fees

A full-service spa and an indoor pool are featured at this luxury hotel. Enjoy the hot tub and free perks like full breakfast and WiFi in public areas. You'll appreciate the sauna, bar/lounge, and snack bar/deli.

Pool

Hot Tub

Hotel San Michele

Via Guelfa 15 Cortona AR

Free Cancellation

Reserve now, pay when you stay

$128 nightly

$150 total

May 18 - May 19

Total with taxes and fees

An area shuttle and a shopping center shuttle are featured at this hotel, along with a bar/lounge. WiFi in public areas is free. Traveling on business? Take advantage of the express check-in, express check-out, and airport shuttle.

Pet friendly

Free WiFi

Hotel Villa Marsili

Viale Cesare Battisti 13 Cortona AR

Free Cancellation

Reserve now, pay when you stay

$164 nightly

$190 total

May 26 - May 27

Total with taxes and fees

This hotel features a bar/lounge, free WiFi in public areas, and a garden. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A lobby fireplace, express check-out, and dry cleaning are also on offer.

Pet friendly

Free WiFi

Hotel San Luca

Piazza Garibaldi 1 Cortona AR

$92 nightly

$111 total

May 3 - May 4

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. Self parking, a hair salon, and dry cleaning are also offered.

Pet friendly

Free WiFi

Hotel Italia

Via Ghibellina 5/7 Cortona AR

Free Cancellation

Reserve now, pay when you stay

$136 nightly

$155 total

May 30 - May 31

Total with taxes and fees

Free WiFi in public areas, express check-in, and express check-out are available at this hotel. Enjoy the free buffet breakfast each morning. Luggage storage and a safe deposit box are also provided.

Breakfast included

Pet friendly

Villa di Piazzano - Small Luxury Hotel of the World

Localita Piazzano, C.P. 6 Cortona AR

$686 nightly

$764 total

May 10 - May 11

Total with taxes and fees

This hotel features an outdoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and airport shuttle. Relax with a drink at the bar/lounge and enjoy perks like free self parking.

Pool

Parking included

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much are vacation packages to Cortona Old Town?

With vacation packages on offer from just $1,335, there's no need to max out the credit card for your getaway to Cortona Old Town. Travelocity can help. Bundle experiences, hotels and flights into a convenient package and score excellent discounts. The more you book, the greater the savings.

Where can I get the best vacation package deals for Cortona Old Town?

With around 400 partner airlines and 1,000,000 properties around the world, it's tough to beat Travelocity. Make the most of our extensive range and grab an affordable Cortona Old Town vacation package. Doesn't it feel amazing when vacation planning is that easy?

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Can I save on my Cortona Old Town car rental if I book it with a hotel or flight?

Sure can — and if you also add an activity or experience to your Cortona Old Town vacation package, you'll pick up even greater savings. With a package from Travelocity, you can find things to do in the area that suit you. Then, hop in your rental car and work your way through the list. St. Peter's Basilica is one must-see attraction to take a look at. You'll find it 100 mi from Cortona Old Town.

What is there to do in Cortona Old Town?

Piazza della Repubblica and Signorelli Theatre are loved by many travelers. Cross these popular attractions off your Cortona Old Town itinerary and discover what the buzz is about.