Castiglione della Pescaia Vacation Packages 2026 from $1,004

Castiglione della Pescaia flight + hotel vacation packages

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

Villa Tolomei Hotel & Resort

Oltrarno

$1,004

per person

Dec 2 - Dec 8

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Florence (FLR)

This hotel features a restaurant, a gym, and a bar/lounge. Families will appreciate the onsite laundry facilities and babysitting. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.

Il Rivalta - Place of Charme

Historic Centre of Florence

$1,280

per person

Dec 2 - Dec 8

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Florence (FLR)

The apartment's gym, a rooftop terrace, and 2 bars/lounges are among the featured amenities. Enjoy a meal from the restaurant and perks like free WiFi. Valet parking, a garden, and a snack bar/deli are also offered.

Hotel Lungarno - Lungarno Collection

Historic Centre of Florence

$1,506

per person

Jan 26 - Jan 30

found 5 hours ago

Roundtrip flight included

New York (JFK) to Florence (FLR)

This hotel features a restaurant, a gym, and a bar/lounge. Families will appreciate complimentary bicycles and in-room childcare. WiFi in public areas is free.

Dimora Palanca Boutique & SPA

Historic Centre of Florence

$1,221

per person

Dec 2 - Dec 8

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Florence (FLR)

A full-service spa and a restaurant are featured at this luxury hotel. 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.

Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence

$1,123

per person

Dec 9 - Dec 14

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Florence (FLR)

This hotel features a restaurant, a rooftop terrace, and a bar/lounge. WiFi in public areas is free. A coffee shop, a terrace, and dry cleaning are also on offer.

Top Castiglione della Pescaia hotels deals

L'Andana

Tenuta La Badiola Castiglione della Pescaia GR

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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.

Pool

Hot Tub

Riva del Sole Resort & SPA

Località Riva Del Sole Castiglione della Pescaia GR

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A private beach, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.

On private beach

Pool

Camping Maremma Sans Souci

Località Casa Mora Castiglione della Pescaia GR

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A private beach and a restaurant are featured at this smoke-free campground. Spend a day at the beach windsurfing, or relax with sun loungers and beach umbrellas. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.

Pet friendly

Parking included

PuntAla Camp & Resort

Punta Ala Castiglione della Pescaia GR

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A private beach, 2 restaurants, and 2 outdoor tennis courts are all featured at this campground. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Bring the family and enjoy the free kid's club, playground, and arcade/game room.

Kitchen

Parking included

Hotel L'Approdo

Via Ponte Giorgini 29 Castiglione della Pescaia GR

$100 nightly

$110 total

Nov 2 - Nov 3

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas and onsite conference space. Enjoy the free buffet breakfast each morning.

Breakfast included

Pet friendly

Cav Approdo

Via Ponte Giorgini 29 Castiglione della Pescaia GR

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A restaurant and a bar/lounge are featured at this guesthouse. Bring the family and enjoy the free kid's club, playground, and arcade/game room. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking.

Breakfast included

Pet friendly

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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.

Stay near popular Castiglione della Pescaia attractions

Punta Ala Marina

8.8/10 (34 reviews)

Explore the waterfront in Punta Ala with a trip to Punta Ala Marina. Discover the countryside and spas in this relaxing area.

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Frequently asked questions

How much are vacation packages to Castiglione della Pescaia?

You can find a great flight and hotel bundle for as low as $1,004. With one of our Travelocity vacation packages, a trip to Castiglione della Pescaia has never looked more irresistible! Save your time and cash and then start packing those bags.

Where can I get the best vacation package deals for Castiglione della Pescaia?

You'll find an amazing range of Castiglione della Pescaia package deals on Travelocity. With no less than 400 airlines and 1,000,000 worldwide properties, putting together your dream vacation will be a piece of cake.

Why should I book my Castiglione della Pescaia vacation package via Travelocity?

Travel is all about making cherished new memories and forgetting all your worries — which is why we have a friendly team of customer service experts on hand around-the-clock should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best deal available on our terrific range of package deals. So what are you waiting for? There's no time like the present to secure that vacation you've always dreamed of.

Will I save money on my Castiglione della Pescaia car rental if I combine it with hotels and flights?

With a Castiglione della Pescaia vacation package, you can combine your hotel, car and flight bookings and save tons. If you're in the mood to uncover the best of this exciting city, why not check out St. Peters Basilica? This renowned attraction is 100 mi from Castiglione della Pescaia. With your own rental car, you'll be there in a jiffy.

What is the best time of year to go to Castiglione della Pescaia?

If you'd rather avoid expensive airfares, huge crowds and packed hotels, arrange your trip outside of May, June and August. The quietest time to travel around Castiglione della Pescaia is October, November and December. You'll find hotel rates are the highest in and the cheapest in .

What is there to do in Castiglione della Pescaia?

You'll sense a particular magic in the air as you stroll through the streets of Castiglione della Pescaia. Golf Club Punta Ala and Punta Ala Marina are just two landmarks that entice visitors to this wonderful city, so put them on your itinerary.

Where should I stay when visiting Castiglione della Pescaia?

If you're after a place to spend your nights, take a look at the Cav Approdo. It's the top choice for many travelers.