Deals on vacations and trips to Castiglione della Pescaia

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Castiglione della Pescaia flight + hotel vacation packages

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

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $1,343, price is now $1,007 per person
$1,007
per person
Oct 17 - Oct 20
found 1 day 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.
Eden Rock Resort

Eden Rock Resort

4 out of 5
Save 100% on your flight
Price was $2,298, price is now $1,638 per person
$1,638
per person
Oct 22 - Oct 28
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
This residence features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. There's a poolside bar on site, and a 24-hour front desk and laundry facilities are also provided.
Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

4 out of 5
Historic Centre of Florence
Price was $1,687, price is now $1,215 per person
$1,215
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $2,721, price is now $1,960 per person
$1,960
per person
Oct 22 - Oct 28
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
This hotel features a gym and a rooftop terrace. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
L'Andana

L'Andana

5 out of 5
Save 100% on your flight
Price was $3,061, price is now $2,284 per person
$2,284
per person
Oct 12 - Oct 18
found 1 day ago
Roundtrip flight included
New York (JFK) 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.

Top Castiglione della Pescaia hotels deals

Riva del Sole Resort & SPA

Riva del Sole Resort & SPA

4 out of 5
Località Riva Del Sole Castiglione della Pescaia GR
$333 nightly
The price is $372 total per night
$372 total
Sep 7 - Sep 8
Total with taxes and fees
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
L'Andana

L'Andana

5 out of 5
Tenuta La Badiola Castiglione della Pescaia GR
$523 nightly
The price is $587 total per night
$587 total
Sep 1 - Sep 2
Total with taxes and fees
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
PuntAla Camp & Resort

PuntAla Camp & Resort

4 out of 5
Punta Ala Castiglione della Pescaia GR
$122 nightly
The price is $137 total per night
$137 total
Sep 8 - Sep 9
Total with taxes and fees
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
Gallia Palace Hotel

Gallia Palace Hotel

5 out of 5
Via Della Sughere Castiglione della Pescaia GR
$475 nightly
The price is $534 total per night
$534 total
Sep 10 - Sep 11
Total with taxes and fees
This luxury hotel features a full-service spa, a marina, and 2 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Families will appreciate the playground, barbecue grills, and in-room childcare.
Pool
Breakfast included
Cala del Porto Punta Ala

Cala del Porto Punta Ala

5 out of 5
Via Cala del Pozzo Castiglione della Pescaia GR
$386 nightly
The price is $437 total per night
$437 total
Aug 30 - Aug 31
Total with taxes and fees
This hotel features 2 bars/lounges and a seasonal outdoor pool. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and free valet parking. Enjoy a meal from the restaurant and perks like free buffet breakfast and free self parking.
Pool
Breakfast included
Cav Approdo

Cav Approdo

Via Ponte Giorgini 29 Castiglione della Pescaia GR
$92 nightly
The price is $106 total per night
$106 total
Sep 10 - Sep 11
Total with taxes and fees
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.
See properties

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 $1,007. 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.

Photos of local treasures

Browse Castiglione della Pescaia vacation photos for more inspiration

A beach with sun loungers and umbrellas, a castle on a hill, and buildings in the background.
A historic stone castle atop a hill with surrounding trees and residential buildings.
A coastal town with a marina, buildings, and a river.
A coastal marina with boats docked, a pier extending into the water, and buildings with red-tiled roofs.
A coastal town with a prominent church tower, a river, and a beach.