Caldecott Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top Holiday Package Deals in Caldecott

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was CA $1,355, price is now CA $945 per person
CA $945
per person
Aug 29 - Sep 4
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Myers (RSW)
9.6/10 Exceptional! (868 reviews)
Todo excelente! Lo recomiendo 100 por ciento!!!

Reviewed on Jun 28, 2026

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Price was CA $3,205, price is now CA $1,912 per person
CA $1,912
per person
Sep 2 - Sep 9
found 11 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Myers (RSW)
9/10 Wonderful! (1,003 reviews)
Very close to the beach… nice view everyone very helpful and friendly!!!

Reviewed on Jun 28, 2026

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

4 out of 5
Price was CA $2,340, price is now CA $1,527 per person
CA $1,527
per person
Sep 4 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.4/10 Exceptional! (25 reviews)
We stayed for three nights, and the experience was wonderful! I highly recommend this resort. We had a great stay.

Reviewed on Jun 26, 2026

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4 out of 5
Price was CA $1,761, price is now CA $1,173 per person
CA $1,173
per person
Aug 16 - Aug 23
found 5 hours ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
9.2/10 Wonderful! (2,876 reviews)
Es muy moderno el hotel; muy limpio; con unas piscinas bellas, y la del último piso tiene unas vistas increíbles al atardecer. La comida del restaurante Half Crab es excelente y la dulcería tiene variedad de dulces divinos y detalladamente adornados.

Reviewed on Jun 29, 2026

Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
Price was CA $2,462, price is now CA $1,683 per person
CA $1,683
per person
Aug 8 - Aug 14
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.4/10 Exceptional! (1,014 reviews)
Our room was amazing. Very spacious and clean. The hotel is located in the middle of everything. Parking is OK. There is a parking garage a block or 2 away. We would definitely stay again.

Reviewed on Jun 27, 2026

Where to stay in Caldecott

Find the best Caldecott areas and neighborhoods for the activities you enjoy most. Learn more about Caldecott
A pink and white orchid plant with a rocky background.

East Naples

4/5(11 area reviews)

Beaches, shopping, and restaurants are just a few things travelers enjoy about East Naples. Check out Fifth Avenue South or Naples Botanical Garden while you're exploring the area.

Find hotels in East Naples

Caldecott Hotel Deals

Hilton Marco Island Beach Resort and Spa

Hilton Marco Island Beach Resort and Spa

4 out of 5
560 S Collier Blvd Marco Island FL
Fully refundableReserve now, pay when you stay
The price is CA $338 per night from Jul 19 to Jul 20
CA $338
CA $454 total
Jul 19 - Jul 20
includes taxes & fees
9/10 Wonderful! (1,862 reviews)
"Great place with friendly staff"

Reviewed on Jun 28, 2026

Hilton Marco Island Beach Resort and Spa
Hyatt House Naples/5th Avenue

Hyatt House Naples/5th Avenue

3.5 out of 5
1345 5th Avenue South Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $220 per night from Jul 27 to Jul 28
CA $220
CA $245 total
Jul 27 - Jul 28
includes taxes & fees
9/10 Wonderful! (1,837 reviews)
"Very clean specious room, with nice view. The staff were fenomenal! Great breakfast and delicious food at Latitud restaurant. Pool was beautiful we enjoyed."

Reviewed on Jun 28, 2026

Hyatt House Naples/5th Avenue
Great Wolf Lodge Naples

Great Wolf Lodge Naples

3 out of 5
3900 City Gate Blvd N. Naples FL
The price is CA $280 per night from Jul 1 to Jul 2
CA $280
CA $311 total
Jul 1 - Jul 2
includes taxes & fees
9.4/10 Exceptional! (983 reviews)
"”¡Una experiencia increíble de principio a fin! El hotel es hermoso, limpio y muy bien cuidado. El parque acuático fue súper divertido para toda la familia y el personal siempre fue amable y atento. Las habitaciones son cómodas y todo está pensado para que tanto niños como adultos disfruten al máximo. ..."

Reviewed on Jun 28, 2026

Great Wolf Lodge Naples
See all 10,530 properties in Caldecott
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.
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Frequently asked questions

How much does a Caldecott vacation package cost?
From as little as CA $945, you can build your own Caldecott package the way you want. Simply bundle hotels, flights and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Caldecott?
Crafting your own Caldecott vacation package with Expedia is one of the best ways to save. We have more than 550 airlines and 1,000,000 hotel options spread across the globe. With such a wonderful range to pick from, you'll have no difficulty creating your next dream escape.
Where should I stay in Caldecott?
There's loads to do in Caldecott, so spend your evenings near its best sights and allow yourself more time sightseeing. Eagle Lakes Community Park is one place to put on your must-see list.
What are the top hotels in Caldecott?
Model Home In Lely Resort Naples Florida is one of Caldecott's most well-known hotels. Reserve a room here and you'll be able to rest easy knowing you're in capable hands.
How far in advance should I book my Caldecott vacation?
It's tricky picking the ideal time for airfares, but we usually say the earlier, the better. Many international journeys on Expedia become available to compare up to 12 months in advance. If you're booking last minute, fear not. Bargain prices occasionally appear just weeks before departure dates.
What does an Expedia Caldecott travel package include?
That depends on what sort of getaway you're contemplating. Caldecott travel deals can include car rentals, hotels and flights. You can mix and match to create the bundle that suits your needs. You can also add on experiences and activities after you've booked to pick up even bigger discounts.
What should I know before booking a Caldecott travel package?
Bundling your bookings into a Caldecott vacation package is the most convenient way to organize your trip. Not only that, you'll save just for combining your flights, hotels and car rentals. Once you've booked, why not add on a tour or an activity?
Can I choose my airline with a Caldecott Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines globally. Our vacation packages give you the flexibility to pick from available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Caldecott vacation package?
If your travel plans in Caldecott have changed, it's a relief to know that it's possible to cancel your booking. If you booked less than 24 hours ago, you may be eligible for a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may impose a fee. For more details, check our Customer Service Portal.

Things to do

Naples Sightseeing Boat Tour

Naples Sightseeing Boat Tour

CA $92
per adult
94% of travellers recommend
Naples Sightseeing Boat Tour
Gulf of Mexico Sunset Cruise from Naples

Gulf of Mexico Sunset Cruise from Naples

CA $102
per adult
88% of travellers recommend
Gulf of Mexico Sunset Cruise from Naples
Naples Florida: Downtown Electric Trike Tour

Naples Florida: Downtown Electric Trike Tour - Family Fun

CA $82
per adult
100% of travellers recommend
Naples Florida: Downtown Electric Trike Tour - Family Fun
See all activities in Naples
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.