Livingston Woods Vacation Packages

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Top Holiday Package Deals in Livingston Woods

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 $1,089, price is now CA $740 per person
CA $740
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.4/10 Exceptional! (748 reviews)
We liked the no carpet in the rooms. Would have liked one other option for dinner vs 7th floor

Reviewed on Apr 21, 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 $2,359, price is now CA $1,386 per person
CA $1,386
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9/10 Wonderful! (1,002 reviews)
The tower rooms have amazing beach and sunset views

Reviewed on Apr 22, 2026

Casa Playa Beach Resort

Casa Playa Beach Resort

2.5 out of 5
Price was CA $1,951, price is now CA $1,325 per person
CA $1,325
per person
May 24 - May 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.4/10 Exceptional! (185 reviews)
A big plus having chairs and umbrellas available.

Reviewed on Apr 15, 2026

THE Palmview AND Sandpiper Inns

THE Palmview AND Sandpiper Inns

3.5 out of 5
Mid Island
Price was CA $1,790, price is now CA $1,254 per person
CA $1,254
per person
May 24 - May 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.4/10 Exceptional! (207 reviews)
The location of the cottage was good and there was plenty of room to park a car. Everything (restaurants, shopping, grocery store, ice cream, etc.) was within easy driving distance. There were plenty of extra towels for the beach, beach chairs and bicycles for our use. The beds were comfortable. On the downside, the bedrooms were small. So much so that we couldn't fully open the door without hitting the bed. In addition, in the bedrooms there was no storage (chest of drawers) to put clothing or anyplace to put a suitcase, except on the floor. There was a tall chest of drawers in the living room area. One of these in each of the bedrooms would have been very useful but not so much where it was. Everything considered, we would stay here again.

Reviewed on Apr 20, 2026

Landing Fort Myers - Eastwood Village

Landing Fort Myers - Eastwood Village

4.5 out of 5
Eastwood Village
Price was CA $1,399, price is now CA $987 per person
CA $987
per person
May 24 - May 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
10/10 Exceptional! (2 reviews)

Where to stay in Livingston Woods

Find the best Livingston Woods areas and neighborhoods for the activities you enjoy most. Learn more about Livingston Woods
East Naples

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

Livingston Woods Hotel Deals

Great Wolf Lodge Naples

Great Wolf Lodge Naples

3 out of 5
3900 City Gate Blvd N. Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $218 per night from May 6 to May 7
CA $218
CA $241 total
May 6 - May 7
includes taxes & fees
9.4/10 Exceptional! (723 reviews)
Para mi la verdad de lo peor, no lo recomiendo

Reviewed on Apr 22, 2026

Great Wolf Lodge Naples
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 $272 per night from May 4 to May 5
CA $272
CA $302 total
May 4 - May 5
includes taxes & fees
9/10 Wonderful! (1,716 reviews)
Staff were kind, helpful and very efficient. Could have offered a better breakfast selection ie Greek or plain yogurt, healthier options.

Reviewed on Apr 21, 2026

Hyatt House Naples/5th Avenue
Trianon Bonita Bay

Trianon Bonita Bay

3.5 out of 5
3401 Bay Commons Dr Bonita Springs FL
Fully refundableReserve now, pay when you stay
The price is CA $114 per night from May 10 to May 11
CA $114
CA $127 total
May 10 - May 11
includes taxes & fees
9.2/10 Wonderful! (1,781 reviews)
Rooms are dated. Pool was cloudy the day we arrived. The shower had mold and even the shower head. had to clean the shower head before I even took a shower. They did have house keeping come up and clean the shower. But It still had mold in areas that they missed...

Reviewed on Apr 21, 2026

Trianon Bonita Bay
See all 10,934 properties in Livingston Woods
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 Livingston Woods vacation package cost?
The most affordable Livingston Woods vacation package is CA $740, so your dream vacation can become a reality — without spending an arm and a leg. Bundle flights, hotels and car rentals to build a package that suits you.
How do I get a cheap travel package to Livingston Woods?
Secure flights that fit your busy schedule, add a hotel to your booking and watch the savings rack up with a Livingston Woods vacation package. It's that simple! From hotels and flights to rental cars and activities, Expedia makes traveling on the cheap easy. And with more than 550 partner airlines and 1,000,000 hotels globally to pick from, you'll never be short of choice.
Where should I stay in Livingston Woods?
A trip to Livingston Woods isn't complete without stopping by Naples Pier and Barefoot Beach. Stay at a hotel as close as possible and easily access these famous sights.
What are the top hotels in Livingston Woods?
Secluded Oasis With Private Pool is one of Livingston Woods's best hotels. Check in to a room here and you'll slumber peacefully knowing you're in good hands.
How far in advance should I book my Livingston Woods vacation?
Be rewarded with the biggest variety and the cheapest prices by booking your Livingston Woods adventure nice and early. Airlines generally advertise tickets anywhere up to 12 months prior to departure, so secure your spot as soon as possible. That being said, Expedia is dedicated to giving you the best bargains around, so it's always a good time to book your dream vacation!
What does an Expedia Livingston Woods travel package include?
Packages include rental cars, flights and hotels, but you can combine any of them to create your dream Livingston Woods trip. You can also add on a few activities and tours once you've made your booking. You're in charge! When you combine your bookings with Expedia, you'll enjoy deals you won't find elsewhere.
What should I know before booking a Livingston Woods travel package?
When you book your hotels, flights and car rentals together, you'll walk away with terrific discounts. Whether you're organizing a beach break in a villa or want to stay in a cozy apartment in the city, Expedia will make it happen for less.
Can I choose my airline with a Livingston Woods Expedia vacation package?
With a vacation package, you're in charge. Whether you're eager to fly to Livingston Woods in business or coach, simply select from the available airline options. Expedia has access to over 550 partner airlines globally.
If I'm not able to travel, can I cancel my Livingston Woods vacation package?
It is possible to cancel your Livingston Woods booking if your plans have been upended. Whether you'll be charged a fee or not depends on your hotel, airline or car rental company. You may be able to change or cancel for free if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.

Discover the most popular places to visit in Livingston Woods

Fifth Avenue South

Fifth Avenue South

Enjoy many happy hours exploring the variety of shops, dining options and cultural attractions of this popular shopping district in Naples, Florida.

Fifth Avenue South
Pristine and idyllic beach at sunset in a bright day, Naples, Florida, USA

Naples Beach

Why not spend a carefree afternoon at Naples Beach during your travels in Naples? Stroll along the seaside or visit the shops while you're in the area.

Naples Beach
Vanderbilt beach in Naples, Florida

Vanderbilt Beach

If a restful vacation is part of your travel plans, Vanderbilt Beach might be the perfect place to seek out during your trip to North Naples.

Vanderbilt Beach

Things to do

Naples Sightseeing Boat Tour

Naples Sightseeing Boat Tour

CA $74
per adult
96% of travellers recommend
Naples Sightseeing Boat Tour
Naples Florida: Downtown Electric Trike Tour

Naples Florida: Downtown Electric Trike Tour - Family Fun

CA $68
per adult
100% of travellers recommend
Naples Florida: Downtown Electric Trike Tour - Family Fun
Gulf of Mexico Sunset Cruise from Naples

Gulf of Mexico Sunset Cruise from Naples

CA $101
per adult
88% of travellers recommend
Gulf of Mexico Sunset Cruise from Naples
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.