Livingston Woods 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 Livingston Woods

Price found within the past 48 hours. Click for updated prices.
Quality Inn Fort Myers Cape Coral

Quality Inn Fort Myers Cape Coral

Save 100% on your flight
CA $291
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
7.6/10 Good! (465 reviews)
Sunsuites Villas At Sunseeker Resort, Curio By Hilton

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

CA $1,559
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.4/10 Exceptional! (135 reviews)
We scheduled our stay for my wife's 60th birthday party. We had spoken to the hotel staff about how we were looking forward to celebrating by the rooftop pool.. THE ROOFTOP POOL WAS CLOSED THE ENTIRE TIME WE WERE THERE FOR A PRIVATE COMPANY PARTY. EXTREMELY DISAPPOINTED!!

Reviewed on Oct 25, 2026

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach
CA $5,136
per person
Dec 28 - Jan 2
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9/10 Wonderful! (1,003 reviews)
Very helpful staff, great Gulf side room. Undergoing some renovation so only one elevator working but didn’t create too much of a problem. Great location, nice people.

Reviewed on Oct 25, 2026

Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

Punta Rassa
Save 100% on your flight
CA $872
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
8.6/10 Excellent! (1,002 reviews)
GullWing Beach Resort

GullWing Beach Resort

South Island
Save 100% on your flight
CA $2,966
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Myers (RSW)
9.4/10 Exceptional! (976 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
A wooden pier extending into calm waters at dusk, with two illuminated structures at the end.

East Naples

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.

A person carrying a child on their shoulders on a bridge with a view of greenery and a clear sky.

Central Naples

1 out of top 10 points of interest in this area

If you're spending some time in Central Naples, Naples Zoo at Caribbean Gardens and Naples Grande Golf Club are top sights worth seeing.

A pier extending into a calm sea at sunset with a beach on the right.

Old Naples

3 out of top 10 points of interest in this area

The stunning beaches and popular shops are just a few highlights of Old Naples. Make a stop by Fifth Avenue South or Naples Beach while you're exploring the area.

A coastal landscape with a cruise ship, dense greenery, and a clear view of the ocean.

Naples Park

Located in North Naples, Naples Park is bounded by U.S. Route 41 and offers easy access to Vanderbilt Lagoon. Enjoy shopping at the nearby outdoor mall, The Mercato, for a delightful experience.

A sailboat with a blue canopy on calm waters, a red buoy, and a forested shoreline.

Vanderbilt Beach

1 out of top 10 points of interest in this area

While visiting Vanderbilt Beach, you might make a stop by sights like Vanderbilt Beach and Delnor-Wiggins Pass State Park.

Livingston Woods Hotel Deals

Fairways Inn of Naples

Fairways Inn of Naples

103 Palm River Blvd Naples FL
Fully refundableReserve now, pay when you stay
CA $118
CA $131 total
Oct 27 - Oct 28
includes taxes & fees
9.4/10 Exceptional! (1,348 reviews)
"Naturaleza"

Reviewed on Oct 24, 2026

Fairways Inn of Naples
Compass by Margaritaville Hotel Naples

Compass by Margaritaville Hotel Naples

4805 Tamiami Trl N Naples FL
Fully refundableReserve now, pay when you stay
CA $133
CA $182 total
Oct 30 - Oct 31
includes taxes & fees
9.6/10 Exceptional! (1,906 reviews)
"All perfect enjoy"

Reviewed on Oct 26, 2026

Compass by Margaritaville Hotel Naples
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

11800 Coconut Cove Drive Bonita Springs FL
Fully refundableReserve now, pay when you stay
CA $198
CA $276 total
Oct 28 - Oct 29
includes taxes & fees
Hyatt Vacation Club at Coconut Cove, Bonita Springs
See all 11,180 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.

Frequently asked questions

How much does a Livingston Woods vacation package cost?
The most affordable Livingston Woods vacation package is CA $291, 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.

Things to do

Gulf of Mexico Sunset Cruise from Naples

Gulf of Mexico Sunset Cruise from Naples

CA $89
per adult
88% of travellers recommend
Gulf of Mexico Sunset Cruise from Naples
Beach Island Shelling Cruise to Keewaydin Island Tour

Beach Island Shelling Cruise to Keewaydin Island Tour

CA $84
per adult
Beach Island Shelling Cruise to Keewaydin Island Tour
Naples: Sightseeing and Dining Cruises

Naples: Sightseeing and Dining Cruises

CA $110
per adult
Naples: Sightseeing and Dining Cruises
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.