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 $1,867, price is now CA $1,116 per person
CA $1,116
per person
Jun 11 - Jun 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Fort Myers (RSW)
9.4/10 Exceptional! (776 reviews)
i was with a small group staying just one night to relax and enjoy the pool and boat ride. The rooms were excellent and reasonably priced. We loved the big salt water pool and the boat ride to a beach, and The Tigress was great for lunch. The resort fee was actually worth it! that's rare. Would 100% return!

Reviewed on May 3, 2026

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Price was CA $2,334, price is now CA $1,491 per person
CA $1,491
per person
Jul 6 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9/10 Wonderful! (843 reviews)
What a great spot. The staff was excellent and pleasant and the full kitchen really made a difference for our family trip. The lazy river was a hit along with the other various pools.

Reviewed on May 2, 2026

Mariners Boathouse by Coolvacay

Mariners Boathouse by Coolvacay

3 out of 5
South Island
Price was CA $1,730, price is now CA $1,145 per person
CA $1,145
per person
Jul 6 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
10/10 Exceptional! (1 review)
Hurricane Ian decimated the area but the residents are working hard to bring it back to its glory days. This resort has undergone an amazing renovation and they are doing more and more every day. Their new pool and Jacuzzi is stunning. The location is perfect. The staff is wonderful!

Reviewed on Apr 29, 2026

Casa Playa Beach Resort

Casa Playa Beach Resort

2.5 out of 5
Price was CA $2,576, price is now CA $1,742 per person
CA $1,742
per person
Jun 11 - Jun 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Fort Myers (RSW)
9.4/10 Exceptional! (193 reviews)
right on the beach. Very quiet and peaceful . Not crowded. Comfortable and clean room with balcony and spectacular view of the ocean

Reviewed on Apr 25, 2026

Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was CA $1,715, price is now CA $1,172 per person
CA $1,172
per person
Jun 13 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Fort Myers (RSW)
9.4/10 Exceptional! (1,008 reviews)
That staff was exceptional... my brother became ill when we arrived and they couldn't have been more caring or thoughtful

Reviewed on Apr 28, 2026

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 $216 per night from May 10 to May 11
CA $216
CA $240 total
May 10 - May 11
includes taxes & fees
9.4/10 Exceptional! (759 reviews)
good

Reviewed on May 2, 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 $230 per night from May 17 to May 18
CA $230
CA $255 total
May 17 - May 18
includes taxes & fees
9/10 Wonderful! (1,731 reviews)
Great staff

Reviewed on May 2, 2026

Hyatt House Naples/5th Avenue
La Quinta Inn & Suites by Wyndham Naples Downtown

La Quinta Inn & Suites by Wyndham Naples Downtown

2.5 out of 5
1555 5th Ave S Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $114 per night from May 31 to Jun 1
CA $114
CA $127 total
May 31 - Jun 1
includes taxes & fees
8.2/10 Very Good! (1,929 reviews)
Clean and comfortable room, Breakfast OK.

Reviewed on May 3, 2026

La Quinta Inn & Suites by Wyndham Naples Downtown
See all 10,924 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
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Family Vacations

Frequently asked questions

How much does a Livingston Woods vacation package cost?
The most affordable Livingston Woods vacation package is CA $1,116, 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

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

Naples Beach

4.5/5(102 reviews)

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
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
Vanderbilt beach in Naples, Florida

Vanderbilt Beach

4.5/5(26 reviews)

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
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
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
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.