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.
Courtyard by Marriott Fort Myers Cape Coral

Courtyard by Marriott Fort Myers Cape Coral

3 out of 5
Price was CA $687, price is now CA $433 per person
CA $433
per person
Apr 16 - Apr 21
found 19 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
8.2/10 Very Good! (997 reviews)
The service was quick and the room was clean. I would stay there again

Reviewed on Feb 21, 2026

The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Punta Gorda Isles
Price was CA $2,063, price is now CA $1,299 per person
CA $1,299
per person
Apr 27 - May 4
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.8/10 Exceptional! (1,027 reviews)
Great. Awesome room n vuews

Reviewed on Feb 22, 2026

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Price was CA $1,619, price is now CA $1,024 per person
CA $1,024
per person
May 6 - May 11
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
8.6/10 Excellent! (1,002 reviews)
Staff and location were good. Only complaint is that people were saving chairs at the pool but not using them. Folks would leave a towel or bag on the chair and be gone for hours.

Reviewed on Feb 21, 2026

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was CA $1,389, price is now CA $895 per person
CA $895
per person
May 15 - May 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.6/10 Exceptional! (477 reviews)
The staff was great ! Housekeeping was prompt when we needed more towels ..Chase drove us to a Vanderbilt beach. He was very nice and hospitable. Jesica was amazing at the desk. She was upbeat, friendly and always smiling like Chase ! Great place for our short girls getaway !!

Reviewed on Feb 23, 2026

South Seas Resort

South Seas Resort

3.5 out of 5
Price was CA $2,757, price is now CA $1,779 per person
CA $1,779
per person
Apr 16 - Apr 21
found 19 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
8.4/10 Very Good! (1,001 reviews)
Room was good. Housekeeping did not exist.

Reviewed on Feb 23, 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
Six beautiful cultivated gardens, 2.5 miles of hiking trails and a restored nature preserve

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

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive Naples FL
Fully refundable
The price is CA $586 per night from Mar 12 to Mar 13
CA $586
CA $719 total
Mar 12 - Mar 13
includes taxes & fees
9/10 Wonderful! (2,031 reviews)
Place was very clean for how many people were at the hotel. Hotel staff is friendly and accommodating.

Reviewed on Feb 23, 2026

Naples Grande Beach Resort
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 $230 per night from Mar 22 to Mar 23
CA $230
CA $255 total
Mar 22 - Mar 23
includes taxes & fees
8.2/10 Very Good! (1,851 reviews)
nice staff—easy access to paradise sports complex.

Reviewed on Feb 24, 2026

La Quinta Inn & Suites by Wyndham Naples Downtown
Bayfront Inn Fifth Avenue

Bayfront Inn Fifth Avenue

3.5 out of 5
1221 5th Ave S Naples FL
The price is CA $357 per night from Mar 17 to Mar 18
CA $357
CA $397 total
Mar 17 - Mar 18
includes taxes & fees
8.8/10 Excellent! (1,728 reviews)
Stayed here before, now they charge for guest parking. Should be included for the price of the room.

Reviewed on Feb 22, 2026

Bayfront Inn Fifth Avenue
See all 11,121 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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Frequently asked questions

How much does a Livingston Woods vacation package cost?
The most affordable Livingston Woods vacation package is CA $433, 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

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
5th Avenue Shopping District which includes markets, street scenes and a city

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

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

Things to do

SEAS The Day with Pure Florida

Naples Sightseeing Boat Tour

CA $90
per adult
98% of travellers recommend
Naples Sightseeing Boat Tour
Gulf of Mexico Sunset Cruise from Naples

Gulf of Mexico Sunset Cruise from Naples

CA $100
per adult
88% of travellers recommend
Gulf of Mexico Sunset Cruise from Naples
Sunset Tour in Naples Bay on a New Godfrey- All included

Naples Sunset Cruise - Complimentary Charcuterie and wine

CA $150
per adult
100% of travellers recommend
Naples Sunset Cruise - Complimentary Charcuterie and wine
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.