Pine Woods Vacation Packages

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Top Holiday Package Deals in Pine Woods

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Fort Myers Airport/FGCU

Hilton Garden Inn Fort Myers Airport/FGCU

3 out of 5
per person
Aug. 12 - Aug. 17
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
8.8/10 Excellent! (1,001 reviews)
The evening front desk lady on Sunday was so nice

Reviewed on Jun. 4, 2024

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Save 100% on your flight
per person
Jul. 18 - Jul. 23
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
9/10 Wonderful! (1,000 reviews)
Very very expensive. Food and alcohol are very expensive here. For being a beach resort the tiki bar closed at 8:00 pm everyday even on the weekend. The inside bar closed at 10:00.

Reviewed on Jun. 3, 2024

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
Park Shore
Save 100% on your flight
per person
Jul. 18 - Jul. 23
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
8.6/10 Excellent! (1,182 reviews)
We had a great time at the resort! Family friends, clean, safe and beautiful! We definitely will be back god willing!

Reviewed on Jun. 4, 2024

Resort Harbour Properties

Resort Harbour Properties

3.5 out of 5
Save 100% on your flight
per person
Jul. 14 - Jul. 19
found 15 hours ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
9.6/10 Exceptional! (316 reviews)
Sunsets were amazing!!!

Reviewed on May 31, 2024

The Boat House

The Boat House

2 out of 5
Save 100% on your flight
per person
Aug. 15 - Aug. 21
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9/10 Wonderful! (502 reviews)
We couldn’t have been more impressed with The Boat House. Though the property is older, the rooms are HUGE, spotlessly clean and beautifully updated. Everything was lovely and it was very reasonably priced. The staff was so kind and accommodating. Beautiful view of the water from the dock. We will recommend and stay again without a doubt. We walked to dinner and breakfast as well. Thank you for such a delightful stay!

Reviewed on Jun. 2, 2024

Where to stay in Pine Woods

Find the best Pine Woods areas and neighborhoods for the activities you enjoy most. Learn more about Pine Woods
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Vanderbilt Beach

1 out of top 10 points of interest in this area
4.5/5(4 area reviews)

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

Find hotel + flight trips in Vanderbilt Beach

Pine Woods Hotel Deals

Naples Grande Beach Resort
Naples Grande Beach Resort
4.5 out of 5
475 Seagate Drive, Naples, FL
Fully refundableReserve now, pay when you stay
The price is CA $418 per night from Jun. 20 to Jun. 21
CA $418
CA $525 total
includes taxes & fees
Jun 20 - Jun 21
8.6/10 Excellent! (1,185 reviews)
"We loved the Naples Grande. Our room was spacious and clean and we we had an awesome balcony. The staff was exceptional, especially Austin and Mariano at the pool bar and Barry, Jay and Austin (again) at the inside bar. The housekeeping staff and the valets too were all friendly and welcoming. Never ..."

Reviewed on Jun. 1, 2024

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 $129 per night from Jun. 16 to Jun. 17
CA $129
CA $143 total
includes taxes & fees
Jun 16 - Jun 17
7.8/10 Good! (1,075 reviews)
"The property is fine but the air conditioning in the room was noisy, it rattles"

Reviewed on Jun. 3, 2024

La Quinta Inn & Suites by Wyndham Naples Downtown
Hilton Naples
Hilton Naples
4 out of 5
5111 Tamiami Trl N, Naples, FL
Fully refundableReserve now, pay when you stay
The price is CA $220 per night from Jun. 21 to Jun. 22
CA $220
CA $244 total
includes taxes & fees
Jun 21 - Jun 22
9/10 Wonderful! (1,017 reviews)
"We especially appreciated the wonderful, thoughtful staff. When they learned we were celebrating our 60th anniversary while we were having dinner in the dining room, we were totally touched by their bringing us a wonderful chocolate cake with congratulations! What a special gesture."

Reviewed on Jun. 4, 2024

Hilton Naples
See all 10,943 properties in Pine 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Pine Woods vacation package cost?
We make it easy for everyone to travel, with Pine Woods packages starting from as little as CA $638. You’ll have the flexibility to bundle your favorite airlines, hotels and car rental. For the ultimate escape, why not add a few tours and activities to your travel itinerary?
How do I get a cheap travel package to Pine Woods?
You’ll save loads of cash if you bundle your flights, hotels and car rentals into a Pine Woods travel package. Sometimes cheap means fewer options. But not with Expedia. We offer more than 550 air carriers and 1,000,000 properties all over the world, so you’ll always have plenty of variety to choose from. Want to save even more? Add some interesting activities to your package deal to unlock even bigger discounts! After all, travel is about more than simply getting to your destination.
Where should I stay in Pine Woods?
A visit to Pine Woods isn’t complete until you’ve seen Naples Pier and Barefoot Beach. Book a room nearby for quick access to these fantastic tourist attractions.
How far in advance should I book my Pine Woods vacation?
It’s tricky picking the ideal time for airfares, but we usually say the earlier, the better. Plenty of international flights on Expedia become available up to a year in advance. If you’re booking last minute, fear not. Discounted prices occasionally appear within a few weeks of departure dates.
What does an Expedia Pine Woods travel package include?
Flights, hotels and a reliable car for all your fun road trip adventures. Simply select your favorite bundle and get access to incredible deals. Once you’ve made your booking, add on a couple of tours and experiences and watch your savings pile up. When it comes to creating your Pine Woods trip, the choice is all yours!
What should I know before booking a Pine Woods travel package?
You can save big by combining your hotels, flights and rental cars. Once you’ve made your booking, you can add on sightseeing tours or experiences. Your next unforgettable adventure is only a couple of clicks away.
Can I choose my airline with a Pine Woods Expedia vacation package?
Most definitely. Expedia has over 550 airline partners to pick from around the globe. With all that choice at your fingertips, finding the right carrier to fly you to Pine Woods will be a snap.
If I'm not able to travel, can I cancel my Pine Woods vacation package?
Don’t stress if you’re rethinking your Pine Woods vacation package — you can cancel or change your booking. And if you’ve booked it within 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We get that life can sometimes throw you a curveball, so make your way to our Customer Service Portal if that happens. When you’re ready to make changes, we’re ready to help.

Discover the most popular places to visit in Pine Woods

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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
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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
Image for Naples Beach

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

Image for Guided Kayak Mangrove Ecotour in Rookery Bay Reserve, Naples

Guided Kayak Mangrove Ecotour in Rookery Bay Reserve, Naples

CA $88
Per adult
100% of travellers recommend
Guided Kayak Mangrove Ecotour in Rookery Bay Reserve, Naples
Image for 1/2 Day Afternoon Charter Fishing Naples Marco Island Sanibel

1/2 Day Afternoon Charter Fishing Naples Marco Island Sanibel

CA $880
Per adult
1/2 Day Afternoon Charter Fishing Naples Marco Island Sanibel
Image for Private Best of Marco Island Tour

Private Best of Marco Island Tour

CA $677
Per adult
Private Best of Marco Island Tour
See all activities in Naples

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.