Ole Vacation Packages

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Top Holiday Package Deals in Ole

Price found within the past 48 hours. Click for updated prices.
Doubletree by Hilton Fort Myers at Bell Tower Shops

Doubletree by Hilton Fort Myers at Bell Tower Shops

4 out of 5
per person
Jul. 18 - Jul. 22
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
8.6/10 Excellent! (1,005 reviews)
The only negative I would say is it needs updating . The hotel is fine, beds and pillows were great shower was strong and spacious. Staff was friendly and caring. Pool was refreshing clean and enjoyable. Shuttle service was convenient. Food & drinks at restaurant were great! Ate bkfst there twice & lunch once . Would def. Stay there again .

Reviewed on May 25, 2024

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
per person
Jul. 18 - Jul. 22
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9.2/10 Wonderful! (403 reviews)
The property was pretty and had a lot to offer. We thought there would be more events for kids, but none really happened. The most frustrating part was the pool and bar closing so early! We went on excursions during the day then couldn't come enjoy a drink and the pool at night.

Reviewed on May 23, 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
Jun. 27 - Jun. 30
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9/10 Wonderful! (1,009 reviews)
Staff super helpful and friendly. We had an oceanfront room that was lovely. Bed very comfortable. Only thing missing was tea. Coffee machine there though.

Reviewed on May 22, 2024

Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
per person
Jun. 27 - Jun. 30
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.2/10 Wonderful! (1,000 reviews)
The guest service was very poor for this level of property; the housekeeping team was non existent.

Reviewed on May 26, 2024

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
Park Shore
Save 100% on your flight
per person
Jul. 2 - Jul. 9
found 4 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Myers (RSW)
8.6/10 Excellent! (1,187 reviews)
The staff is very friendly and helpful. Great hotel location in Naples area and Uber rides are easy to obtain. The pools are very nice and the tram to the beach is a great way to the restaurant and beach facilities.

Reviewed on May 21, 2024

Where to stay in Ole

Find the best Ole areas and neighborhoods for the activities you enjoy most. Learn more about Ole
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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

Ole 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 $419 per night from Jun. 9 to Jun. 10
CA $419
CA $520 total
includes taxes & fees
Jun 9 - Jun 10
8.6/10 Excellent! (1,189 reviews)
"The staff is very friendly and helpful. Great hotel location in Naples area and Uber rides are easy to obtain. The pools are very nice and the tram to the beach is a great way to the restaurant and beach facilities."

Reviewed on May 21, 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. 2 to Jun. 3
CA $129
CA $143 total
includes taxes & fees
Jun 2 - Jun 3
7.8/10 Good! (1,063 reviews)
"Great"

Reviewed on May 23, 2024

La Quinta Inn & Suites by Wyndham Naples Downtown
Hilton Marco Island Beach Resort and Spa
Hilton Marco Island Beach Resort and Spa
4 out of 5
560 S Collier Blvd, Marco Island, FL
Fully refundableReserve now, pay when you stay
The price is CA $313 per night from Jun. 23 to Jun. 24
CA $313
CA $401 total
includes taxes & fees
Jun 23 - Jun 24
8.4/10 Very Good! (1,190 reviews)
"Love it"

Reviewed on May 19, 2024

Hilton Marco Island Beach Resort and Spa
See all 9,767 properties in Ole
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 an Ole vacation package cost?
From as little as CA $625. Yes, you read that right. Our Ole packages are the best way to stretch your budget further. Bundle your favorite flights, hotels and rental car and get out and see this vibrant destination.
How do I get a cheap travel package to Ole?
Bundling your flight and hotel with Expedia won’t just save valuable time — it’ll save you a tidy sum too. An Ole vacation package makes it easy to create your perfect trip. With more than 550 airlines around the world to pick from, finding flights that suit your schedule will be no sweat. In addition to that, we have over 1,000,000 properties globally to select from. Talk about choice! No matter who you are, Expedia brings the world within your reach.
Where should I stay in Ole?
A getaway to Ole wouldn’t be complete without paying a visit to Eagle Lakes Community Park. Why not choose a hotel within walking distance of this much-loved tourist attraction?
What are the top hotels in Ole?
Get your escape off to a great start by staying at Beautiful Pool View Condo. It’s one of most popular properties in Ole. Another top option is Quiet Lely Resort Condo With Pool.
How far in advance should I book my Ole vacation?
It can be difficult to know when is the ideal time to book your vacation to Ole. But usually the earlier you book, the cheaper the prices. Sometimes, you can reserve your flights and hotels up to 12 months prior to departure. If you’re hoping for a last-minute getaway, no need to worry! There are fabulous deals posted on Expedia all the time.
What does an Expedia Ole travel package include?
Car rentals, hotels and flights — we connect you to all the best deals. All you have to do is figure out your favorite combination. Once you’ve made your booking, you can add on the exciting stuff like tours and experiences. Our travel packages make it easy to create an unforgettable Ole trip.
What should I know before booking an Ole travel package?
Booking all the parts of your getaway together is one of the best ways to save. Bundle your flights, car rentals and hotels into one package. But you’re not limited to hotels. Expedia features all kinds of properties, including vacation rentals like mountain cabins and spacious residences. The list goes on!
Can I choose my airline with an Ole Expedia vacation package?
You can, and with more than 550 airlines to select from all over the world, you have plenty of choice. Browse the available options and see which airline fits your needs and budget.
If I'm not able to travel, can I cancel my Ole vacation package?
It’s impossible to predict what the future holds, so it’s comforting to know that you can cancel or change your Ole vacation package. If your booking was made in the last 24 hours, you may be eligible for a refund. If it’s an older booking, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal for further details.

Discover the most popular places to visit in Ole

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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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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
Image for Vanderbilt Beach

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

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 Sunset Private Boat Trip in Naples FL with Secluded Island Stop with your Dog

Sunset Private Boat Trip in Naples FL with Secluded Island Stop with your Dog

CA $486
Per adult
100% of travellers recommend
Sunset Private Boat Trip in Naples FL with Secluded Island Stop with your Dog
Image for Fakahatchee Strand E-Bike Adventure

Fakahatchee Strand E-Bike Adventure

CA $121
Per adult
Fakahatchee Strand E-Bike Adventure
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.