OakLeaf Plantation Vacation Packages

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Top Holiday Package Deals in OakLeaf Plantation

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort

Seasons Florida Resort

CA $655
per person
Nov 22 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
9/10 Wonderful! (3,830 reviews)
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

CA $658
per person
Nov 22 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
8.4/10 Very good! (5,332 reviews)
Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

CA $1,541
per person
Nov 22 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
9.2/10 Wonderful! (1,008 reviews)
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

International Drive District
CA $1,194
per person
Oct 11 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Orlando (MCO)
9/10 Wonderful! (1,316 reviews)
The Delaney Hotel

The Delaney Hotel

South Orange
CA $1,143
per person
Nov 22 - Nov 29
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
9.6/10 Exceptional! (1,203 reviews)
The hotel was quiet, clean and nicely decorated. The staff was very friendly and helpful.

Reviewed on Sep 1, 2026

Where to stay in OakLeaf Plantation

Find the best OakLeaf Plantation areas and neighborhoods for the activities you enjoy most. Learn more about OakLeaf Plantation
A coastal town at dusk with a prominent clock tower, waterfront, and illuminated buildings.

Amelia City

While visiting Amelia City, you might make a stop by sights like American Beach and Fernandina Beach.

A city skyline with modern skyscrapers, a prominent Wells Fargo building, and a blue bridge over a river.

Downtown Jacksonville

2 out of top 10 points of interest in this area

Historic core with major corporations, Downtown Jacksonville offers diverse culinary and nightlife experiences at The Elbow. Explore attractions like Florida Theatre, TIAA Bank Field, and museums, while enjoying convenient transportation options.

A sunset over a beach with waves and a pier.

Oceanfront

If you're spending some time in Oceanfront, Oceanfront Park and Northeast Florida Beaches are top sights worth seeing.

A river with a bridge, a marina with boats, and a city skyline with high-rise buildings.

Southside

1 out of top 10 points of interest in this area

If you're spending some time in Southside, St. Johns Town Center and Orange Park Place Shopping Center are top sights worth seeing.

A golf course with a pond, trees, and buildings in the background.

Sawgrass

Visitors to Sawgrass like its beaches and riverfront, and Mickler Beach is a sight worth a stop.

OakLeaf Plantation Hotel Deals

Hyatt Regency Jacksonville

Hyatt Regency Jacksonville

225 E Coastline Dr Jacksonville FL
Fully refundableReserve now, pay when you stay
CA $230
CA $264 total
Sep 10 - Sep 11
includes taxes & fees
9/10 Wonderful! (1,794 reviews)
"Staff was friendly and hotel was very well maintained. Rooms are outdated and the AC was very noisy."

Reviewed on Sep 2, 2026

Hyatt Regency Jacksonville
Wyndham Garden Jacksonville

Wyndham Garden Jacksonville

4660 Salisbury Road Jacksonville FL
Fully refundableReserve now, pay when you stay
CA $107
CA $122 total
Sep 8 - Sep 9
includes taxes & fees
7.8/10 Good! (2,036 reviews)
"Before I booked this hotel I called them to ask a few questions and the customer service representative was super friendly and helpful! Upon our arrival we were greeted so sweetly by Tabitha and she even helped us pick our coffee destination for the morning. Our room was very clean and we had no ..."

Reviewed on Sep 2, 2026

Wyndham Garden Jacksonville
Scottish Inn Jacksonville Downtown

Scottish Inn Jacksonville Downtown

2300 Phillips Hwy Jacksonville FL
Fully refundableReserve now, pay when you stay
CA $46
CA $52 total
Sep 6 - Sep 7
includes taxes & fees
Scottish Inn Jacksonville Downtown
See all 1,628 properties in OakLeaf Plantation
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 an OakLeaf Plantation vacation package cost?
The most affordable OakLeaf Plantation vacation package is CA $655, so your dream getaway can become a reality — without spending a fortune. Combine flights, hotels, car rentals and more to tailor make a package that matches your traveling style.
How do I get a cheap travel package to OakLeaf Plantation?
Bundle your flight and hotel bookings, toss in extras such as activities, and save with an OakLeaf Plantation vacation package. You won't just score awesome discounts on your adventure — you'll have loads of choice within your reach too. When you book with Expedia, you'll have your pick of over 550 airlines and 1,000,000 hotels around the world. Your next grand adventure begins right here, right now!
What are the top hotels in OakLeaf Plantation?
Whether you aim to stay for just one night or a week in OakLeaf Plantation, you'll get a good night's rest at Beautiful Executive Oakleaf Home. This option is the first choice for many travelers.
How far in advance should I book my OakLeaf Plantation vacation?
Get rewarded with the widest variety and the cheapest prices by booking your OakLeaf Plantation vacation early. Air carriers typically advertise flight tickets around a year prior to departure, so start locking things in ASAP. Having said that, Expedia is constantly working to give you the best deals around, so it's never a bad time to book your dream vacation!
What does an Expedia OakLeaf Plantation travel package include?
From hotels and airfares to car rentals, Expedia can help you create an OakLeaf Plantation package that suits you. Heading away for a week or two? Give some thought to a hotel, flight and rental car bundle. If your break is short, an airfare and hotel deal could be more your style. Tours and activities can be added after you've booked. Our travel packages make it easy to plan and save.
What should I know before booking an OakLeaf Plantation travel package?
You can save a tidy sum by bundling your hotels, flights and rental cars. Once you've made your booking, add on fun stuff like activities or tours. Your next awesome adventure is only a few clicks away.
Can I choose my airline with an OakLeaf Plantation Expedia vacation package?
Yes, and with over 550 airlines to pick from all over the world, you're not short on choice. Scroll through the available options and see which airline fits your needs and budget.
If I'm not able to travel, can I cancel my OakLeaf Plantation vacation package?
If your vacation plans in OakLeaf Plantation have changed, it's good to know that you can cancel or amend your booking. If you booked in the last 24 hours, you may be able to get a refund. If your booking is older than that, your hotel, airline or car rental company may charge a fee. For more information, check our Customer Service Portal.

Stay near popular OakLeaf Plantation attractions

Eagle Landing Tennis Center

Catch an event at Eagle Landing Tennis Center during your trip to Orange Park.
See properties

Things to do

St. Augustine: St. Johns River Airboat Safari with a Guide

St. Augustine: St. Johns River Airboat Safari with a Guide

CA $72
per adult
100% of travellers recommend
St. Augustine: St. Johns River Airboat Safari with a Guide
The Escape Game at St. John's Town Center in Jacksonville

The Escape Game at St. John's Town Center in Jacksonville

CA $58
per adult
100% of travellers recommend
The Escape Game at St. John's Town Center in Jacksonville
Half-Day City Tour in Downtown Jacksonville

Half-Day City Tour in Downtown Jacksonville

CA $158
per adult
100% of travellers recommend
Half-Day City Tour in Downtown Jacksonville
See all activities in Jacksonville
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.