OakLeaf Plantation Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top Holiday Package Deals in OakLeaf Plantation

Price found within the past 48 hours. Click for updated prices.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
Price was CA $992, price is now CA $522 per person
CA $522
per person
Jan 9 - Jan 14
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
8.2/10 Very good! (2,033 reviews)
Great

Reviewed on Nov 9, 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Save 100% on your flight
Price was CA $3,112, price is now CA $1,690 per person
CA $1,690
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Orlando (MCO)
9.2/10 Wonderful! (1,002 reviews)

Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
Price was CA $1,392, price is now CA $780 per person
CA $780
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
8.6/10 Excellent! (1,001 reviews)
Es espacioso y cómodo, la verdad está 100% recomendado

Reviewed on Nov 7, 2026

Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Save 100% on your flight
Price was CA $1,702, price is now CA $966 per person
CA $966
per person
Jan 24 - Jan 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
8.6/10 Excellent! (572 reviews)
The beaches across the street. The pools are nice however I had a room right next to the pool and they play music up until 9:00pm at night. So if you just trying to rest that will not happen. The music just kept playing all day long.

Reviewed on Nov 8, 2026

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was CA $2,796, price is now CA $1,635 per person
CA $1,635
per person
Jan 30 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
9.6/10 Exceptional! (1,234 reviews)
Small hotel where they can truly meet your needs. The staff is very friendly, and helpful. We stay in Orlando usually 1x a year, going forward this is the only place we are staying. I love that it’s quiet free from rift raft, the rooms are big, and they have a gym. We didn’t go to the restaurant but did end up ordering room service. And it was good. It came quickly, and it was correct. I just really appreciate how accommodating this hotel was and definitely recommend it to others to give it a try. The only thing I was not happy about are the shower heads, the pressure wasn’t ideal. But to me it’s definitely not a deal breaker.

Reviewed on Nov 8, 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 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.

Find hotels in Downtown Jacksonville

OakLeaf Plantation Hotel Deals

Hyatt Regency Jacksonville

Hyatt Regency Jacksonville

4 out of 5
225 E Coastline Dr Jacksonville FL
The price is CA $229 per night from Nov 22 to Nov 23
CA $229
CA $262 total
Nov 22 - Nov 23
includes taxes & fees
Hyatt Regency Jacksonville
Embassy Suites by Hilton Jacksonville Baymeadows

Embassy Suites by Hilton Jacksonville Baymeadows

3.5 out of 5
9300 Baymeadows Road Jacksonville FL
The price is CA $167 per night from Dec 3 to Dec 4
CA $167
CA $189 total
Dec 3 - Dec 4
includes taxes & fees
8.4/10 Very good! (1,589 reviews)
"Good location. Like the room layout. Watched college football at the bar in the lobby. Very attractive lobby. Only negative was at breakfast. We understand its hard to keep enough bacon for a large number of people. Both mornings, almost all the bacon was undercooked, much of it barely cooked so ..."

Reviewed on Nov 9, 2026

Embassy Suites by Hilton Jacksonville Baymeadows
Wyndham Garden Jacksonville

Wyndham Garden Jacksonville

3 out of 5
4660 Salisbury Road Jacksonville FL
The price is CA $106 per night from Nov 12 to Nov 13
CA $106
CA $120 total
Nov 12 - Nov 13
includes taxes & fees
8/10 Very good! (2,144 reviews)
"Clean, friendly."

Reviewed on Nov 9, 2026

Wyndham Garden Jacksonville
See all 1,657 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does an OakLeaf Plantation vacation package cost?
The most affordable OakLeaf Plantation vacation package is CA $522, 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

https://media-cdn.tripadvisor.com/media/attractions-splice-spp-720x480/07/a7/a0/d5.jpg

CraigCat Boat Tour from Fernandina Beach

CA $190
per adult
98% of travellers recommend
CraigCat Boat Tour from Fernandina Beach
The Williams House

Golden Years Historical Homes Tour

CA $90
per adult
Golden Years Historical Homes Tour
Half-Day City Tour in Downtown Jacksonville

Half-Day City Tour in Downtown Jacksonville

CA $161
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.