Ocean Isle Estates Vacation Packages

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

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Top Holiday Package Deals in Ocean Isle Estates

Price found within the past 48 hours. Click for updated prices.
MirabileCondoDwntown MIA Brickell w PRKG

MirabileCondoDwntown MIA Brickell w PRKG

5 out of 5
Downtown Miami
Price was CA $2,118, price is now CA $991 per person
CA $991
per person
Jun 27 - Jun 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
2/10 (2 reviews)
3BR Pool House Sleeps 8

3BR Pool House Sleeps 8

3 out of 5
Driftwood
Price was CA $3,398, price is now CA $1,329 per person
CA $1,329
per person
Jul 16 - Jul 20
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Miami (MIA)
No reviews
The W - Bayshore Unit 1003

The W - Bayshore Unit 1003

3 out of 5
East Fort Lauderdale
Price was CA $3,340, price is now CA $1,602 per person
CA $1,602
per person
Jul 18 - Jul 25
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Miami (MIA)
6/10 (2 reviews)
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was CA $50,578, price is now CA $25,992 per person
CA $25,992
per person
Jun 23 - Jun 30
found 8 hours ago
Roundtrip flight included
Montreal Metropolitan Airport (YHU) to Miami (MIA)
8/10 Very Good! (1 review)
Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive

4 out of 5
Old Town Key West
Price was CA $2,616, price is now CA $1,353 per person
CA $1,353
per person
Jun 13 - Jun 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,001 reviews)
This hotel is one of the few beach front properties in Key West. It's a great location to walk to many of the sites and restaurants and the on-site restaurant is excellent. The included breakfast exceeded expectations with many choices. The pool was refreshing and beautiful after days out on the water. I highly recommend this property!

Reviewed on May 11, 2026

Where to stay in Ocean Isle Estates

Find the best Ocean Isle Estates areas and neighborhoods for the activities you enjoy most. Learn more about Ocean Isle Estates
Safety Harbor, Florida

Rock Harbor

1 out of top 10 points of interest in this area

While Rock Harbor isn't home to many top sights, Bluefin Rock Harbor Marina and Jimmy Johnson's Big Chill are some notable places to visit nearby.

Find hotels in Rock Harbor

Ocean Isle Estates Hotel Deals

Reefhouse Resort & Marina

Reefhouse Resort & Marina

4.5 out of 5
103800 Overseas Hwy Key Largo FL
The price is CA $355 per night from May 21 to May 22
CA $355
CA $454 total
May 21 - May 22
includes taxes & fees
9.2/10 Wonderful! (1,423 reviews)
We had a wonderful stay at Reefhouse Resort & Marina in Key Largo! The property is beautiful, relaxing, and has the perfect Florida Keys atmosphere. The pool area, marina views, and sunsets were amazing, and the staff was friendly and welcoming throughout our stay. Our room was clean, comfortable, ...

Reviewed on May 12, 2026

Reefhouse Resort & Marina
Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina

2 out of 5
527 Caribbean Drive Key Largo FL
Fully refundableReserve now, pay when you stay
The price is CA $173 per night from May 17 to May 18
CA $173
CA $233 total
May 17 - May 18
includes taxes & fees
8.6/10 Excellent! (1,791 reviews)
Clean room, good location, friendly staff

Reviewed on May 13, 2026

Marina Del Mar Resort and Marina
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

4 out of 5
97000 Overseas Hwy Key Largo FL
The price is CA $475 per night from Jun 2 to Jun 3
CA $475
CA $610 total
Jun 2 - Jun 3
includes taxes & fees
8.6/10 Excellent! (1,065 reviews)
Amazing stay, this was our third time. You won’t regret it!

Reviewed on May 12, 2026

Baker's Cay Resort Key Largo, Curio Collection by Hilton
See all 2,024 properties in Ocean Isle Estates
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
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Frequently asked questions

How much does an Ocean Isle Estates vacation package cost?
From as little as CA $991. Yes, you read that correctly. Our Ocean Isle Estates vacation packages are the quickest way to make your dollars go much further. Combine your preferred hotels, flights and rental car and explore this destination your way.
How do I get a cheap travel package to Ocean Isle Estates?
Our Ocean Isle Estates vacation packages mean plenty of savings for the savvy explorer. For the best deal, simply combine your hotel, flights and rental cars into a handy package. But great bargains are just the beginning of your next big adventure. When you book with Expedia, and you'll have over 550 air carriers and 1,000,000 properties throughout the world to choose from. Whatever your budget, there's a package to suit you.
Where should I stay in Ocean Isle Estates?
It makes sense to stay near the action. Many people book hotels in the vicinity of top attractions, such as Florida Keys Visitor Center, Caribbean Club Bar and MarineLab Undersea Laboratory.
How far in advance should I book my Ocean Isle Estates vacation?
Travelers can normally compare international airfares on Expedia up to a year in advance of departure. Booking late? With a little bit of luck, it's still possible to nab a cheap ticket just weeks before your journey.
What does an Expedia Ocean Isle Estates travel package include?
Much of that is up to you. You can choose from a variety of Ocean Isle Estates bundles, such as a hotel, rental car and flight. You can also book a flight and a hotel, or a flight and a rental car. Once you've made your booking, you can add on the fun stuff like experiences and activities. Whatever your Ocean Isle Estates trip looks like, get set to save!
What should I know before booking an Ocean Isle Estates travel package?
We already have low prices. However, you'll score even more savings when you book your hotels, flights and car rentals together. With an Expedia travel package, you'll always get transparent pricing and a great range of choice.
Can I choose my airline with an Ocean Isle Estates Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines worldwide. Our packages give you the flexibility to take your pick of available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Ocean Isle Estates vacation package?
Yes, you can. We understand that even the best-laid plans can go awry, so we're here to help if you need to make changes to your Ocean Isle Estates vacation package. It may be possible to change or cancel your itinerary at no cost if you've booked within 24 hours. Your hotel, airline or car rental company may impose a fee if your booking was made more than 24 hours ago. Look up our Customer Service Portal for more information. Also, check your itinerary for the finer details on change fees.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.