Fleming Key Beach Vacations

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Flight and Beach hotel deals in Fleming Key

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

Pelican Hotel

South Beach

Save 100% on your flight

CA $856

per person

Oct 27 - Oct 31

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Miami (MIA)

9.2/10 Wonderful! (506 reviews)

Resort Fee is something that we did not notice when we booked online through Expedia. We paid $45+tax extra per night. Also, there is Service fee $3 per person for Breakfast that is included.

Reviewed on Sep 22, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $12,917

per person

Nov 26 - Nov 30

found 1 day ago

Roundtrip flight included

Montreal (YMQ) to Miami (MIA)

8/10 Very good! (1 review)

Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

EAST Miami

Brickell

Save 100% on your flight

CA $1,895

per person

Dec 14 - Dec 20

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Miami (MIA)

9.2/10 Wonderful! (4,095 reviews)

EAST Miami is one of my favorite places to stay in Miami. The location in Brickell is hard to beat. You are right in Brickell City Centre with restaurants, shopping and everything else around you, but once you are inside the hotel it still feels like its own space. The rooms are modern, spacious and have great views, especially with the floor to ceiling windows and balconies. The pool area is also really well done and feels more like a place you actually want to spend part of the day rather than just a hotel amenity. One of the best parts is Sugar on the rooftop. The views from the 40th floor, especially around sunset and at night, are incredible and it is nice being able to have one of Miami’s better rooftop spots without even leaving the hotel. The staff were great throughout the stay and everything felt easy. If you want to stay in Brickell and be walking distance from a lot of what Miami has to offer, while still having a hotel that feels stylish and comfortable enough to enjoy on its own, EAST is a great choice.

Reviewed on Sep 24, 2026

Miami Vacation Rentals - Downtown

Downtown Miami

Save 100% on your flight

CA $1,720

per person

Dec 10 - Dec 16

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Miami (MIA)

9/10 Wonderful! (83 reviews)

Amazing

Reviewed on Sep 21, 2026

Miami Vacation Rentals - Brickell

Brickell

Save 100% on your flight

CA $1,788

per person

Dec 10 - Dec 16

found 22 hours ago

Roundtrip non-stop flight included

Montreal (YMQ) to Miami (MIA)

8.8/10 Excellent! (570 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Fleming Key

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5* Beach holidays in Fleming Key

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

Miami Vacation Rentals - Downtown

Downtown Miami

Save 100% on your flight

CA $1,720

per person

Dec 10 - Dec 16

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Miami (MIA)

9/10 Wonderful! (83 reviews)

Amazing

Reviewed on Sep 21, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $12,917

per person

Nov 26 - Nov 30

found 1 day ago

Roundtrip flight included

Montreal (YMQ) to Miami (MIA)

8/10 Very good! (1 review)

Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

EAST Miami

Brickell

Save 100% on your flight

CA $1,895

per person

Dec 14 - Dec 20

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Miami (MIA)

9.2/10 Wonderful! (4,095 reviews)

Reviewed on Sep 24, 2026

Don't see what you're looking for?

See all available trips from Columbus to Fleming Key

View all trips

3 Night Beach holidays in Fleming Key

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

Pelican Hotel

South Beach

Save 100% on your flight

CA $769

per person

Nov 26 - Nov 29

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

9.2/10 Wonderful! (506 reviews)

Resort Fee is something that we did not notice when we booked online through Expedia. We paid $45+tax extra per night. Also, there is Service fee $3 per person for Breakfast that is included.

Reviewed on Sep 22, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $12,375

per person

Dec 4 - Dec 7

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Miami (MIA)

8/10 Very good! (1 review)

Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

EAST Miami

Brickell

Save 100% on your flight

CA $1,915

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

9.2/10 Wonderful! (4,095 reviews)

Reviewed on Sep 24, 2026

Don't see what you're looking for?

See all available trips from Columbus to Fleming Key

View all trips

4 Night Beach holidays in Fleming Key

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

Riviere South Beach Hotel

South Beach

Save 100% on your flight

CA $792

per person

Nov 26 - Nov 30

found 21 hours ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

8.2/10 Very good! (1,001 reviews)

Helpful friendly staff. Very limited and small breakfast offerings. Clean room. Great location in the city. Overall very happy with my stay there and would go there again.

Reviewed on Sep 20, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $12,917

per person

Nov 26 - Nov 30

found 1 day ago

Roundtrip flight included

Montreal (YMQ) to Miami (MIA)

8/10 Very good! (1 review)

Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

The Landon Bay Harbor - Miami Beach

Save 100% on your flight

CA $1,029

per person

Dec 10 - Dec 14

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Miami (MIA)

8.4/10 Very good! (1,003 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Fleming Key

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What are some benefits when booking beach vacations in Fleming Key?

When you travel to the beach in Fleming Key, soft sands and inviting waters, warm sun and gentle breezes will help you relax. This applies to the whole family, as kids and adults can find something fun to do, so family beach vacations are the quintessential family trip.

How can I book the best beach vacations in Fleming Key?

To find the best beach vacation, you'll need to book the right accommodations for your family. What the best is depends on what you want from your Fleming Key trip. Fortunately, you can use various filters combined with the beach filter to sort for what you want. Additionally, you'll need to consider the time of year you visit.

Can I book cheap beach vacations in Fleming Key?

There are quite a few things you can do to get cheap beach vacations in Fleming Key. Prices range from CA $769, and if you want to keep yours on the lower side, you may want to consider just how close to the beach you are. If you don't mind a bit of a walk, further away is typically cheaper. Additionally booking something with a kitchen can help you save by avoiding dining out.

Can I book beach packages?

Yes, and you'll find quite a few beach packages available in Fleming Key. These package deals let you save by booking your accommodation and your flight together with savings of up to 42.

Why should I book family beach vacations?

When you're travelling with the family to Fleming Key, booking your vacation by the beach is one of the best ways to keep everyone happy. There's a reason why some of the most memorable family trips for kids are family beach vacations. You'll be just steps away from the water, and you can often enjoy stunning views of the shore from your room.

How can I find a beachfront vacation in Fleming Key?

It's easy to find a beachfront vacation accommodation in Fleming Key using the search filter. You can filter for waterfront properties specifically that will only show you results that have beautiful views of the shoreline.

How can I book last-minute beach vacations?

Travelling at the last minute doesn't mean you're out of luck to have a dream beach vacation. Last-minute beach vacations may even offer a nice discount as the owners of hotels or other accommodations try to fill their remaining vacancies. All you have to do is input your travel dates and Fleming Key as your destination and see what's available.

Can I find all-inclusive beach vacations ?

Yes, all you have to do to find all-inclusive beach vacations in Fleming Key is to use the search filter. It will automatically restrict your results to all-inclusive deals that allow you to plan the entire trip in advance.

Can I book a beach trip that's fully refundable?

Any fully refundable booking can bring peace of mind, and we're happy to offer this feature in several packages and locations throughout Key West. All you have to do to find them is check the policies section on each accommodation page. Of course, you can filter for fully-refundable results specifically, too.

Why should I book beach vacations with Expedia?

When you book with Expedia, you'll find a one-stop shop for all your planning needs. You can book your flight and accommodation at the same place and potentially get a discount for booking these together. You can also take advantage of the Expedia Rewards program. Becoming a member is free, and when you do, you'll earn points with every booking will add discounts on subsequent trips.