Luxury Vacations in Cudjoe Key 2026

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Flight and Luxury hotel deals in Cudjoe Key

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

Hotel Victor

South Beach

Save 100% on your flight

CA $1,390

per person

Dec 6 - Dec 11

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Miami (MIA)

8.8/10 Excellent! (1,001 reviews)

Location is great. The bathroom toliet area is so tight small with the door so close. It was only me and my husband and we are not big people or elderly. Stepping in and out the tub is steep . Clean, staff nice! I had a great stay

Reviewed on Sep 30, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $15,819

per person

Nov 21 - Nov 27

found 1 day ago

Roundtrip non-stop 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 Residences

Brickell

Save 100% on your flight

CA $2,741

per person

Nov 1 - Nov 7

found 10 hours ago

Roundtrip non-stop flight included

Montreal (YMQ) to Miami (MIA)

9.2/10 Wonderful! (151 reviews)

beatiful place

Reviewed on Sep 30, 2026

Miami Vacation Rentals - Downtown

Downtown Miami

Save 100% on your flight

CA $2,414

per person

Dec 25 - Dec 30

found 20 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Miami (MIA)

9/10 Wonderful! (92 reviews)

Really enjoyed the area and the room and view was awesome!!!!

Reviewed on Oct 1, 2026

Hotel Riu Plaza Miami Beach

Mid Beach

Save 100% on your flight

CA $1,864

per person

Nov 13 - Nov 20

found 16 hours ago

Roundtrip non-stop flight included

Montreal (YMQ) to Miami (MIA)

8.2/10 Very good! (1,193 reviews)

The hotel is very good, with clean, comfortable, and well-maintained rooms. The location is excellent, making it easy to access the main attractions in the area. The staff were generally attentive and helpful. The breakfast was very good, with a nice variety of options and well-prepared food. The hotel facilities are also pleasant and look just like the photos. Overall, I really enjoyed my stay and think it is a great option for those looking for comfort and convenience. The only downside was the noise in the hallways. At times, it was possible to hear people talking and walking through the corridors, especially during quiet hours. For light sleepers, this could be a little disturbing. Overall, though, I had a very good experience and would stay at the hotel again.

Reviewed on Sep 30, 2026

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5* Luxury holidays in Cudjoe Key

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

Miami Vacation Rentals - Downtown

Downtown Miami

Save 100% on your flight

CA $2,414

per person

Dec 25 - Dec 30

found 20 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Miami (MIA)

9/10 Wonderful! (92 reviews)

Really enjoyed the area and the room and view was awesome!!!!

Reviewed on Oct 1, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $15,819

per person

Nov 21 - Nov 27

found 1 day ago

Roundtrip non-stop 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 Residences

Brickell

Save 100% on your flight

CA $2,741

per person

Nov 1 - Nov 7

found 10 hours ago

Roundtrip non-stop flight included

Montreal (YMQ) to Miami (MIA)

9.2/10 Wonderful! (151 reviews)

beatiful place

Reviewed on Sep 30, 2026

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3 Night Luxury holidays in Cudjoe Key

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

Fontainebleau Miami Beach Private Luxury Suites

Mid Beach

Save 100% on your flight

CA $1,042

per person

Nov 23 - Nov 26

found 8 hours ago

Roundtrip flight included

Toronto (YYZ) to Miami (MIA)

7/10 Good! (74 reviews)

The room was give it to us was so dirty, we talk with the people in charge and the said just that was only room available, I submit the pictures of the room to get reimbursement because I left the hotel and get another one.

Reviewed on Sep 3, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $12,421

per person

Dec 26 - Dec 29

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

1 Hotel South Beach

South Beach

Save 100% on your flight

CA $2,733

per person

Dec 5 - Dec 8

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Miami (MIA)

9.4/10 Exceptional! (1,644 reviews)

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4 Night Luxury holidays in Cudjoe Key

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

The Local House

South Beach

Save 100% on your flight

CA $994

per person

Nov 16 - Nov 20

found 9 hours ago

Roundtrip flight included

Toronto (YYZ) to Miami (MIA)

9.2/10 Wonderful! (1,002 reviews)

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $18,011

per person

Dec 24 - Dec 28

found 1 day ago

Roundtrip flight included

Toronto (YTO) 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 $1,256

per person

Dec 3 - Dec 7

found 12 hours ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

8.4/10 Very good! (1,002 reviews)

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What are some benefits when booking luxury Cudjoe Key vacations?

When you book a luxury Cudjoe Key vacation, you get to enjoy some of the best amenities and special features available. Luxury vacation options often feature spa facilities right in your accommodation, along with room service and an on-site restaurant. The quality of the bedding and even the water pressure tends to be better, so it's the perfect solution for travellers looking to put their feet up and relax.

How can I find all-inclusive luxury vacations in Cudjoe Key?

If you're looking for something luxurious in Cudjoe Key, all you have to do is take advantage of our search filters. You can implement a filter to only show 5-star accommodations as well as some amenities you may be interested in, like spa facilities and hot tubs. When you opt for an all-inclusive package, you can enjoy luxury alongside a potential discount for booking your accommodation and flight together.

Can I book a cheap luxury vacation?

While luxury vacations tend to be on the more costly end of the spectrum, ranging from CA $994, there are a few methods you can try to lower the price as much as possible. When booking a flight and accommodation together, you can enjoy savings of up to 43. After implementing filters for luxury features, you can also sort by price to list the cheapest luxury packages first.

Are there luxury spa vacations?

Yes, luxury spa vacations are available and quite popular in Cudjoe Key. When you book one of these experiences, it's easier than ever to relax, unwind and recharge in between excursions. Either way, you can easily find spa vacations by implementing the spa filter in your search.

What should I look for in a luxury family vacation in Cudjoe Key?

When booking something for the whole family, it's important to consider exactly what kind of experience your family will want.Luxury packages make it easy to keep everyone happy with creature comforts. Kids especially enjoy features like pools, a delicious breakfast and plenty of space. Suites tend to offer your family members a bit more privacy and comfort compared to simple rooms throughout Cudjoe Key.

Can I book last-minute luxury vacations?

Yes, last-minute bookings are often available in Cudjoe Key. All you have to do is enter your travel dates to see what's available. Sometimes, you'll even find additional discounts for booking last-minute, as accommodations are desperate to fill their last remaining spaces.

What can help me find the best luxury vacation deals in Cudjoe Key?

You can use a few strategies to find the best deals on luxury vacation packages. Consider travelling during the off-season to take advantage of the typically lower overall prices. Additionally, staying in the less popular parts of Cudjoe Key or travelling to more obscure destinations altogether can often lead to lower prices.

Can I book a luxury vacation that is fully refundable?

Yes, fully refundable reservations are sometimes available on luxury vacation packages in Cudjoe Key. You can implement a filter for it specifically or check out the policy section on any one of your search results. It should clearly state what's necessary to qualify for a fully refundable booking.

Why should I book my luxury vacation with Expedia?

When you book with Expedia, you can enjoy a one-stop shop for all your travel planning needs. We offer accommodations as well as flights, and you may even be able to enjoy discounts by booking them together. Of course, Expedia Rewards members will find even more discounts and earn points that can be put toward discounts on future bookings.