Cudjoe Key Luxury Vacations 2026

Top Luxury vacation packages in Cudjoe Key

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

Solé Miami, A Noble House Resort

Ocean Four

Save 100% on your flight

$564

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.6/10 Excellent! (2,152 reviews)

Amazing boutique hotel! So happy to find such friendly staff and so hospitable. My biggest concern when travelling is pet friendly and we were very welcome here with my toy poodle. Great hotel for young families, pet parents and the beach accessibility couldn’t be better. Thank you all the hotel staff, looking forward to returning

Reviewed on Sep 29, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$9,254

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip flight included

Boston (BOS) 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

Pelican Grand Beach Resort - A Noble House Resort

East Fort Lauderdale

Save 100% on your flight

$738

per person

Dec 5 - Dec 9

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.8/10 Excellent! (1,731 reviews)

Miami Vacation Rentals - Brickell

Brickell

Save 100% on your flight

$854

per person

Nov 12 - Nov 19

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.8/10 Excellent! (570 reviews)

Hotel Riu Plaza Miami Beach

Mid Beach

Save 100% on your flight

$953

per person

Dec 2 - Dec 6

found 1 day ago

Roundtrip flight included

Boston (BOS) 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 vacations in Cudjoe Key

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

Carillon Miami Wellness Resort

North Beach

Save 100% on your flight

$1,079

per person

Dec 3 - Dec 6

found 22 hours ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.8/10 Excellent! (837 reviews)

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$9,254

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip flight included

Boston (BOS) 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

$3,666

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.4/10 Exceptional! (1,644 reviews)

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3 Night Luxury vacations in Cudjoe Key

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

Solé Miami, A Noble House Resort

Ocean Four

Save 100% on your flight

$564

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.6/10 Excellent! (2,152 reviews)

Reviewed on Sep 29, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$9,254

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip flight included

Boston (BOS) 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

$1,051

per person

Dec 10 - Dec 13

found 10 hours ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.2/10 Wonderful! (151 reviews)

beatiful place

Reviewed on Sep 30, 2026

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4 Night Luxury vacations in Cudjoe Key

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

Solé Miami, A Noble House Resort

Ocean Four

Save 100% on your flight

$564

per person

Dec 2 - Dec 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.6/10 Excellent! (2,152 reviews)

Reviewed on Sep 29, 2026

Park Central South Beach

South Beach

$1,054

per person

Dec 2 - Dec 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.6/10 Excellent! (1,952 reviews)

It was ok. good for one night before the cruise. We got stuck in the elevator so it was kind of scary. They moved our room and gave us a little compensation for our food for the inconvenience but still not the best hotel around. It was a little run down and old. Pictures make it look a lot better than it is. Staff was really nice though

Reviewed on Oct 1, 2026

The Penguin Hotel

South Beach

Save 100% on your flight

$791

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.4/10 Very Good! (1,979 reviews)

Wonderful

Reviewed on Sep 30, 2026

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What can I expect from a luxury Cudjoe Key vacation?

Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Cudjoe Key vacation. Sip handcrafted cocktails by an infinity pool, sink into bliss at a full-service spa with a massage cabana on the beach, and chat, cheers, and laugh through exquisite breakfasts, lunches, and dinners with spectacular views. 

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

By refining your filters, the most opulent all-inclusive vacation packages will appear before your eyes. Check the 5* filter to find truly sensational stays. You barely need to lift a finger. 

Can I book a cheap Cudjoe Key luxury vacation?

Affordable luxury is only ever a few clicks away. Enter your travel dates and sort the grandiose getaways on offer by price to see the most fiscally friendly retreats first. Filter by budget, too, to find your perfect balance of luxury. Right now, luxury vacations start at $564. Prices and availability are subject to change. Additional terms may apply.

How can I book a luxury family vacation in Cudjoe Key?

Tailor your luxury family escape by checking the filters that set the whole family’s hearts a-flutter. Whether that’s wet and wild water parks, heavenly hot tubs, or the kid-quieting magic of free Wi-Fi. 

Can I book a package in Cudjoe Key with a luxury vacation home?

A private paradise is true luxury! Filter by property type for houses, villas, and apartments. For an amazingly affordable all-in-one luxury experience, book your accommodation, airfare, and car rental as a package.   

How can I find the best luxury vacation deals in Cudjoe Key?

Find absolute delight in the dropdown! Simply sort your tempting search results by deals to find that lean-budget luxury. For a budget conscious stay, consider booking a stay away from big cities or outside the peak months.

Can I book a luxury holiday in Cudjoe Key with free cancellation and/or flexible dates?

Freedom and flexibility are the greatest luxuries of all. Get both when you filter by payment option and book a trip with free cancellation or on a buy now, pay later plan. 

Why should I book my luxury trip to Cudjoe Key with Expedia?

A luxurious trip follows a stress-free booking experience. Find, build, and book the most glorious of getaways in seconds—with ATOL protection for added peace of mind.