Title: Cudjoe Key Luxury Vacations 2026 | Expedia.com ![](https://images.trvl-media.com/place/3000430966/daf5ff89-9933-4bcf-aacf-f9b64b3fe505.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Cudjoe Key Luxury Vacations ## Book a Luxury Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Top Luxury vacation packages in Cudjoe Key Price found within the past 48 hours. Click for updated prices. ![Angler’s Hotel – Miami Beach](https://images.trvl-media.com/lodging/2000000/1630000/1620100/1620058/8b375d27_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Angler’s Hotel – Miami Beach South Beach Save 100% on your flight $604 per person May 28 - Jun 2 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Miami (MIA) 9/10 Wonderful! (1,001 reviews) ⭐⭐⭐⭐⭐ Exceptional Stay – Outstanding Service! My wife Ruth and I recently had the pleasure of staying at Kimpton Angler’s Hotel South Beach for her Birthday , and the experience exceeded our expectations in every way. From the moment we arrived, we were welcomed with warmth, professionalism, and genuine hospitality. A special thank you to Andrew, who went above and beyond to ensure our stay was seamless and enjoyable. His attention to detail, friendly demeanor, and willingness to assist with anything we needed truly made a difference. The entire staff deserves recognition for their exceptional service—everyone we encountered was courteous, attentive, and committed to creating a top-tier guest experience. The hotel itself is beautifully maintained, offering a perfect blend of comfort, style, and a relaxing atmosphere. Its prime location in Miami Beach makes it ideal for both leisure and convenience. We highly recommend this hotel to anyone visiting the area and look forward to returning in the future. Sincerely, Joseph & Ruth Di Valli Reviewed on Mar 27, 2026 ![Carillon Miami Wellness Resort](https://images.trvl-media.com/lodging/12000000/11350000/11344400/11344361/75c6ca53_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Carillon Miami Wellness Resort North Beach Save 100% on your flight $1,218 per person Jun 19 - Jun 22 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Miami (MIA) 8.8/10 Excellent! (787 reviews) The staff were so so nice! The hotel was so clean and so green and so cool and I loved every minute of it Reviewed on Feb 5, 2026 ![Villas At Hawks Cay Resort](https://images.trvl-media.com/lodging/100000000/99930000/99920100/99920083/8638cc9f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Villas At Hawks Cay Resort Save 100% on your flight $2,015 per person Apr 29 - May 6 found 9 hours ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8.4/10 Very Good! (174 reviews) A great place for families Reviewed on Mar 26, 2026 ![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/b5f8742c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Winslow's Bungalows - Key West Historic Inns Old Town Key West Save 100% on your flight $1,455 per person May 30 - Jun 6 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Key West (EYW) 9.2/10 Wonderful! (1,194 reviews) We had the best time while in Key West. This property has so much charm. The front desk staff were friendly and helpful. The breakfast in the morning was the perfect way to start the day. The whole vibe of the resort reminded me of resorts in Mexico. We can’t wait to come back soon! Reviewed on Mar 26, 2026 Don't see what you're looking for? See all available trips from Columbus to Cudjoe Key [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-27/2026-05-04/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Luxury vacations in Cudjoe Key Price found within the past 48 hours. Click for updated prices. ![Carillon Miami Wellness Resort](https://images.trvl-media.com/lodging/12000000/11350000/11344400/11344361/75c6ca53_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Carillon Miami Wellness Resort North Beach Save 100% on your flight $1,218 per person Jun 19 - Jun 22 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Miami (MIA) 8.8/10 Excellent! (787 reviews) The staff were so so nice! The hotel was so clean and so green and so cool and I loved every minute of it Reviewed on Feb 5, 2026 Don't see what you're looking for? See all available trips from Columbus to Cudjoe Key [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-27/2026-05-04/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Luxury vacations in Cudjoe Key Price found within the past 48 hours. Click for updated prices. ![Villas At Hawks Cay Resort](https://images.trvl-media.com/lodging/100000000/99930000/99920100/99920083/8638cc9f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Villas At Hawks Cay Resort Save 100% on your flight $909 per person May 2 - May 5 found 7 hours ago Roundtrip non-stop flight included Boston (BOS) to Miami (MIA) 8.4/10 Very Good! (174 reviews) A great place for families Reviewed on Mar 26, 2026 ![Carillon Miami Wellness Resort](https://images.trvl-media.com/lodging/12000000/11350000/11344400/11344361/75c6ca53_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Carillon Miami Wellness Resort North Beach Save 100% on your flight $1,218 per person Jun 19 - Jun 22 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Miami (MIA) 8.8/10 Excellent! (787 reviews) The staff were so so nice! The hotel was so clean and so green and so cool and I loved every minute of it Reviewed on Feb 5, 2026 Don't see what you're looking for? See all available trips from Columbus to Cudjoe Key [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-27/2026-05-04/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Luxury vacations in Cudjoe Key Price found within the past 48 hours. Click for updated prices. ![Creekside Inn](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/4743fa46_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Creekside Inn $579 per person Jun 1 - Jun 5 found 20 hours ago Roundtrip flight included Newark Liberty Intl. Airport (EWR) to Miami (MIA) 7.8/10 Good! (1,027 reviews) Hotel is 2 separate buildings, one down the street which we were in but not notified about prior. This building appears to be under renovation without a pool or water view. All rooms are along busy, loud A1A. AC barely work and water pressure is minimal. Reviewed on Mar 25, 2026 ![Casablanca Miami Beach](https://images.trvl-media.com/lodging/32000000/31660000/31652200/31652150/f54c02bb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Casablanca Miami Beach North Beach $2,393 per person Jun 8 - Jun 12 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 5.8/10 (321 reviews) Room was clean and great location beside the beach. Room had kitchette and big fridge, microwave etc. so was great. It was dated and internet didn't work in our room but worked well in the lobby. Great value for money :) happy with it. Reviewed on Feb 22, 2026 Don't see what you're looking for? See all available trips from Columbus to Cudjoe Key [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-27/2026-05-04/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## All you need to know about luxury vacations in Cudjoe Key #### 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 $579\. 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. ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) 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Car Rentals in Cudjoe Key ](https://expedia.com/Car-Rentals-In-Cudjoe-Key.d3000430966.Car-Rental-Guide)[ Cudjoe Key Vacations ](https://expedia.com/Cudjoe-Key.d3000430966.Destination-Travel-Guides)[ Things to do in Cudjoe Key ](https://expedia.com/Things-To-Do-In-Cudjoe-Key.d3000430966.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app