Title: Luxury Vacations in Lower Florida Keys 2026 | Expedia.ca ![](https://images.trvl-media.com/place/553248635975748710/38546aba-be18-47eb-824a-9dd63a9feea3.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Lower Florida Keys Luxury Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 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 ## Flight and Luxury hotel deals in Lower Florida Keys Price found within the past 48 hours. Click for updated prices. ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Oceans Edge Key West Resort, Hotel & Marina CA $1,813 per person Jan 17 - Jan 24 found 1 day ago Roundtrip flight included Detroit (DTW) to Key West (EYW) 9/10 Wonderful! (1,736 reviews) Everything was great. Suites were spacious, clean and well designed. Staff was friendly, helpful and courteous in additional knowledgeable. The views were great. Excellent job! Reviewed on Dec 14, 2025 ![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Southernmost Beach Resort and Guesthouses Old Town Key West CA $2,487 per person Jan 17 - Jan 24 found 1 day ago Roundtrip flight included Detroit (DTW) to Key West (EYW) 8.6/10 Excellent! (2,844 reviews) Great experience. Will definitely go back! Reviewed on Dec 16, 2025 ![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Winslow's Bungalows - Key West Historic Inns Old Town Key West CA $2,687 per person Jan 17 - Jan 24 found 1 day ago Roundtrip flight included Detroit (DTW) to Key West (EYW) 9.2/10 Wonderful! (1,044 reviews) Offered a very pleasant first experience in Key West! Convenient location, friendly staff, and comfortable rooms. Reviewed on Dec 16, 2025 ![The Gardens Hotel](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/424c57d6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Gardens Hotel Old Town Key West CA $4,454 per person Jan 23 - Jan 29 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Key West (EYW) 9.8/10 Exceptional! (1,000 reviews) Great breakfast, convenient location. Staff is very friendly. Rooms are nice and the garden area is pretty. I read all of the reviews and the hype around the place so it fell short of my expectations. If I had just gone there and not read the reviews I may have enjoyed it more. I would go back but I had stayed at places as nice or nice for my needs for what I believe to be better value. That being said I am glad I stayed there Reviewed on Nov 20, 2025 ![The Perry Hotel & Marina Key West](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/e4eb7fd5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Perry Hotel & Marina Key West CA $2,288 per person Jan 17 - Jan 24 found 1 day ago Roundtrip flight included Detroit (DTW) to Key West (EYW) 9.4/10 Exceptional! (1,151 reviews) great place to stay Reviewed on Dec 11, 2025 Don't see what you're looking for? See all available trips from Columbus to Lower Florida Keys [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-17/2026-01-24/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Luxury holidays in Lower Florida Keys Price found within the past 48 hours. Click for updated prices. ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Oceans Edge Key West Resort, Hotel & Marina CA $1,417 per person Feb 26 - Mar 1 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 9/10 Wonderful! (1,736 reviews) Everything was great. Suites were spacious, clean and well designed. Staff was friendly, helpful and courteous in additional knowledgeable. The views were great. Excellent job! Reviewed on Dec 14, 2025 ![The Gardens Hotel](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/424c57d6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Gardens Hotel Old Town Key West CA $2,093 per person Mar 14 - Mar 17 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 9.8/10 Exceptional! (1,000 reviews) Great breakfast, convenient location. Staff is very friendly. Rooms are nice and the garden area is pretty. I read all of the reviews and the hype around the place so it fell short of my expectations. If I had just gone there and not read the reviews I may have enjoyed it more. I would go back but I had stayed at places as nice or nice for my needs for what I believe to be better value. That being said I am glad I stayed there Reviewed on Nov 20, 2025 ![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Southernmost Beach Resort and Guesthouses Old Town Key West CA $1,664 per person Feb 26 - Mar 1 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 8.6/10 Excellent! (2,844 reviews) Great experience. Will definitely go back! Reviewed on Dec 16, 2025 Don't see what you're looking for? See all available trips from Columbus to Lower Florida Keys [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-17/2026-01-24/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Luxury holidays in Lower Florida Keys Price found within the past 48 hours. Click for updated prices. ![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/481a771e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Vacation Club at Windward Pointe, Key West CA $1,398 per person Feb 20 - Feb 24 found 8 hours ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 9.6/10 Exceptional! (1,002 reviews) The room and amenities at Hyatt Windward were top notch!!! Reviewed on Dec 17, 2025 ![The Key West Hotel](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/bc64cbf7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Key West Hotel Key West Historic District CA $2,586 per person Feb 20 - Feb 24 found 8 hours ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 9.2/10 Wonderful! (505 reviews) Being right on Duval Street if city noise bothers you you might want to stay a block or two off Duval. But if you want all the action then this place is fantastic. Staff is great and the room was nicely appointed and very comfortable. Reviewed on Dec 12, 2025 ![Ella's Cottages - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/870000/863200/863188/deb4f031_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ella's Cottages - Key West Historic Inns Old Town Key West CA $2,130 per person Feb 20 - Feb 24 found 8 hours ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 9.4/10 Exceptional! (390 reviews) The breakfast basket was not as advertised, one bagel, one tiny croissant, 2 tablespoons trail mix, 2 orange juice. Reviewed on Dec 17, 2025 Don't see what you're looking for? See all available trips from Columbus to Lower Florida Keys [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-17/2026-01-24/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the perfect luxury Lower Florida Keys vacation with Expedia #### What are some benefits when booking luxury Lower Florida Keys vacations? When you book a luxury Lower Florida Keys 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 Lower Florida Keys? If you're looking for something luxurious in Lower Florida Keys, 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 $1,398, 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 39\. 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 Lower Florida Keys. 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 Lower Florida Keys? 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 Lower Florida Keys. #### Can I book last-minute luxury vacations? Yes, last-minute bookings are often available in Lower Florida Keys. 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 Lower Florida Keys? 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 Lower Florida Keys 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 Lower Florida Keys. 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. ## 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.ca/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.ca/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) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Top Luxury Vacation Destinations > - [Luxury vacations in India ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/80/India) > - [Luxury vacations in France ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/59/France) > - [Luxury vacations in Switzerland ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/174/Switzerland) > - [Luxury vacations in Canada ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/31/Canada) > - [Luxury vacations in Jamaica ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/88/Jamaica) > - [Luxury vacations in Italy ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/86/Italy) > - [Luxury vacations in New Zealand ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/133/New-Zealand) > - [Luxury vacations in the Maldives ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/109/Maldives) > - [Luxury vacations in Costa Rica ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/42/Costa-Rica) > - [Luxury vacations in Florida Keys ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6023765/Florida-Keys) > - [Luxury vacations in Mexico ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/117/Mexico) > - [Luxury vacations in the Caribbean ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6022969/Caribbean) > - [Luxury vacations in Zanzibar ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/4186/Zanzibar) > - [Luxury vacations in Cancun ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/179995/Cancun) > - [Luxury vacations in Kerala ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/602187/Kerala) > - [Luxury vacations in Australia ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/10/Australia) > - [Luxury vacations in Puglia ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6048562/Puglia) > - [Luxury vacations in Cuba ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/44/Cuba) > - [Luxury vacations in Cyprus ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/45/Cyprus) ## More Vacations Ideas [Flights to Lower Florida Keys ](https://expedia.ca/Cheap-Flights-To-Lower-Florida-Keys.d553248635975748710.Travel-Guide-Flights)[ Lower Florida Keys Hotels ](https://expedia.ca/Lower-Florida-Keys-Hotels.d553248635975748710.Travel-Guide-Hotels)[ Lower Florida Keys Vacation Rentals ](https://expedia.ca/Lower-Florida-Keys-Vacation-Rentals.d553248635975748710.Travel-Guide-VacationRentals)[ Lower Florida Keys Car Rentals ](https://expedia.ca/Car-Rentals-In-Lower-Florida-Keys.d553248635975748710.Car-Rental-Guide)[ Lower Florida Keys Vacations ](https://expedia.ca/Lower-Florida-Keys.d553248635975748710.Destination-Travel-Guides)[ Things to do in Lower Florida Keys ](https://expedia.ca/Things-To-Do-In-Lower-Florida-Keys.d553248635975748710.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 on select hotels and earn double points 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