Title: All inclusive Vacations in Windley Key 2025/2026 | Expedia.ca ![](https://images.trvl-media.com/place/553248635997958830/30b22f53-286f-436b-ae7a-d035c9062e6c.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Windley Key All inclusive Vacations ## Book a Hotel + Flight or Car together to unlock savings Stay added Flight added Car - Economy - Premium economy - Business class - First class Leaving from Going to Dates Travellers ## Room 1 Adults ChildrenAges 2 to 17 InfantsYounger than 2 I only need accommodation for part of my trip - ## 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 All inclusive hotel deals in Windley Key Price found within the past 48 hours. Click for updated prices. ![Pelican Grand Beach Resort - A Noble House Resort](https://images.trvl-media.com/lodging/1000000/50000/49900/49851/12ee1484_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pelican Grand Beach Resort - A Noble House Resort East Fort Lauderdale CA $1,452 per person Nov 18 - Nov 25 found 1 day ago Roundtrip flight included Montreal (YMQ) to Miami (MIA) 8.6/10 Excellent! (1,273 reviews) The beach access was top tier. The amenities and service provided on the beach was immaculate. Will return Reviewed on Oct 18, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-18/2025-11-25/?FromAirport=YMQ&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=49851&paandie=true&HotelClass=40&dealMarker=fBrdtcpNmqdPRZLNdUF7_kLhVbaNYEM8VL9-cJwFB3dO3ZZJRPkbo4_bqWnWkjwK) ![The Shelborne By Proper, a Member of Design Hotels](https://images.trvl-media.com/lodging/1000000/30000/25500/25451/e49031f1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Shelborne By Proper, a Member of Design Hotels South Beach CA $2,302 per person Dec 28 - Jan 1 found 14 hours ago Roundtrip non-stop flight included Toronto (YTO) to Miami (MIA) 9.8/10 Exceptional! (39 reviews) Great hotel. Clearly freshly refurbished and excellent facilities. Staff were extremely attentive - everyone we bumped into in the lift, for example, even junior team members, asked how we were and whether there was anything that they could do to improve our stay. Shows a great culture! Only downsides are a bar that shuts very early (10pm) and a LOT of mosquitoes in the outdoor pool area - they give bug spray it we had to retreat late afternoon or after rain. Reviewed on Oct 6, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-28/2026-01-01/?FromAirport=YTO&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=25451&paandie=true&HotelClass=40&dealMarker=YrECUntz0aYVWoR8SqwNHbqx6X6XL1GrEv04qNm_ORSrTPC4qPxAxK5djFh19KjU) ![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/dffb9d2c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Retreat Collection at 1 Hotel & Homes South Beach South Beach CA $7,891 per person Nov 23 - Nov 27 found 1 day ago Roundtrip flight included Montreal (YUL) to Miami (MIA) 8/10 Very Good! (1 review) [](https://expedia.ca/go/package/search/FlightHotel/2025-11-23/2025-11-27/?FromAirport=YUL&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12316590&paandie=true&HotelClass=40&dealMarker=AHInqYT5nUKkZuSpv67nuY6BLmL3rwdnbpZZM7weFPZuAMV-3Up-Npm4ggWGouKK) ![1 Hotel South Beach](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790087/w4800h3297x0y3-ab24f575_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel South Beach South Beach CA $6,149 per person Dec 29 - Jan 3 found 11 hours ago Roundtrip non-stop flight included Montreal (YMQ) to Miami (MIA) 9.4/10 Exceptional! (1,333 reviews) The best for solo or family. Vibes were great, views were amazing, healthy food, great relaxing stay. Staff went above and beyond especially “Yasmin” was one of their BEST staff members. She made sure our stay was memorable. Reviewed on Oct 18, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-29/2026-01-03/?FromAirport=YMQ&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1790087&paandie=true&HotelClass=40&dealMarker=74MML7436B-GsDKZYT4IfE2To4U32_9QaZ4KvBHxCi2WjivdpTQ5Ug8aBY1h-pbm) ![Bentley Hotel South Beach](https://images.trvl-media.com/lodging/1000000/130000/120300/120299/8ae6370c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bentley Hotel South Beach South Beach CA $1,769 per person Jan 1 - Jan 5 found 10 hours ago Roundtrip flight included Hamilton (YHM) to Miami (MIA) 9.4/10 Exceptional! (390 reviews) Clean Room Beach View Reviewed on Oct 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-01/2026-01-05/?FromAirport=YHM&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=120299&paandie=true&HotelClass=40&dealMarker=ipk84oAnQL1UQuicwCTT4ND0pUCpHL8yA3LoPPqd3lf1ct-QC-SxBUz3MMDoi47x) Don't see what you're looking for? See all available trips from Columbus to Windley Key [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-19/2025-11-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* All inclusive holidays in Windley Key Price found within the past 48 hours. Click for updated prices. ![Nobu Hotel Miami Beach](https://images.trvl-media.com/lodging/17000000/16260000/16256600/16256597/06483b1e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Nobu Hotel Miami Beach Mid Beach CA $1,136 per person Nov 26 - Nov 30 found 1 day ago Roundtrip flight included Montreal (YMQ) to Miami (MIA) 8.6/10 Excellent! (1,256 reviews) 10/10 will return very soon Reviewed on Oct 18, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-26/2025-11-30/?FromAirport=YMQ&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=16256597&paandie=true&HotelClass=50&dealMarker=f4hRbElN6ZbMaacV6WxkZayXV33kFw6NzkEbPqHVp1rbTyuW8wO1LwLU-VZKr6qQ) ![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/dffb9d2c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Retreat Collection at 1 Hotel & Homes South Beach South Beach CA $7,891 per person Nov 23 - Nov 27 found 1 day ago Roundtrip flight included Montreal (YUL) to Miami (MIA) 8/10 Very Good! (1 review) [](https://expedia.ca/go/package/search/FlightHotel/2025-11-23/2025-11-27/?FromAirport=YUL&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12316590&paandie=true&HotelClass=50&dealMarker=AHInqYT5nUKkZuSpv67nuY6BLmL3rwdnbpZZM7weFPZuAMV-3Up-Npm4ggWGouKK) ![1 Hotel South Beach](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790087/w4800h3297x0y3-ab24f575_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel South Beach South Beach CA $6,149 per person Dec 29 - Jan 3 found 11 hours ago Roundtrip non-stop flight included Montreal (YMQ) to Miami (MIA) 9.4/10 Exceptional! (1,333 reviews) The best for solo or family. Vibes were great, views were amazing, healthy food, great relaxing stay. Staff went above and beyond especially “Yasmin” was one of their BEST staff members. She made sure our stay was memorable. Reviewed on Oct 18, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-29/2026-01-03/?FromAirport=YMQ&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1790087&paandie=true&HotelClass=50&dealMarker=74MML7436B-GsDKZYT4IfE2To4U32_9QaZ4KvBHxCi2WjivdpTQ5Ug8aBY1h-pbm) Don't see what you're looking for? See all available trips from Columbus to Windley Key [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-19/2025-11-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night All inclusive holidays in Windley Key Price found within the past 48 hours. Click for updated prices. ![Bentley Hotel South Beach](https://images.trvl-media.com/lodging/1000000/130000/120300/120299/8ae6370c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bentley Hotel South Beach South Beach CA $1,524 per person Dec 30 - Jan 2 found 12 hours ago Roundtrip flight included Toronto (YTO) to Miami (MIA) 9.4/10 Exceptional! (390 reviews) Clean Room Beach View Reviewed on Oct 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-30/2026-01-02/?FromAirport=YTO&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=120299&paandie=true&HotelClass=40&dealMarker=onrlFngI2QN6NnkNInDwRTyX2SAFLLLRO1fGQp_8XdkS7Sym9AbL3Xuu3bfUzXfJ) ![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/dffb9d2c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Retreat Collection at 1 Hotel & Homes South Beach South Beach CA $6,972 per person Dec 22 - Dec 25 found 11 hours ago Roundtrip flight included Toronto (YTO) to Miami (MIA) 8/10 Very Good! (1 review) [](https://expedia.ca/go/package/search/FlightHotel/2025-12-22/2025-12-25/?FromAirport=YTO&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12316590&paandie=true&HotelClass=40&dealMarker=YrECUntz0aYVWoR8SqwNHYBP3-k-NsbX99fNo6uSNtc5p7HYjBPmPNbREi2WSgTC) ![The Shelborne By Proper, a Member of Design Hotels](https://images.trvl-media.com/lodging/1000000/30000/25500/25451/e49031f1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Shelborne By Proper, a Member of Design Hotels South Beach CA $1,901 per person Dec 30 - Jan 2 found 12 hours ago Roundtrip flight included Toronto (YTO) to Miami (MIA) 9.8/10 Exceptional! (39 reviews) Great hotel. Clearly freshly refurbished and excellent facilities. Staff were extremely attentive - everyone we bumped into in the lift, for example, even junior team members, asked how we were and whether there was anything that they could do to improve our stay. Shows a great culture! Only downsides are a bar that shuts very early (10pm) and a LOT of mosquitoes in the outdoor pool area - they give bug spray it we had to retreat late afternoon or after rain. Reviewed on Oct 6, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-30/2026-01-02/?FromAirport=YTO&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=25451&paandie=true&HotelClass=40&dealMarker=YrECUntz0aYVWoR8SqwNHcwhz5IzgVM69w5vAHe2MuPXv9JU_3QVlVSUSW8WdmvE) Don't see what you're looking for? See all available trips from Columbus to Windley Key [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-19/2025-11-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night All inclusive holidays in Windley Key Price found within the past 48 hours. Click for updated prices. ![Park Central South Beach](https://images.trvl-media.com/lodging/1000000/10000/1200/1168/280efeed_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Park Central South Beach South Beach CA $1,315 per person Dec 4 - Dec 8 found 1 day ago Roundtrip flight included Toronto (YTO) to Miami (MIA) 8.6/10 Excellent! (217 reviews) The staff were all great. They were all very friendly and helpful. Enjoyed the stay. Reviewed on Oct 19, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-04/2025-12-08/?FromAirport=YTO&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1168&paandie=true&dealMarker=6KaKJPEyWmSeZpyQRBEle_8683lAYM56Y5ehF0drnFEzFUZWMI534z-jh0llnbT3) ![The Shelborne By Proper, a Member of Design Hotels](https://images.trvl-media.com/lodging/1000000/30000/25500/25451/e49031f1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Shelborne By Proper, a Member of Design Hotels South Beach CA $2,302 per person Dec 28 - Jan 1 found 14 hours ago Roundtrip non-stop flight included Toronto (YTO) to Miami (MIA) 9.8/10 Exceptional! (39 reviews) Great hotel. Clearly freshly refurbished and excellent facilities. Staff were extremely attentive - everyone we bumped into in the lift, for example, even junior team members, asked how we were and whether there was anything that they could do to improve our stay. Shows a great culture! Only downsides are a bar that shuts very early (10pm) and a LOT of mosquitoes in the outdoor pool area - they give bug spray it we had to retreat late afternoon or after rain. Reviewed on Oct 6, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-28/2026-01-01/?FromAirport=YTO&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=25451&paandie=true&dealMarker=YrECUntz0aYVWoR8SqwNHbqx6X6XL1GrEv04qNm_ORSrTPC4qPxAxK5djFh19KjU) ![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/dffb9d2c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Retreat Collection at 1 Hotel & Homes South Beach South Beach CA $7,891 per person Nov 23 - Nov 27 found 1 day ago Roundtrip flight included Montreal (YUL) to Miami (MIA) 8/10 Very Good! (1 review) [](https://expedia.ca/go/package/search/FlightHotel/2025-11-23/2025-11-27/?FromAirport=YUL&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12316590&paandie=true&dealMarker=AHInqYT5nUKkZuSpv67nuY6BLmL3rwdnbpZZM7weFPZuAMV-3Up-Npm4ggWGouKK) Don't see what you're looking for? See all available trips from Columbus to Windley Key [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-19/2025-11-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Embark on an unforgettable all-inclusive trip to Windley Key including airfare with Expedia #### What are some benefits of booking an all-inclusive vacation? When you opt for an all-inclusive vacation to Windley Key, you can have everything you want to do planned out in advance. That means you get to simply coast through your vacation knowing exactly what's coming next. Plus, this helps you get a final tally on the costs beforehand, so it's much easier on your budget. #### Can I book all-inclusive packages with airfare and meals? Yes, all-inclusive vacation packages are readily available for Windley Key, and you can search for them simply by using the search filter for all-inclusivity. When you book your flight along with your accommodations, you may even find some savings, with the potential to save up to 47. #### Why should I book Windley Key vacations that are all inclusive and adults only? Adults-only stays in Windley Key are good for travellers who are looking to relax in laid-back and easygoing surroundings. Everyone in the area will be looking to do much of the same without any kids to worry about, so you can truly take in some time for yourself in pampered bliss. Plus, you can filter for adults-only stays specifically in your search, so they're easy to find. #### Can I book all-inclusive packages? Yes, all-inclusive packages are fairly standard in Windley Key. You can easily find all-inclusive options by using the search filters, but that's just the beginning. If you're booking at the last minute, you may even find additional discounts as properties try to fill their last remaining spots for cheap vacations that are all inclusive. #### Can I book cheap all-inclusive trips to Windley Key? If you're looking to save, you'll find a wide range of prices available, ranging from CA $1,136. By booking your accommodations and flight together, you may be able to enjoy savings of up to 47. Be sure to sort your search results by price to list the cheapest options first. #### What should I look for when booking a 5-star all-inclusive vacation in Windley Key? If you've implemented the 5-star filter when searching for your all-inclusive vacation in Windley Key, there are a few factors to keep an eye out for. Spa access is particularly popular, as it's one of the best features you'll find in luxury accommodation options. Additionally, you should consider opting for an infinity pool and a luxury suite, especially if you're travelling with a relatively large group. #### What should I consider when booking Windley Key vacation packages that are all inclusive for the family? The most important thing to consider for all-inclusive family vacations to Windley Key is what your family is interested in. If your kids need access to a pool, you'll want to implement the search filter for that amenity. Kids' clubs can also be perfect for your family, as can babysitting services if the adults in your group plan on enjoying Windley Key's nightlife. #### How can I find the best deals on all-inclusive vacations in Windley Key? You can always sort your search results by price to automatically put the cheapest options at the top of your search while still considering all your implemented search filters. #### Can I book an all-inclusive package that is fully refundable? Yes, reservations that are fully refundable are available on some all-inclusive packages in . You can explore each package's cancellation policy in the policy section of their page, where you'll learn exactly how you can qualify. Sometimes, nothing is required to qualify. #### Why should I book an all-inclusive vacation with Expedia? Booking with Expedia makes it easy to find the ultimate all-inclusive vacation package. By offering accommodations and flights together, all-inclusive packages are easy for us to create and for you to enjoy. With benefits like being fully refundable and flexible dates on some packages, you can enjoy a more stree-free booking process. Expedia Rewards members can take that even further with the possibility of additional discounts. ## 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 All inclusive Vacation Destinations > - 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[All inclusive vacations in Sosúa](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/601998/Sosua) > - [All inclusive vacations in the Dominican Republic](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/50/Dominican-Republic) ## More Vacations Ideas [Flights to Windley Key](https://expedia.ca/Cheap-Flights-To-Windley-Key.d553248635976197663.Travel-Guide-Flights)[Windley Key Hotels](https://expedia.ca/Windley-Key-Hotels.d553248635976197663.Travel-Guide-Hotels)[Windley Key Vacation Rentals](https://expedia.ca/Windley-Key-Vacation-Rentals.d553248635976197663.Travel-Guide-VacationRentals)[Windley Key Car Rentals](https://expedia.ca/Car-Rentals-In-Windley-Key.d553248635976197663.Car-Rental-Guide)[Windley Key Vacations](https://expedia.ca/Windley-Key.d553248635976197663.Destination-Travel-Guides)[Things to do in Windley Key](https://expedia.ca/Things-To-Do-In-Windley-Key.d553248635976197663.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. 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