Title: Beach Vacations in Florida Keys 2026/2026 | Expedia.ca ![](https://images.trvl-media.com/place/6246822/f00ad239-b8ad-4f0c-b162-acc6426db1e2.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Florida Keys Beach 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 Beach hotel deals in Florida Keys Price found within the past 48 hours. Click for updated prices. ![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Blue Flamingo Resort Key West New Town CA $1,348 per person Jan 5 - Jan 9 found 24 hours ago Roundtrip non-stop flight included Toronto (YTO) to Key West (EYW) 8/10 Very Good! (1,693 reviews) Love this place rooms are wonderful pool view is great. Employees all speak English and are so nice and helpful. Especially Flora Reviewed on Dec 5, 2025 ![Hawks Cay Resort](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/b1845555_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hawks Cay Resort CA $2,505 per person Feb 7 - Feb 14 found 1 day ago Roundtrip flight included Toronto (YYZ) to Miami (MIA) 8/10 Very Good! (1,003 reviews) Everything in this island is perfect and amazing. Reviewed on Dec 5, 2025 ![Tranquility Bay Beachfront Hotel and Resort](https://images.trvl-media.com/lodging/1000000/120000/117100/117099/2efaf74f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Tranquility Bay Beachfront Hotel and Resort CA $2,905 per person Feb 7 - Feb 14 found 1 day ago Roundtrip flight included Toronto (YYZ) to Miami (MIA) 8.8/10 Excellent! (1,003 reviews) The place was great and appropriately named because it was very tranquil and relaxing. The only disappointment was that there is no spa facility and breakfast available only in your room. Reviewed on Nov 27, 2025 ![Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton](https://images.trvl-media.com/lodging/2000000/1170000/1169600/1169583/16bbce87_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton CA $2,054 per person Jan 9 - Jan 16 found 19 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Miami (MIA) 8.8/10 Excellent! (1,275 reviews) Stayed 3 nights. The room was cleaned after the 1st night. After the second night the room was not touched. Went to front desk to get fresh to towels and told they would clean the room the next day. came back on the 3rd day and the room was not touched again. Reviewed on Nov 23, 2025 ![La Siesta Resort & Villas](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/eda54a36_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### La Siesta Resort & Villas Matecumbe CA $2,141 per person Jan 6 - Jan 12 found 1 day ago Roundtrip non-stop flight included Saskatoon (YXE) to Miami (MIA) 8.6/10 Excellent! (1,000 reviews) Great stay and beautiful space Reviewed on Dec 1, 2025 Don't see what you're looking for? See all available trips from Columbus to Florida Keys [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-06/2026-01-13/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Beach holidays in Florida Keys Price found within the past 48 hours. Click for updated prices. ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cheeca Lodge & Spa Matecumbe CA $3,908 per person Feb 5 - Feb 10 found 1 day ago Roundtrip non-stop flight included Winnipeg (YWG) to Miami (MIA) 9.2/10 Wonderful! (1,262 reviews) Summary great location, great vibes just a little older so be prepared for less than perfect. Great location, great view of the sunrise. Property gives a feeling that a lot of people are regulars and have been going there for a long time with extended family holiday vibes. The property itself is older and a little tatty around the edges please don’t let that put you off it’s a great spot. The Atlantic’s edge restaurant isn’t great I had a steak and it was the toughest fattiest piece of steak I think I’ve ever experienced. The second night we went to the beach cafe off site for dinner which was great and offered a lovely beach to watch the sunset. Reviewed on Dec 4, 2025 Don't see what you're looking for? See all available trips from Columbus to Florida Keys [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-06/2026-01-13/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Beach holidays in Florida Keys Price found within the past 48 hours. Click for updated prices. ![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Blue Flamingo Resort Key West New Town CA $1,540 per person Feb 5 - Feb 8 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Key West (EYW) 8/10 Very Good! (1,693 reviews) Love this place rooms are wonderful pool view is great. Employees all speak English and are so nice and helpful. Especially Flora Reviewed on Dec 5, 2025 ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cheeca Lodge & Spa Matecumbe CA $1,731 per person Jan 31 - Feb 3 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Miami (MIA) 9.2/10 Wonderful! (1,262 reviews) Summary great location, great vibes just a little older so be prepared for less than perfect. Great location, great view of the sunrise. Property gives a feeling that a lot of people are regulars and have been going there for a long time with extended family holiday vibes. The property itself is older and a little tatty around the edges please don’t let that put you off it’s a great spot. The Atlantic’s edge restaurant isn’t great I had a steak and it was the toughest fattiest piece of steak I think I’ve ever experienced. The second night we went to the beach cafe off site for dinner which was great and offered a lovely beach to watch the sunset. Reviewed on Dec 4, 2025 ![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Casa Marina Key West, Curio Collection by Hilton Old Town Key West CA $2,244 per person Feb 5 - Feb 8 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Key West (EYW) 8.4/10 Very Good! (433 reviews) Wonderfull 100 yr old hotel Reviewed on Dec 5, 2025 Don't see what you're looking for? See all available trips from Columbus to Florida Keys [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-06/2026-01-13/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Beach holidays in Florida Keys Price found within the past 48 hours. Click for updated prices. ![Hawks Cay Resort](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/b1845555_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hawks Cay Resort CA $1,380 per person Jan 17 - Jan 21 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to Miami (MIA) 8/10 Very Good! (1,003 reviews) Everything in this island is perfect and amazing. Reviewed on Dec 5, 2025 ![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Blue Flamingo Resort Key West New Town CA $1,742 per person Feb 15 - Feb 19 found 6 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Key West (EYW) 8/10 Very Good! (1,693 reviews) Love this place rooms are wonderful pool view is great. Employees all speak English and are so nice and helpful. Especially Flora Reviewed on Dec 5, 2025 ![Tranquility Bay Beachfront Hotel and Resort](https://images.trvl-media.com/lodging/1000000/120000/117100/117099/2efaf74f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Tranquility Bay Beachfront Hotel and Resort CA $1,782 per person Jan 19 - Jan 23 found 19 hours ago Roundtrip flight included Regina (YQR) to Miami (MIA) 8.8/10 Excellent! (1,003 reviews) The place was great and appropriately named because it was very tranquil and relaxing. The only disappointment was that there is no spa facility and breakfast available only in your room. Reviewed on Nov 27, 2025 Don't see what you're looking for? See all available trips from Columbus to Florida Keys [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-06/2026-01-13/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Find the best beach vacations in Florida Keys #### What are some benefits when booking beach vacations in Florida Keys? When you travel to the beach in Florida Keys, soft sands and inviting waters, warm sun and gentle breezes will help you relax. This applies to the whole family, as kids and adults can find something fun to do, so family beach vacations are the quintessential family trip. #### How can I book the best beach vacations in Florida Keys? To find the best beach vacation, you'll need to book the right accommodations for your family. What the best is depends on what you want from your Florida Keys trip. Fortunately, you can use various filters combined with the beach filter to sort for what you want. Additionally, you'll need to consider the time of year you visit. #### Can I book cheap beach vacations in Florida Keys? There are quite a few things you can do to get cheap beach vacations in Florida Keys. Prices range from CA $1,348, and if you want to keep yours on the lower side, you may want to consider just how close to the beach you are. If you don't mind a bit of a walk, further away is typically cheaper. Additionally booking something with a kitchen can help you save by avoiding dining out. #### Can I book beach packages? Yes, and you'll find quite a few beach packages available in Florida Keys. These package deals let you save by booking your accommodation and your flight together with savings of up to 28\. #### Why should I book family beach vacations? When you're travelling with the family to Florida Keys, booking your vacation by the beach is one of the best ways to keep everyone happy. There's a reason why some of the most memorable family trips for kids are family beach vacations. You'll be just steps away from the water, and you can often enjoy stunning views of the shore from your room. #### How can I find a beachfront vacation in Florida Keys? It's easy to find a beachfront vacation accommodation in Florida Keys using the search filter. You can filter for waterfront properties specifically that will only show you results that have beautiful views of the shoreline. #### How can I book last-minute beach vacations? Travelling at the last minute doesn't mean you're out of luck to have a dream beach vacation. Last-minute beach vacations may even offer a nice discount as the owners of hotels or other accommodations try to fill their remaining vacancies. All you have to do is input your travel dates and Florida Keys as your destination and see what's available. #### Can I find all-inclusive beach vacations ? Yes, all you have to do to find all-inclusive beach vacations in Florida Keys is to use the search filter. It will automatically restrict your results to all-inclusive deals that allow you to plan the entire trip in advance. #### Can I book a beach trip that's fully refundable? Any fully refundable booking can bring peace of mind, and we're happy to offer this feature in several packages and locations throughout United States of America. All you have to do to find them is check the policies section on each accommodation page. Of course, you can filter for fully-refundable results specifically, too. #### Why should I book beach vacations with Expedia? When you book with Expedia, you'll find a one-stop shop for all your planning needs. You can book your flight and accommodation at the same place and potentially get a discount for booking these together. You can also take advantage of the Expedia Rewards program. Becoming a member is free, and when you do, you'll earn points with every booking will add discounts on subsequent trips. ## Beach Hotels in Florida Keys ![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Beachside Resort & Residences 3841 N Roosevelt Blvd Key West FL - 8 min drive from Duval Street Book a stay at this beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ... 8.6/10 Excellent! (1,726 reviews) The staff was great and very friendly. My only complaint is the shuttle service. Great service to offer but not accommodating at all when you have hundreds of guests saying at a resort and only offer ONE 13 passenger van to pick up and drop off every hour. We had to wait over 2 hours to get picked ... Reviewed on Nov 30, 2025 [](https://expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![Margaritaville Beach House Key West](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/32e70782_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Margaritaville Beach House Key West 2001 South Roosevelt Boulevard Key West FL - 4 min drive from Duval Street Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ... 8.6/10 Excellent! (1,782 reviews) Rooms clean and smelled good Staff was great! Loved the pool Reviewed on Dec 5, 2025 [](https://expedia.ca/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information) ![DoubleTree Resort by Hilton Grand Key - Key West](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/cefb5fc2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### DoubleTree Resort by Hilton Grand Key - Key West 3990 S Roosevelt Blvd Key West FL - 7 min drive from Duval Street Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ... 8/10 Very Good! (1,000 reviews) IT WAS OUR FIRST TIME IN KEY WEST. THE HOTEL SMELLED GOOD AND WAS VERY CLEAN. THE STAFF WAS NICE AND FOOD WAS FRESH Reviewed on Nov 30, 2025 [](https://expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) [See all 8,400 properties in Florida Keys](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=6023765) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. ## 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 Beach Vacation Destinations > - [Myrtle beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/601685/Myrtle-Beach) > - [Miami beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/8833/Miami-Beach) > - [Florida beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/211/Florida) > - [Barbados beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/16/Barbados) > - [South beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/6138745/South-Beach) > - [Palm beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/9061/Palm-Beach) > - [Daytona beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/6023995/Daytona-Beach) > - [Newport beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/8111/Newport-Beach) > - [Vero beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/6023660/Vero-Beach) > - [India beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/80/India) > - [Laguna beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/6298668/Laguna-Beach) > - [Ontario beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/2680/Ontario) > - [Canada beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/31/Canada) > - [Barcelona beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/179992/Barcelona) > - [Fort Myers beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/7194/Fort-Myers-Beach) > - [Portugal beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/147/Portugal) > - [Italy beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/86/Italy) > - [Thailand beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/178/Thailand) > - [France beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/59/France) ## More Vacations Ideas [Flights to Florida Keys ](https://expedia.ca/Cheap-Flights-To-Florida-Keys.d6023765.Travel-Guide-Flights)[ Florida Keys Hotels ](https://expedia.ca/Florida-Keys-Hotels.d6023765.Travel-Guide-Hotels)[ Florida Keys Vacation Rentals ](https://expedia.ca/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)[ Florida Keys Car Rentals ](https://expedia.ca/Car-Rentals-In-Florida-Keys.d6023765.Car-Rental-Guide)[ Florida Keys Vacations ](https://expedia.ca/Florida-Keys.d6023765.Destination-Travel-Guides)[ Things to do in Florida Keys ](https://expedia.ca/Things-To-Do-In-Florida-Keys.d6023765.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