Title: Florida Keys Beach Vacations 2026 | Expedia.com ![](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 Beach 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 Beach vacation packages 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 Save 100% on your flight $451 per person Mar 9 - Mar 11 found 17 hours ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8/10 Very Good! (1,003 reviews) The villa smells like urine. I was moved to the main building after complaining and that was nice. Reviewed on Feb 1, 2026 ![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 Save 100% on your flight $453 per person Mar 9 - Mar 11 found 17 hours ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8.6/10 Excellent! (1,000 reviews) excellent location very nice simple breakfast close to liz’s of activities great poool Reviewed on Feb 2, 2026 ![Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/d10a018b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort Save 100% on your flight $700 per person Mar 9 - Mar 11 found 17 hours ago Roundtrip flight included Boston (BOS) to Miami (MIA) 9/10 Wonderful! (108 reviews) The location was perfect. The room was beautiful. We enjoyed our stay. Reviewed on Feb 6, 2026 ![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 Save 100% on your flight $1,486 per person Apr 9 - Apr 12 found 1 day ago Roundtrip flight included Detroit (DTW) to Miami (MIA) 9.2/10 Wonderful! (1,262 reviews) Paradise away from Home!! Thank you! Reviewed on Feb 7, 2026 ![Baker's Cay Resort Key Largo, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/bbdba544_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Baker's Cay Resort Key Largo, Curio Collection by Hilton $1,145 per person Mar 9 - Mar 13 found 20 hours ago Roundtrip flight included Atlanta (ATL) to Miami (MIA) 8.6/10 Excellent! (1,010 reviews) Staff was amazing!!! The whole place needed a good cleaning. I have photos. Believe you me…Paris would NOT stay there. Reviewed on Jan 19, 2026 Don't see what you're looking for? See all available trips from Columbus to Florida Keys [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-07/2026-03-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Beach vacations 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 Save 100% on your flight $1,486 per person Apr 9 - Apr 12 found 1 day ago Roundtrip flight included Detroit (DTW) to Miami (MIA) 9.2/10 Wonderful! (1,262 reviews) Paradise away from Home!! Thank you! Reviewed on Feb 7, 2026 Don't see what you're looking for? See all available trips from Columbus to Florida Keys [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-07/2026-03-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Beach vacations in Florida Keys Price found within the past 48 hours. Click for updated prices. ![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 Save 100% on your flight $634 per person Mar 9 - Mar 12 found 1 day ago Roundtrip flight included Chicago (ORD) to Miami (MIA) 8.6/10 Excellent! (1,000 reviews) excellent location very nice simple breakfast close to liz’s of activities great poool Reviewed on Feb 2, 2026 ![Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/d10a018b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort Save 100% on your flight $1,096 per person Mar 10 - Mar 13 found 1 day ago Roundtrip non-stop flight included Cleveland (CLE) to Miami (MIA) 9/10 Wonderful! (108 reviews) The location was perfect. The room was beautiful. We enjoyed our stay. Reviewed on Feb 6, 2026 ![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 Save 100% on your flight $1,486 per person Apr 9 - Apr 12 found 1 day ago Roundtrip flight included Detroit (DTW) to Miami (MIA) 9.2/10 Wonderful! (1,262 reviews) Paradise away from Home!! Thank you! Reviewed on Feb 7, 2026 Don't see what you're looking for? See all available trips from Columbus to Florida Keys [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-07/2026-03-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Beach vacations 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 $823 per person Mar 9 - Mar 13 found 20 hours ago Roundtrip flight included Atlanta (ATL) to Miami (MIA) 8/10 Very Good! (1,003 reviews) The villa smells like urine. I was moved to the main building after complaining and that was nice. Reviewed on Feb 1, 2026 ![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 $900 per person Mar 9 - Mar 13 found 20 hours ago Roundtrip flight included Atlanta (ATL) to Miami (MIA) 8.6/10 Excellent! (1,000 reviews) excellent location very nice simple breakfast close to liz’s of activities great poool Reviewed on Feb 2, 2026 ![Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/d10a018b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort $1,355 per person Mar 9 - Mar 13 found 20 hours ago Roundtrip flight included Atlanta (ATL) to Miami (MIA) 9/10 Wonderful! (108 reviews) The location was perfect. The room was beautiful. We enjoyed our stay. Reviewed on Feb 6, 2026 Don't see what you're looking for? See all available trips from Columbus to Florida Keys [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-07/2026-03-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Find your perfect Florida Keys beach vacation #### How do I book the best Florida Keys beach vacation packages? Life’s a beach when you dive into our brilliant Florida Keys beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands. #### How can I find cheap beach vacations in Florida Keys? A rental steps from the shore creates an amazingly affordable Florida Keys beach vacation. Seaside sojourns during low season start from $451\. Prices and availability are subject to change. Additional terms may apply. #### When should I book a Florida Keys beach holiday? For a bustling beach break, book in . For a less crowded coast, is the time to turn up. #### How can I book the best family beach vacations in Florida Keys? With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love. #### How do I find a Florida Keys beachfront vacation? Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments. #### Can I book a package including a Florida Keys vacation beach house rental? Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal. #### Can I find Florida Keys beach vacation deals? Sort your search results by deals to delight in amazing Florida Keys beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline. #### Can I book a Florida Keys beach trip with free cancellation and/or flexible dates? Just like the Florida Keys tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility. #### Why should I book my Florida Keys beach vacation with Expedia? Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Florida Keys. (OK, maybe not that last part.) ## Top Beach Florida Keys Hotels ![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Southernmost Beach Resort and Guesthouses 1319 Duval Street Key West FL - 11 min walk from Duval Street This spa hotel is a few steps from South Beach, where you can watch the sunset on your beach trip. Amenities at Southernmost Beach Resort and Guesthouses include ... 8.6/10 Excellent! (3,047 reviews) Travelers like: on the beach, sun loungers, beach bars, beach yoga Travelers say... Always our favorite spot. Staff is wonderful. Can’t beat the views and amenities. Reviewed on Feb 1, 2026 [](https://expedia.com/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ![Parrot Key Hotel & Villas](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/67735d0c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Parrot Key Hotel & Villas 2801 N Roosevelt Blvd Key West FL - 5 min drive from Duval Street Book a stay at this beach hotel in Key West. Enjoy free WiFi, 4 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. ... 9/10 Wonderful! (1,261 reviews) Room was clean, lots of staff. Reviewed on Feb 2, 2026 [](https://expedia.com/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information) ![Ibis Bay Beach Resort](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/4a09d86c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Ibis Bay Beach Resort 3101 N. Roosevelt Blvd Key West FL - 5 min drive from Duval Street Watch the sunset on the beach in Key West, as you'll be near a private beach when booking a getaway at this hotel. Amenities at Ibis Bay Beach Resort include ... 8/10 Very Good! (2,071 reviews) Travelers like: on the beach, sun loungers, outdoor pool Travelers say... Great ppl that work there! Reviewed on Feb 5, 2026 [](https://expedia.com/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.Hotel-Information) [See all 8,396 properties in Florida Keys](https://expedia.com/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. 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](https://expedia.com/Florida-Keys-Hotels.d6023765.Travel-Guide-Hotels)[ Vacation Rentals in Florida Keys ](https://expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)[ Car Rentals in Florida Keys ](https://expedia.com/Car-Rentals-In-Florida-Keys.d6023765.Car-Rental-Guide)[ Florida Keys Vacations ](https://expedia.com/Florida-Keys.d6023765.Destination-Travel-Guides)[ Things to do in Florida Keys ](https://expedia.com/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 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