Title: Fleming Key Beach Vacations 2026 | Expedia.com ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Fleming Key Beach Vacations ## Book a Beach Hotel + Flight or Car together to unlock savings ## Top Beach vacation packages in Fleming Key Price found within the past 48 hours. Click for updated prices. ![The Sunny](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145283/edbd844f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Sunny Ocean Four Save 100% on your flight $667 per person May 13 - May 19 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8.2/10 Very Good! (81 reviews) You can tell it’s been remodeled and they are working through a new re opening. Resort has a lot of potential but was not warned about $50 resort fee which is excessive for a one night stay. Rooms were clean but smelled chemical. Staff was nice. Reviewed on Mar 12, 2026 ![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/e518a34f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Retreat Collection at 1 Hotel & Homes South Beach South Beach $6,195 per person May 14 - May 17 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8/10 Very Good! (1 review) ![EAST Miami Residences](https://images.trvl-media.com/lodging/79000000/78580000/78570600/78570563/759b33fa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### EAST Miami Residences Brickell Save 100% on your flight $1,934 per person May 13 - May 20 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 9/10 Wonderful! (109 reviews) We loved staying here and will definitely be back! Yes, it is very expensive, but compared to other Miami hotels this one is the best overall deal for what you get. Reviewed on Mar 1, 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 $1,977 per person May 13 - May 20 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8.4/10 Very Good! (170 reviews) Property was clean and staff were helpful. Would stay again. Reviewed on Mar 11, 2026 ![1 Hotel South Beach](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790087/5c0d327a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel South Beach South Beach Save 100% on your flight $1,391 per person May 28 - May 31 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 9.4/10 Exceptional! (1,455 reviews) This hotel is so beautiful and the staff is so kind and accommodating. The pool and beach areas are stunning, the food is delicious, the rooms are spacious, the beds are so comfortable, and the location is perfect. It’s the best hotel experience I’ve ever had, and I can’t wait to go back again! Reviewed on Mar 7, 2026 Don't see what you're looking for? See all available trips from Columbus to Fleming Key [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-13/2026-04-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Beach vacations in Fleming Key Price found within the past 48 hours. Click for updated prices. ![1 Hotel South Beach](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790087/5c0d327a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel South Beach South Beach Save 100% on your flight $1,391 per person May 28 - May 31 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 9.4/10 Exceptional! (1,455 reviews) This hotel is so beautiful and the staff is so kind and accommodating. The pool and beach areas are stunning, the food is delicious, the rooms are spacious, the beds are so comfortable, and the location is perfect. It’s the best hotel experience I’ve ever had, and I can’t wait to go back again! Reviewed on Mar 7, 2026 ![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/e518a34f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Retreat Collection at 1 Hotel & Homes South Beach South Beach $6,195 per person May 14 - May 17 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8/10 Very Good! (1 review) ![EAST Miami Residences](https://images.trvl-media.com/lodging/79000000/78580000/78570600/78570563/759b33fa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### EAST Miami Residences Brickell Save 100% on your flight $1,934 per person May 13 - May 20 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 9/10 Wonderful! (109 reviews) We loved staying here and will definitely be back! Yes, it is very expensive, but compared to other Miami hotels this one is the best overall deal for what you get. Reviewed on Mar 1, 2026 Don't see what you're looking for? See all available trips from Columbus to Fleming Key [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-13/2026-04-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Beach vacations in Fleming Key Price found within the past 48 hours. Click for updated prices. ![1 Hotel South Beach](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790087/5c0d327a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel South Beach South Beach Save 100% on your flight $1,391 per person May 28 - May 31 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 9.4/10 Exceptional! (1,455 reviews) This hotel is so beautiful and the staff is so kind and accommodating. The pool and beach areas are stunning, the food is delicious, the rooms are spacious, the beds are so comfortable, and the location is perfect. It’s the best hotel experience I’ve ever had, and I can’t wait to go back again! Reviewed on Mar 7, 2026 ![W South Beach](https://images.trvl-media.com/lodging/1000000/20000/11900/11881/486a329f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### W South Beach South Beach $2,911 per person May 1 - May 4 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 9.2/10 Wonderful! (1,002 reviews) We waited 2 days and moved 2 rooms before getting our actual room. For that reason the manager upgraded us for the remainder of the week to a 4 bedroom, Oceanfront suite. The property is awesome, but the pool closing at 5:00 is annoying and then closing even earlier for private events is even more annoying. Request a room on the North side of the property to avoid early morning car honking and construction beeps at 7:00 am every day. Reviewed on Mar 2, 2026 ![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/e518a34f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Retreat Collection at 1 Hotel & Homes South Beach South Beach $6,195 per person May 14 - May 17 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8/10 Very Good! (1 review) Don't see what you're looking for? See all available trips from Columbus to Fleming Key [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-13/2026-04-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Beach vacations in Fleming Key Price found within the past 48 hours. Click for updated prices. ![Hyatt Place Miami Airport-East](https://images.trvl-media.com/lodging/10000000/9520000/9517300/9517242/e322cfbb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Place Miami Airport-East Palmer Lake Save 100% on your flight $499 per person Apr 15 - Apr 19 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8.2/10 Very Good! (2,726 reviews) Clean room, friendly staff and pool very clean and maintained Reviewed on Mar 13, 2026 ![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 $600 per person May 28 - Jun 1 found 24 hours ago Roundtrip flight included Boston (BOS) to Miami (MIA) 7.8/10 Good! (1,013 reviews) It’s totally sufficient for the type of hotel. Older but clean. Great location Reviewed on Mar 9, 2026 ![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/e518a34f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Retreat Collection at 1 Hotel & Homes South Beach South Beach $9,153 per person May 21 - May 25 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Miami (MIA) 8/10 Very Good! (1 review) Don't see what you're looking for? See all available trips from Columbus to Fleming Key [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-13/2026-04-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Find your perfect Fleming Key beach vacation #### How do I book the best Fleming Key beach vacation packages? Life’s a beach when you dive into our brilliant Fleming Key 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 Fleming Key? A rental steps from the shore creates an amazingly affordable Fleming Key beach vacation. Seaside sojourns during low season start from $499\. Prices and availability are subject to change. Additional terms may apply. #### When should I book a Fleming Key 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 Fleming Key? 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 Fleming Key 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 Fleming Key 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 Fleming Key beach vacation deals? Sort your search results by deals to delight in amazing Fleming Key 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 Fleming Key beach trip with free cancellation and/or flexible dates? Just like the Fleming Key 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 Fleming Key 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 Fleming Key. 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](https://expedia.com/Fleming-Key-Hotels.d180162.Travel-Guide-Hotels)[ Vacation Rentals in Fleming Key ](https://expedia.com/Fleming-Key-Vacation-Rentals.d180162.Travel-Guide-VacationRentals)[ Car Rentals in Fleming Key ](https://expedia.com/Car-Rentals-In-Fleming-Key.d180162.Car-Rental-Guide)[ Fleming Key Vacations ](https://expedia.com/Fleming-Key.d180162.Destination-Travel-Guides) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.