--- title: "Fleming Key Pet-friendly Vacations 2026 | Expedia" description: "Find incredible offers on Fleming Key Pet-friendly Vacations! Plan your next Pet-friendly trip today with Expedia." canonical: "https://www.expedia.com/lp/theme-vacations/pet-friendly-vacations/180162/Fleming-Key" language: en-US market: US currency: USD prices_as_of: 2026-11-14T16:08:13Z --- # Fleming Key Pet-friendly Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $2,000 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 Pet-friendly vacation packages in Fleming Key Price found within the past 48 hours. Click for updated prices. Trip length 3 nights4 nights5 nights6-7 nights Stars 5 star4 star & up3 star & up2 star & up Flight class EconomyPremium economyBusinessFirst class Remove all filters - ![A hotel lobby with a large chandelier, green walls, and a view of palm trees through the glass doors.](https://images.trvl-media.com/lodging/1000000/20000/13600/13579/c0c3faa8.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A beach with numerous umbrellas and sun loungers, a clear blue sky, and a distant cruise ship.](https://images.trvl-media.com/lodging/1000000/20000/13600/13579/b7a38f1a.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 27 - Jan 30** ### [Cavalier Hotel South Beach + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-27/2027-01-30/?FromAirport=BOS&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=13579&dealMarker=&paandie=true&cabinClass=e) South Beach 3 nights **8.6/10** \- Excellent (1,003 reviews) Roundtrip • Boston (BOS) - Miami (MIA) BOS - MIA • Nonstop FLL - BOS • Nonstop Save 100% on your flight [~~$862~~](https://www.expedia.com/) **$448** per traveler found 1 day ago - ![A poolside area with lounge chairs, a table with a beverage, and a view of the ocean.](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/e518a34f.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A spacious living room with a large window overlooking the beach, a comfortable sofa, a wooden coffee table, and a wicker chair.](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/39c5dd42.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 3 - Jan 7** ### [The Retreat Collection at 1 Hotel & Homes South Beach + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-03/2027-01-07/?FromAirport=BOS&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12316590&dealMarker=&paandie=true&cabinClass=e) South Beach 4 nights **8.0/10** \- Very good (1 review) "Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay...." Reviewed June 22, 2016 Roundtrip • Boston (BOS) - Miami (MIA) BOS - MIA • Nonstop FLL - BOS • Nonstop [~~$33,123~~](https://www.expedia.com/) **$15,625** per traveler found 1 day ago - ![A beach with rows of sun loungers and umbrellas, a lifeguard tower, and the ocean in the background.](https://images.trvl-media.com/lodging/13000000/12630000/12621700/12621689/8d5053e8.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A multi-story building with a pink and white facade, a visible entrance, and a sign reading 'HEÑROSA'.](https://images.trvl-media.com/lodging/13000000/12630000/12621700/12621689/0d1b46cc.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 26 - Jan 30** ### [Henrosa Hotel + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-26/2027-01-30/?FromAirport=BOS&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12621689&dealMarker=&paandie=true&cabinClass=e) South Beach 4 nights **8.4/10** \- Very good (964 reviews) "There was a lot of very early morning noise in the halls, but other than that, there was very little to complain about! We plan to stay here again if we come back in the future!" Reviewed November 13, 2026 Roundtrip • Boston (BOS) - Miami (MIA) BOS - MIA • Nonstop FLL - BOS • Nonstop [~~$979~~](https://www.expedia.com/) **$497** per traveler found 1 day ago - ![A wooden dock extending over calm turquoise water, lined with white railings and palm trees.](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/4743fa46.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A waterfront patio with outdoor seating, a yellow umbrella, and a view of the water.](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/a7493794.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Feb 3 - Feb 7** ### [Creekside Inn + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-02-03/2027-02-07/?FromAirport=BOS&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1576773&dealMarker=&paandie=true&cabinClass=e) Tavernier 4 nights **7.8/10** \- Good (1,023 reviews) "The staff was friendly and welcoming and the restaurants were very close. On the 2nd day I needed a fresh set of towels and they delivered them quickly. I will stay there again if I'm in Tavanier." Reviewed November 13, 2026 Roundtrip • Boston (BOS) - Miami (MIA) BOS - MIA • Nonstop FLL - BOS • Nonstop Save 100% on your flight [~~$927~~](https://www.expedia.com/) **$490** per traveler found 1 day ago - ![Pool](https://images.trvl-media.com/lodging/71000000/70330000/70326300/70326285/94cfc9fe.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A marina with boats docked, a modern building with a curved facade, and palm trees.](https://images.trvl-media.com/lodging/71000000/70330000/70326300/70326285/647e8f23.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Feb 3 - Feb 7** ### [YotelPad Miami + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-02-03/2027-02-07/?FromAirport=BOS&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=70326285&dealMarker=&paandie=true&cabinClass=e) Downtown Miami 4 nights **8.4/10** \- Very good (560 reviews) Roundtrip • Boston (BOS) - Miami (MIA) BOS - MIA • Nonstop FLL - BOS • Nonstop Save 100% on your flight [~~$1,421~~](https://www.expedia.com/) **$754** per traveler found 1 day ago ## Find amazing mountains vacations in Fleming Key ### How to plan for a mountain vacation in Fleming Key? The first step to planning your mountain vacation to Fleming Key is to decide what dates you want to go. In the winter months, fresh snowfall means you could hit the slopes at ski resorts near Fleming Key, while summer invites you to enjoy scenic hikes. It's a good idea to choose the type of accommodation you'd prefer, too. On Expedia, you'll encounter a vast array of options in Fleming Key, from famous chain hotels to charming cabins. The [vacation planning page](https://www.expedia.com/lp/b/vacations/planning) has more tips for organizing your Fleming Key mountain vacation. ### What amenities should I look for when booking a mountain resort in Fleming Key? When booking accommodation for your mountain vacation to Fleming Key, check to see if where you're staying has heating. Fleming Key's mountain air means it can feel fresh at night. If you're craving a special stay, look to see if the hotel offers mountain view rooms, or has a pool or hot tub to unwind in the evenings. Expedia's handy search filters include all these amenities and more, making it a breeze to book the right place to stay on your Fleming Key vacation package. ### Why should I choose a package for my mountain vacation in Fleming Key? Choosing a package for your Fleming Key vacation often works out cheaper thanks to the savings you get for bundling up your flights and hotel. You'll typically find it costs more when booking these separately. On Expedia, the green label even shows you how much you're saving. Packages also tend to be more flexible, meaning it's more likely you can cancel for free in case your 2026 plans change. You can usually secure your package by paying a small upfront deposit, whereas booking flights separately requires full payment. ### What does a Fleming Key package typically include? Return flight tickets, your accommodation, and applicable taxes are typically included when you book a mountain vacation package to Fleming Key from $448\. Hotels may include breakfast and Wi-Fi, while the airfare may include checked luggage. Certain resorts may even include ski passes. As each Fleming Key vacation package is different, be sure to double-check what's included before you confirm. If you want a hassle-free trip, consider booking Fleming Key all-inclusive vacation packages as these include all meals. ### How can I book my Fleming Key on Expedia? Comparing some of the best deals using the search wizard is one of the first steps to booking your Fleming Key mountain vacation on Expedia. Take advantage of the search filters to narrow down hundreds of options at the click of a button. If you've got a strict budget, use the maximum price filter to set your limit. When you've pinned down your Fleming Key package vacation, book it in just a few clicks. You'll also have the option to spread the cost with Expedia's [payment plans](https://www.expedia.com/lp/b/vacations/payment-plans). ### Why book your Fleming Key mountain vacation with Expedia? With meaty exclusive deals you won't find anywhere else, you'll keep more cash in your pocket when booking your Fleming Key vacation package on Expedia. No matter your preferences or tastes, you'll find the right place to stay thanks to the wide selection of accommodation. There are even last-minute deals, too. And if that's not enough, join One Key for free. Expedia's reward program lets you earn points on eligible trips and also gives you access to juicy member-only discounts. ### Can I cancel my mountain vacation package booking? Yes, as most of Expedia's mountain vacation packages to Fleming Key are flexible, you can often cancel for free. Doing so is easy, too—log in to the “Trips” section and follow the steps. Don't forget to double-check the cancellation policy before booking, as not all Fleming Key vacation packages are flexible. The good news is Expedia will display this to you before payment. Take advantage of the free cancellation search filter so you'll be able to narrow down your search to view only flexible Fleming Key vacation packages. ### What types of mountain accommodations are available in Fleming Key? 5-star hotels, cozy mountain lodges, and quaint bed and breakfasts are some of the most popular types of mountain accommodations for your vacation to Fleming Key. Don't forget to use the filters to home in the amenities you'd like to have, too. Maybe it's a spacious suite with a mountain view or a traditional lobby with a fireplace—you'll find it all with Expedia's easy-to-use search wizard and wide choice of accommodation. ## Explore a world of travel with Expedia - [Lodging](?equalTargetTab=tab-0) - [Flights](?equalTargetTab=tab-1) - [Packages](?equalTargetTab=tab-2) - [Cars](?equalTargetTab=tab-3) - [Vacation Rentals](?equalTargetTab=tab-4) - [Things to Do](?equalTargetTab=tab-5) - [Cheap Hotels in Key West](https://www.expedia.com/Key-West-Hotels-Cheap-Hotels.0-0-d1187-tCheapHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Key West](https://www.expedia.com/Key-West-Hotels-Family-Hotel.0-0-d1187-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Key West](https://www.expedia.com/Key-West-Hotels-Oceanfront-Hotels.0-0-d1187-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Resorts in Key West](https://www.expedia.com/Key-West-Resorts.d1187-aaResorts.Travel-Guide-Accommodation) - [All-Inclusive Resorts in Key West](https://www.expedia.com/Key-West-Hotels-All-Inclusive-Hotel.0-0-d1187-tAllinclusiveHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Key West](https://www.expedia.com/Key-West-Hotels-Adults-Only-Resorts.0-0-d1187-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Condo Rentals in Key West](https://www.expedia.com/Key-West-Condos.d1187-aaCondos.Travel-Guide-Accommodation) - [Key West Historic District Hotels](https://www.expedia.com/Key-West-Historic-District-Key-West-Hotels.0-n6281809-0.Travel-Guide-Filter-Hotels) - [Houseboats in Key West](https://www.expedia.com/Key-West-Houseboats.d1187-aaHouseboats.Travel-Guide-Accommodation) - [Key West Hotels](https://www.expedia.com/Key-West-Hotels.d1187.Travel-Guide-Hotels) - [Beach Hotels in Key West](https://www.expedia.com/Key-West-Hotels-Beach-Hotel.0-0-d1187-tBeachHotel.Travel-Guide-Filter-Hotels) - [Hotels near Duval Street](https://www.expedia.com/Duval-Street-Hotels.0-l6068616-0.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Key West](https://www.expedia.com/Key-West-Hotels-Pet-Friendly-Hotel.0-0-d1187-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Flights from Naples (APF) to Key West (EYW)](https://www.expedia.com/lp/flights/apf/eyw/naples-to-key-west) - [Flights from Sarasota (SRQ) to Key West (EYW)](https://www.expedia.com/lp/flights/srq/eyw/sarasota-to-key-west) - [Flights from Cincinnati (CVG) to Key West (EYW)](https://www.expedia.com/lp/flights/cvg/eyw/cincinnati-to-key-west) - [Flights from Jacksonville (JAX) to Key West (EYW)](https://www.expedia.com/lp/flights/jax/eyw/jacksonville-to-key-west) - [Flights from Miami (MIA) to Key West (EYW)](https://www.expedia.com/lp/flights/mia/eyw/miami-to-key-west) - [Flights from Grand Rapids (GRR) to Key West (EYW)](https://www.expedia.com/lp/flights/grr/eyw/grand-rapids-to-key-west) - [Flights from Cleveland (CLE) to Key West (EYW)](https://www.expedia.com/lp/flights/cle/eyw/cleveland-to-key-west) - [Flights from Kansas City (MCI) to Key West (EYW)](https://www.expedia.com/lp/flights/mci/eyw/kansas-city-to-key-west) - [Flights from Washington (IAD) to Key West (EYW)](https://www.expedia.com/lp/flights/iad/eyw/washington-to-key-west) - [Flights from Fort Myers (RSW) to Key West (EYW)](https://www.expedia.com/lp/flights/rsw/eyw/fort-myers-to-key-west) - [Flights from Buffalo (BUF) to Key West (EYW)](https://www.expedia.com/lp/flights/buf/eyw/buffalo-to-key-west) - [Flights from Houston (IAH) to Key West (EYW)](https://www.expedia.com/lp/flights/iah/eyw/houston-to-key-west) - [Flights to Key West](https://www.expedia.com/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights) - [Flights from Pittsburgh (PIT) to Key West (EYW)](https://www.expedia.com/lp/flights/pit/eyw/pittsburgh-to-key-west) - [Flights from New Orleans (MSY) to Key West (EYW)](https://www.expedia.com/lp/flights/msy/eyw/new-orleans-to-key-west) - [Flights from Washington (DCA) to Key West (EYW)](https://www.expedia.com/lp/flights/dca/eyw/washington-to-key-west) - [Flights from St. Louis (STL) to Key West (EYW)](https://www.expedia.com/lp/flights/stl/eyw/st-louis-to-key-west) - [Flights from Tampa (TPA) to Key West (EYW)](https://www.expedia.com/lp/flights/tpa/eyw/tampa-to-key-west) - [Flights from Fort Lauderdale (FLL) to Key West (EYW)](https://www.expedia.com/lp/flights/fll/eyw/fort-lauderdale-to-key-west) - [Flights from Newark Liberty Intl. 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