Title: Sunset Key Vacation Packages 2026 from $1,107 | Expedia.com

[Sunset Key Travel Guide](https://expedia.com/Key-West-Sunset-Key.dx553248635976481798)[Hotels in Sunset Key](https://expedia.com/Sunset-Key-Key-West-Hotels.0-n553248635976481798-0.Travel-Guide-Filter-Hotels)[Flights to Key West](https://expedia.com/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)[Things to do in Key West](https://expedia.com/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)[Car Rentals in Sunset Key](https://expedia.com/Car-Rentals-In-Sunset-Key.d553248635976481798.Car-Rental-Guide)

![](https://images.trvl-media.com/place/1187/ae2f8042-2ea5-4f7d-a865-eabcde225d1a.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Sunset Key Vacations from $1,107

## Book a Hotel + Flight or Car together to unlock savings

Photo by Russell Hewatt

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## Your Sunset Key Vacation

Let our Sunset Key vacation packages take you to a destination where long-lasting memories are waiting to be made. While it's especially renowned for its coastal beaches, there's plenty to love about this neighborhood. Not sure where to go during your trip to Sunset Key? Nearby attractions like [Ernest Hemingway Home and Museum](https://www.expedia.com/Ernest-Hemingway-Home-And-Museum-Key-West.d501376.Vacation-Attraction), [Audubon House and Tropical Gardens](https://www.expedia.com/Audubon-House-And-Tropical-Gardens-Key-West.d6068599.Vacation-Attraction) and [Mallory Square](https://www.expedia.com/Mallory-Square-Key-West.d501385.Vacation-Attraction) are great places to start. No matter what your dream Sunset Key vacation may look like, you can turn it into reality with Expedia.

## The Latest Sunset Key Vacation Packages

Price found within the past 48 hours. Click for updated prices.

![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/b5f8742c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Winslow's Bungalows - Key West Historic Inns

Old Town Key West

Save 100% on your flight

$1,107

per person

May 28 - Jun 1

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

9.2/10 Wonderful! (1,194 reviews)

Not much for breakfast but nice place.

Reviewed on Mar 19, 2026

![The Key West Hotel](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/dab63efc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Key West Hotel

Key West Historic District

Save 100% on your flight

$1,387

per person

May 28 - Jun 1

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

9.2/10 Wonderful! (536 reviews)

Love this place! Perfect location, nice rooms and cool bar with live music every night on site!

Reviewed on Mar 17, 2026

![Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays](https://images.trvl-media.com/lodging/88000000/87350000/87343800/87343789/1cc76658_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays

Old Town Key West

Save 100% on your flight

$2,504

per person

Jun 6 - Jun 13

found 15 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

No reviews

![Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool!](https://images.trvl-media.com/lodging/85000000/84060000/84053100/84053095/db77e27b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool!

Old Town Key West

Save 100% on your flight

$2,526

per person

Jun 6 - Jun 13

found 15 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

8/10 Very Good! (2 reviews)

![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/af5a58cd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyatt Vacation Club at Windward Pointe, Key West

$1,255

per person

Jun 11 - Jun 14

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

9.4/10 Exceptional! (1,020 reviews)

Rooms clean and spacious, pool nice. BUT, when they say "we are close to AIRPORT" what is NOT said is when i open my door to room i stare and hear jet engines. Are view is the AIRPORT RUNWAY! I guess not wrong when close to airport. If the property was farther away i would recommend.

Reviewed on Mar 19, 2026

## Where to stay in Sunset Key

Find the best Sunset Key areas and neighborhoods for the activities you enjoy most. [Learn more about Sunset Key](https://expedia.com/Key-West-Sunset-Key.dx553248635976481798)

![Key West Historic District](https://images.trvl-media.com/place/553248635976481920/c3895c9f-e471-4c93-ac2e-85c99f8f8fec.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Old Town Key West

4 out of top 10 points of interest in this area

4.5/5(229 area reviews)

 Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area. 

[Find hotel + flight trips in Old Town Key West](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Old%20Town%20Key%20West&DestID=553248635976481920&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Audubon House and Tropical Gardens featuring a house](https://images.trvl-media.com/place/6068599/e22dc889-0174-435e-9d9b-302d362fd045.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Key West Historic District

2 out of top 10 points of interest in this area

4.5/5(4,055 area reviews)

 Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district. 

[Find hotel + flight trips in Key West Historic District](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Key%20West%20Historic%20District&DestID=6281809&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Duval Street](https://images.trvl-media.com/place/6068616/ac9e1424-8949-4483-8a12-9063d1511aa2.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Downtown Key West

 If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing. 

[Find hotel + flight trips in Downtown Key West](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Key%20West&DestID=553248635976470405&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Wide aerial panorama of Key West, Florida](https://images.trvl-media.com/place/553248635976480351/87477fd8-e61c-4ccb-8f10-57f3d82227dc.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### New Town

4/5(433 area reviews)

 Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Key West Tropical Forest and Botanical Garden. 

[Find hotel + flight trips in New Town](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=New%20Town&DestID=553248635976480351&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Sunset on Carnival Cruise in Key West.](https://images.trvl-media.com/place/1187/48023594-76b8-4930-a4a9-06a0f12911a4.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Uptown - Upper Duval

4.5/5(74 area reviews)

 If you're spending some time in Uptown - Upper Duval, Duval Street and Key West Butterfly and Nature Conservatory are top sights worth seeing. 

[Find hotel + flight trips in Uptown - Upper Duval](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Uptown%20-%20Upper%20Duval&DestID=553248635976473524&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Sunset Key Hotel Deals

![Margaritaville Beach House Key West](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/5fd7b8bf_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Margaritaville Beach House Key West

2001 South Roosevelt Boulevard Key West FL

$381 nightly

$429 total

Apr 14 - Apr 15

Total with taxes and fees

8.8/10 Excellent! (1,785 reviews)

Great atmosphere with shuttle to airport and downtown. Will stay again

Reviewed on Mar 19, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F14%2F2026&endDate=4%2F15%2F2026&selected=48713884&PinnedHotelID=48713884&HadPinnedHotel=true&regionId=553248635976481798)

![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL

Fully refundableReserve now, pay when you stay

$284 nightly

$320 total

Apr 19 - Apr 20

Total with taxes and fees

8.2/10 Very Good! (1,985 reviews)

Cutest beach room, it had a beach vibe and very clean

Reviewed on Mar 19, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F19%2F2026&endDate=4%2F20%2F2026&selected=12599231&PinnedHotelID=12599231&HadPinnedHotel=true&regionId=553248635976481798)

![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/a1e6ec60_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Beachside Resort & Residences

3841 N Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

$370 nightly

$417 total

Apr 13 - Apr 14

Total with taxes and fees

8.6/10 Excellent! (2,080 reviews)

Staff was excellent. Restaurant was 5 star. Pool side service was excellent with a great lunch menu.

Reviewed on Mar 20, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F13%2F2026&endDate=4%2F14%2F2026&selected=25865&PinnedHotelID=25865&HadPinnedHotel=true&regionId=553248635976481798)

[See all 2,745 properties in Sunset Key](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F21%2F2026&endDate=3%2F22%2F2026&regionId=553248635976481798)

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.

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![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

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![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

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![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Adults Only Vacations

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![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Scuba Diving Vacations

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![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

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- [Cabin Rentals in Key West ](https://www.expedia.com/Key-West-Cabins.d1187-aaCabins.Travel-Guide-Accommodation)
- [Cottages in Key West ](https://www.expedia.com/Key-West-Cottages.d1187-aaCottages.Travel-Guide-Accommodation)
- [B&B in Key West ](https://www.expedia.com/Key-West-Bed-And-Breakfast.d1187-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Luxury Hotels in Key West ](https://www.expedia.com/Key-West-Hotels-Luxury-Hotel.0-0-d1187-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Gay friendly Hotels in Key West ](https://www.expedia.com/Key-West-Hotels-LGBT-Welcoming-Hotel.0-0-d1187-tLGBTWelcomingHotel.Travel-Guide-Filter-Hotels)
- [Historic Hotels in Key West ](https://www.expedia.com/Key-West-Hotels-Historic-Hotel.0-0-d1187-tHistoricHotel.Travel-Guide-Filter-Hotels)
- [Hotels near Donkey Milk House ](https://www.expedia.com/Donkey-Milk-House-Hotels.0-l6249268-0.Travel-Guide-Filter-Hotels)
- [Hotels near Jackson Square ](https://www.expedia.com/Jackson-Square-Hotels.0-l6249254-0.Travel-Guide-Filter-Hotels)
- [Hotels with Kitchenettes in Key West ](https://www.expedia.com/Key-West-Hotels-Hotels-With-Kitchens.0-0-d1187-tHotelswithKitchens.Travel-Guide-Filter-Hotels)
- [Hotels with Free Airport Shuttle in Key West ](https://www.expedia.com/Key-West-Hotels-Hotels-With-Free-Airport-Shuttle.0-0-d1187-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels)
- [Guest Houses in Key West ](https://www.expedia.com/Key-West-Guest-Houses.d1187-aaGuestHouses.Travel-Guide-Accommodation)
- [Best Western Hotels in Key West ](https://www.expedia.com/Key-West-Hotels-Best-Western.0-0-d1187--bBestWestern.Travel-Guide-Filter-Hotels)
- [Wyndham Hotels in Key West ](https://www.expedia.com/Key-West-Hotels-Wyndham-Hotels.0-0-d1187--bWyndhamHotels.Travel-Guide-Filter-Hotels)
- [Hotels near San Carlos Institute - Casa Cuba ](https://www.expedia.com/San-Carlos-Institute-Casa-Cuba-Hotels.0-l6068607-0.Travel-Guide-Filter-Hotels)
- [Hotels with smoking rooms in Key West ](https://www.expedia.com/Key-West-Hotels-Hotels-With-Smoking-Rooms.0-0-d1187-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels)
- [Golf Hotels in Key West ](https://www.expedia.com/Key-West-Hotels-Golf-Hotel.0-0-d1187-tGolfHotel.Travel-Guide-Filter-Hotels)

- [Flights to Key West ](https://www.expedia.com/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)

- [Key West Vacations ](https://www.expedia.com/Key-West.d1187.Destination-Travel-Guides)
- [All inclusive Vacation Packages Key West ](https://www.expedia.com/lp/theme-vacations/all-inclusive-vacations/1187/Key-West)
- [Ernest Hemingway Home and Museum ](https://www.expedia.com/Ernest-Hemingway-Home-And-Museum-Old-Town-Key-West.d501376.Vacation-Attraction)
- [Duval Street ](https://www.expedia.com/Duval-Street-Key-West-Historic-District.d6068616.Vacation-Attraction)
- [Custom House Museum ](https://www.expedia.com/Custom-House-Museum-Old-Town-Key-West.d6069265.Vacation-Attraction)
- [Mallory Dock ](https://www.expedia.com/Mallory-Dock-Key-West-Historic-District.d553248621563220296.Vacation-Attraction)
- [Mel Fisher Maritime Museum ](https://www.expedia.com/Mel-Fisher-Maritime-Museum-Old-Town-Key-West.d6163799.Vacation-Attraction)
- [Key West Museum of Art and History ](https://www.expedia.com/Key-West-Museum-Of-Art-And-History-Old-Town-Key-West.d6069279.Vacation-Attraction)
- [Audubon House and Tropical Gardens ](https://www.expedia.com/Audubon-House-And-Tropical-Gardens-Key-West-Historic-District.d6068599.Vacation-Attraction)
- [Harry S. Truman Little White House ](https://www.expedia.com/Harry-S-Truman-Little-White-House-Old-Town-Key-West.d6068605.Vacation-Attraction)
- [Fort Zachary Taylor Historic State Park ](https://www.expedia.com/Fort-Zachary-Taylor-Historic-State-Park-Key-West.d6069245.Vacation-Attraction)
- [Roy John-Karl Gallery ](https://www.expedia.com/Roy-John-Karl-Gallery-Key-West-Historic-District.d553248621532652462.Vacation-Attraction)
- [Curry Mansion Museum ](https://www.expedia.com/Curry-Mansion-Museum-Key-West-Historic-District.d553248621532652631.Vacation-Attraction)
- [Oldest House Museum and Garden ](https://www.expedia.com/Oldest-House-Museum-And-Garden-Key-West-Historic-District.d553248621533115800.Vacation-Attraction)
- [Red Barn Theater ](https://www.expedia.com/Red-Barn-Theater-Key-West-Historic-District.d6069271.Vacation-Attraction)
- [Donkey Milk House ](https://www.expedia.com/Donkey-Milk-House-Key-West-Historic-District.d6249268.Vacation-Attraction)
- [Schooner Western Union ](https://www.expedia.com/Schooner-Western-Union-Key-West-Historic-District.d6069261.Vacation-Attraction)
- [Jackson Square ](https://www.expedia.com/Jackson-Square-Old-Town-Key-West.d6249254.Vacation-Attraction)
- [San Carlos Institute - Casa Cuba ](https://www.expedia.com/San-Carlos-Institute-Casa-Cuba-Old-Town-Key-West.d6068607.Vacation-Attraction)
- [Visit Key West ](https://www.expedia.com/Key-West.dx1187)
- [Florida Keys Eco - Discovery Center ](https://www.expedia.com/Florida-Keys-Eco-Discovery-Center-Old-Town-Key-West.d6069247.Vacation-Attraction)
- [Sails To Rails Museum at Flagler Station ](https://www.expedia.com/Sails-To-Rails-Museum-At-Flagler-Station-Key-West-Historic-District.d553248621532652635.Vacation-Attraction)
- [Florida Keys National Marine Sanctuary ](https://www.expedia.com/Florida-Keys-National-Marine-Sanctuary-Key-West.d6163838.Vacation-Attraction)
- [The Kite House ](https://www.expedia.com/The-Kite-House-Old-Town-Key-West.d553248621532652628.Vacation-Attraction)
- [Key West Lighthouse and Keeper's Quarters Museum ](https://www.expedia.com/Key-West-Lighthouse-And-Keepers-Quarters-Museum-Old-Town-Key-West.d501383.Vacation-Attraction)
- [Key West Historic District Vacations ](https://www.expedia.com/Key-West-Historic-District.d6281809.Destination-Travel-Guides)
- [Bahama Village Vacations ](https://www.expedia.com/Bahama-Village.d553248621533115696.Destination-Travel-Guides)
- [Key West Cemetery ](https://www.expedia.com/Key-West-Cemetery-Old-Town-Key-West.d6068615.Vacation-Attraction)
- [Visit Historic Seaport ](https://www.expedia.com/Key-West-Historic-Seaport.dx553248635976383502)
- [Romantic Vacation Packages Key West ](https://www.expedia.com/lp/theme-vacations/romantic-vacations/1187/Key-West)
- [Tennessee Williams Key West Exhibit ](https://www.expedia.com/Tennessee-Williams-Key-West-Exhibit-Old-Town-Key-West.d553248621561885356.Vacation-Attraction)
- [Saint Mary Star of the Sea ](https://www.expedia.com/Saint-Mary-Star-Of-The-Sea-Old-Town-Key-West.d553248621532652618.Vacation-Attraction)
- [Key West Burlesque Theater ](https://www.expedia.com/Key-West-Burlesque-Theater-Old-Town-Key-West.d553248621532652629.Vacation-Attraction)
- [Fleming Key Vacations ](https://www.expedia.com/Fleming-Key.d180162.Destination-Travel-Guides)
- [South Beach ](https://www.expedia.com/South-Beach-Old-Town-Key-West.d6246827.Vacation-Attraction)
- [Old Town Key West Vacations ](https://www.expedia.com/Old-Town-Key-West.d553248635976481920.Destination-Travel-Guides)
- [City Zoo Gallery ](https://www.expedia.com/City-Zoo-Gallery-Old-Town-Key-West.d553248621532652613.Vacation-Attraction)

- [Car rentals near Key West ](https://www.expedia.com/Car-Rentals-In-Key-West.d1187.Car-Rental-Guide)
- [Car rentals near Mallory Square ](https://www.expedia.com/Car-Rentals-In-Mallory-Square.d501385.Car-Rental-Guide)
- [Car rentals near Mel Fisher Maritime Museum ](https://www.expedia.com/Car-Rentals-In-Mel-Fisher-Maritime-Museum.d6163799.Car-Rental-Guide)
- [Car rentals near Harry S. Truman Little White House ](https://www.expedia.com/Car-Rentals-In-Harry-S-Truman-Little-White-House.d6068605.Car-Rental-Guide)
- [Car rentals near Schooner Western Union ](https://www.expedia.com/Car-Rentals-In-Schooner-Western-Union.d6069261.Car-Rental-Guide)

- [Key West Vacation Rentals ](https://www.expedia.com/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals)

- [Things to do in Key West ](https://www.expedia.com/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.