Title: Windley Key Vacation Packages 2026 from $333 | Expedia.com

[Windley Key Travel Guide](https://expedia.com/Windley-Key.dx553248635976197663)[Hotels in Windley Key](https://expedia.com/Windley-Key-Hotels.d553248635976197663.Travel-Guide-Hotels)[Vacation Rentals in Windley Key](https://expedia.com/Windley-Key-Vacation-Rentals.d553248635976197663.Travel-Guide-VacationRentals)[Flights to Windley Key](https://expedia.com/Cheap-Flights-To-Windley-Key.d553248635976197663.Travel-Guide-Flights)[Things to do in Windley Key](https://expedia.com/Things-To-Do-In-Windley-Key.d553248635976197663.Travel-Guide-Activities)[Car Rentals in Windley Key](https://expedia.com/Car-Rentals-In-Windley-Key.d553248635976197663.Car-Rental-Guide)

![](https://images.trvl-media.com/place/553248635997958830/30b22f53-286f-436b-ae7a-d035c9062e6c.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Windley Key Vacations from $333

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

## The Latest Windley Key vacation packages

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

![6080 Design Hotel by Eskape Collection](https://images.trvl-media.com/lodging/26000000/25060000/25053200/25053134/80814d5a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### 6080 Design Hotel by Eskape Collection

Mid Beach

Save 100% on your flight

$333

per person

Apr 25 - Apr 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.4/10 Very Good! (1,002 reviews)

Very clean and taken care of

Reviewed on Jan 26, 2026

![Creekside Inn](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/5e43c05b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Creekside Inn

$527

per person

Apr 25 - Apr 29

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1,004 reviews)

Room was clean, spacious with a wonderful canal view.

Reviewed on Jan 27, 2026

![Pelican Hotel](https://images.trvl-media.com/lodging/1000000/60000/55100/55046/22b81b04_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Pelican Hotel

South Beach

$584

per person

Apr 25 - Apr 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.2/10 Wonderful! (394 reviews)

A reasonably priced art deco hotel in a popular tourist area. Hotel and rooms are stylishly designed. Restaurant food was ok. Maria was a fabulous server. On the downside, there is no pool or fitness center.

Reviewed on Jan 12, 2026

![President Hotel Villa](https://images.trvl-media.com/lodging/11000000/10620000/10612900/10612810/06988314_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### President Hotel Villa

South Beach

$491

per person

Apr 25 - Apr 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.2/10 Very Good! (997 reviews)

Room was clean. Staff was helpful. Location was perfect.

Reviewed on Feb 5, 2026

![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

$387

per person

Apr 15 - Apr 19

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.2/10 Very Good! (2,247 reviews)

Room was spotless and comfortable

Reviewed on Feb 7, 2026

Don't see what you're looking for?

See all available trips from Columbus to Windley Key

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-08/2026-03-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

### Discover the most popular places to visit in Windley Key

![Windley Key Fossil Reef Geological State Park](https://images.trvl-media.com/place/6282211/9f8e583b-bc9a-4a16-b731-daa0b5c7f87b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Windley Key Fossil Reef Geological State Park

Explore the fossilized reef of a former quarry in this island park, as you learn about the history and ecology from the interpretive trails.

[](https://expedia.com/Windley-Key-Fossil-Reef-Geological-State-Park-Islamorada.d6282211.Vacation-Attraction)

## Windley Key Hotel Deals

![Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/d10a018b_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

84001 Overseas Hwy Islamorada FL

Fully refundableReserve now, pay when you stay

$498 nightly

$560 total

Feb 11 - Feb 12

Total with taxes and fees

8.8/10 Excellent! (141 reviews)

Location cannot be beat and amenities were perfect we can’t wait to go back

Reviewed on Feb 3, 2026

[](https://expedia.com/Hotel-Search?startDate=2%2F11%2F2026&endDate=2%2F12%2F2026&selected=11864&PinnedHotelID=11864&HadPinnedHotel=true&regionId=553248635976197663)

![Fisher Inn Resort & Marina](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/9ae0ece9_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Fisher Inn Resort & Marina

84951 Overseas Hwy Islamorada FL

Fully refundableReserve now, pay when you stay

$239 nightly

$269 total

Feb 11 - Feb 12

Total with taxes and fees

8.2/10 Very Good! (1,001 reviews)

Very nice place !

Reviewed on Feb 3, 2026

[](https://expedia.com/Hotel-Search?startDate=2%2F11%2F2026&endDate=2%2F12%2F2026&selected=3274374&PinnedHotelID=3274374&HadPinnedHotel=true&regionId=553248635976197663)

![Coconut Cove Resort and Marina](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/667446d9_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Coconut Cove Resort and Marina

84801 Overseas Highway Islamorada FL

$306 nightly

$345 total

Feb 9 - Feb 10

Total with taxes and fees

9/10 Wonderful! (180 reviews)

The hotel and grounds are amazing. The staff are great! Awesome to see such care and love put into a resort!!! 110% will be back and highly recommend

Reviewed on Feb 1, 2026

[](https://expedia.com/Hotel-Search?startDate=2%2F9%2F2026&endDate=2%2F10%2F2026&selected=4182524&PinnedHotelID=4182524&HadPinnedHotel=true&regionId=553248635976197663)

[See all 2,772 properties in Windley Key](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F9%2F2026&endDate=2%2F10%2F2026&regionId=553248635976197663)

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.

## Find the Best Windley Key Vacation Packages

## Windley Key Essential Information

| Language        | English                      |
| --------------- | ---------------------------- |
| Currency        | U.S dollars                  |
| Closest Airport | Key West Intl. Airport (EYW) |

## 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.com/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.com/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)

Kid Friendly Vacations

[](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.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.com/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.com/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.com/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.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

LGBTQ Friendly Vacations

[](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Adventure Vacations

[](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click)

![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)

Where to go when

[](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Honeymoon Vacations

[](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click)

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

Mountain Vacations

[](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click)

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

Fishing Vacations

[](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click)

![](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

[](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click)

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

Waterpark Vacations

[](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click)

![](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

[](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click)

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

Yoga Vacations

[](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Cheap Vacations

[](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Solo Vacations

[](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click)

## Explore a world of travel with Expedia

- Lodging
- Flights
- Packages
- Cars
- Vacation Rentals
- More ways to book

- [Hotels near Venetian Shores ](https://www.expedia.com/Venetian-Shores-Islamorada-Hotels.0-n553248635976470270-0.Travel-Guide-Filter-Hotels)
- [Islamorada Hotels ](https://www.expedia.com/Islamorada-Hotels.d10768.Travel-Guide-Hotels)
- [Hotels near Windley Key Fossil Reef Geological State Park ](https://www.expedia.com/Windley-Key-Fossil-Reef-Geological-State-Park-Hotels.0-l6282211-0.Travel-Guide-Filter-Hotels)
- [Hotels near Islamorada County Park ](https://www.expedia.com/Islamorada-County-Park-Hotels.0-l553248621532652353-0.Travel-Guide-Filter-Hotels)
- [Hotels near Founders Park ](https://www.expedia.com/Founders-Park-Hotels.0-l6277602-0.Travel-Guide-Filter-Hotels)
- [Hotels near History of Diving Museum ](https://www.expedia.com/History-Of-Diving-Museum-Hotels.0-l6069257-0.Travel-Guide-Filter-Hotels)
- [Plantation Key Hotels ](https://www.expedia.com/Plantation-Key-Hotels.d553248635083898347.Travel-Guide-Hotels)
- [Oceanfront Hotels in Plantation Key ](https://www.expedia.com/Plantation-Key-Hotels-Oceanfront-Hotels.0-0-d553248635083898347-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Resorts in Islamorada ](https://www.expedia.com/Islamorada-Resorts.d10768-aaResorts.Travel-Guide-Accommodation)
- [Cheap Hotels in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Cheap-Hotels.0-0-d10768-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Oceanfront Hotels in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Oceanfront-Hotels.0-0-d10768-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [All-inclusive Resorts in Islamorada ](https://www.expedia.com/Islamorada-Hotels-All-Inclusive-Hotel.0-0-d10768-tAllinclusiveHotel.Travel-Guide-Filter-Hotels)
- [Pet-friendly Hotels in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Pet-Friendly-Hotel.0-0-d10768-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Beach Hotels in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Beach-Hotel.0-0-d10768-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Luxury-Hotel.0-0-d10768-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Adults Only Resorts & in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Adults-Only-Resorts.0-0-d10768-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)
- [Hilton Hotels in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Hilton-Hotels.0-0-d10768--bHiltonHotels.Travel-Guide-Filter-Hotels)
- [Marriott Hotels & Resorts in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Marriott-Hotels-Resorts.0-0-d10768--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels)
- [Houseboats in Islamorada ](https://www.expedia.com/Islamorada-Houseboats.d10768-aaHouseboats.Travel-Guide-Accommodation)
- [Cottages in Islamorada ](https://www.expedia.com/Islamorada-Cottages.d10768-aaCottages.Travel-Guide-Accommodation)
- [Family Hotels in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Family-Hotel.0-0-d10768-tFamilyHotel.Travel-Guide-Filter-Hotels)
- [Motels in Islamorada ](https://www.expedia.com/Islamorada-Motels.d10768-aaMotels.Travel-Guide-Accommodation)
- [Hotels with a Swim-up Bar in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Hotels-With-Swimup-Bar.0-0-d10768-tHotelswithSwimupBar.Travel-Guide-Filter-Hotels)
- [Hotels with Bars in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Bar-Hotel.0-0-d10768-tBarHotel.Travel-Guide-Filter-Hotels)
- [Fishing Resorts & in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Fishing-Hotels.0-0-d10768-tFishingHotels.Travel-Guide-Filter-Hotels)
- [Condo Rentals in Islamorada ](https://www.expedia.com/Islamorada-Condos.d10768-aaCondos.Travel-Guide-Accommodation)
- [Boutique Hotels in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Boutique-Hotel.0-0-d10768-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
- [Wyndham Hotels in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Wyndham-Hotels.0-0-d10768--bWyndhamHotels.Travel-Guide-Filter-Hotels)
- [Honeymoon Resorts & in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Honeymoon-Hotels.0-0-d10768-tHoneymoonHotels.Travel-Guide-Filter-Hotels)
- [5 Star Hotels in Islamorada ](https://www.expedia.com/5Star-Islamorada-Hotels.s50-0-d10768.Travel-Guide-Filter-Hotels)
- [Villas in Islamorada ](https://www.expedia.com/Islamorada-Villas.d10768-aaVillas.Travel-Guide-Accommodation)
- [Hotels with Free Breakfast in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Hotels-With-Complimentary-Breakfast.0-0-d10768-tHotelswithComplimentaryBreakfast.Travel-Guide-Filter-Hotels)
- [Resorts & Hotels with Spas in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Spa-Hotel.0-0-d10768-tSpaHotel.Travel-Guide-Filter-Hotels)
- [RV Parks in Islamorada ](https://www.expedia.com/Islamorada-RV-Parks.d10768-aaRVParks.Travel-Guide-Accommodation)
- [Hotels with Restaurants in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Hotels-With-Restaurants.0-0-d10768-tHotelswithRestaurants.Travel-Guide-Filter-Hotels)
- [Hotel Wedding Venues Hotels in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Wedding-Hotels.0-0-d10768-tWeddingHotels.Travel-Guide-Filter-Hotels)
- [Romantic Hotels in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Romantic-Hotel.0-0-d10768-tRomanticHotel.Travel-Guide-Filter-Hotels)
- [Vacation Homes in Islamorada ](https://www.expedia.com/Islamorada-Private-Vacation-Homes.d10768-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [4 Star Hotels in Islamorada ](https://www.expedia.com/4Star-Islamorada-Hotels.s40-0-d10768.Travel-Guide-Filter-Hotels)
- [Gay friendly Hotels in Islamorada ](https://www.expedia.com/Islamorada-Hotels-LGBT-Welcoming-Hotel.0-0-d10768-tLGBTWelcomingHotel.Travel-Guide-Filter-Hotels)
- [Apartments in Islamorada ](https://www.expedia.com/Islamorada-Apartments.d10768-aaApartments.Travel-Guide-Accommodation)
- [Hotels with Kitchenettes in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Hotels-With-Kitchens.0-0-d10768-tHotelswithKitchens.Travel-Guide-Filter-Hotels)
- [Hotels with Suites in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Hotel-Suites.0-0-d10768-tHotelSuites.Travel-Guide-Filter-Hotels)
- [Hotels with Hot Tubs in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Hotels-With-Hot-Tubs.0-0-d10768-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels)
- [Hotels with Laundry Facilities in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Hotels-With-Laundry-Facilities.0-0-d10768-tHotelswithLaundryFacilities.Travel-Guide-Filter-Hotels)
- [Hotels with Connecting Rooms in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Hotels-With-Adjoining-Rooms.0-0-d10768-tHotelswithAdjoiningRooms.Travel-Guide-Filter-Hotels)
- [Historic Hotels in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Historic-Hotel.0-0-d10768-tHistoricHotel.Travel-Guide-Filter-Hotels)
- [Treehouses in Islamorada ](https://www.expedia.com/Islamorada-Treehouses.d10768-aaTreehouses.Travel-Guide-Accommodation)
- [Golf Hotels in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Golf-Hotel.0-0-d10768-tGolfHotel.Travel-Guide-Filter-Hotels)
- [Guest Houses in Islamorada ](https://www.expedia.com/Islamorada-Guest-Houses.d10768-aaGuestHouses.Travel-Guide-Accommodation)
- [Hotels with a Gym in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Hotels-With-Fitness-Center.0-0-d10768-tHotelswithFitnessCenter.Travel-Guide-Filter-Hotels)
- [Hotels & Resorts for Couples in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Couples-Resorts-Hotels.0-0-d10768-tCouplesResortsHotels.Travel-Guide-Filter-Hotels)
- [3 Star Hotels in Islamorada ](https://www.expedia.com/3Star-Islamorada-Hotels.s30-0-d10768.Travel-Guide-Filter-Hotels)
- [B&B in Islamorada ](https://www.expedia.com/Islamorada-Bed-And-Breakfast.d10768-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Hersha Hospitality Hotels in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Hersha-Hospitality.0-0-d10768--bHershaHospitality.Travel-Guide-Filter-Hotels)
- [Hotels with smoking rooms in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Hotels-With-Smoking-Rooms.0-0-d10768-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels)
- [Hotels with Room Service in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Hotels-With-Room-Service.0-0-d10768-tHotelswithRoomService.Travel-Guide-Filter-Hotels)
- [Aimbridge Hospitality Hotels in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Aimbridge-Hospitality.0-0-d10768--bAimbridgeHospitality.Travel-Guide-Filter-Hotels)
- [Hotels with Tennis Courts in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Hotels-With-Tennis-Courts.0-0-d10768-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels)
- [Hotels with a Pool in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Hotel-With-Pool.0-0-d10768-tHotelwithPool.Travel-Guide-Filter-Hotels)
- [Best Western Hotels in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Best-Western.0-0-d10768--bBestWestern.Travel-Guide-Filter-Hotels)
- [Hotels with Childcare in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Hotels-With-Childcare.0-0-d10768-tHotelswithChildcare.Travel-Guide-Filter-Hotels)
- [Lodges in Islamorada ](https://www.expedia.com/Islamorada-Lodges.d10768-aaLodges.Travel-Guide-Accommodation)
- [Rainforest & Jungle Hotels in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Jungle-Hotels.0-0-d10768-tJungleHotels.Travel-Guide-Filter-Hotels)
- [Quiet Resorts & in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Secluded-Hotels.0-0-d10768-tSecludedHotels.Travel-Guide-Filter-Hotels)
- [Hotels with a View in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Hotels-With-View.0-0-d10768-tHotelswithView.Travel-Guide-Filter-Hotels)
- [Hotels with Balconies in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Hotels-With-Balconies.0-0-d10768-tHotelswithBalconies.Travel-Guide-Filter-Hotels)
- [Hotels with an Outdoor Pool in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Hotels-With-Outdoor-Pool.0-0-d10768-tHotelswithOutdoorPool.Travel-Guide-Filter-Hotels)
- [Hotels with Free Parking in Islamorada ](https://www.expedia.com/Islamorada-Hotels-Hotels-With-Free-Parking.0-0-d10768-tHotelswithFreeParking.Travel-Guide-Filter-Hotels)
- [Aparthotels in Islamorada ](https://www.expedia.com/Islamorada-Apart-Hotels.d10768-aaApartHotels.Travel-Guide-Accommodation)

- [Flights from Plantation Key ](https://www.expedia.com/lp/flights/553248635083898347/flights-from-plantation-key)
- [Flights to Islamorada ](https://www.expedia.com/Cheap-Flights-To-Islamorada.d10768.Travel-Guide-Flights)
- [Flights from Islamorada ](https://www.expedia.com/lp/flights/10768/flights-from-islamorada)
- [Flights from Tampa to Islamorada ](https://www.expedia.com/lp/flights/602996/10768/tampa-to-islamorada)
- [Flights from New York to Islamorada ](https://www.expedia.com/lp/flights/178293/10768/new-york-to-islamorada)
- [Flights from Cleveland to Islamorada ](https://www.expedia.com/lp/flights/178250/10768/cleveland-to-islamorada)
- [Flights from Kansas City to Islamorada ](https://www.expedia.com/lp/flights/178273/10768/kansas-city-to-islamorada)
- [Flights from Columbus to Islamorada ](https://www.expedia.com/lp/flights/178251/10768/columbus-to-islamorada)
- [Flights from Boston to Islamorada ](https://www.expedia.com/lp/flights/178239/10768/boston-to-islamorada)
- [Flights from Atlanta to Islamorada ](https://www.expedia.com/lp/flights/178232/10768/atlanta-to-islamorada)
- [Flights from Baltimore to Islamorada ](https://www.expedia.com/lp/flights/178235/10768/baltimore-to-islamorada)
- [Flights from Minneapolis - St. Paul to Islamorada ](https://www.expedia.com/lp/flights/178287/10768/minneapolis-st-paul-to-islamorada)

- [Windley Key Fossil Reef Geological State Park ](https://www.expedia.com/Windley-Key-Fossil-Reef-Geological-State-Park-Islamorada.d6282211.Vacation-Attraction)
- [Founders Park ](https://www.expedia.com/Founders-Park-Islamorada.d6277602.Vacation-Attraction)
- [Islamorada County Park ](https://www.expedia.com/Islamorada-County-Park-Islamorada.d553248621532652353.Vacation-Attraction)
- [Islamorada Vacations ](https://www.expedia.com/Islamorada.d10768.Destination-Travel-Guides)
- [Visit Islamorada ](https://www.expedia.com/Islamorada.dx10768)

- [Car rentals near Islamorada ](https://www.expedia.com/Car-Rentals-In-Islamorada.d10768.Car-Rental-Guide)
- [Hertz Rental Cars in Islamorada ](https://www.expedia.com/Hertz-Car-Rentals-In-Islamorada.d10768-c40.Car-Rental-Guide-Suppliers)
- [Enterprise Rental Cars in Islamorada ](https://www.expedia.com/Enterprise-Car-Rentals-In-Islamorada.d10768-c15.Car-Rental-Guide-Suppliers)
- [Thrifty Car Rental Rental Cars in Islamorada ](https://www.expedia.com/Thrifty-Car-Rental-Car-Rentals-In-Islamorada.d10768-c45.Car-Rental-Guide-Suppliers)
- [Budget Rental Cars in Islamorada ](https://www.expedia.com/Budget-Car-Rentals-In-Islamorada.d10768-c39.Car-Rental-Guide-Suppliers)
- [Van Car Rentals in Islamorada ](https://www.expedia.com/Van-Car-Rentals-In-Islamorada.d10768-tVan.Car-Rental-Guide-Class)
- [Avis Rental Cars in Islamorada ](https://www.expedia.com/Avis-Car-Rentals-In-Islamorada.d10768-c41.Car-Rental-Guide-Suppliers)
- [Alamo Rent A Car Rental Cars in Islamorada ](https://www.expedia.com/Alamo-Rent-A-Car-Car-Rentals-In-Islamorada.d10768-c6.Car-Rental-Guide-Suppliers)
- [Luxury Car Rentals in Islamorada ](https://www.expedia.com/Luxury-Car-Rentals-In-Islamorada.d10768-tLuxury.Car-Rental-Guide-Class)
- [National Car Rental Rental Cars in Islamorada ](https://www.expedia.com/National-Car-Rental-Car-Rentals-In-Islamorada.d10768-c42.Car-Rental-Guide-Suppliers)
- [Convertible Car Rentals in Islamorada ](https://www.expedia.com/Convertible-Car-Rentals-In-Islamorada.d10768-tConvertible.Car-Rental-Guide-Class)

- [Islamorada Vacation Rentals ](https://www.expedia.com/Islamorada-Vacation-Rentals.d10768.Travel-Guide-VacationRentals)

- [Things to do in Islamorada ](https://www.expedia.com/Things-To-Do-In-Islamorada.d10768.Travel-Guide-Activities)

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