Title: Monroe County Vacation Home Rentals from CA $526: Search Top Private Vacation Homes for Rent | Expedia.ca [Monroe County Hotels](https://expedia.ca/Destinations-In-Monroe-County.d553248635976430869.Hotel-Destinations)[Vacation Rentals in Monroe County](https://expedia.ca/Destinations-In-Monroe-County.d553248635976430869.Vacation-Rental-Destinations)[Monroe County Car Rentals](https://expedia.ca/Destinations-In-Monroe-County.d553248635976430869.Car-Rental-Destinations)[Monroe County Vacations](https://expedia.ca/Monroe-County.d553248635976430869.Destination-Travel-Guides) ![Mallory Dock](https://images.trvl-media.com/place/553248621563220296/e155ce65-e05d-4828-bad4-09cc4a36ce98.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Monroe County Vacation Rentals ## Compare and save - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976430869&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=553248635976430869&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=553248635976430869&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=553248635976430869&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Monroe County ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/497000/497918-south-beach-fm.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Key West [](https://expedia.ca/Key-West-Private-Vacation-Homes.d1187-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Marathon which includes swimming, tropical scenes and a sandy beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63837-Marathon.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Marathon [](https://expedia.ca/Marathon-Private-Vacation-Homes.d2437-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Key Largo showing outdoor eating and café scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/190000/190949-Key-Largo.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Key Largo [](https://expedia.ca/Key-Largo-Private-Vacation-Homes.d8369-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Islamorada which includes tropical scenes and a sandy beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63860-Islamorada.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Islamorada [](https://expedia.ca/Islamorada-Private-Vacation-Homes.d10768-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Big Pine Key featuring a bay or harbour, general coastal views and a river or creek](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63852-Big-Pine-Key.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Big Pine Key [](https://expedia.ca/Big-Pine-Key-Private-Vacation-Homes.d7195-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/340000/340394-Florida-Keys-Wild-Bird-Rehabilitation-Center.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Tavernier [](https://expedia.ca/Tavernier-Private-Vacation-Homes.d10047-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Featured Vacation Homes in Monroe County ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/450000/448300/448273/374bb67d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/450000/448300/448273/fe2c50c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dock](https://images.trvl-media.com/lodging/1000000/450000/448300/448273/ca6cf454.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/450000/448300/448273/df8eacf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Marathon 9.0/10 Wonderful (111) "It was my first time staying there but it won’t be my last." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dennis [](https://www.expedia.ca/Marathon-Hotels-The-Hammocks-At-Marathon.h448273.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/121000000/120660000/120652800/120652757/d23dd4d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/121000000/120660000/120652800/120652757/6eae0c9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/121000000/120660000/120652800/120652757/c0dc570e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120660000/120652800/120652757/1681cc09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Old Town Key West 7.0/10 Good (2) "So quaint and private. Close to everything and the private pool was absolutely lovely! Owners were accommodating and so friendly and nice!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandi H. [](https://www.expedia.ca/Key-West-Hotels-Hemingway-Caribbean-TownhomePrivate-Pool-By-Beach.h120652757.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/117000000/116670000/116666900/116666823/a0c4a639.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/117000000/116670000/116666900/116666823/a5b1dd6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116670000/116666900/116666823/0999e99e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/117000000/116670000/116666900/116666823/134724c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Sands CA $307 CA $852 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Big-Pine-Key-Hotels-Charming-3-Bedroom-House-In-Big-Pine-Key-Near-Beach-And-Key-West.h116666823.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/70000000/69740000/69738100/69738056/b1ba6589.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/70000000/69740000/69738100/69738056/dbe1b7fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/70000000/69740000/69738100/69738056/376160b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69740000/69738100/69738056/f5eed516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Marathon 9.8/10 Exceptional (49) "Beautiful house, wonderful location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa S. [](https://www.expedia.ca/Marathon-Hotels-Perla-Blanca-4-Bed-5-Bath-Kayaks-Pool-Boat-Dock.h69738056.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/122000000/121180000/121176500/121176403/f935953f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121180000/121176500/121176403/2d2bcb58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121180000/121176500/121176403/15f1c01f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121180000/121176500/121176403/204d5103.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Beachside [](https://www.expedia.ca/Key-West-Hotels-New-4BR4BA-Sleeps-12-Minutes-To-Beach-Duval-St-Private-Backyard-Pool-Oasis.h121176403.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/70000000/69770000/69765400/69765302/5491dd30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69770000/69765400/69765302/6a9ec3ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69770000/69765400/69765302/2b5a28f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/70000000/69770000/69765400/69765302/4060fa99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Duck Key 9.2/10 Wonderful (90) "Great place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diego [](https://www.expedia.ca/Marathon-Hotels-Restful-Waterfront-Townhome-With-Deck.h69765302.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/35000000/34450000/34446300/34446286/72736265.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/35000000/34450000/34446300/34446286/2140015d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/35000000/34450000/34446300/34446286/3e899760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34450000/34446300/34446286/15c23412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Marathon 10/10 Exceptional (73) "Loved the location and this home was the perfect place to spend a week with the family!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diana W. [](https://www.expedia.ca/Marathon-Hotels-Outstanding-Pool-And-Outdoor-Area-5-Minute-Walk-To-Beach.h34446286.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114260000/114254500/114254427/7a030389.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/115000000/114260000/114254500/114254427/9e40e282.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114260000/114254500/114254427/0b88a3dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114260000/114254500/114254427/190cb304.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Duck Key 9.4/10 Exceptional (9) "Everything about the house was amazing. It was cozy, comfortable and extremely nice and clean! Can’t wait to come back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Candice L. [](https://www.expedia.ca/Marathon-Hotels-Charming-Townhome-With-Ocean-Views.h114254427.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104230000/104222300/104222218/769cac89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104230000/104222300/104222218/a5993d69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/105000000/104230000/104222300/104222218/cb947413.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/105000000/104230000/104222300/104222218/f40cda18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Key West Historic District 10/10 Exceptional (35) "Great updated house in the perfect location. Super easy communication with the host, who were very accommodating to our needs in the trip. Would definitely stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mike D. CA $556 CA $1,293 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Key-West-Hotels-NEW-Listing-Luxurious-Island-Pearl.h104222218.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/71000000/70990000/70983400/70983374/65df7788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70990000/70983400/70983374/50ef03f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/71000000/70990000/70983400/70983374/4fea993b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70990000/70983400/70983374/e773714d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Coral Lagoon 9.8/10 Exceptional (101) "Great place for the entire family! Will definitely book again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kyle C. [](https://www.expedia.ca/Marathon-Hotels-Single-Family-Unit-At-Coral-Lagoon-Including-Boat-Dock-Directly-Off-Back-Porch.h70983374.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/34000000/33100000/33090600/33090582/1b598043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/34000000/33100000/33090600/33090582/f428f8d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/34000000/33100000/33090600/33090582/fd170db0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33100000/33090600/33090582/ab6812bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Old Town Key West 9.6/10 Exceptional (193) "Perfect stay, awesome communication with the property manager at all times 5" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Devotion808 g. [](https://www.expedia.ca/Key-West-Hotels-CAPTAINS-QUARTERS-A-Vintage-Key-West-Retreat-That-Is-Full-Of-Charm.h33090582.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/36000000/35060000/35053400/35053355/3bbf9cc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/36000000/35060000/35053400/35053355/0807cfe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35060000/35053400/35053355/b7fc350c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35060000/35053400/35053355/8ca3f11b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Old Town Key West 10/10 Exceptional (194) "Outstanding place to stay, centrally located!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth Y. CA $1,340 CA $2,672 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Key-West-Hotels-Steps-From-Duval-St-Historical-Charm-Meets-Modern-Design-In-Old-Town-Key-West.h35053355.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114250000/114249800/114249737/253daf0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114250000/114249800/114249737/540a4001.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114250000/114249800/114249737/c47312b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114250000/114249800/114249737/c4e0da35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Marathon 9.8/10 Exceptional (9) "Very clean and pleasant property. The driveway was large enough for our truck and boat, which was extremely helpful when we were coming and going. The owner was easy to communicate with. We enjoyed our trip!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen T. [](https://www.expedia.ca/Marathon-Hotels-Coco-Plum-Waterfront-Escape-2BR-Duplex.h114249737.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74080000/74073700/74073642/24b8c391.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/75000000/74080000/74073700/74073642/c4c10191.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74080000/74073700/74073642/e631e209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74080000/74073700/74073642/6f87ef85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Old Town Key West 9.6/10 Exceptional (95) "The house has a great location and the staff was very attentive. Would stay here again!! Thank you!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ellen M. [](https://www.expedia.ca/Key-West-Hotels-TROPICAL-RETREAT-3-Bedroom.h74073642.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33100000/33090800/33090732/d3ac5f8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33100000/33090800/33090732/200e1658.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/34000000/33100000/33090800/33090732/026f0706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/34000000/33100000/33090800/33090732/6a4ad018.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Stock Island 9.8/10 Exceptional (96) "This place is perfect for a family vacation! The rooms are beautiful and the beds are so comfy. Also, the back decks are a great place to hang out. Really enjoyed our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Veronica S. [](https://www.expedia.ca/Key-West-Hotels-OFF-CALL-Rustic.h33090732.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/2e6dec1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach towels](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/w1535h1024x1y1-14607650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/46854630.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/w1536h1023x0y1-0e4e0b92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Key Largo 9.6/10 Exceptional (81) "The place was clean and nice, no problems at all. Plenty of room for my family. Wish we could have stayed longer!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brad W. CA $172 CA $526 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Key-Largo-Hotels-New-Tiny-Home-Paddle-Boards.h90174063.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33580000/33571500/33571466/feb62235.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33580000/33571500/33571466/88c932eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33580000/33571500/33571466/67db2325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33580000/33571500/33571466/2c0f2abd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Silver Shores 9.6/10 Exceptional (106) "Property was great. Everyone enjoyed their stay definitely would come back." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bradley P. [](https://www.expedia.ca/Key-Largo-Hotels-BEACHFRONT-POOL-HOME.h33571466.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/105000000/104290000/104284600/104284561/a99769d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104290000/104284600/104284561/2cbd2729.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/105000000/104290000/104284600/104284561/87ea6ab8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104290000/104284600/104284561/82b5ba92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Duck Key 9.4/10 Exceptional (26) "My vacation at Harbor Village in the keys was fantastic the house was clean and spacious for the 7 of us" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michele S. [](https://www.expedia.ca/Marathon-Hotels-Waterfront.h104284561.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/58000000/57870000/57865200/57865163/6b4e7932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/58000000/57870000/57865200/57865163/79d142b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/58000000/57870000/57865200/57865163/62490286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, memory foam beds, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/58000000/57870000/57865200/57865163/d69f3cfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Summerland Key 8.2/10 Very good (98) "Thank you so much for the great stay! The ocean view was beautiful! The landscaping with surrounding trees and flowers was lovely! The house was comfortable and had everything that we needed. It was perfect for our family!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deidra B. [](https://www.expedia.ca/Summerland-Key-Hotels-Private-Secluded-Ocean-View-Pool-Near-Key-West.h57865163.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/55000000/54060000/54056600/54056528/c2b4fb1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/55000000/54060000/54056600/54056528/f901cc27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/55000000/54060000/54056600/54056528/01cf4e38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/55000000/54060000/54056600/54056528/751a36c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Marathon 10/10 Exceptional (75) "Being close to sombrero beach was our goal. The house itself was so perfect we barely left. Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Timothy G. [](https://www.expedia.ca/Marathon-Hotels-REOPENED-JAN-25-FEB-1-OR-FEB-1-8.h54056528.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-08&endDate=2025-12-09®ionId=553248635976430869&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_553248635976430869) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FMonroe-County-Private-Vacation-Homes.d553248635976430869-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMonroe-County-Private-Vacation-Homes.d553248635976430869-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Monroe County Hotel Reviews ![Parrot Key Hotel & Villas](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/67735d0c_y.jpg) ### Parrot Key Hotel & Villas 10/10 Excellent "The room was spacious and clean, my husband and I loved the balcony looking toward the marina 😍 perfect spot to seat down and have our morning coffee, the staff was responsive, efficient and kind! Great location, quiet but a short drive from the main places of interest. " [](https://expedia.ca/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information) ![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1_y.jpg) ### Blue Flamingo Resort Key West 10/10 Excellent "The staff was amazing. They greeted us with smiles and welcomed us very nicely. Clean and very comfortable" [](https://expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/481a771e_y.jpg) ### Hyatt Vacation Club at Windward Pointe, Key West 10/10 Excellent "Friendly staff and clean" [](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information) ![The Perry Hotel & Marina Key West](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/e4eb7fd5_y.jpg) ### The Perry Hotel & Marina Key West 10/10 Excellent "Beautiful boutique hotel. Love the art, food, and location. Wish we had stayed here the entire trip. " [](https://expedia.ca/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information) ![The Reach Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/888fac6b_y.jpg) ### The Reach Key West, Curio Collection by Hilton 10/10 Excellent "Spacious room, staff courteous " [](https://expedia.ca/Key-West-Hotels-The-Reach-Key-West.h457821.Hotel-Information) ![DoubleTree Resort by Hilton Grand Key - Key West](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/cefb5fc2_y.jpg) ### DoubleTree Resort by Hilton Grand Key - Key West 10/10 Excellent "Clean nice hotel." [](https://expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg) ### Oceans Edge Key West Resort, Hotel & Marina 10/10 Excellent "Everything was great!" [](https://expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) ![Hilton Garden Inn Key West / The Keys Collection](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/449c6937_y.jpg) ### Hilton Garden Inn Key West / The Keys Collection 10/10 Excellent "Very spacious rooms and great amenities. Loved all this Hilton had to offer like parking, guest laundry, pool, hot tub, shuttle bus to town, breakfast, and a bar by the pool. Great location for the price especially if you’re driving." [](https://expedia.ca/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information) ![Margaritaville Beach House Key West](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/32e70782_y.jpg) ### Margaritaville Beach House Key West 10/10 Excellent "Property was very clean and maintained. The restaurant and bars offered great drinks and food, room service was also very nice to have. Access to the nicest beach on key west was perfect. Far enough out of town yet close enough to get into the nightlife. Would definitely stay again. " [](https://expedia.ca/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information) ## Find out more about Monroe County ## Monroe County Vacation Homes information | Number of reviews | 1,289 | | --- | --- | | Accommodation | 3854 Vacation Homes | | Lowest Price | CA $526 | | Highest Price | CA $2,672 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Other - More ways to book - [Adults Only Resorts & in Beachside](https://www.expedia.ca/Beachside-Key-West-Hotels-Adults-Only-Resorts.0-n864982244484468736-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Beachside](https://www.expedia.ca/Beachside-Key-West-Hotels-All-Inclusive-Hotel.0-n864982244484468736-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Beachside](https://www.expedia.ca/Beachside-Key-West-Hotels-Beach-Hotel.0-n864982244484468736-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Beachside](https://www.expedia.ca/Beachside-Key-West-Hotels-Boutique-Hotel.0-n864982244484468736-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Beachside](https://www.expedia.ca/Beachside-Key-West-Hotels-Cheap-Hotels.0-n864982244484468736-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Beachside](https://www.expedia.ca/Beachside-Key-West-Hotels-Family-Hotel.0-n864982244484468736-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Beachside](https://www.expedia.ca/Beachside-Key-West-Hotels-Hotels-With-Hot-Tubs.0-n864982244484468736-0-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Beachside](https://www.expedia.ca/Beachside-Key-West-Hotels-Hotels-With-Indoor-Pool.0-n864982244484468736-0-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in Beachside](https://www.expedia.ca/Beachside-Key-West-Hotels-Hotels-With-Kitchenettes.0-n864982244484468736-0-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Hotels with Waterslides in Beachside](https://www.expedia.ca/Beachside-Key-West-Hotels-Hotels-With-Waterslides.0-n864982244484468736-0-tHotelswithWaterslides.Travel-Guide-Filter-Hotels) - [Lake Hotels in Beachside](https://www.expedia.ca/Beachside-Key-West-Hotels-Lake-Hotels.0-n864982244484468736-0-tLakeHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Beachside](https://www.expedia.ca/Beachside-Key-West-Hotels-Luxury-Hotel.0-n864982244484468736-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Beachside](https://www.expedia.ca/Beachside-Key-West-Hotels-Oceanfront-Hotels.0-n864982244484468736-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Beachside](https://www.expedia.ca/Beachside-Key-West-Hotels-Pet-Friendly-Hotel.0-n864982244484468736-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Beachside](https://www.expedia.ca/Beachside-Key-West-Hotels-Romantic-Hotel.0-n864982244484468736-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Beachside](https://www.expedia.ca/Beachside-Key-West-Hotels-Spa-Hotel.0-n864982244484468736-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Beachside](https://www.expedia.ca/Beachside-Key-West-Hotels-Waterpark-Hotels.0-n864982244484468736-0-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Beachside Hotels](https://www.expedia.ca/Beachside-Key-West-Hotels.0-n864982244484468736-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Flamingo](https://www.expedia.ca/Flamingo-Apart-Hotels.d553248635074842070-aaApartHotels.Travel-Guide-Accommodation) - [Chalets in Flamingo](https://www.expedia.ca/Flamingo-Chalets.d553248635074842070-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Flamingo](https://www.expedia.ca/Flamingo-Guest-Houses.d553248635074842070-aaGuestHouses.Travel-Guide-Accommodation) - [Holiday Park Resorts in Flamingo](https://www.expedia.ca/Flamingo-Holiday-Parks.d553248635074842070-aaHolidayParks.Travel-Guide-Accommodation) - [Hostels in Flamingo](https://www.expedia.ca/Flamingo-Hostels.d553248635074842070-aaHostels.Travel-Guide-Accommodation) - [Inns in Flamingo](https://www.expedia.ca/Flamingo-Inns.d553248635074842070-aaInns.Travel-Guide-Accommodation) - [Lodges in Flamingo](https://www.expedia.ca/Flamingo-Lodges.d553248635074842070-aaLodges.Travel-Guide-Accommodation) - [Motels in Flamingo](https://www.expedia.ca/Flamingo-Motels.d553248635074842070-aaMotels.Travel-Guide-Accommodation) - [Resorts in Flamingo](https://www.expedia.ca/Flamingo-Resort-Hotels.d553248635074842070-aaResortHotels.Travel-Guide-Accommodation) - [B&B in Fleming Key](https://www.expedia.ca/Fleming-Key-Bed-And-Breakfast.d180162-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Fleming Key](https://www.expedia.ca/Fleming-Key-Cabins.d180162-aaCabins.Travel-Guide-Accommodation) - [Condo Resorts in Fleming Key](https://www.expedia.ca/Fleming-Key-Condominium-Resort.d180162-aaCondominiumResort.Travel-Guide-Accommodation) - [Guest Houses in Fleming Key](https://www.expedia.ca/Fleming-Key-Guest-Houses.d180162-aaGuestHouses.Travel-Guide-Accommodation) - [Hostels in Fleming Key](https://www.expedia.ca/Fleming-Key-Hostels.d180162-aaHostels.Travel-Guide-Accommodation) - [Motels in Fleming Key](https://www.expedia.ca/Fleming-Key-Motels.d180162-aaMotels.Travel-Guide-Accommodation) - [Farmstay in Key West](https://www.expedia.ca/Key-West-Agritourism.d1187-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Key West](https://www.expedia.ca/Key-West-Apart-Hotels.d1187-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Key West](https://www.expedia.ca/Key-West-Apartments.d1187-aaApartments.Travel-Guide-Accommodation) - [B&B in Key West](https://www.expedia.ca/Key-West-Bed-And-Breakfast.d1187-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Key West](https://www.expedia.ca/Key-West-Cabins.d1187-aaCabins.Travel-Guide-Accommodation) - [Chalets in Key West](https://www.expedia.ca/Key-West-Chalets.d1187-aaChalets.Travel-Guide-Accommodation) - [Condo Resorts in Key West](https://www.expedia.ca/Key-West-Condominium-Resort.d1187-aaCondominiumResort.Travel-Guide-Accommodation) - [Condo Rentals in Key West](https://www.expedia.ca/Key-West-Condos.d1187-aaCondos.Travel-Guide-Accommodation) - [Cottages in Key West](https://www.expedia.ca/Key-West-Cottages.d1187-aaCottages.Travel-Guide-Accommodation) - [Country Houses in Key West](https://www.expedia.ca/Key-West-Country-House.d1187-aaCountryHouse.Travel-Guide-Accommodation) - [Cruise Ships in Key West](https://www.expedia.ca/Key-West-Cruise-Ships.d1187-aaCruiseShips.Travel-Guide-Accommodation) - [Guest Houses in Key West](https://www.expedia.ca/Key-West-Guest-Houses.d1187-aaGuestHouses.Travel-Guide-Accommodation) - [Holiday Park Resorts in Key West](https://www.expedia.ca/Key-West-Holiday-Parks.d1187-aaHolidayParks.Travel-Guide-Accommodation) - [Hostels in Key West](https://www.expedia.ca/Key-West-Hostels.d1187-aaHostels.Travel-Guide-Accommodation) - [All Inclusive Resorts and in Key West](https://www.expedia.ca/Key-West-Hotels-All-Inclusive-Hotel.0-0-d1187-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Key West Hotels](https://www.expedia.ca/Key-West-Hotels.d1187.Travel-Guide-Hotels) - [Houseboats in Key West](https://www.expedia.ca/Key-West-Houseboats.d1187-aaHouseboats.Travel-Guide-Accommodation) - [Inns in Key West](https://www.expedia.ca/Key-West-Inns.d1187-aaInns.Travel-Guide-Accommodation) - [Motels in Key West](https://www.expedia.ca/Key-West-Motels.d1187-aaMotels.Travel-Guide-Accommodation) - [Vacation Homes in Key West](https://www.expedia.ca/Key-West-Private-Vacation-Homes.d1187-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Rv Parks in Key West](https://www.expedia.ca/Key-West-RV-Parks.d1187-aaRVParks.Travel-Guide-Accommodation) - [Ranches in Key West](https://www.expedia.ca/Key-West-Ranches.d1187-aaRanches.Travel-Guide-Accommodation) - [Resorts in Key West](https://www.expedia.ca/Key-West-Resort-Hotels.d1187-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Key West](https://www.expedia.ca/Key-West-Townhomes.d1187-aaTownhomes.Travel-Guide-Accommodation) - [Treehouses in Key West](https://www.expedia.ca/Key-West-Treehouses.d1187-aaTreehouses.Travel-Guide-Accommodation) - [Villas in Key West](https://www.expedia.ca/Key-West-Villas.d1187-aaVillas.Travel-Guide-Accommodation) - [All Inclusive Resorts and in Midtown](https://www.expedia.ca/Midtown-Key-West-Hotels-All-Inclusive-Hotel.0-n553248635976480489-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Midtown](https://www.expedia.ca/Midtown-Key-West-Hotels-Beach-Hotel.0-n553248635976480489-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Midtown](https://www.expedia.ca/Midtown-Key-West-Hotels-Boutique-Hotel.0-n553248635976480489-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Midtown](https://www.expedia.ca/Midtown-Key-West-Hotels-Hotels-With-Free-Airport-Shuttle.0-n553248635976480489-0-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Spa Hotels in Midtown](https://www.expedia.ca/Midtown-Key-West-Hotels-Spa-Hotel.0-n553248635976480489-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Midtown Hotels](https://www.expedia.ca/Midtown-Key-West-Hotels.0-n553248635976480489-0.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in New Town](https://www.expedia.ca/New-Town-Key-West-Hotels-Adults-Only-Resorts.0-n553248635976480351-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in New Town](https://www.expedia.ca/New-Town-Key-West-Hotels-Beach-Hotel.0-n553248635976480351-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in New Town](https://www.expedia.ca/New-Town-Key-West-Hotels-Cheap-Hotels.0-n553248635976480351-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in New Town](https://www.expedia.ca/New-Town-Key-West-Hotels-Couples-Resorts-Hotels.0-n553248635976480351-0-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in New Town](https://www.expedia.ca/New-Town-Key-West-Hotels-Family-Hotel.0-n553248635976480351-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in New Town](https://www.expedia.ca/New-Town-Key-West-Hotels-Hotels-With-Free-Airport-Shuttle.0-n553248635976480351-0-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Luxury Hotels in New Town](https://www.expedia.ca/New-Town-Key-West-Hotels-Luxury-Hotel.0-n553248635976480351-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Mountain Hotels in New Town](https://www.expedia.ca/New-Town-Key-West-Hotels-Mountain-Hotels.0-n553248635976480351-0-tMountainHotels.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in New Town](https://www.expedia.ca/New-Town-Key-West-Hotels-Oceanfront-Hotels.0-n553248635976480351-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in New Town](https://www.expedia.ca/New-Town-Key-West-Hotels-Pet-Friendly-Hotel.0-n553248635976480351-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in New Town](https://www.expedia.ca/New-Town-Key-West-Hotels-Romantic-Hotel.0-n553248635976480351-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Shopping Hotels in New Town](https://www.expedia.ca/New-Town-Key-West-Hotels-Shopping-Hotel.0-n553248635976480351-0-tShoppingHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in New Town](https://www.expedia.ca/New-Town-Key-West-Hotels-Spa-Hotel.0-n553248635976480351-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in New Town](https://www.expedia.ca/New-Town-Key-West-Hotels-Waterpark-Hotels.0-n553248635976480351-0-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [New Town Hotels](https://www.expedia.ca/New-Town-Key-West-Hotels.0-n553248635976480351-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Northside Resort](https://www.expedia.ca/Northside-Resort-Key-West-Hotels-Cheap-Hotels.0-n864982599800745984-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Northside Resort Hotels](https://www.expedia.ca/Northside-Resort-Key-West-Hotels.0-n864982599800745984-0.Travel-Guide-Filter-Hotels) - [Hotels near Smathers Beach](https://www.expedia.ca/Smathers-Beach-Hotels.0-l6069255-0.Travel-Guide-Filter-Hotels) - [Flights to Key West](https://www.expedia.ca/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights) - [Flights from Key West Intl.](https://www.expedia.ca/lp/airports/eyw/flights-from-key-west-intl-airport) - [Flights from Buffalo (BUF) to Key West (EYW)](https://www.expedia.ca/lp/flights/buf/eyw/buffalo-to-key-west) - [Flights from Detroit (DTW) to Key West (EYW)](https://www.expedia.ca/lp/flights/dtw/eyw/detroit-to-key-west) - [Flights from Fort Lauderdale (FLL) to Key West (EYW)](https://www.expedia.ca/lp/flights/fll/eyw/fort-lauderdale-to-key-west) - [Flights from Orlando (MCO) to Key West (EYW)](https://www.expedia.ca/lp/flights/mco/eyw/orlando-to-key-west) - [Flights from Miami (MIA) to Key West (EYW)](https://www.expedia.ca/lp/flights/mia/eyw/miami-to-key-west) - [Flights from Syracuse (SYR) to Key West (EYW)](https://www.expedia.ca/lp/flights/syr/eyw/syracuse-to-key-west) - [Flights from Ottawa (YOW) to Key West (EYW)](https://www.expedia.ca/lp/flights/yow/eyw/ottawa-to-key-west) - [Flights from Montreal (YUL) to Key West (EYW)](https://www.expedia.ca/lp/flights/yul/eyw/montreal-to-key-west) - [Flights from Calgary (YYC) to Key West (EYW)](https://www.expedia.ca/lp/flights/yyc/eyw/calgary-to-key-west) - [Flights from Toronto (YYZ) to Key West (EYW)](https://www.expedia.ca/lp/flights/yyz/eyw/toronto-to-key-west) - [Visit Northside Resort](https://www.expedia.ca/Key-West-Northside-Resort.dx864982599800745984) - [Visit White Street Gallery District](https://www.expedia.ca/Key-West-White-Street-Gallery-District.dx553248635976482119) - [Key West Vacations](https://www.expedia.ca/Key-West.d1187.Destination-Travel-Guides) - [Smathers Beach](https://www.expedia.ca/Smathers-Beach-Beachside.d6069255.Vacation-Attraction) - [Things to do in Key West](https://www.expedia.ca/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities) - [Book Vacation Homes in Monroe County on Expedia.com](https://www.expedia.com/Monroe-County-Private-Vacation-Homes.d553248635976430869-aaPrivateVacationHomes.Travel-Guide-Accommodation)