Title: Monroe County Vacation Home Rentals from CA $588: 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) ![](https://images.trvl-media.com/place/553248621563220296/e155ce65-e05d-4828-bad4-09cc4a36ce98.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976430869&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976430869&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976430869&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=553248635976430869&startDate=2026-05-08&endDate=2026-05-10&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) ## Our top choices for Monroe County vacation homes ![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) ![Poolside bar](https://images.trvl-media.com/lodging/1000000/450000/448300/448273/4c5925ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/1000000/450000/448300/448273/a266a3d7.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 [](https://www.expedia.ca/Marathon-Hotels-The-Hammocks-At-Marathon.h448273.Hotel-Information) 9.0/10 Wonderful (122 reviews) "The room was very spacious and clean. Front desk staff were very friendly and helpful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael [](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/w1662h1358x0y0-fce6a141.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/121000000/120660000/120652800/120652757/923acca3.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/121000000/120660000/120652800/120652757/6573df87.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) ### Vacation Home in Old Town Key West [](https://www.expedia.ca/Key-West-Hotels-Hemingway-Caribbean-TownhomePrivate-Pool-By-Beach.h120652757.Hotel-Information) 7.4/10 Good (3 reviews) "The hosts were very responsive and helpful. The stay was very comfortable and private. Close to beach and about a mile walk to Duval. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aimee S. [](https://www.expedia.ca/Key-West-Hotels-Hemingway-Caribbean-TownhomePrivate-Pool-By-Beach.h120652757.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/117000000/116670000/116666900/116666823/810dd5f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116670000/116666900/116666823/89cf73ff.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/117000000/116670000/116666900/116666823/2880840b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Sands [](https://www.expedia.ca/Big-Pine-Key-Hotels-Charming-3-Bedroom-House-In-Big-Pine-Key-Near-Beach-And-Key-West.h116666823.Hotel-Information) 8.8/10 Excellent (3 reviews) "Great property, surrounded by key deer and wild roosters. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott B. CA $303 CA $841 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Big-Pine-Key-Hotels-Charming-3-Bedroom-House-In-Big-Pine-Key-Near-Beach-And-Key-West.h116666823.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/70000000/69740000/69738100/69738056/9af551c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/70000000/69740000/69738100/69738056/7975d67f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/70000000/69740000/69738100/69738056/6c2149e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/70000000/69740000/69738100/69738056/911b8a3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Marathon [](https://www.expedia.ca/Marathon-Hotels-Perla-Blanca-4-Bed-5-Bath-Kayaks-Pool-Boat-Dock.h69738056.Hotel-Information) 9.8/10 Exceptional (50 reviews) "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) ![Private kitchen](https://images.trvl-media.com/lodging/122000000/121180000/121176500/121176403/b50ecf38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121180000/121176500/121176403/a8faec2b.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/122000000/121180000/121176500/121176403/2be39882.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Midtown [](https://www.expedia.ca/Key-West-Hotels-New-4BR4BA-Sleeps-12-Minutes-To-Beach-Duval-St-Private-Backyard-Pool-Oasis.h121176403.Hotel-Information) 6.0/10 (1 review) "Rick was great at communicating but the amount of beds advertised was incorrect. There were not 3 double bunk beds, and the office room with the futon did not have working AC or plumbing. Thankfully we were able to fit everyone and the house was great otherwise. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emma I. [](https://www.expedia.ca/Key-West-Hotels-New-4BR4BA-Sleeps-12-Minutes-To-Beach-Duval-St-Private-Backyard-Pool-Oasis.h121176403.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69770000/69765400/69765302/160dae42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/70000000/69770000/69765400/69765302/96ea88f3.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) ### Vacation Home in Duck Key [](https://www.expedia.ca/Marathon-Hotels-Restful-Waterfront-Townhome-With-Deck.h69765302.Hotel-Information) 9.2/10 Wonderful (93 reviews) "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) ![Marina](https://images.trvl-media.com/lodging/35000000/34450000/34446300/34446286/cad17f35.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) ![Smart TV, fireplace, table tennis, printers](https://images.trvl-media.com/lodging/35000000/34450000/34446300/34446286/a92c0f71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34450000/34446300/34446286/902f07b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Marathon [](https://www.expedia.ca/Marathon-Hotels-Outstanding-Pool-And-Outdoor-Area-5-Minute-Walk-To-Beach.h34446286.Hotel-Information) 10/10 Exceptional (74 reviews) "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) ![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/115000000/114260000/114254500/114254427/7deb3b4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![TV](https://images.trvl-media.com/lodging/115000000/114260000/114254500/114254427/b8c273f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Duck Key [](https://www.expedia.ca/Marathon-Hotels-Charming-Townhome-With-Ocean-Views.h114254427.Hotel-Information) 9.6/10 Exceptional (12 reviews) "great location and parkin" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Henry J. [](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) ![A heated pool](https://images.trvl-media.com/lodging/105000000/104230000/104222300/104222218/158f0732.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) ![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104230000/104222300/104222218/cce831de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Key West Historic District [](https://www.expedia.ca/Key-West-Hotels-NEW-Listing-Luxurious-Island-Pearl.h104222218.Hotel-Information) 10/10 Exceptional (44 reviews) "Great location nice place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) michelle s. [](https://www.expedia.ca/Key-West-Hotels-NEW-Listing-Luxurious-Island-Pearl.h104222218.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70990000/70983400/70983374/e773714d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/71000000/70990000/70983400/70983374/02b3c710.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70990000/70983400/70983374/0afa4101.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) ### Vacation Home in Coral Lagoon [](https://www.expedia.ca/Marathon-Hotels-Single-Family-Unit-At-Coral-Lagoon-Including-Boat-Dock-Directly-Off-Back-Porch.h70983374.Hotel-Information) 9.8/10 Exceptional (103 reviews) "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) ![TV](https://images.trvl-media.com/lodging/34000000/33100000/33090600/33090582/ca61dbfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/34000000/33100000/33090600/33090582/fff9b712.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33100000/33090600/33090582/85b2b710.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/34000000/33100000/33090600/33090582/7e5dc93a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Old Town Key West [](https://www.expedia.ca/Key-West-Hotels-CAPTAINS-QUARTERS-A-Vintage-Key-West-Retreat-That-Is-Full-Of-Charm.h33090582.Hotel-Information) 9.6/10 Exceptional (196 reviews) "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/36000000/35060000/35053400/35053355/1d2764b2.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/bf3c1101.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) ![Exterior detail](https://images.trvl-media.com/lodging/36000000/35060000/35053400/35053355/41e128f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Old Town Key West [](https://www.expedia.ca/Key-West-Hotels-Steps-From-Duval-St-Historical-Charm-Meets-Modern-Design-In-Old-Town-Key-West.h35053355.Hotel-Information) 10/10 Exceptional (199 reviews) "Outstanding place to stay, centrally located!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth Y. CA $1,878 CA $3,342 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Key-West-Hotels-Steps-From-Duval-St-Historical-Charm-Meets-Modern-Design-In-Old-Town-Key-West.h35053355.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114250000/114249800/114249737/009a69a9.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) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114250000/114249800/114249737/042ff540.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 [](https://www.expedia.ca/Marathon-Hotels-Coco-Plum-Waterfront-Escape-2BR-Duplex.h114249737.Hotel-Information) 9.0/10 Wonderful (14 reviews) "We enjoyed our stay! The dock access was the best part. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Madison R. [](https://www.expedia.ca/Marathon-Hotels-Coco-Plum-Waterfront-Escape-2BR-Duplex.h114249737.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/75000000/74080000/74073700/74073642/3eb8b48a.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) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/75000000/74080000/74073700/74073642/106e9d8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74080000/74073700/74073642/c249abad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Old Town Key West [](https://www.expedia.ca/Key-West-Hotels-TROPICAL-RETREAT-3-Bedroom.h74073642.Hotel-Information) 9.6/10 Exceptional (99 reviews) "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) ![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/34000000/33100000/33090800/33090732/04e98255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33100000/33090800/33090732/b4eb8a53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Stock Island [](https://www.expedia.ca/Key-West-Hotels-OFF-CALL-Rustic.h33090732.Hotel-Information) 9.8/10 Exceptional (98 reviews) "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) ![Beach towels](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/8b761761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/421c20bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/c885e15a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/c67c2f1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Key Largo [](https://www.expedia.ca/Key-Largo-Hotels-New-Tiny-Home-Paddle-Boards.h90174063.Hotel-Information) 9.6/10 Exceptional (87 reviews) "Great location! Super quiet and relaxing area! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Devin H. CA $219 CA $588 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Key-Largo-Hotels-New-Tiny-Home-Paddle-Boards.h90174063.Hotel-Information) ![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) ![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) ![6 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/34000000/33580000/33571500/33571466/e30c8478.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Silver Shores [](https://www.expedia.ca/Key-Largo-Hotels-BEACHFRONT-POOL-HOME.h33571466.Hotel-Information) 9.6/10 Exceptional (110 reviews) "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) ![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104290000/104284600/104284561/49c43d71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/105000000/104290000/104284600/104284561/a99769d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/105000000/104290000/104284600/104284561/bdc62c47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/105000000/104290000/104284600/104284561/f9fa6379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Duck Key [](https://www.expedia.ca/Marathon-Hotels-Waterfront.h104284561.Hotel-Information) 9.8/10 Exceptional (26 reviews) "Perfect for our needs" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jon E. [](https://www.expedia.ca/Marathon-Hotels-Waterfront.h104284561.Hotel-Information) ![4 bedrooms, memory foam beds, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/58000000/57870000/57865200/57865163/w2304h1532x8y4-5bab2d17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/58000000/57870000/57865200/57865163/w2722h1530x2y6-fa91cb90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/58000000/57870000/57865200/57865163/w1153h1530x0y2-24dfece6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57870000/57865200/57865163/w2641h1530x1y4-0792c7f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Summerland Key [](https://www.expedia.ca/Summerland-Key-Hotels-Private-Secluded-Ocean-View-Pool-Near-Key-West.h57865163.Hotel-Information) 8.2/10 Very good (99 reviews) "Kazi was a joy to deal with. You can tell he cares about your stay. It's a beautiful home with nice pool area. Great location and short drive to Key West." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Randy B. [](https://www.expedia.ca/Summerland-Key-Hotels-Private-Secluded-Ocean-View-Pool-Near-Key-West.h57865163.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34010000/34007900/34007879/c3050189.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34010000/34007900/34007879/30086228.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/35000000/34010000/34007900/34007879/b6f371a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34010000/34007900/34007879/6fdc38c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Cudjoe Key [](https://www.expedia.ca/Summerland-Key-Hotels-Cudjoe-Cottages.h34007879.Hotel-Information) 8.8/10 Excellent (150 reviews) "Boat access and docking spaces could be improved but overall not terrible. Spent a week here and enjoyed the stay. Quiet decent location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) bryan c. CA $452 CA $915 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Summerland-Key-Hotels-Cudjoe-Cottages.h34007879.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=2026-01-31&endDate=2026-02-01®ionId=553248635976430869&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Monroe+County%2C+Florida%2C+United+States+of+America®ionId=553248635976430869&latLong=24.562557%2C-81.772437&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=VACATION_HOME) Villas [](https://www.expedia.ca/Hotel-Search?destination=Monroe+County%2C+Florida%2C+United+States+of+America®ionId=553248635976430869&latLong=24.562557%2C-81.772437&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=VILLA) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Monroe+County%2C+Florida%2C+United+States+of+America®ionId=553248635976430869&latLong=24.562557%2C-81.772437&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=APART_HOTEL) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Monroe+County%2C+Florida%2C+United+States+of+America®ionId=553248635976430869&latLong=24.562557%2C-81.772437&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Monroe+County%2C+Florida%2C+United+States+of+America®ionId=553248635976430869&latLong=24.562557%2C-81.772437&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=CONDO) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Monroe+County%2C+Florida%2C+United+States+of+America®ionId=553248635976430869&latLong=24.562557%2C-81.772437&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=HOUSE_BOAT) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Monroe+County%2C+Florida%2C+United+States+of+America®ionId=553248635976430869&latLong=24.562557%2C-81.772437&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=APARTMENT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Monroe+County%2C+Florida%2C+United+States+of+America®ionId=553248635976430869&latLong=24.562557%2C-81.772437&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=CABIN) ![](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 ![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 "Room was clean, staff was very friendly, bartenders were outstanding and Johnny, our shuttle driver was awesome. " [](https://expedia.ca/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.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 "Great view, clean property. Beds were very comfortable. Having a telescope to view the stars is a nice touch" [](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.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 "The entire resort was absolutely beautiful. It was also very welcoming. Not just in appearance but the staff were all so friendly and wonderful to work with!" [](https://expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) ![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg) ### Beachside Resort & Residences 10/10 Excellent "Was fantastic " [](https://expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![Hyatt Vacation Club at Beach House, Key West](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/fc0a2a7e_y.jpg) ### Hyatt Vacation Club at Beach House, Key West 10/10 Excellent "Loved the Hyatt Beach House in Key West. The associate who checked us in was very helpful. We got a room with an amazing view of the sea. The unit very clean and comfortable. Loved the well-maintained premises and it was a pleasure walking around in the early morning and evenings enjoying nature and the peaceful ambience. Would love to go back and stay there again. " [](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.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 resort was beautiful and had many options for entertainment and dining. The rooms were clean and nicely decorated. The free shuttle to/from Duval Street area was a nice perk - however it stunk that we had to pay $15/day just to park our car at the resort during our stay on top of the daily $50 resort fee. Overall though, I would recommend." [](https://expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![Hawks Cay Resort](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/b1845555_y.jpg) ### Hawks Cay Resort 10/10 Excellent "Beautiful place" [](https://expedia.ca/Marathon-Hotels-Hawks-Cay-Resort.h6068.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 "Beautiful room" [](https://expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) ![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg) ### Southernmost Beach Resort and Guesthouses 10/10 Excellent "Perfect location " [](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ## Price trends for hotels in Monroe County | Less expensive | More expensive | Next month | | -------------- | -------------- | ---------- | | April | February | CA $679 | | Month | Price | | --------- | ------- | | January | CA $536 | | February | CA $679 | | March | CA $545 | | April | CA $375 | | May | CA $395 | | June | CA $385 | | July | CA $441 | | August | CA $466 | | September | CA $476 | | October | CA $414 | | November | CA $428 | | December | CA $445 | Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed Vacation Homes in Monroe County. Select dates and complete search for nightly totals inclusive of taxes and fees. ## Find out more about Monroe County ## Monroe County Vacation Homes information | Number of reviews | 1,419 | | ----------------- | ------------------- | | Accommodation | 3854 Vacation Homes | | Lowest Price | CA $588 | | Highest Price | CA $3,342 | ## 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) - 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