Title: Monroe County Vacation Home Rentals from CA $460: 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) ![](https://mediaim.expedia.com/destination/9/8edf0327b363eb260b617bac22a2e83c.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 Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976430869&startDate=2025-10-17&endDate=2025-10-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976430869&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976430869&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976430869&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## 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) ![Poolside bar](https://images.trvl-media.com/lodging/1000000/450000/448300/448273/4c5925ca.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/450000/448300/448273/fe2c50c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hammocks at Marathon Marathon 9.0/10 Wonderful (105) "Was a wonderful stay! The pool is very nice, and very clean room " [](https://www.expedia.ca/Marathon-Hotels-The-Hammocks-At-Marathon.h448273.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33100000/33090400/33090372/8242397a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, stereo](https://images.trvl-media.com/lodging/34000000/33100000/33090400/33090372/b18278bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33100000/33090400/33090372/1960dc94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, stereo](https://images.trvl-media.com/lodging/34000000/33100000/33090400/33090372/63f655ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SUNKISSED ~ Come Enjoy this Charming 3 Bedroom Home When Location Is Key! Old Town Key West 9.8/10 Exceptional (189) "Seamless process, great communication. Loved the house. Clean, quiet and close to everything. Thoroughly enjoyed our stay and I would highly recommend!" [](https://www.expedia.ca/Key-West-Hotels-SUNKISSED-Come-Enjoy-This-Charming-3-Bedroom-Home-When-Location-Is-Key.h33090372.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) ![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) ![Beach](https://images.trvl-media.com/lodging/70000000/69740000/69738100/69738056/f9c3481d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Perla Blanca 4 Bed 5 Bath kayaks pool boat dock Marathon 9.8/10 Exceptional (49) "House was spotless, very bright and open! We really enjoyed the pool and even saw a few manatees in the canal! Great location, will be returning next time we’re in the Florida Keys!" [](https://www.expedia.ca/Marathon-Hotels-Perla-Blanca-4-Bed-5-Bath-Kayaks-Pool-Boat-Dock.h69738056.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/31000000/30020000/30011700/30011621/w2048h1364x0y1-d4421f55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/31000000/30020000/30011700/30011621/a212b207.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/31000000/30020000/30011700/30011621/606fc243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/31000000/30020000/30011700/30011621/6adbb23f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Deals in Duck Key . 2 Bedroom /2 Bath w/40' 'Dock, Trailer Storage Incl, Marathon 10/10 Exceptional (179) "Beautiful property. Great location. We thoroughly enjoyed ourselves. " [](https://www.expedia.ca/Marathon-Hotels-Best-Deals-In-Duck-Key-2-Bedroom-2-Bath-W40-Dock.h30011621.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/117000000/116690000/116686500/116686462/86b3bc46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/117000000/116690000/116686500/116686462/04d40c42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/117000000/116690000/116686500/116686462/5adc79fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/117000000/116690000/116686500/116686462/eae757f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town! Old Town Key West 10/10 Exceptional (4) "Beautiful property, perfectly located, and one of the best VRBO experiences we have ever had." [](https://www.expedia.ca/Key-West-Hotels-THE-DELANEY-HOUSE-4-BR.h116686462.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/34000000/33100000/33090800/33090748/9a7ed2e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33100000/33090800/33090748/09072c06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33100000/33090800/33090748/75e901fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33100000/33090800/33090748/d219f72c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### LADY ADMIRAL ~ Sweet cottage & guest house with private pool off Duval! Old Town Key West 9.8/10 Exceptional (227) "Such a perfect location! Great stay!" [](https://www.expedia.ca/Key-West-Hotels-LADY-ADMIRAL-Sweet-Cottage-Guest-House-With-Private-Pool-Off-Duval.h33090748.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/34000000/33100000/33090500/33090453/31d0157b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33100000/33090500/33090453/a08577d7.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/34000000/33100000/33090500/33090453/426cec21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33100000/33090500/33090453/fe8bfbba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CONCH HEAVEN ~ Stylish 2B/2Ba, Sleeps 6 in Old Town w/ Heated Cocktail Pool! Key West Historic District 9.8/10 Exceptional (220) "We had a great time and loved the property " [](https://www.expedia.ca/Key-West-Hotels-CONCH-HEAVEN-Stylish-2B2Ba.h33090453.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33500000/33496300/33496206/2b7e5e32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/34000000/33500000/33496300/33496206/2de387fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33500000/33496300/33496206/a8959ffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/34000000/33500000/33496300/33496206/e9dc081e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sept.mid wk.spec.117. lod + 10 min walk beach, close to all + full kitch& patio Old Town Key West 9.0/10 Wonderful (173) "This place was perfect for me and my boyfriend! It was in a great area very convenient and parking was pretty easy to find nearby, the new updates were super nice and everything was really clean! Host was really nice and understanding, would definitely stay here again!" CA $209 CA $460 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Key-West-Hotels-Year-Rd-W7-Night-Stay-Get-10-OffFull-Kitchen-Outside-Area12-Mile-Beach.h33496206.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69770000/69765400/69765302/7a3506c8.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) ### Restful waterfront townhome with deck, great water views & washer/dryer Duck Key 9.2/10 Wonderful (87) "Great place" [](https://www.expedia.ca/Marathon-Hotels-Restful-Waterfront-Townhome-With-Deck.h69765302.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99880000/99870700/99870671/dc603ec0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/100000000/99880000/99870700/99870671/5cc3862f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99880000/99870700/99870671/f34f6e5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/100000000/99880000/99870700/99870671/872b5529.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub! Stock Island 8.8/10 Excellent (58) "Good location from KW. Close to good restaurants and grocery store.Property was clean and as described in listing. Management was friendly and helpful. No issues at all with our stay. Would recommend for anyone wanting to stay close to KW." [](https://www.expedia.ca/Key-West-Hotels-ONE-PARTICULAR-HARBOR-Waterfront-2-BR1-Ba-W-Hot-Tub.h99870671.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/119000000/118340000/118338000/118337979/9dea2f16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118340000/118338000/118337979/c769cb30.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/119000000/118340000/118338000/118337979/219e17c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/119000000/118340000/118338000/118337979/709818ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Piece of Paradise located at Hawks Cay in Duck Key Duck Key 9.6/10 Exceptional (5) [](https://www.expedia.ca/Marathon-Hotels-Piece-Of-Paradise-Located-At-Hawks-Cay-In-Duck-Key.h118337979.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74080000/74073700/74073629/8ac7d0c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/75000000/74080000/74073700/74073629/a513c379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74080000/74073700/74073629/04adf916.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74080000/74073700/74073629/509e9c32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### KATE'S KRAWL OFF DUVAL ~ 1 BR/1 BA Private Home/Outdoor Deck/Steps to Duval! Old Town Key West 9.8/10 Exceptional (79) "We were so happy with our stay! It was clean, easy and in a great spot! Highly recommend this place. " [](https://www.expedia.ca/Key-West-Hotels-KATES-KRAWL-OFF-DUVAL-1-BR.h74073629.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/75000000/74100000/74091900/74091884/49fa12b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74100000/74091900/74091884/b5b70162.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74100000/74091900/74091884/bf2fd1a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74100000/74091900/74091884/6e02010c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A KEY ESCAPE ~ 3 Bedroom, 2.5 Bathroom Home in Old Town /Private Heated Pool! Old Town Key West 9.8/10 Exceptional (88) "Perfect location, clean, quiet for being so close to everything. Looking to staying here again" [](https://www.expedia.ca/Key-West-Hotels-A-KEY-ESCAPE-3-Bedroom.h74091884.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119480000/119479600/119479597/w2047h881x0y0-b1e230a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119480000/119479600/119479597/084e8fd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119480000/119479600/119479597/dcd68f5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119480000/119479600/119479597/0c4832de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ✨️ Ocean access w/Dock, 4 bed/4 bath. Inquire for any special requests ✨️ Cutthroat Harbor Estates [](https://www.expedia.ca/Summerland-Key-Hotels-Ocean-Access-WDock.h119479597.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/34000000/33970000/33960300/33960258/9e5816dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33970000/33960300/33960258/3daa15ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33970000/33960300/33960258/4c50240d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33970000/33960300/33960258/1a6fe5ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Finest location in Coral Lagoon. End unit with bay views and boat slip! Coral Lagoon 9.6/10 Exceptional (184) "Great place to stay, amazing location, great hosts!" [](https://www.expedia.ca/Marathon-Hotels-Finest-Location-In-Coral-Lagoon-End-Unit-With-Bay-Views-And-Boat-Slip.h33960258.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/20000000/19310000/19306800/19306794/01d2984a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/20000000/19310000/19306800/19306794/c3e81260.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19310000/19306800/19306794/77ada121.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/20000000/19310000/19306800/19306794/bad22789.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3-Story spacious conch style home w/ private pool & dock! Meadows 9.8/10 Exceptional (133) "We had a wonderful stay in Key West and this house was great for everything we needed!" [](https://www.expedia.ca/Key-West-Hotels-Seafarers-Refuge-3-Story-Spacious-Conch-Style-Home-W-Private-Pool-Dock.h19306794.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/89000000/88210000/88202600/88202599/b5033206.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/89000000/88210000/88202600/88202599/29accd20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88210000/88202600/88202599/c19b7c28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88210000/88202600/88202599/3fc9679f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool Key Largo 9.8/10 Exceptional (70) "The condo was just as advertised. The lagoon was excellent for swimming and snorkeling. I would recommend this, particularly for families. " [](https://www.expedia.ca/Key-Largo-Hotels-NEW-LISTING-Waterfront.h88202599.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99880000/99870700/99870667/18cba495.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/100000000/99880000/99870700/99870667/4291089c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99880000/99870700/99870667/ed160149.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99880000/99870700/99870667/b84fe107.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### HAVANA DAYDREAMING ~ Waterfront 1 BR/1 Ba w/ Dockage & Hot Tub! Stock Island 9.6/10 Exceptional (44) "A small paradise, with a great view and the sea breeze on the back patio. Super clean with a very helpful manager that responds quickly to any questions or concerns. The property has all the amenities needed with a mix of modern and retro style. Lovely place with a great location!" [](https://www.expedia.ca/Key-West-Hotels-HAVANA-DAYDREAMING-Waterfront-1-BR1-Ba-W-Dockage-Hot-Tub.h99870667.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/24000000/23610000/23603300/23603295/555ada26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/24000000/23610000/23603300/23603295/a20f3f06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/24000000/23610000/23603300/23603295/d921091a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/24000000/23610000/23603300/23603295/fad1878e_edited_8c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fall & Winter Deals • 4BR/4BA Mariner’s Club Retreat — Spring Dates Open! Key Largo 10/10 Exceptional (139) "You would be very hard presses to find a better Key Largo location. Especially for family, boating and fishing!" [](https://www.expedia.ca/Key-Largo-Hotels-One-Love-In-Key-Largo-5-Star-44-Home-With-Pools.h23603295.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99880000/99870700/99870681/961cda0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99880000/99870700/99870681/ada2e517.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/100000000/99880000/99870700/99870681/a526c476.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/100000000/99880000/99870700/99870681/218afaba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub! Stock Island 9.2/10 Wonderful (52) "Amazing place " [](https://www.expedia.ca/Key-West-Hotels-INCOMMUNICADO-Waterfront-2-BR2-Ba-W-Dockage-And-Hot-Tub.h99870681.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=2025-10-24&endDate=2025-10-25®ionId=553248635976430869&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](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](//images.trvl-media.com/lodging/1000000/30000/24700/24615/b83a5985_y.jpg) ### Parrot Key Hotel & Villas 10/10 Excellent "Impeccable service" [](https://expedia.ca/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information) ![Hilton Garden Inn Key West / The Keys Collection](//images.trvl-media.com/lodging/1000000/10000/1400/1376/5c83029c_y.jpg) ### Hilton Garden Inn Key West / The Keys Collection 10/10 Excellent "Clean grounds, clean room, loved the shuttle service to town and back to hotel, access to all 3 properties and pools which were wonderful and staff professional and courteous." [](https://expedia.ca/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information) ![Reefhouse Resort & Marina](//images.trvl-media.com/lodging/1000000/10000/3500/3427/af093823_y.jpg) ### Reefhouse Resort & Marina 10/10 Excellent "Bartender should be more helpful Saturday 10/4/25 Carlos was very helpful " [](https://expedia.ca/Key-Largo-Hotels-Reefhouse-Resort-Marina.h3427.Hotel-Information) ![Cheeca Lodge & Spa](//images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg) ### Cheeca Lodge & Spa 10/10 Excellent "Staff was extremely accommodating, Property is stunning with numerous activities. " [](https://expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ![Isla Bella Beach Resort & Spa](//images.trvl-media.com/lodging/25000000/24110000/24101800/24101706/1b2ea44f_y.jpg) ### Isla Bella Beach Resort & Spa 10/10 Excellent "Extremely clean; nice surroundings; great pool choices; restaurant was good." [](https://expedia.ca/Marathon-Hotels-Isla-Bella-Beach-Resort-Spa.h24101706.Hotel-Information) ![The Perry Hotel & Marina Key West](//images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/e4eb7fd5_y.jpg) ### The Perry Hotel & Marina Key West 10/10 Excellent "Very beautiful, clean, pet friendly resort definitely going back as soon as possible " [](https://expedia.ca/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information) ![La Concha Key West, Autograph Collection](//images.trvl-media.com/lodging/1000000/10000/3900/3853/a3b28d11_y.jpg) ### La Concha Key West, Autograph Collection 10/10 Excellent "Perfect place to stay in key west " [](https://expedia.ca/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.Hotel-Information) ![Casa Marina Key West, Curio Collection by Hilton](//images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg) ### Casa Marina Key West, Curio Collection by Hilton 10/10 Excellent "The property was very pretty. Loved that it is on the beach. There was an elevator that was down so we had to use another one that I think was the staff elevator. It wouldn’t open the one time we used it for several minutes. The inside was very hot as it was not air conditioned. It was kind of scary, thankfully it opened after several minutes. " [](https://expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information) ![Chesapeake Beach Resort](//images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg) ### Chesapeake Beach Resort 10/10 Excellent "Quiet. Peaceful. Perfect getaway for couples. Excellent customer service. This was our second stay at Chesapeake. Chesapeake and Islamorada are our new favorite destinations in the Keys. Islamorada reminds us of the Key West we fell in love with 30 years ago. Low key and peaceful. Every day is perfect when starting with Krystal's French toast. Her smile is infectious. She and the breakfast gang aim to please with their attention to detail. The private beach is lovely with shade and sun options. No talking or music. It was the perfect spot to watch the boats at the sand bar or to take a nap. Walk through the adjacent parking lot to four restaurants. We love the casual vibe outside at Wahoos. We can't wait to go back. " [](https://expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) ## Find out more about Monroe County ## Monroe County Vacation Homes information | Number of reviews | 1,653 | | --- | --- | | Accommodation | 3861 Vacation Homes | | Lowest Price | CA $460 | | Highest Price | CA $460 | ## 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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[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)