Title: Monroe County Cottages from CA $147 | 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) # Search Monroe County Cottage Rentals from CA $147 ## 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 [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976430869&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976430869&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248635976430869&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976430869&startDate=2026-02-06&endDate=2026-02-08&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-Cottages.d1187-aaCottages.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-Cottages.d2437-aaCottages.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-Cottages.d8369-aaCottages.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-Cottages.d10768-aaCottages.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-Cottages.d7195-aaCottages.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-Cottages.d10047-aaCottages.Travel-Guide-Accommodation) ## Our top choices for Monroe County cottages ![Exterior](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/1bf38821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 Bedroom Aqualodge # 6 Tarpon | Living area](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/dee083de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 Bedroom Aqua Lodge # 13 Barracuda | Living area](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/92962431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:30 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/bdbf7145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Wooden Bridge Resort and Marina [](https://www.expedia.ca/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information) Punta Brisa 8.6/10 Excellent (278) "We loved it here. So beautiful and quiet." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Mark CA $158 CA $372 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information) ![Standard Cottage, Ensuite (Cottage 10) | Exterior](https://images.trvl-media.com/lodging/29000000/28910000/28908200/28908130/a42f681c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Bungalow, Ensuite (Cottage 01) | Lounge](https://images.trvl-media.com/lodging/29000000/28910000/28908200/28908130/154bf39e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Quadruple Room, Ensuite | Lounge](https://images.trvl-media.com/lodging/29000000/28910000/28908200/28908130/8d42d393.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Bungalow, Ensuite (Cottage 02)](https://images.trvl-media.com/lodging/29000000/28910000/28908200/28908130/30d0e0ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tropical Cottages [](https://www.expedia.ca/Marathon-Hotels-Tropical-Cottages.h28908130.Hotel-Information) Marathon 8.6/10 Excellent (907) "Beautiful place, conveniently located " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Clifton CA $131 CA $147 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Marathon-Hotels-Tropical-Cottages.h28908130.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/68000000/67450000/67446300/67446229/90b1662b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67450000/67446300/67446229/e4bfc7e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/68000000/67450000/67446300/67446229/4b2fce7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/68000000/67450000/67446300/67446229/5250914d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Dancing Rooster: 2 Blocks from Duval in Old Town. [](https://www.expedia.ca/Key-West-Hotels-Southernmost-Retreat-2-Blocks-From-Duval-In-Old-Town.h67446229.Hotel-Information) Old Town Key West 10/10 Exceptional (131) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JEFFREY Z. CA $572 CA $980 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/Key-West-Hotels-Southernmost-Retreat-2-Blocks-From-Duval-In-Old-Town.h67446229.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/c8d490fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/7a14c4ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/c8088cd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/b9423d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street! [](https://www.expedia.ca/Key-West-Hotels-Heron-Suite-Vibrant-Retreat.h110161415.Hotel-Information) Old Town Key West 10/10 Exceptional (27) "Clean room, amazing location, the host was very communicative and helpful. They had a car service ready to pick us up at the airport which was phenomenal. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauren S. CA $182 CA $528 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Key-West-Hotels-Heron-Suite-Vibrant-Retreat.h110161415.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/59200c69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/0b2ab9b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/3b340556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/77611362.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval! [](https://www.expedia.ca/Key-West-Hotels-Pelican-Suite-Cozy-Cottage.h110161435.Hotel-Information) Old Town Key West 10/10 Exceptional (25) "Wonderful clean place. It was an enjoyable experiance. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chels J. CA $182 CA $528 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Key-West-Hotels-Pelican-Suite-Cozy-Cottage.h110161435.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161439/a88c6d16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161439/a8c56ad8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, towels](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161439/dc5dfbe8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161439/e2b37f05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs! [](https://www.expedia.ca/Key-West-Hotels-Seagull-Suite-Inviting-Studio.h110161439.Hotel-Information) Old Town Key West 9.8/10 Exceptional (23) "Great little place, perfect for southernmost area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lee G. CA $182 CA $525 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Key-West-Hotels-Seagull-Suite-Inviting-Studio.h110161439.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161419/9f5b04c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161419/6f555f0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161419/3b92efe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161419/dfe1cfb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval! [](https://www.expedia.ca/Key-West-Hotels-Ibis-Suite-Bright-Hideaway.h110161419.Hotel-Information) Old Town Key West 9.8/10 Exceptional (26) "Bar across street wonderful they didn’t clean room staff talked to great with anything you needed court yard could have been better maintained overall would go back and stay there " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richele CA $320 CA $709 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Key-West-Hotels-Ibis-Suite-Bright-Hideaway.h110161419.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33750000/33743700/33743667/e085b8a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/34000000/33750000/33743700/33743667/ca21780d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/34000000/33750000/33743700/33743667/9213c0e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33750000/33743700/33743667/c169f371.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Direct Oceanfront Cottage-Sunrise View- #2, [](https://www.expedia.ca/Summerland-Key-Hotels-Direct-Oceanfront-Cottage-Sunrise-View-2.h33743667.Hotel-Information) Little Torch Key 8.6/10 Excellent (192) "Great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimberly W. [](https://www.expedia.ca/Summerland-Key-Hotels-Direct-Oceanfront-Cottage-Sunrise-View-2.h33743667.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161428/30d1aa29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161428/f0bada72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161428/247b149a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161428/537af082.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval! [](https://www.expedia.ca/Key-West-Hotels-Osprey-Suite-Charming-Hideaway.h110161428.Hotel-Information) Old Town Key West 9.8/10 Exceptional (25) "Great location! Fun place to stay! Responses to our questions/needs very promptly! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Teressa S. CA $182 CA $521 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Key-West-Hotels-Osprey-Suite-Charming-Hideaway.h110161428.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/19000000/19000000/18992300/18992275/581aac52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/19000000/19000000/18992300/18992275/8b77f5f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/19000000/18992300/18992275/6effd403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/19000000/18992300/18992275/44bca27f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Conch Republic Consul General's Cottage.-Historic District [](https://www.expedia.ca/Key-West-Hotels-Conch-Republic-Consul-Generals-Cottage-Historic-District.h18992275.Hotel-Information) Old Town Key West 9.4/10 Exceptional (165) "We really enjoyed our stay and plan to book again next time we visit the FL Keys. The cottage was clean and comfortable, and close to everything we wanted to do. My family also really enjoyed the pool, it was a perfect way to cool down after outdoor activities." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine L. [](https://www.expedia.ca/Key-West-Hotels-Conch-Republic-Consul-Generals-Cottage-Historic-District.h18992275.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/76000000/75870000/75862800/75862770/792acc55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/76000000/75870000/75862800/75862770/1387427b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75870000/75862800/75862770/4b744822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/76000000/75870000/75862800/75862770/94d6428a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West [](https://www.expedia.ca/Summerland-Key-Hotels-Old-Florida-Style.h75862770.Hotel-Information) Cudjoe Key 8.6/10 Excellent (75) "It was ok for what we needed. Needs some repairs though." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Craig M. CA $186 CA $437 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Summerland-Key-Hotels-Old-Florida-Style.h75862770.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/00d423f8.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/34000000/33570000/33566300/33566283/fcb4c32a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/5899b4e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/f3c522ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage with swimming pool and dockage, just minutes to Key West! [](https://www.expedia.ca/Summerland-Key-Hotels-Cottage-With-Swimming-Pool-And-Dockage.h33566283.Hotel-Information) Cudjoe Key 9.0/10 Wonderful (160) "Everything was there that I needed. Very nice area for my dog." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Terry [](https://www.expedia.ca/Summerland-Key-Hotels-Cottage-With-Swimming-Pool-And-Dockage.h33566283.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/da754abc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/4681bad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/bce2dd72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/16e13244.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Canal front, dockage, 2 bedroom, 2 bath [](https://www.expedia.ca/Summerland-Key-Hotels-Canal-Front.h61585151.Hotel-Information) Cudjoe Key 9.0/10 Wonderful (88) "The facility is very nice with lots of amenities. It was clean and located close to everything we wanted to do." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer D. CA $217 CA $508 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Summerland-Key-Hotels-Canal-Front.h61585151.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/72000000/71430000/71420100/71420009/31f929e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71430000/71420100/71420009/6dd601c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/72000000/71430000/71420100/71420009/87670e64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/72000000/71430000/71420100/71420009/65220942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West [](https://www.expedia.ca/Cudjoe-Key-Hotels-Old-Florida-Style.h71420009.Hotel-Information) Cudjoe Key 8.8/10 Excellent (90) "Nice place to vacation " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin D. CA $217 CA $476 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Cudjoe-Key-Hotels-Old-Florida-Style.h71420009.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100980000/100977000/100976967/w530h683x257y0-60617f62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100980000/100977000/100976967/w507h683x258y0-7a4059a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100980000/100977000/100976967/w507h683x259y0-fbd9d6d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/101000000/100980000/100977000/100976967/b889b20d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### One Bedroom Cottage House in Old Town Key West by the Hemingway House. [](https://www.expedia.ca/Key-West-Hotels-Old-Town-Cottage-House-In-Old-Town-Key-West.h100976967.Hotel-Information) Old Town Key West [](https://www.expedia.ca/Key-West-Hotels-Old-Town-Cottage-House-In-Old-Town-Key-West.h100976967.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912031/2c7b5ad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912031/a14e8a95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912031/7fe34b71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912031/9baadd6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage with Pool and Boat Dockage just minutes to Key West! [](https://www.expedia.ca/Summerland-Key-Hotels-Cottage-With-Pool-And-Boat-Dockage-Just-Minutes-To-Key-West.h33912031.Hotel-Information) Cudjoe Key 8.6/10 Excellent (153) "This cottage served our purpose well, very close to our family’s home and was very clean and comfortable for a short stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard S. [](https://www.expedia.ca/Summerland-Key-Hotels-Cottage-With-Pool-And-Boat-Dockage-Just-Minutes-To-Key-West.h33912031.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33560000/33557700/33557696/012c9f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33560000/33557700/33557696/0b26cbe0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33560000/33557700/33557696/6c97b5f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33560000/33557700/33557696/e1365b54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quaint cottage, pool, dockage just minutes to Key West! [](https://www.expedia.ca/Summerland-Key-Hotels-Quaint-Cottage.h33557696.Hotel-Information) Cudjoe Key 9.0/10 Wonderful (146) "great location, we are return visitors & will be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shannon W. CA $379 CA $655 total includes taxes & fees Dec 26 - Dec 27 [](https://www.expedia.ca/Summerland-Key-Hotels-Quaint-Cottage.h33557696.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111430000/111420200/111420134/e3ccacfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/112000000/111430000/111420200/111420134/b95e86ed.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/112000000/111430000/111420200/111420134/544f80d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111430000/111420200/111420134/abc3c11e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \~Hibiscus Cottage\~ Adults Only cottage near Duval with shared pool [](https://www.expedia.ca/Key-West-Hotels-Hibiscus-Cottage-Adults-Only-Cottage-Near-Duval-With-Shared-Pool.h111420134.Hotel-Information) Key West Historic District 10/10 Exceptional (8) "This property was amazing!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Samuel C. [](https://www.expedia.ca/Key-West-Hotels-Hibiscus-Cottage-Adults-Only-Cottage-Near-Duval-With-Shared-Pool.h111420134.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/33000000/32770000/32769900/32769817/7be878d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32770000/32769900/32769817/bb4b367a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32770000/32769900/32769817/c22e8ffc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/33000000/32770000/32769900/32769817/df2e5022.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \*\*DARLING OF DUVAL @ OLD TOWN\*\* Estate Cottage + Spa + LAST KEY SERVICES… [](https://www.expedia.ca/Key-West-Hotels-DARLING-OF-DUVAL-OLD-TOWN-Estate-Cottage-Spa-LAST-KEY-SERVICES.h32769817.Hotel-Information) Key West Historic District 10/10 Exceptional (144) "Beautiful spot and conveniently located in the middle of Duval activities " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stanley L. [](https://www.expedia.ca/Key-West-Hotels-DARLING-OF-DUVAL-OLD-TOWN-Estate-Cottage-Spa-LAST-KEY-SERVICES.h32769817.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/107000000/106450000/106444400/106444309/d15a83e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/107000000/106450000/106444400/106444309/da03e4d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/107000000/106450000/106444400/106444309/8e245b51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106450000/106444400/106444309/05ea6ca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Key Largo Waterfront Paradise w/Kayaks, Private Dock & BBQ [](https://www.expedia.ca/Key-Largo-Hotels-Key-Largo-Waterfront-Paradise-W-Kayaks-Private-Dock.h106444309.Hotel-Information) Key Largo 10/10 Exceptional (4) "This tiny home was beautiful and had everything we needed to make our honeymoon amazing. Great location, close to plenty of wonderful things to do. We are definitely already planning our next visit. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Evelyn H. [](https://www.expedia.ca/Key-Largo-Hotels-Key-Largo-Waterfront-Paradise-W-Kayaks-Private-Dock.h106444309.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=2025-12-27&endDate=2025-12-28®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-Cottages.d553248635976430869-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMonroe-County-Cottages.d553248635976430869-aaCottages.Travel-Guide-Accommodation) ## Top Monroe County Hotel Reviews ![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 "clean room comfortable bed ,pool jacuzzi with bar make us amazing stay this hotel." [](https://expedia.ca/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information) ![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263_y.jpg) ### Winslow's Bungalows - Key West Historic Inns 10/10 Excellent "Quaint hotel with beautiful grounds. Close to everything yet far away enough away from Duvall. Clean and comfortable rooms" [](https://expedia.ca/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information) ![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg) ### Beachside Resort & Residences 10/10 Excellent "The pool beach area was clean, water in pool and hot tub clean and warm Shuttle to Duvall street was very convent and helpful to get to shopping / dinning area " [](https://expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.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 "They went the extra mile! Was a lovely stay" [](https://expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![Hyatt Centric Key West Resort and Spa](https://images.trvl-media.com/lodging/1000000/10000/1000/901/0b72a249_y.jpg) ### Hyatt Centric Key West Resort and Spa 10/10 Excellent "Nice. Cold weather but still charged $65 for use of pool towels & facilities" [](https://expedia.ca/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information) ![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 facility was really well taken care of and the staff was very helpful. We had three meals at the restaurant and thought it was exceptional" [](https://expedia.ca/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.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 "Rooms were beautiful" [](https://expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.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 "Great place. Relatively quiet, but with great shuttle service to old town for more lively entertainment and more island food!" [](https://expedia.ca/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information) ![Havana Cabana at Key West ](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/becea015_y.jpg) ### Havana Cabana at Key West 10/10 Excellent "Did not do breakfast " [](https://expedia.ca/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information) ## Find out more about Monroe County ## Monroe County Cottages information | Number of reviews | 2,611 | | ----------------- | ------------ | | Accommodation | 264 Cottages | | Lowest Price | CA $147 | | Highest Price | CA $980 | ## 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) - 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