Title: Cow Key, FL Cottage Rentals from $324 | Expedia.com [Cow Key Travel Guide](https://expedia.com/Cow-Key.dx180163)[Hotels in Cow Key](https://expedia.com/Cow-Key-Hotels.d180163.Travel-Guide-Hotels)[Vacation Rentals in Cow Key](https://expedia.com/Cow-Key-Vacation-Rentals.d180163.Travel-Guide-VacationRentals)[Flights to Cow Key](https://expedia.com/Cheap-Flights-To-Cow-Key.d180163.Travel-Guide-Flights)[Car Rentals in Cow Key](https://expedia.com/Car-Rentals-In-Cow-Key.d180163.Car-Rental-Guide)[Cow Key Vacation Packages](https://expedia.com/Cow-Key.d180163.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ## Check prices for these dates In two weeks [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=180163&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 two months [Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=180163&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=180163&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=180163&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Cow Key cottages ![Exterior](https://images.trvl-media.com/lodging/74000000/73240000/73238600/73238505/db40386c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73240000/73238600/73238505/4d3ccae9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/74000000/73240000/73238600/73238505/8649ed7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/74000000/73240000/73238600/73238505/925121e6.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.com/Summerland-Key-Hotels-Old-Florida-Style.h73238505.Hotel-Information) Cudjoe Key 9.0/10 Wonderful (56 reviews) "Clean rooms, clear guidelines, completely no contact experience without facing any trouble." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Raj $415 nightly $460 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Summerland-Key-Hotels-Old-Florida-Style.h73238505.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) ![Dining](https://images.trvl-media.com/lodging/34000000/33560000/33557700/33557696/3b42facf.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/caa3fc2f.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.com/Summerland-Key-Hotels-Quaint-Cottage.h33557696.Hotel-Information) Cudjoe Key 9.0/10 Wonderful (150 reviews) "Enjoyed the area. Not to far from Key West but far enough there wasn't a crowd" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donna P. $398 nightly $441 total Mar 10 - Mar 11 Total with taxes and fees [](https://www.expedia.com/Summerland-Key-Hotels-Quaint-Cottage.h33557696.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33564800/33564734/f4a6c5c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33564800/33564734/070ba9c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33570000/33564800/33564734/4231ea78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33570000/33564800/33564734/a7df710a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Oceanfront Cottage with dockage, pool just minutes to Key West! [](https://www.expedia.com/Summerland-Key-Hotels-Private-Oceanfront-Cottage-With-Dockage.h33564734.Hotel-Information) Cudjoe Key 8.6/10 Excellent (165 reviews) "Everything was nice and clean. Loved the location . Would definitely stay at the property again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shawn M. $318 nightly $352 total Mar 12 - Mar 13 Total with taxes and fees [](https://www.expedia.com/Summerland-Key-Hotels-Private-Oceanfront-Cottage-With-Dockage.h33564734.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/32000000/31900000/31892500/31892418/e8ad0ae3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/32000000/31900000/31892500/31892418/39a5429b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31900000/31892500/31892418/6a3c7406.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/32000000/31900000/31892500/31892418/7ec8a365.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Home [](https://www.expedia.com/Cudjoe-Key-Hotels-Waterfront-Home.h31892418.Hotel-Information) Cudjoe Key 8.6/10 Excellent (178 reviews) "The property needed a deep clean, dirty AC grills, etc. space needs to be updated. It served us well as a "motel" space, but lacked the upkeep and quality for a vacation space." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lyndon B. $440 nightly $488 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Cudjoe-Key-Hotels-Waterfront-Home.h31892418.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/94e4b670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/8c79bc01.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) ![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) ### Canal front, dockage, 2 bedroom, 2 bath [](https://www.expedia.com/Summerland-Key-Hotels-Canal-Front.h61585151.Hotel-Information) Cudjoe Key 9.0/10 Wonderful (93 reviews) "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. $448 nightly $496 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Summerland-Key-Hotels-Canal-Front.h61585151.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102190000/102186800/102186705/3ccd287c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102190000/102186800/102186705/6bd3efab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/103000000/102190000/102186800/102186705/60530704.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102190000/102186800/102186705/4147a5e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Cottage & Amenities in Gated Community [](https://www.expedia.com/Summerland-Key-Hotels-Beautiful-Cottage-Amenities-In-Gated-Community.h102186705.Hotel-Information) Cudjoe Key 10/10 Exceptional (2 reviews) "Beautiful home, perfect for our needs" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lindsay S. $711 nightly $789 total Mar 4 - Mar 5 Total with taxes and fees [](https://www.expedia.com/Summerland-Key-Hotels-Beautiful-Cottage-Amenities-In-Gated-Community.h102186705.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74240000/74237000/74236945/00dc7121.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/75000000/74240000/74237000/74236945/13a191dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74240000/74237000/74236945/8108b152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/75000000/74240000/74237000/74236945/cd44e6df.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.com/Summerland-Key-Hotels-Old-Florida-Style.h74236945.Hotel-Information) Cudjoe Key 8.2/10 Very Good (57 reviews) "It was like staying at my Grandmom's house--it was clean but bathroom and kitchen cabinet needed some attention. Still, we were very happy with bungalow 12 and would stay there again.We only stayed overnight but the little pool, beach and fire pit would be quite enjoyable had we stayed longer. Great price and very close to Key West. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) joanne $415 nightly $460 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Summerland-Key-Hotels-Old-Florida-Style.h74236945.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/72000000/71410000/71402800/71402765/6b090d7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71410000/71402800/71402765/7140cd13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71410000/71402800/71402765/49c68fa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/72000000/71410000/71402800/71402765/2cf2f4c1.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.com/Summerland-Key-Hotels-Old-Florida-Style.h71402765.Hotel-Information) Cudjoe Key 8.6/10 Excellent (52 reviews) "We were very happy with our stay. Everything was as expected or above. Old Keys vibe was exactly what we wanted. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauren R. $415 nightly $460 total Mar 12 - Mar 13 Total with taxes and fees [](https://www.expedia.com/Summerland-Key-Hotels-Old-Florida-Style.h71402765.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) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/bc83e7d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/fa9fff97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart 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.com/Summerland-Key-Hotels-Cottage-With-Swimming-Pool-And-Dockage.h33566283.Hotel-Information) Cudjoe Key 9.0/10 Wonderful (166 reviews) "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 $292 nightly $324 total Mar 10 - Mar 11 Total with taxes and fees [](https://www.expedia.com/Summerland-Key-Hotels-Cottage-With-Swimming-Pool-And-Dockage.h33566283.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/72000000/71430000/71420100/71420009/a360c147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/72000000/71430000/71420100/71420009/65220942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/72000000/71430000/71420100/71420009/87670e64.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/e85f26a0.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.com/Cudjoe-Key-Hotels-Old-Florida-Style.h71420009.Hotel-Information) Cudjoe Key 8.8/10 Excellent (91 reviews) "Nice place to vacation " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin D. $415 nightly $460 total Mar 10 - Mar 11 Total with taxes and fees [](https://www.expedia.com/Cudjoe-Key-Hotels-Old-Florida-Style.h71420009.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33550000/33548300/33548243/5da801d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/34000000/33550000/33548300/33548243/515ffa6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33550000/33548300/33548243/136fc75c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/34000000/33550000/33548300/33548243/61e6cf8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming cottages, dockage, pool, just minutes to Key West [](https://www.expedia.com/Summerland-Key-Hotels-Charming-Cottages.h33548243.Hotel-Information) Cudjoe Key 8.6/10 Excellent (123 reviews) "host answered our question. Did not know w& d was coin washer and dryer" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robin D. $372 nightly $413 total Mar 13 - Mar 14 Total with taxes and fees [](https://www.expedia.com/Summerland-Key-Hotels-Charming-Cottages.h33548243.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/8c6eb102.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/ec0614f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/29a8f0dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/88047f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage with Pool and Dockage, just minutes to Key West [](https://www.expedia.com/Summerland-Key-Hotels-Cottage-With-Pool-And-Dockage.h33389096.Hotel-Information) Cudjoe Key 9.2/10 Wonderful (163 reviews) "Very convenient to Restaurants & nice drive to Key West" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim V. $398 nightly $441 total Mar 14 - Mar 15 Total with taxes and fees [](https://www.expedia.com/Summerland-Key-Hotels-Cottage-With-Pool-And-Dockage.h33389096.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106290000/106285400/106285346/8c527034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/107000000/106290000/106285400/106285346/6813018e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/107000000/106290000/106285400/106285346/1bf65662.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/107000000/106290000/106285400/106285346/7046c018.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### OSPREY STUDIO @ The Colony-Sleeps up to 4 [](https://www.expedia.com/Key-West-Hotels-OSPREY-STUDIO-The-Colony-Sleeps-Up-To-4.h106285346.Hotel-Information) Old Town Key West 9.6/10 Exceptional (55 reviews) "We loved our stay here. It was calm and quiet--such a nice place to lounge and enjoy a morning coffee when you're not hanging out on Duval or exploring the island! We loved it!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dean H. $680 nightly $745 total Mar 4 - Mar 5 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-OSPREY-STUDIO-The-Colony-Sleeps-Up-To-4.h106285346.Hotel-Information) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161428/5f2bb115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161428/fff32e8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161428/2a965799.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161428/850c816e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Osprey Suite | Charming Hideaway, Hot Tubs! [](https://www.expedia.com/Key-West-Hotels-Osprey-Suite-Charming-Hideaway.h110161428.Hotel-Information) Old Town Key West 9.8/10 Exceptional (31 reviews) "Loved this little place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles N. $571 nightly $634 total Mar 3 - Mar 4 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Osprey-Suite-Charming-Hideaway.h110161428.Hotel-Information) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/fc057fec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/7cdeca5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/80e4040d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/bd32f18f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pelican Suite | Cozy Cottage, Hot Tubs, Close to D [](https://www.expedia.com/Key-West-Hotels-Pelican-Suite-Cozy-Cottage.h110161435.Hotel-Information) Old Town Key West 10/10 Exceptional (32 reviews) "Wonderful clean place. It was an enjoyable experiance. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chels J. $571 nightly $634 total Mar 4 - Mar 5 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Pelican-Suite-Cozy-Cottage.h110161435.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/107000000/106170000/106161500/106161404/w2499h1667x1y0-498f0aa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106170000/106161500/106161404/w2499h1666x1y1-309d168f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/107000000/106170000/106161500/106161404/w2499h1666x1y1-cebdca02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/107000000/106170000/106161500/106161404/w2499h1666x1y1-41f4071b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Find your zen at HIDDEN TREASURE [](https://www.expedia.com/Key-West-Hotels-Find-Your-Zen-At-HIDDEN-TREASURE.h106161404.Hotel-Information) Old Town Key West 8.8/10 Excellent (12 reviews) "Great place to stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) sarah R. $1,074 nightly $1,182 total Mar 4 - Mar 5 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Find-Your-Zen-At-HIDDEN-TREASURE.h106161404.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.com/Hotel-Search?startDate=2026-03-14&endDate=2026-03-15®ionId=180163&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AA_SPRING_PROMO_180163) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Cow+Key%2C+Florida%2C+United+States+of+America®ionId=180163&latLong=24.560702%2C-81.741201&adults=2&startDate=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=APART_HOTEL) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Cow+Key%2C+Florida%2C+United+States+of+America®ionId=180163&latLong=24.560702%2C-81.741201&adults=2&startDate=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=VACATION_HOME) Apartments [](https://www.expedia.com/Hotel-Search?destination=Cow+Key%2C+Florida%2C+United+States+of+America®ionId=180163&latLong=24.560702%2C-81.741201&adults=2&startDate=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=APARTMENT) Condos [](https://www.expedia.com/Hotel-Search?destination=Cow+Key%2C+Florida%2C+United+States+of+America®ionId=180163&latLong=24.560702%2C-81.741201&adults=2&startDate=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=CONDO) Villas [](https://www.expedia.com/Hotel-Search?destination=Cow+Key%2C+Florida%2C+United+States+of+America®ionId=180163&latLong=24.560702%2C-81.741201&adults=2&startDate=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=VILLA) Houseboats [](https://www.expedia.com/Hotel-Search?destination=Cow+Key%2C+Florida%2C+United+States+of+America®ionId=180163&latLong=24.560702%2C-81.741201&adults=2&startDate=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=HOUSE_BOAT) Cottages [](https://www.expedia.com/Hotel-Search?destination=Cow+Key%2C+Florida%2C+United+States+of+America®ionId=180163&latLong=24.560702%2C-81.741201&adults=2&startDate=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=COTTAGE) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FCow-Key-Cottages.d180163-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCow-Key-Cottages.d180163-aaCottages.Travel-Guide-Accommodation) ## Top Cow Key Hotel Reviews ![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 "Location was great! Breakfast, pools, friendly attentive staff." [](https://expedia.com/Key-West-Hotels-Southernmost-Beach-Resort.h863329.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 "Clean room, proximity to area features " [](https://expedia.com/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information) ![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg) ### Casa Marina Key West, Curio Collection by Hilton 10/10 Excellent "All was great staff, room cleanliness. But one thing we were very disappointed in was the fact that one of our beach days we did not have a beach chair!! So disappointing for the price we pay that you don’t have enough beach chairs and we had to sit on the ground. " [](https://expedia.com/Key-West-Hotels-Casa-Marina-Key-West.h12346.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 "This is an excellent place. Clean, adorable, extremely comfortable. We loved it. " [](https://expedia.com/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information) ![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg) ### Beachside Resort & Residences 10/10 Excellent "Everything was fabulous!" [](https://expedia.com/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.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 "room was nice but the staff were the best part of our stay" [](https://expedia.com/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) ![Ibis Bay Beach Resort](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/4a09d86c_y.jpg) ### Ibis Bay Beach Resort 10/10 Excellent "El lugar es por lo que pagas, cuarto limpio y personal atento, cercano al centro." [](https://expedia.com/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.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 "Room was clean and beautifully decorated, the bed was extremely comfortable! We experienced exceptional hospitality and really enjoyed our stay. Very relaxing!" [](https://expedia.com/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77_y.jpg) ### Pier House Resort & Spa 10/10 Excellent "Staff was exceptional. Room was spotless. " [](https://expedia.com/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information) ## Find out more about Cow Key ## Cow Key Cottages information | Number of reviews | 1,276 | | ----------------- | ------------ | | Accommodation | 169 Cottages | | Lowest Price | $324 | | Highest Price | $1,182 | ## Frequently asked questions ### How much do cottages in Cow Key cost? ### What are the best cottages in Cow Key? ### How many cottages are there in Cow Key? ### Are there any family-friendly cottages in Cow Key? ### Why book your cottage in Cow Key with Expedia? ### How can I find cheap cottages in Cow Key? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - [Key West Hotels ](https://www.expedia.com/Key-West-Hotels.d1187.Travel-Guide-Hotels) - [All-Inclusive Resorts in Key West ](https://www.expedia.com/Key-West-Hotels-All-Inclusive-Hotel.0-0-d1187-tAllinclusiveHotel.Travel-Guide-Filter-Hotels) - [Hotels near Robbie's ](https://www.expedia.com/Robbies-Hotels.0-l6068603-0.Travel-Guide-Filter-Hotels) - 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