Title: Summerland Key Cottages from CA $318 | Expedia.ca [Summerland Key Travel Guide](https://expedia.ca/Summerland-Key.dx6177802)[Hotels in Summerland Key](https://expedia.ca/Summerland-Key-Hotels.d6177802.Travel-Guide-Hotels)[Vacation Rentals in Summerland Key](https://expedia.ca/Summerland-Key-Vacation-Rentals.d6177802.Travel-Guide-VacationRentals)[Flights to Summerland Key](https://expedia.ca/Cheap-Flights-To-Summerland-Key.d6177802.Travel-Guide-Flights)[Things to do in Summerland Key](https://expedia.ca/Things-To-Do-In-Summerland-Key.d6177802.Travel-Guide-Activities)[Summerland Key Car Rentals](https://expedia.ca/Car-Rentals-In-Summerland-Key.d6177802.Car-Rental-Guide)[Summerland Key Vacation Packages](https://expedia.ca/Summerland-Key.d6177802.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/498000/498234-sugarloaf-key.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Summerland Key Cottage Rentals from CA $318 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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=6177802&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=6177802&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=6177802&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=6177802&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) ## Browse Select Summerland Key Cottages ![Exterior](https://images.trvl-media.com/lodging/75000000/74240000/74237000/74236945/00dc7121.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74240000/74237000/74236945/17d08c7d.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) ![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 Cudjoe Key 8.2/10 Very good (47) "Was such a great stay clean and everything we needed " CA $209 CA $467 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Summerland-Key-Hotels-Old-Florida-Style.h74236945.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/c9a0bc93.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/8879ca02.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 Cudjoe Key 9.2/10 Wonderful (154) "Good Fishing, Good local eateries. " CA $209 CA $441 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Summerland-Key-Hotels-Cottage-With-Pool-And-Dockage.h33389096.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/74000000/73240000/73238600/73238505/c1ab669a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73240000/73238600/73238505/db40386c.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) ![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) ### Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West Cudjoe Key 9.0/10 Wonderful (51) "We enjoyed our stay. Place is exactly as described. We really enjoyed the lanai. Wanted somewhere close to Key West and this turned out perfect. Would definitely stay here again. Thanks!" CA $223 CA $487 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Summerland-Key-Hotels-Old-Florida-Style.h73238505.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76590000/76585900/76585831/8bed540b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76590000/76585900/76585831/a510dadf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/77000000/76590000/76585900/76585831/96f22050.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76590000/76585900/76585831/8772498c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz Cudjoe Key 9.8/10 Exceptional (26) "Very nicely remodeled Vrbo, excellent location for a quick drive down to Key West or exploring the other Keys!" CA $529 CA $1,011 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Cudjoe-Key-Hotels-WOW-Updated.h76585831.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) ![TV](https://images.trvl-media.com/lodging/72000000/71430000/71420100/71420009/87670e64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71430000/71420100/71420009/39ec3f6a.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) ### Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West Cudjoe Key 9.0/10 Wonderful (88) "Quiet and off the beaten path, old school, old style Key’s homes,would stay again." [](https://www.expedia.ca/Cudjoe-Key-Hotels-Old-Florida-Style.h71420009.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/1bf38821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![New Deluxe Duplex Unit, 1 Queen Bed, Unit C | Private kitchen](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/3b24927e.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) ### Old Wooden Bridge Resort and Marina Punta Brisa 8.6/10 Excellent (259) "I love this place!!!" CA $108 CA $318 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/102000000/101970000/101969900/101969867/591bb654.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101970000/101969900/101969867/9c903f98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/102000000/101970000/101969900/101969867/73021fc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101970000/101969900/101969867/7fa5e5a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Living Life Dockside Stock Island CA $527 CA $664 total includes taxes & fees Oct 18 - Oct 19 [](https://www.expedia.ca/Key-West-Hotels-Living-Life-Dockside.h101969867.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) ![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) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161419/f25a5f12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval! Old Town Key West 9.6/10 Exceptional (21) "The location was perfect, close enough to walk to anything we needed to get to. The hosts went above and beyond to be helpful and even picked us up from the airport! The room was great and felt very private." CA $117 CA $434 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Key-West-Hotels-Ibis-Suite-Bright-Hideaway.h110161419.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/107000000/106170000/106161500/106161407/158bc7ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/107000000/106170000/106161500/106161407/88ad0bbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/107000000/106170000/106161500/106161407/81fe1b72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/107000000/106170000/106161500/106161407/1ebadf4a_edited_fdf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Get your ISLAND STLYE on! Old Town Key West 9.6/10 Exceptional (82) "We had a wonderful and relaxing time. Getting ready to schedule another trip. " CA $452 CA $1,057 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Key-West-Hotels-Get-Your-ISLAND-STLYE-On.h106161407.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) ![Dining](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161428/537af082.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) ### Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval! Old Town Key West 9.8/10 Exceptional (24) "Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great location and very nice room" CA $117 CA $423 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Key-West-Hotels-Osprey-Suite-Charming-Hideaway.h110161428.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) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/7c351b55.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) ![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) ### Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street! Old Town Key West 10/10 Exceptional (22) "Will stay here again " CA $117 CA $423 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Key-West-Hotels-Heron-Suite-Vibrant-Retreat.h110161415.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161406/119469de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161406/1bbc07a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161406/39474b4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161406/24f9aeaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval! Old Town Key West 9.6/10 Exceptional (27) "Amazing place and location to everything. Will definitely book this property again." CA $238 CA $610 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Key-West-Hotels-Egret-Suite-Bright-Retreat.h110161406.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) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161439/15b91ea8.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! Old Town Key West 9.8/10 Exceptional (20) "Place was a perfect location and was so cute." CA $117 CA $434 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Key-West-Hotels-Seagull-Suite-Inviting-Studio.h110161439.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/115000000/114430000/114429500/114429434/7ff914f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/115000000/114430000/114429500/114429434/898be04c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/115000000/114430000/114429500/114429434/228fc1fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/115000000/114430000/114429500/114429434/98dccb6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location Old Town Key West 10/10 Exceptional (7) CA $411 CA $782 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Key-West-Hotels-Coming-Soon-July-1-The-Jolly-RoosterNew-2BR2BA-Walk-To-Duval.h114429434.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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/0b2ab9b0.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! Old Town Key West 10/10 Exceptional (22) "We had a wonderful stay here with our kids. Can’t beat the location." CA $238 CA $610 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Key-West-Hotels-Pelican-Suite-Cozy-Cottage.h110161435.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) ![Beach nearby](https://images.trvl-media.com/lodging/68000000/67450000/67446300/67446229/5250914d.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/68000000/67450000/67446300/67446229/6b55a589.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) ### The Dancing Rooster: 2 Blocks from Duval in Old Town. Old Town Key West 10/10 Exceptional (126) "Great time. Would stay again. " CA $565 CA $974 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Key-West-Hotels-Southernmost-Retreat-2-Blocks-From-Duval-In-Old-Town.h67446229.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/107000000/106170000/106161400/106161399/84835b36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/107000000/106170000/106161400/106161399/12e38f96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106170000/106161400/106161399/d2eb3e3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106170000/106161400/106161399/6899b386.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### HIDDEN OASIS 3 blocks from Duval Old Town Key West 9.6/10 Exceptional (93) "We absolutely loved this place! It was quaint and quiet location. It was beautifully landscaped and I loved the Hidden Oasis unit and would stay there again!" CA $570 CA $1,213 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Key-West-Hotels-HIDDEN-OASIS-3-Blocks-From-Duval.h106161399.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=2025-10-22&endDate=2025-10-23®ionId=6177802&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%2FSummerland-Key-Cottages.d6177802-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSummerland-Key-Cottages.d6177802-aaCottages.Travel-Guide-Accommodation) ## Top Summerland Key Hotel Reviews ![Stunning Ocean Views! 2BR Waterfront Home w/ Dock in Gated Keys Community](//images.trvl-media.com/lodging/111000000/110190000/110181100/110181084/b6ab72d2_y.jpg) ### Stunning Ocean Views! 2BR Waterfront Home w/ Dock in Gated Keys Community 10/10 Excellent "This property was stunning and just perfect for our stay. The view is absolutely amazing from either the top balcony or the lower level parking area. Wish we would have had more time to stay and enjoy the views. Plenty of communication with the host/property manager. They were quick to respond to questions and kept us informed of instructions. We will absolutely try to stay here again on our next visit. Thank you! " [](https://expedia.ca/Summerland-Key-Hotels-Caribbean-Blue-517-Oceanfront-Property.h110181084.Hotel-Information) ![Sugarloaf Key Hotel at KOA Resort](//images.trvl-media.com/lodging/102000000/101140000/101135800/101135765/3a7e709a_y.jpg) ### Sugarloaf Key Hotel at KOA Resort 10/10 Excellent "Great place to stay! " [](https://expedia.ca/Sugarloaf-Key-Hotels-Sugarloaf-Key-Hotel.h101135765.Hotel-Information) ![Sugar Loaf Lodge](//images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/95d2903e_y.jpg) ### Sugar Loaf Lodge 10/10 Excellent "Everything was fine even better as it was there for longer " [](https://expedia.ca/Sugarloaf-Key-Hotels-Sugar-Loaf-Lodge.h3918121.Hotel-Information) ![SEA SHELL COTTAGE, Sleeps 2 - Summer Vacation, Fishing & Lobster Season is Here!](//images.trvl-media.com/lodging/97000000/96270000/96267500/96267436/w902h683x61y0-db678eab_y.jpg) ### SEA SHELL COTTAGE, Sleeps 2 - Summer Vacation, Fishing & Lobster Season is Here! 10/10 Excellent "Quiet & perfect. " [](https://expedia.ca/Summerland-Key-Hotels-SEA-SHELL-COTTAGE-UNIT-2.h96267436.Hotel-Information) ![Cottage with swimming pool and dockage, just minutes to Key West!](//images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/49b733bd_y.jpg) ### Cottage with swimming pool and dockage, just minutes to Key West! 10/10 Excellent "Perfect for a Keys stay when you don’t want to be surrounded by Key West tourists. " [](https://expedia.ca/Summerland-Key-Hotels-Cottage-With-Swimming-Pool-And-Dockage.h33566283.Hotel-Information) ![Cottage with Pool and Boat Dockage just minutes to Key West!](//images.trvl-media.com/lodging/34000000/33920000/33912100/33912031/2c7b5ad1_y.jpg) ### Cottage with Pool and Boat Dockage just minutes to Key West! 10/10 Excellent "Cute, cozy and clean! This cottage is perfect for a couples getaway! Inside had everything we needed for our trip. Location is convenient to stores and restaurants and not far from Key West. Boat launch/parking and trailer parking provided so that saves money! We would definitely stay again. " [](https://expedia.ca/Summerland-Key-Hotels-Cottage-With-Pool-And-Boat-Dockage-Just-Minutes-To-Key-West.h33912031.Hotel-Information) ![Looe Key Reef Resort](//images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/63d12f01_y.jpg) ### Looe Key Reef Resort 8/10 Good "This is a very REASONABLY priced lodging for the FL Keys so expect simple things. We had a great stay, room was clean, the young gent at the front desk was exceptionally friendly and helpful, ditto at checkout. The beds are comfortable. The shower head had great pressure and the onsite tiki bar is a big plus. There were no plastic cups or coffee maker in the room but there was a microwave and fridge and table with two chairs. The ice machine was not working but there is a quickie mart just next door for that if you needed it. Could the resort be flashier, yes it could but Looe Key Reef Resort offered us a cost effective comfy safe stay in a place where time in the room was not important. We did not use the pool or the dive/snorkle amenities as we came down to fish, but if you wanted that stuff it’s all here. We hope to be back soon." [](https://expedia.ca/Ramrod-Key-Hotels-Looe-Key-Reef-Resort.h4759500.Hotel-Information) ![Direct Oceanfront Cottage-Sunrise View- #2,](//images.trvl-media.com/lodging/34000000/33750000/33743700/33743667/9213c0e2_y.jpg) ### Direct Oceanfront Cottage-Sunrise View- #2, 10/10 Excellent "We love the keys and were looking for a cozy place to stay. This cottage was a place to come home to after enjoying our days exploring. It had everything we needed. We are easy to please people. Thank you! " [](https://expedia.ca/Summerland-Key-Hotels-Direct-Oceanfront-Cottage-Sunrise-View-2.h33743667.Hotel-Information) ![Parmer's Resort](//images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/6492712a_y.jpg) ### Parmer's Resort 10/10 Excellent "Clean room , many options for guests to do around property. Close to key west and marathon" [](https://expedia.ca/Little-Torch-Key-Hotels-Parmers-Resort.h5561465.Hotel-Information) ## Find out more about Summerland Key ## Summerland Key Cottages information | Number of reviews | 1,017 | | --- | --- | | Accommodation | 59 Cottages | | Lowest Price | CA $318 | | Highest Price | CA $1,213 | ## Frequently asked questions ### How much do cottages in Summerland Key cost? > Cottages in Summerland Key range between CA $318 and CA $1,213 per night. These stays offer a chance to reconnect with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply. ### How many cottages are there in Summerland Key? > Reconnect with nature in one of the 59 cottages waiting for you in Summerland Key. To help you select a stay that's right for you, use our filter tool to search for must-have amenities. ### Are there any family-friendly cottages in Summerland Key? > You bet there are! Reserve a room at [Old Wooden Bridge Resort And Marina](https://www.expedia.ca/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information), a top base for enjoying the great outdoors in Summerland Key. This family-friendly cottage has a 2.5-star rating and comes with handy amenities such as a firepit and a picnic area. Once you've checked in and unpacked your suitcase, there are lots of family-friendly attractions to see around Summerland Key. [Florida Keys Beaches](https://www.expedia.ca/Florida-Keys-Beaches-Florida.d553248635976496782.Vacation-Attraction) and [Sugarloaf Beach](https://www.expedia.ca/Sugarloaf-Beach-Sugarloaf-Key.d553248635983994028.Vacation-Attraction) promise fun for all ages. ### Why book your cottage in Summerland Key with Expedia? > We think that vacays should be stress-free, so if you're after cottages in Summerland Key at a competitive rate, Expedia has your back. Keep the budget in check and select a thrifty option far from the rush of the city, or splurge on an upscale cottage to spoil your favorite people. ### How can I find cheap cottages in Summerland Key? > Expedia is here to help you track down cheap cottages in Summerland Key. To book your perfect stay in a few quick keystrokes, try out our handy filter tool to refine your search results by star rating, budget and amenities. ### What is there to do in Summerland Key near my cottage? > The ideal travel accessory is a well-planned itinerary. 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