Title: Sugarloaf Key Cottages from CA $107 | Expedia.ca [Sugarloaf Key Travel Guide](https://expedia.ca/Sugarloaf-Key.dx183126)[Hotels in Sugarloaf Key](https://expedia.ca/Sugarloaf-Key-Hotels.d183126.Travel-Guide-Hotels)[Vacation Rentals in Sugarloaf Key](https://expedia.ca/Sugarloaf-Key-Vacation-Rentals.d183126.Travel-Guide-VacationRentals)[Flights to Sugarloaf Key](https://expedia.ca/Cheap-Flights-To-Sugarloaf-Key.d183126.Travel-Guide-Flights)[Things to do in Sugarloaf Key](https://expedia.ca/Things-To-Do-In-Sugarloaf-Key.d183126.Travel-Guide-Activities)[Sugarloaf Key Car Rentals](https://expedia.ca/Car-Rentals-In-Sugarloaf-Key.d183126.Car-Rental-Guide)[Sugarloaf Key Vacation Packages](https://expedia.ca/Sugarloaf-Key.d183126.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/498000/498262-sugarloaf-key.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Sugarloaf Key Cottage Rentals from CA $107 ![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 [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=183126&startDate=2025-09-26&endDate=2025-09-28&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=183126&startDate=2025-10-03&endDate=2025-10-05&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=183126&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=183126&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Sugarloaf Key Cottages ## Our top choices for Sugarloaf Key cottages ![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) ![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) ![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 (258) "Really I have the best experience and soon I want to go again " CA $107 CA $314 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.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) ![Exterior](https://images.trvl-media.com/lodging/115000000/114430000/114429500/114429434/c1f8574c.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) ![Dining](https://images.trvl-media.com/lodging/115000000/114430000/114429500/114429434/228fc1fa.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 (5) CA $412 CA $775 total includes taxes & fees Oct 15 - Oct 16 [](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/34000000/33550000/33548300/33548243/5da801d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33550000/33548300/33548243/fadc9b44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/34000000/33550000/33548300/33548243/41c85b83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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 Cudjoe Key 8.6/10 Excellent (119) "Amazing place for a getaway. Very calm quiet area and close to 2 nice beaches. " [](https://www.expedia.ca/Summerland-Key-Hotels-Charming-Cottages.h33548243.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) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161406/1e6e1b2c.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 (24) "Amazing place and location to everything. Will definitely book this property again." CA $139 CA $446 total includes taxes & fees Sep 18 - Sep 19 [](https://www.expedia.ca/Key-West-Hotels-Egret-Suite-Bright-Retreat.h110161406.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) ![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) ![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 Cudjoe Key 9.0/10 Wonderful (86) "The facility is very nice with lots of amenities. It was clean and located close to everything we wanted to do." [](https://www.expedia.ca/Summerland-Key-Hotels-Canal-Front.h61585151.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) ![Dining](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/97f1383f.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) ![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) ### Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval! Old Town Key West 10/10 Exceptional (21) "We had a wonderful stay here with our kids. Can’t beat the location." CA $144 CA $468 total includes taxes & fees Sep 20 - Sep 21 [](https://www.expedia.ca/Key-West-Hotels-Pelican-Suite-Cozy-Cottage.h110161435.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) ![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) ![Exterior detail](https://images.trvl-media.com/lodging/19000000/19000000/18992300/18992275/87550a0a.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) ### Conch Republic Consul General's Cottage.-Historic District Old Town Key West 9.4/10 Exceptional (162) "Very nice cottage. Good location, clean and quiet. " [](https://www.expedia.ca/Key-West-Hotels-Conch-Republic-Consul-Generals-Cottage-Historic-District.h18992275.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33750000/33743700/33743667/0d348d40.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) ![On the beach](https://images.trvl-media.com/lodging/34000000/33750000/33743700/33743667/9213c0e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Direct Oceanfront Cottage-Sunrise View- #2, Little Torch Key 8.6/10 Excellent (191) "Quiet area, ocean view, roomy place for family of 3. Will stay again, thank you! " [](https://www.expedia.ca/Summerland-Key-Hotels-Direct-Oceanfront-Cottage-Sunrise-View-2.h33743667.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) ![Marina](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912031/9baadd6b.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) ### Cottage with Pool and Boat Dockage just minutes to Key West! Cudjoe Key 8.6/10 Excellent (146) "We had a nice stay at the cottages. Location worked well for our fishing excursions and access across the street to old RT 1 to walk the dogs. " [](https://www.expedia.ca/Summerland-Key-Hotels-Cottage-With-Pool-And-Boat-Dockage-Just-Minutes-To-Key-West.h33912031.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) ![A heated pool](https://images.trvl-media.com/lodging/32000000/31900000/31892500/31892418/7a3fc564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, table tennis, books](https://images.trvl-media.com/lodging/32000000/31900000/31892500/31892418/e382d06c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, table tennis, books](https://images.trvl-media.com/lodging/32000000/31900000/31892500/31892418/8b547234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Home Cudjoe Key 8.6/10 Excellent (171) "Venture out resort is a great vaca spot" [](https://www.expedia.ca/Cudjoe-Key-Hotels-Waterfront-Home.h31892418.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) ![Exterior](https://images.trvl-media.com/lodging/72000000/71430000/71420100/71420009/39ec3f6a.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 Cudjoe Key 9.0/10 Wonderful (86) "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) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113520000/113516000/113515961/23fe250b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113520000/113516000/113515961/51dc8c01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/114000000/113520000/113516000/113515961/f64f78af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113520000/113516000/113515961/50010dda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ~MARGARITA COTTAGE~ Bask in sunshine and lounge by your pool in paradise. Old Town Key West 9.0/10 Wonderful (2) "Very nice cottages, they are well kept and very clean. The management responded quickly to any requests. We will stay there again!" [](https://www.expedia.ca/Key-West-Hotels-MARGARITA-COTTAGE-Bask-In-Sunshine-And-Lounge-By-Your-Pool-In-Paradise.h113515961.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/34000000/33570000/33566300/33566283/5899b4e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/fcb4c32a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage with swimming pool and dockage, just minutes to Key West! Cudjoe Key 9.0/10 Wonderful (155) "Clean quaint charming little cottages." [](https://www.expedia.ca/Summerland-Key-Hotels-Cottage-With-Swimming-Pool-And-Dockage.h33566283.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) ![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) ![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 (123) "The property owner and staff do a great job of communicating. House is very clean and worked well for us" CA $344 CA $672 total includes taxes & fees Sep 24 - Sep 25 [](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/34000000/33390000/33389100/33389096/c9a0bc93.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) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/ec0614f8.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 (152) "Good Fishing, Good local eateries. " CA $206 CA $436 total includes taxes & fees Sep 20 - Sep 21 [](https://www.expedia.ca/Summerland-Key-Hotels-Cottage-With-Pool-And-Dockage.h33389096.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) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33560000/33557700/33557696/e1365b54.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) ![Marina](https://images.trvl-media.com/lodging/34000000/33560000/33557700/33557696/1577bf53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quaint cottage, pool, dockage just minutes to Key West! Cudjoe Key 9.0/10 Wonderful (141) "We had an excellent time , property was an excellent place for our vacation.We hope to come back next year" [](https://www.expedia.ca/Summerland-Key-Hotels-Quaint-Cottage.h33557696.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/62000000/61640000/61636800/61636797/cc31bb17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/62000000/61640000/61636800/61636797/b64e8eb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/62000000/61640000/61636800/61636797/ac53a9ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/62000000/61640000/61636800/61636797/6043dc67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \*\*TURTLE COVE VIEWS @ VENTURE OUT\*\* 2BR/2BA Cottage +35’ Private Slip | 80’ Pool Cudjoe Key 9.6/10 Exceptional (39) "This was our second time staying here, and it was amazing both times! We love the view as well as the pool and beach area. Our host was extremely helpful and acessible to us!! We will be looking to book again in our next trip to the Keys! " [](https://www.expedia.ca/Cudjoe-Key-Hotels-Turtle-Cove-Views-Venture-OUT-2br2ba-Cottage-35-Private-Slip-80-Poo.h61636797.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/64000000/63730000/63723300/63723258/db6f8e09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63730000/63723300/63723258/4bc41e4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/64000000/63730000/63723300/63723258/ab55eadb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathtub, hair dryer, towels, soap](https://images.trvl-media.com/lodging/64000000/63730000/63723300/63723258/caaa3ab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heart of Downtown Key West Cottage With Off-Street Parking Key West Historic District 10/10 Exceptional (136) "Great Location, Free Parking, comfortable beds" [](https://www.expedia.ca/Key-West-Hotels-Heart-Of-Downtown-Key-West-Cottage-With-Off-Street-Parking.h63723258.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) ![Dining](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/c8088cd5.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) ![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! Old Town Key West 9.8/10 Exceptional (20) "Will stay here again " CA $140 CA $469 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Key-West-Hotels-Heron-Suite-Vibrant-Retreat.h110161415.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161428/30d1aa29.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 (23) "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 $140 CA $469 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Key-West-Hotels-Osprey-Suite-Charming-Hideaway.h110161428.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=2025-10-01&endDate=2025-10-02®ionId=183126&adults=2&lodging=COTTAGE&sort=RECOMMENDED&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%2FSugarloaf-Key-Cottages.d183126-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSugarloaf-Key-Cottages.d183126-aaCottages.Travel-Guide-Accommodation) ## Top Sugarloaf Key Hotel Reviews ![Beachside Resort & Residences](//images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg) ### Beachside Resort & Residences 10/10 Excellent "Quiet, private beach, pool and bar" [](https://expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![DoubleTree Resort by Hilton Grand Key - Key West](//images.trvl-media.com/lodging/1000000/480000/470900/470834/be4147fb_y.jpg) ### DoubleTree Resort by Hilton Grand Key - Key West 10/10 Excellent "Excellent " [](https://expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) ![Ibis Bay Beach Resort](//images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/4a09d86c_y.jpg) ### Ibis Bay Beach Resort 10/10 Excellent "Everything about our stay was wonderful! The resort was amazing and the staff was outstanding! We will definitely be back again! The fun desk staff and guides were outstanding and the bartender for most of our stay treated us wonderfully and always made sure were hydrated! Nothing about our visit was disappointing while there! Thank you !!! " [](https://expedia.ca/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.Hotel-Information) ![Havana Cabana at Key West ](//images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/1b750a05_y.jpg) ### Havana Cabana at Key West 10/10 Excellent "This was our first time staying at Havana Cabana. The hotel we typically stay at recently changed their name so we decided to try someplace new and I’m glad we did. The hotel is like stepping into another country from the moment you walk in. The pool is like sitting in an island oasis. The staff was attentive and super nice. The room was clean and the beds were comfortable. The shuttle driver was friendly and full of suggestions if needed. We will stay here again. Ps… the hotel is under construction, mainly its annoying if you sit next to it at the pool, but when the dj was playing we could hardly hear a thing" [](https://expedia.ca/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information) ![Southernmost Beach Resort and Guesthouses](//images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg) ### Southernmost Beach Resort and Guesthouses 10/10 Excellent "Great employees " [](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.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 "Views " [](https://expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information) ![Oceans Edge Key West Resort, Hotel & Marina](//images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/3a4457a0_y.jpg) ### Oceans Edge Key West Resort, Hotel & Marina 10/10 Excellent "Excellent Property " [](https://expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) ![Blue Flamingo Resort Key West](//images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/cb0a4c1e_y.jpg) ### Blue Flamingo Resort Key West 10/10 Excellent "I loved the hotel " [](https://expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![Margaritaville Beach House Key West](//images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/32e70782_y.jpg) ### Margaritaville Beach House Key West 10/10 Excellent "Conveniently located hotel. SHUTTLE to Duvall Street & Airport " [](https://expedia.ca/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information) ## Find out more about Sugarloaf Key ## Sugarloaf Key Cottages information | Number of reviews | 2,016 | | --- | --- | | Accommodation | 121 Cottages | | Lowest Price | CA $107 | | Highest Price | CA $412 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [Aparthotels in Bay Point](https://www.expedia.ca/Bay-Point-Apart-Hotels.d553248635976383913-aaApartHotels.Travel-Guide-Accommodation) - [Guest Houses in Bay Point](https://www.expedia.ca/Bay-Point-Guest-Houses.d553248635976383913-aaGuestHouses.Travel-Guide-Accommodation) - [Cheap Hotels in Bay Point](https://www.expedia.ca/Bay-Point-Hotels-Cheap-Hotels.0-0-d553248635976383913-tCheapHotels.Travel-Guide-Filter-Hotels) - [Bay Point Hotels](https://www.expedia.ca/Bay-Point-Hotels.d553248635976383913.Travel-Guide-Hotels) - [Inns in Bay Point](https://www.expedia.ca/Bay-Point-Inns.d553248635976383913-aaInns.Travel-Guide-Accommodation) - 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