Title: Rockland Key Vacation Rentals from CA $283: Short-Term Rentals for 2025 | Expedia.ca [Rockland Key Travel Guide](https://expedia.ca/Rockland-Key.dx553248635976197596)[Hotels in Rockland Key](https://expedia.ca/Rockland-Key-Hotels.d553248635976197596.Travel-Guide-Hotels)[Flights to Rockland Key](https://expedia.ca/Cheap-Flights-To-Rockland-Key.d553248635976197596.Travel-Guide-Flights)[Rockland Key Car Rentals](https://expedia.ca/Car-Rentals-In-Rockland-Key.d553248635976197596.Car-Rental-Guide)[Rockland Key Vacation Packages](https://expedia.ca/Rockland-Key.d553248635976197596.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Rockland Key Vacation Rentals ![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 In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976197596&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976197596&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976197596&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976197596&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in Rockland Key ![Restaurant](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/d6422035.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Cabin | Living area](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/c267004f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Bungalow | Private kitchen](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/920119e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/3a268cdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aqua Lodges at Hurricane Hole Marina Stock Island 9.0/10 Wonderful (162) "The stay was beautiful " CA $107 CA $355 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Key-West-Hotels-Aqua-Lodges-At-Hurricane-Hole-Marina.h89832384.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/860000/858000/857964/eca90904.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![20-inch TV with satellite channels, DVD player](https://images.trvl-media.com/lodging/1000000/860000/858000/857964/45293052.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/860000/858000/857964/489ad80a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/860000/858000/857964/376faaf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Vacation Club at Sunset Harbor, Key West Old Town Key West 8.4/10 Very good (314) "Great hotel with excellent location " [](https://www.expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Sunset-Harbor.h857964.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/28000000/27690000/27682400/27682303/79d0a981.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27690000/27682400/27682303/7b599af0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/28000000/27690000/27682400/27682303/5ae34cc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach towels](https://images.trvl-media.com/lodging/28000000/27690000/27682400/27682303/3a198a15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Steps from Duval, Pool on Site & Bikes Included! Old Town Key West 9.6/10 Exceptional (402) "this was exactly as advertised and close to all the action" CA $124 CA $313 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Key-West-Hotels-Steps-From-Duval.h27682303.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21700000/21690900/21690843/81510f43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free internet, bed sheets](https://images.trvl-media.com/lodging/22000000/21700000/21690900/21690843/13c903c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21700000/21690900/21690843/8dc353de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21700000/21690900/21690843/ee58575e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC Old Town Key West 8.8/10 Excellent (231) "Property was cute and in a great location! " CA $82 CA $283 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Key-West-Hotels-Downtown-Dog-Friendly-Cottage-Like-Studio-With-Patio.h21690843.Hotel-Information) ![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) ![Dining](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/97f1383f.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) ### 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 $116 CA $424 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Key-West-Hotels-Pelican-Suite-Cozy-Cottage.h110161435.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) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/64000000/63730000/63723300/63723258/738506c6.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) ![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) ### Heart of Downtown Key West Cottage With Off-Street Parking Key West Historic District 10/10 Exceptional (137) "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) ![Marina](https://images.trvl-media.com/lodging/120000000/119500000/119492800/119492759/184a49f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119500000/119492800/119492759/6c0cd1c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oven, stovetop](https://images.trvl-media.com/lodging/120000000/119500000/119492800/119492759/2420637e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119500000/119492800/119492759/23ebb7dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools Stock Island CA $348 CA $461 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Key-West-Hotels-1-Bedroom-Boat-At-The-Perry-With-AC.h119492759.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/36000000/35060000/35053400/35053355/3bbf9cc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35060000/35053400/35053355/8ca3f11b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/36000000/35060000/35053400/35053355/0807cfe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, music library](https://images.trvl-media.com/lodging/36000000/35060000/35053400/35053355/6940d922.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Perfect Location, Private Heated Pool, Pristine Luxury Home! Old Town Key West 10/10 Exceptional (189) "Outstanding place to stay, centrally located!" CA $1,184 CA $2,464 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Key-West-Hotels-Steps-From-Duval-St-Historical-Charm-Meets-Modern-Design-In-Old-Town-Key-West.h35053355.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73240000/73238500/73238458/60b95cd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/74000000/73240000/73238500/73238458/82d61a90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/74000000/73240000/73238500/73238458/ade06e4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73240000/73238500/73238458/8ea08bd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Florida Style, wrap around porch, boat basin for dockage, open water Little Torch Key 9.6/10 Exceptional (80) "The secluded dock is a nice feature. The driveway is tricky to exit. " [](https://www.expedia.ca/Little-Torch-Key-Hotels-Old-Florida-Style.h73238458.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/130000/120600/120544/fde9bad6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/130000/120600/120544/9652c070.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools](https://images.trvl-media.com/lodging/1000000/130000/120600/120544/e2a89efd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dock](https://images.trvl-media.com/lodging/1000000/130000/120600/120544/fdc5083f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coconut Mallory Resort And Marina By Kees Vacations Key West 8.2/10 Very good (819) "Great place really nice rooms" [](https://www.expedia.ca/Key-West-Hotels-Coconut-Mallory-Resort-And-Marina-By-Kees-Vacations.h120544.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33070000/33065700/33065693/d362e5da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, DVD player, stereo](https://images.trvl-media.com/lodging/34000000/33070000/33065700/33065693/5885fdb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33070000/33065700/33065693/6fe77c8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33070000/33065700/33065693/60e1258d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval! Old Town Key West 9.2/10 Wonderful (183) "Great location; excellent property management " [](https://www.expedia.ca/Key-West-Hotels-TIDES-ON-SIMONTON-Perfectly-Located-Just-Off-Duval-And-All-The-Fun.h33065693.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/112000000/111020000/111019600/111019535/d6d1bef8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/112000000/111020000/111019600/111019535/e35982fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/112000000/111020000/111019600/111019535/42465d1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111020000/111019600/111019535/54e33093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West Stock Island 6.6/10 (12) "Unfortunately this stay was very disappointing. The marina was awesome. Tessa was awesome. The boat itself was disgusting. The pictures are very deceiving. What you see is not what you get. " CA $231 CA $471 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Key-West-Hotels-Charming-4-Bedroom-Yacht-With-AC.h111019535.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/681d666f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/5017edad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/682ba7e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/a6298f91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!! Stock Island 7.8/10 Good (22) "Loved everything about the stay, " CA $348 CA $694 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Key-West-Hotels-Viking-Yacht-Getaway-In-The-Keys-NEW-LOCATION-Tons-Of-Amenities.h92965988.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/117000000/116690000/116686500/116686462/86b3bc46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/117000000/116690000/116686500/116686462/eae757f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/117000000/116690000/116686500/116686462/5adc79fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/117000000/116690000/116686500/116686462/04d40c42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town! Old Town Key West 10/10 Exceptional (4) "Beautiful property, perfectly located, and one of the best VRBO experiences we have ever had." [](https://www.expedia.ca/Key-West-Hotels-THE-DELANEY-HOUSE-4-BR.h116686462.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/111000000/110840000/110834300/110834272/076ea7f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110840000/110834300/110834272/79fb9a1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/111000000/110840000/110834300/110834272/37337c9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110840000/110834300/110834272/3362add5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### GATO ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen w/ Shared Heated Pool! Old Town Key West 9.6/10 Exceptional (18) "Short walk to Duval street, quiet and very clean and comfortable." [](https://www.expedia.ca/Key-West-Hotels-THE-GATO-ROOM-2nd-Floor-King-Suite-Inn-On-Fleming-W-Shared-Pool.h110834272.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/111000000/110840000/110837000/110836928/eaf53727.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/111000000/110840000/110837000/110836928/d2031813.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/111000000/110840000/110837000/110836928/d14ec74c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110840000/110837000/110836928/04380625.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool Old Town Key West 9.6/10 Exceptional (19) "Great place will rent again " CA $111 CA $313 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Key-West-Hotels-THE-TRUMAN-ROOM-2nd-Floor-Queen-Suite-Inn-On-Fleming-W-Shared-Pool.h110836928.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/017ce471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/480812c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/317159c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/74a49171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Living the Dream Key West Style Stock Island 9.8/10 Exceptional (25) "Great hosts and great accommodations!" CA $375 CA $473 total includes taxes & fees Oct 3 - Oct 4 [](https://www.expedia.ca/Key-West-Hotels-Living-The-Dream-Key-West-Style.h99882182.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/113000000/112580000/112580000/112579934/7f9cf3c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/113000000/112580000/112580000/112579934/9130b9d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112580000/112580000/112579934/a0b69381.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112580000/112580000/112579934/b2704548.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holly's Hideaway - Truman @ Duval | Two-Bedroom Prime Location! Old Town Key West 9.6/10 Exceptional (17) "Great place to stay! Very clean and steps to Duval Ave." CA $141 CA $531 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Key-West-Hotels-Hollys-Hideaway-Truman-Duval-Two-Bedroom-Prime-Location.h112579934.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/34000000/33070000/33065800/33065733/bf3b8fb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/34000000/33070000/33065800/33065733/5ef6628c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33070000/33065800/33065733/18130751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33070000/33065800/33065733/cd83f73a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### RIPTIDES ~Stylish Studio Located in a Central Location Near All the Action! Old Town Key West 9.6/10 Exceptional (188) "Bucket list trip. Great location. Property was just what was expected. Perfect for 2!" [](https://www.expedia.ca/Key-West-Hotels-RIPTIDES-Stylish-Studio-Located-In-A-Central-Location-Near-All-The-Action.h33065733.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/19000000/19000000/18992300/18992275/3039b647.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) ![Exterior detail](https://images.trvl-media.com/lodging/19000000/19000000/18992300/18992275/87550a0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/19000000/18992300/18992275/581aac52.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) "Great host! Some minor issues but great for the price." [](https://www.expedia.ca/Key-West-Hotels-Conch-Republic-Consul-Generals-Cottage-Historic-District.h18992275.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=2025-10-13&endDate=2025-10-14®ionId=553248635976197596&adults=2&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%2FRockland-Key-Vacation-Rentals.d553248635976197596.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FRockland-Key-Vacation-Rentals.d553248635976197596.Travel-Guide-VacationRentals) ## Top Rockland Key Hotel Reviews ![The Laureate Key West](//images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/3158543b_y.jpg) ### The Laureate Key West 10/10 Excellent "Family-friendly, Ocean View" [](https://expedia.ca/Key-West-Hotels-The-Laureate-Key-West.h27156592.Hotel-Information) ![La Concha Key West, Autograph Collection](//images.trvl-media.com/lodging/1000000/10000/3900/3853/a3b28d11_y.jpg) ### La Concha Key West, Autograph Collection 10/10 Excellent "Excellent weekend stay" [](https://expedia.ca/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.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 "Very good for visiting " [](https://expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.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 "The three pools were amazing. We particularly enjoyed the tranquility pool for a quieter or relaxed experience. Lots of great activities and good communication via text from the hotel throughout the stay. Walkable to many of the must see Key West destinations. " [](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 "My family and I had a memorable and wonderful time at Casa Marina. Upon entering the lobby I was impressed with the decor. Check in was quick and easy. We encountered friendly staff who appeared professional and proud to assist with needed information. The room was massive with two queen bed and if needed could also fit a cot with a lot of room left to move around without bumping into each other. I was pleased with the cleanliness of the room, hotel grounds and bath rooms. The views on the property were spectacular. The sunrise and sunsets from the beach was mesmerizing. The activities included snorkling, jet skiing and more. I was not a fan of the beach on the property and opted to go to Fort Zachary State Park Beach where the water was clear and beautiful with gentle waves. We had an awesome time. We hope to return to Key West and will definately stay at Casa Marina again. The hotel was less than ten minutes to the local attractions. Thank you." [](https://expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information) ![Beachside Resort & Residences](//images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg) ### Beachside Resort & Residences 10/10 Excellent "Excellent service-the only thing I was upset with is Expedia states there is shuttle service to and from the airport there is not. The beach they advertised is not accessible." [](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 "The room was great & the staff was friendly & courteous gorgeous pool" [](https://expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) ![Hyatt Centric Key West Resort and Spa](//images.trvl-media.com/lodging/1000000/10000/1000/901/0b72a249_y.jpg) ### Hyatt Centric Key West Resort and Spa 10/10 Excellent "Location was great! Staff outstanding! Can’t wait to go back!" [](https://expedia.ca/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information) ![Hampton Inn Key West FL](//images.trvl-media.com/lodging/1000000/20000/15800/15720/4075e8ff_y.jpg) ### Hampton Inn Key West FL 10/10 Excellent "Yes, my view was on the ocean side. And yea the connection with wifi was great. Never legged . The pool was amazing . The frontndest incredible people . Nick was the best ." [](https://expedia.ca/Key-West-Hotels-Hampton-Inn-Key-West-FL.h15720.Hotel-Information) ## Find out more about Rockland Key **Everything you need to know about** **Rockland Key** **vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Rockland Key vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Rockland Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Rockland Key vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Rockland Key. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Rockland Key vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Rockland Key vacation rentals we have selected for you start as low as CA $283 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Rockland Key rentals** At Expedia, we put the best Rockland Key vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Rockland Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Rockland Key vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Rockland Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in Rockland Key ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - 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Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)