Title: Grassy Key Vacation Home Rentals : Search Top Private Vacation Homes for Rent | Expedia.ca [Grassy Key Travel Guide](https://expedia.ca/Grassy-Key.dx3000451823)[Hotels in Grassy Key](https://expedia.ca/Grassy-Key-Hotels.d3000451823.Travel-Guide-Hotels)[Vacation Rentals in Grassy Key](https://expedia.ca/Grassy-Key-Vacation-Rentals.d3000451823.Travel-Guide-VacationRentals)[Flights to Grassy Key](https://expedia.ca/Cheap-Flights-To-Grassy-Key.d3000451823.Travel-Guide-Flights)[Things to do in Grassy Key](https://expedia.ca/Things-To-Do-In-Grassy-Key.d3000451823.Travel-Guide-Activities)[Grassy Key Car Rentals](https://expedia.ca/Car-Rentals-In-Grassy-Key.d3000451823.Car-Rental-Guide)[Grassy Key Vacation Packages](https://expedia.ca/Grassy-Key.d3000451823.Destination-Travel-Guides) ![Dolphin Research Center which includes signage and a statue or sculpture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/64000/64019-Dolphin-Research-Center.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Grassy Key Vacation Rentals ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=3000451823&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=3000451823&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=3000451823&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=3000451823&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Grassy Key Vacation Homes ![Property grounds](https://images.trvl-media.com/lodging/69000000/68910000/68907000/68906944/w1123h750x106y0-d60943bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, beach towels](https://images.trvl-media.com/lodging/69000000/68910000/68907000/68906944/7c43b63d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68910000/68907000/68906944/w1123h750x106y0-91132719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/69000000/68910000/68907000/68906944/w1124h750x105y0-bf46509c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA Duck Key 9.6/10 Exceptional (45) "We had a good stay. Nice place" CA $301 CA $757 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Marathon-Hotels-Townhouse-On-Duck-Key.h68906944.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/83000000/82540000/82537800/82537770/fbc63629.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/83000000/82540000/82537800/82537770/08c6a5c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books, offices](https://images.trvl-media.com/lodging/83000000/82540000/82537800/82537770/e9f6be18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/83000000/82540000/82537800/82537770/30fe7316.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfront Tiny Villa in the Heart of the FL Keys Marathon 9.8/10 Exceptional (10) "Great place, beautiful view, close to everything." CA $293 CA $708 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Marathon-Hotels-Oceanfront-Tiny-Villa-In-The-Heart-Of-The-FL-Keys.h82537770.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/70000000/69770000/69765400/69765375/e66aad4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69770000/69765400/69765375/382d7391.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69770000/69765400/69765375/0f21c68a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69770000/69765400/69765375/4c3b42d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA Duck Key 9.4/10 Exceptional (32) "Perfect for our get away" CA $301 CA $757 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Marathon-Hotels-Villa-On-Duck-Key.h69765375.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/83000000/82780000/82770600/82770543/6004bd91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82780000/82770600/82770543/e90b1cd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/83000000/82780000/82770600/82770543/dc9a487d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/83000000/82780000/82770600/82770543/0bad0446.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tiny Villa, Big Ocean Views| Breathtaking Sunsets Duck Key 10/10 Exceptional (13) "Our stay at the tiny villa was wonderful. The property was as listed and had fantastic views. Communication with the property owner was very easy. We really enjoyed our time in Duck Key." CA $321 CA $759 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Marathon-Hotels-Tiny-Villa.h82770543.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76910000/76904600/76904522/92aa9b5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/77000000/76910000/76904600/76904522/w1018h683x3y0-c9046c75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76910000/76904600/76904522/w1021h683x3y0-19452984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76910000/76904600/76904522/76b836b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach House Getaway - Kayaks & 2-2.5 Villa Duck Key 9.8/10 Exceptional (28) "Its a nice place to stay " CA $299 CA $767 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Marathon-Hotels-Beach-House-Getaway.h76904522.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119860000/119857200/119857113/005086ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/120000000/119860000/119857200/119857113/1d54c30d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119860000/119857200/119857113/d745cb4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119860000/119857200/119857113/8e67a19c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Discount To Jan 31! 3 Bed, 3 BA Townhome Cabana Club: Oceanfront Beach, Pool! Marathon CA $420 CA $1,367 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Marathon-Hotels-Waterfront-Beautiful-3-Bedroom.h119857113.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/120000000/119430000/119421700/119421695/a30aed89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119430000/119421700/119421695/c45fb41e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119430000/119421700/119421695/5e83e053.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119430000/119421700/119421695/c317dc5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear! Marathon 10/10 Exceptional (157) "We had an awesome experience. The host, Heather, was quick to respond, the hohse was well kept and clean, and the Cabana Club was a great perk. We would absolutely stay here again." CA $595 CA $1,583 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Marathon-Hotels-4-Bed3-BA-Townhome-W-32FT-Dock.h119421695.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114430000/114425900/114425823/6a47fe93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114430000/114425900/114425823/009f8962.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114430000/114425900/114425823/92566bb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/115000000/114430000/114425900/114425823/3d01f449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon request Duck Key 8.8/10 Excellent (3) "The villa is in a great location, and has a very private and secluded feeling to it when inside and around the pool. We had a great time, the villa met and exceeded or expectations, there were 6 of us staying there and the age ranges were from 27 to 64, we rented a charter boat out of marathon so the villa location was perfect.Thank you very much for such a great place to stay, we will try and stay here again if we come back down." CA $822 CA $1,656 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Marathon-Hotels-4-Bedroom-3-Bathroom-Sanctuary-Villa-W-Private-Pool-35ft-Dock-Upon-Request.h114425823.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120200000/120190200/120190116/7bb77c41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/121000000/120200000/120190200/120190116/54d86a37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/121000000/120200000/120190200/120190116/1dfb1d6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120200000/120190200/120190116/9bdf86f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom house in Marathon with pool Marathon 8.0/10 Very good (1) "Great Home & Location & Enjoyable Stay! Thanks!" CA $255 CA $840 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Marathon-Hotels-Charming-2-Bedroom-House-In-Marathon-With-Pool.h120190116.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=2025-10-26&endDate=2025-10-27®ionId=3000451823&adults=2&lodging=VACATION_HOME&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%2FGrassy-Key-Private-Vacation-Homes.d3000451823-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FGrassy-Key-Private-Vacation-Homes.d3000451823-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Grassy Key Hotel Reviews ![Captain Pips Marina & Hideaway](//images.trvl-media.com/lodging/5000000/4740000/4734200/4734183/8ef9dce3_y.jpg) ### Captain Pips Marina & Hideaway 10/10 Excellent "everything was wonderful. couldn't find the remote for the ac unit in the livingroom freezing! and cable didnt work in the bedroom " [](https://expedia.ca/Marathon-Hotels-Captain-Pips-Marina-Hideaway.h4734183.Hotel-Information) ![Fairfield Inn & Suites by Marriott Marathon Florida Keys](//images.trvl-media.com/lodging/1000000/20000/19900/19823/d21c9344_y.jpg) ### Fairfield Inn & Suites by Marriott Marathon Florida Keys 10/10 Excellent "The location was great!" [](https://expedia.ca/Marathon-Hotels-Fairfield-Inn-Suites-By-Marriott-Marathon-Florida-Keys.h19823.Hotel-Information) ![Yacht Haven Marina](//images.trvl-media.com/lodging/100000000/99530000/99522500/99522454/8c48dd9f_y.jpg) ### Yacht Haven Marina 10/10 Excellent "Great place to stay. Great experience " [](https://expedia.ca/Marathon-Hotels-Yacht-Haven-Marina.h99522454.Hotel-Information) ![Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton](//images.trvl-media.com/lodging/2000000/1170000/1169600/1169583/e43f23ef_y.jpg) ### Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton 10/10 Excellent "The stay was great. The roll in shower was nice except for the bathroom floor flooding every time it was used. As a high fall risk it is very dangerous for me and anyone else that walks in the bathroom. There needs to be a solution to this issue before someone falls. " [](https://expedia.ca/Marathon-Hotels-Faro-Blanco-Resort-Yacht-Club.h1169583.Hotel-Information) ![Hampton Inn Marathon - Florida Keys](//images.trvl-media.com/lodging/1000000/430000/428800/428789/02e7cbc5_y.jpg) ### Hampton Inn Marathon - Florida Keys 10/10 Excellent "Este hotel me encantó está bien céntrico, playas cerca, restaurantes que puedes ir a pie desde la instalación. La habitación muy linda, limpia. El personal muy servicial. El desayuno variado. Volvería a repetir sin dudas. " [](https://expedia.ca/Marathon-Hotels-Hampton-Inn-Marathon-Florida-Keys.h428789.Hotel-Information) ![Grassy Flats Resort & Beach Club](//images.trvl-media.com/lodging/37000000/36890000/36881900/36881801/e7fc7008_y.jpg) ### Grassy Flats Resort & Beach Club 10/10 Excellent "The place is beautiful and very relaxing the staff very nice and accommodating the only thing that needs updating is the mattresses not very comfortable other than that is a hidden gem " [](https://expedia.ca/Marathon-Hotels-Grassy-Flats-Resort-Beach-Club.h36881801.Hotel-Information) ![Courtyard by Marriott Faro Blanco Resort](//images.trvl-media.com/lodging/11000000/10560000/10554600/10554536/962eab99_y.jpg) ### Courtyard by Marriott Faro Blanco Resort 10/10 Excellent "I didn’t have a view but the hotel was very nice" [](https://expedia.ca/Marathon-Hotels-Courtyard-By-Marriott-Marathon-Florida-Keys.h10554536.Hotel-Information) ![Isla Bella Beach Resort & Spa](//images.trvl-media.com/lodging/25000000/24110000/24101800/24101706/1b2ea44f_y.jpg) ### Isla Bella Beach Resort & Spa 10/10 Excellent "Extremely clean; nice surroundings; great pool choices; restaurant was good." [](https://expedia.ca/Marathon-Hotels-Isla-Bella-Beach-Resort-Spa.h24101706.Hotel-Information) ![Hawks Cay Resort](//images.trvl-media.com/lodging/1000000/10000/6100/6068/b1845555_y.jpg) ### Hawks Cay Resort 10/10 Excellent "Impeccable cleanliness. The Salt and Ash dining was one of the best meals of my life." [](https://expedia.ca/Marathon-Hotels-Hawks-Cay-Resort.h6068.Hotel-Information) ## Find out more about Grassy Key ## Grassy Key Vacation Homes information | Number of reviews | | | --- | --- | | Accommodation | Vacation Homes | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Aparthotels in Conch Key](https://www.expedia.ca/Conch-Key-Apart-Hotels.d3000396828-aaApartHotels.Travel-Guide-Accommodation) - [Guest Houses in Conch Key](https://www.expedia.ca/Conch-Key-Guest-Houses.d3000396828-aaGuestHouses.Travel-Guide-Accommodation) - [Inns in Conch Key](https://www.expedia.ca/Conch-Key-Inns.d3000396828-aaInns.Travel-Guide-Accommodation) - [Lodges in Conch Key](https://www.expedia.ca/Conch-Key-Lodges.d3000396828-aaLodges.Travel-Guide-Accommodation) - [Resorts in Conch Key](https://www.expedia.ca/Conch-Key-Resort-Hotels.d3000396828-aaResortHotels.Travel-Guide-Accommodation) - 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