Title: Cupids Cay Vacation Home Rentals : Search Top Private Vacation Homes for Rent | Expedia.ca [Cupids Cay Travel Guide](https://expedia.ca/Cupids-Cay.dx553248635976194141)[Hotels in Cupids Cay](https://expedia.ca/Cupids-Cay-Hotels.d553248635976194141.Travel-Guide-Hotels)[Vacation Rentals in Cupids Cay](https://expedia.ca/Cupids-Cay-Vacation-Rentals.d553248635976194141.Travel-Guide-VacationRentals)[Flights to Cupids Cay](https://expedia.ca/Cheap-Flights-To-Cupids-Cay.d553248635976194141.Travel-Guide-Flights)[Cupids Cay Car Rentals](https://expedia.ca/Car-Rentals-In-Cupids-Cay.d553248635976194141.Car-Rental-Guide)[Cupids Cay Vacation Packages](https://expedia.ca/Cupids-Cay.d553248635976194141.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/511b06cdc58a17281d448ef0f1bad914.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Cupids Cay 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 Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976194141&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 weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976194141&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976194141&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976194141&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Cupids Cay Vacation Homes ![Beach](https://images.trvl-media.com/lodging/35000000/34140000/34139500/34139463/abc6a480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34140000/34139500/34139463/6707e20b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/35000000/34140000/34139500/34139463/438a42a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/35000000/34140000/34139500/34139463/24185130.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea Shanty - Ocean view, Private pool, Walk to Beach, Prime Central Location. governors harbour 10/10 Exceptional (121) "Clean, comfotable and a great location!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danielle S. CA $273 CA $421 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Governors-Harbour-Hotels-Sea-Shanty-Ocean-View.h34139463.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/105000000/104440000/104435100/104435020/3f5e0d1b_edited_f76c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/105000000/104440000/104435100/104435020/w301h683x362y0-b30970ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104440000/104435100/104435020/w300h683x362y0-7650cd04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/105000000/104440000/104435100/104435020/w303h683x360y0-c0ff9f87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sugar Cakes Tiny house Governors harbour 10/10 Exceptional (2) "Ms. Calae was amazing, she welcomed us into her place with welcoming hands. Snacks were left for us which was very generous of her. It was amazing!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brenique C. CA $266 CA $415 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Governors-Harbour-Hotels-Sugar-Cakes-Tiny-House.h104435020.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/108000000/107500000/107494400/107494307/ddf2fc82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/108000000/107500000/107494400/107494307/8144003a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107500000/107494400/107494307/90ff5825.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107500000/107494400/107494307/a58dea6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### YellowBird, Yellowbird Estate in Double Bay Fully Staffed North Palmetto Point 10/10 Exceptional (7) "Rating Details: The property manager was very helpful. The vacation rental was spotless. I was happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The house is extremely nice, well decorated, and very roomy. The staff at Yellowbird are fabulous. The meals cooked by AD were over the top as well as Haratio.Had a great time with my family and loved being there." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas C. CA $7,691 CA $8,785 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Double-Bay-Hotels-YellowBird.h107494307.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=2025-11-11&endDate=2025-11-12®ionId=553248635976194141&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%2FCupids-Cay-Private-Vacation-Homes.d553248635976194141-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCupids-Cay-Private-Vacation-Homes.d553248635976194141-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Cupids Cay Hotel Reviews ![Sky Beach Club](//images.trvl-media.com/lodging/4000000/3550000/3542200/3542132/39c03119_y.jpg) ### Sky Beach Club 10/10 Excellent "The driveway from the main road to the property needs to be properly paved. Currently it is a marl road with lots of deep sinks. When this is done the place will look immaculate. This did not make my stay unpleasant, just advice to make the drive up more comfortable and attractive. The Bungalows are beautiful and the view breath taking. I absolutely loved it, already recommended it to a few friends and will definitely return." [](https://expedia.ca/Governors-Harbour-Hotels-Sky-Beach-Club.h3542132.Hotel-Information) ![Trade Winds - Oceanview, Private Pool, Short Walk To Pink Sand Beach, Central.](//images.trvl-media.com/lodging/20000000/19510000/19501600/19501527/7048956b_y.jpg) ### Trade Winds - Oceanview, Private Pool, Short Walk To Pink Sand Beach, Central. 10/10 Excellent "Clean rooms, host very responsive, clean. Will definitely recommend. Nice place! Great stay! " [](https://expedia.ca/Governors-Harbour-Hotels-Trade-Winds-Oceanview.h19501527.Hotel-Information) ![High-End Caribbean Home-Top location-Large Private Pool-Great Views+Generator!](//images.trvl-media.com/lodging/36000000/35670000/35664400/35664326/e731bfdf_y.jpg) ### High-End Caribbean Home-Top location-Large Private Pool-Great Views+Generator! 10/10 Excellent "I genuinely had an amazing time, the house is beautiful and so spacious. it’s also private so it’s quiet. we loved that it was near the airport and food places. Romell was amazing, one of the nicest persons I’ve ever met. " [](https://expedia.ca/Governors-Harbour-Hotels-High-End-New-Home-Large-PRIVATE-Pool.h35664326.Hotel-Information) ![Oceanfront Glass House on Private Deserted Pink Sand Beach](//images.trvl-media.com/lodging/35000000/34200000/34190800/34190775/d4a00291_y.jpg) ### Oceanfront Glass House on Private Deserted Pink Sand Beach 10/10 Excellent "Love it" [](https://expedia.ca/Governors-Harbour-Hotels-Oceanfront-Glass-House-On-Private-Deserted-Pink-Sand-Beach.h34190775.Hotel-Information) ![Oceanfront- Brand new Eleuthera house](//images.trvl-media.com/lodging/38000000/37790000/37781900/37781847/44c8b3f5_y.jpg) ### Oceanfront- Brand new Eleuthera house 10/10 Excellent "Wonderful property with beautiful views of the ocean from the back of the house that is all sliding glass doors. Lounge chairs on back deck made sunbathing and star gazing perfect. Very comfy beds, pillows and furniture. Lots of clean towels for bath & beach. Barbi is very professional and responsive. Excellent to work with. Overall a perfect stay. " [](https://expedia.ca/Governors-Harbour-Hotels-Oceanfront-Brand-New-Eleuthera-House.h37781847.Hotel-Information) ![BEACHFRONT INFINTY POOL, 4BR/ NEW! 4 BATHROOMS](//images.trvl-media.com/lodging/30000000/29880000/29871900/29871811/86ab6c67_y.jpg) ### BEACHFRONT INFINTY POOL, 4BR/ NEW! 4 BATHROOMS 10/10 Excellent "This home was absolutely amazing! Easiest check in and so beautifully appointed! " [](https://expedia.ca/North-Palmetto-Point-Hotels-BEACHFRONT-INFINTY-POOL.h29871811.Hotel-Information) ![Sea Shanty - Ocean view, Private pool, Walk to Beach, Prime Central Location. ](//images.trvl-media.com/lodging/35000000/34140000/34139500/34139463/abc6a480_y.jpg) ### Sea Shanty - Ocean view, Private pool, Walk to Beach, Prime Central Location. 10/10 Excellent "House was great. Had everything we needed. My daughter loved the pool after being in the ocean all day and when boredom hit she would take a dip. We enjoyed our stay! " [](https://expedia.ca/Governors-Harbour-Hotels-Sea-Shanty-Ocean-View.h34139463.Hotel-Information) ![ULTRA LUX Coconut Cove Compound! 2.5 acres with 300 ft PINK SAND BEACH](//images.trvl-media.com/lodging/108000000/107500000/107492300/107492292/e6f8d342_y.jpg) ### ULTRA LUX Coconut Cove Compound! 2.5 acres with 300 ft PINK SAND BEACH 10/10 Excellent "We have stayed in Winding Bay several times many years ago. This is a relatively new home that includes a 4 bedroom guest house so a great amount of space for all ages. Kitchen was well equipped, bedrooms were spacious and comfortable, and all the living areas perfect for those late afternoons before dinner. Outside space is incredible with a huge deck, picnic tables, lounges, chairs, covered area, kayaks, paddle boards, water trampoline, and water toys. There is a large bar/grill area with outdoor tv as well. We rented the large Suburban which the owner had left for us at the airport and was perfect for 7 of us and all our luggage. Winding Bay is the perfect spot if you want to spear lobster and/or fish as it is on the ocean side but protected from the Atlantic. We had lobster ever. single. night. Please note the season opens there on August 1st. This home was just great for our family with ages 6 - 75. The host, Chris, is outstanding and will communicate immediately if asked a question or have a concern. We would do a repeat visit to this compound. As our six year old said, "let's go home for two days and then come back." I agree. Thank you, Chris. It was a terrific vacation." [](https://expedia.ca/Tarpum-Bay-Hotels-ULTRA-LUX-Coconut-Cove-Compound-25-Acres-With-300-Ft-PINK-SAND-BEACH.h107492292.Hotel-Information) ![Luxury in the Out Islands, 1st Class for the Selective Vacationer](//images.trvl-media.com/lodging/31000000/30670000/30663600/30663526/270-4599f1cf_y.jpg) ### Luxury in the Out Islands, 1st Class for the Selective Vacationer 10/10 Excellent "My wife and I stayed at this lovely property for an early 25th anniversary celebration, and it was absolutely magnificent. Like many of the small convenience stores on Eleuthera, the best way to describe Laguna is “if they don’t have it, you don’t need it…” Truly one of the best equipped vacation rentals we’ve stayed at in many years of travel. Extremely comfortable, well maintained, meticulously thought out, and protected from frequent island power outages by a substantial automatic generator, this place is truly first class. We will be back with our kids next time so they can enjoy all this villa has to offer!" [](https://expedia.ca/South-Palmetto-Point-Hotels-Luxury-In-The-Out-Islands.h30663526.Hotel-Information) ## Find out more about Cupids Cay ## Cupids Cay 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 - [4 Star Hotels in Windermere Island](https://www.expedia.ca/4Star-Windermere-Island-Hotels.s40-0-d3000431219.Travel-Guide-Filter-Hotels) - [Alice Town Hotels](https://www.expedia.ca/Alice-Town-Hotels.d553248635964610918.Travel-Guide-Hotels) - [Vacation Homes in Central Eleuthera](https://www.expedia.ca/Central-Eleuthera-Private-Vacation-Homes.d6247318-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [All Inclusive Resorts and in Central Eleuthera](https://www.expedia.ca/Destinations-In-Central-Eleuthera-All-Inclusive-Hotel.0-0-d6247318-tAllInclusiveHotel.Hotel-Filter-Destinations) - [Lgbt Friendly Hotels in Central Eleuthera](https://www.expedia.ca/Destinations-In-Central-Eleuthera-LGBT-Friendly-Hotel.0-0-d6247318-tLGBTFriendlyHotel.Hotel-Filter-Destinations) - 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