Title: South Side Vacation Home Rentals : Search Top Private Vacation Homes for Rent | Expedia.ca [South Side Travel Guide](https://expedia.ca/South-Side.dx553248635975749438)[Hotels in South Side](https://expedia.ca/South-Side-Hotels.d553248635975749438.Travel-Guide-Hotels)[Vacation Rentals in South Side](https://expedia.ca/South-Side-Vacation-Rentals.d553248635975749438.Travel-Guide-VacationRentals)[Flights to South Side](https://expedia.ca/Cheap-Flights-To-South-Side.d553248635975749438.Travel-Guide-Flights)[South Side Car Rentals](https://expedia.ca/Car-Rentals-In-South-Side.d553248635975749438.Car-Rental-Guide)[South Side Vacation Packages](https://expedia.ca/South-Side.d553248635975749438.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # South Side 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 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635975749438&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635975749438&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635975749438&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248635975749438&startDate=2026-01-16&endDate=2026-01-18&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select South Side Vacation Homes ![Outdoor pool](https://images.trvl-media.com/lodging/28000000/27140000/27131700/27131691/36366eaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/28000000/27140000/27131700/27131691/3723981c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27140000/27131700/27131691/283d9e5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/28000000/27140000/27131700/27131691/555b1dc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Front Paradise Home. Luxurious Funishings! Cayman Brac 10/10 Exceptional (64) "We thoroughly enjoyed our 2 week stay at Paradise Found. The home was well equipped, clean and very comfortable. The screened in porch was a plus. We have vacationed on Cayman Brac many times and Paradise Found is now one of our favorites." [](https://www.expedia.ca/Tibbetts-Turn-Hotels-Beach-Front-Paradise-Home-Luxurious-Funishings.h27131691.Hotel-Information) ![On the beach, beach towels](https://images.trvl-media.com/lodging/46000000/45630000/45629700/45629693/ff15ad55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/46000000/45630000/45629700/45629693/eca3b991.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/46000000/45630000/45629700/45629693/w4029h2053x3y0-f2a8d72e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/46000000/45630000/45629700/45629693/696c1b47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Southern Exposure, Secluded New Beach House on Cayman Brac! Divers delight! Cayman Brac 9.2/10 Wonderful (7) "The ocean view and the sun rise was amazing " [](https://www.expedia.ca/Bouvet-Island-Hotels-Vrbo-Property.h45629693.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/45000000/44070000/44065300/44065259/471436e6.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/45000000/44070000/44065300/44065259/9eb7a8a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/45000000/44070000/44065300/44065259/a39c97e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/45000000/44070000/44065300/44065259/2e29003a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Oceanfront Villa, 2 Primary Suites + 3rd bdrm, Pool Stake Bay 10/10 Exceptional (60) "No doubt about it, this is an amazing home in a lovely location. The layout of the house is well thought out. Kitchen has everything you need for preparing meals. The real highlight is the ocean and the pool. Snorkeling from the house was good. Short drives around the island to access a various heritage points and other snorkel sites. " [](https://www.expedia.ca/West-End-Hotels-Luxury-Oceanfront-Villa.h44065259.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/84000000/83830000/83827200/83827123/570d1d5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83830000/83827200/83827123/dae8500f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83830000/83827200/83827123/3ebc5167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83830000/83827200/83827123/c1c71ad8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Featherstone - The Estate Tibbett's Turn [](https://www.expedia.ca/Tibbetts-Turn-Hotels-Featherstone-The-Estate.h83827123.Hotel-Information) ![On the beach, sun loungers](https://images.trvl-media.com/lodging/34000000/33740000/33736200/33736125/7ac30eff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers](https://images.trvl-media.com/lodging/34000000/33740000/33736200/33736125/22f12ee5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33740000/33736200/33736125/f57487b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33740000/33736200/33736125/f36c8505.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### PLEASE COME AND RELAX ON OUR PRIVATE BEACH! Cayman Brac 9.0/10 Wonderful (15) "Perfect locatioon for peace and quiet, however it's quite the distance from grocery stores and other points of interest. Definitely booking again next year." [](https://www.expedia.ca/Spot-Bay-Hotels-PLEASE-COME-AND-RELAX-ON-OUR-PRIVATE-BEACH.h33736125.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/45000000/44230000/44230000/44229946/68e256cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/45000000/44230000/44230000/44229946/93f033dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/45000000/44230000/44230000/44229946/d8df2209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, Netflix, DVD player](https://images.trvl-media.com/lodging/45000000/44230000/44230000/44229946/f35479e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Beachfront House on Cayman Brac's Nicest Beach! Vacation your way! Cayman Brac 10/10 Exceptional (7) "Property was great." [](https://www.expedia.ca/West-End-Hotels-Luxury-Beachfront-House-On-Cayman-Bracs-Nicest-Beach-Vacation-Your-Way.h44229946.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/58000000/57430000/57422900/57422812/02b8e349.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/58000000/57430000/57422900/57422812/35e2e95e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/58000000/57430000/57422900/57422812/c41d0e54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57430000/57422900/57422812/4314cac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nature Escape Getaway w/ in-room dining service & amenities/3bdrm 1bth/sleeps 5 Cayman Brac 8.0/10 Very good (1) "Greeted by house manager who took us through the basics. Villa was super clean and very cute. Gorgeous outside area" [](https://www.expedia.ca/West-End-Hotels-Nature-Escape-Getaway-W-In-Room-Dining-Service-Amenities3bdrm-1bthsleeps-5.h57422812.Hotel-Information) ![On the beach, beach towels](https://images.trvl-media.com/lodging/34000000/33490000/33486700/33486647/58b05173.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33490000/33486700/33486647/91bf522b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33490000/33486700/33486647/8726042e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33490000/33486700/33486647/84e63f1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private 2-b beachfront cottage w/ hammocks, screened-in veranda, sunsets & more! North Side, West End 9.8/10 Exceptional (55) "Great time. " [](https://www.expedia.ca/West-End-Hotels-Sunsets.h33486647.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34200000/34190200/34190106/8507c206.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34200000/34190200/34190106/4158b050.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34200000/34190200/34190106/063c7339.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34200000/34190200/34190106/798a0e04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Awesome Sea Views! Secluded Beach Little Cayman Island 10/10 Exceptional (13) "Tarpon House has as an amazing location and is very well finished. It was extremely relaxing staying there - quiet and calm, with the Milky Way filling the sky every night." [](https://www.expedia.ca/Little-Cayman-Hotels-Last-Minute-Discounts-Beach-House-Awesome-Sea-Views-Total-Seclusion.h34190106.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74700000/74692200/74692132/169cd475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74700000/74692200/74692132/w1744h1240x0y0-57ab5f9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/75000000/74700000/74692200/74692132/0c635b00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/75000000/74700000/74692200/74692132/96443a71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The ROCK HOUSE with Private Beach on Little Cayman Blossom Village 10/10 Exceptional (2) "great location store, is bike able distance , shallow water snorkeling in front of house lots of conch, screen porch is outstanding feature . older houses like this one are usually in best locations" [](https://www.expedia.ca/Little-Cayman-Hotels-The-ROCK-HOUSE-With-Private-Beach-On-Little-Cayman.h74692132.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/22000000/21980000/21978300/21978247/22f854e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/22000000/21980000/21978300/21978247/1517baa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21980000/21978300/21978247/93f69328.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/22000000/21980000/21978300/21978247/d82ab4c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Little Cayman 3 Bedroom Oceanfront Private Villa West End 10/10 Exceptional (18) "Enjoyed it!" [](https://www.expedia.ca/Little-Cayman-Hotels-Little-Cayman-3-Bedroom-Oceanfront-Private-Villa.h21978247.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99520000/99517100/99517026/87e54322.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/100000000/99520000/99517100/99517026/2356c779.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99520000/99517100/99517026/717084e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/100000000/99520000/99517100/99517026/2ec69e9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean view from every room ,quiet neighborhood family friendly.Bluff view Cayman Brac 6.0/10 (1) "Stay was 1 week and the pool could not be used due to bees and was not cleaned regularly. One bath was out of service because of leak. The place is very nice tho hopefully all issues are fix would stay again." [](https://www.expedia.ca/East-End-Hotels-Ocean-View-From-Every-Room.h99517026.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/45000000/44410000/44400600/44400523/8a5af751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/45000000/44410000/44400600/44400523/523b6b6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/45000000/44410000/44400600/44400523/4338c8a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/45000000/44410000/44400600/44400523/70ccf00f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### THE ULTIMATE LUXURY BOTANICAL FAMILY ESTATE VERY LARGE 3,480 SQFT ON THE BEACH!! CAYMAND BRAC 6.4/10 (5) "My family and close friends have traveled to Cayman Brac almost every year now for the last 32 years for our scuba trips and to relax in one of the best islands in the world. This island is a hidden paradise more people should know about but I am happy they do not. I think we have stayed at pretty much every home rental that Cayman Brac has to offer and it is a hit or miss to be honest not everyone is honest about their rentals and be careful with viewing photo shopped rentals! However, this... [](https://www.expedia.ca/West-End-Hotels-THE-ULTIMATE-LUXURY-BOTANICAL-FAMILY-ESTATE-VERY-LARGE-3.h44400523.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35060000/35055600/35055567/229107ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/36000000/35060000/35055600/35055567/40c883f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/36000000/35060000/35055600/35055567/1afac85e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/36000000/35060000/35055600/35055567/7d852a92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### RazorBrac SeaEsta - Private Beachfront Home Cayman Brac 10/10 Exceptional (29) "Husband and I had a great stay and immediately booked a return visit. " [](https://www.expedia.ca/West-End-Hotels-RazorBrac-SeaEsta-Private-Beachfront-Home.h35055567.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/110000000/109010000/109004600/109004578/27582448.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/110000000/109010000/109004600/109004578/8fde764f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109010000/109004600/109004578/1b5fd525.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109010000/109004600/109004578/52e218c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom house by the sea in quaint Cayman Brac Cayman Brac [](https://www.expedia.ca/Creek-Hotels-Charming-1-Bedroom-House-By-The-Sea-In-Quaint-Cayman-Brac.h109004578.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/84000000/83790000/83781300/83781209/e7fec22e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83790000/83781300/83781209/4791bc77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83790000/83781300/83781209/6a7ea7a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83790000/83781300/83781209/0085d6dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Featherstone - The Cottage Tibbett's Turn 10/10 Exceptional (2) [](https://www.expedia.ca/Tibbetts-Turn-Hotels-Featherstone-The-Cottage.h83781209.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/84000000/83780000/83778100/83778081/4ba45d2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/84000000/83780000/83778100/83778081/5f244be6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83780000/83778100/83778081/0bd4a9ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83780000/83778100/83778081/ae3261b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Featherstone - Upstairs Beach Front Apartment Tibbett's Turn 8.0/10 Very good (1) "Staying at a local's place was the right choice rather than a "resort" / hotel. We wanted a place on the water with a balcony where we could cook. There were a few things that we liked / was disappointed in with Featherstone: What we liked: The views were great. We were glad we choose the "top" of the house as downstairs you could hear a lot of noise. We enjoyed the hammocks both on the beach and our private deck. The wifi and laundry options were wonderful to have on site. What we didn't... [](https://www.expedia.ca/Tibbetts-Turn-Hotels-Featherstone-Upstairs-Beach-Front-Apartment.h83778081.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/85000000/84030000/84020300/84020243/1615522d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/85000000/84030000/84020300/84020243/41bf8d41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/85000000/84030000/84020300/84020243/d82097db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/85000000/84030000/84020300/84020243/fb526e36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hammock Moon - Two Bedroom House Directly on Beach with Gazebo The Bight 10/10 Exceptional (1) "The owner communicated constantly to make sure everything was okay. He had little touches like sunscreens, toiletries and more available. The living and dining area are huge which made our stay enjoyable. We will definitely be returning. " [](https://www.expedia.ca/Tibbetts-Turn-Hotels-Hammock-Moon-Two-Bedroom-House-Directly-On-Beach-With-Gazebo.h84020243.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/95000000/94700000/94695200/94695191/w1024h520x0y81-f3d2bd12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94700000/94695200/94695191/w1024h528x0y78-9ff6fd45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/95000000/94700000/94695200/94695191/w1024h469x0y107-7d2f81e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/95000000/94700000/94695200/94695191/w945h683x39y0-f1b70402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 bedroom Cottage by the Sea Cayman Brac [](https://www.expedia.ca/Creek-Hotels-2-Bedroom-Cottage-By-The-Sea.h94695191.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=2025-10-12&endDate=2025-10-13®ionId=553248635975749438&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%2FSouth-Side-Private-Vacation-Homes.d553248635975749438-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSouth-Side-Private-Vacation-Homes.d553248635975749438-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top South Side Hotel Reviews ![Le Soleil d'Or CaymanBrac](//images.trvl-media.com/lodging/75000000/74430000/74421900/74421869/72668cc8_y.jpg) ### Le Soleil d'Or CaymanBrac 10/10 Excellent "Everything about staying Le Soleil d'Or on Cayman Brac was excellent. The room was spacious and very well maintained. We ate several meals in the resturant and were delighted every time. The property is a great place to be and the cultivation being done there quite fascinating. Regarding the staff, everyone was engaging, helpful, and conscientious. For instance, when we arrived late because our flight was delayed and without our checked bags, the individual dispatched by the hotel to collect us at the airport was patiently waiting for us. He then calmly transported us to the hotel and delivered us directly to the kind folks at the resturant who had kept the kitchen open so we could have dinner. The next day hotel staff researched the status of our luggage and helped us retrieve it. Though our late arrival had been inconvient, everyone made us feel welcome and appreciated. " [](https://expedia.ca/George-Town-Hotels-Le-Soleil-DOr-CaymanBrac.h74421869.Hotel-Information) ![Snorkelers & Divers Paradise-Cayman Brac-2 Bedroom On Beach With Deck ](//images.trvl-media.com/lodging/33000000/32170000/32168400/32168337/de346a61_y.jpg) ### Snorkelers & Divers Paradise-Cayman Brac-2 Bedroom On Beach With Deck 10/10 Excellent "This place is fantastic, just book it." [](https://expedia.ca/West-End-Hotels-Snorkelers-Divers-Paradise-Cayman-Brac-2-Bedroom-On-Beach-With-Deck.h32168337.Hotel-Information) ![Luxury Oceanfront Villa, 2 Primary Suites + 3rd bdrm, Pool ](//images.trvl-media.com/lodging/45000000/44070000/44065300/44065259/471436e6_y.jpg) ### Luxury Oceanfront Villa, 2 Primary Suites + 3rd bdrm, Pool 10/10 Excellent "The house was very clean and exactly what we needed. The snorkeling right outside the house was amazing. We would highly recommend this property. The owners were very easy to communicate with and the property manager was wonderful. LOVE IT!!!!" [](https://expedia.ca/West-End-Hotels-Luxury-Oceanfront-Villa.h44065259.Hotel-Information) ![Conch Club Cottage](//images.trvl-media.com/lodging/103000000/102840000/102832500/102832471/60e7589c_y.jpg) ### Conch Club Cottage 10/10 Excellent "The cottage was very nice, with access to bikes, kayaks and 2 pools. " [](https://expedia.ca/Little-Cayman-Hotels-Conch-Club-Cottage.h102832471.Hotel-Information) ![Little Cayman Escape - Stunning Views and Privacy - Call Cayman Villas!](//images.trvl-media.com/lodging/22000000/21670000/21661100/21661007/943968e1_y.jpg) ### Little Cayman Escape - Stunning Views and Privacy - Call Cayman Villas! 10/10 Excellent "What a treat to visit this quiet little island and stay in a secluded home with a private beach. With the living space located on second floor, this home has fantastic views of the ocean and reef. We were able to watch boats, wildlife, sunsets, and storms all from this location. The underneath of the home provides a nice shady area to act as a base for enjoying the beach. Snorkeling from the house is something special. " [](https://expedia.ca/Little-Cayman-Hotels-Little-Cayman-Escape-Stunning-Privacy-Call-Cayman-Villas.h21661007.Hotel-Information) ![Ocean view from every room ,quiet neighborhood family friendly.Bluff view ](//images.trvl-media.com/lodging/100000000/99520000/99517100/99517026/87e54322_y.jpg) ### Ocean view from every room ,quiet neighborhood family friendly.Bluff view 6/10 Okay "Stay was 1 week and the pool could not be used due to bees and was not cleaned regularly. One bath was out of service because of leak. The place is very nice tho hopefully all issues are fix would stay again." [](https://expedia.ca/East-End-Hotels-Ocean-View-From-Every-Room.h99517026.Hotel-Information) ![Stunning and unique 3-bdr oceanfront villa, pool with pergola, hammocks, kayaks!](//images.trvl-media.com/lodging/35000000/34270000/34270000/34269958/3a383c0a_y.jpg) ### Stunning and unique 3-bdr oceanfront villa, pool with pergola, hammocks, kayaks! 10/10 Excellent "This unique home is unlike any other. Both the property and Henry, were just fantastic. Henry was so easy to communicate with, and he made things very easy to navigate for our first time visit to the Brac. We learned so much about what to expect before we arrived. His associate Leo was also very helpful, and very nice. The house was phenomenal. The layout was unique, and open. My favorite part was the French doors overlooking the ocean in the primary bedroom. The ocean and surf would be the first thing I would see as I opened my eyes every morning, and it was glorious! I also loved the screened in porch, right on our own private sandy beach area, where we ate our breakfast every morning. Our own beach area, which included a cove, gave us hours of exploration and snorkeling. We enjoyed the home so much, I know we will be back. It was an inviting place to stay, with so many cool, decorative details added by Henry. I truly felt we were somewhere very special. The home lacked nothing, and the grounds (and private pool!) were beautiful. Henry is a very generous home renter. We look forward to our next visit." [](https://expedia.ca/West-End-Hotels-The-Very-Best-Island-Villa.h34269958.Hotel-Information) ![Only steps to the beach](//images.trvl-media.com/lodging/102000000/101450000/101445200/101445153/7c9c7aac_y.jpg) ### Only steps to the beach 10/10 Excellent "The unit had everything we needed for the two of us. Quiet location with beach access. " [](https://expedia.ca/Bouvet-Island-Hotels-Only-Steps-To-The-Beach.h101445153.Hotel-Information) ![The Alexander # 210 - Queen Suite](//images.trvl-media.com/lodging/50000000/49010000/49000400/49000374/f420876d_y.jpg) ### The Alexander # 210 - Queen Suite 10/10 Excellent "Great restaurant and bar on site. Staff are superb. The best place to stay on Cayman Brac!" [](https://expedia.ca/West-End-Hotels-The-Alexander-210-Queen-Suite.h49000374.Hotel-Information) ## Find out more about South Side ## South Side Vacation Homes information | Number of reviews | 219 | | --- | --- | | Accommodation | 27 Vacation Homes | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Cars - [Apartments in North Side](https://www.expedia.ca/North-Side-Apartments.d553248635975749279-aaApartments.Travel-Guide-Accommodation) - [Flights to North Side](https://www.expedia.ca/Cheap-Flights-To-North-Side.d553248635975749279.Travel-Guide-Flights) - [Alamo Rent A Car Rental Cars in North Side](https://www.expedia.ca/Alamo-Rent-A-Car-Car-Rentals-In-North-Side.d553248635975749279-c6.Car-Rental-Guide-Suppliers) - [Auto Rent Rental Cars in North Side](https://www.expedia.ca/Auto-Rent-Car-Rentals-In-North-Side.d553248635975749279-c1006.Car-Rental-Guide-Suppliers) - [Budget Rental Cars in North Side](https://www.expedia.ca/Budget-Car-Rentals-In-North-Side.d553248635975749279-c39.Car-Rental-Guide-Suppliers) - [Car rentals near North Side](https://www.expedia.ca/Car-Rentals-In-North-Side.d553248635975749279.Car-Rental-Guide) - [Convertible Car Rentals in North Side](https://www.expedia.ca/Convertible-Car-Rentals-In-North-Side.d553248635975749279-tConvertible.Car-Rental-Guide-Class) - [Economy Car Rentals in North Side](https://www.expedia.ca/Economy-Car-Rentals-In-North-Side.d553248635975749279-tEconomy.Car-Rental-Guide-Class) - [Economy Rent a Car Rental Cars in North Side](https://www.expedia.ca/Economy-Rent-A-Car-Car-Rentals-In-North-Side.d553248635975749279-c69.Car-Rental-Guide-Suppliers) - [Enterprise Rental Cars in North Side](https://www.expedia.ca/Enterprise-Car-Rentals-In-North-Side.d553248635975749279-c15.Car-Rental-Guide-Suppliers) - [Hiper Rent a Car Rental Cars in North Side](https://www.expedia.ca/Hiper-Rent-A-Car-Car-Rentals-In-North-Side.d553248635975749279-c1026.Car-Rental-Guide-Suppliers) - [Midway Car Rental Rental Cars in North Side](https://www.expedia.ca/Midway-Car-Rental-Car-Rentals-In-North-Side.d553248635975749279-c27.Car-Rental-Guide-Suppliers) - [National Car Rental Rental Cars in North Side](https://www.expedia.ca/National-Car-Rental-Car-Rentals-In-North-Side.d553248635975749279-c42.Car-Rental-Guide-Suppliers) - [Nextcar Rental Cars in North Side](https://www.expedia.ca/Nextcar-Car-Rentals-In-North-Side.d553248635975749279-c1061.Car-Rental-Guide-Suppliers) - [Orlando Rental Cars in North Side](https://www.expedia.ca/Orlando-Car-Rentals-In-North-Side.d553248635975749279-c1047.Car-Rental-Guide-Suppliers) - [Pickup Car Rentals in North Side](https://www.expedia.ca/Pickup-Car-Rentals-In-North-Side.d553248635975749279-tPickup.Car-Rental-Guide-Class) - [Premium Car Rentals in North Side](https://www.expedia.ca/Premium-Car-Rentals-In-North-Side.d553248635975749279-tPremium.Car-Rental-Guide-Class) - [Sports Car Car Rentals in North Side](https://www.expedia.ca/Sportscar-Car-Rentals-In-North-Side.d553248635975749279-tSportscar.Car-Rental-Guide-Class) - [Wiber Rental Cars in North Side](https://www.expedia.ca/WIber-Car-Rentals-In-North-Side.d553248635975749279-c1127.Car-Rental-Guide-Suppliers)