Title: South Side Vacation Rentals from CA $375: Short-Term Rentals for 2025 | 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)[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 Tonight [Sep 26 - Sep 27](https://www.expedia.ca/Hotel-Search?regionId=553248635975749438&startDate=2025-09-26&endDate=2025-09-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 27 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=553248635975749438&startDate=2025-09-27&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=553248635975749438&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248635975749438&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in South Side ![Property grounds](https://images.trvl-media.com/lodging/45000000/44230000/44230000/44229946/68e256cb.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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/45000000/44230000/44230000/44229946/35f24f45.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) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/102000000/101450000/101445200/101445153/7c9c7aac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101450000/101445200/101445153/366aa3b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101450000/101445200/101445153/ab4271fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/102000000/101450000/101445200/101445153/1f9767a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Only steps to the beach Cayman Brac 10/10 Exceptional (1) "The unit had everything we needed for the two of us. Quiet location with beach access. " [](https://www.expedia.ca/Bouvet-Island-Hotels-Only-Steps-To-The-Beach.h101445153.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/45000000/44420000/44417600/44417537/bc8ab117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/45000000/44420000/44417600/44417537/a5a10bf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/45000000/44420000/44417600/44417537/63ab8b1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/45000000/44420000/44417600/44417537/1fb3623a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Alexander Suites #101 - Queen Suite West End 9.4/10 Exceptional (6) "It is so accessible to the airport and other establishments like shops and grocery store." CA $243 CA $375 total includes taxes & fees Sep 27 - Sep 28 [](https://www.expedia.ca/West-End-Hotels-The-Alexander-Suites-101-Queen-Suite.h44417537.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34270000/34270000/34269958/3a383c0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34270000/34270000/34269958/2d69119c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34270000/34270000/34269958/a2b11415.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/35000000/34270000/34270000/34269958/w848h566x0y0-71c0a774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning and unique 3-bdr oceanfront villa, pool with pergola, hammocks, kayaks! Cayman Brac 9.8/10 Exceptional (33) "Five of us enjoyed a beautiful, relaxing stay at Henry's gorgeous home on the South West corner of the island. A spacious house with lots of room for 5 adults, a kitchen with everything that you need to enjoy an easy start to the day or a scrumptious meal at night. The highlights of the property include the pool, many loungers facing the ocean, shaded gazebo and screened in porch. We spent most of our time outdoors, in the porch or enjoying the breeze and sunshine under the sun shades. The... [](https://www.expedia.ca/West-End-Hotels-The-Very-Best-Island-Villa.h34269958.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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45630000/45629700/45629693/9b97c0df.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) ![On the beach](https://images.trvl-media.com/lodging/33000000/32170000/32168400/32168337/de346a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/33000000/32170000/32168400/32168337/5de91027.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/33000000/32170000/32168400/32168337/74e07f9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32170000/32168400/32168337/396d9cb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Snorkelers & Divers Paradise-Cayman Brac-2 Bedroom On Beach With Deck Cayman Brac 10/10 Exceptional (58) "Lovely place very friendly people completely enjoy my stay" [](https://www.expedia.ca/West-End-Hotels-Snorkelers-Divers-Paradise-Cayman-Brac-2-Bedroom-On-Beach-With-Deck.h32168337.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/50000000/49010000/49000400/49000374/f420876d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/50000000/49010000/49000400/49000374/f5464aa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/50000000/49010000/49000400/49000374/95893d2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/50000000/49010000/49000400/49000374/ad002b5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Alexander # 210 - Queen Suite West End 9.4/10 Exceptional (3) "Great restaurant and bar on site. Staff are superb. The best place to stay on Cayman Brac!" CA $243 CA $380 total includes taxes & fees Sep 27 - Sep 28 [](https://www.expedia.ca/West-End-Hotels-The-Alexander-210-Queen-Suite.h49000374.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) ![Pool](https://images.trvl-media.com/lodging/100000000/99520000/99517100/99517026/2ec69e9e.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) ![Living area](https://images.trvl-media.com/lodging/100000000/99520000/99517100/99517026/2356c779.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) ![Beach towels](https://images.trvl-media.com/lodging/120000000/119040000/119033800/119033759/d88a8be9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/120000000/119040000/119033800/119033759/d0e8ce1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119040000/119033800/119033759/69d72507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/120000000/119040000/119033800/119033759/3672738b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom condo in superb Cayman Brac with pool Cayman Brac [](https://www.expedia.ca/West-End-Hotels-Charming-1-Bedroom-Condo-In-Superb-Cayman-Brac-With-Pool.h119033759.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/45000000/44410000/44400600/44400523/8f35d3a9.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) ![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) ### 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) ![Outdoor pool](https://images.trvl-media.com/lodging/47000000/46110000/46108700/46108602/05e5b681.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/47000000/46110000/46108700/46108602/1766a27b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/47000000/46110000/46108700/46108602/43b985a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/47000000/46110000/46108700/46108602/6b362e8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Alexander - #201 2 Bedroom Suite West End 10/10 Exceptional (2) "Excellent staff, restaurant was nice." CA $365 CA $577 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/West-End-Hotels-The-Alexander-201-2-Bedroom-Suite.h46108602.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/46000000/45530000/45522100/45522008/6a91b423.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/46000000/45530000/45522100/45522008/0f62101e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/46000000/45530000/45522100/45522008/523f8ae3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/46000000/45530000/45522100/45522008/0767edcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Alexander Suites #102 - Double Queen West End 10/10 Exceptional (1) "This was the perfect place for our short Cayman Brac trip. Next time we will stay longer. Absolutely no negative comments…highly recommend😃" CA $313 CA $466 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/West-End-Hotels-The-Alexander-Suites-102-Double-Queen.h45522008.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/46000000/45480000/45473300/45473215/065d18cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/46000000/45480000/45473300/45473215/178835fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/46000000/45480000/45473300/45473215/201ded24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/46000000/45480000/45473300/45473215/2e7351ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Alexander Suites - #103 Queen Suite West End 8.8/10 Excellent (3) "All around great experience with this property. Interior layout of the hotel and grounds was beautiful and well kept. Rooms were upscale, clean and had small kitchenette - really appreciate how they had coffee makers and a fully stocked kitchen with small appliances including dishware, utensils, cups etc... Property was close to airport, ATM (only one on the island) and to town for quick supermarket runs. Couple of restaurants within walking distance and really close to several snorkeling sites... CA $243 CA $375 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/West-End-Hotels-The-Alexander-107-Queen-Suite.h45473215.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/47000000/46110000/46108100/46108028/7ccf8361.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/47000000/46110000/46108100/46108028/8a928cb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/47000000/46110000/46108100/46108028/f93dae03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/47000000/46110000/46108100/46108028/a6e77d16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Alexander - # 105 Queen Suite West End CA $243 CA $375 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/West-End-Hotels-The-Alexander-105-Queen-Suite.h46108028.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/99000000/98680000/98677000/98676921/49ec6e43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/99000000/98680000/98677000/98676921/63e19f25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/99000000/98680000/98677000/98676921/4a802e09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/99000000/98680000/98677000/98676921/w1024h668x0y8-4106a8b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Three-Bedroom Villa Cayman Brac [](https://www.expedia.ca/East-End-Hotels-Three-Bedroom-Villa.h98676921.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/99000000/98680000/98677000/98676914/80dc0d5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathroom](https://images.trvl-media.com/lodging/99000000/98680000/98677000/98676914/b5609ca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/99000000/98680000/98677000/98676914/931061be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/99000000/98680000/98677000/98676914/e18ecc54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa - Beach Front Cayman Brac [](https://www.expedia.ca/Tibbetts-Turn-Hotels-Villa-Beach-Front.h98676914.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/17000000/16820000/16818500/16818497/f1bbe439.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/17000000/16820000/16818500/16818497/3d047348.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Condo, 2 Bedrooms, Oceanfront](https://images.trvl-media.com/lodging/17000000/16820000/16818500/16818497/ddc64e98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Condo, 2 Bedrooms, Oceanfront | Private kitchen](https://images.trvl-media.com/lodging/17000000/16820000/16818500/16818497/7577c5ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kings Point East End 9.4/10 Exceptional (3) "Kings Point is the best. Spacious clean facility. So peaceful with beautiful view. Has all the comforts of home and excellent internet connection. This will be my choice lodging when I return to Cayman Brac. " [](https://www.expedia.ca/East-End-Hotels-Kings-Point.h16818497.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/99000000/98680000/98677000/98676903/7e3baf3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/99000000/98680000/98677000/98676903/c851db5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom](https://images.trvl-media.com/lodging/99000000/98680000/98677000/98676903/377d2d6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/99000000/98680000/98677000/98676903/fcee90a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### King Studio Cayman Brac [](https://www.expedia.ca/East-End-Hotels-King-Studio.h98676903.Hotel-Information) ![On the beach, white sand, fishing](https://images.trvl-media.com/lodging/10000000/9810000/9802500/9802466/79c26746.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room dining](https://images.trvl-media.com/lodging/10000000/9810000/9802500/9802466/cb001121.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/10000000/9810000/9802500/9802466/78f20ef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic House, 3 Bedrooms, Beach View, Beachfront | Private kitchen](https://images.trvl-media.com/lodging/10000000/9810000/9802500/9802466/w849h262x0y0-b6e1b912.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cayman Brac Beach Villas West End [](https://www.expedia.ca/West-End-Hotels-Cayman-Brac-Beach-Villas.h9802466.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) ![Outdoor pool](https://images.trvl-media.com/lodging/45000000/44070000/44065300/44065259/2e29003a.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) ### 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) 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=2025-10-10&endDate=2025-10-11®ionId=553248635975749438&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%2FSouth-Side-Vacation-Rentals.d553248635975749438.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSouth-Side-Vacation-Rentals.d553248635975749438.Travel-Guide-VacationRentals) ## 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 **Everything you need to know about** **South Side** **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 South Side 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 South Side vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **South Side vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in South Side. 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 South Side 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 South Side vacation rentals we have selected for you start as low as CA $375 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on South Side rentals** At Expedia, we put the best South Side 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 South Side 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 South Side 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 South Side. 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 South Side ### 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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)