Title: Holiday Rentals South Side : Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [South Side Travel Guide](https://expedia.co.uk/South-Side.dx553248635975749438)[Hotels in South Side](https://expedia.co.uk/South-Side-Hotels.d553248635975749438.Travel-Guide-Hotels)[Flights to South Side](https://expedia.co.uk/Cheap-Flights-To-South-Side.d553248635975749438.Travel-Guide-Flights)[South Side Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-South-Side.d553248635975749438.Car-Hire-Guide)[South Side Holidays](https://expedia.co.uk/South-Side.d553248635975749438.Holidays-City-Breaks) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](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 [27 Mar - 29 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975749438&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [8 May - 10 May](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975749438&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [5 Jun - 7 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975749438&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [3 Jul - 5 Jul](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975749438&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-uk-fr-de.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Holiday Sale Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save. [Book now](https://expedia.co.uk/cheap-deals?rfrr=VR_SPRING_PROMO_553248635975749438) ## Find holiday rentals that suit your style Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=South+Side%2C+Cayman+Islands®ionId=553248635975749438&latLong=19.713796%2C-79.798143&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=APARTMENT) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=South+Side%2C+Cayman+Islands®ionId=553248635975749438&latLong=19.713796%2C-79.798143&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=VILLA) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=South+Side%2C+Cayman+Islands®ionId=553248635975749438&latLong=19.713796%2C-79.798143&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=CONDO) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=South+Side%2C+Cayman+Islands®ionId=553248635975749438&latLong=19.713796%2C-79.798143&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=VACATION_HOME) ![](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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSouth-Side-Holiday-Rentals.d553248635975749438.Travel-Guide-HolidayRentals)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSouth-Side-Holiday-Rentals.d553248635975749438.Travel-Guide-HolidayRentals) ## Top South Side Hotel Reviews ![RazorBrac SeaEsta - Private Beachfront Home](https://images.trvl-media.com/lodging/36000000/35060000/35055600/35055567/f52357f3_y.jpg) ### RazorBrac SeaEsta - Private Beachfront Home 10/10 Excellent "Lovely house - clean and nicely decorated. Very good amenities. Balcony is the perfect spot to gaze at the water. View from the hammock is also wonderful. " [](https://expedia.co.uk/West-End-Hotels-RazorBrac-SeaEsta-Private-Beachfront-Home.h35055567.Hotel-Information) ![Serenity On The Bay2 - Two Bed Airport Supermarkets Shops and Restaurants Close!](https://images.trvl-media.com/lodging/45000000/44680000/44670500/44670448/650ce37a_y.jpg) ### Serenity On The Bay2 - Two Bed Airport Supermarkets Shops and Restaurants Close! 10/10 Excellent "The view from the main bedroom was amazing. We enjoyed sitting out front listening to the waves and seeing the stars in the night sky. Margaret was responsive and helpful. " [](https://expedia.co.uk/West-End-Hotels-Serenity-On-The-Bay2-Two-Bed-Apt-Close-To-Supermarkets.h44670448.Hotel-Information) ![Luxury Oceanfront Villa, 2 Primary Suites + 3rd bdrm, Pool ](https://images.trvl-media.com/lodging/45000000/44070000/44065300/44065259/166ef87d_y.jpg) ### Luxury Oceanfront Villa, 2 Primary Suites + 3rd bdrm, Pool 10/10 Excellent "Everything about the house and property was exactly as advertised and was wonderful. Derwin greeted us at the airport and lead us to the house after we picked up our rental car at CB and then gave us a great tour of the property. House was immaculate and furnished with everything we needed. Our hosts were wonderful as well. Fantastic view from the home and pool with a very quiet and private setting. " [](https://expedia.co.uk/West-End-Hotels-Luxury-Oceanfront-Villa.h44065259.Hotel-Information) ![Incredible Views, Waterfront Luxury Private Villa with Central AC](https://images.trvl-media.com/lodging/32000000/31730000/31721600/31721553/eec0c2d9_y.jpg) ### Incredible Views, Waterfront Luxury Private Villa with Central AC 10/10 Excellent "Everything was perfect. Would definitely stay here again if come back to the Brac." [](https://expedia.co.uk/Tibbetts-Turn-Hotels-Everything-About-This-Place-Is-First-Class.h31721553.Hotel-Information) ![PLEASE COME AND RELAX ON OUR PRIVATE BEACH!](https://images.trvl-media.com/lodging/34000000/33740000/33736200/33736125/00655b98_y.jpg) ### PLEASE COME AND RELAX ON OUR PRIVATE BEACH! 10/10 Excellent "Always a great weekend getaway!" [](https://expedia.co.uk/Spot-Bay-Hotels-PLEASE-COME-AND-RELAX-ON-OUR-PRIVATE-BEACH.h33736125.Hotel-Information) ![Blossom Village Cottage – Charming Beachfront Cottage by Cayman Villas.](https://images.trvl-media.com/lodging/22000000/21670000/21660900/21660830/557b209e_y.jpg) ### Blossom Village Cottage – Charming Beachfront Cottage by Cayman Villas. 10/10 Excellent "The house, the location and all the people were awesome! We had 4 teenagers traveling with us and I cannot tell you how happy everyone was that they had their own little cottage. The water, the property was absolutely amazing! The kitchen was well stocked and everything was spotless. I am a very picky traveler and I cannot say enough good things about this property." [](https://expedia.co.uk/Little-Cayman-Hotels-Blossom-Village-Cottage-Charming-Cottage-By-Cayman-Villas.h21660830.Hotel-Information) ![Snorkelers & Divers Paradise-Cayman Brac-2 Bedroom On Beach With Deck ](https://images.trvl-media.com/lodging/33000000/32170000/32168400/32168337/5fb6ffbb_y.jpg) ### Snorkelers & Divers Paradise-Cayman Brac-2 Bedroom On Beach With Deck 10/10 Excellent "Perfect location, lovely property. " [](https://expedia.co.uk/West-End-Hotels-Snorkelers-Divers-Paradise-Cayman-Brac-2-Bedroom-On-Beach-With-Deck.h32168337.Hotel-Information) ![Ocean view from every room ,quiet neighborhood family friendly.Bluff view ](https://images.trvl-media.com/lodging/100000000/99520000/99517100/99517026/e6c55c66_y.jpg) ### Ocean view from every room ,quiet neighborhood family friendly.Bluff view 6/10 Okay "Condo was rundown and not very clean - it reeked (possibly due to unresolved water leaks?), only one shower had warm water, the freezer couldn’t be opened, the fridge sounded like it was about to blow, etc. Dishes had to be washed Before use, kitchen floor had sticky patches (?). Not great for families who like to cook/eat at home. Grounds were well kept, location was quiet and peaceful and the snorkeling off the beach was awesome!" [](https://expedia.co.uk/East-End-Hotels-Ocean-View-From-Every-Room.h99517026.Hotel-Information) ![Only steps to the beach](https://images.trvl-media.com/lodging/102000000/101450000/101445200/101445153/366aa3b4_y.jpg) ### Only steps to the beach 10/10 Excellent "Great location and super clean. Would stay here again." [](https://expedia.co.uk/Bouvet-Island-Hotels-Only-Steps-To-The-Beach.h101445153.Hotel-Information) ## Find out more about South Side **Everything you need to know about** **South Side** **holiday rentals** Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the South Side holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **South Side holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of South Side holiday rentals we have selected for you start as low as 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 holiday 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 holiday. 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.co.uk - All accommodation types in South Side ### Trending destinations on Expedia.co.uk - [Holiday Rentals in the Cotswold ](https://www.expedia.co.uk/lp/b/vr/cotswold) - [Holiday Rentals in Lake District ](https://www.expedia.co.uk/lp/b/vr/lake-district) - [Devon Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Devon.d6046196.Holiday-Rental-Destinations) - [Norfolk Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Norfolk.d6046223.Holiday-Rental-Destinations) - [Bedfordshire Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Bedfordshire.d6046189.Holiday-Rental-Destinations) - [Dorset Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Dorset.d6046198.Holiday-Rental-Destinations) - [Northumberland Holiday Rentals ](https://www.expedia.com/Destinations-In-Northumberland.d6046225.Vacation-Rental-Destinations) - 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[Hotels in Grand Cayman](https://expedia.co.uk/Grand-Cayman-Hotels.d602874.Travel-Guide-Hotels) Flights - [Cheap Flights to Grand Cayman](https://expedia.co.uk/Cheap-Flights-To-Grand-Cayman.d602874.Travel-Guide-Flights) - [Flights from Grand Cayman](https://expedia.co.uk/lp/flights/602874/flights-from-grand-cayman) - [Cheap Flights to George Town](https://expedia.co.uk/Cheap-Flights-To-George-Town.d11621.Travel-Guide-Flights) Cars - [sportscar Car Hire in Grand Cayman](https://expedia.co.uk/Sportscar-Car-Rentals-In-Grand-Cayman.d602874-tSportscar.Car-Rental-Guide-Class) - [Car hire in Grand Cayman](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Grand-Cayman.d602874.Car-Hire-Guide) - [Budget Car Rentals In Grand Cayman](https://expedia.co.uk/Budget-Car-Rentals-In-Grand-Cayman.d602874-c39.Car-Rental-Guide-Suppliers) - [Avis Car Rentals In Grand Cayman](https://expedia.co.uk/Avis-Car-Rentals-In-Grand-Cayman.d602874-c41.Car-Rental-Guide-Suppliers) Activities - [Things to do in Grand Cayman](https://expedia.co.uk/Things-To-Do-In-Grand-Cayman.d602874.Travel-Guide-Activities) - [Things to do in Old Man Bay](https://expedia.co.uk/Things-To-Do-In-Old-Man-Bay.d553248633988165031.Travel-Guide-Activities) - [Things to do in Rum Point](https://expedia.co.uk/Things-To-Do-In-Rum-Point.d6141860.Travel-Guide-Activities) - [Things to do in George Town](https://expedia.co.uk/Things-To-Do-In-George-Town.d11621.Travel-Guide-Activities) - [Things to do in Seven Mile Beach](https://expedia.co.uk/Things-To-Do-In-Seven-Mile-Beach.d601786.Travel-Guide-Activities) Packages - [Seven Mile Beach Holidays](https://expedia.co.uk/Seven-Mile-Beach.d601786.Holidays-City-Breaks) - [Grand Cayman Holidays](https://expedia.co.uk/Grand-Cayman.d602874.Holidays-City-Breaks) Holiday Rentals - [Grand Cayman Holiday Rentals](https://expedia.co.uk/Grand-Cayman-Holiday-Rentals.d602874.Travel-Guide-HolidayRentals) - [Seven Mile Beach Holiday Rentals](https://expedia.co.uk/Seven-Mile-Beach-Holiday-Rentals.d601786.Travel-Guide-HolidayRentals) General - [Visit Crystal Harbour](https://expedia.co.uk/Crystal-Harbour.dx6141657) - [Visit Tibbett's Turn](https://expedia.co.uk/Tibbetts-Turn.dx553248635971748397) - [Visit Seven Mile Beach](https://expedia.co.uk/Seven-Mile-Beach.dx601786) - [Visit Grand Cayman](https://expedia.co.uk/Grand-Cayman.dx602874) - [Visit George Town](https://expedia.co.uk/George-Town.dx11621) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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