Title: Little Pine Island in Lady Lake - Tours and Activities | Expedia.ca [Little Pine Island Hotels](https://expedia.ca/Little-Pine-Island-Hotels.0-l874554966805823488-0.Travel-Guide-Filter-Hotels)[Flights to Lady Lake](https://expedia.ca/Cheap-Flights-To-Lady-Lake.d602301.Travel-Guide-Flights)[Little Pine Island Car Rentals](https://expedia.ca/Car-Rentals-In-Little-Pine-Island.d874554966805823488.Car-Rental-Guide)[Lady Lake Vacation Packages](https://expedia.ca/Lady-Lake.d602301.Destination-Travel-Guides) # Little Pine Island Tours and Activities ## Visit Little Pine Island Activities [Lady Lake travel guide](https://expedia.ca/Lady-Lake.dx602301) --- --- ## Plan a trip to see Little Pine Island Price found within the past 48 hours. Click for updated prices. ![Westgate Vacation Villas Resort](https://images.trvl-media.com/lodging/1000000/100000/99000/98920/b8afec09_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Westgate Vacation Villas Resort CA $637 per person Mar 27 - Apr 1 found 6 hours ago Roundtrip non-stop flight included Hamilton (YHM) to Orlando (MCO) 8/10 Very Good! (1,703 reviews) We had a great stay at Westgate Vacation Villas Resort. We only stayed for three days but enjoyed every bit of it. We were pleasantly surprised when we got to our villa and found that they had upgraded us to one of their renovated two bedroom villas; both bedrooms were spacious and had very comfortable beds. We were in town to visit Disney, but spent one day at the resorts water park, which was fun. The Amigo restaurant on the property was quite over priced. Their margarita was very watered down and did not taste anything like what I’m accustomed to. Also, be aware of the welcome invitation for breakfast and a “90 minute presentation,” after which you are promised all sorts of giveaways. It is a Timeshare presentation and they are pushy. They held me there for three hours trying to convince me to buy a timeshare. I declined to buy but was given all of the promised giveaways, which I was happy about. I wouldn’t mind returning to this property if I return to Orlando. Reviewed on Feb 16, 2026 ![Westgate Town Center Resort](https://images.trvl-media.com/lodging/1000000/430000/426900/426819/410a3d83_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Westgate Town Center Resort CA $796 per person Mar 20 - Mar 27 found 1 day ago Roundtrip flight included Hamilton (YHM) to Orlando (MCO) 8/10 Very Good! (1,367 reviews) Staff was wonderful and there were lots of included amenities. The only drawback was the rooms were very dated. Overall, for the price, it met my expectations. I would stay again. Reviewed on Feb 17, 2026 ![Westgate Towers Resort](https://images.trvl-media.com/lodging/1000000/180000/170900/170878/bd08ea58_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Westgate Towers Resort CA $657 per person May 7 - May 14 found 1 day ago Roundtrip flight included Toronto (YTO) to Orlando (MCO) 8.6/10 Excellent! (1,002 reviews) Clean room, curteous staff and you have access to all of Westgate Town Center which is just around the corner. Some of their amenities are free (mini golf, resort pools, movie theater and others) or you can pay for some of the other amenities and activities (crafts, waterpark, boat ride, etc.) Reviewed on Feb 16, 2026 ### Popular places to visit ![Bird's-Eye View Of Big Pine Key In Florida, Usa](https://images.trvl-media.com/place/874555256896462848/6343e5c1-faf6-44e2-a26b-5ccd91d33d4f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Big Pine Island Commune with nature and explore the great outdoors at Big Pine Island during your travels in Lady Lake. Stroll along this family-friendly area's lakeside, or simply enjoy its restaurants. [](https://expedia.ca/Big-Pine-Island-Lady-Lake.d874555256896462848.Vacation-Attraction) ![Beach dock](https://images.trvl-media.com/place/874556591175884800/72b64b22-2fbd-49bc-a02e-ac00028d74eb.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Palm Island Commune with nature and explore the great outdoors at Palm Island during your travels in Leesburg. Stroll along the lakeside or visit the shops in the area. [](https://expedia.ca/Palm-Island-Leesburg.d874556591175884800.Vacation-Attraction) ![People partying on the beach at sunset in Treasure Island, Florida](https://images.trvl-media.com/place/874556568998502400/985a1870-b73f-4fa0-9764-5601f7104326.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Treasure Island Commune with nature and explore the great outdoors at Treasure Island during your travels in Leesburg. Visit the area's shops or amble around its lakeside. [](https://expedia.ca/Treasure-Island-Leesburg.d874556568998502400.Vacation-Attraction) #### Harbor Hills Country Club Enjoy a round of golf in Lady Lake at Harbor Hills Country Club. While you're in the area, stroll along the lakeside. [](https://expedia.ca/Harbor-Hills-Country-Club-Lady-Lake.d553248621532654019.Vacation-Attraction) #### Emeralda Island Commune with nature and explore the great outdoors at Emeralda Island during your travels in Leesburg. Stroll along the lakeside or visit the shops in the area. [](https://expedia.ca/Emeralda-Island-Leesburg.d874555109452021760.Vacation-Attraction) #### Bull Hammock Commune with nature and explore the great outdoors at Bull Hammock during your travels in Leesburg. Visit the area's shops or amble around its lakeside. [](https://expedia.ca/Bull-Hammock-Leesburg.d874555205759512576.Vacation-Attraction) --- ## Best Lodging Options Near Little Pine Island ## Check availability on hotels close to Little Pine Island [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=874554966805823488&startDate=2026-02-18&endDate=2026-02-19)[Feb 18 - Feb 19](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=874554966805823488&startDate=2026-02-18&endDate=2026-02-19) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=874554966805823488&startDate=2026-02-19&endDate=2026-02-20)[Feb 19 - Feb 20](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=874554966805823488&startDate=2026-02-19&endDate=2026-02-20) [This weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=874554966805823488&startDate=20%2F02%2F2026&endDate=22%2F02%2F2026)[Feb 20 - Feb 22](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=874554966805823488&startDate=20%2F02%2F2026&endDate=22%2F02%2F2026) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=874554966805823488&startDate=27%2F02%2F2026&endDate=01%2F03%2F2026)[Feb 27 - Mar 1](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=874554966805823488&startDate=27%2F02%2F2026&endDate=01%2F03%2F2026) ![Beautiful House, On the River, Kayaks, Large Dock](https://images.trvl-media.com/lodging/93000000/92710000/92704800/92704774/9c365e1a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Beautiful House, On the River, Kayaks, Large Dock Weirsdale FL [](https://expedia.ca/Weirsdale-Hotels-Beautiful-House.h92704774.Hotel-Information) ![GC & Fams Cantina No Traffic Country Getaway!](https://images.trvl-media.com/lodging/107000000/106300000/106290500/106290435/3b6a7c41_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### GC & Fams Cantina No Traffic Country Getaway! umatilla FL [](https://expedia.ca/Umatilla-Hotels-GC-Fams-CantinaNo-Traffic-Country-Getaway.h106290435.Hotel-Information) ![Perfect for FAMILY REUNIONS. Close by The Villages & shopping yet very private. ](https://images.trvl-media.com/lodging/33000000/32600000/32592000/32591946/f0a83857_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Perfect for FAMILY REUNIONS. Close by The Villages & shopping yet very private. Lady Lake FL [](https://expedia.ca/Leesburg-Hotels-Perfect-For-Family-Reunions-Close-By-The-Villages-Shopping-Yet-Very-Private.h32591946.Hotel-Information) ![Microtel Inn & Suites by Wyndham Lady Lake/The Villages](https://images.trvl-media.com/lodging/1000000/900000/892800/892737/37ebcb9b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Microtel Inn & Suites by Wyndham Lady Lake/The Villages 850 South US Hwy 27/441 Lady Lake FL [](https://expedia.ca/Leesburg-Hotels-Microtel-Inn-Suites-By-Wyndham-Lady-LakeThe-Villages.h892737.Hotel-Information) ![Tiny House Retro Cabin](https://images.trvl-media.com/lodging/118000000/117610000/117609800/117609795/651743ce_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Tiny House Retro Cabin Umatilla FL [](https://expedia.ca/Umatilla-Hotels-Tiny-House-Retro-Cabin.h117609795.Hotel-Information) ![Your Vacation Home #1](https://images.trvl-media.com/lodging/82000000/81740000/81739500/81739456/22308371_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Your Vacation Home #1 Lady Lake FL [](https://expedia.ca/Leesburg-Hotels-Your-Vacation-Home-1.h81739456.Hotel-Information) ![Cozy in Village of Silver Lake](https://images.trvl-media.com/lodging/110000000/109020000/109011700/109011625/e6f2ff5d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cozy in Village of Silver Lake Lady Lake FL [](https://expedia.ca/Lady-Lake-Hotels-Cozy-In-Village-Of-Silver-Lake.h109011625.Hotel-Information) ![Waterfront Cottage on the Harris chain in Leesburg ](https://images.trvl-media.com/lodging/61000000/60280000/60270900/60270851/a333ed50_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Waterfront Cottage on the Harris chain in Leesburg Leesburg FL [](https://expedia.ca/Leesburg-Hotels-Waterfront-Cottage-On-The-Harris-Chain-In-Leesburg.h60270851.Hotel-Information) ![Waterfront Cottage on Haynes Creek](https://images.trvl-media.com/lodging/96000000/95550000/95548100/95548096/3e2cc732_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Waterfront Cottage on Haynes Creek Leesburg FL [](https://expedia.ca/Leesburg-Hotels-Waterfront-Cottage-On-Haynes-Creek.h95548096.Hotel-Information) [See all 1,415 properties in Little Pine Island](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=874554966805823488) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=DX_POI_Spring_PROMO_874554966805823488)