Title: Lakeland - Winter Haven Condo Rentals | Expedia.ca [Lakeland - Winter Haven Travel Guide](https://expedia.ca/Lakeland-Winter-Haven.dx6048230)[Hotels in Lakeland - Winter Haven](https://expedia.ca/Lakeland-Winter-Haven-Hotels.d6048230.Travel-Guide-Hotels)[Vacation Rentals in Lakeland - Winter Haven](https://expedia.ca/Lakeland-Winter-Haven-Vacation-Rentals.d6048230.Travel-Guide-VacationRentals)[Flights to Lakeland - Winter Haven](https://expedia.ca/Cheap-Flights-To-Lakeland-Winter-Haven.d6048230.Travel-Guide-Flights)[Things to do in Lakeland - Winter Haven](https://expedia.ca/Things-To-Do-In-Lakeland-Winter-Haven.d6048230.Travel-Guide-Activities)[Lakeland - Winter Haven Car Rentals](https://expedia.ca/Car-Rentals-In-Lakeland-Winter-Haven.d6048230.Car-Rental-Guide)[Lakeland - Winter Haven Vacation Packages](https://expedia.ca/Lakeland-Winter-Haven.d6048230.Destination-Travel-Guides) ![Lakeland - Winter Haven showing a sporting event as well as a large group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63660-Lakeland-Winter-Haven.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Condos Rentals in Lakeland - Winter Haven ![](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 In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Lakeland - Winter Haven Condo Rentals ![Aerial view](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/fb6985f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hiking](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/9e1fc450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/63e7fb0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/259ef4b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Village at Parkway Kissimmee 8.6/10 Excellent (2950) "Had every thing you would need for a family trip Perfect loved it " CA $115 CA $154 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Orlando-Hotels-Vacation-Village-At-Parkway.h1068973.Hotel-Information) ![WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120710000/120709200/120709160/1f44bd1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/121000000/120710000/120709200/120709160/75976c65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer](https://images.trvl-media.com/lodging/121000000/120710000/120709200/120709160/31054931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/121000000/120710000/120709200/120709160/361450b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake View•Gardens•Private Balcony Suite•Legoland Lake Wales CA $114 CA $156 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Lake-Wales-Hotels-Lake-ViewGardensPrivate-Balcony-SuiteLegoland.h120709160.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/79000000/78360000/78353700/78353620/w1024h581x0y47-6ae4fecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/79000000/78360000/78353700/78353620/987b9e48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78360000/78353700/78353620/w922h683x51y0-236c5a6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78360000/78353700/78353620/6199ff77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Resort Condo with On-site Bar & Restaurant Near Theme Parks Champions Gate 9.2/10 Wonderful (5) "The property was great.. very clean and relaxing" CA $88 CA $362 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Orlando-Hotels-Cozy-Tropical-Resort-15-Min-From-Theme-Parks.h78353620.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/66000000/65870000/65868500/65868489/eb4f0b4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/66000000/65870000/65868500/65868489/bcb5a817.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/66000000/65870000/65868500/65868489/2a5369b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/66000000/65870000/65868500/65868489/a01c36d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fully Remodeled stylish 3/2 condo, close to the parks kissimmee 9.6/10 Exceptional (17) "This place was clean and comfortable. The beds were very cozy, and the location was perfect for easily strolling to the places we needed to go. However, the kitchen items were minimal." CA $124 CA $360 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Orlando-Hotels-Laguna-Fully-Remodeled-Stylish-32-Condo.h65868489.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/34000000/33600000/33590600/33590600/7d60bc72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, DVD player](https://images.trvl-media.com/lodging/34000000/33600000/33590600/33590600/abcdf01d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33600000/33590600/33590600/4e3e6ca7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33600000/33590600/33590600/ddd595a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### LUXURY 2 BEDROOM SECOND FLOOR (CORNER) CONDO IN SOUTHERN DUNES Haines City 9.2/10 Wonderful (63) "We extended our stay by two weeks, please read my previous review. Can not complain about anything apart from location from theme parks, at least a 45 minute drive from attractions." CA $149 CA $598 total includes taxes & fees Oct 11 - Oct 12 [](https://www.expedia.ca/Haines-City-Hotels-LUXURY-2-BEDROOM-SECOND-FLOOR.h33590600.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33510000/33507200/33507197/73f412f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/34000000/33510000/33507200/33507197/ace648e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33510000/33507200/33507197/52854ef4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33510000/33507200/33507197/bcf78a79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bahama Bay Resort - Platinum Deluxe Condo Great for Families or Couples Bahama Bay 9.6/10 Exceptional (137) "My family loved the space and ease of this property. Lots of room and the pools were fantastic! " CA $100 CA $364 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Orlando-Hotels-Bahama-Bay-Resort-Platinum-Deluxe-Condo-Great-For-Families-Or-Couples.h33507197.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/65000000/64570000/64565700/64565635/284e591c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/65000000/64570000/64565700/64565635/65aeaf48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/65000000/64570000/64565700/64565635/886a641f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/65000000/64570000/64565700/64565635/6bf46a31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstay - Spacious Suite at Kid-Friendly Resort Orlando 9.2/10 Wonderful (13) "Great host, shops nearby. " CA $124 CA $387 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Orlando-Hotels-Upscale-2BR-Suite-Family-Resort-Pool-And-Hot-Tub.h64565635.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/75000000/74280000/74276400/74276370/1e47b358.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74280000/74276400/74276370/87f0b449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74280000/74276400/74276370/d85e2f16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74280000/74276400/74276370/416e5234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstay: Family-friendly 2BR Condo with Spa & Pool Orlando 9.2/10 Wonderful (5) "Great place to stay. Close to all the major theme parks" CA $89 CA $340 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Orlando-Hotels-Luxurious-2BR-Condo-Resort-Spa-And-Pirate-Pool.h74276370.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/120000000/119320000/119317500/119317413/d4c33403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119320000/119317500/119317413/eb56e44a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/120000000/119320000/119317500/119317413/d1af4d05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119320000/119317500/119317413/w1320h877x0y0-7dc86329.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ideal Condo in River Ranch • Across from the water park and near the rodeo River Ranch CA $238 CA $438 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/River-Ranch-Hotels-Delightful-Condo-With-Fantastic-Location-In-Westgate-River-Ranch.h119317413.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/109000000/108150000/108145400/108145314/16ab5a33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/109000000/108150000/108145400/108145314/717341d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108150000/108145400/108145314/594321cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108150000/108145400/108145314/9b6576dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstay: 3BR Family Condo w Pool, Hot Tub & Sauna Winter Garden CA $84 CA $370 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Orlando-Hotels-Upstay-Pet-Friendly-Condo-W-Pool-And-Hot-Tub.h108145314.Hotel-Information) ![3 bedrooms, desk, travel crib, WiFi](https://images.trvl-media.com/lodging/122000000/121200000/121196400/121196372/28142e92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121200000/121196400/121196372/a049b1d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121200000/121196400/121196372/db0cacd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121200000/121196400/121196372/5a1709a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunny Vacation Condo in Davenport Davenport [](https://www.expedia.ca/Orlando-Hotels-Sunny-Vacation-Condo-In-Davenport.h121196372.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/27000000/26690000/26685200/26685198/62ea5ab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, Netflix, DVD player, books](https://images.trvl-media.com/lodging/27000000/26690000/26685200/26685198/df8828ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/27000000/26690000/26685200/26685198/119abca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/27000000/26690000/26685200/26685198/c882a453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Remodeled 3/2 condo minutes to Parks, shopping and entertainment Royal Palm Bay 9.4/10 Exceptional (44) "Property owner was very responsive to any and all questions and concerns. Location was ideal for convention center but you definitely need to leave time to deal with traffic. We stayed for volleyball tournament and had a lot of early morning games. " CA $124 CA $360 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Orlando-Hotels-Remodeled-32-Condo-Minutes-To-Parks.h26685198.Hotel-Information) ![Condo, 1 Bedroom | Pool](https://images.trvl-media.com/lodging/55000000/54630000/54622500/54622464/ba002862.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom | View from property](https://images.trvl-media.com/lodging/55000000/54630000/54622500/54622464/6869ba6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom](https://images.trvl-media.com/lodging/55000000/54630000/54622500/54622464/3d3702c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/55000000/54630000/54622500/54622464/72c41958.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Disney Amazing Lake Bryan View 1 Bedroom Condo by RedAwning Orlando 10/10 Exceptional (2) "Everything was great but the office employees they don’t want to do anything even she will not handle me a pen" [](https://www.expedia.ca/Orlando-Hotels-Disney-Amazing-Lake-Bryan-View-1-Bedroom-Condo.h54622464.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/58000000/57120000/57118700/57118651/96a274fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/58000000/57120000/57118700/57118651/7ca3b7ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57120000/57118700/57118651/7744ed5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57120000/57118700/57118651/99d2e697.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Great View Condo, 2 Min. from Disney World!- 70 Orlando 8.2/10 Very good (44) "Very nice little condo situation. Easily accessible. Great location. STUNNING view. " CA $126 CA $337 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Orlando-Hotels-Great-View-Condo.h57118651.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/61000000/60340000/60332000/60331931/845bdba2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/61000000/60340000/60332000/60331931/a8703f5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/61000000/60340000/60332000/60331931/eb92d2ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/61000000/60340000/60332000/60331931/7a863b8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### All new renovated 3/2 Condo close to Parks Kissimmee 9.4/10 Exceptional (24) "Great place for a family vacation. You feel at home in the house. Close to parks and shops." [](https://www.expedia.ca/Orlando-Hotels-All-New-Renovated-32-Condo-Close-To-Parks.h60331931.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/34000000/33710000/33703900/33703840/495f3e85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33710000/33703900/33703840/cae201ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33710000/33703900/33703840/1968fb21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/34000000/33710000/33703900/33703840/f2400863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake View 2 Bed 2 Bath LOFT With Pool, Gym, Pickleball ---- L@@K FOR DISCOUNTS ! Brandon 9.8/10 Exceptional (199) "The property is perfect. Relaxing, tranquil and convenient! Very clean! It had all the necessities for a stay. Great area with plenty of places to eat and easy access. You might consider black out curtains for the bedroom. :)" CA $166 CA $490 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Tampa-Hotels-Lake-View-2-Bed-2-Bath-Loft-With-Pool.h33703840.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39990000/39989700/39989628/fa053f1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/40000000/39990000/39989700/39989628/w1020h676x14y7-d68080ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/40000000/39990000/39989700/39989628/w1974h1391x6y6-e3ba5fae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/40000000/39990000/39989700/39989628/ef3aceb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Reunion Resort - Near Theme Parks & Airport Reunion 9.6/10 Exceptional (50) "This was a beautiful property with all the amentities and space. " CA $94 CA $431 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Orlando-Hotels-Reunion-Resort-Near-Theme-Parks-Airport.h39989628.Hotel-Information) ![Condo, 2 Bedrooms | Pool](https://images.trvl-media.com/lodging/115000000/114180000/114179500/114179444/11074c4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Exterior](https://images.trvl-media.com/lodging/115000000/114180000/114179500/114179444/c00653a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Terrace/patio](https://images.trvl-media.com/lodging/115000000/114180000/114179500/114179444/8de337c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/115000000/114180000/114179500/114179444/24894839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Two Bed Condo In Parkway Palms Resort 2 Bedroom Condo Kissimmee CA $151 CA $683 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Orlando-Hotels-Two-Bed-Condo-In-Parkway-Palms-Resort-2-Bedroom-Condo.h114179444.Hotel-Information) ![TV, books](https://images.trvl-media.com/lodging/74000000/73530000/73522800/73522759/732f22fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73530000/73522800/73522759/b43e13f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, hair dryer, towels, soap](https://images.trvl-media.com/lodging/74000000/73530000/73522800/73522759/8d8ecd9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73522800/73522759/efb4a20f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lovely 3-bedroom condo near Disney Kissimmee 9.0/10 Wonderful (35) "We stayed they had everything we needed. It was a very quite stay it was nice." CA $151 CA $282 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Orlando-Hotels-Lovely-3-Bedroom-Condo-Near-Disney.h73522759.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/64000000/63750000/63746800/63746786/9d8cb87e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/64000000/63750000/63746800/63746786/11b7d586.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/64000000/63750000/63746800/63746786/e8e9febe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63750000/63746800/63746786/284a5a10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homely spacious 2BD Close to Disney Kissimmee 9.2/10 Wonderful (13) "Very clean, very plain. Looks justLike pictures. Good value. Just what we expected." CA $116 CA $307 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Orlando-Hotels-Affordable-Beautiful-2BR6-Guest-Condo-Close-To-Disney.h63746786.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=2025-10-24&endDate=2025-10-25®ionId=6048230&adults=2&lodging=CONDO&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%2FLakeland-Winter-Haven-Condos.d6048230-aaCondos.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FLakeland-Winter-Haven-Condos.d6048230-aaCondos.Travel-Guide-Accommodation) ## Top Lakeland - Winter Haven Hotel Reviews ![The Grove Resort & Water Park Orlando](//images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392_y.jpg) ### The Grove Resort & Water Park Orlando 10/10 Excellent "Our stay was great!" [](https://expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) ![Staybridge Suites Winter Haven Auburndale by IHG](//images.trvl-media.com/lodging/95000000/94680000/94674300/94674232/0585f081_y.jpg) ### Staybridge Suites Winter Haven Auburndale by IHG 10/10 Excellent "The room was very spacious and clean " [](https://expedia.ca/Winter-Haven-Hotels-Staybridge-Suites-Winter-Haven-Auburndale.h94674232.Hotel-Information) ![Howard Johnson by Wyndham Lakeland](//images.trvl-media.com/lodging/1000000/10000/9600/9597/6ad2183e_y.jpg) ### Howard Johnson by Wyndham Lakeland 10/10 Excellent "Staff was incredibly friendly and accommodating. " [](https://expedia.ca/Lakeland-Hotels-Howard-Johnson-By-Wyndham-Lakeland.h9597.Hotel-Information) ![Hilton Vacation Club Aqua Sol Orlando West](//images.trvl-media.com/lodging/1000000/700000/692700/692650/0986573c_y.jpg) ### Hilton Vacation Club Aqua Sol Orlando West 10/10 Excellent "Great start for a family vacation. The rooms don’t get dark due to hallway lights and curtain rods that are set away from the window too far. Other than that it was perfect for what we needed. " [](https://expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information) ![Holiday Inn Express Hotel & Suites Orlando South-Davenport by IHG](//images.trvl-media.com/lodging/2000000/1120000/1118900/1118895/70a2240a_y.jpg) ### Holiday Inn Express Hotel & Suites Orlando South-Davenport by IHG 10/10 Excellent "Breakfast was amazing " [](https://expedia.ca/Davenport-Hotels-Holiday-Inn-Express-Hotel-Suites-Orlando-South-Davenport.h1118895.Hotel-Information) ![Holiday Inn Winter Haven by IHG](//images.trvl-media.com/lodging/1000000/10000/7900/7835/1b5518c0_y.jpg) ### Holiday Inn Winter Haven by IHG 10/10 Excellent "Clean!!!" [](https://expedia.ca/Winter-Haven-Hotels-Holiday-Inn-Winter-Haven.h7835.Hotel-Information) ![Omni Orlando Resort at ChampionsGate](//images.trvl-media.com/lodging/2000000/1030000/1030000/1029950/a4fe8de4_y.jpg) ### Omni Orlando Resort at ChampionsGate 10/10 Excellent "Beautiful reaort" [](https://expedia.ca/Orlando-Hotels-Omni-Orlando-Resort-At-ChampionsGate.h1029950.Hotel-Information) ![Best Western Plus Winter Haven Inn & Suites ](//images.trvl-media.com/lodging/92000000/91030000/91030000/91029909/b48185c3_y.jpg) ### Best Western Plus Winter Haven Inn & Suites  10/10 Excellent "Friendly staff comfortable and well designed rooms " [](https://expedia.ca/Winter-Haven-Hotels-Best-Western-Plus-Winter-Haven-Inn-Suites.h91029909.Hotel-Information)  ![Margaritaville Resort Orlando with H2O Waterpark](//images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/5f422c24_y.jpg) ### Margaritaville Resort Orlando with H2O Waterpark 10/10 Excellent "Always a pleasure to stay on this property " [](https://expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information) ## Find out more about Lakeland - Winter Haven ## Lakeland - Winter Haven Condo Rentals information | Number of reviews | | | --- | --- | | Accommodation | Condo Rentals | | Lowest Price | | | Highest Price | | ## Frequently asked questions ### How much do condos in Lakeland - Winter Haven cost? > The price range for condos in Lakeland - Winter Haven is to per night. Whatever your budget, you're sure to find something that suits your needs — as well as your entire crew! These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply. ### How many condos are there in Lakeland - Winter Haven? > Browse through condos in Lakeland - Winter Haven and reserve your favorite. Whether you're off on a vacation with the whole fam or reuniting with friends, with Expedia, your perfect stay is just a few clicks away. ### Why book your condo in Lakeland - Winter Haven with Expedia? > We think that getaways should be a walk in the park, so if you're on the lookout for condos at a great price, Expedia has your back. Keep costs down and pick something small and cozy, or splurge on a luxury condo and pamper your loved ones. Our search filters make it easy to lock in a stay in Lakeland - Winter Haven that suits you best. ### How can I find cheap condos in Lakeland - Winter Haven? > A good way to uncover cheap condos in Lakeland - Winter Haven is with Expedia's convenient filter tool. Fine-tune your search results by star rating, amenities and budget to take advantage of excellent rates in a few clicks. ### What is there to do in Lakeland - Winter Haven near my condo? > Whether you like sightseeing, shopping, dining or partying, Lakeland - Winter Haven offers it all, and then some! The top city of Lakeland has lots of things to see and do, including [Polk Museum of Art](https://www.expedia.ca/Polk-Museum-Of-Art-Lakeland.d6187137.Vacation-Attraction), [RP Funding Center](https://www.expedia.ca/RP-Funding-Center-Downtown-Lakeland.d6128449.Vacation-Attraction) and [Publix Field at Joker Marchant Stadium](https://www.expedia.ca/Publix-Field-At-Joker-Marchant-Stadium-Lakeland.d6127895.Vacation-Attraction). If you're vacationing in Winter Haven, [Indigo's Family Fun Center](https://www.expedia.ca/Indigos-Family-Fun-Center-Winter-Haven.d6259153.Vacation-Attraction), [Chain of Lakes Park](https://www.expedia.ca/Chain-Of-Lakes-Park-Winter-Haven.d6127913.Vacation-Attraction) and [Theatre Winter Haven](https://www.expedia.ca/Theatre-Winter-Haven-Winter-Haven.d553248621532652812.Vacation-Attraction) should be on your to-do list. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [5 Star Hotels in Alturas](https://www.expedia.ca/5Star-Alturas-Hotels.s50-0-d6352565.Travel-Guide-Filter-Hotels) - [Hilton Hotels in Alturas](https://www.expedia.ca/Alturas-Hotels-Hilton-Hotels.0-0-d6352565--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Alturas Hotels](https://www.expedia.ca/Alturas-Hotels.d6352565.Travel-Guide-Hotels) - [Inns in Cape Canaveral](https://www.expedia.ca/Cape-Canaveral-Inns.d6484-aaInns.Travel-Guide-Accommodation) - [Lodges in Cape Canaveral](https://www.expedia.ca/Cape-Canaveral-Lodges.d6484-aaLodges.Travel-Guide-Accommodation) - [Ranches in Cape Canaveral](https://www.expedia.ca/Cape-Canaveral-Ranches.d6484-aaRanches.Travel-Guide-Accommodation) - [Apartments in Cape Coral](https://www.expedia.ca/Cape-Coral-Apartments.d6521-aaApartments.Travel-Guide-Accommodation) - [Cabin Rentals in Cape Coral](https://www.expedia.ca/Cape-Coral-Cabins.d6521-aaCabins.Travel-Guide-Accommodation) - [Chalets in Cape Coral](https://www.expedia.ca/Cape-Coral-Chalets.d6521-aaChalets.Travel-Guide-Accommodation) - [Cottages in Cape Coral](https://www.expedia.ca/Cape-Coral-Cottages.d6521-aaCottages.Travel-Guide-Accommodation) - [Country Houses in Cape Coral](https://www.expedia.ca/Cape-Coral-Country-House.d6521-aaCountryHouse.Travel-Guide-Accommodation) - [Cruise Ships in Cape Coral](https://www.expedia.ca/Cape-Coral-Cruise-Ships.d6521-aaCruiseShips.Travel-Guide-Accommodation) - [Guest Houses in Cape Coral](https://www.expedia.ca/Cape-Coral-Guest-Houses.d6521-aaGuestHouses.Travel-Guide-Accommodation) - [Holiday Park Resorts in Cape Coral](https://www.expedia.ca/Cape-Coral-Holiday-Parks.d6521-aaHolidayParks.Travel-Guide-Accommodation) - [Inns in Cape Coral](https://www.expedia.ca/Cape-Coral-Inns.d6521-aaInns.Travel-Guide-Accommodation) - [Lodges in Cape Coral](https://www.expedia.ca/Cape-Coral-Lodges.d6521-aaLodges.Travel-Guide-Accommodation) - [Ranches in Cape Coral](https://www.expedia.ca/Cape-Coral-Ranches.d6521-aaRanches.Travel-Guide-Accommodation) - [Townhomes in Cape Coral](https://www.expedia.ca/Cape-Coral-Townhomes.d6521-aaTownhomes.Travel-Guide-Accommodation) - [Luxury Hotels in Crooked Lake Park](https://www.expedia.ca/Crooked-Lake-Park-Hotels-Luxury-Hotel.0-0-d553248635975871057-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Lodges in Crooked Lake Park](https://www.expedia.ca/Crooked-Lake-Park-Lodges.d553248635975871057-aaLodges.Travel-Guide-Accommodation) - [All Inclusive Resorts and in Florida](https://www.expedia.ca/Destinations-In-Florida-All-Inclusive-Hotel.0-0-d211-tAllInclusiveHotel.Hotel-Filter-Destinations) - [Family Hotels in Florida](https://www.expedia.ca/Destinations-In-Florida-Family-Hotel.0-0-d211-tFamilyHotel.Hotel-Filter-Destinations) - [Florida Hotels](https://www.expedia.ca/Destinations-In-Florida.d211.Hotel-Destinations) - [Farmstay in Eagle Lake](https://www.expedia.ca/Eagle-Lake-Agritourism.d3000431007-aaAgritourism.Travel-Guide-Accommodation) - [B&B in Eagle Lake](https://www.expedia.ca/Eagle-Lake-Bed-And-Breakfast.d3000431007-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Eagle Lake](https://www.expedia.ca/Eagle-Lake-Cabins.d3000431007-aaCabins.Travel-Guide-Accommodation) - [Guest Houses in Eagle Lake](https://www.expedia.ca/Eagle-Lake-Guest-Houses.d3000431007-aaGuestHouses.Travel-Guide-Accommodation) - [Holiday Park Resorts in Eagle Lake](https://www.expedia.ca/Eagle-Lake-Holiday-Parks.d3000431007-aaHolidayParks.Travel-Guide-Accommodation) - [Lodges in Eagle Lake](https://www.expedia.ca/Eagle-Lake-Lodges.d3000431007-aaLodges.Travel-Guide-Accommodation) - [Motels in Eagle Lake](https://www.expedia.ca/Eagle-Lake-Motels.d3000431007-aaMotels.Travel-Guide-Accommodation) - [Rv Parks in Eagle Lake](https://www.expedia.ca/Eagle-Lake-RV-Parks.d3000431007-aaRVParks.Travel-Guide-Accommodation) - [Resorts in Eagle Lake](https://www.expedia.ca/Eagle-Lake-Resort-Hotels.d3000431007-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Eagle Lake](https://www.expedia.ca/Eagle-Lake-Townhomes.d3000431007-aaTownhomes.Travel-Guide-Accommodation) - [Condo Rentals in Florida](https://www.expedia.ca/Florida-Condos.d211-aaCondos.Travel-Guide-Accommodation) - [Pensions in Florida](https://www.expedia.ca/Florida-Pensions.d211-aaPensions.Travel-Guide-Accommodation) - [Pousadas in Florida](https://www.expedia.ca/Florida-Pousadas.d211-aaPousadas.Travel-Guide-Accommodation) - [Aparthotels in Highland Park](https://www.expedia.ca/Highland-Park-Apart-Hotels.d6159956-aaApartHotels.Travel-Guide-Accommodation) - [Cabin Rentals in Highland Park](https://www.expedia.ca/Highland-Park-Cabins.d6159956-aaCabins.Travel-Guide-Accommodation) - [Cottages in Highland Park](https://www.expedia.ca/Highland-Park-Cottages.d6159956-aaCottages.Travel-Guide-Accommodation) - [Guest Houses in Highland Park](https://www.expedia.ca/Highland-Park-Guest-Houses.d6159956-aaGuestHouses.Travel-Guide-Accommodation) - [Holiday Park Resorts in Highland Park](https://www.expedia.ca/Highland-Park-Holiday-Parks.d6159956-aaHolidayParks.Travel-Guide-Accommodation) - [Lodges in Highland Park](https://www.expedia.ca/Highland-Park-Lodges.d6159956-aaLodges.Travel-Guide-Accommodation) - [Motels in Highland Park](https://www.expedia.ca/Highland-Park-Motels.d6159956-aaMotels.Travel-Guide-Accommodation) - [Resorts in Highland Park](https://www.expedia.ca/Highland-Park-Resort-Hotels.d6159956-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Highland Park](https://www.expedia.ca/Highland-Park-Townhomes.d6159956-aaTownhomes.Travel-Guide-Accommodation) - [Apartments in International Drive](https://www.expedia.ca/International-Drive-Apartments.d6034244-aaApartments.Travel-Guide-Accommodation) - [Condo Resorts](https://www.expedia.ca/International-Drive-Condominium-Resort.d6034244-aaCondominiumResort.Travel-Guide-Accommodation) - [Vacation Homes](https://www.expedia.ca/International-Drive-Private-Vacation-Homes.d6034244-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Resorts](https://www.expedia.ca/International-Drive-Resort-Hotels.d6034244-aaResortHotels.Travel-Guide-Accommodation) - [B&B in Lake Wales](https://www.expedia.ca/Lake-Wales-Bed-And-Breakfast.d8513-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Lake Wales](https://www.expedia.ca/Lake-Wales-Guest-Houses.d8513-aaGuestHouses.Travel-Guide-Accommodation) - [Lake Wales Hotels](https://www.expedia.ca/Lake-Wales-Hotels.d8513.Travel-Guide-Hotels) - [Inns in Lake Wales](https://www.expedia.ca/Lake-Wales-Inns.d8513-aaInns.Travel-Guide-Accommodation) - [Motels in Lake Wales](https://www.expedia.ca/Lake-Wales-Motels.d8513-aaMotels.Travel-Guide-Accommodation) - [Rv Parks in Lake Wales](https://www.expedia.ca/Lake-Wales-RV-Parks.d8513-aaRVParks.Travel-Guide-Accommodation) - [Resorts in Lake Wales](https://www.expedia.ca/Lake-Wales-Resort-Hotels.d8513-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Lake Wales](https://www.expedia.ca/Lake-Wales-Townhomes.d8513-aaTownhomes.Travel-Guide-Accommodation) - [Villas in Lake Wales](https://www.expedia.ca/Lake-Wales-Villas.d8513-aaVillas.Travel-Guide-Accommodation) - [Aparthotels in Longboat Key](https://www.expedia.ca/Longboat-Key-Apart-Hotels.d8409-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Longboat Key](https://www.expedia.ca/Longboat-Key-Apartments.d8409-aaApartments.Travel-Guide-Accommodation) - [B&B in Longboat Key](https://www.expedia.ca/Longboat-Key-Bed-And-Breakfast.d8409-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Condo Rentals in Longboat Key](https://www.expedia.ca/Longboat-Key-Condos.d8409-aaCondos.Travel-Guide-Accommodation) - [Cottages in Longboat Key](https://www.expedia.ca/Longboat-Key-Cottages.d8409-aaCottages.Travel-Guide-Accommodation) - [Country Houses in Longboat Key](https://www.expedia.ca/Longboat-Key-Country-House.d8409-aaCountryHouse.Travel-Guide-Accommodation) - [Guest Houses in Longboat Key](https://www.expedia.ca/Longboat-Key-Guest-Houses.d8409-aaGuestHouses.Travel-Guide-Accommodation) - [Holiday Park Resorts in Longboat Key](https://www.expedia.ca/Longboat-Key-Holiday-Parks.d8409-aaHolidayParks.Travel-Guide-Accommodation) - [Inns in Longboat Key](https://www.expedia.ca/Longboat-Key-Inns.d8409-aaInns.Travel-Guide-Accommodation) - [Lodges in Longboat Key](https://www.expedia.ca/Longboat-Key-Lodges.d8409-aaLodges.Travel-Guide-Accommodation) - [Motels in Longboat Key](https://www.expedia.ca/Longboat-Key-Motels.d8409-aaMotels.Travel-Guide-Accommodation) - [Palaces in Longboat Key](https://www.expedia.ca/Longboat-Key-Palaces.d8409-aaPalaces.Travel-Guide-Accommodation) - [Vacation Homes in Longboat Key](https://www.expedia.ca/Longboat-Key-Private-Vacation-Homes.d8409-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Resorts in Longboat Key](https://www.expedia.ca/Longboat-Key-Resort-Hotels.d8409-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Longboat Key](https://www.expedia.ca/Longboat-Key-Townhomes.d8409-aaTownhomes.Travel-Guide-Accommodation) - [Treehouses in Longboat Key](https://www.expedia.ca/Longboat-Key-Treehouses.d8409-aaTreehouses.Travel-Guide-Accommodation) - [Villas in Longboat Key](https://www.expedia.ca/Longboat-Key-Villas.d8409-aaVillas.Travel-Guide-Accommodation) - [Aparthotels in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Apart-Hotels.d9113-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Bed-And-Breakfast.d9113-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Guest-Houses.d9113-aaGuestHouses.Travel-Guide-Accommodation) - [Holiday Park Resorts in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Holiday-Parks.d9113-aaHolidayParks.Travel-Guide-Accommodation) - [Inns in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Inns.d9113-aaInns.Travel-Guide-Accommodation) - [Lodges in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Lodges.d9113-aaLodges.Travel-Guide-Accommodation) - [Motels in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Motels.d9113-aaMotels.Travel-Guide-Accommodation) - [Rv Parks in Pinellas Park](https://www.expedia.ca/Pinellas-Park-RV-Parks.d9113-aaRVParks.Travel-Guide-Accommodation) - [Riads in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Riads.d9113-aaRiads.Travel-Guide-Accommodation) - [Lodges in Polk City](https://www.expedia.ca/Polk-City-Lodges.d6154853-aaLodges.Travel-Guide-Accommodation) - [Riads in Polk City](https://www.expedia.ca/Polk-City-Riads.d6154853-aaRiads.Travel-Guide-Accommodation) - [Hotels near Walt Disney World® Resort](https://www.expedia.ca/Walt-Disney-World-Resort-Hotels.0-l6034120-0.Travel-Guide-Filter-Hotels) - [Rv Parks in Waverly](https://www.expedia.ca/Waverly-RV-Parks.d6188373-aaRVParks.Travel-Guide-Accommodation) - [Flights to Florida](https://www.expedia.ca/Destinations-In-Florida.d211.Flight-Destinations) - [Flights from Toronto (YYZ) to Orlando (MCO)](https://www.expedia.ca/lp/flights/yyz/mco/toronto-to-orlando) - [Visit Crooked Lake Park](https://www.expedia.ca/Crooked-Lake-Park.dx553248635975871057) - [Florida Vacations](https://www.expedia.ca/Florida.d211.Destination-Travel-Guides) - [All inclusive Vacation Packages Florida](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/211/Florida) - [Car rentals near Florida](https://www.expedia.ca/Destinations-In-Florida.d211.Car-Rental-Destinations) - [Florida Vacation Rentals](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Book Condo Rentals in Lakeland - Winter Haven on Expedia.com](https://www.expedia.com/Lakeland-Winter-Haven-Condos.d6048230-aaCondos.Travel-Guide-Accommodation)