Title: Winter Haven Guest Houses from CA $148 | Expedia.ca [Winter Haven Travel Guide](https://expedia.ca/Winter-Haven.dx7464)[Hotels in Winter Haven](https://expedia.ca/Winter-Haven-Hotels.d7464.Travel-Guide-Hotels)[Vacation Rentals in Winter Haven](https://expedia.ca/Winter-Haven-Vacation-Rentals.d7464.Travel-Guide-VacationRentals)[Flights to Winter Haven](https://expedia.ca/Cheap-Flights-To-Winter-Haven.d7464.Travel-Guide-Flights)[Things to do in Winter Haven](https://expedia.ca/Things-To-Do-In-Winter-Haven.d7464.Travel-Guide-Activities)[Winter Haven Car Rentals](https://expedia.ca/Car-Rentals-In-Winter-Haven.d7464.Car-Rental-Guide)[Winter Haven Vacation Packages](https://expedia.ca/Winter-Haven.d7464.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/7464/a00f555f-1771-4135-ad57-834cb1a10a56.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/7464/a00f555f-1771-4135-ad57-834cb1a10a56.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Next weekend [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2026-04-10&endDate=2026-04-12&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2026-04-17&endDate=2026-04-19&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2026-05-01&endDate=2026-05-03&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2026-05-29&endDate=2026-05-31&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winter Haven guest houses ![Outdoor pool](https://images.trvl-media.com/lodging/104000000/103840000/103837900/103837897/053bbad4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Room](https://images.trvl-media.com/lodging/104000000/103840000/103837900/103837897/w1363h909x0y0-c2be4c06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room | Bathroom](https://images.trvl-media.com/lodging/104000000/103840000/103837900/103837897/bd4fbbef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/104000000/103840000/103837900/103837897/ab58a721.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tempo Trek Lodgings [](https://www.expedia.ca/Orlando-Hotels-Tempo-Trek-Lodgings.h103837897.Hotel-Information) Solterra Resort 7.2/10 Good (34 reviews) "This was a week stay loved the time with the other house members got to experience something new and meet new people and gain new friends. The house was great. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather CA $49 CA $148 total includes taxes & fees Apr 9 - Apr 10 [](https://www.expedia.ca/Orlando-Hotels-Tempo-Trek-Lodgings.h103837897.Hotel-Information) ![Interior entrance](https://images.trvl-media.com/lodging/120000000/119230000/119223100/119223033/52b7f872.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/120000000/119230000/119223100/119223033/ba0b3e2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/120000000/119230000/119223100/119223033/d71e5cbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Quadruple Room, 2 Double Beds, Non Smoking, Private Bathroom](https://images.trvl-media.com/lodging/120000000/119230000/119223100/119223033/f2b2313c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jade Manor [](https://www.expedia.ca/Orlando-Hotels-Jade-Manor.h119223033.Hotel-Information) Solterra Resort 7.6/10 Good (7 reviews) "We had an amazing stay! The home was clean, comfortable, and exactly as described. The host was responsive and welcoming, which made everything even better. We truly enjoyed our time and would definitely stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brittani CA $83 CA $186 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Orlando-Hotels-Jade-Manor.h119223033.Hotel-Information) ![2 outdoor pools](https://images.trvl-media.com/lodging/125000000/124770000/124761900/124761860/667ea04b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Quadruple Room](https://images.trvl-media.com/lodging/125000000/124770000/124761900/124761860/bec7c734.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/125000000/124770000/124761900/124761860/8fbc5ad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/125000000/124770000/124761900/124761860/2e34010f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oasis Private Ensuite Room Shared Home [](https://www.expedia.ca/Orlando-Hotels-Oasis-Private-Ensuite-Room-Shared-Home.h124761860.Hotel-Information) Kissimmee 4.0/10 (4 reviews) "I was switch to a different location the day before arriving. The new location had roaches! And it should be noted before booking about the $60 a day fee to heat the pool. Ruined my whole trip not being able to swim! There was mention of a clubhouse to swim but it wasn’t in walking distance." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Latisha CA $79 CA $192 total includes taxes & fees Apr 10 - Apr 11 [](https://www.expedia.ca/Orlando-Hotels-Oasis-Private-Ensuite-Room-Shared-Home.h124761860.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/119000000/118680000/118679700/118679692/7d3a64a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Quadruple Room, 2 Double Beds, Non Smoking, Private Bathroom](https://images.trvl-media.com/lodging/119000000/118680000/118679700/118679692/w1536h1000x0y0-3aa0d3ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118680000/118679700/118679692/71a6f0d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/119000000/118680000/118679700/118679692/d67d1f84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Magical Dreams [](https://www.expedia.ca/Orlando-Hotels-Magical-Dreams.h118679692.Hotel-Information) Kissimmee 5.6/10 (19 reviews) "Overall was a good stay . " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sorina CA $84 CA $189 total includes taxes & fees Apr 3 - Apr 4 [](https://www.expedia.ca/Orlando-Hotels-Magical-Dreams.h118679692.Hotel-Information) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109470000/109462400/109462361/105bfe33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, 1 Queen Bed, Non Smoking, Private Bathroom](https://images.trvl-media.com/lodging/110000000/109470000/109462400/109462361/c202200c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109470000/109462400/109462361/w896h583x2y0-a0149025.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/110000000/109470000/109462400/109462361/3f8e7998.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Leisure Lounge [](https://www.expedia.ca/Leisure-Lounge.h109462361.Hotel-Information) Solterra Resort 7.6/10 Good (22 reviews) "The room was so nice! Very clean and in tact." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amber Carchelle CA $62 CA $163 total includes taxes & fees Apr 3 - Apr 4 [](https://www.expedia.ca/Leisure-Lounge.h109462361.Hotel-Information) ![Quadruple Room, 2 Queen Beds, Non Smoking, Private Bathroom](https://images.trvl-media.com/lodging/120000000/119700000/119695700/119695623/407a8e02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, 1 Queen Bed, Non Smoking, Private Bathroom | Shared kitchen](https://images.trvl-media.com/lodging/120000000/119700000/119695700/119695623/5140205f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119700000/119695700/119695623/ecab4876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, 1 Queen Bed, Non Smoking, Private Bathroom | Interior entrance](https://images.trvl-media.com/lodging/120000000/119700000/119695700/119695623/b28b75c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harmony Haven [](https://www.expedia.ca/Orlando-Hotels-Harmony-Haven.h119695623.Hotel-Information) Kissimmee 3.0/10 (2 reviews) "It was loud and more like a rooming house there was a baby there who cried all the time I didn’t stay the last night we went so where else" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ciera CA $74 CA $179 total includes taxes & fees Apr 10 - Apr 11 [](https://www.expedia.ca/Orlando-Hotels-Harmony-Haven.h119695623.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=2026-04-16&endDate=2026-04-17®ionId=7464&adults=2&lodging=GUEST_HOUSE&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%2FWinter-Haven-Guest-Houses.d7464-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Haven-Guest-Houses.d7464-aaGuestHouses.Travel-Guide-Accommodation) ## Top Winter Haven Hotel Reviews ![Kompose Boutique Resort at Theme Parks](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/81e6b4c7_y.jpg) ### Kompose Boutique Resort at Theme Parks 10/10 Excellent "Place was super nice, great amenities and breakfast " [](https://expedia.ca/Orlando-Hotels-Kompose-Boutique-Resort-At-Theme-Parks.h100837786.Hotel-Information) ![Westgate Vacation Villas Resort](https://images.trvl-media.com/lodging/1000000/100000/99000/98920/b8afec09_y.jpg) ### Westgate Vacation Villas Resort 8/10 Good "Lots to do" [](https://expedia.ca/Orlando-Hotels-Westgate-Vacation-Villas-Resort.h98920.Hotel-Information) ![The Grove Resort & Water Park Orlando](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392_y.jpg) ### The Grove Resort & Water Park Orlando 10/10 Excellent "Beautiful property, staff very friendly, the only problem I had was we a had a couple of times in the room that needed repairs also haven’t received my $300 deposit yet after 5 days but other than that the property is a very nice hotel . Definitely will be returning. " [](https://expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) ![Hilton Vacation Club Mystic Dunes Orlando](https://images.trvl-media.com/lodging/1000000/900000/891000/890951/0b826e24_y.jpg) ### Hilton Vacation Club Mystic Dunes Orlando 10/10 Excellent "Loved the room, the kitchen had everything we needed for cooking. Loved the outdoor pool as well! Nice staff " [](https://expedia.ca/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.Hotel-Information) ![Vacation Village Orlando, Celebration](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/1ef981b1_y.jpg) ### Vacation Village Orlando, Celebration 8/10 Good " Nice" [](https://expedia.ca/Orlando-Hotels-Vacation-Village-At-Parkway.h1068973.Hotel-Information) ![Ramada by Wyndham Kissimmee Gateway](https://images.trvl-media.com/lodging/1000000/50000/40600/40513/b94616ba_y.jpg) ### Ramada by Wyndham Kissimmee Gateway 6/10 Okay "Staff ok Breakfast not worth the price Room ok Very dated facility " [](https://expedia.ca/Orlando-Hotels-Ramada-By-Wyndham-Kissimmee-Gateway.h40513.Hotel-Information) ![Howard Johnson by Wyndham Winter Haven FL](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/71d67783_y.jpg) ### Howard Johnson by Wyndham Winter Haven FL 10/10 Excellent "Breakfast was good, room was clean and spacious and front desk staff was amazing. I left my phone at the front desk after checking in and the guy there ran it to my room for me." [](https://expedia.ca/Winter-Haven-Hotels-Howard-Johnson-By-Wyndham-Winter-Haven-FL.h8718.Hotel-Information) ![Delta Hotels by Marriott Orlando Celebration](https://images.trvl-media.com/lodging/1000000/10000/300/256/1c4f2ee5_y.jpg) ### Delta Hotels by Marriott Orlando Celebration 10/10 Excellent " Beautiful Place. Very Clean rooms and the pool is so Floridaaa!! " [](https://expedia.ca/Orlando-Hotels-The-Grand-Orlando-Resort-At-Celebration.h256.Hotel-Information) ![Hilton Vacation Club Aqua Sol Orlando West](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/175d4684_y.jpg) ### Hilton Vacation Club Aqua Sol Orlando West 10/10 Excellent "Clean rooms, nice pools and family friendly " [](https://expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information) ## Find out more about Winter Haven ## Winter Haven Guest Houses information | Number of reviews | 66 | | ----------------- | --------------- | | Accommodation | 27 Guest Houses | | Lowest Price | CA $148 | | Highest Price | CA $192 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [B&B in Auburndale ](https://www.expedia.ca/Auburndale-Bed-And-Breakfast.d6048255-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Auburndale ](https://www.expedia.ca/Auburndale-Guest-Houses.d6048255-aaGuestHouses.Travel-Guide-Accommodation) - 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