Title: Best Villas in Winter Haven 2026 | Expedia.co.uk [Winter Haven Travel Guide](https://expedia.co.uk/Winter-Haven.dx7464)[Hotels in Winter Haven](https://expedia.co.uk/Winter-Haven-Hotels.d7464.Travel-Guide-Hotels)[Holiday Rentals in Winter Haven](https://expedia.co.uk/Winter-Haven-Holiday-Rentals.d7464.Travel-Guide-HolidayRentals)[Flights to Winter Haven](https://expedia.co.uk/Cheap-Flights-To-Winter-Haven.d7464.Travel-Guide-Flights)[Things to do in Winter Haven](https://expedia.co.uk/Things-To-Do-In-Winter-Haven.d7464.Travel-Guide-Activities)[Winter Haven Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Winter-Haven.d7464.Car-Hire-Guide)[Winter Haven Holidays](https://expedia.co.uk/Winter-Haven.d7464.Holidays-City-Breaks) ![Winter Haven which includes rides](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__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 [20 Mar - 22 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=7464&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [1 May - 3 May](https://www.expedia.co.uk/Hotel-Search?regionId=7464&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [29 May - 31 May](https://www.expedia.co.uk/Hotel-Search?regionId=7464&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [26 Jun - 28 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=7464&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winter Haven villas ![Exterior](https://images.trvl-media.com/lodging/113000000/112390000/112387600/112387557/3d2fdff7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/113000000/112390000/112387600/112387557/faadd2a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112390000/112387600/112387557/fcdb020d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112390000/112387600/112387557/847f98ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Winter Haven [](https://www.expedia.co.uk/Winter-Haven-Hotels-Bright-Home-Near-Legoland-Lake.h112387557.Hotel-Information) 10/10 Exceptional (2 reviews) "Beautiful clean home. Lots of amenities. However it here were glass decorations on table. We moved them out of reach of 2 and 4 year old. Otherwise BEAUTIFUL! Definitely would stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roberta W. £254 includes taxes & fees 3 Mar - 4 Mar [](https://www.expedia.co.uk/Winter-Haven-Hotels-Bright-Home-Near-Legoland-Lake.h112387557.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/124000000/123110000/123109300/123109264/8e4b032a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123110000/123109300/123109264/e262066b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123110000/123109300/123109264/a0f43b05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/124000000/123110000/123109300/123109264/01cfbca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Kissimmee [](https://www.expedia.co.uk/Orlando-Hotels-Modern-3-Bed-Villa.h123109264.Hotel-Information) £231 includes taxes & fees 4 Mar - 5 Mar [](https://www.expedia.co.uk/Orlando-Hotels-Modern-3-Bed-Villa.h123109264.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/20000000/19320000/19318200/19318186/w2048h1533x0y0-22fd4697.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/20000000/19320000/19318200/19318186/b2208fde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/20000000/19320000/19318200/19318186/0f0354ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, DVD player, table football](https://images.trvl-media.com/lodging/20000000/19320000/19318200/19318186/f59054af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Watersong [](https://www.expedia.co.uk/Davenport-Hotels-Amazing-Villa-With-South-Facing-Pool-And-Conservation-View.h19318186.Hotel-Information) 9.8/10 Exceptional (215 reviews) "Beautiful home, wonderful community, property owner was very responsive. My family and I enjoyed our stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bri\_ £355 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Davenport-Hotels-Amazing-Villa-With-South-Facing-Pool-And-Conservation-View.h19318186.Hotel-Information) ![Outdoor pool, a heated pool, pool loungers](https://images.trvl-media.com/lodging/93000000/92210000/92205000/92204982/0fddc74d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/93000000/92210000/92205000/92204982/baffbcac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, Netflix, ping pong](https://images.trvl-media.com/lodging/93000000/92210000/92205000/92204982/fa611c38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92210000/92205000/92204982/84fa3098.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Loughman [](https://www.expedia.co.uk/Orlando-Hotels-SPLENDID-5-LAKE-VIEW-VILLA-With-HEATED-POOLSPA-Near-DISNEY.h92204982.Hotel-Information) 9.4/10 Exceptional (48 reviews) "Beautiful home, great pool with an excellent view! Clean and spacious, quiet neighborhood and close to Disney." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adam S. £425 includes taxes & fees 4 Mar - 5 Mar [](https://www.expedia.co.uk/Orlando-Hotels-SPLENDID-5-LAKE-VIEW-VILLA-With-HEATED-POOLSPA-Near-DISNEY.h92204982.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/18980000/18979200/18979181/13441746.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18979200/18979181/3a48ff9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18979200/18979181/3aa5d9cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18979200/18979181/3b305a8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Lake Berkley [](https://www.expedia.co.uk/Orlando-Hotels-Close-To-Disney-Shabby-Chic-Style-Villa-With-Private-Pool.h18979181.Hotel-Information) 9.4/10 Exceptional (120 reviews) "Very good villa; very comfortable beds and in a great location on the 192, close to shops, parks and restaurants." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Ann Q. £305 includes taxes & fees 3 Mar - 4 Mar [](https://www.expedia.co.uk/Orlando-Hotels-Close-To-Disney-Shabby-Chic-Style-Villa-With-Private-Pool.h18979181.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/39000000/38800000/38795100/38795016/efb7abe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, cookware/dishes/utensils, ice maker](https://images.trvl-media.com/lodging/39000000/38800000/38795100/38795016/b5e13d80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, cookware/dishes/utensils, ice maker](https://images.trvl-media.com/lodging/39000000/38800000/38795100/38795016/0c1183a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, cookware/dishes/utensils, ice maker](https://images.trvl-media.com/lodging/39000000/38800000/38795100/38795016/06d5aca8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Royal Palm Bay [](https://www.expedia.co.uk/Orlando-Hotels-2019completely-Renovated-32-Close-To-Disney-Parks.h38795016.Hotel-Information) 10/10 Exceptional (26 reviews) "15 mins drive to Disney, We enjoyed our stay, clean as advertised, Owner communicates in detail, Will definitely rebook this Villa. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elisa £177 includes taxes & fees 4 Mar - 5 Mar [](https://www.expedia.co.uk/Orlando-Hotels-2019completely-Renovated-32-Close-To-Disney-Parks.h38795016.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350017/d3f2a18c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350017/6577970c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350017/ac837b75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350017/48690add.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Lake Berkley [](https://www.expedia.co.uk/Orlando-Hotels-4701-Lake-Berkley-Villa-Renovated-3-Bed.h119350017.Hotel-Information) £238 includes taxes & fees 5 Mar - 6 Mar [](https://www.expedia.co.uk/Orlando-Hotels-4701-Lake-Berkley-Villa-Renovated-3-Bed.h119350017.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119870000/119860500/119860410/w1599h1066x1y1-fbb629c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Twin Room | Laptop workspace, free WiFi](https://images.trvl-media.com/lodging/120000000/119870000/119860500/119860410/w1597h1066x3y0-ce1a1905.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119870000/119860500/119860410/w1599h1066x1y1-7289feb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/120000000/119870000/119860500/119860410/w1599h1066x1y1-5cfa44d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Solterra Resort [](https://www.expedia.co.uk/Orlando-Hotels-VedaHive-Luxury-Villa.h119860410.Hotel-Information) 6.8/10 (8 reviews) "If you enjoy your vacation with a older lady with a daughter telling you what to do and how to act in the house, then this place is for you. The hot tub at the house does not work. There's limited toilet paper so bring your own toiletries. And the bedroom I stayed in did not have sheets on the bed. Must read all the rules before staying at this house. The clubhouse water park is not included in your stay. That is an additional fee$" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James £133 includes taxes & fees 3 Mar - 4 Mar [](https://www.expedia.co.uk/Orlando-Hotels-VedaHive-Luxury-Villa.h119860410.Hotel-Information) ![Villa, 5 Bedrooms | Exterior](https://images.trvl-media.com/lodging/100000000/99470000/99460300/99460272/e5314fdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 5 Bedrooms | Living area | Smart TV](https://images.trvl-media.com/lodging/100000000/99470000/99460300/99460272/3c1db32a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 5 Bedrooms | Pool | A heated pool](https://images.trvl-media.com/lodging/100000000/99470000/99460300/99460272/2c19d80d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 5 Bedrooms | Living area | Smart TV](https://images.trvl-media.com/lodging/100000000/99470000/99460300/99460272/8cbb4e3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Solterra Resort [](https://www.expedia.co.uk/Orlando-Hotels-Brilliance-At-Solterra-Resort-By-Shine-Villas-092-5-Bedroom-Villa.h99460272.Hotel-Information) £568 includes taxes & fees 16 Mar - 17 Mar [](https://www.expedia.co.uk/Orlando-Hotels-Brilliance-At-Solterra-Resort-By-Shine-Villas-092-5-Bedroom-Villa.h99460272.Hotel-Information) ![](https://images.trvl-media.com/lodging/84000000/83060000/83058500/83058477/28fe7bba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/84000000/83060000/83058500/83058477/9565028c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/84000000/83060000/83058500/83058477/afc21ce0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/84000000/83060000/83058500/83058477/8c098fad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Sandy Ridge [](https://www.expedia.co.uk/Orlando-Hotels-5BR-Tropical-Disco-Game-Room-Heated-Pool-Grill.h83058477.Hotel-Information) 10/10 Exceptional (3 reviews) "Wonderful group to work with. Enjoyed a much needed vacation. Host was very easy to get in contact with and solved any issues in a timely manner! Plan on staying again sometime in the future!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stacy C. £297 includes taxes & fees 3 Mar - 4 Mar [](https://www.expedia.co.uk/Orlando-Hotels-5BR-Tropical-Disco-Game-Room-Heated-Pool-Grill.h83058477.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/33000000/32840000/32831700/32831662/6abbf8ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32840000/32831700/32831662/87e404dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32840000/32831700/32831662/fd7005da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32840000/32831700/32831662/e2217259.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Kissimmee [](https://www.expedia.co.uk/Orlando-Hotels-Luxury-Disney-7-Bedroom-Villa.h32831662.Hotel-Information) 8.8/10 Excellent (86 reviews) "We had no issues during our stay. We enjoyed the activities that that resort offered. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah W. £684 includes taxes & fees 2 Apr - 3 Apr [](https://www.expedia.co.uk/Orlando-Hotels-Luxury-Disney-7-Bedroom-Villa.h32831662.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/84000000/83010000/83004200/83004139/5052ab59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/84000000/83010000/83004200/83004139/2b4bca7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/84000000/83010000/83004200/83004139/778e1884.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel cot, free WiFi](https://images.trvl-media.com/lodging/84000000/83010000/83004200/83004139/5cd1b3c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Kissimmee [](https://www.expedia.co.uk/Orlando-Hotels-Stylish-And-Fully-Equipped-Villa-Next-To-Disney.h83004139.Hotel-Information) 9.4/10 Exceptional (78 reviews) "Perfect for what we needed on our stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin H. £180 includes taxes & fees 17 Mar - 18 Mar [](https://www.expedia.co.uk/Orlando-Hotels-Stylish-And-Fully-Equipped-Villa-Next-To-Disney.h83004139.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99510000/99505900/99505876/e3fc0cac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99510000/99505900/99505876/e2e126b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99510000/99505900/99505876/a615b745.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99510000/99505900/99505876/eb32d859.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Davenport [](https://www.expedia.co.uk/Orlando-Hotels-Pelican-By-Migration-Travel.h99505876.Hotel-Information) 10/10 Exceptional (6 reviews) "Everything was excellentGreat experience The house was very cleanBenjamin and Kimberly are great hostsLooking forward to staying there again" ![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg) Ronit M. £379 includes taxes & fees 3 Mar - 4 Mar [](https://www.expedia.co.uk/Orlando-Hotels-Pelican-By-Migration-Travel.h99505876.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/89000000/88310000/88304500/88304425/fe128bf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88310000/88304500/88304425/e8f3e7d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88310000/88304500/88304425/3cb8a436.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88310000/88304500/88304425/6a8c93f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Loughman [](https://www.expedia.co.uk/Orlando-Hotels-Welcome-To-The-Jungle.h88304425.Hotel-Information) 9.0/10 Wonderful (17 reviews) "As advertised, safe and quiet neighborhood, the house was wonderful and the grandkids had a great time in pool and jacuzzi." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Teresa W. £365 includes taxes & fees 3 Mar - 4 Mar [](https://www.expedia.co.uk/Orlando-Hotels-Welcome-To-The-Jungle.h88304425.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/35000000/34600000/34593900/34593900/454b2988.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34600000/34593900/34593900/800697ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/35000000/34600000/34593900/34593900/e16176b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/35000000/34600000/34593900/34593900/39fe65fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Bahama Bay [](https://www.expedia.co.uk/Orlando-Hotels-3-Bedroom-Penthouse-Villa-Located-In-Bahama-Bay-Resort-Lake-View.h34593900.Hotel-Information) 8.6/10 Excellent (8 reviews) "We loved our stay! Rooms were very spacious, great large towels for bath and lots of beach towels, fun Nemo room for the kids and full kitchen and laundry. The pools and splash of were very fun and the pool by lake felt very tropical with beach and poolside service. Patio is full shade." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Natalie S. £253 includes taxes & fees 3 Mar - 4 Mar [](https://www.expedia.co.uk/Orlando-Hotels-3-Bedroom-Penthouse-Villa-Located-In-Bahama-Bay-Resort-Lake-View.h34593900.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107490000/107484700/107484649/f7e0252c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107490000/107484700/107484649/269cac90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107490000/107484700/107484649/d3a3bf2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/108000000/107490000/107484700/107484649/81060982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Kissimmee [](https://www.expedia.co.uk/Orlando-Hotels-Fiesta-Key-Resort-House-Near-Disney-Orlando-4875.h107484649.Hotel-Information) £228 includes taxes & fees 3 Mar - 4 Mar [](https://www.expedia.co.uk/Orlando-Hotels-Fiesta-Key-Resort-House-Near-Disney-Orlando-4875.h107484649.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/49000000/48700000/48690900/48690831/w1159h900x0y0-4426cae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/49000000/48700000/48690900/48690831/c6110da1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48700000/48690900/48690831/832cbff4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/49000000/48700000/48690900/48690831/89f87a8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Kissimmee [](https://www.expedia.co.uk/Orlando-Hotels-Location-14-Miles-To-Disney-Orlando-Family-Home-W-Pool-And-Hot-Tub.h48690831.Hotel-Information) 9.6/10 Exceptional (41 reviews) "Clean and comfortable. 5 bathrooms!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William G. £331 includes taxes & fees 8 Mar - 9 Mar [](https://www.expedia.co.uk/Orlando-Hotels-Location-14-Miles-To-Disney-Orlando-Family-Home-W-Pool-And-Hot-Tub.h48690831.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/42000000/41920000/41918000/41917939/63bcb183.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Games room](https://images.trvl-media.com/lodging/42000000/41920000/41918000/41917939/23d0b5d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/42000000/41920000/41918000/41917939/78a8ed13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/42000000/41920000/41918000/41917939/1d6abbcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Lake Berkley [](https://www.expedia.co.uk/Orlando-Hotels-MAGIC-5-LAKE-VIEW-VILLA-HEATED-POOLHOT-SPA.h41917939.Hotel-Information) 8.6/10 Excellent (34 reviews) "Host was very helpful and responsive. The view of the pond behind the house was the best part. Got to watch the wildlife come and go throughout the day including a pair of bald eagles.The house was clean and spacious. The pool is a bit on the small side. Just a heads up. We did have aomeniasues with the pool and hot tub, but Claire offered free pool heat for our troubles. Though the heat did shut off one day so we had a cold pool for a day. I was excited that there was an onsite gym at the... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie B. £384 includes taxes & fees 3 Mar - 4 Mar [](https://www.expedia.co.uk/Orlando-Hotels-MAGIC-5-LAKE-VIEW-VILLA-HEATED-POOLHOT-SPA.h41917939.Hotel-Information) ![Villa, 6 Bedrooms | Exterior](https://images.trvl-media.com/lodging/91000000/90330000/90324000/90323905/62f9d2f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 6 Bedrooms | Pool](https://images.trvl-media.com/lodging/91000000/90330000/90324000/90323905/b91a37b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 6 Bedrooms | Interior](https://images.trvl-media.com/lodging/91000000/90330000/90324000/90323905/4d0bbee7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 6 Bedrooms | Fitness facility](https://images.trvl-media.com/lodging/91000000/90330000/90324000/90323905/71eaaa15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Solterra Resort [](https://www.expedia.co.uk/Orlando-Hotels-Ospreys-Landing-At-Solterra-Resort-6-Bedroom-Home.h90323905.Hotel-Information) £601 includes taxes & fees 23 Mar - 24 Mar [](https://www.expedia.co.uk/Orlando-Hotels-Ospreys-Landing-At-Solterra-Resort-6-Bedroom-Home.h90323905.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/69000000/68440000/68433700/68433615/70f079cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun-loungers](https://images.trvl-media.com/lodging/69000000/68440000/68433700/68433615/7a630d04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/69000000/68440000/68433700/68433615/d3d31db5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/69000000/68440000/68433700/68433615/476c7ee2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Bahama Bay [](https://www.expedia.co.uk/Orlando-Hotels-Amazing-Villa-Near-Disney-At-The-Bahama-Bay-Resort.h68433615.Hotel-Information) 9.6/10 Exceptional (4 reviews) "Love it" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jerome S. £263 includes taxes & fees 3 Mar - 4 Mar [](https://www.expedia.co.uk/Orlando-Hotels-Amazing-Villa-Near-Disney-At-The-Bahama-Bay-Resort.h68433615.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.co.uk/Hotel-Search?startDate=2026-03-16&endDate=2026-03-17®ionId=7464&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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=AA_SPRING_PROMO_7464) ## Find holiday rentals that suit your style Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=Winter+Haven%2C+Florida%2C+United+States+of+America®ionId=7464&latLong=28.022253%2C-81.73286&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=APART_HOTEL) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Winter+Haven%2C+Florida%2C+United+States+of+America®ionId=7464&latLong=28.022253%2C-81.73286&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=VACATION_HOME) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=Winter+Haven%2C+Florida%2C+United+States+of+America®ionId=7464&latLong=28.022253%2C-81.73286&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=VILLA) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Winter+Haven%2C+Florida%2C+United+States+of+America®ionId=7464&latLong=28.022253%2C-81.73286&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=APARTMENT) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Winter+Haven%2C+Florida%2C+United+States+of+America®ionId=7464&latLong=28.022253%2C-81.73286&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=CONDO) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Winter+Haven%2C+Florida%2C+United+States+of+America®ionId=7464&latLong=28.022253%2C-81.73286&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=COTTAGE) Cabins [](https://www.expedia.co.uk/Hotel-Search?destination=Winter+Haven%2C+Florida%2C+United+States+of+America®ionId=7464&latLong=28.022253%2C-81.73286&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=CABIN) Residences [](https://www.expedia.co.uk/Hotel-Search?destination=Winter+Haven%2C+Florida%2C+United+States+of+America®ionId=7464&latLong=28.022253%2C-81.73286&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=RESIDENCE) Chalets [](https://www.expedia.co.uk/Hotel-Search?destination=Winter+Haven%2C+Florida%2C+United+States+of+America®ionId=7464&latLong=28.022253%2C-81.73286&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=CHALET) ![](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%2FWinter-Haven-Villas.d7464-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Haven-Villas.d7464-aaVillas.Travel-Guide-Accommodation) ## Top Winter Haven Hotel Reviews ![Vacation Village Orlando, Celebration](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/fb6985f5_y.jpg) ### Vacation Village Orlando, Celebration 10/10 Excellent "Just perfect. " [](https://expedia.co.uk/Orlando-Hotels-Vacation-Village-At-Parkway.h1068973.Hotel-Information) ![Holiday Inn Resort Kissimmee by the Parks by IHG](https://images.trvl-media.com/lodging/1000000/60000/52900/52821/48f5f27b_y.jpg) ### Holiday Inn Resort Kissimmee by the Parks by IHG 10/10 Excellent "Room was clean and comfy. Hotel staff was friendly. Close to lots of food and WDW. " [](https://expedia.co.uk/Orlando-Hotels-Holiday-Inn-Resort-Kissimmee-By-The-Parks-By-IHG.h52821.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 "Handicap room needs the floor scrubbed. Our feet were black at the end of the day." [](https://expedia.co.uk/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.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 "Great hotel, kids loved the pool, close to Disney Parks. The one thing I didn’t like was the hotel fee I was told about at check-in. Everything else was great." [](https://expedia.co.uk/Orlando-Hotels-The-Grand-Orlando-Resort-At-Celebration.h256.Hotel-Information) ![Kompose Boutique Resort at Theme Parks](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/3cf09a4a_y.jpg) ### Kompose Boutique Resort at Theme Parks 10/10 Excellent "Everything is so clean, fresh and new. Beds were comfortable. Staff was friendly and helpful. The breakfast buffet offered great selections, only recommendation would be to have bananas. The location is perfect for commuting to Disney parks. Did not get to enjoy the amenities this time around but will be staying again in May. Overall great experience and you can't beat the price!" [](https://expedia.co.uk/Orlando-Hotels-Kompose-Boutique-Resort-At-Theme-Parks.h100837786.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 "Great place " [](https://expedia.co.uk/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) ![Legoland Florida Hotel](https://images.trvl-media.com/lodging/114000000/113250000/113243700/113243677/cfc6de7c_y.jpg) ### Legoland Florida Hotel 10/10 Excellent "Good " [](https://expedia.co.uk/Winter-Haven-Hotels-Legoland-Florida-Hotel.h113243677.Hotel-Information) ![Margaritaville Resort Orlando with H2O Waterpark](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/9023b9f7_y.jpg) ### Margaritaville Resort Orlando with H2O Waterpark 10/10 Excellent "Yes, nice place" [](https://expedia.co.uk/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information) ![Margaritaville Cottages Orlando by Rentyl with H2O Waterpark](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/95b891a2_y.jpg) ### Margaritaville Cottages Orlando by Rentyl with H2O Waterpark 10/10 Excellent "Great Resort, very spacious cottage, clean, quiet neighborhood. " [](https://expedia.co.uk/Orlando-Hotels-Margaritaville-Resort-Orlando-Cottages-By-Rentyl.h27548551.Hotel-Information) ## Find out more about Winter Haven ## Winter Haven Villas information | Number of reviews | 610 | | ----------------- | ----------- | | Accommodation | 8787 Villas | | Lowest Price | £133 | | Highest Price | £684 | ## Frequently asked questions ### How much do villas in Winter Haven cost? ### What are the best villas in Winter Haven? ### How many villas are there in Winter Haven? ### Why book your villa in Winter Haven with Expedia? ### How can I find cheap villas in Winter Haven? ### What is there to do near my villa in Winter Haven? ## Explore a world of travel with Expedia - More ways to book - [Book Villas in Winter Haven on Expedia.com ](https://www.expedia.com/Winter-Haven-Villas.d7464-aaVillas.Travel-Guide-Accommodation)