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Our top choices for Winter Haven cottages
1. The Russell Lake House
The Russell Lake HouseWinter Haven
9.8 out of 10, Exceptional, (25 reviews)
"Nice place!"
Jake D.
The price is NZ$348
includes taxes & fees
17 Nov - 18 Nov
2. Lake Ida Beach Resort
Lake Ida Beach ResortWinter Haven
7.2 out of 10, Good, (198 reviews)
"Clean room and private area loved it"
Heather
The price is NZ$131
includes taxes & fees
20 Nov - 21 Nov
3. Lakefront Tiny Cottage 4 Miles to LEGOLAND.
Lakefront Tiny Cottage 4 Miles to LEGOLAND.winter have
9.0 out of 10, Wonderful, (42 reviews)
"Awesome location, very nice"
Kyle P.
The price is NZ$252
includes taxes & fees
2 Dec - 3 Dec
4. Charming Lakeside Cottage
Charming Lakeside CottageWinter Haven
10.0 out of 10, Exceptional, (2 reviews)
"Truly great people. We had a wonderful time! Peaceful and relaxing!!"
Jeremy Kyle W.
5. Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwnWinter Haven
9.2 out of 10, Wonderful, (7 reviews)
"Wonderful little cottage filled with fun for the whole family. Cozy backyard to enjoy some sunshine and read a book. Close to downtown shops and restaurants. Owners were quick to respond to questions. Would happily stay here again."
Rachel B.
The price is NZ$475
includes taxes & fees
8 Nov - 9 Nov
6. Lakefront Retreat on Lake Ariana w/ EV Charger
Lakefront Retreat on Lake Ariana w/ EV ChargerAuburndale
8.0 out of 10, Very good, (1 review)
"This house has beautiful views of Lake Ariana and you can walk to old town and access the lake easily. The house is an old classic central Florida house with some quirks, but had room for family and entertaining. Auburndale beautiful and was a great place to visit and had quick access to highways. "
Katrina
The price is NZ$628
includes taxes & fees
9 Nov - 10 Nov
7. Lakeside Escape, 2BR 1 BA, Cozy Lux Cottage near Disney, Universal and Legoland
Lakeside Escape, 2BR 1 BA, Cozy Lux Cottage near Disney, Universal and LegolandLake Hamilton
The price is NZ$497
includes taxes & fees
13 Nov - 14 Nov
8. Charming Historic Cottage with Cozy Porch and Garden Retreat
Charming Historic Cottage with Cozy Porch and Garden RetreatPolk City
10.0 out of 10, Exceptional, (6 reviews)
"Clean comfort all ok"
Donald P.
The price is NZ$362
includes taxes & fees
22 Nov - 23 Nov
9. Cozy Forest Retreat Mid-Century Charm Fireplace 20 Min to Disney
Cozy Forest Retreat Mid-Century Charm Fireplace 20 Min to DisneyDavenport
6.8 out of 10, (3 reviews)
"Needs some upgrades. The bed was a full size, very small for a couple, should really think of upgrading to a king. Pans were old and could use replacing. Bugs and ants constant. Shower was small. Very small tv. Stovetop had missing nob and was difficult to operate. Definitely needs upgrading, left a day early, didn’t feel comfortable there. "
Rebecca F.
The price is NZ$264
includes taxes & fees
8 Nov - 9 Nov
10. Family Resort Home w Pool, BBQ & Game Room
Family Resort Home w Pool, BBQ & Game RoomSolana
The price is NZ$587
includes taxes & fees
29 Nov - 30 Nov
11. Serenity - Family & Pet Friendly, Amazing Location
Serenity - Family & Pet Friendly, Amazing LocationCrestwynd Bay
The price is NZ$728
includes taxes & fees
9 Nov - 10 Nov
12. Mvv7482 - 3BR House Near Disney at Magic Village
Mvv7482 - 3BR House Near Disney at Magic VillageKissimmee
The price is NZ$859
includes taxes & fees
16 Nov - 17 Nov
13. Perfect Place for a Perfect Vacation
Perfect Place for a Perfect VacationKissimmee
10.0 out of 10, Exceptional, (1 review)
The price is NZ$331
includes taxes & fees
9 Nov - 10 Nov
14. Family-Friendly Cottage Near Orlando’s Top Attractions
Family-Friendly Cottage Near Orlando’s Top AttractionsKissimmee
10.0 out of 10, Exceptional, (1 review)
"Perfect location to enjoy Universal Epic and Islands of Adventure with only a 15 minute ride. The beds were very comfortable and the place is clean. We were welcomed with a cute sign, bottled water and cookies. Will definitely stay here again!"
Joyce R.
The price is NZ$353
includes taxes & fees
7 Dec - 8 Dec
15. Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, KissimmeeKissimmee
10.0 out of 10, Exceptional, (2 reviews)
"We stayed and visited universal snd drove to Jacksonville it was a cute cottage"
Jennifer b.
The price is NZ$532
includes taxes & fees
16 Nov - 17 Nov
16. Golf, Dine & Unwind Poolside! Haines City Getaway
Golf, Dine & Unwind Poolside! Haines City GetawayHaines City
The price is NZ$767
includes taxes & fees
1 Dec - 2 Dec
17. Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and ACKissimmee
The price is NZ$377
includes taxes & fees
11 Nov - 12 Nov
18. Refurbished Lux 6 Bed Golf Views at Reunion Resort by Shine Villas
Refurbished Lux 6 Bed Golf Views at Reunion Resort by Shine VillasReunion
The price is NZ$1,331
includes taxes & fees
23 Nov - 24 Nov
19. "Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
"Casa Kiwi" Margaritaville Cottage 5 minutes to DisneyKissimmee
9.4 out of 10, Exceptional, (14 reviews)
"Great place for a stay, clean and plenty of everything you need. "
Leo C.
The price is NZ$548
includes taxes & fees
20 Nov - 21 Nov
20. Walkable Dixieland District Gem With Yard
Walkable Dixieland District Gem With YardDixieland
The price is NZ$497
includes taxes & fees
9 Nov - 10 Nov
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.
Learn more about Winter Haven
Glide through LEGOLAND's colourful rides before cooling off at their water park on hot Florida afternoons. Chain of Lakes offers peaceful kayaking spots where you can paddle between waterways and spot wildlife at your own pace.
