A castle entrance with flags and banners, including a LEGO Kingdoms banner.

Search Winter Haven Guest Houses

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct
In one month
23 Oct - 25 Oct
In two months
20 Nov - 22 Nov

Our top choices for Winter Haven guest houses

A modern hallway with a clear glass console table, a decorative mirror, and a vase with flowers.

1. Serenity Dreams

Serenity Dreams
3.0 star property
Solterra Resort
The price is AU$182
includes taxes & fees
27 Sept - 28 Sept
Serenity Dreams
A modern kitchen with white cabinets, a central island, and a dining area with a marble table and grey chairs.

2. SunnyView Residence

SunnyView Residence
3.0 star property
Solterra Resort
8.0 out of 10, Very good, (1 review)
"I could not find the house because the address is listed incorrectly. There were instructions to take off your shoes or use covering, but when I walked from the bed to the bathroom, my feet got really dirty. There’s a dark entertainment room/foyer with neons lights/decor, a pool table and some other items that led to the rooms and were nonfunctional."
United States
Marilyn
The price is AU$183
includes taxes & fees
27 Sept - 28 Sept
SunnyView Residence
A bedroom with a bed, a TV on a dresser, and a ceiling fan.

3. Suncrest Residence

Suncrest Residence
3.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Good"
United States
Orel
The price is AU$197
includes taxes & fees
26 Sept - 27 Sept
Suncrest Residence
A covered outdoor area with a pool, lounge chairs, and a hot tub.

4. Tempo Trek Lodgings

Tempo Trek Lodgings
3.0 star property
Solterra Resort
7.2 out of 10, Good, (41 reviews)
"Love the area "
United States
Jahbari
The price is AU$157
includes taxes & fees
30 Sept - 1 Oct
Tempo Trek Lodgings
A modern kitchen with white cabinetry, stainless steel appliances, a central island, and green bar stools.

5. SmartStay Homes

SmartStay Homes
3.0 star property
Kissimmee
7.0 out of 10, Good, (4 reviews)
"The bed was comfortable and the room was clean."
United States
Johntavis
The price is AU$204
includes taxes & fees
27 Sept - 28 Sept
SmartStay Homes
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winter Haven Hotel Reviews

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG

10/10 Excellent
"Thank you for such a wonderful and quiet stay. I was there off and on for a month because of my mom being in the hospital in critical condition. The staff is very friendly and knowledgeable. The only thing I would change it get rid of third parties. Because of a situation that happened to me. Getting charged for a $50.00 one key cash or card. I didn't even want. The only way was for me to get a complete refund is I would have has to cancel the reservation. which It would take 3-7 business days to get our money. We didn't have at the time. I was up there to see my mother who was really sick who passed away on September 23,2026. I will never go thru Expedia ever again."
Rob 1-night trip
Posted less than an hour ago
Holiday Inn Winter Haven by IHG

Find out more about Winter Haven

Winter Haven Guest Houses information

Number of reviews
2
Accommodation
51 Guest Houses
Lowest Price
AU$157
Highest Price
AU$204