Search Guest Houses in Winter Haven

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 22 Guest Houses in Winter Haven with updated reviews, rates, and availability.

Disney Proximity Escape - Comfort in Kissimmee
Room

Disney Proximity Escape - Comfort in Kissimmee

3.0 star property
8.0 out of 10, Very Good, (16)
"Very nice private and secure place to stay. Clean room. Helpful and friendly house keepers. My stay here was excellent."
The price is SAR 361
SAR 409 total
includes taxes & fees
30 Dec - 31 Dec
Disney Proximity Escape - Comfort in Kissimmee
The Lake Morton Loft in Historic Downtown Lakeland, FL
Comfy living room with big screen tv and dinette table with two chairs

The Lake Morton Loft in Historic Downtown Lakeland, FL

10.0 out of 10, Exceptional, (14)
"Always an excellent stay!"
The Lake Morton Loft in Historic Downtown Lakeland, FL
Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL
Enclosed patio to relax...entrance to guesthouse

Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL

10.0 out of 10, Exceptional, (11)
"This was just right for our trip to Florida Theatre Conference. It was a 5-10 minute drive, depending on traffic, to the conference. A 5 minute drive to WalMart/Publix and restaurants. Super easy to area to navigate. Has everything you need for a short stay in the area. Hosrs are super responsive and super nice. Highly recommend!"
Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL
Cozy Wonderfull Clubhouse Close Disney
Room

Cozy Wonderfull Clubhouse Close Disney

2.0 star property
Cozy Wonderfull Clubhouse Close Disney
Magic Oasis Villa at Paradise Palms
Pool

Magic Oasis Villa at Paradise Palms

3.0 star property
10.0 out of 10, Exceptional, (1)
"Outstanding customer service from the host. Beautiful home and surrounding area. "
Magic Oasis Villa at Paradise Palms
Palatial Palms Villa Pool BBQ Resort
Front of property

Palatial Palms Villa Pool BBQ Resort

3.0 star property
10.0 out of 10, Exceptional, (1)
"Amazing property. Comfortable beds, plenty of linen, beautiful pool, & great amenities. I loved the pool side bar area. We ate great food & relaxed in the pool. It has a waterfall & slide, which the kids loved. We did not have time to enjoy all of the amenities but they have a movie theater on site, there is an option for a private rental or you can watchvwhat is playing. They post the movie & viewing times. Basketball, playground & more. My host was very nice & responded quickly to all...
Palatial Palms Villa Pool BBQ Resort
Modern holiday home
Dining

Modern holiday home

7.4 out of 10, Good, (3)
"Love it"
Modern holiday home
Paradise Palms Resort
Exterior

Paradise Palms Resort

2.0 star property
Paradise Palms Resort
Reunion Resort
Property entrance

Reunion Resort

3.0 star property
Reunion Resort
Neopad
Exterior

Neopad

4.0 star property
Neopad
Plenty of room for a fun getaway, very close to all theme parks and attractions.
Exterior

Plenty of room for a fun getaway, very close to all theme parks and attractions.

Plenty of room for a fun getaway, very close to all theme parks and attractions.
[NEW] Gated Golf Resort Suite w/Private Pool & Arcade Near Disney
Pool

[NEW] Gated Golf Resort Suite w/Private Pool & Arcade Near Disney

10.0 out of 10, Exceptional, (2)
"Property and accommodations were top notch. Owners Laura and Mike are very attentive and actually offered to have some food waiting for us when our flight was delayed by 6 hours and we wouldn’t arrive until the wee hours of the morning!"
[NEW] Gated Golf Resort Suite w/Private Pool & Arcade Near Disney
ChampionGate Eight Bedroom Luxury Villa
Exterior

ChampionGate Eight Bedroom Luxury Villa

3.5 star property
ChampionGate Eight Bedroom Luxury Villa
Florida Villa
Front of property

Florida Villa

3.0 star property
10.0 out of 10, Exceptional, (4)
"TODO MUY BIEN MIS HIJOS Y YO DISFRUTAMOS MUCHO DE LA PICINA MUY BUENA LOCACION CERCA DE TODO."
Florida Villa
Paradise Home near Disney
Room

Paradise Home near Disney

3.0 star property
Paradise Home near Disney
Vacation home near Disney World
Exterior

Vacation home near Disney World

3.0 star property
Vacation home near Disney World
Enchanting Vacation Escape
Room

Enchanting Vacation Escape

3.0 star property
Enchanting Vacation Escape
20 LARGE FAMILY AT CHAMPIONSGATE POOL
Pool

20 LARGE FAMILY AT CHAMPIONSGATE POOL

3.0 star property
20 LARGE FAMILY AT CHAMPIONSGATE POOL
Tranquil Retreat: King Bed, Office, Patio
Explore a world of comfort and sophistication Our rooms are much more than a place to rest.

Tranquil Retreat: King Bed, Office, Patio

2.0 star property
Tranquil Retreat: King Bed, Office, Patio
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.
Don't see what you're looking for?
See all available properties in Winter Haven
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Winter Haven

Summer Bay Orlando by Exploria Resorts
Property amenity

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5043)
"As seniors we much enjoyed our time there because of the above. Our room was very clean. The appliances were dated. Dishwasher leaked all over the floor and had to be replaced which was an inconvenience because it took up 3 hours of our time. Stove and fridge were older and probably should be replaced as well. Wished there was a full length mirror somewhere in condo so we could look at ourselves before we headed out. Thank you"
The price is SAR 456
SAR 632 total
includes taxes & fees
5 Jan - 6 January 2025
Summer Bay Orlando by Exploria Resorts
Margaritaville Resort Orlando Cottages by Rentyl
Front of property

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1115)
"The house was great. The hotel & pool were also great. The check in was my only complaint, I went to rentyl desk like I was emailed to do, they sent me to another check in. The guy at that check in had us wait & got another guy to check us in. The guy who checked us in mumbled & acted as though we were bothering him. He did not give us any extra info on hotel or activities. We asked about our complementary rum punch but he said it was over for the day. "
Margaritaville Resort Orlando Cottages by Rentyl
Vacation Village at Parkway
Outdoor pool

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1401)
"El hotel está en un lugar muy bueno bien cerca de los parques , el hotel está muy limpio con muchas condiciones muy limpio y un muy buen precio "
Vacation Village at Parkway
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.