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

Check prices for these dates

Next weekend
7 Feb - 9 Feb
In two weeks
14 Feb - 16 Feb
In one month
28 Feb - 2 Mar
In two months
28 Mar - 30 Mar

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
8.4 out of 10, Very Good, (26)
"The room was spacious as is the bathroom, very clean, mattress extremely comfortable, I would recommend putting on the "top bed sheet" and then the white bedspread which was pretty but a bit rough against skin. All areas were new, well kept and very nice. Negatiives: Parking is very stressful, there's a driveway with a 2 car garage and 7 parking spaces....you have to know who is leaving when, which is impossible if you don't know the other guests, you're always afraid of blocking or being...
Disney Proximity Escape - Comfort in Kissimmee
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)
"Communication with the owners was great. The condo was super cute and had everything we needed. It was clean and ready to go when stated check-in was. The code given to check in was seamless and very easy to come and go. I would definitely recommend this. The neighborhood is Relatively quiet neighborhood and perfect location in Winterhaven."
Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL
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)
"I was driving my daughter down from NY into Lakeland and needed a place close to the main area of Lakeland. I couldn’t have picked a better place! The location is excellent, but most importantly was the place where we stayed. It’s cozy, but gives you everything and more, that’ll you’ll need. I especially loved the small details that have been added to make your stay special. I look forward to coming back to Lakeland and definitely staying here again. "
The Lake Morton Loft in Historic Downtown Lakeland, FL
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
Cozy Wonderfull Clubhouse Close Disney
Room

Cozy Wonderfull Clubhouse Close Disney

2.0 star property
Cozy Wonderfull Clubhouse Close Disney
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
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
The price is AED 202
AED 856 total
includes taxes & fees
2 Feb - 3 Feb
Tranquil Retreat: King Bed, Office, Patio
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
[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
Neopad
Exterior

Neopad

4.0 star property
Neopad
20 LARGE FAMILY AT CHAMPIONSGATE POOL
Pool

20 LARGE FAMILY AT CHAMPIONSGATE POOL

3.0 star property
20 LARGE FAMILY AT CHAMPIONSGATE POOL
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.
Reunion Resort
Property entrance

Reunion Resort

3.0 star property
Reunion Resort
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
Enchanting Vacation Escape
Room

Enchanting Vacation Escape

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

Vacation home near Disney World

3.0 star property
Vacation home near Disney World
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

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, (1181)
"This is our 3rd time staying here. We did not love this cottage as much as we did the others. Although each room had a bathroom there was not one outside the bedrooms. We had 6 people and there was limited seating & small living room area The master bathroom shower leaked all over the floor Wish we were told there was a hot tub do we could have brought bathing suits We liked that it was less than a 10 minute walk to the Salty Rim and the shuttle to the promenade was very quick & convenient"
Margaritaville Resort Orlando Cottages by Rentyl
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, (5119)
"We’ve stayed here quite a few times. The furniture in the LR getting worn. The plumbing in the rest room old and tub sinks in in spots We love the pools and care for exterior of buildings people are friendly and helpful. The patio view this time was pool and lake which we enjoyed every day. We would stay again because we got a great price. We’d like to come back. "
The price is AED 446
AED 618 total
includes taxes & fees
23 Feb - 24 Feb
Summer Bay Orlando by Exploria Resorts
The Berkley, Orlando
Outdoor pool

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1664)
"Love this place, stay here every time we go to Orlando, which is very often."
The price is AED 731
AED 859 total
includes taxes & fees
2 Feb - 3 Feb
The Berkley, Orlando
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.