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Compare 26 Guest Houses in Winter Haven with updated reviews, rates, and availability.

Disney Proximity Escape - Comfort in Kissimmee

3.0 star property
8.2 out of 10, Very Good, (27)
"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

Tranquil Florida Getaway, Garden & Courtyard View

2.0 star property
8.0 out of 10, Very Good, (2)
"I Would stay here again. "
Tranquil Florida Getaway, Garden & Courtyard View

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

Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL

10.0 out of 10, Exceptional, (13)
"This is a perfect spot, to be in a relaxed setting, but still close to restaurants, bars and parks.The neighborhood is safe and is close enough to walk to bars, restaurants and grocery stores. The owners are warm and welcoming. They are open to the communications that are sent, and will respond quickly. We would love to come to the cute and cozy again in the future!"
Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL

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

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

Cozy Wonderfull Clubhouse Close Disney

2.0 star property
Cozy Wonderfull Clubhouse Close Disney

Reunion Resort

3.0 star property
Reunion Resort

Paradise Palms Resort

2.0 star property
Paradise Palms Resort

Modern holiday home

7.4 out of 10, Good, (3)
"Love it"
Modern holiday home

ChampionGate Eight Bedroom Luxury Villa

3.5 star property
ChampionGate Eight Bedroom Luxury Villa

20 LARGE FAMILY AT CHAMPIONSGATE POOL

3.0 star property
20 LARGE FAMILY AT CHAMPIONSGATE 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

Paradise Home near Disney

3.0 star property
Paradise Home near Disney

Enchanting Vacation Escape

3.0 star property
Enchanting Vacation Escape

Neopad

4.0 star property
Neopad

Vacation home near Disney World

3.0 star property
Vacation home near Disney World

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.

Regal Palms Resort Townhouse - Pool, Waterslide and More!

Regal Palms Resort Townhouse - Pool, Waterslide and More!
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.
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Other property types in Winter Haven

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1903)
"Perfect spot and location for my son and I to take a quick weekend trip. "
The price is AED 354
AED 465 total
includes taxes & fees
5 May - 6 May
Vacation Village at Parkway

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5312)
"We really enjoyed our stay at Summer Bay Orlando. The room seemed pretty new and was very clean. Pools and hot tubs were open late which was a plus as well. They were a bit pushy about getting you to do their time share pitch, but otherwise really great. "
The price is AED 426
AED 595 total
includes taxes & fees
6 Apr - 7 Apr
Summer Bay Orlando by Exploria Resorts

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1316)
"Excellent hotel,"
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
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.