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Compare 22 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

Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL

10.0 out of 10, Exceptional, (12)
"My husband and I stayed here three nights. It was a wonderful, relaxing place to stay and we highly recommend it for anyone looking for a quiet place. Pictures and description were exact. We couldn't have been happier."
Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL

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

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

2.0 star property
Cozy Wonderfull Clubhouse Close Disney

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

2.0 star property
Tranquil Retreat: King Bed, Office, Patio

Modern holiday home

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

Paradise Palms Resort

2.0 star property
Paradise Palms Resort

[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

4.0 star property
Neopad

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.

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

Reunion Resort

3.0 star property
Reunion Resort

ChampionGate Eight Bedroom Luxury Villa

3.5 star property
ChampionGate Eight Bedroom Luxury Villa

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

3.0 star property
Paradise Home near Disney

Enchanting Vacation Escape

3.0 star property
Enchanting Vacation Escape

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.
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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, (1644)
"Beautiful property and the one bedroom suite was very spacious and clean. Furnishings were all updated and felt like a new home. Great amenities and kitchen. Really enjoyed. "
The price is AED 306
AED 403 total
includes taxes & fees
17 Mar - 18 Mar
Vacation Village at Parkway

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1233)
"We loved so much about the stay, the cottages were modern but comfortable and smartly decorated. There were all the essentials in the kitchen even a huge amazing blender. The buildings were very attractive and painted lovely colors. Beds were comfortable and bathrooms as well (could have been a little more upgraded, basic shower stalls). The entire unit was very spacious also. The pools were gorgeous with chairs available right in front. However there were a few things we didn't like. We were...
Margaritaville Resort Orlando Cottages by Rentyl

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5191)
"The report was off the main road so quiet and felt very safe. The pools and property were nice and clean. We stayed in the 400 block on the main level. The furniture is a bit dated compared to other rooms we saw in newer buildings. This should be upgraded. On our last day we had ducks come up to our patio and use it as their personal toilet. We couldn’t sit out there afterwards. Luckily we found happy hour by the club house pool so all was not lost! They allowed us to check in early which...
The price is AED 446
AED 618 total
includes taxes & fees
23 Mar - 24 Mar
Summer Bay Orlando by Exploria Resorts
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.