Hot Winter Haven Guest House Rates

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Featured Guest Houses in Winter Haven

Disney Proximity Escape - Comfort in Kissimmee

Disney Proximity Escape - Comfort in Kissimmee

3 out of 5
286 Marcello Blvd, Kissimmee, FL
The price is NZ$188 per night from 5 Jan to 6 Jan
NZ$188
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this 3-star guesthouse in Kissimmee. Enjoy free WiFi, breakfast (surcharge), and premium bedding. Popular attractions Old Town and Give Kids the World ...
Disney Proximity Escape - Comfort in Kissimmee
The Lake Morton Loft in Historic Downtown Lakeland, FL

The Lake Morton Loft in Historic Downtown Lakeland, FL

Lakeland
Stay at this guesthouse in Lakeland. Enjoy in-room washers/dryers, an in-room coffeemaker, and air conditioning. Popular attractions Polk Museum of Art and Lake ...
The Lake Morton Loft in Historic Downtown Lakeland, FL
Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL

Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL

Winter Haven
Stay at this guesthouse in Winter Haven. Enjoy free WiFi, a water park, and patios. Popular attractions LEGOLAND® Florida and Indigo's Family Fun Center are ...
Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL
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Cozy Wonderfull Clubhouse Close Disney

Cozy Wonderfull Clubhouse Close Disney

2 out of 5
1935 Majorca Dr, Kissimmee, FL
Stay at this guesthouse in Kissimmee. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide ...
Cozy Wonderfull Clubhouse Close Disney
Magic Oasis Villa at Paradise Palms

Magic Oasis Villa at Paradise Palms

3 out of 5
2931 Buccaneer Palm Rd, Kissimmee, FL
Stay at this 3-star family-friendly guesthouse in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Disney's Animal Kingdom® ...
Magic Oasis Villa at Paradise Palms
Palatial Palms Villa Pool BBQ Resort

Palatial Palms Villa Pool BBQ Resort

3 out of 5
2913 Banana Palm Dr, Kissimmee, FL
Stay at this 3-star guesthouse in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Disney's Animal Kingdom® Theme Park and ...
Palatial Palms Villa Pool BBQ Resort
Modern holiday home

Modern holiday home

Kissimmee
Book a stay at this family-friendly guesthouse in Poinciana. Enjoy a pool table, patios, and air conditioning. Popular attractions Providence Golf Club and Lewis ...
Modern holiday home
Paradise Palms Resort

Paradise Palms Resort

2 out of 5
8964 Cuban Palm Rd, Kissimmee, FL
Stay at this guesthouse in Kissimmee. Enjoy free WiFi, free parking, and a sauna. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood ...
Paradise Palms Resort
Reunion Resort

Reunion Resort

3 out of 5
7648 Heritage Crossing Way, Kissimmee, FL
Stay at this 3-star guesthouse in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions ESPN Wide World of Sports and Reunion Resort ...
Reunion Resort
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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.

Guest House Accommodation in Winter Haven

We’ve got some pretty great guest house accommodation options in Winter Haven, if we do say so ourselves. Even better: they won’t break the bank. So if you’re the type of person who loves a good deal, but also loves your creature comforts, Winter Haven guest houses could be for you.

Think of the cosiest possible things you can right now: Loads and loads of blankets on a chilly morning. Fresh flowers in the morning sunlight. Fluffy bathrobes and crackling fireplaces. You get the idea. Guess what? Guest houses in Winter Haven have so many options to choose from, you just might find one with all those things. (You should still bring your fave ugg boots though, because they’re just so perfectly broken in.) Yes, your room will be so comfy, you’re gonna want to hole up and hibernate, but don’t give in to the temptation. There are loads of things to do in Winter Haven—places to go, people to meet, and food to eat. And no, you can’t bring the fluffy bathrobe with you.

You’ll find the best budget guesthouses right here on lastminute.co.nz, so you can take the guesswork out of your holiday.

Winter Haven Guest Houses essential information

Accommodation
22 Guest Houses
Lowest Price
NZ$188
Highest Price
NZ$366
Popular accommodation
Disney Proximity Escape - Comfort in Kissimmee, The Lake Morton Loft in Historic Downtown Lakeland, FL, Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL, Cozy Wonderfull Clubhouse Close Disney, Magic Oasis Villa at Paradise Palms, Palatial Palms Villa Pool BBQ Resort, Modern holiday home, Paradise Palms Resort, Reunion Resort

Top trending hotels in Winter Haven

Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 

3.5 out of 5
5801 Roosevelt Dr, Winter Haven, FL
Fully refundableReserve now, pay when you stay
The price is NZ$262 per night from 24 Dec to 25 Dec
NZ$262
includes taxes & fees
24 Dec - 25 Dec
Stay at this 3.5-star business-friendly hotel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Best Western Plus Winter Haven Inn & Suites 
Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

2 out of 5
1300 3rd St Sw, Cypress Gardens & US 17 South, Winter Haven, FL
Fully refundableReserve now, pay when you stay
The price is NZ$202 per night from 29 Dec to 30 Dec
NZ$202
includes taxes & fees
29 Dec - 30 Dec
Stay at this motel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Howard Johnson by Wyndham Winter Haven FL
Holiday Inn Winter Haven, an IHG Hotel

Holiday Inn Winter Haven, an IHG Hotel

3 out of 5
200 Cypress Gardens Boulevard, Winter Haven, FL
Fully refundable
The price is NZ$256 per night from 5 Jan to 6 Jan
NZ$256
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this 3-star business-friendly hotel in Winter Haven. Enjoy free WiFi, free parking, and room service. Our guests praise the breakfast and the helpful ...
Holiday Inn Winter Haven, an IHG Hotel
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The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue, Winter Garden, FL
Fully refundableReserve now, pay when you stay
The price is NZ$366 per night from 24 Dec to 25 Dec
NZ$366
includes taxes & fees
24 Dec - 25 Dec
Stay at this 4-star family-friendly resort in Four Corners. Enjoy free WiFi, 3 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
The Grove Resort & Water Park Orlando
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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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^Subject to availability and chosen travel dates.