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 AU$117 per night from 2 Jan to 3 Jan
AU$117
includes taxes & fees
2 Jan - 3 Jan 2025
With a stay at Disney Proximity Escape - Comfort in Kissimmee in Kissimmee, you'll be within a 15-minute drive of Old Town and Disney Springs™.
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
A stay at this guesthouse places you in the heart of Lakeland, just a 4-minute walk from Polk Museum of Art and within a 5-minute drive of Lake Mirror.
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
With a stay at this guesthouse in Winter Haven, you'll be within a 10-minute drive of LEGOLAND® Florida and Winter Haven Women's Hospital.
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
With a stay at Cozy Wonderfull Clubhouse Close Disney in Kissimmee, you'll be within a 15-minute drive of Walt Disney World® Resort and Mystic Dunes Golf ...
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
When you stay at Magic Oasis Villa at Paradise Palms in Kissimmee, you'll be in a shopping district, within a 15-minute drive of Walt Disney World® Resort and ...
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
Located in Kissimmee, Palatial Palms Villa Pool BBQ Resort is within a 15-minute drive of Old Town and Disney's Animal Kingdom® Theme Park.
Palatial Palms Villa Pool BBQ Resort
Modern holiday home

Modern holiday home

Kissimmee
Located in Poinciana, this guesthouse is within a 15-minute drive of Poinciana Medical Center and Disney Wilderness Preserve.
Modern holiday home
Paradise Palms Resort

Paradise Palms Resort

2 out of 5
8964 Cuban Palm Rd, Kissimmee, FL
With a stay at Paradise Palms Resort in Kissimmee, you'll be within a 15-minute drive of Walt Disney World® Resort and Old Town.
Paradise Palms Resort
Reunion Resort

Reunion Resort

3 out of 5
7648 Heritage Crossing Way, Kissimmee, FL
Located in Kissimmee (Reunion), Reunion Resort is within a 10-minute drive of Reunion Resort Golf Course and ChampionsGate Golf Club.
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.com.au, so you can take the guesswork out of your holiday.

Winter Haven Guest Houses essential information

Accommodation
22 Guest Houses
Lowest Price
AU$117
Highest Price
AU$326
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

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 AU$216 per night from 22 Dec to 23 Dec
AU$216
includes taxes & fees
22 Dec - 23 Dec
With a stay at Holiday Inn Winter Haven, an IHG Hotel, you'll be centrally located in Winter Haven, within a 10-minute drive of LEGOLAND® Florida and Winter ...
Holiday Inn Winter Haven, an IHG Hotel
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 AU$239 per night from 23 Dec to 24 Dec
AU$239
includes taxes & fees
23 Dec - 24 Dec
With a stay at Best Western Plus Winter Haven Inn & Suites  in Winter Haven, you'll be within a 5-minute drive of LEGOLAND® Florida and Chain Of Wakes.
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 AU$184 per night from 22 Dec to 23 Dec
AU$184
includes taxes & fees
22 Dec - 23 Dec
When you stay at Howard Johnson by Wyndham Winter Haven FL in Winter Haven, you'll be in the business district, within a 5-minute drive of Chain of Lakes Park ...
Howard Johnson by Wyndham Winter Haven FL
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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 AU$326 per night from 16 Jan to 17 Jan
AU$326
includes taxes & fees
16 Jan - 17 Jan 2025
Located in Four Corners, The Grove Resort & Water Park Orlando is on a lake, a 1-minute drive from Surfari Water Park and 11 minutes from Orange County National ...
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.