Compare Winter Haven Guest House Rentals
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Featured Guest Houses in Winter Haven

Disney Proximity Escape - Comfort in Kissimmee
286 Marcello Blvd Kissimmee FL
Guests of Disney Proximity Escape - Comfort in Kissimmee enjoy features like an outdoor pool, free WiFi in public areas, and express check-out. Limited parking is available. Staff members can answer questions about accommodations, and also provide luggage storage.
Pool
Free WiFi

Tempo Trek Lodgings
7324 Oakmoss Loop Davenport FL
$96 nightly
The price is $108 total per night
$108 total
May 24 - May 25
Total with taxes and fees
Guests of Tempo Trek Lodgings enjoy features like an outdoor pool, free WiFi in public areas, and laundry facilities. You can put free parking to good use if you drive. Staff members are on hand to provide luggage storage and access to locker space.
Pool
Parking included

Magical Dreams
231 Marcello Blvd Kissimmee FL
$113 nightly
The price is $128 total per night
$128 total
May 24 - May 25
Total with taxes and fees
Guests of Magical Dreams enjoy an outdoor pool, free WiFi in public areas, and microwave in a common area. A stay here includes free parking. Additional amenities include a refrigerator in a common area, laundry facilities, and a TV in a common area.
Pool
Parking included

Harmony Haven
282 Marcello Blvd Kissimmee FL
$105 nightly
The price is $119 total per night
$119 total
May 24 - May 25
Total with taxes and fees
Guests staying at Harmony Haven enjoy an outdoor pool, a gym, and free WiFi in public areas. Additional amenities include a microwave in a common area, a refrigerator in a common area, and laundry facilities.
Pool
Free WiFi

1580 Sandbagger Drive
1580 Sandbagger Dr Four Corners FL
At 1580 Sandbagger Drive, guests have access to an outdoor pool, free WiFi in public areas, and a hot tub. There's free parking if you drive. This golf guesthouse also has laundry facilities.
Pool
Hot Tub

Blissful Bay
4453 Monado Dr Kissimmee FL
At Blissful Bay, guests have access to an outdoor pool, free WiFi in public areas, and microwave in a common area. There's free parking if you drive. Additional amenities include a refrigerator in a common area, laundry facilities, and a TV in a common area.
Pool
Parking included

Jade Manor
6122 Broad Oak Dr Davenport FL
$111 nightly
The price is $124 total per night
$124 total
May 24 - May 25
Total with taxes and fees
Guests of Jade Manor enjoy an outdoor pool, free WiFi in public areas, and microwave in a common area. If you drive, take advantage of free offsite parking. Additional amenities include a refrigerator in a common area, laundry facilities, and a TV in a common area.
Pool
Free WiFi

Affordable Stays Kissimmee
266 Marcello Blvd Kissimmee FL
$107 nightly
The price is $121 total per night
$121 total
Jun 22 - Jun 23
Total with taxes and fees
Guests of Affordable Stays Kissimmee enjoy an outdoor pool, free WiFi in public areas, and microwave in a common area. Free offsite parking is available if you drive. Additional amenities include a refrigerator in a common area, laundry facilities, and a communal living room.
Pool
Free WiFi

Oasis Private Ensuite Room Shared Home
227 Marcello Blvd Kissimmee FL
$123 nightly
The price is $139 total per night
$139 total
May 24 - May 25
Total with taxes and fees
Guests of Oasis Private Ensuite Room Shared Home enjoy features like 2 outdoor pools, free WiFi in public areas, and microwave in a common area. You can take advantage of free offsite parking if you drive. Additional amenities include a refrigerator in a common area, laundry facilities, and a communal living room.
Pool
Free WiFi
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.
Hotel Options in Winter Haven

Holiday Inn Winter Haven by IHG
200 Cypress Gardens Boulevard Winter Haven FL
$114 nightly
The price is $128 total per night from May 31 to Jun 1
$128 total
May 31 - Jun 1
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)

Best Western Plus Winter Haven Inn & Suites
5801 Roosevelt Dr Winter Haven FL
$130 nightly
The price is $146 total per night from May 31 to Jun 1
$146 total
May 31 - Jun 1
Total with taxes and fees

Howard Johnson by Wyndham Winter Haven FL
1300 3rd St Winter Haven FL
$85 nightly
The price is $95 total per night from May 25 to May 26
$95 total
May 25 - May 26
Total with taxes and fees
7.2/10 Good! (1,000 reviews)
Winter Haven Guest Houses essential information
Accommodation | 27 Guest Houses |
|---|---|
Lowest Price | $95 |
Highest Price | $146 |
Popular accommodation | Disney Proximity Escape - Comfort in Kissimmee, Tempo Trek Lodgings, Magical Dreams, Harmony Haven, 1580 Sandbagger Drive, Blissful Bay, Jade Manor, Affordable Stays Kissimmee, Oasis Private Ensuite Room Shared Home |
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