Book Boutique Hotels in Winter Haven, FL

Rodeway Inn & Suites Winter Haven Chain of Lakes
1911 Cypress Gardens Boulevard,
Winter Haven, FL, 33884, US
3.8 km from Winter Haven, FL, USA
2.66 stars rating. Fair. 361 reviews2.66 stars rating. Fair. 361 reviews
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Strikethrough Rate:~~$95~~Discounted rate:$88USD/night
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Rodeway Inn & Suites Haines City - Winter Haven
605 B Moore Road,
Haines City, FL, 33844, US
9.82 km from Winter Haven, FL, USA
3.74 stars rating. Good. 569 reviews3.74 stars rating. Good. 569 reviews
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Strikethrough Rate:~~$95~~Discounted rate:$86USD/night
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Comfort Inn & Suites Lakeland North I-4
3520 North Highway 98,
Lakeland, FL, 33809, US
24.8 km from Winter Haven, FL, USA
4.33 stars rating. Excellent. 1052 reviews4.33 stars rating. Excellent. 1052 reviews
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Strikethrough Rate:~~$154~~Discounted rate:$132USD/night
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Clarion Pointe Lakeland I-4
4321 Lakeland Park Drive,
Lakeland, FL, 33809, US
23.28 km from Winter Haven, FL, USA
3.88 stars rating. Good. 1328 reviews3.88 stars rating. Good. 1328 reviews
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Strikethrough Rate:~~$142~~Discounted rate:$128USD/night
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Rodeway Inn Lake Wales - Winter Haven
19071 US Highway 27,
Lake Wales, FL, 33853, US
19.6 km from Winter Haven, FL, USA
4.01 stars rating. Very Good. 79 reviews4.01 stars rating. Very Good. 79 reviews
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Strikethrough Rate:~~$99~~Discounted rate:$93USD/night
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Rodeway Inn Davenport-Champions Gate
2425 Frontage Rd,
Davenport, FL, 33837, US
24.01 km from Winter Haven, FL, USA
2.81 stars rating. Fair. 73 reviews2.81 stars rating. Fair. 73 reviews
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Strikethrough Rate:~~$74~~Discounted rate:$69USD/night
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Quality Inn Plant City - Lakeland
2003 South Frontage Rd,
Plant City, FL, 33563, US
36.63 km from Winter Haven, FL, USA
3.15 stars rating. Good. 717 reviews3.15 stars rating. Good. 717 reviews
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Strikethrough Rate:~~$133~~Discounted rate:$118USD/night
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Quality Inn Clermont West Kissimmee
9330 W. US Highway 192,
Clermont, FL, 34714, US
36.27 km from Winter Haven, FL, USA
2.8 stars rating. Fair. 305 reviews2.8 stars rating. Fair. 305 reviews
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Strikethrough Rate:~~$102~~Discounted rate:$95USD/night
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Econo Lodge Inn & Suites Maingate Central
4669 West Irlo Bronson Hwy.,
Kissimmee, FL, 34746, US
41.29 km from Winter Haven, FL, USA
3.01 stars rating. Fair. 1794 reviews3.01 stars rating. Fair. 1794 reviews
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Strikethrough Rate:~~$69~~Discounted rate:$65USD/night
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Comfort Inn Kissimmee-Lake Buena Vista South
5196 West Irlo Bronson Memoria,
Kissimmee, FL, 34746, US
41.28 km from Winter Haven, FL, USA
3.67 stars rating. Good. 1329 reviews3.67 stars rating. Good. 1329 reviews
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Strikethrough Rate:~~$214~~Discounted rate:$194USD/night
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Quality Inn & Suites By the Parks
2945 Entry Point Boulevard,
Kissimmee, FL, 34747, US
36.86 km from Winter Haven, FL, USA
4.27 stars rating. Excellent. 2167 reviews4.27 stars rating. Excellent. 2167 reviews
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Strikethrough Rate:~~$215~~Discounted rate:$194USD/night
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Quality Inn & Suites Heritage Park
2039 E. Irlo Bronson Hwy,
Kissimmee, FL, 34744, US
46.7 km from Winter Haven, FL, USA
3.9 stars rating. Good. 1088 reviews3.9 stars rating. Good. 1088 reviews
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Strikethrough Rate:~~$159~~Discounted rate:$143USD/night
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Westgate Vacation Villas Resort
7700 Westgate Boulevard, Building B,
Kissimmee, FL, 34747, US
36.14 km from Winter Haven, FL, USA
No Reviews YetNo Reviews Yet
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Strikethrough Rate:~~$183~~Discounted rate:$149USD/night
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Comfort Suites Maingate East
2775 Florida Plaza Blvd,
Kissimmee, FL, 34746, US
39.83 km from Winter Haven, FL, USA
4.42 stars rating. Excellent. 4689 reviews4.42 stars rating. Excellent. 4689 reviews
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Strikethrough Rate:~~$299~~Discounted rate:$242USD/night
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Westgate Town Center Resort
7700 Westgate Boulevard, Building A,
Kissimmee, FL, 34747, US
36.14 km from Winter Haven, FL, USA
No Reviews YetNo Reviews Yet
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Strikethrough Rate:~~$193~~Discounted rate:$159USD/night
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Quality Inn & Suites Kissimmee near Main Gate
7785 W. Irlo Bronson Memorial,
Kissimmee, FL, 34747, US
37.42 km from Winter Haven, FL, USA
3.77 stars rating. Good. 1551 reviews3.77 stars rating. Good. 1551 reviews
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Strikethrough Rate:~~$199~~Discounted rate:$179USD/night
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Clarion Inn & Suites Kissimmee-Lake Buena Vista South
4985 W. Irlo Bronson Memorial,
Kissimmee, FL, 34746, US
42.02 km from Winter Haven, FL, USA
2.74 stars rating. Fair. 1136 reviews2.74 stars rating. Fair. 1136 reviews
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Strikethrough Rate:~~$111~~Discounted rate:$106USD/night
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Westgate Towers Resort
7600 W. Irlo Bronson Highway,
Kissimmee, FL, 34747, US
36.77 km from Winter Haven, FL, USA
No Reviews YetNo Reviews Yet
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Strikethrough Rate:~~$167~~Discounted rate:$140USD/night
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NEW TO CHOICE
Radisson Hotel Orlando Lake Buena Vista South
5150 W. Irlo Bronson Highway,
Kissimmee, FL, 34746, US
41.49 km from Winter Haven, FL, USA
No Reviews YetNo Reviews Yet
Coming soonStart booking 23 Feb 2026
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Rodeway Inn Kissimmee Maingate West
7455 WEST IRLO BRONSON HGHWAY,
Kissimmee, FL, 34747, US
37.08 km from Winter Haven, FL, USA
2.79 stars rating. Fair. 696 reviews2.79 stars rating. Fair. 696 reviews
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Bluegreen Vacations Fountains, an Ascend Collection Resort
12400 South International Driv,
Orlando, FL, 32821, US
47.27 km from Winter Haven, FL, USA
4.13 stars rating. Very Good. 513 reviews4.13 stars rating. Very Good. 513 reviews
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Westgate Blue Tree Resort
12007 Cypress Run Road,
Orlando, FL, 32836, US
45.97 km from Winter Haven, FL, USA
No Reviews YetNo Reviews Yet
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Westgate Leisure Resort
6950 Villa de Costa Drive,
Orlando, FL, 32821, US
47.86 km from Winter Haven, FL, USA
No Reviews YetNo Reviews Yet
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Good to know

Boutique hotels

18 of 23 hotels in Winter Haven

Highest Price

$242

Lowest Price

$65

Avg. rating

18 Boutique hotels near Winter Haven, FL, USA

Rodeway Inn & Suites Winter Haven Chain of Lakes

Rodeway Inn & Suites Haines City - Winter Haven

Comfort Inn & Suites Lakeland North I-4

Clarion Pointe Lakeland I-4

Rodeway Inn Lake Wales - Winter Haven

Rodeway Inn Davenport-Champions Gate

Quality Inn Plant City - Lakeland

Quality Inn Clermont West Kissimmee

Econo Lodge Inn & Suites Maingate Central

Comfort Inn Kissimmee-Lake Buena Vista South

Quality Inn & Suites By the Parks

Quality Inn & Suites Heritage Park

Westgate Vacation Villas Resort

Comfort Suites Maingate East

Westgate Town Center Resort

Quality Inn & Suites Kissimmee near Main Gate

Clarion Inn & Suites Kissimmee-Lake Buena Vista South

Westgate Towers Resort

Change your dates to book properties below.

Radisson Hotel Orlando Lake Buena Vista South

Rodeway Inn Kissimmee Maingate West

Bluegreen Vacations Fountains, an Ascend Collection Resort

Westgate Blue Tree Resort

Westgate Leisure Resort

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Good to know

18 of 23 hotels in Winter Haven

$242

$65

2.6 (19447 reviews)