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Find hotels in Lakeland - Winter Haven, FL from ฿2,092

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27 Dec - 28 Dec
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Our top choices for Lakeland - Winter Haven hotels

Lobby
Holiday Inn Resort Orlando - Lake Buena Vista by IHG

Holiday Inn Resort Orlando - Lake Buena Vista by IHG

Holiday Inn Resort Orlando - Lake Buena Vista by IHG
3.5 star property
Orlando
8.4 out of 10, Very good, (3586)
Experience tranquility at this Lake Buena Vista resort, just minutes from Disney Springs and Premium Outlets. Guests love the outdoor pool with bar, 2 hot tubs, and on-site Applebees restaurant. Comfortable beds and helpful staff ensure a relaxing family getaway.
"Very convenient and liked the hotel"
United States
Melanie
The price is ฿2,048
฿3,352 total
includes taxes & fees
25 Jan - 26 Jan 2026
Holiday Inn Resort Orlando - Lake Buena Vista by IHG
Property grounds
Seasons Florida Resort

Seasons Florida Resort

Seasons Florida Resort
2.0 star property
Kissimmee
8.8 out of 10, Excellent, (3313)
"Excellent location and value, very clean and friendly check in"
United States
Jason
The price is ฿1,955
฿2,219 total
includes taxes & fees
4 Jan - 5 Jan 2026
Seasons Florida Resort
2 outdoor pools, pool umbrellas, pool loungers
Disney's All-Star Music Resort

Disney's All-Star Music Resort

Disney's All-Star Music Resort
3.0 star property
Lake Buena Vista
8.8 out of 10, Excellent, (1000)
"Great staff. feels like home. Definitely coming back. "
United States
Sandra
Disney's All-Star Music Resort
6 outdoor pools, free pool cabanas, pool umbrellas
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
4.0 star property
Orlando
9.4 out of 10, Exceptional, (4179)
"Great stay "
United States
Jude
The price is ฿3,451
฿3,882 total
includes taxes & fees
20 Jan - 21 Jan 2026
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
2 outdoor pools, pool cabanas (surcharge), pool loungers
Wyndham Garden Lake Buena Vista – Disney Springs® Area

Wyndham Garden Lake Buena Vista – Disney Springs® Area

Wyndham Garden Lake Buena Vista – Disney Springs® Area
3.5 star property
Lake Buena Vista
8.2 out of 10, Very good, (3912)
Experience a refreshing stay just 5 minutes from Disney Springs and Walt Disney World Resort. Cool off in 2 outdoor pools, enjoy American cuisine at Lakeview Restaurant, or grab drinks at the poolside bar. The 24-hour fitness centre keeps your routine on track during your family adventure.
"Love staying at this hotel. Every time I go to Orlando I stay here!"
United States
Mary
The price is ฿2,607
฿4,190 total
includes taxes & fees
4 Jan - 5 Jan 2026
Wyndham Garden Lake Buena Vista – Disney Springs® Area
Exterior
Wyndham Grand Orlando Resort Bonnet Creek

Wyndham Grand Orlando Resort Bonnet Creek

Wyndham Grand Orlando Resort Bonnet Creek
4.0 star property
Orlando
8.8 out of 10, Excellent, (2834)
"Great stay! "
United States
Amber
The price is ฿4,692
฿6,745 total
includes taxes & fees
12 Jan - 13 Jan 2026
Wyndham Grand Orlando Resort Bonnet Creek
2 outdoor pools, pool loungers
Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration
3.5 star property
Kissimmee
8.2 out of 10, Very good, (2516)
This Marriott property in Kissimmee puts you minutes from Walt Disney World® Resort and Old Town. Cool off in two sparkling outdoor pools or enjoy American cuisine at The Pointe. Guests love the quiet atmosphere where you can spot koi fish and otters.
"Loved our stay! Great hotel and staff. "
Canada
isabella
The price is ฿2,079
฿3,241 total
includes taxes & fees
4 Jan - 5 Jan 2026
Delta Hotels by Marriott Orlando Celebration
Outdoor pool, a heated pool
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
3.5 star property
Bay Lake
9.0 out of 10, Wonderful, (2239)
"breakfast was great, room was clean, excellent stay "
United States
Matt
The price is ฿3,662
฿4,120 total
includes taxes & fees
2 Jan - 3 Jan 2026
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
3 outdoor pools, open 6:00 AM to 11:00 PM, pool cabanas (surcharge)
Walt Disney World Dolphin

Walt Disney World Dolphin

Walt Disney World Dolphin
4.0 star property
Bay Lake
8.8 out of 10, Excellent, (4009)
"Great place to stay"
United States
Steven
The price is ฿6,285
฿8,622 total
includes taxes & fees
3 Jan - 4 Jan 2026
Walt Disney World Dolphin
Exterior
Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway
3.0 star property
Kissimmee
8.0 out of 10, Very good, (3899)
This Kissimmee hotel offers quiet relaxation with 2 outdoor pools and a friendly cafe. Just a 10-minute drive to Walt Disney World® Resort and near ESPN Complex, guests love the helpful staff and convenient free parking and WiFi.
"Phenomenal hotel for the price point as well as the children. "
United States
Destiny
The price is ฿1,564
฿2,409 total
includes taxes & fees
20 Jan - 21 Jan 2026
Ramada by Wyndham Kissimmee Gateway
Exterior
Disney's BoardWalk Inn

Disney's BoardWalk Inn

Disney's BoardWalk Inn
3.0 star property
Bay Lake
9.2 out of 10, Wonderful, (469)
"One of the best Deluxe resorts in WDW!"
United States
Jennifer
Disney's BoardWalk Inn
2 outdoor pools, pool umbrellas, pool loungers
Disney's All Star Sports Resort

Disney's All Star Sports Resort

Disney's All Star Sports Resort
3.0 star property
Lake Buena Vista
8.6 out of 10, Excellent, (1000)
"Had a great stay. Thank you for the very courteous and friendly staff at Disneyworld"
United States
Eduardo
Disney's All Star Sports Resort
2 outdoor pools, pool umbrellas, pool loungers
Disney's All-Star Movies Resort

Disney's All-Star Movies Resort

Disney's All-Star Movies Resort
3.5 star property
Lake Buena Vista
8.8 out of 10, Excellent, (1004)
"The hotel was perfect for our short stay. "
United States
Megan Marie
Disney's All-Star Movies Resort
Outdoor pool, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
Meliá Orlando Celebration

Meliá Orlando Celebration

Meliá Orlando Celebration
4.0 star property
Celebration
8.6 out of 10, Excellent, (1579)
"was a very nice stay"
United States
Taylor Elaine
The price is ฿2,886
฿4,403 total
includes taxes & fees
12 Jan - 13 Jan 2026
Meliá Orlando Celebration
Lobby sitting area
Seffner Inn and Suites

Seffner Inn and Suites

Seffner Inn and Suites
2.5 star property
Seffner
7.4 out of 10, Good, (1002)
Located in Seffner, this welcoming hotel offers an outdoor pool and fitness centre just a short drive from Tampa's attractions. Clean rooms provide comfort after exploring nearby Florida State Fairgrounds or University of South Florida.
"Our room was fine our sons room bed was uncomfortable and breakfast was not good"
United States
Karen
The price is ฿2,452
฿2,783 total
includes taxes & fees
29 Dec - 30 Dec
Seffner Inn and Suites
Property entrance
Galleria Palms Hotel

Galleria Palms Hotel

Galleria Palms Hotel
2.5 star property
Kissimmee
9.0 out of 10, Wonderful, (3647)
"Great stay"
United States
Marcus
Galleria Palms Hotel
Lobby
Margaritaville Resort Orlando

Margaritaville Resort Orlando

Margaritaville Resort Orlando
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3628)
"We love staying at this hotel. "
United States
Sonnia
The price is ฿4,106
฿6,351 total
includes taxes & fees
6 Jan - 7 Jan 2026
Margaritaville Resort Orlando
Front of property
Wyndham Lake Buena Vista – Disney Springs® Area

Wyndham Lake Buena Vista – Disney Springs® Area

Wyndham Lake Buena Vista – Disney Springs® Area
4.0 star property
Lake Buena Vista
8.8 out of 10, Excellent, (2795)
Overlooking Lake Buena Vista, this family-friendly hotel is just a 5-minute drive to Disney Springs and Walt Disney World. 2 outdoor pools, 3 restaurants, and convenient bus service to the parks make sightseeing effortless and your stay relaxing.
"Very conveniently located to Disney Springs, clean rooms and grounds, and very friendly service."
United States
Todd
The price is ฿3,377
฿5,056 total
includes taxes & fees
4 Jan - 5 Jan 2026
Wyndham Lake Buena Vista – Disney Springs® Area
Exterior
Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG
3.5 star property
Kissimmee
8.4 out of 10, Very good, (1099)
"Great hotel"
United States
Steven
The price is ฿2,203
฿3,117 total
includes taxes & fees
13 Jan - 14 Jan 2026
Holiday Inn Resort Kissimmee by the Parks by IHG
Free daily buffet breakfast
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
2.5 star property
Bay Lake
9.4 out of 10, Exceptional, (4374)
Begin your day with free breakfast before heading to Disney's Animal Kingdom® on the complimentary theme park shuttle. After exploring attractions, unwind at the Art Deco hotel's outdoor pool or poolside bar. The 24-hour fitness centre stays open for night owls.
"Great trip great place to stay"
United States
Tammy
The price is ฿3,600
฿4,050 total
includes taxes & fees
8 Jan - 9 Jan 2026
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
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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Holiday Rentals in Lakeland - Winter Haven

Aparthotel
Interior
Margaritaville Cottages Orlando by Rentyl

Margaritaville Cottages Orlando by Rentyl

Margaritaville Cottages Orlando by Rentyl
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (1754)
"Great place "
Margaritaville Cottages Orlando by Rentyl
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Stay near popular Southeastern United States attractions

Legoland Florida which includes rides as well as a small group of people

LEGOLAND® Florida

4.4/5 (1,704 reviews)
Take the kids to this dynamic theme park for a day full of exciting rides, LEGO® brick creations and the chance to build your own LEGO®robots.
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Wooton park on lake Dora in Tavares, Florida

Lakeside Village

4.1/5 (197 reviews)
You can find the perfect gifts to bring home at Lakeside Village during your visit to Lakeland. Amble around the area's lakeside or attend a sporting event.
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Lakeland - Winter Haven and related destinations

Discover the family-friendly area of Lakeland - Winter Haven—lake views, baseball and top sights like LEGOLAND® Florida.

See all hotels in Lakeland - Winter Haven
Lakeland - Winter Haven which includes aircraft
Photo by Visit Central Florida
Open Photo by Visit Central Florida

Top Lakeland - Winter Haven Hotel Reviews

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"Great room. Perfect for our group of 4 adults. Easy access to Disney Parks. Enjoyed the pool and green spaces. Very satisfied. "
Christen 3-night trip
Posted 4 days ago
The Grove Resort & Water Park Orlando

More cheap stays in Lakeland - Winter Haven

Destiny Palms Hotel Maingate West

Destiny Palms Hotel Maingate West

8536 W Irlo Bronson Memorial Hwy Kissimmee FL
The price is ฿1,721 per night from 5 Jan to 6 Jan
฿1,721
฿2,092 total
5 Jan - 6 Jan 2026
includes taxes & fees
8.2/10 Very Good! (2,138 reviews)