Our top choices for Lakeland - Winter Haven hotels

Kompose Boutique Resort at Theme Parks

Kissimmee

Rebeca

￥11,819 total

includes taxes & fees

Jun 17 - Jun 18

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

Bay Lake

Rene

￥16,702 total

includes taxes & fees

Jul 15 - Jul 16

Best Western Plus Lakeland

Lakeland

Jessica

￥15,651 total

includes taxes & fees

Jun 21 - Jun 22

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Kissimmee

Sandra

￥10,911 total

includes taxes & fees

Jun 17 - Jun 18

Holiday Inn Express & Suites Lakeland South by IHG

Lakeland

Jorge

￥18,844 total

includes taxes & fees

Jun 28 - Jun 29

Walt Disney World Dolphin

Bay Lake

Blaine

￥41,281 total

includes taxes & fees

Jul 2 - Jul 3

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

Bay Lake

Qianqian

￥15,413 total

includes taxes & fees

Jun 22 - Jun 23

Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

Marcy

￥17,590 total

includes taxes & fees

Jul 12 - Jul 13

Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers

LEGOLAND Beach Retreat

Winter Haven

Kerstyn M

￥39,877 total

includes taxes & fees

Jul 1 - Jul 2

Outdoor pool, open 7:00 AM to 11:00 PM, cabanas (surcharge)

Meliá Orlando Celebration

Celebration

Luciana

￥18,370 total

includes taxes & fees

Jun 22 - Jun 23

Drury Plaza Hotel Orlando - Disney Springs Area

Lake Buena Vista

Xiomara

￥26,047 total

includes taxes & fees

Jun 29 - Jun 30

2 outdoor pools, pool umbrellas, sun loungers

Disney's All-Star Music Resort

Lake Buena Vista

Skyla

Comfort Inn & Suites Lakeland North I-4

Lakeland

Victoria

￥17,024 total

includes taxes & fees

Jun 18 - Jun 19

Standard Room, 2 Queen Beds, Non Smoking, Bathtub (Larger Room) | Desk, laptop workspace, blackout drapes, iron/ironing board

Best Western Plus Winter Haven Inn & Suites

Winter Haven

GERARD

￥22,828 total

includes taxes & fees

Jun 21 - Jun 22

Holiday Inn Express Lake Wales N-Winter Haven by IHG

Lake Wales

Jenna

￥21,393 total

includes taxes & fees

Jun 17 - Jun 18

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Kissimmee

Keith

￥15,339 total

includes taxes & fees

Jul 6 - Jul 7

Margaritaville Resort Orlando with H2O Waterpark

Kissimmee

tammy

￥37,049 total

includes taxes & fees

Jul 12 - Jul 13

Vacation Village Orlando, Celebration

Kissimmee

Martena

￥16,284 total

includes taxes & fees

Jun 28 - Jun 29

Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers

Homewood Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

JANINE

￥19,069 total

includes taxes & fees

Jul 16 - Jul 17

Disney's All Star Sports Resort

Lake Buena Vista

Ibis

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Vacation Rentals in Lakeland - Winter Haven

Aparthotel

6 outdoor pools, free cabanas, pool umbrellas

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Orlando

"I can’t wait to come back again, Best place for family Vacation!!!"

Aparthotel

2 outdoor pools, a heated pool, open 8:00 AM to 10:00 PM, pool umbrellas

Lake Buena Vista Resort Village & Spa

Orlando

"Great holiday destination"

Apartment

Landing Apartments Lakeland Near Winston

Lakeland

"Everything was excellent except the fees are a bit high for a 3 day stay."

Aparthotel

Club Wyndham Cypress Palms

Kissimmee

"Nice, welcoming property. Would be great "home base" for families visiting Disney or other resorts"

Apartment

Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

Kissimmee

"Would stay again and so should you! "

Vacation Home

Outdoor pool, sun loungers, lifeguards on site

Cozy 3Bd Close to Disney @ Enclaves at Festival 808

Festival

"This home was excellent and easy to find. this location felt very safe, and when I entered, I was impressed- Wow, such a beautiful and comfortable home. The house rules were clear, and everything was organized. A few lights were not working, but it was not a big issue. i especially loved the pool and the gym. I really enjoyed them during our stay. We had a great, relaxing week and were not bothered by anything. the only small issue was 8-ball pool table, which has some broken parts, we...

Cabin

Camp Mack Lodge, Marina & RV Resort

Lake Wales

"Camp Mack is a wonderful place to stay!"

Aparthotel

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Kissimmee

"Loved the shuttle transportation always on time and takes you throughout the resort and sunset walk."

Aparthotel

Landing Townhomes Davenport

Davenport

"Great place to stay with the family and dog. Friendly staff, fully functional kitchen. We will be back next year."

Aparthotel

WorldQuest Orlando Resort

Orlando

"The hospitality was remarkable. The front desk attendants Odette and LaKetra were both so pleasant and helpful. My family and I really enjoyed our time on the property. Thank you again team for all you do."

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Stay near popular Lakeland - Winter Haven attractions

LEGOLAND® Florida

4.5/5 (2,150 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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Lakeland - Winter Haven and related destinations

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

See all hotels in Lakeland - Winter Haven

Top Lakeland - Winter Haven Hotel Reviews

Margaritaville Resort Orlando with H2O Waterpark

10/10 Excellent

"It was amazing !!"

Howard Johnson by Wyndham Lakeland

8/10 Good

"The staff was very friendly and helpful. The only problem I had the room was not clean, they had clean sheets and all that, but they need to do more detail cleaning with baseboards, walls and bathtub, the pool was good and breakfast, just a bowl, of cereal, and little goodie bag, they need to do better with that."