Lakeland - Winter Haven Vacations 2025 from CA $879

Name: Hilton Vacation Club Mystic Dunes Orlando
Price range: CA $140

Lakeland - Winter Haven flight + hotel packages

Price found within the past 48 hours. Click for updated prices.

Lantern Inn & Suites

Whitfield Estates

per person

Jun. 11 - Jun. 18

found 22 hours ago

Roundtrip non-stop flight included

Moncton (YQM) to Tampa (TPA)

Stay at this hotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the bar in our reviews. Popular attractions John and Mable Ringling Museum of Art and Mote Marine Laboratory & Aquarium are located nearby.

Plaza Beach Hotel Beachfront Resort

Save 100% on your flight

per person

Jun. 11 - Jun. 18

found 22 hours ago

Roundtrip non-stop flight included

Moncton (YQM) to Tampa (TPA)

Stay at this 3-star beach hotel in St. Pete Beach. Enjoy free WiFi, a private beach, and a fitness center. Our guests praise the bar and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and Fort De Soto Park are located nearby.

Carlisle Inn

Pinecraft

per person

May 9 - May 16

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Tampa (TPA)

Stay at this 3.5-star hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and St. Armands Circle are located nearby.

Kompose Boutique Hotel

per person

Jun. 11 - Jun. 18

found 22 hours ago

Roundtrip non-stop flight included

Moncton (YQM) to Tampa (TPA)

Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions St. Armands Circle and Lido Beach are located nearby.

Golden Host Resort - Sarasota

North Trail

per person

Jun. 11 - Jun. 18

found 22 hours ago

Roundtrip non-stop flight included

Moncton (YQM) to Tampa (TPA)

Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the bar in our reviews. Popular attractions St. Armands Circle and Lido Beach are located nearby.

Top Lakeland - Winter Haven hotels deals

The Grove Resort & Water Park Orlando

14501 Grove Resort Avenue, Winter Garden, FL

Free cancellation

Reserve now, pay when you stay

CA $226

CA $327 total

includes taxes & fees

30 Apr - 1 May

Stay at this 4-star family-friendly resort in Winter Garden. Enjoy free WiFi, 5 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.

Pool

Hot tub

Holiday Inn Club Vacations at Orange Lake Resort by IHG

8505 W Irlo Bronson Memorial Hwy, Kissimmee, FL

CA $199

CA $287 total

includes taxes & fees

29 Apr - 30 Apr

Stay at this 4-star golf resort in Kissimmee. Enjoy free parking, 7 outdoor pools, and 8 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.

Pool

Hot tub

Hilton Vacation Club Aqua Sol Orlando West

17777 Bali Blvd, Winter Garden, FL

Free cancellation

Reserve now, pay when you stay

CA $154

CA $214 total

includes taxes & fees

7 Apr - 8 Apr

Stay at this 4-star family-friendly hotel in Winter Garden. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.

Pool

Hot tub

Margaritaville Resort Orlando with H2O Waterpark

8000 Fins Up Circle, Kissimmee, FL

CA $254

CA $360 total

includes taxes & fees

16 Apr - 17 Apr

Stay at this 4-star spa resort in Kissimmee. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the pool and the restaurant in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.

Pool

Spa

Westgate Town Center Resort

7700 Westgate Blvd., Kissimmee, FL

CA $139

CA $206 total

includes taxes & fees

27 Apr - 28 Apr

Stay at this 4-star family-friendly resort in Kissimmee. Enjoy free WiFi, free parking, and 14 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports are located nearby.

Pool

Hot tub

Hilton Vacation Club Mystic Dunes Orlando

7600 Mystic Dunes Lane, Kissimmee, FL

Free cancellation

Reserve now, pay when you stay

CA $140

CA $208 total

includes taxes & fees

14 Apr - 15 Apr

Book a stay at this golf property in Kissimmee. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the pool and the restaurant in our reviews. Popular attractions ESPN Wide World of Sports Complex and Disney's Animal Kingdom® Theme Park are located nearby.

Pool

Parking included

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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.

Popular places to visit

LEGOLAND® Florida

4.5/5(72 reviews)

Have a fun-filled day at LEGOLAND® Florida and find out why this is a popular theme park in Winter Haven. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.

Bok Tower Gardens

Bok Tower Gardens is just one of the places to see in Lake Wales, so why not enjoy the other things to explore during your travels? Stroll along the lakeside in this family-friendly area, or check out its top-notch restaurants.

Dinosaur World

5/5(1 review)

You can spend time exploring the galleries in Dinosaur World in Plant City. Wander around the area's picturesque gardens or experience its acclaimed theater scene.

Frequently asked questions

How much are vacation packages to Lakeland - Winter Haven?

Exciting adventures await in Lakeland - Winter Haven, with Travelocity vacation packages starting from as low as CA $879. In addition to flights and hotels, these amazing deals make it simple to visit more of our wonderful planet.

Where can I get the best vacation package deals for Lakeland - Winter Haven?

It’s simple — look no further than Travelocity. With no less than 400 airlines and 1,000,000 properties worldwide, it’s easy to put together a Lakeland - Winter Haven package deal that suits your travel style.

Why should I purchase my Lakeland - Winter Haven vacation package with Travelocity?

Because you’ll never roam alone if you book through us, and we offer 24/7 customer support and first-rate service to boot. Add to that our Price Match Guarantee and countless destinations and experiences to select from. We’re here to help you have the trip of a lifetime.

Can I save money on my Lakeland - Winter Haven car rental if I combine it with my hotel or flight?

Absolutely. And our Lakeland - Winter Haven vacation packages are the ideal way to do it. With just a few clicks you can save money and time by booking everything in one place. Pick up the keys to your rental car then set your own course. Looking for things to do? Add some tours or experiences to your package and save on those too.

Which airport is best for Lakeland - Winter Haven?

Most visitors come to Lakeland - Winter Haven via Orlando Intl. Airport (MCO) or Tampa Intl. Airport (TPA). St. Petersburg-Clearwater Intl. Airport (PIE) is also popular.

What is there to do in Lakeland - Winter Haven?

Lakeland - Winter Haven is full of fabulous photo-ops, however LEGOLAND® Florida and Publix Field at Joker Marchant Stadium are two favorites.