Deals on vacations and trips to Lakeland - Winter Haven

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

Captiva Beach Resort

3 out of 5
South Village
Save 100% on your flight
Price was $774, price is now $544 per person
$544
per person
Jun 19 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Tampa (TPA)
A private beach and an outdoor pool are featured at this smoke-free condo. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area, laundry facilities, and barbecue grills are also on offer.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $1,150, price is now $732 per person
$732
per person
Jun 13 - Jun 20
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A garden, a library, and a picnic area are also on offer.
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,426, price is now $965 per person
$965
per person
Jul 19 - Jul 22
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Tampa (TPA)
This aparthotel features a bar/lounge, a poolside bar, and an outdoor pool. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
South Village
Save 100% on your flight
Price was $2,322, price is now $1,625 per person
$1,625
per person
Jul 10 - Jul 13
found 6 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Tampa (TPA)
A private beach and an outdoor pool are featured at this smoke-free hotel. Relax with free beach cabanas, sun loungers, and beach umbrellas. Enjoy the gym and free perks like continental breakfast and valet parking.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $863, price is now $610 per person
$610
per person
Jul 19 - Jul 22
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Tampa (TPA)
This hotel features an outdoor pool and a hot tub. Relax with a drink at the poolside bar and enjoy perks like free self parking and free WiFi. A garden, luggage storage, and concierge services are also on offer.

Top Lakeland - Winter Haven hotels deals

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue Winter Garden FL
Free Cancellation
Reserve now, pay when you stay
$210 nightly
The price is $236 total per night
$236 total
Jun 9 - Jun 10
Total with taxes and fees
Free water park access, 3 restaurants, and 6 outdoor pools are all featured at this resort. Bring the family and enjoy the lazy river, children's club, and mini golf. Enjoy the 2 hot tubs and perks like free WiFi.
Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

4 out of 5
8000 Fins Up Circle Kissimmee FL
Free Cancellation
Reserve now, pay when you stay
$174 nightly
The price is $198 total per night
$198 total
May 17 - May 18
Total with taxes and fees
This smoke-free resort features free water park access, a full-service spa, and 3 restaurants. Bring the family and enjoy the lazy river, waterslide, and arcade/game room. Enjoy the 3 outdoor pools and perks like free WiFi.
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4 out of 5
8505 W Irlo Bronson Memorial Hwy Kissimmee FL
Free Cancellation
$184 nightly
The price is $207 total per night
$207 total
May 11 - May 12
Total with taxes and fees
This traditional resort features a golf course, free water park access, and 9 restaurants. There's fun for all ages with a lazy river and a children's club, and barbecue grills are available on site. Enjoy the 7 outdoor pools and get free self parking.
Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

4 out of 5
7600 Mystic Dunes Lane Kissimmee FL
Free Cancellation
Reserve now, pay when you stay
$130 nightly
The price is $148 total per night
$148 total
May 17 - May 18
Total with taxes and fees
A golf course, 4 outdoor pools, and 2 outdoor tennis courts are all featured at this smoke-free hotel. There's fun for all ages with mini golf and a children's pool, and barbecue grills are available on site. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
7700 Westgate Blvd. Kissimmee FL
Free Cancellation
Reserve now, pay when you stay
$115 nightly
The price is $130 total per night
$130 total
May 11 - May 12
Total with taxes and fees
This smoke-free resort features a water park, a marina, and 2 restaurants. There's fun for all ages with a children's club and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and get free self parking.
Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West

4 out of 5
17777 Bali Blvd Winter Garden FL
Free Cancellation
Reserve now, pay when you stay
$125 nightly
The price is $141 total per night
$141 total
May 18 - May 19
Total with taxes and fees
This smoke-free hotel features free water park access, 2 outdoor pools, and a restaurant. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the 24-hour gym and perks like free WiFi.
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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

LEGOLAND® Florida

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.

LEGOLAND® Florida
A Lockheed XFV plane outside the Sun n Fun Florida Air Museum at Lakeland

Sun N Fun Air Museum

You can spend time browsing the exhibits at Sun N Fun Air Museum during your trip to Lakeland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Sun N Fun Air Museum
Wooton park on lake Dora in Tavares, Florida

Lakeside Village

You can search for that perfect souvenir at Lakeside Village during your visit to Lakeland. Amble around the area's lakeside or attend a sporting event.

Lakeside Village

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 $544. 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.

Where to stay in Lakeland - Winter Haven: Best areas for travelers

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