Cheap Vacations in Lakeland - Winter Haven

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Lakeland - Winter Haven vacations

Price found within the past 48 hours. Click for updated prices.
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
Save 100% on your flight
Price was $1,662, price is now $1,176 per person
$1,176
per person
Feb 17 - Feb 23
found 1 day ago
Roundtrip flight included
Austin (AUS) to Tampa (TPA)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $1,945, price is now $1,349 per person
$1,349
per person
Feb 22 - Feb 28
found 1 day ago
Roundtrip flight included
Austin (AUS) to Tampa (TPA)

3-night Lakeland - Winter Haven vacations

Price found within the past 48 hours. Click for updated prices.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $470, price is now $278 per person
$278
per person
Mar 1 - Mar 4
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Save 100% on your flight
Price was $581, price is now $368 per person
$368
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Tampa (TPA)
The Westshore Grand, A Tribute Portfolio Hotel, Tampa

The Westshore Grand, A Tribute Portfolio Hotel, Tampa

4 out of 5
Save 100% on your flight
Price was $736, price is now $500 per person
$500
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Tampa (TPA)
Delray House With Hot tub & Game Room

Delray House With Hot tub & Game Room

3.5 out of 5
Save 100% on your flight
Price was $664, price is now $464 per person
$464
per person
Mar 7 - Mar 10
just found
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Price was $1,050, price is now $734 per person
$734
per person
Mar 16 - Mar 19
found 1 hour ago
Roundtrip non-stop flight included
Austin (AUS) to Tampa (TPA)
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
Save 100% on your flight
Price was $1,051, price is now $738 per person
$738
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Hotel South Tampa & Suites

Hotel South Tampa & Suites

3 out of 5
Save 100% on your flight
Price was $677, price is now $481 per person
$481
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $2,135, price is now $1,519 per person
$1,519
per person
Mar 6 - Mar 9
found 3 hours ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Price was $1,243, price is now $910 per person
$910
per person
Mar 16 - Mar 19
found 1 hour ago
Roundtrip non-stop flight included
Austin (AUS) to Tampa (TPA)
Residence Inn by Marriott Sarasota Bradenton

Residence Inn by Marriott Sarasota Bradenton

3 out of 5
Price was $925, price is now $679 per person
$679
per person
Mar 12 - Mar 15
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Price was $854, price is now $633 per person
$633
per person
Mar 16 - Mar 19
found 1 hour ago
Roundtrip non-stop flight included
Austin (AUS) to Tampa (TPA)

4-night Lakeland - Winter Haven vacations

Price found within the past 48 hours. Click for updated prices.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $536, price is now $311 per person
$311
per person
Feb 24 - Feb 28
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Save 100% on your flight
Price was $637, price is now $389 per person
$389
per person
Feb 20 - Feb 24
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,397, price is now $861 per person
$861
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Tampa (TPA)
The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
Save 100% on your flight
Price was $1,109, price is now $705 per person
$705
per person
Feb 24 - Feb 28
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
The Westshore Grand, A Tribute Portfolio Hotel, Tampa

The Westshore Grand, A Tribute Portfolio Hotel, Tampa

4 out of 5
Save 100% on your flight
Price was $926, price is now $608 per person
$608
per person
Feb 20 - Feb 24
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Save 100% on your flight
Price was $1,099, price is now $735 per person
$735
per person
Mar 2 - Mar 6
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $1,289, price is now $866 per person
$866
per person
Feb 24 - Feb 28
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $3,631, price is now $2,457 per person
$2,457
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip flight included
Austin (AUS) to Tampa (TPA)
Arvilla

Arvilla

2 out of 5
Save 100% on your flight
Price was $724, price is now $498 per person
$498
per person
Feb 22 - Feb 26
found 1 hour ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Hotel South Tampa & Suites

Hotel South Tampa & Suites

3 out of 5
Save 100% on your flight
Price was $807, price is now $556 per person
$556
per person
Feb 20 - Feb 24
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Residence Inn by Marriott Sarasota Bradenton

Residence Inn by Marriott Sarasota Bradenton

3 out of 5
Save 100% on your flight
Price was $1,018, price is now $707 per person
$707
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Price was $1,082, price is now $761 per person
$761
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Tampa (TPA)

5-night Lakeland - Winter Haven vacations

Price found within the past 48 hours. Click for updated prices.
OASIS BAY SUITES, Tampa, Busch Gardens, USF

OASIS BAY SUITES, Tampa, Busch Gardens, USF

3 out of 5
Save 100% on your flight
Price was $523, price is now $330 per person
$330
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
Save 100% on your flight
Price was $999, price is now $630 per person
$630
per person
Feb 27 - Mar 4
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
The Beachview Inn Clearwater Beach

The Beachview Inn Clearwater Beach

3 out of 5
Save 100% on your flight
Price was $921, price is now $591 per person
$591
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
The Westshore Grand, A Tribute Portfolio Hotel, Tampa

The Westshore Grand, A Tribute Portfolio Hotel, Tampa

4 out of 5
Save 100% on your flight
Price was $2,036, price is now $1,328 per person
$1,328
per person
Feb 25 - Mar 2
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $837, price is now $554 per person
$554
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Save 100% on your flight
Price was $1,434, price is now $950 per person
$950
per person
Mar 2 - Mar 7
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $2,270, price is now $1,505 per person
$1,505
per person
Feb 27 - Mar 4
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Save 100% on your flight
Price was $861, price is now $581 per person
$581
per person
Mar 12 - Mar 17
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Residence Inn by Marriott Sarasota Bradenton

Residence Inn by Marriott Sarasota Bradenton

3 out of 5
Save 100% on your flight
Price was $1,063, price is now $724 per person
$724
per person
Mar 8 - Mar 13
found 17 hours ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Arvilla

Arvilla

2 out of 5
Save 100% on your flight
Price was $1,034, price is now $706 per person
$706
per person
Feb 27 - Mar 4
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $2,494, price is now $1,742 per person
$1,742
per person
Feb 18 - Feb 23
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Bilmar Beach Resort

Bilmar Beach Resort

4 out of 5
Save 100% on your flight
Price was $975, price is now $684 per person
$684
per person
Mar 2 - Mar 7
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)

6-7 night Lakeland - Winter Haven vacations

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Sarasota - I-75 Bee Ridge

Hampton Inn Sarasota - I-75 Bee Ridge

2.5 out of 5
Save 100% on your flight
Price was $1,110, price is now $735 per person
$735
per person
Feb 22 - Feb 28
found 1 day ago
Roundtrip flight included
Austin (AUS) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,541, price is now $850 per person
$850
per person
Feb 22 - Feb 28
found 1 day ago
Roundtrip flight included
Austin (AUS) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $1,262, price is now $757 per person
$757
per person
Feb 22 - Feb 28
found 1 day ago
Roundtrip flight included
Austin (AUS) to Tampa (TPA)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
Price was $2,049, price is now $1,237 per person
$1,237
per person
Feb 22 - Feb 28
found 1 day ago
Roundtrip flight included
Austin (AUS) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $2,358, price is now $1,447 per person
$1,447
per person
Mar 7 - Mar 14
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
Save 100% on your flight
Price was $1,481, price is now $910 per person
$910
per person
Mar 6 - Mar 13
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $1,497, price is now $965 per person
$965
per person
Feb 17 - Feb 23
found 1 day ago
Roundtrip flight included
Austin (AUS) to Tampa (TPA)
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $1,171, price is now $763 per person
$763
per person
Mar 5 - Mar 11
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
Save 100% on your flight
Price was $1,339, price is now $874 per person
$874
per person
Feb 22 - Feb 28
found 1 day ago
Roundtrip flight included
Austin (AUS) to Tampa (TPA)
Residence Inn by Marriott Sarasota Bradenton

Residence Inn by Marriott Sarasota Bradenton

3 out of 5
Save 100% on your flight
Price was $1,262, price is now $832 per person
$832
per person
Mar 3 - Mar 10
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
The Westshore Grand, A Tribute Portfolio Hotel, Tampa

The Westshore Grand, A Tribute Portfolio Hotel, Tampa

4 out of 5
Save 100% on your flight
Price was $1,955, price is now $1,302 per person
$1,302
per person
Mar 6 - Mar 13
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport

4 out of 5
Save 100% on your flight
Price was $1,350, price is now $910 per person
$910
per person
Feb 22 - Feb 28
found 1 day ago
Roundtrip flight included
Austin (AUS) to Tampa (TPA)

Flight deals to Lakeland - Winter Haven

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Jan 27 - Tue, Feb 3
SJU
San Juan
MCO
Orlando
$125 Roundtrip, found 6 days ago
$125
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Tue, Jan 27 from San Juan to Orlando, returning Tue, Feb 3, priced at $125 found 6 days ago
Fri, Feb 20 - Mon, Feb 23
SJU
San Juan
TPA
Tampa
$138 Roundtrip, found 1 day ago
$138
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Feb 20 from San Juan to Tampa, returning Mon, Feb 23, priced at $138 found 1 day ago
Sat, Feb 21 - Wed, Mar 4
SEA
Seattle
MCO
Orlando
$198 Roundtrip, found 5 days ago
$198
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Feb 21 from Seattle to Orlando, returning Wed, Mar 4, priced at $198 found 5 days ago

Top rated hotels for your Lakeland - Winter Haven vacation

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
34.59 mi from city center
$178 nightly
The price is $200 total per night
$200 total
Jan 20 - Jan 21
Total with taxes and fees
Located in Four Corners, The Grove Resort & Water Park Orlando is on a lake, a 1-minute drive from Surfari Water Park and 11 minutes from Orange County National Golf Club.
Pool
Hot Tub
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
31.91 mi from city center
$130 nightly
The price is $148 total per night
$148 total
Jan 25 - Jan 26
Total with taxes and fees
With a stay at Hilton Vacation Club Mystic Dunes Orlando in Kissimmee, you'll be 7.3 mi (11.7 km) from Disney's Hollywood Studios® and 8.3 mi (13.3 km) from Epcot®.
Pool
Parking included
Margaritaville Resort Orlando

Margaritaville Resort Orlando

4 out of 5
8000 Fins Up Circle Kissimmee FL
33.51 mi from city center
$170 nightly
The price is $193 total per night
$193 total
Jan 19 - Jan 20
Total with taxes and fees
Located in Kissimmee, Margaritaville Resort Orlando with H2O Waterpark is a 1-minute drive from Island H2O Live! and 8 minutes from Walt Disney World® Resort.
Pool
Hot Tub
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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.