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.
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $377, price is now $241 per person
$241
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $1,989, price is now $1,216 per person
$1,216
per person
Apr 10 - Apr 17
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,153, price is now $725 per person
$725
per person
Apr 10 - Apr 14
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $890, price is now $564 per person
$564
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
Save 100% on your flight
Price was $1,303, price is now $841 per person
$841
per person
Apr 10 - Apr 15
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $712, price is now $460 per person
$460
per person
Apr 18 - Apr 21
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
Holiday Inn Express Lake Wales N-Winter Haven by IHG

Holiday Inn Express Lake Wales N-Winter Haven by IHG

2.5 out of 5
Save 100% on your flight
Price was $765, price is now $504 per person
$504
per person
Apr 10 - Apr 15
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $756, price is now $508 per person
$508
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) 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 $962, price is now $665 per person
$665
per person
Apr 10 - Apr 14
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)

3-night Lakeland - Winter Haven vacations

Price found within the past 48 hours. Click for updated prices.
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
Price was $283, price is now $206 per person
$206
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $890, price is now $564 per person
$564
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $377, price is now $241 per person
$241
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $712, price is now $460 per person
$460
per person
Apr 18 - Apr 21
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
Price was $756, price is now $508 per person
$508
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
Save 100% on your flight
Price was $958, price is now $654 per person
$654
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) 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 $507, price is now $352 per person
$352
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,238, price is now $868 per person
$868
per person
Apr 18 - Apr 21
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
Price was $739, price is now $525 per person
$525
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,065, price is now $763 per person
$763
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Tampa (TPA)
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Save 100% on your flight
Price was $912, price is now $660 per person
$660
per person
Apr 18 - Apr 21
just found
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)

4-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
Price was $627, price is now $460 per person
$460
per person
Apr 10 - Apr 14
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
Save 100% on your flight
Price was $1,153, price is now $725 per person
$725
per person
Apr 10 - Apr 14
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,169, price is now $745 per person
$745
per person
Apr 15 - Apr 19
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
Save 100% on your flight
Price was $1,074, price is now $720 per person
$720
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Tampa (TPA)
Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
Save 100% on your flight
Price was $1,069, price is now $717 per person
$717
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $959, price is now $644 per person
$644
per person
Apr 10 - Apr 14
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) 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 $962, price is now $665 per person
$665
per person
Apr 10 - Apr 14
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
Price was $1,261, price is now $878 per person
$878
per person
Apr 10 - Apr 14
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $2,733, price is now $1,946 per person
$1,946
per person
Apr 8 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Tampa (TPA)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Save 100% on your flight
Price was $668, price is now $479 per person
$479
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Tampa (TPA)
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Price was $920, price is now $676 per person
$676
per person
Apr 10 - Apr 14
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)

5-night Lakeland - Winter Haven vacations

Price found within the past 48 hours. Click for updated prices.
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
Price was $518, price is now $371 per person
$371
per person
Apr 23 - Apr 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Tampa (TPA)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
Price was $1,325, price is now $794 per person
$794
per person
Apr 23 - Apr 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $959, price is now $602 per person
$602
per person
Apr 23 - Apr 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Price was $1,449, price is now $912 per person
$912
per person
Apr 14 - Apr 19
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
Save 100% on your flight
Price was $1,303, price is now $841 per person
$841
per person
Apr 10 - Apr 15
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
Holiday Inn Express Lake Wales N-Winter Haven by IHG

Holiday Inn Express Lake Wales N-Winter Haven by IHG

2.5 out of 5
Save 100% on your flight
Price was $765, price is now $504 per person
$504
per person
Apr 10 - Apr 15
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
Price was $1,305, price is now $910 per person
$910
per person
Apr 5 - Apr 10
found 20 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 $925, price is now $647 per person
$647
per person
Apr 23 - Apr 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,781, price is now $1,256 per person
$1,256
per person
Apr 25 - Apr 30
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Price was $769, price is now $546 per person
$546
per person
Apr 16 - Apr 21
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel

2.5 out of 5
Save 100% on your flight
Price was $998, price is now $718 per person
$718
per person
Apr 25 - Apr 30
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)

6-7 night Lakeland - Winter Haven vacations

Price found within the past 48 hours. Click for updated prices.
Hotel South Tampa & Suites

Hotel South Tampa & Suites

3 out of 5
Save 100% on your flight
Price was $900, price is now $592 per person
$592
per person
Apr 7 - Apr 13
found 5 hours ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,989, price is now $1,216 per person
$1,216
per person
Apr 10 - Apr 17
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $1,504, price is now $988 per person
$988
per person
Apr 10 - Apr 17
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
Price was $1,795, price is now $1,218 per person
$1,218
per person
Apr 6 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
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 $955, price is now $655 per person
$655
per person
Apr 19 - Apr 25
found 19 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
Save 100% on your flight
Price was $1,710, price is now $1,176 per person
$1,176
per person
Apr 10 - Apr 17
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $2,470, price is now $1,699 per person
$1,699
per person
Apr 10 - Apr 17
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
Save 100% on your flight
Price was $1,657, price is now $1,141 per person
$1,141
per person
Apr 10 - Apr 17
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Save 100% on your flight
Price was $872, price is now $615 per person
$615
per person
Apr 19 - Apr 25
found 1 day ago
Roundtrip flight included
New York (NYC) to Tampa (TPA)
Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
Price was $1,299, price is now $928 per person
$928
per person
Apr 6 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel

2.5 out of 5
Save 100% on your flight
Price was $1,180, price is now $844 per person
$844
per person
Apr 10 - Apr 17
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) 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.

Thu, May 14 - Mon, May 18
SJU
San Juan
TPA
Tampa
$138 Roundtrip, found 3 days ago
$138
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, May 14 from San Juan to Tampa, returning Mon, May 18, priced at $138 found 3 days ago
Wed, Mar 11 - Wed, Mar 18
SJU
San Juan
MCO
Orlando
$168 Roundtrip, found 3 days ago
$168
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Wed, Mar 11 from San Juan to Orlando, returning Wed, Mar 18, priced at $168 found 3 days ago
Fri, Apr 10 - Thu, Apr 16
SEA
Seattle
TPA
Tampa
$203 Roundtrip, found 6 days ago
$203
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Fri, Apr 10 from Seattle to Tampa, returning Thu, Apr 16, priced at $203 found 6 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
34.59 mi from city center
$208 nightly
The price is $234 total per night
$234 total
Mar 22 - Mar 23
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
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
34.22 mi from city center
$226 nightly
The price is $254 total per night
$254 total
Mar 8 - Mar 9
Total with taxes and fees
Located in Kissimmee (Orange Lake), Holiday Inn Club Vacations at Orange Lake Resort by IHG is within a 15-minute drive of Old Town and ChampionsGate Golf Club.
Pool
Hot Tub
Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

4 out of 5
8000 Fins Up Circle Kissimmee FL
33.51 mi from city center
$219 nightly
The price is $248 total per night
$248 total
Mar 8 - Mar 9
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
Don't see what you're looking for?
See all available properties in Lakeland - Winter Haven
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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.