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.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $476, price is now $283 per person
$283
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Tampa (TPA)
The Beach Haven Resort

The Beach Haven Resort

2 out of 5
Save 100% on your flight
Price was $1,042, price is now $643 per person
$643
per person
Jan 20 - Jan 27
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $1,396, price is now $881 per person
$881
per person
Jan 16 - Jan 23
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 $893, price is now $571 per person
$571
per person
Jan 17 - Jan 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
Sunshine Beach
Save 100% on your flight
Price was $1,100, price is now $715 per person
$715
per person
Jan 25 - Jan 31
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Arvilla

Arvilla

2 out of 5
Sunshine Beach
Save 100% on your flight
Price was $819, price is now $553 per person
$553
per person
Jan 20 - Jan 27
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $1,548, price is now $1,049 per person
$1,049
per person
Jan 16 - Jan 23
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
Pier House 60 Clearwater Beach Marina Hotel

Pier House 60 Clearwater Beach Marina Hotel

3 out of 5
Save 100% on your flight
Price was $912, price is now $622 per person
$622
per person
Jan 16 - Jan 23
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) 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 $844, price is now $581 per person
$581
per person
Jan 16 - Jan 23
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 $574, price is now $398 per person
$398
per person
Jan 17 - Jan 20
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.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $476, price is now $283 per person
$283
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $893, price is now $571 per person
$571
per person
Jan 17 - Jan 20
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
The Beachcomber

The Beachcomber

2.5 out of 5
Price was $576, price is now $377 per person
$377
per person
Jan 22 - Jan 25
found 18 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Price was $703, price is now $470 per person
$470
per person
Jan 22 - Jan 25
found 18 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $574, price is now $398 per person
$398
per person
Jan 17 - Jan 20
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Price was $797, price is now $570 per person
$570
per person
Jan 22 - Jan 25
found 18 hours ago
Roundtrip flight included
Detroit (DTW) 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 $535, price is now $383 per person
$383
per person
Jan 17 - Jan 20
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Price was $638, price is now $463 per person
$463
per person
Jan 22 - Jan 25
found 18 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Pier House 60 Clearwater Beach Marina Hotel

Pier House 60 Clearwater Beach Marina Hotel

3 out of 5
Price was $550, price is now $403 per person
$403
per person
Jan 22 - Jan 25
found 18 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Grant Street Inn, an Ascend Collection Hotel

Grant Street Inn, an Ascend Collection Hotel

2.5 out of 5
Price was $567, price is now $416 per person
$416
per person
Jan 22 - Jan 25
found 18 hours ago
Roundtrip flight included
Detroit (DTW) 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 $667, price is now $496 per person
$496
per person
Jan 17 - Jan 20
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
The Fold Hotels Indian Shores

The Fold Hotels Indian Shores

3 out of 5
Price was $479, price is now $361 per person
$361
per person
Jan 22 - Jan 25
found 18 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)

4-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
Save 100% on your flight
Price was $390, price is now $260 per person
$260
per person
Jan 12 - Jan 16
found 18 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $722, price is now $448 per person
$448
per person
Jan 12 - Jan 16
found 18 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
The Beachcomber

The Beachcomber

2.5 out of 5
Save 100% on your flight
Price was $794, price is now $526 per person
$526
per person
Jan 27 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $412, price is now $278 per person
$278
per person
Jan 12 - Jan 16
found 18 hours ago
Roundtrip flight included
Detroit (DTW) 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 $522, price is now $356 per person
$356
per person
Jan 12 - Jan 16
found 18 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Save 100% on your flight
Price was $707, price is now $485 per person
$485
per person
Jan 23 - Jan 27
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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 $609, price is now $429 per person
$429
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $714, price is now $504 per person
$504
per person
Jan 27 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Save 100% on your flight
Price was $526, price is now $376 per person
$376
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Arvilla

Arvilla

2 out of 5
Save 100% on your flight
Price was $564, price is now $408 per person
$408
per person
Jan 27 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Save 100% on your flight
Price was $821, price is now $603 per person
$603
per person
Jan 27 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
Price was $745, price is now $548 per person
$548
per person
Jan 12 - Jan 16
found 18 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)

5-night Lakeland - Winter Haven vacations

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Tampa Oldsmar

Courtyard by Marriott Tampa Oldsmar

3 out of 5
Save 100% on your flight
Price was $492, price is now $362 per person
$362
per person
Jan 28 - Feb 2
found 22 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Pier House 60 Clearwater Beach Marina Hotel

Pier House 60 Clearwater Beach Marina Hotel

3 out of 5
Save 100% on your flight
Price was $854, price is now $572 per person
$572
per person
Jan 28 - Feb 2
found 22 hours ago
Roundtrip flight included
Detroit (DTW) 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 $640, price is now $437 per person
$437
per person
Jan 28 - Feb 2
found 22 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Save 100% on your flight
Price was $799, price is now $553 per person
$553
per person
Jan 16 - Jan 21
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
Save 100% on your flight
Price was $738, price is now $511 per person
$511
per person
Jan 28 - Feb 2
found 22 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $695, price is now $487 per person
$487
per person
Jan 28 - Feb 2
found 22 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
Save 100% on your flight
Price was $570, price is now $400 per person
$400
per person
Jan 28 - Feb 2
found 22 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
The Don CeSar

The Don CeSar

4 out of 5
Save 100% on your flight
Price was $1,847, price is now $1,352 per person
$1,352
per person
Jan 28 - Feb 2
found 22 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,189, price is now $872 per person
$872
per person
Jan 28 - Feb 2
found 22 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $1,480, price is now $1,099 per person
$1,099
per person
Jan 28 - Feb 2
found 22 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Shephard's Beach Resort

Shephard's Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $677, price is now $511 per person
$511
per person
Jan 28 - Feb 2
found 22 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
The Beachview Inn Clearwater Beach

The Beachview Inn Clearwater Beach

3 out of 5
Save 100% on your flight
Price was $533, price is now $407 per person
$407
per person
Jan 28 - Feb 2
found 22 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)

6-7 night 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 $693, price is now $450 per person
$450
per person
Jan 25 - Jan 31
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
The Beachcomber

The Beachcomber

2.5 out of 5
Save 100% on your flight
Price was $1,051, price is now $607 per person
$607
per person
Jan 16 - Jan 23
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 $1,233, price is now $739 per person
$739
per person
Jan 25 - Jan 31
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
The Beach Haven Resort

The Beach Haven Resort

2 out of 5
Save 100% on your flight
Price was $1,042, price is now $643 per person
$643
per person
Jan 20 - Jan 27
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $1,396, price is now $881 per person
$881
per person
Jan 16 - Jan 23
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 $1,100, price is now $715 per person
$715
per person
Jan 25 - Jan 31
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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 $808, price is now $536 per person
$536
per person
Jan 25 - Jan 31
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Save 100% on your flight
Price was $1,265, price is now $842 per person
$842
per person
Jan 17 - Jan 24
found 1 hour 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 $803, price is now $537 per person
$537
per person
Jan 25 - Jan 31
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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 $711, price is now $479 per person
$479
per person
Jan 25 - Jan 31
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Arvilla

Arvilla

2 out of 5
Save 100% on your flight
Price was $819, price is now $553 per person
$553
per person
Jan 20 - Jan 27
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $1,548, price is now $1,049 per person
$1,049
per person
Jan 16 - Jan 23
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.

Wed, Feb 4 - Wed, Feb 11
SEA
Seattle
TPA
Tampa
$145 Roundtrip, found 3 days ago
$145
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, Feb 4 from Seattle to Tampa, returning Wed, Feb 11, priced at $145 found 3 days ago
Fri, Dec 12 - Fri, Dec 12
SJU
San Juan
TPA
Tampa
$159 Roundtrip, found 4 days ago
$159
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Fri, Dec 12 from San Juan to Tampa, returning Fri, Dec 12, priced at $159 found 4 days ago
Wed, Feb 18 - Wed, Feb 25
SJU
San Juan
MCO
Orlando
$163 Roundtrip, found 1 day ago
$163
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Feb 18 from San Juan to Orlando, returning Wed, Feb 25, priced at $163 found 1 day 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
34.52 mi from city center
$198 nightly
The price is $223 total per night
$223 total
Dec 7 - Dec 8
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
Margaritaville Resort Orlando

Margaritaville Resort Orlando

4 out of 5
8000 Fins Up Circle Kissimmee FL
Free Cancellation
Reserve now, pay when you stay
33.56 mi from city center
$172 nightly
The price is $195 total per night
$195 total
Dec 7 - Dec 8
Total with taxes and fees
Located in Kissimmee, Margaritaville Resort Orlando is a 3-minute drive from Island H2O Live! and 8 minutes from Walt Disney World® Resort.
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
31.98 mi from city center
$128 nightly
The price is $145 total per night
$145 total
Dec 18 - Dec 19
Total with taxes and fees
Located in Kissimmee, Hilton Vacation Club Mystic Dunes Orlando is within a 15-minute drive of Disney's Hollywood Studios® and Disney Springs™.
Pool
Parking included
Don't see what you're looking for?
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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.