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 $526, price is now $319 per person
$319
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) 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 $699, price is now $473 per person
$473
per person
Jan 12 - Jan 17
found 19 hours ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
The Beachcomber

The Beachcomber

2.5 out of 5
Save 100% on your flight
Price was $688, price is now $466 per person
$466
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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 $726, price is now $493 per person
$493
per person
Jan 9 - Jan 12
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 $902, price is now $627 per person
$627
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Wesley Chapel South
Save 100% on your flight
Price was $601, price is now $419 per person
$419
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Grant Street Inn, an Ascend Collection Hotel

Grant Street Inn, an Ascend Collection Hotel

2.5 out of 5
Downtown Dunedin
Save 100% on your flight
Price was $561, price is now $413 per person
$413
per person
Jan 13 - Jan 16
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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 $747, price is now $555 per person
$555
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Arvilla

Arvilla

2 out of 5
Sunshine Beach
Price was $1,032, price is now $767 per person
$767
per person
Jan 16 - Jan 22
found 17 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $1,774, price is now $1,329 per person
$1,329
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)

3-night Lakeland - Winter Haven vacations

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

The Beachcomber

2.5 out of 5
Save 100% on your flight
Price was $420, price is now $284 per person
$284
per person
Jan 13 - Jan 16
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $526, price is now $319 per person
$319
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $726, price is now $493 per person
$493
per person
Jan 9 - Jan 12
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 $601, price is now $419 per person
$419
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Grant Street Inn, an Ascend Collection Hotel

Grant Street Inn, an Ascend Collection Hotel

2.5 out of 5
Save 100% on your flight
Price was $561, price is now $413 per person
$413
per person
Jan 13 - Jan 16
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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 $499, price is now $369 per person
$369
per person
Jan 13 - Jan 16
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
The Fold Hotels Indian Shores

The Fold Hotels Indian Shores

3 out of 5
Save 100% on your flight
Price was $481, price is now $363 per person
$363
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $718, price is now $543 per person
$543
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
The Hotel Zamora

The Hotel Zamora

4 out of 5
Save 100% on your flight
Price was $743, price is now $568 per person
$568
per person
Jan 22 - Jan 25
found 5 hours ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Palm Cove Motel

Palm Cove Motel

2 out of 5
Save 100% on your flight
Price was $425, price is now $325 per person
$325
per person
Jan 13 - Jan 16
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $791, price is now $607 per person
$607
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)

4-night 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
Price was $568, price is now $448 per person
$448
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $700, price is now $461 per person
$461
per person
Jan 12 - Jan 16
just found
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
The Beachcomber

The Beachcomber

2.5 out of 5
Save 100% on your flight
Price was $688, price is now $466 per person
$466
per person
Jan 15 - Jan 19
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 $902, price is now $627 per person
$627
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Save 100% on your flight
Price was $658, price is now $486 per person
$486
per person
Jan 25 - Jan 29
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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 $747, price is now $555 per person
$555
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Palm Cove Motel

Palm Cove Motel

2 out of 5
Save 100% on your flight
Price was $728, price is now $549 per person
$549
per person
Jan 15 - Jan 19
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 $922, price is now $699 per person
$699
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $974, price is now $748 per person
$748
per person
Jan 15 - Jan 19
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
Price was $1,028, price is now $806 per person
$806
per person
Jan 15 - Jan 19
found 17 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
The Beachview Inn Clearwater Beach

The Beachview Inn Clearwater Beach

3 out of 5
Price was $587, price is now $464 per person
$464
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel

2.5 out of 5
Price was $593, price is now $473 per person
$473
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)

5-night Lakeland - Winter Haven vacations

Price found within the past 48 hours. Click for updated prices.
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $699, price is now $473 per person
$473
per person
Jan 12 - Jan 17
found 19 hours ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
The Beachcomber

The Beachcomber

2.5 out of 5
Save 100% on your flight
Price was $938, price is now $615 per person
$615
per person
Jan 15 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $1,234, price is now $858 per person
$858
per person
Jan 14 - Jan 19
just found
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
The Beach Haven Resort

The Beach Haven Resort

2 out of 5
Price was $958, price is now $688 per person
$688
per person
Jan 14 - Jan 19
just found
Roundtrip non-stop flight included
Minneapolis (MSP) 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 $1,000, price is now $729 per person
$729
per person
Jan 15 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Price was $1,204, price is now $907 per person
$907
per person
Jan 15 - Jan 20
found 2 hours ago
Roundtrip flight included
Minneapolis (MSP) to Tampa (TPA)
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Price was $869, price is now $656 per person
$656
per person
Jan 15 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
Price was $823, price is now $634 per person
$634
per person
Jan 15 - Jan 20
found 5 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
The Don CeSar

The Don CeSar

4 out of 5
Save 100% on your flight
Price was $1,606, price is now $1,239 per person
$1,239
per person
Jan 15 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel

2.5 out of 5
Price was $779, price is now $602 per person
$602
per person
Jan 15 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,208, price is now $936 per person
$936
per person
Jan 15 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
Price was $765, price is now $593 per person
$593
per person
Jan 15 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)

6-7 night Lakeland - Winter Haven vacations

Price found within the past 48 hours. Click for updated prices.
Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel

2.5 out of 5
Save 100% on your flight
Price was $768, price is now $550 per person
$550
per person
Jan 19 - Jan 25
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Tampa (TPA)
The Beachcomber

The Beachcomber

2.5 out of 5
Save 100% on your flight
Price was $1,071, price is now $641 per person
$641
per person
Jan 19 - Jan 25
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,431, price is now $897 per person
$897
per person
Jan 7 - Jan 14
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Tampa (TPA)
The Beach Haven Resort

The Beach Haven Resort

2 out of 5
Save 100% on your flight
Price was $1,197, price is now $785 per person
$785
per person
Jan 12 - Jan 19
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) 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 $1,023, price is now $707 per person
$707
per person
Jan 17 - Jan 24
found 22 hours ago
Roundtrip non-stop flight included
Trenton (TTN) to Tampa (TPA)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $1,517, price is now $1,051 per person
$1,051
per person
Jan 10 - Jan 17
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) 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 $1,080, price is now $748 per person
$748
per person
Jan 17 - Jan 24
found 22 hours ago
Roundtrip non-stop flight included
Trenton (TTN) 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 $1,048, price is now $727 per person
$727
per person
Jan 19 - Jan 25
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Tampa (TPA)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Save 100% on your flight
Price was $1,325, price is now $935 per person
$935
per person
Jan 14 - Jan 21
found 19 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,490, price is now $1,070 per person
$1,070
per person
Jan 19 - Jan 25
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Tampa (TPA)
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Save 100% on your flight
Price was $929, price is now $671 per person
$671
per person
Jan 19 - Jan 25
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) 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 4 days ago
$145
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Wed, Feb 4 from Seattle to Tampa, returning Wed, Feb 11, priced at $145 found 4 days ago
Wed, Feb 18 - Wed, Feb 25
SJU
San Juan
MCO
Orlando
$163 Roundtrip, found 2 days ago
$163
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Wed, Feb 18 from San Juan to Orlando, returning Wed, Feb 25, priced at $163 found 2 days ago
Tue, Feb 17 - Wed, Feb 25
SEA
Seattle
MCO
Orlando
$164 Roundtrip, found 3 days ago
$164
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Feb 17 from Seattle to Orlando, returning Wed, Feb 25, priced at $164 found 3 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
34.52 mi from city center
$198 nightly
The price is $223 total per night
$223 total
Dec 8 - Dec 9
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 8 - Dec 9
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 14 - Dec 15
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.