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.
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
North Trail
Save 100% on your flight
Price was $390, price is now $260 per person
$260
per person
Jan 26 - Jan 30
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 17 hours ago
Roundtrip non-stop flight included
Las Vegas (LAS) 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 $698, price is now $440 per person
$440
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $427, price is now $290 per person
$290
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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 $519, price is now $356 per person
$356
per person
Jan 26 - Jan 30
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 $782, price is now $541 per person
$541
per person
Jan 16 - 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 $884, price is now $618 per person
$618
per person
Jan 21 - Jan 25
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 $497, price is now $348 per person
$348
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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 $441, price is now $310 per person
$310
per person
Jan 26 - Jan 30
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 $848, price is now $614 per person
$614
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 $526, price is now $319 per person
$319
per person
Jan 23 - Jan 26
found 17 hours ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $725, price is now $495 per person
$495
per person
Jan 16 - 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 $782, price is now $541 per person
$541
per person
Jan 16 - Jan 19
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 $652, price is now $464 per person
$464
per person
Jan 16 - Jan 19
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 $808, price is now $582 per person
$582
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
The Beachcomber

The Beachcomber

2.5 out of 5
Price was $681, price is now $496 per person
$496
per person
Jan 19 - Jan 22
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
Price was $830, price is now $605 per person
$605
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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)
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Price was $726, price is now $534 per person
$534
per person
Jan 19 - Jan 22
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 $819, price is now $607 per person
$607
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Tampa (TPA)
Arvilla

Arvilla

2 out of 5
Price was $438, price is now $327 per person
$327
per person
Jan 10 - Jan 13
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Save 100% on your flight
Price was $696, price is now $520 per person
$520
per person
Jan 16 - Jan 19
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.
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 26 - Jan 30
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 $649, price is now $400 per person
$400
per person
Feb 1 - Feb 5
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $698, price is now $440 per person
$440
per person
Jan 26 - Jan 30
found 1 day 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 $763, price is now $508 per person
$508
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $427, price is now $290 per person
$290
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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 $519, price is now $356 per person
$356
per person
Jan 26 - Jan 30
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 $884, price is now $618 per person
$618
per person
Jan 21 - Jan 25
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 $497, price is now $348 per person
$348
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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 $441, price is now $310 per person
$310
per person
Jan 26 - Jan 30
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 $848, price is now $614 per person
$614
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Tampa (TPA)
Lantern Inn & Suites

Lantern Inn & Suites

2.5 out of 5
Save 100% on your flight
Price was $368, price is now $268 per person
$268
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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 $658, price is now $480 per person
$480
per person
Jan 26 - Jan 30
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 9 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 $911, price is now $603 per person
$603
per person
Jan 14 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Save 100% on your flight
Price was $944, price is now $671 per person
$671
per person
Jan 15 - Jan 20
found 14 hours ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Pier House 60 Clearwater Beach Marina Hotel

Pier House 60 Clearwater Beach Marina Hotel

3 out of 5
Price was $837, price is now $627 per person
$627
per person
Jan 14 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

2.5 out of 5
Save 100% on your flight
Price was $672, price is now $509 per person
$509
per person
Jan 15 - Jan 20
found 14 hours ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel

2.5 out of 5
Price was $786, price is now $598 per person
$598
per person
Jan 14 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Price was $876, price is now $671 per person
$671
per person
Jan 14 - Jan 19
found 1 day 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 19 hours 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 $793, price is now $614 per person
$614
per person
Jan 14 - Jan 19
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 19 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
Anna Maria Beach Serenity

Anna Maria Beach Serenity

2 out of 5
Save 100% on your flight
Price was $22,241, price is now $17,427 per person
$17,427
per person
Jan 15 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $1,291, price is now $1,015 per person
$1,015
per person
Jan 14 - Jan 19
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.
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 11 hours ago
Roundtrip non-stop flight included
Trenton (TTN) 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)
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Save 100% on your flight
Price was $1,183, price is now $768 per person
$768
per person
Jan 29 - Feb 5
found 1 day ago
Roundtrip non-stop 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)
The Beachcomber

The Beachcomber

2.5 out of 5
Save 100% on your flight
Price was $1,435, price is now $944 per person
$944
per person
Jan 29 - Feb 5
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Save 100% on your flight
Price was $1,904, price is now $1,270 per person
$1,270
per person
Jan 26 - Feb 2
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $1,148, price is now $767 per person
$767
per person
Jan 17 - Jan 24
found 11 hours ago
Roundtrip non-stop flight included
Trenton (TTN) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,540, price is now $1,054 per person
$1,054
per person
Jan 17 - Jan 24
found 11 hours ago
Roundtrip non-stop flight included
Trenton (TTN) 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 11 hours ago
Roundtrip non-stop flight included
Trenton (TTN) 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 $1,207, price is now $846 per person
$846
per person
Jan 17 - Jan 24
found 8 hours ago
Roundtrip non-stop flight included
Trenton (TTN) to Tampa (TPA)
Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

2.5 out of 5
Save 100% on your flight
Price was $1,250, price is now $881 per person
$881
per person
Jan 26 - Feb 2
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 $1,361, price is now $960 per person
$960
per person
Jan 29 - Feb 5
found 1 day ago
Roundtrip non-stop 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 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
Tue, Feb 17 - Wed, Feb 25
SEA
Seattle
MCO
Orlando
$164 Roundtrip, found 2 days ago
$164
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Feb 17 from Seattle to Orlando, returning Wed, Feb 25, priced at $164 found 2 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.
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 9 - Dec 10
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™.
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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.