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.
The Beachcomber

The Beachcomber

2.5 out of 5
Save 100% on your flight
Price was $647, price is now $458 per person
$458
per person
Jan 14 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
The Beach Haven Resort

The Beach Haven Resort

2 out of 5
Save 100% on your flight
Price was $1,043, price is now $644 per person
$644
per person
Jan 23 - Jan 29
found 3 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) 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 $1,294, price is now $819 per person
$819
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $1,186, price is now $775 per person
$775
per person
Jan 23 - Jan 29
found 3 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $982, price is now $670 per person
$670
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
SkyBeach Resort

SkyBeach Resort

4 out of 5
Greater Pinellas Point
Save 100% on your flight
Price was $1,155, price is now $788 per person
$788
per person
Jan 23 - Jan 29
found 3 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Wesley Chapel South
Price was $907, price is now $629 per person
$629
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 $1,039, price is now $736 per person
$736
per person
Jan 14 - Jan 18
found 1 day ago
Roundtrip non-stop 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 $911, price is now $646 per person
$646
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $683, price is now $492 per person
$492
per person
Jan 14 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)

3-night Lakeland - Winter Haven vacations

Price found within the past 48 hours. Click for updated prices.
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Price was $672, price is now $295 per person
$295
per person
Jan 13 - Jan 16
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,294, price is now $819 per person
$819
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) 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 $581, price is now $393 per person
$393
per person
Jan 17 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Tampa (TPA)
SkyBeach Resort

SkyBeach Resort

4 out of 5
Price was $641, price is now $439 per person
$439
per person
Jan 30 - Feb 2
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Price was $763, price is now $525 per person
$525
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $843, price is now $587 per person
$587
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
The Beachcomber

The Beachcomber

2.5 out of 5
Price was $909, price is now $647 per person
$647
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Tampa (TPA)
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Price was $742, price is now $541 per person
$541
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,643, price is now $1,212 per person
$1,212
per person
Feb 5 - Feb 8
just found
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
Price was $553, price is now $420 per person
$420
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
Hampton Inn Sarasota - I-75 Bee Ridge

Hampton Inn Sarasota - I-75 Bee Ridge

2.5 out of 5
Price was $520, price is now $395 per person
$395
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)

4-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
Price was $608, price is now $448 per person
$448
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Save 100% on your flight
Price was $905, price is now $455 per person
$455
per person
Jan 29 - Feb 2
just found
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
SkyBeach Resort

SkyBeach Resort

4 out of 5
Save 100% on your flight
Price was $943, price is now $628 per person
$628
per person
Jan 30 - Feb 3
found 16 hours ago
Roundtrip non-stop flight included
Cedar Rapids (CID) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $982, price is now $670 per person
$670
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
The Beachcomber

The Beachcomber

2.5 out of 5
Save 100% on your flight
Price was $647, price is now $458 per person
$458
per person
Jan 14 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,039, price is now $736 per person
$736
per person
Jan 14 - Jan 18
found 1 day ago
Roundtrip non-stop 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 $911, price is now $646 per person
$646
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) 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 $968, price is now $691 per person
$691
per person
Jan 16 - Jan 20
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
Save 100% on your flight
Price was $683, price is now $492 per person
$492
per person
Jan 14 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
Price was $650, price is now $479 per person
$479
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) 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 $1,081, price is now $797 per person
$797
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)

5-night Lakeland - Winter Haven vacations

Price found within the past 48 hours. Click for updated prices.
Ruskin Inn Hotel

Ruskin Inn Hotel

2.5 out of 5
Save 100% on your flight
Price was $582, price is now $404 per person
$404
per person
Jan 26 - Jan 31
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Tampa (TPA)
Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
Save 100% on your flight
Price was $1,106, price is now $720 per person
$720
per person
Jan 25 - Jan 30
found 20 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
The Beach Haven Resort

The Beach Haven Resort

2 out of 5
Price was $1,131, price is now $753 per person
$753
per person
Jan 25 - Jan 30
found 23 hours ago
Roundtrip 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 $1,503, price is now $1,005 per person
$1,005
per person
Jan 27 - Feb 1
found 3 hours ago
Roundtrip flight included
Dallas (DFW) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $918, price is now $620 per person
$620
per person
Jan 25 - Jan 30
found 1 hour ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Price was $907, price is now $629 per person
$629
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Tampa (TPA)
Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
Price was $842, price is now $596 per person
$596
per person
Jan 27 - Feb 1
found 3 hours ago
Roundtrip flight included
Dallas (DFW) to Tampa (TPA)
SkyBeach Resort

SkyBeach Resort

4 out of 5
Save 100% on your flight
Price was $936, price is now $665 per person
$665
per person
Jan 21 - Jan 26
found 13 hours ago
Roundtrip 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 $1,054, price is now $752 per person
$752
per person
Jan 26 - Jan 31
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Tampa (TPA)
Courtyard by Marriott Tampa Oldsmar

Courtyard by Marriott Tampa Oldsmar

3 out of 5
Save 100% on your flight
Price was $598, price is now $427 per person
$427
per person
Jan 26 - Jan 31
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Tampa (TPA)
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
Price was $1,085, price is now $778 per person
$778
per person
Jan 25 - Jan 30
found 23 hours 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
Price was $782, price is now $561 per person
$561
per person
Jan 27 - Feb 1
found 3 hours ago
Roundtrip flight included
Dallas (DFW) 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 $777, price is now $536 per person
$536
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Price was $1,398, price is now $544 per person
$544
per person
Jan 13 - Jan 19
found 23 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Tampa (TPA)
The Beach Haven Resort

The Beach Haven Resort

2 out of 5
Save 100% on your flight
Price was $1,043, price is now $644 per person
$644
per person
Jan 23 - Jan 29
found 3 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) 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 $1,114, price is now $701 per person
$701
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $1,186, price is now $775 per person
$775
per person
Jan 23 - Jan 29
found 3 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
Save 100% on your flight
Price was $1,274, price is now $840 per person
$840
per person
Jan 23 - Jan 29
found 3 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
Save 100% on your flight
Price was $1,017, price is now $684 per person
$684
per person
Jan 23 - Jan 29
found 3 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
SkyBeach Resort

SkyBeach Resort

4 out of 5
Save 100% on your flight
Price was $1,155, price is now $788 per person
$788
per person
Jan 23 - Jan 29
found 3 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
The Beachcomber

The Beachcomber

2.5 out of 5
Save 100% on your flight
Price was $1,097, price is now $753 per person
$753
per person
Jan 23 - Jan 29
found 3 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
The Don CeSar

The Don CeSar

4 out of 5
Save 100% on your flight
Price was $2,488, price is now $1,733 per person
$1,733
per person
Jan 23 - Jan 29
found 3 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
Shephard's Beach Resort

Shephard's Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $882, price is now $636 per person
$636
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Save 100% on your flight
Price was $1,221, price is now $892 per person
$892
per person
Jan 23 - Jan 29
found 3 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) 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, Jan 14 - Sat, Jan 24
SJU
San Juan
TPA
Tampa
$126 Roundtrip, found 8 hours ago
$126
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Wed, Jan 14 from San Juan to Tampa, returning Sat, Jan 24, priced at $126 found 8 hours ago
Thu, Jan 15 - Sat, Jan 24
SJU
San Juan
MCO
Orlando
$168 Roundtrip, found 1 day ago
$168
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Jan 15 from San Juan to Orlando, returning Sat, Jan 24, priced at $168 found 1 day ago
Sat, Jan 10 - Sat, Jan 17
SEA
Seattle
MCO
Orlando
$181 Roundtrip, found 15 hours ago
$181
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Sat, Jan 10 from Seattle to Orlando, returning Sat, Jan 17, priced at $181 found 15 hours 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
$188 nightly
The price is $212 total per night
$212 total
Dec 14 - Dec 15
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
$168 nightly
The price is $191 total per night
$191 total
Dec 15 - Dec 16
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.