Winter Vacation Rentals & Cabin Rentals in Lakeland, FL

Compare 13,260 available lakefront holiday vacation home properties, starts from $25

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ACCOMMODATION TYPES

Monthly & Short Term Winter Vacation Rentals in Lakeland, FL: Top Deals

Holiday Inn Express Hotel & Suites Plant City
Holiday Inn Express Hotel & Suites Plant City
Holiday Inn Express Hotel & Suites Plant City
Holiday Inn Express Hotel & Suites Plant City
Holiday Inn Express Hotel & Suites Plant City
Holiday Inn Express Hotel & Suites Plant City
Holiday Inn Express Hotel & Suites Plant City
4.5 (88 reviews)
Holiday Inn Express Hotel & Suites Plant City
Hotel
$98 /night
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Residence Inn by Marriott Lakeland
Residence Inn by Marriott Lakeland
Residence Inn by Marriott Lakeland
Residence Inn by Marriott Lakeland
Residence Inn by Marriott Lakeland
Residence Inn by Marriott Lakeland
Residence Inn by Marriott Lakeland
4.3 (11 reviews)
Residence Inn by Marriott Lakeland
Hotel
$118 /night
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Courtyard Lakeland
Courtyard Lakeland
Courtyard Lakeland
Courtyard Lakeland
Courtyard Lakeland
Courtyard Lakeland
Courtyard Lakeland
4.3 (21 reviews)
Courtyard Lakeland
Hotel
$95 /night
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Fairfield Inn and Suites by Marriott Lakeland Plant City
Fairfield Inn and Suites by Marriott Lakeland Plant City
Fairfield Inn and Suites by Marriott Lakeland Plant City
Fairfield Inn and Suites by Marriott Lakeland Plant City
Fairfield Inn and Suites by Marriott Lakeland Plant City
Fairfield Inn and Suites by Marriott Lakeland Plant City
Fairfield Inn and Suites by Marriott Lakeland Plant City
4.3 (44 reviews)
Fairfield Inn and Suites by Marriott Lakeland Plant City
Hotel
$84 /night
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TownePlace Suites by Marriott Lakeland
TownePlace Suites by Marriott Lakeland
TownePlace Suites by Marriott Lakeland
TownePlace Suites by Marriott Lakeland
TownePlace Suites by Marriott Lakeland
TownePlace Suites by Marriott Lakeland
TownePlace Suites by Marriott Lakeland
4.4 (78 reviews)
TownePlace Suites by Marriott Lakeland
Hotel
$94 /night
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Holiday Inn Express & Suites Lakeland South
Holiday Inn Express & Suites Lakeland South
Holiday Inn Express & Suites Lakeland South
Holiday Inn Express & Suites Lakeland South
Holiday Inn Express & Suites Lakeland South
Holiday Inn Express & Suites Lakeland South
Holiday Inn Express & Suites Lakeland South
4.6 (117 reviews)
Holiday Inn Express & Suites Lakeland South
Hotel
$108 /night
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MI CASA ES TU CASA, EMERALD HOMES TAMPA UPTOWN
MI CASA ES TU CASA, EMERALD HOMES TAMPA UPTOWN
MI CASA ES TU CASA, EMERALD HOMES TAMPA UPTOWN
MI CASA ES TU CASA, EMERALD HOMES TAMPA UPTOWN
MI CASA ES TU CASA, EMERALD HOMES TAMPA UPTOWN
MI CASA ES TU CASA, EMERALD HOMES TAMPA UPTOWN
5.0 (5 reviews)
MI CASA ES TU CASA, EMERALD HOMES TAMPA UPTOWN
Hotel
$95 /night
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Comfort Inn & Suites Lakeland North I-4
Comfort Inn & Suites Lakeland North I-4
Comfort Inn & Suites Lakeland North I-4
Comfort Inn & Suites Lakeland North I-4
Comfort Inn & Suites Lakeland North I-4
Comfort Inn & Suites Lakeland North I-4
Comfort Inn & Suites Lakeland North I-4
4.3 (62 reviews)
Comfort Inn & Suites Lakeland North I-4
Hotel
$84 /night
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Kathleen’s Lakeland Ranch
Kathleen’s Lakeland Ranch
Kathleen’s Lakeland Ranch
Kathleen’s Lakeland Ranch
Kathleen’s Lakeland Ranch
Kathleen’s Lakeland Ranch
Kathleen’s Lakeland Ranch
Kathleen’s Lakeland Ranch
Kathleen’s Lakeland Ranch
Kathleen’s Lakeland Ranch
Kathleen’s Lakeland Ranch
Kathleen’s Lakeland Ranch
Kathleen’s Lakeland Ranch
Kathleen’s Lakeland Ranch
Kathleen’s Lakeland Ranch
5.0 (2 reviews)
Kathleen’s Lakeland Ranch
House · 6 Guests · 3 Bedrooms
$259 /night*
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Similar Inspirational Vacation Rental Destinations

How Does The Vacation Home Rental Price Look Like in Lakeland, FL?
Vacation House & Villa Rental Price Information in Lakeland, FL
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The graph shows the percentages of vacation homes in each price bucket. Lakeland has the largest percentage (29.50%) of homes in $100 - $150 price range.
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What activities, communities or places of interest are available for snowbirds in Lakeland, FL?
Snowbird-Friendly Places in Lakeland, FL
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Lakeland, FL is an ideal place for snowbirds. Located between Tampa and Orlando, it offers plenty of year-round sunshine and a mild climate. There is no shortage of recreational activities to enjoy while in the area, including golf courses, lakeside beaches, and a vibrant downtown. The city is also known for its excellent healthcare facilities, making it a great destination for seniors looking for a safe and enjoyable winter getaway.

  • Ridge Art Association Gallery

    The Ridge Art Association Gallery showcases art from local artists, as well as national and international talent. It's the perfect place for snowbirds looking for cultural enrichment.

  • Circle B Bar Reserve

    This nature reserve features over 1,267 acres of wetlands, meadows, and pine flatwoods. Visitors can explore 12 miles of trails and observe wildlife like alligators, sandhill cranes, and bald eagles.

  • Lakeside Village Shopping Center

    This outdoor shopping center has something for everyone. With over 70 stores, restaurants, and entertainment options, snowbirds can enjoy a leisurely afternoon strolling through the shops.

How Many Accommodations Are Pets Allowed in Lakeland, FL?
Percentage of Pet Friendly Rental Properties in Lakeland, FL
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10.12% of vacation homes in Lakeland are pet friendly. If you have pet allergies, make sure to check the home property and see whether it is a pet-friendly vacation home or not.
Where Should We Visit in Lakeland, FL Area?
Destinations To Visit During the Winter in Lakeland, FL
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Which Airports Should I Choose To Get To Lakeland, FL?
Suggested Airports in Lakeland, FL
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* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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