
Discover the Best Resort Vacations
Explore the top resorts, from luxury beachfront escapes to family-friendly all-inclusive resorts and relaxing spa retreats. Whether you’re planning a weekend getaway or an extended vacation, the Lakeland offers world-class resort destinations for every travel style, season, and budget.
Guests
- Hotels
- Villas
- Cabins
- Rentals
- Cottages
- Resorts
- Accommodations
- Lakeland - Winter Haven
- ·
- Parker Street
- 0.43 mi to center
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Parking
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Balcony/Terrace
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Air Conditioner
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Internet
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Parking
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Balcony/Terrace
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Air Conditioner
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Internet
- Lakeland - Winter Haven
- ·
- Lakeland
- 2.84 mi to center
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Breakfast
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Parking
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Pool
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Kitchen
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Breakfast
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Parking
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Pool
-
Kitchen
- Lakeland - Winter Haven
- ·
- Lakeland
- 2.84 mi to center
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Parking
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Pool
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Air Conditioner
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Internet
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Parking
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Pool
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Air Conditioner
-
Internet
- Lakeland - Winter Haven
- ·
- Lakeland
- 3.25 mi to center
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Breakfast
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Parking
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Pool
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Kitchen
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Breakfast
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Parking
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Pool
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Kitchen
- Lakeland - Winter Haven
- ·
- Lakeland
- 3.26 mi to center
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Parking
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Pool
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Air Conditioner
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Wheelchair Accessible
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Parking
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Pool
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Air Conditioner
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Wheelchair Accessible
- Lakeland - Winter Haven
- ·
- Downtown
- 0.23 mi to center
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Breakfast
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Parking
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Pool
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Kitchen
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Breakfast
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Parking
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Pool
-
Kitchen
- Lakeland - Winter Haven
- ·
- Lakeland
- 3.87 mi to center
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Parking
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Pool
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Balcony/Terrace
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Air Conditioner
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Parking
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Pool
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Balcony/Terrace
-
Air Conditioner
- Lakeland - Winter Haven
- ·
- Lakeland
- 1.29 mi to center
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Parking
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Pool
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Balcony/Terrace
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Kitchen
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Parking
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Pool
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Balcony/Terrace
-
Kitchen
- Lakeland - Winter Haven
- ·
- Lakeland
- 2.06 mi to center
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Parking
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Balcony/Terrace
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View
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Kitchen
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Parking
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Balcony/Terrace
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View
-
Kitchen
- Lakeland - Winter Haven
- ·
- Lakeland
- 3.74 mi to center
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Air Conditioner
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Pet Friendly
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Child Friendly
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Laundry
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Air Conditioner
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Pet Friendly
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Child Friendly
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Laundry
- Lakeland - Winter Haven
- ·
- Lakeland
- 2.69 mi to center
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Breakfast
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Parking
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Balcony/Terrace
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View
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Breakfast
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Parking
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Balcony/Terrace
-
View
- Lakeland - Winter Haven
- ·
- Lakeland
- 4.96 mi to center
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Parking
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Air Conditioner
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Internet
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Pet Friendly
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Parking
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Air Conditioner
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Internet
-
Pet Friendly
- Lakeland - Winter Haven
- ·
- Lakeland
- 4.18 mi to center
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Internet
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Balcony/Terrace
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Kitchen
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Air Conditioner
-
Internet
- Lakeland - Winter Haven
- ·
- Lakeland
- 2.17 mi to center
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Hot Tub
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Parking
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Balcony/Terrace
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View
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Hot Tub
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Parking
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Balcony/Terrace
-
View
- Lakeland - Winter Haven
- ·
- Lakeland
- 1.92 mi to center
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Parking
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Internet
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Pet Friendly
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Child Friendly
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Parking
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Internet
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Pet Friendly
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Child Friendly
- Lakeland - Winter Haven
- ·
- Lakeland
- 2.42 mi to center
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Kitchen
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Air Conditioner
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Internet
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Pet Friendly
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Kitchen
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Air Conditioner
-
Internet
-
Pet Friendly
- Lakeland - Winter Haven
- ·
- Lakeland
- 0.70 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Lakeland - Winter Haven
- ·
- Lakeland
- 1.77 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Lakeland - Winter Haven
- ·
- Lakeland
- 0.95 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Lakeland - Winter Haven
- ·
- Lakeland
- 0.89 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Lakeland - Winter Haven
- ·
- Lakeland
- 6.63 mi to center
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Parking
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Pool
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Balcony/Terrace
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Kitchen
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Parking
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Pool
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Balcony/Terrace
-
Kitchen
- Lakeland - Winter Haven
- ·
- Lakeland
- 0.75 mi to center
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Hot Tub
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Parking
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Pool
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Balcony/Terrace
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Hot Tub
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Parking
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Pool
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Balcony/Terrace
- Lakeland - Winter Haven
- ·
- Lakeland
- 5.53 mi to center
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Parking
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Kitchen
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Air Conditioner
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Internet
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Parking
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Kitchen
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Air Conditioner
-
Internet
- Lakeland - Winter Haven
- ·
- Lakeland
- 2.42 mi to center
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Kitchen
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Air Conditioner
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Internet
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Pet Friendly
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Kitchen
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Air Conditioner
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Internet
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Pet Friendly
- Lakeland - Winter Haven
- ·
- Lakeland
- 0.76 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
-
Kitchen
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Air Conditioner
- Lakeland - Winter Haven
- ·
- Dixieland
- 0.19 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
- Lakeland - Winter Haven
- ·
- Dixieland
- 0.12 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
- Lakeland - Winter Haven
- ·
- Lakeland
- 1.28 mi to center
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Parking
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Pool
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Balcony/Terrace
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Kitchen
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Parking
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Pool
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Balcony/Terrace
-
Kitchen
- Lakeland - Winter Haven
- ·
- Lakeland
- 2.60 mi to center
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Parking
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Kitchen
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Air Conditioner
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Internet
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Parking
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Kitchen
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Air Conditioner
-
Internet
- Lakeland - Winter Haven
- ·
- Lakeland
- 2.17 mi to center
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Hot Tub
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Parking
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Balcony/Terrace
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View
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Hot Tub
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Parking
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Balcony/Terrace
-
View
- Lakeland - Winter Haven
- ·
- Lakeland
- 1.92 mi to center
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Parking
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Internet
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Pet Friendly
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Child Friendly
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Parking
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Internet
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Pet Friendly
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Child Friendly
- Lakeland - Winter Haven
- ·
- Lakeland
- 2.42 mi to center
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Kitchen
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Air Conditioner
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Internet
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Pet Friendly
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Kitchen
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Air Conditioner
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Internet
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Pet Friendly
- Lakeland - Winter Haven
- ·
- Lakeland
- 0.70 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Lakeland - Winter Haven
- ·
- Lakeland
- 1.77 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Lakeland - Winter Haven
- ·
- Lakeland
- 0.95 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Lakeland - Winter Haven
- ·
- Lakeland
- 0.89 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Lakeland - Winter Haven
- ·
- Lakeland
- 6.63 mi to center
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Parking
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Pool
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Balcony/Terrace
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Kitchen
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Parking
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Pool
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Balcony/Terrace
-
Kitchen
- Lakeland - Winter Haven
- ·
- Lakeland
- 2.17 mi to center
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Hot Tub
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Parking
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Balcony/Terrace
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View
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Hot Tub
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Parking
-
Balcony/Terrace
-
View
- Lakeland - Winter Haven
- ·
- Lakeland
- 1.92 mi to center
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Parking
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Internet
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Pet Friendly
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Child Friendly
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Parking
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Internet
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Pet Friendly
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Child Friendly
- Lakeland - Winter Haven
- ·
- Lakeland
- 2.42 mi to center
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Kitchen
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Air Conditioner
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Internet
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Pet Friendly
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Kitchen
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Air Conditioner
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Internet
-
Pet Friendly
- Lakeland - Winter Haven
- ·
- Lakeland
- 0.70 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Lakeland - Winter Haven
- ·
- Lakeland
- 1.77 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Lakeland - Winter Haven
- ·
- Lakeland
- 0.95 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Lakeland - Winter Haven
- ·
- Lakeland
- 0.89 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Lakeland - Winter Haven
- ·
- Lakeland
- 6.63 mi to center
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Parking
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Pool
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Balcony/Terrace
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Kitchen
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Parking
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Pool
-
Balcony/Terrace
-
Kitchen
Find the Perfect Resort Vacation in the Lakeland
What makes our resorts stand out?
Verified Properties
Every vacation home shown on Resort Vacation comes from trusted travel sources and verified hosts, so you can browse with confidence.
Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.
Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
Popular Resort Destinations in the Lakeland
What are the Top Resort Locations Across the Lakeland?
Discover resorts in the most sought-after travel destinations nationwide:
East Lake Morton
East Lake Morton VACATION RENTALSParker Street
Parker Street VACATION RENTALSLake Bentley
Lake Bentley VACATION RENTALSShore Acres
Shore Acres VACATION RENTALSDowntown
Downtown VACATION RENTALSLake Somerset
Lake Somerset VACATION RENTALSLake Bonny
Lake Bonny VACATION RENTALSLake Parker
Lake Parker VACATION RENTALSSwannanoa
Swannanoa VACATION RENTALSCrystal Lake
Crystal Lake VACATION RENTALSLakeland Highlands
Lakeland Highlands VACATION RENTALSDixieland
Dixieland VACATION RENTALSHow to Reserve Your Resorts Vacation Accommodation?
Booking Made Simple
Resorts Vacations connects travelers with verified resort stays from trusted partners across the Lakeland. Once you find the perfect resort, you’ll be seamlessly guided to our partner’s secure booking platform to complete your reservation with confidence.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
Confirm your stay safely through our trusted travel partners.
Common Resort Vacation Amenities in the Lakeland
What Amenities Can You Expect When Booking with Resorts Vacations?
Resorts Vacations offers carefully selected resort stays across the Lakeland, designed for comfort, convenience, and memorable experiences.
Indoor Amenities
Spacious guest rooms and suites
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Places to Stay with Resorts Vacations
Looking for the perfect resort vacation in the Lakeland? Discover a curated collection of resort stays offering comfort, convenience, and unforgettable experiences in top destinations nationwide. Whether you’re searching for a beachfront resort, a family-friendly escape, or a luxury retreat, Resorts Vacations makes it easy to explore and compare verified resort options for your next getaway.
- Lakeland - Winter Haven
- ·
- Lakeland
- 1.77 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Lakeland - Winter Haven
- ·
- Lakeland
- 0.95 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Lakeland - Winter Haven
- ·
- Lakeland
- 0.89 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Lakeland - Winter Haven
- ·
- Lakeland
- 6.63 mi to center
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Parking
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Pool
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Balcony/Terrace
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Kitchen
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Parking
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Pool
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Balcony/Terrace
-
Kitchen
- Lakeland - Winter Haven
- ·
- Lakeland
- 3.63 mi to center
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Parking
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Kitchen
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Air Conditioner
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Internet
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Parking
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Kitchen
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Air Conditioner
-
Internet
- Lakeland - Winter Haven
- ·
- Lakeland
- 0.70 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
-
Kitchen
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Air Conditioner
- Lakeland - Winter Haven
- ·
- Lakeland
- 0.76 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
-
Kitchen
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Air Conditioner
- Lakeland - Winter Haven
- ·
- Lakeland
- 7.51 mi to center
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Private Pool
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Parking
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Pool
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Balcony/Terrace
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Private Pool
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Parking
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Pool
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Balcony/Terrace
- Lakeland - Winter Haven
- ·
- Dixieland
- 0.19 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Lakeland - Winter Haven
- ·
- Lakeland
- 2.33 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
-
Kitchen
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Air Conditioner
- Lakeland - Winter Haven
- ·
- Lakeland
- 1.63 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
- Lakeland - Winter Haven
- ·
- Lakeland
- 2.03 mi to center
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Private Pool
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Parking
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Pool
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Balcony/Terrace
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Private Pool
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Parking
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Pool
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Balcony/Terrace
Resorts Vacations FAQs
How many vacation rentals have private pools in Lakeland?
There are 45 vacation rentals with private pools near Lakeland. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Lakeland are best for families?
If you are looking for a family-friendly vacation home in Lakeland, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Lakeland:
How many vacation rentals are available in Lakeland?
Currently, the total number of properties listed in 2026 is over 901 in the Lakeland area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Lakeland.
More Resorts Vacations to Explore
- Lakeland - Winter Haven
- ·
- Lakeland
- 2.66 mi to center
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Parking
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Pool
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Air Conditioner
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Internet
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Parking
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Pool
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Air Conditioner
-
Internet
- Lakeland - Winter Haven
- ·
- Lakeland
- 3.39 mi to center
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Parking
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Air Conditioner
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Internet
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Pet Friendly
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Parking
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Air Conditioner
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Internet
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Pet Friendly
- Lakeland - Winter Haven
- ·
- Lakeland
- 4.27 mi to center
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Parking
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Kitchen
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Air Conditioner
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Internet
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Parking
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Kitchen
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Air Conditioner
-
Internet
- Lakeland - Winter Haven
- ·
- Lakeland
- 2.10 mi to center
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Parking
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Balcony/Terrace
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View
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Air Conditioner
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Parking
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Balcony/Terrace
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View
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Air Conditioner
- Lakeland - Winter Haven
- ·
- Lakeland
- 2.92 mi to center
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Breakfast
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Parking
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Pool
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Balcony/Terrace
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Breakfast
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Parking
-
Pool
-
Balcony/Terrace
- Lakeland - Winter Haven
- ·
- Parker Street
- 0.28 mi to center
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Parking
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Pool
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Balcony/Terrace
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Kitchen
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Parking
-
Pool
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Balcony/Terrace
-
Kitchen
- Lakeland - Winter Haven
- ·
- Parker Street
- 0.26 mi to center
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Parking
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Pool
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Balcony/Terrace
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View
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Parking
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Pool
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Balcony/Terrace
-
View
- Lakeland - Winter Haven
- ·
- Lakeland
- 3.66 mi to center
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Breakfast
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Parking
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Pool
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Air Conditioner
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Breakfast
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Parking
-
Pool
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Air Conditioner
- Lakeland - Winter Haven
- ·
- Lakeland
- 1.90 mi to center
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Parking
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Pool
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Balcony/Terrace
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Kitchen
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Parking
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Pool
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Balcony/Terrace
-
Kitchen
- Lakeland - Winter Haven
- ·
- Lakeland
- 5.53 mi to center
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Parking
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Balcony/Terrace
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Air Conditioner
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Internet
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Parking
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Balcony/Terrace
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Air Conditioner
-
Internet
- Lakeland - Winter Haven
- ·
- Lakeland
- 2.65 mi to center
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Parking
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Pool
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Air Conditioner
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Internet
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Parking
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Pool
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Air Conditioner
-
Internet
- Lakeland - Winter Haven
- ·
- Lakeland
- 2.65 mi to center
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Pool
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Air Conditioner
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Internet
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Pet Friendly
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Pool
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Air Conditioner
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Internet
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Pet Friendly
Travel Stories and Guides For Lakeland
Explore tips, destination guides, and inspiration for your next getaway.