Short-Term Rentals in Lakeside Village, FL: Compare 10+ Sites & Save

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  5.  Lakeland - Winter Haven

  6.  Lakeside Village

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392 Best Short-Term Rentals in Lakeside Village (Starting from $51)

Host Hubble Private Rooms in Southern Lakeland
Host Hubble Private Rooms in Southern Lakeland
House
Lakeland, FL, USA
1.9k from Lakeside Village center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Self-catering

4 Bedrooms8 Guests
9.0

Fabulous

12 reviews

$66
Average price / night
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Charming Suite In The Heart Of Lakeland
Charming Suite In The Heart Of Lakeland
Apartment
Lakeland, FL, 33803, United States
1.1k from Lakeside Village center

AC, Fitness Equipment, Free Parking, Kitchen, Microwave, Outdoor Space, Patio, TV

1 Bedroom2 Guests
9.0

Fabulous

72 reviews

$142
Average price / night
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hollingsworth lake spacious house
hollingsworth lake spacious house
House
FL, USA
2.0k from Lakeside Village center

Security/Safety, Air Conditioner, View, Fireplace/Heating, Balcony/Terrace, Parking, Internet

4 Bedrooms12 Guests
New to Booking
$54
Average price / night
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Young Place Oasis: Pool Retreat in Downtown Lkld
Young Place Oasis: Pool Retreat in Downtown Lkld
House
Lakeland, FL, 33803, United States
1.5k from Lakeside Village center

AC, Dryer, Free Parking, Heater, Internet, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$269
Average price / night
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Disney-Themed Lakeland Home Less Than 2 Mi to Lake!
Disney-Themed Lakeland Home Less Than 2 Mi to Lake!
House
Lakeside Village, Lakeland, Florida, USA
2.3k from Lakeside Village center

Internet, Wheelchair Accessible, Parking, Pet Friendly, Child Friendly

2 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$82
Average price / night
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Beachy getaway in lovely Lakeland, Fl!
Beachy getaway in lovely Lakeland, Fl!
House
Lakeland, FL, 33803, United States
1.8k from Lakeside Village center

AC, Dryer, Internet, Laundry, No Smoking, Toys, TV, Washer

3 Bedrooms10 Guests
9.8

Exceptional

6 reviews

$246
Average price / night
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Charming 3 bed Home with Heated Pool in Lakeland
Charming 3 bed Home with Heated Pool in Lakeland
House
Lakeland, FL, USA
2.4k from Lakeside Village center

View, Oceanfront, Security/Safety, Internet, Guest Services, Parking, Air Conditioner

1 Bedroom13 Guests
10.0

Exceptional

1 reviews

$348
Average price / night
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Pets welcome! Cozy Sail Away Retreat Lkld
Pets welcome! Cozy Sail Away Retreat Lkld
House
Lakeland, FL, 33803, United States
1.9k from Lakeside Village center

AC, Arcade, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
10.0

Exceptional

21 reviews

$187
Average price / night
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Comfortable Room Rentals Outlets & Kingsky Academy
Comfortable Room Rentals Outlets & Kingsky Academy
House
Lakeland, FL, USA
2.5k from Lakeside Village center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

4 Bedrooms8 Guests
8.9

Fabulous

6 reviews

$51
Average price / night
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Boulevard Hideaway  Pet-Friendly  Fenced Yard  Near Downtown Lakeland
Boulevard Hideaway Pet-Friendly Fenced Yard Near Downtown Lakeland
House
Lakeland, FL, 33803, United States
2.0k from Lakeside Village center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, Outdoor Space

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$267
Average price / night
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Hidden Ruby-Apartment with Kitchen and Laundry
Hidden Ruby-Apartment with Kitchen and Laundry
Apartment
Lakeland, FL, USA
2.7k from Lakeside Village center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family, Self-catering

1 Bedroom4 Guests
9.4

Superb

6 reviews

$119
Average price / night
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2/1 Historic family & pet friendly home
2/1 Historic family & pet friendly home
House
Lakeland, FL, 33803, United States
2.1k from Lakeside Village center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

2 Bedrooms7 Guests
8.0

Good

1 reviews

$273
Average price / night
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Hidden Emerald-Apartment with Kitchen and Laundry
Hidden Emerald-Apartment with Kitchen and Laundry
Apartment
Lakeland, FL, USA
2.7k from Lakeside Village center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family, Self-catering

1 Bedroom4 Guests
9.6

Exceptional

16 reviews

$119
Average price / night
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3-bedroom centrally-located house in charming Lakeland with AC, king bed.
3-bedroom centrally-located house in charming Lakeland with AC, king bed.
House
Lakeland, FL, 33803, United States
2.1k from Lakeside Village center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

10.0

Exceptional

3 reviews

$179
Average price / night
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Hidden Sapphire-Apartment with Kitchen and Laundry
Hidden Sapphire-Apartment with Kitchen and Laundry
Apartment
Lakeland, FL, USA
2.7k from Lakeside Village center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Self-catering

1 Bedroom4 Guests
9.9

Exceptional

16 reviews

$112
Average price / night
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Cozy In-Law Suite in South Lakeland
Cozy In-Law Suite in South Lakeland
Apartment
Lakeland, FL, 33813, United States
2.1k from Lakeside Village center

AC, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, TV

1 Bedroom2 Guests
10.0

Exceptional

30 reviews

$81
Average price / night
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Blue Door House
Blue Door House
House
FL, USA
2.8k from Lakeside Village center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
10.0

Exceptional

8 reviews

$147
Average price / night
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Home sweet home under the oaks, Large Patio, Central Location
Home sweet home under the oaks, Large Patio, Central Location
House
Lakeland, FL, 33803, United States
2.2k from Lakeside Village center

AC, Arcade, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet

4 Bedrooms8 Guests
10.0

Exceptional

28 reviews

$240
Average price / night
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blue door house grand studio
blue door house grand studio
House
FL, USA
2.8k from Lakeside Village center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom2 Guests
9.5

Superb

7 reviews

$105
Average price / night
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Stylish 4 Bedroom home with a game room
Stylish 4 Bedroom home with a game room
House
Lakeland, FL, 33803, United States
2.2k from Lakeside Village center

AC, Arcade, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms10 Guests
10.0

Exceptional

18 reviews

$192
Average price / night
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The Palm House Near Lake Hollingsworth & FSC
The Palm House Near Lake Hollingsworth & FSC
House
Lakeland, FL, USA
3.1k from Lakeside Village center

Luxury, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms8 Guests
6.0

Review score

3 reviews

$239
Average price / night
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Charming Home Close to Downtown, Fully Renovated
Charming Home Close to Downtown, Fully Renovated
House
Lakeland, FL, 33803, United States
2.2k from Lakeside Village center

AC, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms5 Guests
10.0

Exceptional

26 reviews

$141
Average price / night
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Palm Studio Apartment near Lake Hollingworth
Palm Studio Apartment near Lake Hollingworth
House
Lakeland, FL, USA
3.1k from Lakeside Village center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom2 Guests
8.0

Good

2 reviews

$122
Average price / night
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Chic & Updated 3 Bedroom Home w/ Parking
Chic & Updated 3 Bedroom Home w/ Parking
House
Lakeland, FL, 33803, United States
2.3k from Lakeside Village center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, TV

3 Bedrooms6 Guests
New to Booking
$240
Average price / night
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Affordable 2BR/1BA up to 6 ppl
Affordable 2BR/1BA up to 6 ppl
House
Lakeland, FL, 33803, United States
2.3k from Lakeside Village center

AC, Crib, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, TV

2 Bedrooms6 Guests
New to Booking
$194
Average price / night
Check Availability
Message us for Discounts! Pet & Budget Friendly
Message us for Discounts! Pet & Budget Friendly
House
Lakeland, FL, 33803, United States
2.3k from Lakeside Village center

AC, Crib, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, TV

1 Bedroom4 Guests
10.0

Exceptional

2 reviews

$120
Average price / night
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The Royal Swan - Downtown Lakeland - Sleeps 6 - Fenced in Backyard+Pet Friendly
The Royal Swan - Downtown Lakeland - Sleeps 6 - Fenced in Backyard+Pet Friendly
House
Lakeland, FL, 33803, United States
2.4k from Lakeside Village center

AC, Dryer, Heater, Internet, Laundry, Washer

2 Bedrooms6 Guests
10.0

Exceptional

7 reviews

$214
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Short-Term Rentals in Lakeside Village.

Where to stay in Lakeside Village? Best neighborhoods & areas

Lakeside Village Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 392 verified short-term rentals in Lakeside Village, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Lakeside Village vary depending on location, property size, and travel dates. Rates typically start from around $51 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Lakeside Village include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Lakeside Village, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Lakeside Village often include amenities such as Fireplace/Heating, Guest Services, and Internet, providing a comfortable and convenient stay.

Short-term rentals in Lakeside Village are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.