Short-Term Rentals in Highland City, FL: Compare 10+ Sites & Save

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  4.  Florida
  5.  Lakeland - Winter Haven

  6.  Highland City

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168 Best Short-Term Rentals in Highland City (Starting from $46)

Relax in Heated Saltwater Pool Screened Lanai
Relax in Heated Saltwater Pool Screened Lanai
House
Lakeland, FL, USA
1.5k from Highland City center

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

3 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$240
Average price / night
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3/2 Beautiful Pool Home + Garage + Pet Friendly
3/2 Beautiful Pool Home + Garage + Pet Friendly
House
Lakeland, FL, 33812, United States
0.9k from Highland City center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

3 Bedrooms6 Guests
New to Booking
$245
Average price / night
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Montserrat House with Pool & Toys - Fenced in Backyard
Montserrat House with Pool & Toys - Fenced in Backyard
House
Lakeland, FL, USA
2.3k from Highland City center

Luxury, Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly

4 Bedrooms12 Guests
9.8

Exceptional

4 reviews

$320
Average price / night
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1 Bedroom 1 Bathroom room for rent in Lakeland. Close to RP Funding and downtown
1 Bedroom 1 Bathroom room for rent in Lakeland. Close to RP Funding and downtown
House
Lakeland, FL, 33812, United States
1.2k from Highland City center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

1 Bedroom1 Guest
New to Booking
$46
Average price / night
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A Peaceful Southern Getaway
A Peaceful Southern Getaway
House
Lakeland, FL, USA
3.1k from Highland City center

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

1 Bedroom2 Guests
9.5

Superb

4 reviews

$96
Average price / night
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Relax in Heated Saltwater Pool w/ Screened Lanai
Relax in Heated Saltwater Pool w/ Screened Lanai
House
Lakeland, FL, 33812, United States
1.5k from Highland City center

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

5 Bedrooms10 Guests
10.0

Exceptional

34 reviews

$256
Average price / night
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Spacious Private Family Home with Inground pool
Spacious Private Family Home with Inground pool
House
Lakeland, FL, USA
3.3k from Highland City center

Pool, Air Conditioner, Parking, Internet, Pet Friendly, Child Friendly

3 Bedrooms8 Guests
9.3

Superb

6 reviews

$135
Average price / night
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Peaceful Country Style Home.
Peaceful Country Style Home.
House
Lakeland, FL, 33813, United States
2.2k from Highland City center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

3 Bedrooms6 Guests
10.0

Exceptional

5 reviews

$122
Average price / night
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Luxury Heated Pool Home, Hot tub, King bed suite
Luxury Heated Pool Home, Hot tub, King bed suite
House
Lakeland, FL, USA
3.4k from Highland City center

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

3 Bedrooms7 Guests
New to Booking
$867
Average price / night
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Spacious 4BR with Private Pool, King Bed, Near Parks and Trails
Spacious 4BR with Private Pool, King Bed, Near Parks and Trails
House
Lakeland, FL, 33812, United States
2.3k from Highland City center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
10.0

Exceptional

10 reviews

$278
Average price / night
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Lakeland Pool home
Lakeland Pool home
House
Lakeland, FL, USA
4.8k from Highland City center

Internet, Air Conditioner, Pet Friendly, Balcony/Terrace, Security/Safety, Pool, Parking

1 Bedroom12 Guests
10.0

Exceptional

1 reviews

$279
Average price / night
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Private Pool + Fenced Yard | Family Getaway
Private Pool + Fenced Yard | Family Getaway
House
Lakeland, FL, 33812, United States
2.3k from Highland City center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Free Parking, Heater

4 Bedrooms12 Guests
9.4

Superb

26 reviews

$352
Average price / night
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Relax in Lakeland Home, Swim, Pool, Arcade LegoLand, Disney, Bush Garden
Relax in Lakeland Home, Swim, Pool, Arcade LegoLand, Disney, Bush Garden
House
Lakeland, FL, USA
4.9k from Highland City center

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

4 Bedrooms10 Guests
8.4

Very Good

7 reviews

$290
Average price / night
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Luxury home with heated pool & hottub! Close to golf, beach, & amusement parks.
Luxury home with heated pool & hottub! Close to golf, beach, & amusement parks.
House
Lakeland, FL, 33812, United States
2.4k from Highland City center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms13 Guests
10.0

Exceptional

21 reviews

$410
Average price / night
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Elegant Home with Pool, Office, Theater, and Fence
Elegant Home with Pool, Office, Theater, and Fence
House
Lakeland, FL, USA
5.0k from Highland City center

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

3 Bedrooms6 Guests
New to Booking
$491
Average price / night
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Entire home between Tampa & Orlando
Entire home between Tampa & Orlando
House
Bartow, FL, 33830, United States
2.5k from Highland City center

AC, Barbecue, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, Washer

2 Bedrooms8 Guests
New to Booking
$170
Average price / night
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Group Getaway with Deck and Yard in Lakeland!
Group Getaway with Deck and Yard in Lakeland!
House
Lakeland, FL, USA
5.2k from Highland City center

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

3 Bedrooms15 Guests
New to Booking
$208
Average price / night
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Luxury Modern Home In S Lakeland
Luxury Modern Home In S Lakeland
House
Lakeland, FL, 33812, United States
3.1k from Highland City center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$185
Average price / night
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Florida Paradise
Florida Paradise
Apartment
Lakeland, FL, USA
7.4k from Highland City center

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

1 Bedroom4 Guests
7.8

Good

9 reviews

$81
Average price / night
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Cozy 3BR / 2BA Getaway / Legoland / Winterhaven / Lakeland
Cozy 3BR / 2BA Getaway / Legoland / Winterhaven / Lakeland
House
Lakeland, FL, 33813, United States
3.2k from Highland City center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Outdoor Space, TV

3 Bedrooms8 Guests
New to Booking
$273
Average price / night
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5 Mi Circle B Bar Reserve Lakeland Getaway!
5 Mi Circle B Bar Reserve Lakeland Getaway!
House
Lakeland, FL, USA
7.6k from Highland City center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

1 Bedroom7 Guests
8.4

Very Good

11 reviews

$214
Average price / night
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Private 4BR Luxury Estate w/ Heated Pool - Family &Pet-Friendly
Private 4BR Luxury Estate w/ Heated Pool - Family &Pet-Friendly
House
Lakeland, FL, 33812, United States
3.3k from Highland City center

AC, Dryer, Heater, Laundry, No Smoking, Washer

4 Bedrooms12 Guests
10.0

Exceptional

2 reviews

$445
Average price / night
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Luxury Heated Pool Home, 85 inch TV, King bed
Luxury Heated Pool Home, 85 inch TV, King bed
House
Lakeland, FL, 33813, United States
3.6k from Highland City center

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

3 Bedrooms7 Guests
9.6

Exceptional

11 reviews

$1617
Average price / night
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Private Studio Suite
Private Studio Suite
Apartment
Lakeland, FL, 33812, United States
3.9k from Highland City center

AC, Free Parking, Heater, Internet, Microwave, Outdoor Space, TV

1 Bedroom2 Guests
10.0

Exceptional

14 reviews

$133
Average price / night
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Suite Escape in Family friendly area
Suite Escape in Family friendly area
Apartment
Lakeland, FL, 33812, United States
4.1k from Highland City center

AC, Internet, Kitchen, No Smoking, Patio

1 Bedroom3 Guests
10.0

Exceptional

1 reviews

$199
Average price / night
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Modern 3-Bedroom Family Retreat w/ Pool in South Lakeland
Modern 3-Bedroom Family Retreat w/ Pool in South Lakeland
House
lakeland, FL, 33813, United States
4.6k from Highland City center

Dryer, Fireplace, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$341
Average price / night
Check Availability
The White House+Pet Friendly
The White House+Pet Friendly
House
Lakeland, FL, 33813, United States
4.7k from Highland City center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
10.0

Exceptional

9 reviews

$336
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 Highland City.

Stay Near Highland City's Top Attractions

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Highland City Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 168 verified short-term rentals in Highland City, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Highland City vary depending on location, property size, and travel dates. Rates typically start from around $46 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Highland City 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 Highland City, 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 Highland City often include amenities such as Internet, Pet Friendly, and Fireplace/Heating, providing a comfortable and convenient stay.

Short-term rentals in Highland City 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.