Vacation rentals in Highland City, FL

Best vacation rentals and Airbnb offers in Highland City, FL

10 ★ 2 reviews

Winter Haven Apt: 1 Mi to Polk State College!

Apartment, Highland City

Winter Haven Apt: 1 Mi to Polk State College! is a apartment in Highland City, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Winter Haven Apt: 1 Mi to Polk State College!

Winter Haven Apt: 1 Mi to Polk State College! is a apartment in Highland City, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $753.

From$89/night

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10 ★ 1 reviews

Stylish Lakeland Studio w/ Workspace

Apartment, Highland City

Stylish Lakeland Studio w/ Workspace is a apartment in Highland City, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Stylish Lakeland Studio w/ Workspace

Stylish Lakeland Studio w/ Workspace is a apartment in Highland City, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,049.

From$119/night

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10 ★ 1 reviews

Charming Mid-century House - Just Steps to Lake!

Cottage, Highland City

Charming Mid-century House - Just Steps to Lake! is a cottage in Highland City, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Charming Mid-century House - Just Steps to Lake!

Charming Mid-century House - Just Steps to Lake! is a cottage in Highland City, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,295.

From$139/night

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9 ★ 2 reviews

Bright Cypress Gardens Home Near Legoland!

Cottage, Highland City

Bright Cypress Gardens Home Near Legoland! is a cottage in Highland City, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Bright Cypress Gardens Home Near Legoland!

Bright Cypress Gardens Home Near Legoland! is a cottage in Highland City, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,267.

From$127/night

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Family-friendly vacation rentals in Highland City, FL

Plan a trip with stays that give families more room to spread out.

8 ★ 1 reviews

Lake Views & Private Porch: Auburndale Family Home

Cottage, Highland City

Lake Views & Private Porch: Auburndale Family Home is a cottage in Highland City, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for exploring…

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About Lake Views & Private Porch: Auburndale Family Home

Lake Views & Private Porch: Auburndale Family Home is a cottage in Highland City, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, pet friendly, and pets friendly.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,334.

From$144/night

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Lake Views & Private Porch: Auburndale Family Home

Holiday Home, Highland City

Lake Views & Private Porch: Auburndale Family Home is a holiday home in Highland City, with pet-friendly space, parking, and room for a group. This stay gives travelers a comfortable base…

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About Lake Views & Private Porch: Auburndale Family Home

Lake Views & Private Porch: Auburndale Family Home is a holiday home in Highland City, with pet-friendly space, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,288.

From$112/night

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Lakeland Home w/ Large Backyard ~ 1 Mile From Fsc!

Cottage, Highland City

Lakeland Home w/ Large Backyard ~ 1 Mile From Fsc! is a cottage in Highland City, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Lakeland Home w/ Large Backyard ~ 1 Mile From Fsc!

Lakeland Home w/ Large Backyard ~ 1 Mile From Fsc! is a cottage in Highland City, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,327.

From$143/night

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Auburndale Vacation Rental w/ Yard & Lake Views

Cottage, Highland City

Auburndale Vacation Rental w/ Yard & Lake Views is a cottage in Highland City, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Auburndale Vacation Rental w/ Yard & Lake Views

Auburndale Vacation Rental w/ Yard & Lake Views is a cottage in Highland City, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,354.

From$144/night

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Pet-friendly vacation rentals in Highland City, FL

Bring your pet along with stays that welcome four-legged travelers.

8 ★ 7 reviews

Stylish Lake home with HUGE POOL, Arcade with PS5,and Theater Just 5 min from Legoland

Holiday Home, Highland City

Stylish Lake home with HUGE POOL, Arcade with PS5,and Theater Just 5 min from Legoland is a holiday home in Highland City, with pet-friendly space and pool access. This stay gives travelers…

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About Stylish Lake home with HUGE POOL, Arcade with PS5,and Theater Just 5 min from Legoland

Stylish Lake home with HUGE POOL, Arcade with PS5,and Theater Just 5 min from Legoland is a holiday home in Highland City, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, pet friendly, and pets friendly.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,610.

From$179/night

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Southern Charm in Lakeland

Holiday Home, Highland City

Southern Charm in Lakeland is a holiday home in Highland City, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Southern Charm in Lakeland

Southern Charm in Lakeland is a holiday home in Highland City, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, parking, and paid parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,546.

From$193/night

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Park View West

Apartment, Highland City

Park View West is a apartment in Highland City, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Park View West

Park View West is a apartment in Highland City, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,403.

From$175/night

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Walk to Lake Ariana Park! Home w/ Screened Porch

Cottage, Highland City

Walk to Lake Ariana Park! Home w/ Screened Porch is a cottage in Highland City, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Walk to Lake Ariana Park! Home w/ Screened Porch

Walk to Lake Ariana Park! Home w/ Screened Porch is a cottage in Highland City, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,619.

From$175/night

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Vacation rentals with parking in Highland City, FL

Find vacation rentals that make arriving by car easier.

10 ★ 3 reviews

Hook, Line & Leisure: Lakefront Gem w/ Porch!

Cottage, Highland City

Hook, Line & Leisure: Lakefront Gem w/ Porch! is a cottage in Highland City, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Hook, Line & Leisure: Lakefront Gem w/ Porch!

Hook, Line & Leisure: Lakefront Gem w/ Porch! is a cottage in Highland City, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,779.

From$199/night

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Quiet Getaway to Tampa & Orlando

Holiday Home, Highland City

Quiet Getaway to Tampa & Orlando is a holiday home in Highland City, with parking and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Quiet Getaway to Tampa & Orlando

Quiet Getaway to Tampa & Orlando is a holiday home in Highland City, with parking and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, paid parking, and ac.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,330.

From$156/night

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Lakeland Home w/ Large Backyard ~ 1 Mile From FSC!

Holiday Home, Highland City

Lakeland Home w/ Large Backyard ~ 1 Mile From FSC! is a holiday home in Highland City, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Lakeland Home w/ Large Backyard ~ 1 Mile From FSC!

Lakeland Home w/ Large Backyard ~ 1 Mile From FSC! is a holiday home in Highland City, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, paid parking, and heating.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,280.

From$117/night

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Walk to Winter Haven Hospital: Convenient Apt

Apartment, Highland City

Walk to Winter Haven Hospital: Convenient Apt is a apartment in Highland City, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Walk to Winter Haven Hospital: Convenient Apt

Walk to Winter Haven Hospital: Convenient Apt is a apartment in Highland City, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $986.

From$96/night

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