Vacation rentals in Highlands County, FL

Best vacation rentals and Airbnb offers in Highlands County, FL

Welcome to The Lake Grassy Workshop Retreat!

Cottage, Highlands County

Welcome to The Lake Grassy Workshop Retreat! is a cottage in Highlands County, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Welcome to The Lake Grassy Workshop Retreat!

Welcome to The Lake Grassy Workshop Retreat! is a cottage in Highlands County, with pet-friendly space, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $718.

From$103/night

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Priced right cottage

Cottage, Highlands County

Priced right cottage is a cottage in Highlands County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Priced right cottage

Priced right cottage is a cottage in Highlands County, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $753.

From$108/night

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Lake Placid Home Boat Parking and Clubhouse Access

Holiday Home, Highlands County

Lake Placid Home Boat Parking and Clubhouse Access is a holiday home in Highlands County, with pool access and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Lake Placid Home Boat Parking and Clubhouse Access

Lake Placid Home Boat Parking and Clubhouse Access is a holiday home in Highlands County, with pool access 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, pool, free wifi, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $954.

From$109/night

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Charming 2-Bedroom Retreat in Florida's \"Best-Kept Secret\"

Holiday Home, Highlands County

Charming 2-Bedroom Retreat in Florida's \"Best-Kept Secret\" is a holiday home in Highlands County, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Charming 2-Bedroom Retreat in Florida's \"Best-Kept Secret\"

Charming 2-Bedroom Retreat in Florida's \"Best-Kept Secret\" is a holiday home in Highlands County, with parking, kitchen access, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $823.

From$118/night

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Vacation rentals with a pool in Highlands County, FL

Add a pool to the search when you want an easy place to cool off between outings.

Screened Patio & Grill at Sebring Resort Community

Villa, Highlands County

Screened Patio & Grill at Sebring Resort Community is a villa in Highlands County, with pool access, outdoor space, and parking. This stay gives travelers a comfortable base for exploring…

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About Screened Patio & Grill at Sebring Resort Community

Screened Patio & Grill at Sebring Resort Community is a villa in Highlands County, with pool access, outdoor 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, pool, free wifi, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $998.

From$89/night

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Screened Porch + Pool Access: Cozy Sebring Condo

Holiday Home, Highlands County

Screened Porch + Pool Access: Cozy Sebring Condo is a holiday home in Highlands County, with pool access and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Screened Porch + Pool Access: Cozy Sebring Condo

Screened Porch + Pool Access: Cozy Sebring Condo is a holiday home in Highlands County, with pool access 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, pool, free wifi, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,040.

From$95/night

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Screened Patio & Grill at Sebring Resort Community

Villa, Highlands County

Screened Patio & Grill at Sebring Resort Community is a villa in Highlands County, with pool access, outdoor space, and kitchen access. This stay gives travelers a comfortable base for…

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About Screened Patio & Grill at Sebring Resort Community

Screened Patio & Grill at Sebring Resort Community is a villa in Highlands County, with pool access, outdoor 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, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $919.

From$114/night

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Lake Placid Home Boat Parking and Clubhouse Access by RedAwning

Holiday Home, Highlands County

Lake Placid Home Boat Parking and Clubhouse Access by RedAwning is a holiday home in Highlands County, with pool access, parking, and kitchen access. This stay gives travelers a comfortable…

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About Lake Placid Home Boat Parking and Clubhouse Access by RedAwning

Lake Placid Home Boat Parking and Clubhouse Access by RedAwning is a holiday home in Highlands County, with pool access, 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, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,058.

From$119/night

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Vacation rentals with parking in Highlands County, FL

Find vacation rentals that make arriving by car easier.

Quiet Home With Lake Access

Holiday Home, Highlands County

Quiet Home With Lake Access is a holiday home in Highlands County, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area,…

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About Quiet Home With Lake Access

Quiet Home With Lake Access is a holiday home in Highlands County, with parking, kitchen access, 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, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $711.

From$102/night

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Beautiful Home across the street from Lake June!

Holiday Home, Highlands County

Beautiful Home across the street from Lake June! is a holiday home in Highlands County, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Beautiful Home across the street from Lake June!

Beautiful Home across the street from Lake June! is a holiday home in Highlands County, 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 ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,096.

From$119/night

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15 to 20 min from the Sebring Race

Holiday Home, Highlands County

15 to 20 min from the Sebring Race is a holiday home in Highlands County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About 15 to 20 min from the Sebring Race

15 to 20 min from the Sebring Race is a holiday home in Highlands County, 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: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $842.

From$120/night

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Cabin on Lake Henry w/ canal access to Lake June next to Jaxson's

Holiday Home, Highlands County

Cabin on Lake Henry w/ canal access to Lake June next to Jaxson's is a holiday home in Highlands County, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Cabin on Lake Henry w/ canal access to Lake June next to Jaxson's

Cabin on Lake Henry w/ canal access to Lake June next to Jaxson's is a holiday home in Highlands County, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,115.

From$159/night

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Pet-friendly vacation rentals in Highlands County, FL

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

Sunny Canal-view Villa w/ Lanai in Sebring!

Villa, Highlands County

Sunny Canal-view Villa w/ Lanai in Sebring! is a villa in Highlands County, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area,…

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About Sunny Canal-view Villa w/ Lanai in Sebring!

Sunny Canal-view Villa w/ Lanai in Sebring! is a villa in Highlands County, 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: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $969.

From$90/night

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El Palacio de la Pesca

Holiday Home, Highlands County

El Palacio de la Pesca is a holiday home in Highlands County, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About El Palacio de la Pesca

El Palacio de la Pesca is a holiday home in Highlands County, with pet-friendly space, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $722.

From$103/night

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3 Bedroom House - Lake Clay Dream Away Half Acre - Fun and Cozy - Waterfront

Holiday Home, Highlands County

3 Bedroom House - Lake Clay Dream Away Half Acre - Fun and Cozy - Waterfront is a holiday home in Highlands County, with pet-friendly space, easy beach access, and parking. This stay gives…

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About 3 Bedroom House - Lake Clay Dream Away Half Acre - Fun and Cozy - Waterfront

3 Bedroom House - Lake Clay Dream Away Half Acre - Fun and Cozy - Waterfront is a holiday home in Highlands County, with pet-friendly space, easy beach access, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,295.

From$185/night

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QUAINT HOME WITH VIEW OF LAKE CLAY ACROSS THE STREET FROM BOAT LAUNCH/DOCK

Holiday Home, Highlands County

QUAINT HOME WITH VIEW OF LAKE CLAY ACROSS THE STREET FROM BOAT LAUNCH/DOCK is a holiday home in Highlands County, with pet-friendly space and kitchen access. This stay gives travelers a…

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About QUAINT HOME WITH VIEW OF LAKE CLAY ACROSS THE STREET FROM BOAT LAUNCH/DOCK

QUAINT HOME WITH VIEW OF LAKE CLAY ACROSS THE STREET FROM BOAT LAUNCH/DOCK is a holiday home in Highlands County, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,301.

From$186/night

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Vacation rentals with a kitchen in Highlands County, FL

Compare stays with kitchen access for longer trips and easier meals.

Screened Porch + Pool Access: Cozy Sebring Condo

Apartment, Highlands County

Screened Porch + Pool Access: Cozy Sebring Condo is a apartment in Highlands County, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Screened Porch + Pool Access: Cozy Sebring Condo

Screened Porch + Pool Access: Cozy Sebring Condo is a apartment in Highlands County, with pool access 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, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,076.

From$120/night

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Beautiful Lakefront Townhouse with Pool

Holiday Home, Highlands County

Beautiful Lakefront Townhouse with Pool is a holiday home in Highlands County, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Beautiful Lakefront Townhouse with Pool

Beautiful Lakefront Townhouse with Pool is a holiday home in Highlands County, with pool access 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, pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,025.

From$146/night

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Lakefront getaway with white sand, clear water, gorgeous sunsets

Holiday Home, Highlands County

Lakefront getaway with white sand, clear water, gorgeous sunsets is a holiday home in Highlands County, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Lakefront getaway with white sand, clear water, gorgeous sunsets

Lakefront getaway with white sand, clear water, gorgeous sunsets is a holiday home in Highlands County, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,263.

From$180/night

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Lake Clay Canal Escape • Porch • Close to Downtown

Holiday Home, Highlands County

Lake Clay Canal Escape · Porch · Close to Downtown is a holiday home in Highlands County, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Lake Clay Canal Escape • Porch • Close to Downtown

Lake Clay Canal Escape · Porch · Close to Downtown is a holiday home in Highlands County, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,529.

From$218/night

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Family-friendly vacation rentals in Highlands County, FL

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

2 bedroom 2 bath single family home in Lake Placid FL. Located in Placid lakes

Holiday Home, Highlands County

2 bedroom 2 bath single family home in Lake Placid FL. Located in Placid lakes is a holiday home in Highlands County, with pet-friendly space, kitchen access, and room for a group. This…

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About 2 bedroom 2 bath single family home in Lake Placid FL. Located in Placid lakes

2 bedroom 2 bath single family home in Lake Placid FL. Located in Placid lakes is a holiday home in Highlands County, with pet-friendly space, kitchen access, 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 kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $935.

From$134/night

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Perfect slice of peace and quiet by<br>

Holiday Home, Highlands County

Perfect slice of peace and quiet by<br> is a holiday home in Highlands County, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base…

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About Perfect slice of peace and quiet by<br>

Perfect slice of peace and quiet by<br> is a holiday home in Highlands County, with pet-friendly space, kitchen access, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,061.

From$152/night

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Relaxing Winter Retreat, w/dock. Fishing, wildlife, hunting, SNOWBIRDS WELCOMED.

Cottage, Highlands County

Relaxing Winter Retreat, w/dock. Fishing, wildlife, hunting, SNOWBIRDS WELCOMED. is a cottage in Highlands County, with parking and a quieter setting. This stay gives travelers a…

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About Relaxing Winter Retreat, w/dock. Fishing, wildlife, hunting, SNOWBIRDS WELCOMED.

Relaxing Winter Retreat, w/dock. Fishing, wildlife, hunting, SNOWBIRDS WELCOMED. is a cottage in Highlands County, 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, parking, free parking, fireplace, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,061.

From$152/night

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Cozy canal front home. Minutes from Sebring International Raceway.

Holiday Home, Highlands County

Cozy canal front home. Minutes from Sebring International Raceway. is a holiday home in Highlands County, with kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Cozy canal front home. Minutes from Sebring International Raceway.

Cozy canal front home. Minutes from Sebring International Raceway. is a holiday home in Highlands County, with 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 kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,143.

From$163/night

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