Vacation rentals in Sumter County, FL

Best vacation rentals and Airbnb offers in Sumter County, FL

Bushnell Riverside Retreat w/ Hot Tub & Game Shed

Cottage, Sumter County

Bushnell Riverside Retreat w/ Hot Tub & Game Shed is a cottage in Sumter County, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

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About Bushnell Riverside Retreat w/ Hot Tub & Game Shed

Bushnell Riverside Retreat w/ Hot Tub & Game Shed is a cottage in Sumter 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 $883.

From$98/night

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Newly renovated vacation house!

Holiday Home, Sumter County

Newly renovated vacation house! is a holiday home in Sumter County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Newly renovated vacation house!

Newly renovated vacation house! is a holiday home in Sumter 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 $827.

From$118/night

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Cheryl’s Happy Place at Villages of Shady Brook

Holiday Home, Sumter County

Cheryl’s Happy Place at Villages of Shady Brook is a holiday home in Sumter County, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base…

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About Cheryl’s Happy Place at Villages of Shady Brook

Cheryl’s Happy Place at Villages of Shady Brook is a holiday home in Sumter County, with pet-friendly space, 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: pool, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $878.

From$125/night

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Terrific and brand new 3 bedroom villa in the Eastport area of the Villages!

Holiday Home, Sumter County

Terrific and brand new 3 bedroom villa in the Eastport area of the Villages! is a holiday home in Sumter County, with room for a group. This stay gives travelers a comfortable base for…

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About Terrific and brand new 3 bedroom villa in the Eastport area of the Villages!

Terrific and brand new 3 bedroom villa in the Eastport area of the Villages! is a holiday home in Sumter County, with 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, fireplace, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $880.

From$126/night

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Waterfront vacation rentals in Sumter County, FL

Discover vacation rentals close to the coast, water, and beach areas around Sumter County, FL.

Bushnell Riverside Retreat w/ Hot Tub & Game Shed

Holiday Home, Sumter County

Bushnell Riverside Retreat w/ Hot Tub & Game Shed is a holiday home in Sumter County, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

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About Bushnell Riverside Retreat w/ Hot Tub & Game Shed

Bushnell Riverside Retreat w/ Hot Tub & Game Shed is a holiday home in Sumter 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, hot tub, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $782.

From$112/night

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Riverfront Floral City Stay w/ Dock & Hot Tub!

Cottage, Sumter County

Riverfront Floral City Stay w/ Dock & Hot Tub! is a cottage in Sumter County, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Riverfront Floral City Stay w/ Dock & Hot Tub!

Riverfront Floral City Stay w/ Dock & Hot Tub! is a cottage in Sumter 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, hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,049.

From$114/night

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Unique Waterfront Stilt House on the Withlacoochee River, Fish, Kayak, Relax

Holiday Home, Sumter County

Unique Waterfront Stilt House on the Withlacoochee River, Fish, Kayak, Relax is a holiday home in Sumter County, with easy beach access, parking, and kitchen access. This stay gives…

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About Unique Waterfront Stilt House on the Withlacoochee River, Fish, Kayak, Relax

Unique Waterfront Stilt House on the Withlacoochee River, Fish, Kayak, Relax is a holiday home in Sumter County, with easy beach 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,033.

From$148/night

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The McLucas Getaway (Lake Denham)

Holiday Home, Sumter County

The McLucas Getaway (Lake Denham) is a holiday home in Sumter County, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About The McLucas Getaway (Lake Denham)

The McLucas Getaway (Lake Denham) is a holiday home in Sumter 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: pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,050.

From$150/night

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Vacation rentals with a pool in Sumter County, FL

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

Relaxation Meets Recreation

Holiday Home, Sumter County

Relaxation Meets Recreation is a holiday home in Sumter County, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Relaxation Meets Recreation

Relaxation Meets Recreation is a holiday home in Sumter 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: pool, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,045.

From$149/night

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561i Golf Cart Pool Access Garage Parking

Cottage, Sumter County

561i Golf Cart Pool Access Garage Parking is a cottage in Sumter County, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About 561i Golf Cart Pool Access Garage Parking

561i Golf Cart Pool Access Garage Parking is a cottage in Sumter 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: pool, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,535.

From$152/night

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Lively Lifestyle Villa

Villa, Sumter County

Lively Lifestyle Villa is a villa in Sumter County, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Lively Lifestyle Villa

Lively Lifestyle Villa is a villa in Sumter 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: pool, free wifi, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,099.

From$157/night

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Spacious 2BR in The Villages! Near Eastport & Pool

Holiday Home, Sumter County

Spacious 2BR in The Villages! Near Eastport & Pool is a holiday home in Sumter County, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Spacious 2BR in The Villages! Near Eastport & Pool

Spacious 2BR in The Villages! Near Eastport & Pool is a holiday home in Sumter 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: kitchen, with kitchen, parking, free parking, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,141.

From$163/night

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Vacation rentals with parking in Sumter County, FL

Find vacation rentals that make arriving by car easier.

Brand New Designer Home!- 5 minutes from East Port

Holiday Home, Sumter County

Brand New Designer Home!- 5 minutes from East Port is a holiday home in Sumter County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Brand New Designer Home!- 5 minutes from East Port

Brand New Designer Home!- 5 minutes from East Port is a holiday home in Sumter 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 $972.

From$139/night

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Old Florida home with charm and beautiful settings.

Holiday Home, Sumter County

Old Florida home with charm and beautiful settings. is a holiday home in Sumter County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Old Florida home with charm and beautiful settings.

Old Florida home with charm and beautiful settings. is a holiday home in Sumter 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 $1,022.

From$146/night

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Cozy 2BR Near Eastport Sq. & Middleton | Patio

Holiday Home, Sumter County

Cozy 2BR Near Eastport Sq. & Middleton · Patio is a holiday home in Sumter County, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Cozy 2BR Near Eastport Sq. & Middleton | Patio

Cozy 2BR Near Eastport Sq. & Middleton · Patio is a holiday home in Sumter County, with outdoor 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: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,036.

From$148/night

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Large 3 bedroom with Golf Cart!

Holiday Home, Sumter County

Large 3 bedroom with Golf Cart! is a holiday home in Sumter County, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Large 3 bedroom with Golf Cart!

Large 3 bedroom with Golf Cart! is a holiday home in Sumter 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: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,045.

From$149/night

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Pet-friendly vacation rentals in Sumter County, FL

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

Timothy’s Lanai Oasis at WellPoint – Corner Villa

Holiday Home, Sumter County

Timothy’s Lanai Oasis at WellPoint – Corner Villa is a holiday home in Sumter County, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base…

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About Timothy’s Lanai Oasis at WellPoint – Corner Villa

Timothy’s Lanai Oasis at WellPoint – Corner Villa is a holiday home in Sumter County, with pet-friendly space, 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: pool, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,006.

From$144/night

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Griffins Retreat at Moultrie Creek

Holiday Home, Sumter County

Griffins Retreat at Moultrie Creek is a holiday home in Sumter County, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Griffins Retreat at Moultrie Creek

Griffins Retreat at Moultrie Creek is a holiday home in Sumter County, with pet-friendly space, 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: pool, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,063.

From$152/night

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True haven of relaxation and fun

Villa, Sumter County

True haven of relaxation and fun is a villa in Sumter County, with pet-friendly space, pool access, and a quieter setting. This stay gives travelers a comfortable base for exploring the…

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About True haven of relaxation and fun

True haven of relaxation and fun is a villa in Sumter County, with pet-friendly space, pool 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: pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,093.

From$156/night

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Luxury Modern Home-Central FL. Pet Friendly

Holiday Home, Sumter County

Luxury Modern Home-Central FL. Pet Friendly is a holiday home in Sumter County, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Luxury Modern Home-Central FL. Pet Friendly

Luxury Modern Home-Central FL. Pet Friendly is a holiday home in Sumter 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 wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,132.

From$162/night

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Vacation rentals with a kitchen in Sumter County, FL

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

Spacious 2BR in The Villages | GolfCart | King Bed

Holiday Home, Sumter County

Spacious 2BR in The Villages · GolfCart · King Bed is a holiday home in Sumter County, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Spacious 2BR in The Villages | GolfCart | King Bed

Spacious 2BR in The Villages · GolfCart · King Bed is a holiday home in Sumter 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: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,049.

From$150/night

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Cozy Gem near Eastport (Golfcart Included)

Holiday Home, Sumter County

Cozy Gem near Eastport (Golfcart Included) is a holiday home in Sumter County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Cozy Gem near Eastport (Golfcart Included)

Cozy Gem near Eastport (Golfcart Included) is a holiday home in Sumter 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 $1,050.

From$150/night

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Welcome to our Shady Brook Retreat!

Holiday Home, Sumter County

Welcome to our Shady Brook Retreat! is a holiday home in Sumter County, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

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About Welcome to our Shady Brook Retreat!

Welcome to our Shady Brook Retreat! is a holiday home in Sumter County, with pet-friendly space, 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 wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,065.

From$152/night

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Cozy 2BR With Golfcart | 5 Mins to Eastport Sq.

Holiday Home, Sumter County

Cozy 2BR With Golfcart · 5 Mins to Eastport Sq. is a holiday home in Sumter County, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Cozy 2BR With Golfcart | 5 Mins to Eastport Sq.

Cozy 2BR With Golfcart · 5 Mins to Eastport Sq. is a holiday home in Sumter 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: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,070.

From$153/night

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