Vacation rentals in Longwood, FL

34 available vacation rental offers

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Best vacation rentals and Airbnb offers in Longwood, FL

Sandford Vacation Rental Near Airport & Lake! - Longwood, FL
10 ★ 2 reviews

Sandford Vacation Rental Near Airport & Lake!

Cottage, Longwood

Sandford Vacation Rental Near Airport & Lake! is a cottage in Longwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Sandford Vacation Rental Near Airport & Lake!

Sandford Vacation Rental Near Airport & Lake! is a cottage in Longwood, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,265.

From$122/night
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Condo w/ Pool & Beach Access Near Theme Park - Longwood, FL
10 ★ 2 reviews

Condo w/ Pool & Beach Access Near Theme Park

Apartment, Longwood

Condo w/ Pool & Beach Access Near Theme Park is a apartment in Longwood, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Condo w/ Pool & Beach Access Near Theme Park

Condo w/ Pool & Beach Access Near Theme Park is a apartment in Longwood, with pool access, easy beach 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, hot tub, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,250.

From$131/night
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Lake Marion Apt w/ Canoe in Altamonte Springs! - Longwood, FL
10 ★ 1 reviews

Lake Marion Apt w/ Canoe in Altamonte Springs!

Cottage, Longwood

Lake Marion Apt w/ Canoe in Altamonte Springs! is a cottage in Longwood, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Lake Marion Apt w/ Canoe in Altamonte Springs!

Lake Marion Apt w/ Canoe in Altamonte Springs! is a cottage in Longwood, 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 washer.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,016.

From$120/night
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The Tiny Cottage in The Springs - Longwood, FL
9.8 ★ 26 reviews

The Tiny Cottage in The Springs

B & B, Longwood

The Tiny Cottage in The Springs is a b & b in Longwood, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About The Tiny Cottage in The Springs

The Tiny Cottage in The Springs is a b & b in Longwood, 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, free parking, and fireplace.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,664.

From$142/night
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Family-friendly vacation rentals in Longwood, FL

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

Near Kayak Launch: Riverfront Home in Sanford! - Longwood, FL
10 ★ 1 reviews

Near Kayak Launch: Riverfront Home in Sanford!

Cottage, Longwood

Near Kayak Launch: Riverfront Home in Sanford! is a cottage in Longwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Near Kayak Launch: Riverfront Home in Sanford!

Near Kayak Launch: Riverfront Home in Sanford! is a cottage in Longwood, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,827.

From$212/night
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Spacious Central Florida Home: Family Friendly! - Longwood, FL

Spacious Central Florida Home: Family Friendly!

Holiday Home, Longwood

Spacious Central Florida Home: Family Friendly! is a holiday home in Longwood, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Spacious Central Florida Home: Family Friendly!

Spacious Central Florida Home: Family Friendly! is a holiday home in Longwood, with 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, parking, paid parking, and heating.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,028.

From$198/night
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~ 9 Mi to Universal: Orlando Retreat w/ Sun Porch! - Longwood, FL

~ 9 Mi to Universal: Orlando Retreat w/ Sun Porch!

Cottage, Longwood

~ 9 Mi to Universal: Orlando Retreat w/ Sun Porch! is a cottage in Longwood, with kitchen access and a quieter setting. This stay gives travelers a comfortable base for exploring the area,…

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About ~ 9 Mi to Universal: Orlando Retreat w/ Sun Porch!

~ 9 Mi to Universal: Orlando Retreat w/ Sun Porch! is a cottage in Longwood, with 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, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,233.

From$126/night
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Pet-friendly Apopka Home: 30 Mi to Wdw! - Longwood, FL

Pet-friendly Apopka Home: 30 Mi to Wdw!

Cottage, Longwood

Pet-friendly Apopka Home: 30 Mi to Wdw! is a cottage in Longwood, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Pet-friendly Apopka Home: 30 Mi to Wdw!

Pet-friendly Apopka Home: 30 Mi to Wdw! is a cottage in Longwood, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,341.

From$144/night
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Pet-friendly vacation rentals in Longwood, FL

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

3brdrm home near Downtown Orlando and Winterpark - Longwood, FL

3brdrm home near Downtown Orlando and Winterpark

Holiday Home, Longwood

3brdrm home near Downtown Orlando and Winterpark is a holiday home in Longwood, with pet-friendly space, parking, and room for a group. This stay gives travelers a comfortable base for…

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About 3brdrm home near Downtown Orlando and Winterpark

3brdrm home near Downtown Orlando and Winterpark is a holiday home in Longwood, 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 wifi, pet friendly, pets friendly, parking, and paid parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,435.

From$151/night
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Resort Like house, 4 bedrooms, 3 bathrooms - Longwood, FL

Resort Like house, 4 bedrooms, 3 bathrooms

Holiday Home, Longwood

Resort Like house, 4 bedrooms, 3 bathrooms is a holiday home in Longwood, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Resort Like house, 4 bedrooms, 3 bathrooms

Resort Like house, 4 bedrooms, 3 bathrooms is a holiday home in Longwood, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,613.

From$298/night
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Pet-Friendly Apopka Home: 30 Mi to WDW! - Longwood, FL

Pet-Friendly Apopka Home: 30 Mi to WDW!

Holiday Home, Longwood

Pet-Friendly Apopka Home: 30 Mi to WDW! is a holiday home in Longwood, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Pet-Friendly Apopka Home: 30 Mi to WDW!

Pet-Friendly Apopka Home: 30 Mi to WDW! is a holiday home in Longwood, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,295.

From$112/night
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Spacious and relaxing Home - Longwood, Florida - Longwood, FL

Spacious and relaxing Home - Longwood, Florida

Holiday Home, Longwood

Spacious and relaxing Home - Longwood, Florida is a holiday home in Longwood, with pet-friendly space, parking, and a quieter setting. This stay gives travelers a comfortable base for…

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About Spacious and relaxing Home - Longwood, Florida

Spacious and relaxing Home - Longwood, Florida is a holiday home in Longwood, with pet-friendly space, 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, pet friendly, pets friendly, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,852.

From$327/night
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Vacation rentals with a pool in Longwood, FL

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

Near Parks & Lakes: Sorrento Home w/ Pool & Yard! - Longwood, FL
10 ★ 1 reviews

Near Parks & Lakes: Sorrento Home w/ Pool & Yard!

Cottage, Longwood

Near Parks & Lakes: Sorrento Home w/ Pool & Yard! is a cottage in Longwood, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area,…

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About Near Parks & Lakes: Sorrento Home w/ Pool & Yard!

Near Parks & Lakes: Sorrento Home w/ Pool & Yard! is a cottage in Longwood, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,147.

From$372/night
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Walk to Lake: Stunning Central Florida Home! - Longwood, FL

Walk to Lake: Stunning Central Florida Home!

Villa, Longwood

Walk to Lake: Stunning Central Florida Home! is a villa in Longwood, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Walk to Lake: Stunning Central Florida Home!

Walk to Lake: Stunning Central Florida Home! is a villa in Longwood, with 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, hot tub, and free wifi.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,261.

From$352/night
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Altamonte-4 bed - Longwood, FL

Altamonte-4 bed

Holiday Home, Longwood

Altamonte-4 bed is a holiday home in Longwood, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Altamonte-4 bed

Altamonte-4 bed is a holiday home in Longwood, 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, parking, onsite parking, and washer.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,279.

From$268/night
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Walk to Lake: Stunning Central Florida Home! - Longwood, FL

Walk to Lake: Stunning Central Florida Home!

Villa, Longwood

Walk to Lake: Stunning Central Florida Home! is a villa in Longwood, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Walk to Lake: Stunning Central Florida Home!

Walk to Lake: Stunning Central Florida Home! is a villa in Longwood, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,390.

From$394/night
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Vacation rentals with parking in Longwood, FL

Find vacation rentals that make arriving by car easier.

The Farm House - Longwood, FL

The Farm House

Holiday Home, Longwood

The Farm House is a holiday home in Longwood, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About The Farm House

The Farm House is a holiday home in Longwood, 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 wifi, parking, paid parking, ac, and air conditioning.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,953.

From$213/night
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The Piano House - Longwood, FL

The Piano House

Villa, Longwood

The Piano House is a villa in Longwood, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

Read more

About The Piano House

The Piano House is a villa in Longwood, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,709.

From$192/night
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~ 9 Mi to Universal: Orlando Retreat w/ Sun Porch! - Longwood, FL

~ 9 Mi to Universal: Orlando Retreat w/ Sun Porch!

Holiday Home, Longwood

~ 9 Mi to Universal: Orlando Retreat w/ Sun Porch! is a holiday home in Longwood, with parking and a quieter setting. This stay gives travelers a comfortable base for exploring the area,…

Read more

About ~ 9 Mi to Universal: Orlando Retreat w/ Sun Porch!

~ 9 Mi to Universal: Orlando Retreat w/ Sun Porch! is a holiday home in Longwood, 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 heating.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,193.

From$101/night
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Near Kayak Launch: Riverfront Home in Sanford! - Longwood, FL

Near Kayak Launch: Riverfront Home in Sanford!

Holiday Home, Longwood

Near Kayak Launch: Riverfront Home in Sanford! is a holiday home in Longwood, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

Read more

About Near Kayak Launch: Riverfront Home in Sanford!

Near Kayak Launch: Riverfront Home in Sanford! is a holiday home in Longwood, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,758.

From$177/night
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Vacation rentals with a kitchen in Longwood, FL

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

Best of Both Worlds Lakehouse - Longwood, FL

Best of Both Worlds Lakehouse

Holiday Home, Longwood

Best of Both Worlds Lakehouse is a holiday home in Longwood, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Best of Both Worlds Lakehouse

Best of Both Worlds Lakehouse is a holiday home in Longwood, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,846.

From$461/night
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Spacious Central Florida Home: Family Friendly! - Longwood, FL

Spacious Central Florida Home: Family Friendly!

Cottage, Longwood

Spacious Central Florida Home: Family Friendly! is a cottage in Longwood, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Spacious Central Florida Home: Family Friendly!

Spacious Central Florida Home: Family Friendly! is a cottage in Longwood, with 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, kitchen, with kitchen, and washer.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,109.

From$234/night
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Private Outdoor Oasis w/ Pool: Home in Longwood! - Longwood, FL

Private Outdoor Oasis w/ Pool: Home in Longwood!

Cottage, Longwood

Private Outdoor Oasis w/ Pool: Home in Longwood! is a cottage in Longwood, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Private Outdoor Oasis w/ Pool: Home in Longwood!

Private Outdoor Oasis w/ Pool: Home in Longwood! is a cottage in Longwood, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,439.

From$395/night
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Other places to stay in Longwood, FL

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