Vacation rentals in Maitland, FL

Best vacation rentals and Airbnb offers in Maitland, FL

10 ★ 26 reviews

3bdrm Fruit Tree Home near downtown Orlando

Holiday Home, Maitland

3bdrm Fruit Tree Home near downtown Orlando is a holiday home in Maitland, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About 3bdrm Fruit Tree Home near downtown Orlando

3bdrm Fruit Tree Home near downtown Orlando is a holiday home in Maitland, 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 $1,331.

From$138/night

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10 ★ 2 reviews

Sandford Vacation Rental Near Airport & Lake!

Cottage, Maitland

Sandford Vacation Rental Near Airport & Lake! is a cottage in Maitland, 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 Maitland, 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 $1,265.

From$122/night

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10 ★ 1 reviews

Lake Marion Apt w/ Canoe in Altamonte Springs!

Cottage, Maitland

Lake Marion Apt w/ Canoe in Altamonte Springs! is a cottage in Maitland, 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 Maitland, 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, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,016.

From$120/night

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8 ★ 2 reviews

Landing Furnished Apartments - Maitland

Apartment, Maitland

Landing Furnished Apartments - Maitland is a apartment in Maitland, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Landing Furnished Apartments - Maitland

Landing Furnished Apartments - Maitland is a apartment in Maitland, 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, Oct 3 - Sat, Oct 10 · 7 nights · total from $906.

From$92/night

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Family-friendly vacation rentals in Maitland, FL

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

10 ★ 1 reviews

Apopka Single-story Home w/ Private Lanai + Pool!

Cottage, Maitland

Apopka Single-story Home w/ Private Lanai + Pool! is a cottage in Maitland, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Apopka Single-story Home w/ Private Lanai + Pool!

Apopka Single-story Home w/ Private Lanai + Pool! is a cottage in Maitland, 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, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,198.

From$218/night

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Lakefront Sanford Home w/ Community Pool

Cottage, Maitland

Lakefront Sanford Home w/ Community Pool is a cottage in Maitland, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Lakefront Sanford Home w/ Community Pool

Lakefront Sanford Home w/ Community Pool is a cottage in Maitland, 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, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,115.

From$116/night

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

Cottage, Maitland

~ 9 Mi to Universal: Orlando Retreat w/ Sun Porch! is a cottage in Maitland, 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 Maitland, 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, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,233.

From$126/night

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Pet-friendly Apopka Home: 30 Mi to Wdw!

Cottage, Maitland

Pet-friendly Apopka Home: 30 Mi to Wdw! is a cottage in Maitland, 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 Maitland, 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 $1,341.

From$144/night

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Pet-friendly vacation rentals in Maitland, FL

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

Orlando Vacational Apartment 3919

Apartment, Maitland

Orlando Vacational Apartment 3919 is a apartment in Maitland, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Orlando Vacational Apartment 3919

Orlando Vacational Apartment 3919 is a apartment in Maitland, 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, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,068.

From$118/night

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Pet-Friendly Apopka Home: 30 Mi to WDW!

Holiday Home, Maitland

Pet-Friendly Apopka Home: 30 Mi to WDW! is a holiday home in Maitland, 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 Maitland, 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 $1,295.

From$112/night

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3919 Orlando Vacational Apartment

Apartment, Maitland

3919 Orlando Vacational Apartment is a apartment in Maitland, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About 3919 Orlando Vacational Apartment

3919 Orlando Vacational Apartment is a apartment in Maitland, 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, kitchen, with kitchen, and gym.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,016.

From$110/night

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Vacational Apartment at Orlando 3608

Apartment, Maitland

Vacational Apartment at Orlando 3608 is a apartment in Maitland, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Vacational Apartment at Orlando 3608

Vacational Apartment at Orlando 3608 is a apartment in Maitland, with pet-friendly space, 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, pet friendly, pets friendly, parking, and free parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $940.

From$111/night

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Vacation rentals with a pool in Maitland, FL

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

3648 Orlando Vacational Apartment

Apartment, Maitland

3648 Orlando Vacational Apartment is a apartment in Maitland, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About 3648 Orlando Vacational Apartment

3648 Orlando Vacational Apartment is a apartment in Maitland, 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, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,158.

From$128/night

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3697 Orlando Vacational Apartment

Apartment, Maitland

3697 Orlando Vacational Apartment is a apartment in Maitland, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About 3697 Orlando Vacational Apartment

3697 Orlando Vacational Apartment is a apartment in Maitland, 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, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,100.

From$121/night

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Apopka Single-Story Home w/ Private Lanai + Pool!

Holiday Home, Maitland

Apopka Single-Story Home w/ Private Lanai + Pool! is a holiday home in Maitland, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Apopka Single-Story Home w/ Private Lanai + Pool!

Apopka Single-Story Home w/ Private Lanai + Pool! is a holiday home in Maitland, 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, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,117.

From$183/night

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Landing Apartments near South Apopka, FL

Apartment, Maitland

Landing Apartments near South Apopka, FL is a apartment in Maitland, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Landing Apartments near South Apopka, FL

Landing Apartments near South Apopka, FL is a apartment in Maitland, 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: free cancellation, pool, pet friendly, pets friendly, and kitchen.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,039.

From$112/night

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Vacation rentals with parking in Maitland, FL

Find vacation rentals that make arriving by car easier.

Sandford Vacation Rental Near Airport & Lake!

Holiday Home, Maitland

Sandford Vacation Rental Near Airport & Lake! is a holiday home in Maitland, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Sandford Vacation Rental Near Airport & Lake!

Sandford Vacation Rental Near Airport & Lake! is a holiday home in Maitland, 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 $1,222.

From$91/night

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Flint and Kingscrest, LLC - Private Rooms in Shared Home

Holiday Home, Maitland

Flint and Kingscrest, LLC - Private Rooms in Shared Home is a holiday home in Maitland, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Flint and Kingscrest, LLC - Private Rooms in Shared Home

Flint and Kingscrest, LLC - Private Rooms in Shared Home is a holiday home in Maitland, 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, parking, onsite parking, washer, and internet.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $845.

From$96/night

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Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly

Apartment, Maitland

Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly is a apartment in Maitland, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base…

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About Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly

Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly is a apartment in Maitland, with pet-friendly space, 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, pet friendly, pets friendly, and parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,409.

From$157/night

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Luxury House - Sleeps 8 Golf Disney Family Fun

Holiday Home, Maitland

Luxury House - Sleeps 8 Golf Disney Family Fun is a holiday home in Maitland, with pool access, parking, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Luxury House - Sleeps 8 Golf Disney Family Fun

Luxury House - Sleeps 8 Golf Disney Family Fun is a holiday home in Maitland, with pool access, 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: pool, free wifi, parking, and free parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,823.

From$187/night

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Vacation rentals with a kitchen in Maitland, FL

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

Modern Family Retreat Near Orlando Attractions

Cottage, Maitland

Modern Family Retreat Near Orlando Attractions is a cottage in Maitland, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Modern Family Retreat Near Orlando Attractions

Modern Family Retreat Near Orlando Attractions is a cottage in Maitland, 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, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,700.

From$188/night

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Landing Furnished Apartments near Lake Apopka

Apartment, Maitland

Landing Furnished Apartments near Lake Apopka is a apartment in Maitland, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for…

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About Landing Furnished Apartments near Lake Apopka

Landing Furnished Apartments near Lake Apopka is a apartment in Maitland, 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: free cancellation, pool, pet friendly, pets friendly, and kitchen.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,713.

From$197/night

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Theme Park Base! Suburban Home 14 Mi to Universal

Cottage, Maitland

Theme Park Base! Suburban Home 14 Mi to Universal is a cottage in Maitland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Theme Park Base! Suburban Home 14 Mi to Universal

Theme Park Base! Suburban Home 14 Mi to Universal is a cottage in Maitland, 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 $2,014.

From$212/night

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Spacious Central Florida Home: Family Friendly!

Cottage, Maitland

Spacious Central Florida Home: Family Friendly! is a cottage in Maitland, 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 Maitland, 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, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,109.

From$234/night

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