Vacation rentals in Maitland, FL

Best Vacation rentals and Airbnb offers in Maitland, FL

Charming 1-bedroom house in Casselberry

Holiday Home, Maitland

Charming 1-bedroom house in Casselberry is a holiday home in Maitland, with room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Charming 1-bedroom house in Casselberry

Charming 1-bedroom house in Casselberry is a holiday home in Maitland, 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, ac, air conditioning, internet, and hair dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $536.

From$55/night

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MainStay Suites Orlando Altamonte Springs

Homestay, Maitland

MainStay Suites Orlando Altamonte Springs is a homestay 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 MainStay Suites Orlando Altamonte Springs

MainStay Suites Orlando Altamonte Springs is a homestay 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $482.

From$59/night

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Virbo Host Website is not working for me. Do not book this property. Thank you

Apartment, Maitland

Virbo Host Website is not working for me. Do not book this property. Thank you is a apartment in Maitland. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Virbo Host Website is not working for me. Do not book this property. Thank you

Virbo Host Website is not working for me. Do not book this property. Thank you is a apartment in Maitland. 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, ac, air conditioning, heating, and internet.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $551.

From$60/night

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Altamonte Luxury Studio: Shops, Parks

Apartment, Maitland

Altamonte Luxury Studio: Shops, Parks is a apartment in Maitland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Altamonte Luxury Studio: Shops, Parks

Altamonte Luxury Studio: Shops, Parks is a apartment 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $671.

From$64/night

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Browse 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.

Lake Front Suite -Close to all Attractions

Holiday Home, Maitland

Lake Front Suite -Close to all Attractions is a holiday home in Maitland, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Lake Front Suite -Close to all Attractions

Lake Front Suite -Close to all Attractions is a holiday home 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $805.

From$89/night

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Comfortable Guest Suite in Altamonte Springs - Large Pool

Guest House, Maitland

Comfortable Guest Suite in Altamonte Springs - Large Pool is a guest house in Maitland, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Comfortable Guest Suite in Altamonte Springs - Large Pool

Comfortable Guest Suite in Altamonte Springs - Large Pool is a guest house 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $936.

From$97/night

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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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,047.

From$110/night

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Charming and Cozy home in Altamonte Springs

Holiday Home, Maitland

Charming and Cozy home in Altamonte Springs is a holiday home in Maitland, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for…

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About Charming and Cozy home in Altamonte Springs

Charming and Cozy home in Altamonte Springs is a holiday home 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: pool, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,406.

From$142/night

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Best Maitland, FL vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Love Nest Studio nearby highways and Airport

Guest House, Maitland

Love Nest Studio nearby highways and Airport is a guest house in Maitland, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Love Nest Studio nearby highways and Airport

Love Nest Studio nearby highways and Airport is a guest house 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, free parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $453.

From$50/night

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Happy Home

Homestay, Maitland

Happy Home is a homestay 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.

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About Happy Home

Happy Home is a homestay 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 wifi, parking, free parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $591.

From$51/night

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Lake Marion Apt w/ Canoe in Altamonte Springs!

Apartment, Maitland

Lake Marion Apt w/ Canoe in Altamonte Springs! is a apartment in Maitland, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Lake Marion Apt w/ Canoe in Altamonte Springs!

Lake Marion Apt w/ Canoe in Altamonte Springs! is a apartment 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 wifi, parking, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $908.

From$86/night

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Quiet 2 bedroom Suite, close to Advent Health Hospitals and downtown Orlando

Holiday Home, Maitland

Quiet 2 bedroom Suite, close to Advent Health Hospitals and downtown Orlando is a holiday home in Maitland, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Quiet 2 bedroom Suite, close to Advent Health Hospitals and downtown Orlando

Quiet 2 bedroom Suite, close to Advent Health Hospitals and downtown Orlando is a holiday home in Maitland, 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 ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $995.

From$111/night

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Best Pet-Friendly Vacation Rentals in Maitland, FL

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

Orlando CP Duplex. Pet Friendly. Near DT & WP ‼️

Holiday Home, Maitland

Orlando CP Duplex. Pet Friendly. Near DT & WP ‼️ is a holiday home in Maitland, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Orlando CP Duplex. Pet Friendly. Near DT & WP ‼️

Orlando CP Duplex. Pet Friendly. Near DT & WP ‼️ is a holiday home in Maitland, 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 $831.

From$84/night

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Spacious half 1/1 duplex in amazing location!

Holiday Home, Maitland

Spacious half 1/1 duplex in amazing location! is a holiday home in Maitland, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Spacious half 1/1 duplex in amazing location!

Spacious half 1/1 duplex in amazing location! is a holiday home in Maitland, 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 $839.

From$90/night

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Peaceful Private Gated Patio Walk to Mall Publix

Holiday Home, Maitland

Peaceful Private Gated Patio Walk to Mall Publix is a holiday home in Maitland, with pet-friendly space and outdoor space. This stay gives travelers a comfortable base for exploring the…

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About Peaceful Private Gated Patio Walk to Mall Publix

Peaceful Private Gated Patio Walk to Mall Publix is a holiday home in Maitland, with pet-friendly space and outdoor space. 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 gym.

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

From$92/night

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Sleek, Spacious & Central – Your Ideal Getaway

Holiday Home, Maitland

Sleek, Spacious & Central – Your Ideal Getaway is a holiday home in Maitland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Sleek, Spacious & Central – Your Ideal Getaway

Sleek, Spacious & Central – Your Ideal Getaway is a holiday home 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 wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $923.

From$98/night

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Best Maitland, FL vacation rentals with a kitchen

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

Landing | Amazing 1BD, Clubhouse, Gym

Apartment, Maitland

Landing · Amazing 1BD, Clubhouse, Gym is a apartment in Maitland, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Landing | Amazing 1BD, Clubhouse, Gym

Landing · Amazing 1BD, Clubhouse, Gym is a apartment 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, kitchen, with kitchen, washer, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,012.

From$100/night

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Landing | Beautiful 1BD, Gym, Clubhouse

Apartment, Maitland

Landing · Beautiful 1BD, Gym, Clubhouse is a apartment in Maitland, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Landing | Beautiful 1BD, Gym, Clubhouse

Landing · Beautiful 1BD, Gym, Clubhouse is a apartment 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, kitchen, with kitchen, washer, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $999.

From$100/night

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Landing | Stylish 1BD, Gym, Clubhouse

Apartment, Maitland

Landing · Stylish 1BD, Gym, Clubhouse is a apartment in Maitland, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Landing | Stylish 1BD, Gym, Clubhouse

Landing · Stylish 1BD, Gym, Clubhouse is a apartment 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, kitchen, with kitchen, washer, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,012.

From$100/night

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Charming College pk Duplex @Lake Fairview Sleeps 8

Holiday Home, Maitland

Charming College pk Duplex @Lake Fairview Sleeps 8 is a holiday home in Maitland, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Charming College pk Duplex @Lake Fairview Sleeps 8

Charming College pk Duplex @Lake Fairview Sleeps 8 is a holiday home in Maitland, 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 $1,052.

From$109/night

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Our Favorite Family-Friendly Vacation Rentals in Maitland, FL

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

Tiny Hidden Cottage

Cottage, Maitland

Tiny Hidden Cottage 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…

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About Tiny Hidden Cottage

Tiny Hidden Cottage 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $814.

From$89/night

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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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,016.

From$120/night

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8th Green Cottage \"A relaxing Oasis in the city\" Guesthouse

Holiday Home, Maitland

8th Green Cottage \"A relaxing Oasis in the city\" Guesthouse is a holiday home in Maitland, with pool access and a quieter setting. This stay gives travelers a comfortable base for…

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About 8th Green Cottage \"A relaxing Oasis in the city\" Guesthouse

8th Green Cottage \"A relaxing Oasis in the city\" Guesthouse is a holiday home in Maitland, with 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: free cancellation, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,174.

From$121/night

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Incredible Private Lakefront Cottage Retreat

Cottage, Maitland

Incredible Private Lakefront Cottage Retreat is a cottage in Maitland, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the…

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About Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat is a cottage in Maitland, 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 $1,368.

From$136/night

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