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Vacation rentals in Maitland

Book unique vacation rentals, houses, and more on Airbnb

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Popular amenities for Maitland vacation rentals

Stay near Maitland's top sights

Charles Hosmer Morse Museum of American Art168 locals recommend
Enzian Theater77 locals recommend
Winter Park Village68 locals recommend
Regal Cinemas Winter Park Village43 locals recommend
Starbucks39 locals recommend
Whole Foods Market34 locals recommend

Other great vacation rentals in Maitland

Superhost
Home in Davenport
4.76 out of 5 average rating, 66 reviews

Vacation home

KristeRating, 5 stars2 days ago
Miguel was quick to respond to every need. The house was great.
Guest favorite
Condo in Kissimmee
4.77 out of 5 average rating, 90 reviews

Waterview Condo Close to Disney

JamieRating, 5 stars2 months ago
Wow! Susana is an absolutely amazing host. She is responsive, quick to answer and overall very friendly. The place was just a pictured and described. Absolutely beautiful. My husband and I were camping at Fort Wildnerness for the holidays and rented Susana's place for our family to stay. The condo was only 20 minutes (easy drive) from Fort Wilderness. Our family was impressed and really liked the property. Would definitely try to stay at any of Susana's locations should the occasion arise. Thank you Susana! The Eyrich's
Guest favorite
Home in Davenport
5 out of 5 average rating, 5 reviews

New! Windsor Island Resort with pool by Disney 03

IrynaRating, 5 stars14 months ago
Nice house with good layout of rooms. It is very convenient to come with children as there is a lot of entertainment on the territory of the complex. I also liked the themed design of the rooms. Overall, this is a good house for a large and friendly company.
Guest favorite
Townhouse in Kissimmee
4.94 out of 5 average rating, 185 reviews

Beautiful family home near all attractions.

PatriciaRating, 5 stars2 months ago
Great hosting! You've met all of our expectations and needs! Very helpful hosts! My family really enjoyed it
Superhost
Home in Kissimmee
4.68 out of 5 average rating, 22 reviews

Vacation Home with Pool & Spa near Disney

StephanieRating, 5 stars4 months ago
It was very peaceful and a nice house! Thank you
Guest favorite
Home in Kissimmee
5 out of 5 average rating, 7 reviews

Lovely home away from home!

ChristaRating, 5 stars2 months ago
Great place. Very kid friendly and the layout was perfect. Not too far from Disney properties also. It worked out very well for our group. Resort was nice too. Property managers were very responsive. Overall I would recommend.
Superhost
Home in Four Corners
4.85 out of 5 average rating, 13 reviews

DisneyVacationHomeLazyRiver9021

DominiqueRating, 5 stars2 months ago
Everything was good. We had no problem at all with the place.
Top guest favorite
Cabin in Haines City
4.98 out of 5 average rating, 162 reviews

Nearby Legoland,Disney,Universal,Seaworld and more

JimRating, 5 stars3 weeks ago
The cute little cabin/guest house on the lake is a little slice of paradise. Alfredo and his family made us feel very comfortable and right at home. We had a very peaceful and relaxing 4 days, and wished we were staying longer. We would love to stay here again when we come back to the area.

Quick stats about vacation rentals in Maitland

  • Total rentals

    70 properties

  • Total number of reviews

    2.1K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    30 properties have a pool

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Frequently Asked Questions

  • How much does it cost to stay in apartment rentals in Maitland?

    Experience the best of Maitland with our apartment rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Maitland?

    Yes! Work meets play with ease at over 30 vacation rentals in Maitland featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • What are the most popular amenities for House Rentals in Maitland?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a bbq area, over 10 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there pet-friendly vacation rentals in Maitland?

    Four-legged friends are welcome in Maitland. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Do house rentals in Maitland have self check-in?

    Absolutely! We offer over 10 house rentals with self check-in in Maitland. Enjoy a tailored experience with all the comforts you desire.

  • Are there Maitland apartment rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 apartment rentals with pools in Maitland, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Maitland have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Maitland. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Maitland have a gym?

    Absolutely! We offer over 10 apartment rentals with a gym in Maitland. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore

  1. Airbnb
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  4. Orange County
  5. Maitland