Vacation rentals in Maitland

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Popular amenities for Maitland vacation rentals

Other great vacation rentals in Maitland

Superhost
Guest suite in Orlando
4.83 out of 5 average rating, 144 reviews

Private guest suite - Studio Retreat

AllysonRating, 5 stars1 week ago
Would definitely recommend if you like the privacy ! It was near all the parks . And we definitely enjoyed our stay ! Would stay again
Guest favorite
Guest suite in Casselberry
4.88 out of 5 average rating, 49 reviews

Comfortable and quiet place

SarahRating, 5 stars1 week ago
Great, quiet neighborhood. Easy access to the room. The place was SUPER clean and big. The only downside is the WiFi was inconsistent. It would only work ok near the door. It did not work near the bed. But, I would definitely stay here again and recommend anyone to stay here.
Guest favorite
Guesthouse in Orlando
4.75 out of 5 average rating, 488 reviews

Private Cozy Cottage in heart of Orlando

KaydenceRating, 5 stars2 weeks ago
Very clean and tidy. Bed is on the firmer side and super soft pillows. Some people have different preferences but that is our experience. The tv remote wouldn’t work, but we didn’t use it at all. Probably just needed some new batteries. The numbers for the house were difficult to spot out when driving by so it did take a few minutes to find. Overall, however, it was cozy and cute. The lake is so gorgeous that we were walking around it to go to Mills Market and went in a complete loop! Also highly recommend anything from 903 Mill’s Market. Food was amazing and the atmosphere is laid back. 10/10 recommend
Top guest favorite
Guesthouse in Orlando
4.98 out of 5 average rating, 41 reviews

tinyhouse on the edge of orlando + winter park

KeoniRating, 5 stars1 week ago
The tiny house was a beautiful place to stay. It is cozy and it really feels like home. The place was as big as we needed it to be, and perfect for my partner and I. I would 100% recommend if you are looking to stay near the Downtown. If I ever decide to visit Orlando again, I would love to stay here. Everything was clean and very beautifully decorated.
Top guest favorite
Bungalow in College Park
4.98 out of 5 average rating, 102 reviews

Cozy Cottage in College Park.

RachelRating, 5 stars6 days ago
This is such a great place to stay. The cottage is local to great restaurants, beautiful views, and right off the highway making it extremely convenient. The cottage also feels extremely private and such a peaceful atmosphere. Chelsea and Nancy were extremely communicative and kind. We truly felt at home our entire stay and we would love to make the trip down to stay here again.
Top guest favorite
Home in Winter Park
4.99 out of 5 average rating, 129 reviews

Stylish newly updated home in Winter Park

TheresaRating, 5 stars2 weeks ago
Great host and amazing location for Orlando. The place was very clean and a lot of amenities were provided. Would recommend staying here if you’re visiting Orlando.
Guest favorite
Apartment in College Park
4.94 out of 5 average rating, 191 reviews

College Park/Winter Park separate 1 bed/bath 32804

AbigailRating, 5 stars1 week ago
Jennifer was a very responsive host! She let us have an early check because we were making a quick stop before going home and we appreciated that! Lovely stay!
Top guest favorite
Home in Maitland
4.99 out of 5 average rating, 74 reviews

Florida Poolside Paradise a Great Place to Unwind!

DanRating, 5 stars2 weeks ago
Terrie is a great host. Her responses were always super quick and helpful. The space had everything we needed for a weekend stay with our family. We traveled to Florida on Memorial Day Weekend for a wedding in Winter Park, and had an awesome time hanging out by the pool, grilling, and visiting the local farmer's market. I'd definitely book this Airbnb again.

Quick stats about vacation rentals in Maitland

  • Total rentals

    110 properties

  • Total number of reviews

    3.8K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    30 properties have a pool

  • Rentals with dedicated workspaces

    60 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 $20 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 60 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 self check-in, over 10 homes with a bbq area, 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 40 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

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  5. Maitland