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Vacation Rentals in Maitland, Florida

about Maitland

Search vacation deals on homes, villas, cabins, cottages, apartments and condos in destinations all over the world. Click the "rental results" tab to browse Maitland, Florida vacation rentals and inquire about your favorites. If you cant find what youre looking for, consider nearby destinations, or come back for a visit - vacation home rentals in Maitland are added and updated every week!

Compared to hotels, Maitland vacation rentals are much more family-friendly and flexible, offering a lot more space, a lot more savings, and a lot more amenities - like private pools, gourmet kitchens, and pet-friendly accommodations! Tip: Save money by taking advantage of cheap weekly rates.

Maitland, Florida Vacation Rentals and Tourism

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Maitland things to do


River Ventures

I was visiting family in Tampa and seeing a manatee was on my bucket list for the trip. My aunt found River Ventures and we took the 9:15am tour on a more


Enzian Theater

The Enzian is a fun spot to take in a movie and have some food and drink while you do. And while there are other places that serve beer, cocktails, and/ more


Harry P Leu Gardens

I have visited Leu Gardens many times over the years (including several weddings). This year for the first time we decided to buy the family membership more


Morse Museum Of American Art

Wow, this was a spectacular visit, much more than I was expecting. There are something like 24 rooms here, and they're not just all about lamps and more


Full Circle Yoga

Whether you're an experienced yogi or a beginner, Full Circle Yoga has everything you could want in a studio. When I first started practicing yoga more


Lake Baldwin Park

Fleets is now called Lake Baldwin park. I used to have a small dog, which I didn't like bringing as the park is mainly a big dog park, however they more


Lake Eola Park

This is an awesome park! First time at Lake Eola Park and will be returning frequently now that I'm an Orlando resident.The park features a 0.9 mile more


Orlando Power Yoga

OPY is fantastic! I had originally been taking yoga classes at my gym once a week but I found myself really enjoying yoga and wanting more of it. Thanks more


Crane's Roost Park

Attended XL 106.7's Red, Hot and Boom on July 3rd. This is annual event and obviously really popular, so the park was very busy! The park is huge more


The Yoga Shala

The Shala located in the middle of Orlando in a Winter Park neighborhood is where Ashtanga yogis and yoginis come to practice Mysore or take led more


Albin Polasek Museum & Sculpture Gardens

I had to complete an Essay for my humanities class and decided on this museum because it is my professors favorite! Needless to say that I LOVED it! more


Baldwin Park

Baldwin Park is so beautiful! The park itself is pretty small but is very close to lots of cute shops and good restaurants. I love this area for more


Kyle's Bike Shop

Kyle's Bike Shop is the best shop in town HANDS DOWN. Small family owned shop, with an absolutely awesome staff. I have had several bikes built more


Boom-Art by Rogers Studio

I love coming here and wondering around looking at all the unique items. The owner, Glen Rogers and his wife are a former clowns and Glen will tell more


Amway Center

I went to Amway twice in two days. I had a great time both times. The first day I went, I seen the Orlando Magic play the NY Nets. One of my friends more

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5 Star Reviews!!! - Near Restaurants & Shops in a Friendly Neighborhood!!!
Maitland House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $200 /nt
    $1,300 /wk
    $4,000 /mth

17 reviews write a review

Winter Park 'Lakeside': Orlando's Little Europe
Maitland Villa Rental Picture
  • bedrooms 4
  • rental type Villa
  • owner badgeowner badge
  • sleeps 8
  • baths 4
  • rates (USD)

10 reviews write a review

Luxurious,Lakefront,Pool/Spa,Shopping,Entertainment,Thyme Parks,Disney,Golf
Maitland Villa Rental Picture
  • bedrooms 5
  • rental type Villa
  • sleeps 11
  • baths
  • rates (USD) $1,250 /nt
    $8,350 /wk
    $32,000 /mth

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Beautiful Direct Lakefront Town home In N. Orlando with WiFi
Maitland Townhome Rental Picture
  • bedrooms 2
  • rental type Townhome
  • sleeps 5
  • baths
  • rates (USD) $2,118 /mth

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