Choose from 46 vacation rentals located in Maitland, Florida. Top filters in Maitland include Air conditioner, Internet / Wifi, and Kitchen or Kitchenette. Prices range from $44 to $999 per night. Our most popular vacation rental types near Maitland are Apartment and Hotel.

Top vacation rentals in Maitland

Property building
4.3
Excellent(354 Reviews)
Homewood Suites by Hilton Orlando Maitland
Hotel
 in Orlando
3star
1 full bed
Pool · Pets allowed · Kitchen or Kitchenette

Looking for a memorable stay in Maitland? Our Hotel might just be what you're looking for. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more during your stay.

$$$$
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Property building
3.3
Average(494 Reviews)
Extended Stay America Select Suites - Orlando - Maitland - 1760 Pembrook Dr
Hotel
 in Orlando
2star
2 full beds
Pets allowed · Kitchen or Kitchenette · Air conditioner
Most favorited

Business stays, family stays, couples stay, getaway vacation, and rental in Maitland at Extended Stay America Select Suites - Orlando - Maitland - 1760 Pembrook Dr for $77 for your next trip.

$$$$
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Property building
3.5
Average(669 Reviews)
Extended Stay America Suites - Orlando - Maitland - 1776 Pembrook Dr
Hotel
 in Orlando
2star
1 king bed
Pool · Pets allowed · Kitchen or Kitchenette

Nestled in Maitland, this Hotel is perfect for your next vacation. Enjoy Extended Stay America Suites - Orlando - Maitland - 1776 Pembrook Dr's top-rated amenities, including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$
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Property building
Extended Stay America Select Suites - Orlando - Maitland - Summit Tower Blvd
Hotel
 in Orlando
2star
2 full beds
Pets allowed · Kitchen or Kitchenette · Air conditioner

This inviting Hotel in Maitland can fit your needs for many types of vacations, at $77 per night.

$$$$
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Search by amenity

Vacation rentals with air conditioning in Maitland

Outdoor pool
5.0
Outstanding(26 Reviews)
A Gardeners Cottage Home Becomes Your Sanctuary
Cottage
 in Orlando
2 guests · 1 bedroom · 1 bath
Garden · Pool · Kitchen or Kitchenette

Looking for a memorable stay in Maitland? Our Cottage might just be what you're looking for. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more during your stay.

$$$$
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Exterior
4.3
Excellent(916 Reviews)
Courtyard by Marriott Orlando Altamonte Springs/Maitland
Hotel
 in Orlando
3star
1 king bed, 1 sofa bed
Pool · Kitchen or Kitchenette · Air conditioner

Enjoy the best of Maitland in our Hotel, Courtyard by Marriott Orlando Altamonte Springs/Maitland. A stunning property with amenities including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$
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Terrace/patio
5.0
Outstanding(9 Reviews)
Casa Jardin
House
 in Maitland
6 guests · 3 bedrooms · 6 baths
Garden · Pool · Pets allowed

Experience vacation in Maitland with our House, Casa Jardin. Enjoy amenities such as Air conditioner, Dishwasher and Fireplace, and more.

$$$$
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Property view
4.5
Excellent(2 Reviews)
3brdrm home near Downtown Orlando and Winterpark
House
 in Orlando
Garden · Pets allowed · Kitchen or Kitchenette

This House in Maitland, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

$$$$
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city photo
Maitland

Maitland travel guide

Let us help you plan your perfect Maitland vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Maitland, and more.

Frequently asked questions

What do I need to know before visiting Maitland, FL?

Before visiting Maitland, FL, it's important to know a few things.

  • The city is part of the Greater Orlando metropolitan area.
  • Maitland is known for its outdoor recreation opportunities and its downtown area.
  • It has a humid subtropical climate with hot, humid summers and mild, dry winters.

When visiting Maitland, it's important to be aware of the local laws and safety protocols. Additionally, it's important to be aware of the city's unique culture and history.

What are the must-visit tourist attractions in Maitland, FL?

Maitland, FL is a popular destination for tourists, offering a variety of attractions to explore. Here are some of the must-visit tourist attractions in Maitland:

  • Maitland Art Center
  • Maitland Historical Museum
  • Maitland Farmers Market
  • Maitland-Smith Wildlife Sanctuary

These attractions provide a unique cultural experience for visitors, from exploring the historic art center to learning about the local wildlife. Whether you're looking for a day trip or a weekend getaway, Maitland is the perfect destination.

How can I get around in Maitland, FL?

You can get around Maitland, FL in a variety of ways:

  • By car
  • By bike
  • By public transportation
  • By walking

Maitland offers ample parking, bike and walking trails, and public bus and SunRail services to get around the city.

Where can I find affordable accommodation in Maitland, FL?

Maitland, FL has a wide variety of affordable accommodations. Here are some of the top options:

  • Extended Stay America – Orlando – Maitland – 1776 Pembrook Dr.
  • La Quinta Inn & Suites Orlando Maitland – 1750 Pembrook Dr.
  • Holiday Inn Express & Suites Maitland – 1750 Pembrook Dr.
  • Residence Inn Orlando Maitland – 1750 Pembrook Dr.

These hotels offer amenities such as free breakfast, outdoor pools, and free Wi-Fi, and are conveniently located near shopping, dining, and entertainment.

What is the culture like in Maitland, FL?

Maitland, Florida is a small city just outside of Orlando with a population of about 18,000. It is a diverse and vibrant city with a culture that is unique to its location. Here are five points that highlight the culture in Maitland, FL:

  • The city is full of art and culture, with numerous galleries and venues for live performances.
  • The local restaurants offer a variety of diverse cuisines from all over the world.
  • The city has a strong sense of community, with many events and activities for residents to get involved with.
  • The city is home to several parks and recreational areas, providing plenty of outdoor activities for residents and visitors.
  • The city is known for its laid-back atmosphere and friendly people.

Is Maitland, FL safe to travel to?

Maitland, FL is a safe place to travel to.
  • The city has a low crime rate
  • The city has a good police presence
  • The city is also known for its excellent public transportation system

What are the popular shopping destinations in Maitland, FL?

Popular shopping destinations in Maitland, FL include:

  • Maitland Village Shopping Center
  • Maitland Promenade
  • Maitland City Centre

These shopping centers offer a variety of stores, restaurants, and entertainment venues for visitors to enjoy.

What are the best neighborhoods to visit in Maitland, FL?

The best neighborhoods to visit in Maitland, FL are:

  • Lake Lily Park
  • Maitland Art Center
  • Maitland Historical Museum

These areas offer a variety of activities to visitors, such as outdoor recreation, art galleries, and historical sites.

Where is Maitland, FL?

Maitland, FL is a city located in Orange County, in Central Florida. It is situated on the northern shore of Lake Maitland, and is a suburb of Orlando. The city is known for its historical sites, such as the William V. Morse House, and the Maitland Art Center.

What are the most popular vacation rental amenities in Maitland, FL?

The most popular vacation rental amenities in Maitland, FL include:

  • Fully equipped kitchens
  • Free Wi-Fi
  • Parking
  • Air conditioning
  • Laundry facilities

Many vacation rentals also offer other amenities such as swimming pools, hot tubs, patios, and outdoor grills. Some rentals even provide bicycles, kayaks, and canoes for additional recreation options. Vacationers can also take advantage of the nearby parks and trails in Maitland, FL.

What are the top things to do in Maitland, FL?

Maitland, FL is an exciting city with plenty of things to do. Here are the top four activities to enjoy:

  • Visit the Maitland Art Center, a National Historic Landmark with beautiful gardens and galleries.
  • Go on a shopping spree at the Maitland Town Center.
  • Experience the natural beauty of the Lake Lily Park.
  • Explore the various museums and historic sites in the area.
Maitland is a great place to explore and have fun. Whether you're looking for a shopping experience, a cultural outing, or some outdoor fun, Maitland has something for everyone.

What is the price range for rentals in Maitland?

Vacation rentals in Maitland have a price range between $44-$999. The average price for rentals in Maitland is $126 per night.

What are the most popular vacation rental amenities in Maitland?

  • Air conditioner
  • Internet / Wifi
  • Kitchen or Kitchenette

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