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Maitland vacation rentals

We found 13,642 vacation rentals — enter your dates for availability

Discover a selection of 12 homes and other vacation rentals in Maitland that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, vacation rentals have the best amenities for spending time at your vacation home, which might include a fireplace and a washer and dryer. No matter what you're looking for, you'll find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Maitland

Showing deals for:Jun 5 - Jun 12

Image gallery for The Launch Pad with a pool! King bed and private backyard

Comfortable living room
9.2 out of 10, Wonderful, (54 reviews)
Wonderful
(54 reviews)

The Launch Pad with a pool! King bed and private backyard

Orlando

8% off
Price is $197
$1,377 for 7 nights
All fees included
The Launch Pad with a pool! King bed and private backyard

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Find out more about Maitland

Why visit Maitland

  • Family-friendly attractions: Enjoy a variety of parks and entertainment options suitable for all ages.
  • Cultural experiences: Explore local art museums that showcase the area's rich heritage.
  • Scenic lakes and rivers: Take in beautiful waterfront views perfect for relaxation and outdoor activities.
  • Vibrant neighborhoods: Discover welcoming communities filled with local amenities and a lively atmosphere.
  • Variety of accommodations: Choose from private homes, villas, and condos that cater to diverse traveler needs.

Popular types of accommodation in Maitland

If you're looking for the perfect getaway in Maitland, you're in the right place. Our most popular vacation rentals include houses, villas, and condos, ensuring there's something for everyone. Enjoy the convenience of free parking and spacious options to make your stay comfortable. Whether you're seeking a cozy house rental or a select hotel, Maitland has a variety of choices that cater to your needs and preferences.

  • Houses: The top choice for visitors, offering spacious and comfortable settings perfect for families or groups.
  • Villas: A luxurious option that provides ample amenities and beautiful surroundings, ideal for a relaxing getaway.
  • Condos: A popular choice for those seeking convenience and access to shared facilities in a vibrant community.
  • Apartments: A practical and budget-friendly option, perfect for solo travelers or couples looking for a home-like experience.
  • Cottages: Charming and cozy, these quaint accommodations provide a unique and intimate atmosphere for your stay.**

Top attractions near Maitland

Maitland, Florida, is an ideal destination for family-friendly and entertainment-themed vacations. Visitors can explore a variety of attractions, including urban parks, art museums, and beautiful lakes. The area's points of interest cater to travelers seeking outdoor activities, cultural experiences, and memorable family outings. Whether you're traveling solo, with family, or friends, Maitland has something enjoyable for everyone.

  • Orlando Science Center: A captivating science museum offering interactive exhibits that engage visitors of all ages. With family-friendly vibes, it’s a perfect place to explore the wonders of science and technology.
  • Rollins College: Nestled in a picturesque setting, this modern college showcases stunning architecture and vibrant city vibes. Take a stroll through its beautiful campus and enjoy the arts and culture it promotes.
  • Dr. Phillips Center for the Performing Arts: A premier arts center featuring world-class performances, from concerts to Broadway shows. The cultural atmosphere makes it a must-visit for art enthusiasts.

Things to do recommended for couples

Ready for a romantic getaway in Maitland? Catch a live show at The Social for an entertaining night, indulge in luxury at Deer Run Country Club, or enjoy some fun at Congo River Golf. Each experience offers a unique vibe perfect for couples looking to connect.

Things to do recommended for families

Families will have a blast at the Kia Center, just 6 miles from Maitland, with its energetic sports atmosphere. For thrilling fun, head to Lil 500 Go-Karts in Maitland, or enjoy a refreshing day at the Alfond Swimming Pool, located 3 miles away, perfect for family bonding.

Things to do recommended for groups

Explore the Altamonte Mall for shopping and entertainment, catch a film at the Enzian Theater for a cozy family night, or enjoy a cultural performance at The Plaza Theatre. These activities are perfect for creating lasting memories with your group in Maitland.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Maitland

If you're traveling with a group, your family, pets, or planning for an extended stay, it's important to prioritize your needs when filtering your options. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Maitland with a group: Think about how many bedrooms you require, as well as any amenities you might want, like a full kitchen or outdoor space for group gatherings. Luckily, you can easily filter for all these options and more on Vrbo.
  • Traveling to Maitland with young kids: Traveling with little ones can be tough. It's important to prioritize their comfort and safety, along with finding suitable amenities like a private pool. Additionally, it's wise to think about how close you are to attractions that are great for families.
  • Taking your pets with you to Maitland: For many families, a vacation isn't truly fulfilling without their beloved pets by their side. If that resonates with you, explore Vrbo listings that are pet-friendly. Many of these accommodations offer essentials like feeding bowls and pet beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Maitland: If you're in search of vacation rentals that offer special rates for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to enhance your search.

Where to stay in Maitland

Maitland, Florida, offers a delightful blend of family-friendly attractions and vibrant urban life. Explore the rich heritage of the area while enjoying beautiful river views and local amenities. Nearby cities and neighborhoods invite you to experience a welcoming atmosphere, perfect for both relaxation and entertainment. Whether you’re seeking budget-friendly options or a lively business vibe, Maitland has something for every traveler to enjoy.

  • Orlando: As a bustling metropolis, Orlando is a vibrant hub of family-friendly entertainment and outdoor experiences. Located adjacent to Maitland, Orlando is famous for its world-renowned theme parks and entertainment venues. Visitors can enjoy days filled with excitement at attractions like Walt Disney World and Universal Studios, or explore the arts at various centers throughout the city. The shopping scene is thriving, with numerous malls and boutiques for visitors to peruse. Additionally, Orlando boasts beautiful parks and lakes, providing opportunities for outdoor recreation and relaxation amidst the urban landscape.
  • Eatonville: Just one mile from Maitland, Eatonville is a charming city that offers a delightful blend of family-oriented activities and cultural experiences. Known as one of the oldest African American towns in the United States, it is rich in history and culture. Visitors can enjoy local arts centers and shopping malls while also exploring nearby theme parks and stadiums that highlight the city's entertainment offerings. Eatonville is a perfect spot for those looking to immerse themselves in a unique community with a vibrant atmosphere.
  • Fern Park: Located two miles from Maitland, Fern Park is a quaint city that combines a family-friendly environment with urban charm. Travelers can find a variety of educational institutions and shopping centers, making it an ideal place for families and visitors alike. The proximity to theme parks and a modern college university enhances the appeal of Fern Park. Here, you can enjoy a mix of entertainment and leisure, whether it's participating in community events or exploring local attractions.

Best time to go to Maitland

If you're planning a trip to Maitland, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in March to April and September, while off-peak times, like August and October to November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January60.3°F (15.7°C)Light RainMostly SunnyAverageAverage
February64.0°F (17.8°C)Light RainMostly SunnyAverageSlightly Low
March67.5°F (19.7°C)Light RainMostly SunnySlightly HighAverage
April72.5°F (22.5°C)Light RainMostly SunnySlightly HighSlightly High
May77.0°F (25.0°C)Light RainMostly SunnyAverageAverage
June81.0°F (27.2°C)Light RainMostly SunnyAverageAverage
July82.4°F (28.0°C)Light RainMostly SunnyAverageSlightly High
August82.6°F (28.1°C)Moderate RainMostly SunnySlightly LowAverage
September80.2°F (26.8°C)Light RainMostly SunnySlightly HighSlightly Low
October75.0°F (23.9°C)Light RainMostly SunnySlightly LowSlightly Low
November68.2°F (20.1°C)No Rain (Dry)Mostly SunnySlightly LowAverage
December64.0°F (17.8°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is a breeze

Are you aiming to save on your upcoming adventure? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, consider booking a longer stay to enjoy substantial savings. To discover a Vrbo property that meets your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We’re here to help you find the perfect getaway.

Save more with One Key

When you reserve a qualifying Vrbo for your group getaway, you'll earn OneKeyCash on the full booking amount. It's truly rewarding to be the trip planner. Become a member of our One Key rewards program to unlock exclusive savings and earn OneKeyCash on eligible stays. Sign up today and start reaping the benefits.

Vrbo Trips: Effortless planning

Vrbo's Trip Board is a fantastic tool that allows you to plan your travel effortlessly. You can start new trip ideas, pick up where you last stopped, or keep track of your travel plans all in one place. The properties you've saved or booked are conveniently organized under Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

The picturesque setting of Maitland is ready to explore

Come and experience Maitland and its art galleries, temples and entertainment. This welcoming city allures visitors with its restaurants and shopping. Universal Studios Florida and Universal Orlando Resort are just a couple of the must-sees in the area. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in Maitland

Do you want to find attractions to see while you're in the area? Venture out of your vacation home and experience everything that makes Maitland a fun place to get away. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Universal Studios Florida (12.2 mi / 19.7 km)
  • Universal Orlando Resort (12.4 mi / 20 km)
  • The Wizarding World of Harry Potter™ (12.1 mi / 19.5 km)
  • Universal’s Islands of Adventure (12.6 mi / 20.3 km)
  • Universal’s Volcano Bay (13.3 mi / 21.4 km)
  • Ventura Country Club (8.9 mi / 14.4 km)

Exploring the natural landscape of Maitland

Whether you're an active traveler or just want to spend some time taking in the scenery, Maitland is a great place to get out in nature. These are some of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • Cranes Roost Park (2.9 mi / 4.6 km)
  • Harry P. Leu Gardens (4 mi / 6.5 km)
  • Red Bug Lake Park (4.7 mi / 7.5 km)
  • Festival Park (5.7 mi / 9.1 km)
  • Lake Eola (5.8 mi / 9.4 km)
  • Lake Eola Park (5.9 mi / 9.5 km)

Transportation to and around Maitland

The nearest airport is in Orlando Sanford Intl. Airport (SFB), located 12.5 mi (20.1 km) from the city center. If you can't find a flight that's convenient for your trip, you could also fly into Orlando Intl. Airport (MCO), which is 14 mi (22.5 km) away.

Catch a ride on the metro at Maitland Station for ease of access to the rest of the city.

Frequently asked questions

What is the best area to stay in Maitland, Florida, United States of America when booking a vacation rental?
When considering the best area to stay in Maitland, Florida, you might want to explore the neighborhoods surrounding Lake Maitland, which offers a picturesque setting and a range of vacation rental options. This area is known for its scenic views and the tranquil atmosphere of the lake, making it great for relaxation and outdoor activities.

In addition to the natural beauty, you can easily access the nearby Maitland Art Center, a historic site showcasing stunning architecture and vibrant art exhibits. For those interested in shopping and dining, the charming shops and restaurants along Orlando Avenue are just a short drive away, providing a delightful experience for visitors.

Another appealing neighborhood is the one surrounding Lake Sybelia, where you can find a mix of cozy vacation rentals and beautiful waterfront properties. This area is also conveniently located near the enchanting Mead Botanical Garden, which offers lovely walking paths and a peaceful retreat from the hustle and bustle.
How much does it cost to rent a vacation home in Maitland?
Prices for vacation rentals in Maitland vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Maitland to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Maitland vacation house rentals?
You can find great discounts on house rentals in Maitland on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of vacation rental accomodation in Maitland?
In Maitland, vacation houses are the most popular type of rental accommodation, with about 11 available throughout the area. These houses typically feature multiple bedrooms, fully equipped kitchens, and spacious living areas, making them ideal for families or groups. Additionally, many of these homes offer outdoor spaces such as gardens or patios, superb for enjoying the warm Florida weather.
Are there any family house rentals in Maitland?
In Maitland, Florida, there are several family-friendly house rentals available, making it a great choice for those looking to enjoy a family vacation. The area features a mix of charming neighborhoods, each offering unique amenities. Many homes come equipped with spacious living areas, full kitchens for preparing meals, and outdoor spaces that are great for children to play.

Visitors can explore nearby attractions, such as the beautiful parks and lakes that offer opportunities for picnicking and outdoor activities. The city is also close to the cultural offerings of the greater Orlando area, including museums and theaters, ensuring that families have a variety of entertainment options.
Can I rent a vacation home with a pool or hot tub in Maitland?
In Maitland, Florida, there are several vacation homes available for rent that feature pools and hot tubs. This charming suburb of Orlando offers a variety of neighborhoods where these properties can be found, providing a serene atmosphere while still being close to the attractions of the larger city.

Travelers can expect amenities such as private swimming pools, relaxing hot tubs, and spacious outdoor areas superb for family gatherings or leisurely afternoons. Many rentals also come equipped with full kitchens, comfortable living spaces, and options for outdoor dining, allowing guests to enjoy the beautiful Florida weather.
Can I find long-stay vacation rentals in Maitland?
A long-stay vacation rental in Maitland is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Maitland?
In Maitland, there are several pet-friendly house rentals available, making it a great destination for travelers who want to bring their furry friends along. Many of these vacation homes come equipped with amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas, ensuring a cozy stay for both pets and their owners. The properties often feature outdoor spaces where pets can play, and some even have dog-friendly features like pet beds and feeding stations.

Maitland is conveniently located near several parks, including Lake Lily Park and the beautiful Maitland Community Park, both of which offer plenty of green space for walking and enjoying time outdoors with pets. These parks provide walking trails, picnic areas, and scenic lake views, enhancing the overall experience for pet owners.
Are there any remote work vacation rentals in Maitland?
In Maitland, Florida, there are several remote work vacation rentals available, with around 11 options to choose from. This suburban area is known for its picturesque lakes and parks, providing a peaceful environment for those looking to balance work and leisure. Many of the rentals come equipped with essential amenities such as high-speed internet, dedicated workspaces with desks and chairs, and free Wi-Fi access, ensuring a comfortable and productive remote working experience.

In addition to the work-friendly features, travelers can enjoy the local attractions, like the beautiful Maitland Art Center and the scenic Lake Lily Park, which offers walking trails and picnic areas. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Maitland vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Maitland with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Maitland?
In Maitland, popular vacation rental amenities include fully equipped kitchens, making it easy for travelers to prepare their own meals. Onsite parking is also a common feature, providing convenient access for guests traveling by car. Many rentals come with appliances such as blenders and coffee/tea makers, enhancing the overall comfort of the stay. Additionally, some properties allow pets, suiting travelers who wish to bring their furry friends along.
When is the best time to visit Maitland for a vacation rental?
The best time to visit Maitland for a vacation rental is during the peak season from February to April, with March being particularly popular among travelers. This period showcases the region's vibrant setting as visitors flock to enjoy the beautiful weather and outdoor activities. Temperatures typically range from the mid-50s to mid-80s Fahrenheit, providing an ideal climate for exploring the scenic parks and picturesque lakes that Maitland is known for.

During these months, you can immerse yourself in the local culture by visiting art galleries, enjoying outdoor dining, or participating in various festivals that celebrate the community's rich heritage. The pleasant weather encourages leisurely strolls along the scenic trails and waterfronts, making it a great time for travelers.

If you're looking for a more budget-friendly option, consider visiting in August. While this is the low season, the quieter atmosphere offers a unique opportunity to experience Maitland in a more relaxed setting. You can still enjoy the beauty of the area, and with fewer crowds, it's a great time for peaceful exploration and enjoying local attractions at a slower pace.
How early should I book a Maitland vacation rental?
Book your Maitland vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Maitland, Florida, United States of America?
In Maitland, visitors can enjoy a variety of attractions that highlight both natural beauty and cultural experiences. The Maitland Art Center, located in the historic district, is a unique spot featuring distinctive architecture and art exhibitions, making it a great place for art enthusiasts. Nearby, the scenic Lake Lily Park offers walking trails, picnic areas, and a tranquil setting, great for outdoor relaxation and wildlife watching.

The Enzian Theater, an independent cinema, showcases a mix of classic and contemporary films, often accompanied by special events and film festivals, providing a cozy atmosphere for movie lovers. For those interested in history, the Maitland Historical Society offers insights into the area's past through various programs and events.
Can I change or cancel my Maitland home rental booking on Vrbo?
To find Maitland vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Maitland vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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