Best Vacation Homes in Maitland
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Maitland Luxury Rentals
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Maitland Pet Friendly Vacation Rentals
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Maitland Top Rated Vacation Rentals
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Why Choose Rent By Owner for your Maitland Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Maitland
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can enhance your experience, as the region's climate and seasonal events are ideal for planning a memorable getaway to Maitland’s charming surroundings.
Peak Season Highlights
Spring (March to May)
During spring, the area experiences warm weather and blooming scenery, making it an ideal time for outdoor activities and exploring local attractions.
Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
Winter (December to February)
The mild winter months provide comfortable temperatures perfect for enjoying outdoor pursuits without the summer crowds in this destination.
Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F
Off-Season Highlights
Summer (June to August)
Summer can be hot and humid here, but it offers fewer visitors and more relaxed atmospheres for those seeking quieter retreats.
Average Temperature Daytime: 85-95°F - Nighttime: 70-75°F
Fall (September to November)
Autumn features cooler weather and less crowded attractions, providing a peaceful setting for your vacation experience.
Average Temperature Daytime: 70-80°F - Nighttime: 50-60°F
Weekly Weather Forecast for Maitland
How to Book Your Maitland Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Maitland
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy your stay with access to a private outdoor swimming pool, perfect for relaxing in the warm Florida sun.
- Make the most of outdoor dining areas equipped with grills, ideal for hosting barbecues and gatherings.
- Take advantage of spacious patios or verandas that provide comfortable spots to unwind outdoors.
- Benefit from lush gardens or landscaped yards that create a serene environment in this welcoming destination.
- Utilize outdoor fire pits or fireplaces for cozy evenings spent under the stars.
- Explore well-maintained outdoor sports courts such as tennis or basketball for active recreation.
- Use shaded areas like pergolas or covered decks to enjoy the outdoors comfortably regardless of the weather.
Top Attractions Around Maitland
What attractions are nearby?
During your stay, you'll find a variety of outdoor activities and cultural attractions nearby, making it easy to explore the best that this destination has to offer in the region.
Family Activities
- Lake Maitland Park: Enjoy family picnics, playground fun, and scenic walking trails along the serene shores here in Maitland.
- Enzian Theater: Experience family-friendly film screenings and special events at this beloved local theater nestled in the area.
- Crane’s Roost Park: Take part in outdoor activities such as skating, fishing, or relaxing by the lake in this popular regional park.
- Weekly Farmers Market: Explore fresh local produce, artisanal goods, and family-friendly entertainment right in the heart of the town.
Adult Activities
- Explore Lake Lily Park: Enjoy a serene day outdoors with walking trails, paddle boating, and picnic spots that highlight the natural beauty of the area.
- Visit the Maitland Art Center: Discover inspiring art exhibits and engaging workshops in this historic and culturally rich destination within the region.
- Discover Historic Downtown Maitland: Stroll through charming streets filled with boutique shops, cozy cafes, and vibrant local events that showcase the area's unique character.
- Experience Scenic Golf Courses: Play a round on some of the region’s premier golf courses, offering picturesque views and challenging fairways to suit all skill levels.
Other Places to Stay in Maitland, FL
Holocaust Memorial Resource and Education Center of Florida
Maitland Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Activities Ahead: Take advantage of local resources to organize your itinerary and explore the region's unique attractions during your stay.
- Choose the Right Vacation Rentals: Select accommodations that are conveniently located to maximize your time exploring this destination’s highlights.
- Discover Local Dining Options: Sample authentic cuisine at nearby restaurants to truly experience the flavor of the area.
- Engage with the Community: Participate in local events or visit community spots to get a genuine feel for this part of the region.
Transportation Options
- Orlando International Airport: This major airport offers convenient access for travelers arriving from or departing to destinations worldwide, making it a practical choice for reaching your vacation rental in the region.
- Local Bus Services: The area's public transportation system provides affordable and reliable transit options that connect you to key spots around here and beyond with ease.
- Taxi and Rideshare Services: Taxis and popular rideshare options like Uber and Lyft are readily available, offering flexible transportation for exploring this destination comfortably.
- Car Rental Agencies: Numerous rental companies operate nearby, giving you the freedom to explore the region at your own pace during your stay in this area.
Local Customs Options
- Southern Hospitality: You’ll notice the region’s warm welcome and friendly demeanor that reflect the area's traditional Southern hospitality.
- Main Street Traditions: Local customs often include participating in community events and supporting small businesses along the historic main streets.
- Religious Celebrations: The area observes various religious festivals and parades, showcasing its rich spiritual heritage.
- Outdoor Lifestyle: Engaging in outdoor activities and respecting nature are integral to embracing the local way of life here.
Frequently Asked Questions About Maitland?
1. What are the top vacation rentals in Maitland?
There are a lot of options in Maitland. If you plan on staying in the Maitland area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Maitland:
- Temporary living that feels like home where you can relax and be yourself.
- Casa Feliz
- The Bird House Spa Winter Park
- Lakewood Luxury 3/2 Home with Sunroom plus Fenced Yard and Covered Patio
- Beautiful Lakefront Home w/Pool in delightful Altamonte Springs
- Orlando Tropical Oasis
- Beautiful Mid Term Home in the Elegance of Winter Park!nn
- Casa Bella
- *Travel Themed Property with Backyard Oasis*
- A Gardeners Cottage Home Becomes Your Sanctuary
2. Which vacation homes in Maitland are best for families?
If you are looking for a family-friendly vacation home in Maitland, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Maitland:
3. How many Rentbyowner vacation rentals are available in Maitland?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 39 in the Maitland area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Maitland.
4. What is the cancellation policy for vacation rentals in Maitland, Florida?
Cancellation policies vary by listing. You should review the specific rental's terms on the property page or contact the owner directly to understand the cancellation timeframe and any applicable fees.
5. How do I find the best-rated vacation rentals in Maitland, Florida?
You can filter your search results based on guest ratings and reviews to find highly-rated options here. Reading recent reviews will also help you choose a property that meets your expectations.
6. Are there any additional fees I should be aware of when booking a vacation rental in this area?
Additional fees such as cleaning fees, security deposits, or service charges are listed on each property detail page. Always check these details before confirming your reservation to avoid surprises.
7. What amenities can I expect in vacation rentals around Maitland, Florida?
Amenities vary by property but commonly include Wi-Fi, pet-friendly options, private pools, and fully equipped kitchens. Review each listing's amenities section to find a home that suits your needs.
8. How do I contact the property owner or manager if I have questions about my stay?
You can reach out to the owner or property manager through the messaging feature on the listing page. They can provide specific details about the vacation rental and help address any concerns prior to booking.
