Discover Your Perfect Downtown Orlando Vacation Homes

Downtown Orlando Pet Friendly Vacation Rentals

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Why Choose Rent By Owner for your Downtown Orlando Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Downtown Orlando Vacation Rentals

Where are the best neighborhoods to stay in Downtown Orlando?

When choosing where to stay in Downtown Orlando, Florida, you’ll find a variety of neighborhoods that perfectly blend convenience and vibrant city life. Whether you're looking for a lively district close to entertainment venues or a more relaxed area with easy access to cultural attractions, Downtown Orlando offers options tailored to your preferences. Staying in this central location ensures you’re near key points of interest while enjoying the comfort and reliability of well-managed vacation rentals designed to make your visit seamless and enjoyable.

Southwest Orlando

In this area, you'll find convenient access to major attractions and a relaxed suburban vibe, making it an ideal spot for those seeking comfort near downtown. It offers a variety of vacation rentals that provide a peaceful retreat while still being close to the region's highlights.

View 1101+ Rentals in Southwest Orlando

College Park

Known for its charming streets and vibrant community, this neighborhood is perfect if you're looking to enjoy a lively atmosphere with easy access to local shops and restaurants. Here, a range of vacation rentals puts you within reach of the area's cultural and recreational offerings.

View 44+ Rentals in College Park

Central Business District

As the heart of the city's commercial activity, this core area offers an energetic ambiance and proximity to many downtown attractions. Staying here means enjoying convenient access to business hubs and entertainment options through comfortable vacation rentals.

View 1292+ Rentals in Central Business District

South Division

This neighborhood combines residential comfort with accessibility to the region’s key landmarks, providing a suitable base for exploring all that downtown has to offer. Its selection of vacation rentals ensures a stay that's both practical and relaxing.

View 710+ Rentals in South Division

South Eola

Famous for its historic charm and trendy vibe, this area is ideal for travelers wanting to experience local culture alongside urban amenities. A variety of vacation rentals here offer a cozy and stylish home base in the heart of the city.

View 42+ Rentals in South Eola

Lake Cherokee

Surrounded by natural beauty, this neighborhood provides a peaceful setting just minutes from downtown's bustling scene. Vacation rentals in the area give you a tranquil escape while keeping you connected to the region’s vibrant attractions.

View 752+ Rentals in Lake Cherokee

Lake Eola Heights

Renowned for its historic architecture and scenic views, this neighborhood offers a charming environment with easy access to downtown activities. Staying in vacation rentals here allows you to enjoy a blend of elegance and convenience.

View 35+ Rentals in Lake Eola Heights

Callahan

Located close to the central part of the city, Callahan presents a quieter alternative with easy access to downtown Orlando. Its vacation rentals provide a comfortable and affordable option for exploring the region's main attractions.

View 742+ Rentals in Callahan

Best Times to Visit Downtown Orlando

When should you plan your Vacation Rentals stay?

Choosing the right time to vacation here can enhance your experience, as certain seasons in Downtown Orlando offer more favorable weather and vibrant local events, making it ideal for securing your perfect vacation rental in this dynamic destination.

Peak Season Highlights

spring
Spring (March to May)

During spring, this destination sees an influx of visitors seeking warm weather and outdoor activities, making it a lively time to explore the region's vibrant atmosphere.

Average Temperature Daytime: 75°F - 85°F - Nighttime: 55°F - 65°F
winter
Winter Holidays (December to February)

The winter months attract travelers looking for mild temperatures and festive events, resulting in busier weekends and higher demand for vacation rentals in the area.

Average Temperature Daytime: 65°F - 75°F - Nighttime: 45°F - 55°F

Off-Season Highlights

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Summer (June to August)

In summer, the region experiences hotter weather, which can be ideal if you prefer a quieter environment with fewer crowds and more available rental options.

Average Temperature Daytime: 85°F - 95°F - Nighttime: 70°F - 75°F
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Fall (September to November)

During fall, the area tends to see a slowdown in visitors, offering a more relaxed experience for those seeking affordable vacation rentals and peaceful exploration.

Average Temperature Daytime: 70°F - 80°F - Nighttime: 50°F - 60°F

Weekly Weather Forecast for Downtown Orlando

How to Book Your Downtown Orlando 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 Downtown Orlando

More Top-Rated Vacation Rentals in Downtown Orlando Area

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 access to shared outdoor swimming pools for relaxing after exploring the city.
  • Take advantage of outdoor grilling areas to host a casual meal with friends or family.
  • Relax in landscaped courtyards or gardens that offer a peaceful retreat within the property grounds.
  • Utilize community picnic areas perfect for outdoor dining and social gatherings.
  • Make use of outdoor seating areas designed for enjoying the pleasant weather of this vibrant destination.
  • Benefit from maintained walking paths or jogging tracks to keep active while soaking in the local scenery.
  • Some properties may feature outdoor sports facilities, such as tennis courts or basketball courts, for active entertainment.

Top Attractions Around Downtown Orlando

What attractions are nearby?

In this vibrant destination, you can enjoy a variety of engaging activities nearby, including exploring cultural venues, dining at local restaurants, and experiencing the lively entertainment scenes—all easily accessible from your downtown Orlando vacation rentals.

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Family Activities

  • Orlando Museum of Art: Explore a diverse collection of American and contemporary art, perfect for inspiring creativity in your family during your stay here.
  • Lake Eola Park: Enjoy a leisurely afternoon around the scenic lake with swan boat rentals and open green spaces ideal for family picnics and outdoor fun.
  • Dr. Phillips Center for the Performing Arts: Experience engaging performances and live shows that entertain visitors of all ages in the vibrant heart of the city.
  • The Farmers’ Market at Lake Eola: Browse fresh local produce and handcrafted goods, making it a delightful outing for families seeking a taste of authentic regional flavors.
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Adult Activities

  • Visit the Dr. Phillips Center for the Performing Arts: Enjoy an evening of world-class performances, from Broadway shows to classical concerts, in this cultural hub that exemplifies the city's vibrant arts scene.
  • Explore Lake Eola Park: Relax by the picturesque lake, rent swan paddle boats, or stroll through lush green spaces right in the heart of the city, offering a peaceful retreat amidst urban excitement.
  • Experience the local craft beer scene: Sample unique brews at downtown breweries and taprooms, where you can immerse yourself in the area's lively and innovative beverage culture.
  • Dine at eclectic restaurants and cafes: Savor diverse culinary delights ranging from upscale eateries to cozy cafes, showcasing the region’s rich culinary diversity in a welcoming downtown setting.

Other Places to Stay in Downtown Orlando, FL

Orlando
Orlando Vacation Rentals
Central Business District
Central Business District Vacation Rentals
Orange Avenue
Orange Avenue Vacation Rentals
Thornton Park
Thornton Park Vacation Rentals
Senator Beth Johnson Park
Senator Beth Johnson Park Vacation Rentals
Lake Cherokee
Lake Cherokee Vacation Rentals
Callahan
Callahan Vacation Rentals
Lake Dot
Lake Dot Vacation Rentals
Holden-Paramore
Holden-Paramore Vacation Rentals
Lorna Doone
Lorna Doone Vacation Rentals
South Eola
South Eola Vacation Rentals
Lake Eola Heights
Lake Eola Heights Vacation Rentals
More Places to Stay Near Downtown Orlando

Downtown Orlando Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Events: Check the area’s event calendar before your trip to align your stay with festivals or cultural happenings that add extra excitement to your visit.
  • Explore Diverse Dining Options: Take advantage of the region’s vibrant culinary scene by trying various restaurants and cafes near your vacation rentals, ensuring a true taste of local flavors.
  • Utilize Public Transportation: Make use of the accessible transit options in the city to navigate downtown easily and make the most of your time exploring popular attractions.
  • Discover Hidden Gems: Venture beyond the typical tourist spots and explore lesser-known local spots around here to enjoy a more authentic experience during your stay.

Transportation Options

  • Orlando International Airport (MCO): This major airport offers convenient domestic and international flights, making arrivals and departures seamless for your stay in the area.
  • SunRail Commuter Train: A reliable and efficient train service connecting downtown to broader regions, ideal for exploring the city without hassle.
  • Public Bus Services: The area's comprehensive bus network provides an affordable way to navigate around downtown Orlando and its neighboring neighborhoods.
  • Taxi and Rideshare Options: Convenient taxis and rideshare services like Uber and Lyft are readily available for direct transportation within the region.

Local Customs Options

  • Southern Hospitality: Embrace the warm and friendly greeting customs that are characteristic of this vibrant region, making your stay in Downtown Orlando even more welcoming.
  • Local Dining Etiquette: When dining in the area, it’s customary to indulge in flavorful Southern cuisine with polite table manners, enhancing your cultural experience during your visit.
  • Community Events: Participate in neighborhood festivals and events that celebrate local traditions, giving you an authentic taste of what life is like here.
  • Respect for Nature: Observe eco-friendly practices encouraged by residents and establishments alike, reflecting a deep appreciation for the natural surroundings of the region.

Downtown Orlando Vacation Rental Frequently Asked Questions

1. What are the top vacation rentals in Downtown Orlando?

There are a lot of options in Downtown Orlando. If you plan on staying in the Downtown Orlando area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Downtown Orlando:

2. How many vacation rentals have private pools in Downtown Orlando?

There are 66 vacation rentals with private pools near Downtown Orlando. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Downtown Orlando are best for families?

If you are looking for a family-friendly vacation home in Downtown Orlando, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Downtown Orlando:

4. How many Rentbyowner vacation rentals are available in Downtown Orlando?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 1034 in the Downtown Orlando 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 Downtown Orlando. 

5. What is the cancellation policy for vacation rentals in Downtown Orlando?

Cancellation policies vary by property listing, so it’s important to review the specific terms provided in the listing details or contact the host directly before confirming your booking.

6. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning fees, service charges, or taxes are typically listed during the booking process. Be sure to read the full fee breakdown in the listing description or reach out to the owner for clarification.

7. How do I ensure my stay meets the expectations when choosing a vacation rental in this area?

To ensure your expectations are met, carefully review the property photos and descriptions, check guest reviews, and communicate with the host if you have any specific questions about the amenities or location.

8. Is there a minimum stay requirement for vacation rentals nearby?

Minimum stay requirements vary depending on the property and the time of year. Details are usually specified in the listing, so please verify the policy before making your reservation.

9. What should I know about the check-in and check-out procedures for these rentals?

Check-in and check-out procedures are outlined in each listing. Many properties offer flexible options, but it’s best to confirm the process directly with the host to ensure a smooth arrival and departure.

Downtown Orlando Top Rated Vacation Rentals

See More Downtown Orlando Vacation Rentals