Best Vacation Homes in Downtown Historic District
6 Guests
3 Bedrooms
2 Bathrooms
Pet Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $353/Night
For 7 Nights US $2,474
1485.42 ft²
8 Guests
1 Bedroom
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $180/Night
For 7 Nights US $1,260
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $328/Night
For 7 Nights US $2,293
2100 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Villa
- Private Pool
- Fireplace/Heating
- Pool
US $338/Night
For 7 Nights US $2,368
2389.59 ft²
12 Guests
4 Bedrooms
3 Bathrooms
House
- Fireplace/Heating
- Balcony/Terrace
- View
US $204/Night
For 7 Nights US $1,428
1800 ft²
6 Guests
1 Bedroom
2 Bathrooms
Family Friendly
Villa
- Private Pool
- Hot Tub
- Fireplace/Heating
US $307/Night
For 7 Nights US $2,148
950 ft²
5 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
US $303/Night
For 7 Nights US $2,124
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
US $261/Night
For 7 Nights US $1,825
Downtown Historic District Luxury Rentals
1200 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Boat Rental
- Hot Tub
- Fireplace/Heating
- Pool
US $2,811/Night
For 7 Nights US $19,680
8 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Pool
- Balcony/Terrace
- Pet Friendly
US $1,575/Night
For 7 Nights US $11,025
2195.84 ft²
11 Guests
4 Bedrooms
2 Bathrooms
Free Cancellation
House
- Oceanfront
- Fireplace/Heating
- Pool
US $959/Night
For 7 Nights US $6,711
1603.82 ft²
8 Guests
1 Bedroom
2 Bathrooms
Villa
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $906/Night
For 7 Nights US $6,342
2565 ft²
10 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $872/Night
For 7 Nights US $6,105
9 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
US $745/Night
For 7 Nights US $5,214
14 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
US $737/Night
For 7 Nights US $5,162
6 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
US $722/Night
For 7 Nights US $5,052
Downtown Historic District Pet Friendly Vacation Rentals
1212 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $176/Night
For 7 Nights US $1,229
1380.47 ft²
22 Guests
8 Bathrooms
Resort
- Oceanfront
- Fireplace/Heating
- Pool
US $189/Night
For 7 Nights US $1,323
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Breakfast
US $122/Night
For 7 Nights US $855
1571 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $310/Night
For 7 Nights US $2,169
1765.28 ft²
8 Guests
3 Bedrooms
2 Bathrooms
House
- Oceanfront
- Fireplace/Heating
- Pool
US $365/Night
For 7 Nights US $2,555
1097 ft²
8 Guests
2 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
US $263/Night
For 7 Nights US $1,844
1427 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- View
US $195/Night
For 7 Nights US $1,362
1100 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Fireplace/Heating
- Pool
- Ocean View
US $144/Night
For 7 Nights US $1,009
Downtown Historic District Large Vacation Homes
2100 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Villa
- Private Pool
- Hot Tub
- Fireplace/Heating
US $238/Night
For 7 Nights US $1,665
2561.81 ft²
10 Guests
3 Bedrooms
3 Bathrooms
House
- Oceanfront
- Hot Tub
- Spa
US $601/Night
For 7 Nights US $4,207
2 Guests
1 Bedroom
2 Bathrooms
Ocean View
Villa
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $195/Night
For 7 Nights US $1,363
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
Villa
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $203/Night
For 7 Nights US $1,421
1097.92 ft²
10 Guests
2 Bedrooms
3 Bathrooms
Ocean View
House
- Oceanfront
- Pool
- Ocean View
US $261/Night
For 7 Nights US $1,827
50 Guests
1 Bedroom
1 Bathroom
Pet Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $65/Night
For 7 Nights US $455
2250 ft²
12 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
US $387/Night
For 7 Nights US $2,709
1848 ft²
11 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
US $378/Night
For 7 Nights US $2,648
Why Choose Rent By Owner for your Downtown Historic District 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.
Popular Areas for Downtown Historic District Vacation Rentals
Where are the best neighborhoods to stay in Downtown Historic District?
When visiting Fort Myers, Florida, choosing the right neighborhood to stay in can greatly enhance your experience. The Downtown Historic District offers a charming and vibrant setting, perfect for those seeking easy access to local attractions and a lively atmosphere. This area is ideal for travelers looking to immerse themselves in the rich history and culture of the city while enjoying the comfort and convenience of well-appointed vacation rentals. Staying here provides a seamless travel experience, combining the allure of historic streets with modern amenities, making it an excellent choice for your Florida getaway.
Fort Myers River District
The Fort Myers River District offers a vibrant setting filled with historic charm and modern amenities, making it an ideal area to find comfortable vacation rentals. Staying here provides easy access to the region's lively arts scene, dining options, and scenic waterfront views.
View 780+ Rentals in Fort Myers River DistrictBest Times to Visit Downtown Historic District
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit can enhance your experience in this charming destination, allowing you to enjoy the area's vibrant atmosphere and pleasant weather when planning your stay.
Peak Season Highlights
Winter (December to February)
During this time, the area experiences warm temperatures, attracting visitors seeking a mild escape from colder climates. The pleasant weather makes it an ideal period for enjoying outdoor activities and exploring this historic district.
Average Temperature Daytime: 75°F - Nighttime: 55°F
Spring (March to May)
Spring marks the busy season when travelers flock here to enjoy the vibrant local atmosphere and picturesque scenery. The region’s moderate climate enhances your experience of sightseeing and outdoor dining.
Average Temperature Daytime: 80°F - Nighttime: 60°F
Off-Season Highlights
Summer (June to August)
This period tends to be less crowded due to the hotter weather and higher humidity. It’s a good time to find more affordable rental options while still enjoying the area's relaxed charm.
Average Temperature Daytime: 90°F - Nighttime: 75°F
Fall (September to November)
As visitors diminish, the region offers a quieter experience with milder temperatures. Fall is perfect if you prefer exploring at a leisurely pace without the hustle of peak seasons.
Average Temperature Daytime: 85°F - Nighttime: 65°F
Weekly Weather Forecast for Downtown Historic District
How to Book Your Downtown Historic District 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 Historic District
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 a private outdoor patio or balcony, perfect for relaxing after exploring the area's historic charm.
- Take advantage of a communal swimming pool to cool off during warm Florida days in this vibrant destination.
- Benefit from well-maintained outdoor grilling areas, ideal for hosting barbecues and gathering with family and friends.
- Make use of lush landscaped gardens that provide a tranquil setting amidst the lively surroundings.
- Access bike storage or rental options to explore the region's scenic streets and historic districts conveniently.
- Relax on comfortable outdoor furniture designed for enjoying sunny afternoons and pleasant evenings outdoors.
- Some properties may feature access to nearby parks or green spaces, perfect for outdoor activities or picnics in this area.
Top Attractions Around Downtown Historic District
What attractions are nearby?
In this vibrant area, you can explore charming shops, dine at local eateries, and enjoy cultural events that showcase the unique character of the Downtown Historic District in Fort Myers, Florida.
Family Activities
- Fort Myers Historical Museum: Discover local history through engaging exhibits and interactive displays, making it a great educational activity for families staying in the area.
- Downtown Riverwalk Park: Enjoy a leisurely stroll along the scenic riverfront, where you can relax, watch boats pass by, and indulge in family-friendly outdoor activities.
- IMAG History & Science Center: Inspired by the region’s history and natural sciences, this center offers hands-on exhibits that captivate children and adults alike.
- Art of the Olympians Museum & Gallery: Explore inspiring Olympic memorabilia and artwork in a family-oriented setting that celebrates achievement and creativity here in the historic district.
Adult Activities
- Historic Old Fort Myers Walking Tour: Explore the charming streets and learn about the area's rich history through guided or self-guided walks, perfect for immersing yourself in the local culture.
- Florida Repertory Theatre: Attend an engaging live performance at this renowned theatre, offering a variety of shows that showcase regional talent within the vibrant downtown scene.
- Downtown Art Walks: Discover the region’s thriving arts community by visiting local galleries and art installations during regularly scheduled art walk events in the historic district.
- Shopping and Dining in the Historic District: Enjoy a diverse selection of boutiques, cafes, and restaurants that celebrate the area’s unique character and provide a relaxed way to spend your day.
Other Places to Stay in Downtown Historic District, FL
Fort Myers
Harborside Event Center
Art of the Olympians Museum
Florida Repertory Theater
Sidney & Berne Davis Art Center
Downtown Historic District Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Attractions: Take time to visit the charming shops, galleries, and historic sites within the area to fully experience the unique character of this vibrant destination.
- Plan Your Dining Experience: Discover local eateries and cafes nearby your vacation rental to enjoy authentic regional cuisine and support small businesses in the community.
- Schedule Water Activities: Make the most of the region’s proximity to water by planning activities like boating or fishing, which highlight this destination’s scenic waterfront ambiance.
- Utilize Transportation Options: Use local transit or bike rentals to easily navigate the area and gain a more authentic perspective of the surrounding neighborhood during your stay.
Transportation Options
- Downtown Fort Myers Trolley: This convenient trolley service provides easy access to the area's key attractions and is a cost-effective way to explore the historic district.
- Rental Cars: Numerous rental car agencies operate here, offering flexible transportation options for visiting nearby beaches and other regional sites.
- Taxi Services: Reliable taxi services are readily available in the area, providing quick and hassle-free transport between your vacation rental and local points of interest.
- Ride-Sharing Apps: Popular ride-sharing platforms serve this part of Florida, giving you a seamless way to get around while enjoying the comfort of your vacation rental.
Local Customs Options
- Greetings and Greetings Etiquette: Locals value a friendly hello and polite conversation when mingling in the area, reflecting their warm Southern hospitality.
- Respect for Historic Sites: When exploring here, it’s customary to show reverence for the historic architecture and landmarks, emphasizing the community's pride in its heritage.
- Enjoying Local Cuisine: Participating in casual dining experiences by trying regional specialties is common, highlighting the region's culinary traditions during your stay.
- Festival Participation: Attending local events and festivals is encouraged, as they celebrate the area's vibrant culture and provide an authentic experience of this destination.
Downtown Historic District Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Downtown Historic District?
There are a lot of options in Downtown Historic District. If you plan on staying in the Downtown Historic District 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 Historic District:
- Pool, Spa, Kayaks, Bikes, Fishing Gear & More
- Pool, Spa, Kayaks, Bikes, Fishing gear & More
- Luxury, Award-Winning Pool, All-Day Sun, Dock, Tiki Hut, Wheelchair Accessible
- "Dive into Luxury: salt heated pool. kayak, fishnwaterfront oasis. Gorgeous!
- Beautiful Waterfront Property, Direct Gulf Access, Saltwater Heated Pool & Spa
- Pool, Spa, Kayaks, Bikes, Fishing gear & More
- Villa Mangoo . Home in Paradise
- Southern Exposure with a Heated Pool/Spa, Standup Arcade on a Gulf Access Canal
- Waterfront Pool Home w/Spa, Game Room & Dock – Gulf Access!
- Waterfront Oasis w/Private Pool, Fishing, Gulf access in sunny SW Florida!
2. How many vacation rentals have private pools in Downtown Historic District?
There are 395 vacation rentals with private pools near Downtown Historic District. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Downtown Historic District are best for families?
If you are looking for a family-friendly vacation home in Downtown Historic District, 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 Historic District:
4. How many Rentbyowner vacation rentals are available in Downtown Historic District?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 1309 in the Downtown Historic District 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 Historic District.
5. What is the cancellation policy for vacation rentals in this area?
Cancellation policies vary depending on the listing. It’s important to review the specific terms outlined in the property details or contact the owner directly to understand any fees or restrictions associated with cancellations.
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 security deposits, are often listed on the property page. Be sure to read the full listing details or reach out to the host for a complete understanding of all costs involved.
7. How do I ensure my reservation is secure when booking a vacation home in this destination?
Booking through a trusted platform typically offers secure payment options and verified hosts. Review the host’s profile and guest reviews for added reassurance, and use the platform’s messaging system for communication before booking.
8. What amenities are commonly available in vacation rentals in the downtown historic district?
Most properties in this part of town offer essential amenities like Wi-Fi, air conditioning, and fully equipped kitchens. For specific features, check the listing details or contact the owner directly to confirm what’s included.
9. Is there a preferred check-in and check-out process I should follow for these rentals?
Check-in and check-out procedures vary by property. These details are usually provided by the host in the listing or during the booking confirmation. Contact the owner if you need clarification or have special requests.
Downtown Historic District Top Rated Vacation Rentals
2293 ft²
10 Guests
5 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
US $490/Night
For 7 Nights US $3,432
2550 ft²
10 Guests
5 Bedrooms
2 Bathrooms
Ocean View
Villa
- Private Pool
- Oceanfront
- Hot Tub
US $299/Night
For 7 Nights US $2,091
1687 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
US $254/Night
For 7 Nights US $1,779
2002 ft²
11 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
US $369/Night
For 7 Nights US $2,584
2368 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Ocean View
Villa
- Private Pool
- Fireplace/Heating
- Pool
US $219/Night
For 7 Nights US $1,530
2100 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
US $376/Night
For 7 Nights US $2,635
1978 ft²
7 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
US $261/Night
For 7 Nights US $1,826
1586 ft²
8 Guests
3 Bedrooms
1 Bathroom
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
US $272/Night
For 7 Nights US $1,902
