Best Vacation Homes in Third Street South
10.0
Private Pool
Hot Tub
Parking
Pool
10.0
Oceanfront- Hot Tub
Breakfast- Parking
10.0- Pool
Balcony/Terrace
Kitchen
Air Conditioner
10.0- Oceanfront
- Parking
- Pool
Ocean View
10.0- Oceanfront
- Hot Tub
- Parking
Spa
9.4- Balcony/Terrace
Internet
Pet Friendly
Child Friendly
10.0- Private Pool
- Oceanfront
- Parking
- Pool
10.0- Parking
- Pool
- Balcony/Terrace
- Air Conditioner
9.0- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
10.0- Private Pool
- Oceanfront
- Parking
- Pool
10.0- Parking
- Pool
View- Internet
10.0- Private Pool
- Oceanfront
- Hot Tub
- Parking
Why Choose Rent By Owner for your Third Street South Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Third Street South Vacation Rentals
Where are the best neighborhoods to stay in Third Street South?
Staying in the charming neighborhood of Third Street South in Naples, Florida, offers a perfect blend of coastal elegance and vibrant community life. This area is known for its boutique shopping, exceptional dining options, and picturesque streets, making it an ideal choice for your next vacation. When you choose a vacation rental in this desirable location, you'll enjoy easy access to the heart of Naples’ most inviting spots while experiencing the comfort and convenience of a trustworthy, reliable booking process. Discover the best of Florida’s Gulf Coast by securing your ideal stay in Third Street South, where every detail is designed to enhance your travel experience.
Vanderbilt Beach
This area offers serene shoreline views and tranquil surroundings, making it an ideal spot for relaxation during your visit. Staying nearby provides easy access to beautiful beaches and peaceful mornings.
View 319+ Rentals in Vanderbilt BeachOld Naples
Known for its charming streets and vibrant local scene, this neighborhood blends historic charm with upscale dining and shopping options. It’s perfect for those seeking a lively yet sophisticated atmosphere.
View 1383+ Rentals in Old NaplesPelican Bay
With its lush landscapes and resort-style amenities, this region caters to travelers looking for both comfort and recreational activities. Staying here places you close to pristine beaches and scenic golf courses.
View 55+ Rentals in Pelican BayEast Naples
Offering an authentic local experience, this neighborhood features residential communities with convenient access to regional parks and local services. It’s a great choice for visitors wanting a quieter, community-oriented stay.
View 393+ Rentals in East NaplesNaples Park
This family-friendly area boasts spacious accommodations and scenic waterways, providing a relaxing setting for outdoor activities. It’s ideal for those seeking a peaceful retreat within reach of the city’s attractions.
View 945+ Rentals in Naples ParkPark Shore
A sophisticated neighborhood with luxury property options, Park Shore offers proximity to upscale shopping and dining venues, along with stunning coastal views. Perfect for travelers interested in a high-end experience.
View 307+ Rentals in Park ShoreMoorings
Known for its waterfront properties and lush greenery, this area promises easy access to boating and outdoor pursuits. It’s well-suited for visitors who want to enjoy scenic waterway views.
View 112+ Rentals in MooringsWest Naples
Offering a blend of residential comfort and natural beauty, West Naples is ideal for exploring local parks and enjoying quiet evenings. Staying here puts you close to the area's main attractions.
View 1389+ Rentals in West NaplesBest Times to Visit Third Street South
When should you plan your Vacation Rentals stay?
Choosing the right time to visit this vibrant area can enhance your experience, whether you're seeking a lively atmosphere or a peaceful retreat in the region's comfortable vacation rentals.
Peak Season Highlights
Winter (December to February)
Experience the bustling energy and vibrant atmosphere during the peak winter months when visitors flock here to escape colder climates.
Spring (March to May)
Enjoy pleasant weather and blooming scenery as this destination becomes a popular choice for travelers seeking outdoor activities.
Off-Season Highlights
Summer (June to August)
Visit during the quieter summer months when fewer visitors are around, offering more peaceful surroundings and less crowded attractions.
Fall (September to November)
Experience a more relaxed atmosphere with mild temperatures as the region transitions through the shoulder season, ideal for those seeking tranquility.
Weekly Weather Forecast for Third Street South
How to Book Your Third Street South Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Third Street South
Common Vacation Rentals Amenities
What amenities can you expect?
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 to relax and unwind in the warm Florida sunshine.
- Take advantage of lush landscaped gardens that provide a tranquil setting nearby your rental.
- Make the most of outdoor swimming pools available at many properties for refreshing dips during your stay.
- Utilize shaded lounge areas perfect for reading or soaking up the sun in the region’s pleasant climate.
- Find outdoor dining spaces where you can enjoy meals with a scenic view of the surrounding area.
- Explore nearby walking trails or nature paths that let you experience the natural beauty of this destination.
- Facilitate outdoor recreational activities such as grilling stations or sport courts when available at your rental.
Top Attractions Around Third Street South
What attractions are nearby?
Nearby, you can enjoy a variety of engaging activities that showcase the vibrant culture and scenic beauty of this destination, making it an ideal spot for exploring local art galleries, boutique shopping, and picturesque outdoor strolls in the region.
Family Activities
- Walking along Third Street South: Enjoy a leisurely stroll through this vibrant area, perfect for exploring charming boutiques and boutique-style shops with your family.
- Visiting Cambier Park: Spend quality time outdoors at this nearby park, where children can play on the playground while you relax in the scenic surroundings.
- Dining at family-friendly restaurants: Indulge in a variety of delicious options in the region's popular eateries that cater to all tastes and ages.
- Exploring local art galleries: Introduce your family to the area's thriving arts scene by browsing unique galleries filled with inspiring works and creative displays.
Adult Activities
- Shopping at the boutique stores: Explore a variety of high-end shops and specialty boutiques along Third Street South, perfect for leisurely browsing and finding unique souvenirs.
- Dining at gourmet restaurants: Indulge in diverse culinary experiences at the area's upscale restaurants, offering fresh local seafood and international flavors.
- Enjoying art galleries: Discover intriguing artworks and attend exclusive exhibitions at the numerous art galleries nestled within this vibrant district.
- Strolling through scenic streets: Take a relaxing walk along shaded avenues and charming sidewalks, soaking in the relaxed atmosphere of the region's premier shopping and dining destination.
Third Street South Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Shops and Art Galleries: Take advantage of the area's charming boutiques and vibrant art scene by dedicating time to discovering unique pieces that capture the essence of this destination.
- Dine at Area Restaurants: Savor the diverse culinary offerings by trying popular eateries within walking distance, ensuring you enjoy authentic flavors during your stay.
- Visit Nearby Beaches: Make the most of your visit by relaxing on the pristine sands and swimming in the warm waters of the region's well-known beaches.
- Plan Enjoyable Evening Strolls: Experience the lively yet relaxed atmosphere of the area by taking leisurely walks along the streets lined with charming cafes and inviting shops.
Transportation Options
- Naples Trolley & Car Service: This convenient service offers scheduled routes around the area, making it easy to explore Third Street South and nearby attractions without hassle.
- Rental Bikes and Scooters: Cycling and scooter rentals provide an eco-friendly way to enjoy the region’s scenic streets and waterfront at your own pace.
- Private Chauffeur Services: For a more personalized experience, chauffeur services can be arranged to comfortably transport you throughout Naples and the surrounding areas.
- Public Transit – Collier Area Transit (CAT): The local bus system connects key points in the region, offering an affordable option for exploring beyond the immediate neighborhood.
Local Customs Options
- Southern Hospitality: Visitors often find that locals here are warm and welcoming, embodying the friendly spirit of southern hospitality that defines this area.
- Artisan Dining Customs: The region's dining scene emphasizes locally sourced ingredients and culinary traditions, offering you an authentic taste of the area’s vibrant food culture.
- Respect for Nature: Preservation of the natural beauty is a key value, so you’ll notice local customs that promote eco-friendly practices and appreciation for the region’s scenic environment.
- Community Events: Engaging in seasonal festivals and outdoor markets is common here, reflecting a strong sense of community that you can experience during your stay.
Third Street South Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Third Street South?
There are a lot of options in Third Street South. If you plan on staying in the Third Street South area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Third Street South:
- Romance on 3rd St South Old Naples
- 2024 NEWLY RENOVATED CONDO BY THE BEACH #1
- Amazing Old Naples Location! Center of Fifth Ave & Walk to Beach
- ALL 5 STAR REVIEWS for our 2Br.Cottage at Naples Bay Resort
- CONDO BY THE BEACH #2
- 1 Block to Beach, heart of Old Naples, renovated fall ’24, Perfect Location
- Old Naples walk to Beach and Fifth Ave
- Naples Beach Escape | Pool, Canal Views & Tiki Vibes Near Pier & 5th Avenue
- Old Naples Luxury 4BR Home - Truly Close to Beach & 5th Ave
- Beautifully Updated Naples Condo, Walk to Beach & 3rd St
2. How many Rentbyowner vacation rentals are available in Third Street South?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 1654 in the Third Street South 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 Third Street South.
3. What is the cancellation policy for vacation rentals in Third Street South, Naples?
4. How do I know if a vacation rental in the region is available for my preferred dates?
5. Are there any extra fees or deposits when booking a stay here?
6. What amenities are typically included in vacation rentals near this destination?
7. How do I ensure my booking is secure and reliable?
Best Vacation Homes in Third Street South
10.0- Parking
- Balcony/Terrace
- View
- Air Conditioner
10.0- Private Pool
- Oceanfront
- Parking
- Pool
10.0- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
10.0- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
10.0- Hot Tub
- Parking
- Pool
- Kitchen
9.8- Oceanfront
- Parking
- Pool
- Ocean View
9.8- Private Pool
- Oceanfront
- Hot Tub
- Parking
9.6- Oceanfront
- Parking
- Pool
- Ocean View
9.6- Private Pool
- Hot Tub
- Parking
- Pool
9.6- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
9.4- Parking
- Pool
- Balcony/Terrace
- Kitchen
9.0- Hot Tub
- Parking
- Pool
- Kitchen
