Discover Your Perfect Fifth Avenue South Vacation Homes

Best Vacation Homes in Fifth Avenue South

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10.0 (4 Reviews)
Apartment
Green Link Paradise
  • Air Conditioner
  • Pool
  • Balcony/Terrace
View Availability
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9.6 (2189 Reviews)
Resort
Bellasera Resort
  • Air Conditioner
  • Parking
  • Pool
View Availability

Why Choose Rent By Owner for your Fifth Avenue South 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 Fifth Avenue South Vacation Rentals

Where are the best neighborhoods to stay in Fifth Avenue South?

Choosing the right neighborhood to stay in Fifth Avenue South, Naples, Florida, ensures you enjoy everything this vibrant area has to offer. Located along the scenic Gulf Coast, this neighborhood offers convenient access to shopping, dining, and cultural attractions, making it an ideal base for your vacation. Whether you're seeking a lively atmosphere or a more relaxed setting, the neighborhoods around Fifth Avenue South provide a variety of options to suit your preferences. Booking your vacation rentals here means immersing yourself in the charming ambiance and effortless elegance that define this sought-after part of Naples.

Vanderbilt Beach

This area offers serene beachfront living with easy access to the pristine sands and gentle waves, making it an ideal choice for those seeking tranquility by the coast.

View 352+ Rentals in Vanderbilt Beach

Old Naples

In the heart of the region, Old Naples features charming streets and historic charm, perfect for exploring local culture while enjoying nearby beaches.

View 1699+ Rentals in Old Naples

Pelican Bay

Known for its upscale community and beautiful natural surroundings, Pelican Bay provides a luxurious backdrop for your stay within reach of the area's scenic waterfronts.

View 79+ Rentals in Pelican Bay

Bonita Shores

This peaceful neighborhood offers a quiet escape with close proximity to the region’s relaxing beaches and outdoor activities.

View 1438+ Rentals in Bonita Shores

East Naples

Here, you can enjoy convenient access to the region’s amenities and natural parks, making it a practical base for exploring the area’s scenic coastline.

View 441+ Rentals in East Naples

Naples Park

A family-friendly neighborhood, Naples Park boasts a central location near both local attractions and the stunning Gulf beaches.

View 985+ Rentals in Naples Park

Park Shore

Elegant and tranquil, this community offers picturesque views and quick access to the region’s famous beaches and high-end shopping.

View 361+ Rentals in Park Shore

Moorings

This exclusive area combines waterfront elegance with proximity to prime attractions, ideal for travelers seeking a refined stay in the vicinity of the coast.

View 121+ Rentals in Moorings

Best Times to Visit Fifth Avenue South

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit this destination can significantly enhance your experience, as the best seasons for enjoying the region’s warm climate and vibrant local events often align with the most favorable weather conditions here.

Peak Season Highlights

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Winter (December to February)

During these months, the area experiences its busiest season as visitors flock here to enjoy warm weather and sunny skies, making it an ideal time to book vacation rentals.

Average Temperature Daytime: Upper 70s to low 80s°F - Nighttime: Mid 60s to low 70s°F
spring
Spring (March to May)

This vibrant season attracts travelers seeking pleasant temperatures and blooming scenery, providing prime opportunities for booking vacation rentals in this destination.

Average Temperature Daytime: High 70s to mid 80s°F - Nighttime: Mid 60s to low 70s°F

Off-Season Highlights

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Summer (June to August)

The hot summer months see a slight dip in visitors, offering more availability and potentially better rates for vacation rentals here.

Average Temperature Daytime: Low to mid 90s°F - Nighttime: Mid 70s to low 80s°F
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Fall (September to November)

As the region transitions into cooler weather, fewer travelers visit, making it a great time to find discounted vacation rentals and enjoy a quieter experience.

Average Temperature Daytime: Low 80s to high 70s°F - Nighttime: Mid 60s to low 70s°F

Weekly Weather Forecast for Fifth Avenue South

How to Book Your Fifth Avenue South 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 Fifth Avenue South

More Top-Rated Vacation Rentals in Fifth Avenue South 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 a private outdoor pool to relax and soak up the Florida sunshine.
  • Benefit from beautifully landscaped gardens or courtyards that enhance your outdoor experience.
  • Take advantage of a cozy outdoor seating area for dining or socializing with family and friends.
  • Access to walking paths or scenic trails nearby to explore the area's natural beauty.
  • Use common outdoor grilling facilities to prepare meals in a casual setting.
  • Relax on a rooftop terrace offering stunning views of the surrounding region.
  • Participate in organized outdoor activities or community events often hosted at properties here.

Top Attractions Around Fifth Avenue South

What attractions are nearby?

Discover a variety of nearby activities to enjoy in the area, from charming shops and fine dining to picturesque parks and cultural attractions, all conveniently accessible from your vacation rentals here in Fifth Avenue South, Naples, Florida.

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Family Activities

  • Visit the Naples Pier: Enjoy a family stroll along this iconic pier, perfect for watching breathtaking sunsets and observing local wildlife in the area.
  • Explore Cambier Park: Spend quality time outdoors in this scenic park featuring playgrounds, open green spaces, and family-friendly events throughout the year.
  • Discover the Naples Botanical Garden: Immerse your family in lush tropical landscapes and themed gardens that highlight the region’s diverse plant life.
  • Enjoy shopping and dining on Fifth Avenue South: Experience the vibrant atmosphere with unique boutiques, casual eateries, and waterfront views for all ages to enjoy.
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Adult Activities

  • Shopping at local boutiques: Explore the unique shops along Fifth Avenue South, where you can find fashionable apparel, jewelry, and accessories to enhance your stay.
  • Dining at upscale restaurants: Savor gourmet cuisine at the area's renowned eateries, offering a variety of international flavors and fresh seafood options.
  • Strolling through art galleries: Discover vibrant artworks and attend exclusive exhibitions in the many galleries that line this stylish neighborhood.
  • Enjoying cultural events: Participate in outdoor concerts, festivals, and street performances that regularly take place in this lively district, providing entertainment for every adult visitor.

Other Places to Stay in Fifth Avenue South, FL

Naples
Naples Vacation Rentals
Port - O - Call Marina
Port - O - Call Marina Vacation Rentals
Tin City
Tin City Vacation Rentals
Naples Depot Museum
Naples Depot Museum Vacation Rentals
Old Naples
Old Naples Vacation Rentals
Heritage Trail Museum
Heritage Trail Museum Vacation Rentals
Cambier Park
Cambier Park Vacation Rentals
Von Liebig Art Center
Von Liebig Art Center Vacation Rentals
4th Avenue South Beach
4th Avenue South Beach Vacation Rentals
6th Avenue South Beach
6th Avenue South Beach Vacation Rentals
5th Avenue South Beach
5th Avenue South Beach Vacation Rentals
More Places to Stay Near Fifth Avenue South

Fifth Avenue South Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining and Shopping: Take advantage of the area's renowned restaurants and boutique shops to fully immerse yourself in the vibrant atmosphere of this destination.
  • Visit Nearby Cultural Attractions: Make time for local galleries, theaters, or museums to enrich your stay and gain a deeper appreciation of the region's unique character.
  • Plan Outdoor Activities: Enjoy the mild climate by scheduling outdoor pursuits such as strolling along scenic waterfronts or visiting lush parks in the vicinity.
  • Check Out Seasonal Events and Festivals: Keep an eye on local calendars to participate in seasonal festivities that showcase the area’s community spirit and local traditions.

Transportation Options

  • Personal Vehicles: Renting or parking your own car offers the most flexibility for exploring the region at your own pace.
  • taxis and Rideshare Services: Convenient options like taxis, Uber, and Lyft provide quick and reliable transportation throughout this area and beyond.
  • Public Transportation: The area's bus services connect you efficiently to popular destinations within Naples and surrounding neighborhoods.
  • Bike Rentals: Exploring the local scene via bike provides an eco-friendly and leisurely way to enjoy here’s scenic beauty and vibrant streets.

Local Customs Options

  • Respect for Local Art and Architecture: You’ll find that appreciating the region’s vibrant art scene and historic architecture is a common custom among visitors here.
  • Casual yet Stylish Attire: Dressing smart-casual is customary when strolling along the area, blending comfort with a touch of elegance.
  • Supporting Local Businesses: Engaging with boutique shops and eateries is a valued tradition that helps sustain the local economy and authentic charm.
  • Environmental Consciousness: Keeping the surroundings pristine by disposing of waste properly and respecting natural spaces reflects the community’s commitment to conservation.

Frequently Asked Questions About Fifth Avenue South?

1. What are the top vacation rentals in Fifth Avenue South?

There are a lot of options in Fifth Avenue South. If you plan on staying in the Fifth Avenue 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 Fifth Avenue South:

2. How many Rentbyowner vacation rentals are available in Fifth Avenue South?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 2551 in the Fifth Avenue 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 Fifth Avenue South. 

3. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary depending on the individual property owner. You should review the specific listing details or contact the host directly to understand the cancellation terms before finalizing your booking.

4. Are there any additional fees I should expect when booking a vacation rental here?

Additional fees such as cleaning fees, service charges, or security deposits are typically outlined in the rental listing. Make sure to read the full description or contact the host to get detailed information about all costs involved.

5. How do I find a vacation rental that suits my travel dates and preferences?

You can filter your search by travel dates, number of guests, amenities, and price range to find the perfect property in the region. Review each listing carefully and reach out to the owner if you have specific questions or special requests.

6. Is it possible to modify or cancel my reservation after booking?

Reservation modification or cancellation policies depend on the individual property’s terms. Check the listing details or contact the host directly to understand the options available for changing or canceling your stay.

7. What amenities are typically included in vacation rentals in this destination?

Most listings feature amenities such as Wi-Fi, kitchen facilities, air conditioning, and parking. To confirm specific amenities, review the property details or contact the owner directly before booking.

Best Vacation Homes in Fifth Avenue South