Vacation rentals near Fifth Avenue South

We found 4,436 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals within easy reach of Fifth Avenue South that can be your home away from home. Whether you're traveling with family, friends, or just your furry companion, vacation homes have the best amenities for hanging out with the people that matter most, which might include parking and a pool. No matter what you're looking for, you're sure to find a rental that has what everyone needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Fifth Avenue South

Showing deals for:Aug 14 - Aug 21

Image gallery for Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!

Interior
9.0 out of 10, Wonderful, (22 reviews)
Wonderful
(22 reviews)

Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!

Naples

8% off
Price is $149
$1,042 for 7 nights
All fees included
Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!

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Find out more about Fifth Avenue South

Why visit Fifth Avenue South

  • Stunning Naples Beach: Enjoy the beautiful sandy shores and clear waters, perfect for relaxation and water activities.
  • Charming Shopping Boutiques: Explore a variety of unique shops offering local art, fashion, and souvenirs.
  • Inviting Cafes and Dining: Savor delicious meals and refreshing drinks at numerous cafes and restaurants along the avenue.
  • Scenic Urban Parks: Take leisurely strolls through lush parks and enjoy the vibrant atmosphere of the area.
  • Family-Friendly and Romantic Vibes: Whether with family or on a romantic getaway, Fifth Avenue South caters to all visitors.

Popular types of accommodation around Fifth Avenue South

Planning a getaway to Fifth Avenue South? You've picked a fantastic destination. Discover a variety of popular vacation rentals, including condos, private homes, and villas. Enjoy the convenience of onsite restaurants and the friendly service that keeps guests returning. With ample parking and the nearby Inn on Fifth, your stay will be both comfortable and convenient. Explore your options on Vrbo and make the most of your trip.

  • Condos: The top choice for vacation rentals in Fifth Avenue South, offering modern amenities and convenient locations for a delightful stay.
  • Houses: A popular option for families or groups, providing spacious living areas and a home-like atmosphere for your getaway.
  • Villas: Elegant and luxurious accommodations designed for relaxation, perfect for those seeking a more upscale vacation experience.
  • Apartments: A practical choice for solo travelers or couples, featuring essential comforts and easy access to local attractions.
  • Cottages: Charming and cozy options that provide a quaint setting, ideal for a peaceful and intimate retreat.**

Top attractions near Fifth Avenue South

Fifth Avenue South in Naples, Florida, offers a delightful blend of attractions for beach lovers and culture enthusiasts alike. You can enjoy the stunning Naples Beach, explore vibrant shopping areas, and experience the charm of Naples 5th. This destination is perfect for outdoor adventures and leisurely strolls through urban parks and marinas, ensuring a memorable vacation filled with relaxation and exploration.

  • Naples Beach: A beautiful stretch of white sandy beach, Naples Beach offers a relaxing atmosphere with stunning sunsets and clear waters, perfect for sunbathing or beachcombing. Enjoy various water activities or simply unwind and take in the beach vibes.
  • Naples Pier: This iconic pier is a great spot for fishing, sightseeing, or enjoying a romantic walk. Experience the excursions vibes while watching dolphins and enjoying breathtaking ocean views.
  • Lowdermilk Beach Park: A family-friendly urban park featuring picnic areas, playgrounds, and beach access. It’s a great place for outdoor activities, making it ideal for families looking to enjoy the city vibes.

Things to do recommended for couples

Looking for a romantic getaway in Naples? Start with a fun round of mini-golf at Coral Cay Adventure Golf, just a mile from Fifth Avenue South, then indulge in thrilling water sports at Marco Island Ski & Watersports, located 15 miles away. Perfect for adventurous couples.

Things to do recommended for families

Families will love visiting East Naples Community Park, just 3 miles from Fifth Avenue South, for wellness and relaxation. For adventure and fun, Sun N Fun Lagoon, 9 miles away, offers an exciting waterpark experience that everyone can enjoy together.

Things to do recommended for groups

Groups visiting Fifth Avenue South can enjoy shopping and entertainment at Tin City, just 0.3 miles away. For outdoor enthusiasts, the New Smyrna Beach Municipal Golf Course and Evergreen Golf and Country Club, located 3 and 2 miles away respectively, offer great sports experiences.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Fifth Avenue South

When planning your trip—whether you're traveling with a group, spending time with family, bringing along your pets, or seeking extended stays—be sure to prioritize your preferences in the search filters. Here are some helpful Vrbo booking tips to consider.

  • Traveling to Fifth Avenue South with a group: Think about how many bedrooms you require, along with features like a full kitchen or outdoor areas for group gatherings. The good news is that you can easily refine your search for all of these options, and more, on Vrbo.
  • Traveling to Fifth Avenue South with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Fifth Avenue South: For many, a family vacation wouldn't be the same without their furry companions. If that resonates with you, take a look at Vrbo listings that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Fifth Avenue South: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. You might also want to include features like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Fifth Avenue South

Exploring Fifth Avenue South in Naples, Florida, offers a delightful blend of family-friendly vibes and romantic settings. This vibrant area is home to charming shopping boutiques, inviting cafes, and a bustling downtown atmosphere. Whether you're strolling along Fifth Avenue or enjoying the scenic surroundings, you'll find plenty of fun places to discover and friendly people to meet, making it an ideal destination for a relaxing getaway.

  • Naples: Naples is a vibrant city renowned for its stunning beaches and outdoor activities, making it a favorite destination for families. Fifth Avenue South, located in the heart of Naples, offers a delightful mix of upscale shopping, dining, and entertainment. Visitors can enjoy the pristine beaches and family-friendly attractions, including nearby resorts and golf courses. The local landmarks, such as the beautiful coastline and engaging theme parks, enhance the travel experience, providing ample opportunities for relaxation and adventure.
  • Old Naples: Old Naples is a charming neighborhood that embodies the essence of coastal living. This area is known for its picturesque streets lined with unique shops, boutiques, and delightful cafés, making it perfect for leisurely strolls. Fifth Avenue South serves as a central hub for visitors, offering access to beautiful beaches and family-friendly activities. The neighborhood's proximity to shopping areas and resorts ensures that travelers can enjoy a rich blend of urban and beach experiences, all within a vibrant atmosphere.
  • Redevelopment Area: Located just half a mile from Fifth Avenue South, the Redevelopment Area is an emerging neighborhood that attracts visitors with its mix of urban charm and beach access. This area is ideal for families seeking a city-themed experience, with numerous shopping centers and golf venues nearby. The Redevelopment Area is also home to local streets that invite exploration, making it a great spot to enjoy the sun and surf while immersing yourself in the community's revitalization efforts.

Best time to go to Fifth Avenue South

If you're planning a trip to Fifth Avenue South, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from January to March, while off-peak times, like August to October tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January65.7°F (18.7°C)No Rain (Dry)Mostly SunnyHighAverage
February68.2°F (20.1°C)No Rain (Dry)SunnyHighSlightly High
March70.3°F (21.3°C)No Rain (Dry)SunnyHighSlightly High
April75.4°F (24.1°C)No Rain (Dry)SunnyAverageAverage
May78.8°F (26.0°C)Light RainMostly SunnyAverageAverage
June82.2°F (27.9°C)Light RainMostly SunnyAverageAverage
July83.7°F (28.7°C)Light RainMostly SunnyAverageAverage
August84.0°F (28.9°C)Light RainMostly SunnyLowSlightly Low
September82.4°F (28.0°C)Light RainMostly SunnyLowSlightly Low
October78.6°F (25.9°C)Light RainMostly SunnyLowSlightly Low
November73.0°F (22.8°C)No Rain (Dry)Mostly SunnyAverageAverage
December69.3°F (20.7°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is simple

Are you hoping to save money on your upcoming trip? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, consider booking a longer stay, which can lead to substantial savings. To discover a Vrbo property that suits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We’re here to help you find the perfect getaway.

Save more with One Key

Plan your group getaway by booking an eligible Vrbo and enjoy the benefits of earning OneKeyCash on your entire reservation. Being the planner truly has its rewards. When you enroll in our travel rewards program, One Key, you’ll gain access to exclusive member discounts and earn OneKeyCash on qualifying bookings. Sign up today and begin your journey to savings.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform for planning your trips, allowing you to easily start new journeys, continue from where you last stopped, or manage your existing plans. You can view the properties you've saved or booked, organized into categories like Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What are the best vacation rentals near Fifth Avenue South?
The best vacation rentals near Fifth Avenue South are primarily located in the charming Old Naples neighborhood. You will find a great selection of properties, including private vacation homes that offer spacious living and stylish condos superb for a comfortable stay. If you are willing to drive a bit further, renting in nearby areas can be an affordable option for finding larger properties. Many guests look for the best vacation rentals near Fifth Avenue South to be close to the dining and shopping.

Many of these vacation rentals feature amenities such as private pools for a refreshing dip and expansive decks or patios for outdoor living. These homes are ideal for those seeking a luxurious escape or families wanting to enjoy the Florida sunshine.
Are there any cheap vacation rentals near Fifth Avenue South?
There are several affordable vacation rentals near Fifth Avenue South, especially if you are flexible with location and travel dates. Budget-friendly stays are typically around $195 per night in areas like Old Naples. You might find great deals in August and September during the off-season, making it a good option for guests looking to experience the area without overspending. These rentals often include amenities such as WiFi, toiletries, and self-parking, and can range from cozy private homes to efficient condos, providing a clean, comfortable base for your stay.

To get the best value, consider staying slightly outside major hubs. If you're willing to drive a bit further, renting around nearby areas can be an affordable option. With a little planning, it is absolutely possible to find a comfortable stay near Fifth Avenue South while keeping costs down.
What are the best pet-friendly vacation rentals near Fifth Avenue South?
There are over 360 pet-friendly vacation rentals available near Fifth Avenue South. These properties, primarily private vacation homes and condos in Old Naples, offer comfortable stays for guests with pets. Many provide essential amenities like fully equipped kitchens and Wi-Fi, ensuring a convenient and enjoyable experience for everyone in your party.

When searching for the best pet-friendly vacation rentals near Fifth Avenue South, always confirm the specific pet policies of each rental, including any size restrictions or additional fees. Fifth Avenue South itself is welcoming to pets, offering ample paved paths for walking your companion.
What are the top vacation rentals with pools near Fifth Avenue South?
There are over 800 vacation rentals near Fifth Avenue South that offer access to swimming pools, including both private homes and condos with shared community pools. These properties are primarily concentrated in the Old Naples area, providing convenient access to the avenue. Many of these rentals come fully equipped with amenities such as full kitchens, Wi-Fi, and comfortable living spaces, making them ideal for families or groups seeking a comfortable stay.

When selecting your rental, consider whether a private pool for exclusive use or a shared pool with potential additional amenities like hot tubs or fitness centers better suits your preferences. For cooler months, many properties offer heated pools, and outdoor pools are a popular feature year-round.
What are the best family vacation rentals near Fifth Avenue South?
There are over 617 family-friendly vacation homes in the Old Naples region surrounding Fifth Avenue South, offering ample space and comfort for groups of all sizes. These rentals often boast multiple bedrooms and bathrooms, full kitchens, and generous living areas, all designed with families in mind. With such a wide selection, you can find stays with outdoor play areas or yards where kids can play, WiFi for downtime, and washer/dryers to handle laundry during the trip.

When choosing the best fit for your family, focus on properties where adults and kids each have space to unwind, and look for homes with practical amenities like well-equipped kitchens to save on dining out. Staying nearby can mean less travel each day and more time enjoying the surroundings.
Are there any luxury vacation rentals near Fifth Avenue South?
Near Fifth Avenue South, guests can find several luxury vacation rentals that combine the area's charm with modern comfort. These properties often feature amenities such as private pools, heated pools, private chefs, and golf course access. Many homes also boast lake views and offer designer toiletries and Egyptian cotton sheets for an elevated stay.

These homes are ideal for families or larger groups, providing conveniences like climate control for cooling and comfortable bathrobes. Many of these top-tier stays are managed by highly rated Vrbo hosts, ensuring a professional and premium experience.
How much is a vacation rental near Fifth Avenue South?
Vacation rentals near Fifth Avenue South offer a wide range of options to suit different budgets, making it easy for guests to enjoy a memorable stay. Budget-friendly properties typically start around $195 per night, providing an affordable option. Mid-range rentals, including private homes, are generally around $405 per night, offering more comfort and privacy. For those seeking a more luxurious experience, upscale options can cost $600 or more per night, especially for properties with premium amenities or prime locations.

Enter your destination, travel dates, and number of guests on search to see the best options. You can use filters to set a minimum and maximum nightly price range along with other preferences. Rates may vary based on the season and specific amenities, but with a little planning, guests can find a rental that perfectly balances convenience and value.
Where should I stay when visiting Fifth Avenue South?
When looking for a rental near Fifth Avenue South, several areas offer distinct advantages. For direct access to the shopping, dining, and cultural experiences, properties within Old Naples are highly desirable. Many homes and apartments here are just a short stroll from the heart of Fifth Avenue South, providing ultimate convenience.

Another excellent option is the area surrounding the Naples Bay. Properties in this vicinity often provide beautiful waterfront views and easy access to boating activities, while still being a short distance from Fifth Avenue South. This area is great for those who enjoy a blend of coastal living and urban amenities.

Further north, but still conveniently located, areas just off US-41 offer a wider array of rental properties, many of which are situated in well-established communities. These properties are a short drive from Fifth Avenue South, offering convenient access to local attractions.
What is the cheapest month to stay near Fifth Avenue South?
The cheapest time to find vacation rentals near Fifth Avenue South is typically during the late Summer to early Autumn (August to September). September is frequently the single cheapest month, often providing the best deals on properties, with rates that can be lower compared to the peak season. Guests can often find various savings during this period, along with greater availability of vacation rentals.
Are there any lakefront vacation rentals near Fifth Avenue South
Lakefront vacation rentals near Fifth Avenue South offer a great mix of comfort, scenery, and outdoor adventure. Many are located along quiet lakes like Lake Trafford or Lake Okeechobee. These properties are a short drive from Fifth Avenue South, offering convenient access to water activities such as kayaking, fishing, or simply relaxing by the shore.

These homes often feature spacious decks, fire pits, hot tubs, and fully equipped kitchens, making them ideal for families or larger groups. Guests can enjoy lake views, spot wildlife, and unwind in peaceful surroundings after exploring local trails.
Are there any top beachfront vacation rentals near Fifth Avenue South
Beachfront vacation rentals near Fifth Avenue South offer direct access to the sand, often with ocean-view balconies providing stunning vistas. Located primarily along Gulf Shore Boulevard South, these properties place guests within a short walk of the lively dining, shopping, and entertainment options of Fifth Avenue South, while also offering quieter stretches for relaxation.

Guests can enjoy amenities such as beach chairs, umbrellas, and oceanfront pools, ensuring a comfortable stay. Accommodation types range from private homes to condos, with many featuring ocean-facing rooms, suites, or multi-bedroom units with private terraces.
Are there any monthly vacation rentals near Fifth Avenue South?
Vrbo offers excellent options for monthly vacation rentals near Fifth Avenue South, making it a great choice for those who want to combine work and adventure. Monthly rentals often feel like a true home away from home, with fully furnished properties equipped with essential amenities like high-speed Wi-Fi, full kitchens, and comfortable workspaces, perfect for remote work or a summer vacation with the family. With flexible monthly rental options, Vrbo is a convenient and comfortable choice for extended stays near Fifth Avenue South.
Are there any last-minute vacation rentals near Fifth Avenue South?
Vrbo makes it simple to find last-minute vacation rentals near Fifth Avenue South that blend comfort, style, and great value. Vrbo offers plenty of options for guests ready to pack up and go. Families and groups will find these deals especially appealing. Many spacious homes, complete with full kitchens, private pools, and multiple bedrooms, often become available when hosts want to fill open dates on their calendars.

Finding these stays is easy. Just enter your destination and travel dates, then use Vrbo's "Last Minute" or "Discounts" filter to uncover the best offers. You'll see reduced rates in the listings. Vrbo's last-minute rentals are a smart way to save while you explore. Whether you're planning a quick trip or a weekend getaway with friends, your last-minute escape is waiting, you just have to decide where to go next.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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