Old Naples vacation rentals

We found 1,239 vacation rentals — enter your dates for availability

Welcome to Naples, where breathtaking sunsets paint the sky over pristine beaches and the charming streets of Old Naples beckon with delightful shops and galleries. This vibrant destination offers an array of culinary experiences, outdoor adventures, and family-friendly activities, making it perfect for group travelers. Choose from our diverse vacation rentals—whether it’s a cozy condo or a spacious villa—where you can enjoy the comforts and amenities of home while creating unforgettable memories together.

Holiday rentals with weekly discounts - Old Naples

Showing deals for:Dec 11 - Dec 18

Marina
Pool
Property grounds
Private kitchen
Exceptional
(21 reviews)

Luxurious Naples Bay Resort Pool, Spa & Beach Club!

Naples

8% off
$988
$6,917 for 7 nights
All fees included
Luxurious Naples Bay Resort Pool, Spa & Beach Club!
Tin City Shops & Restaurants - Less Than 1 Mile Away
Pool
Private kitchen
Property grounds
Exceptional
(120 reviews)

Tropical Retreat Pool Home close to Downtown & Naples Beaches

Naples

8% off
$370
$2,590 for 7 nights
All fees included
Tropical Retreat Pool Home close to Downtown & Naples Beaches
Room
Outdoor dining
Living area
Exterior detail
Exceptional
(9 reviews)

Near DownTown & Napes Beach! Cottage House 2QueenBeds Fenced Back Yard with deck

Naples

8% off
$223
$1,561 for 7 nights
All fees included
Near DownTown & Napes Beach! Cottage House 2QueenBeds Fenced Back Yard with deck
Terrace/patio
Private kitchen
Interior
Dining
Exceptional
(122 reviews)

Boaters Paradise : 3 bedroom waterfront home close to downtown Naples Fl.

Naples

9% off
$835
$5,848 for 7 nights
All fees included
Boaters Paradise : 3 bedroom waterfront home close to downtown Naples Fl.
Living area
Please note, this is not a private balcony/deck
Room
Exterior
Exceptional
(65 reviews)

Stay in the Heart of Olde Naples - Steps to the Beach, Restaurants and Shops

Naples

9% off
$476
$3,335 for 7 nights
All fees included
Stay in the Heart of Olde Naples - Steps to the Beach, Restaurants and Shops
Property grounds
Private kitchen
Room
Fitness facility
Wonderful
(17 reviews)

C-224 - End Unit with Private Views & Sleeps 6

Naples

8% off
$264
$1,851 for 7 nights
All fees included
C-224 - End Unit with Private Views & Sleeps 6
Heated pool
Check-in lobby with helpful staff
Full kitchen with dishes, utensils, toaster and coffee maker
Grill area
Exceptional
(8 reviews)

Resort Condo with Heated Pool, Tennis, Gym, Pickle Ball, On-Site Restaurant

Naples

9% off
$361
$2,525 for 7 nights
All fees included
Resort Condo with Heated Pool, Tennis, Gym, Pickle Ball, On-Site Restaurant
Room
Dining
Interior
Dining
Excellent
(13 reviews)

Naples Haven – Walk to Beach & 5th Ave

Naples

8% off
$414
$2,898 for 7 nights
All fees included
Naples Haven – Walk to Beach & 5th Ave
Living area
Private kitchen
Room
Outdoor dining
Wonderful
(9 reviews)

Blue Banyan Boathouse w/POOL/DOCK!

Naples

9% off
$501
$3,508 for 7 nights
All fees included
Blue Banyan Boathouse w/POOL/DOCK!
Living area
Room
Interior
Private kitchen
Exceptional
(48 reviews)

Location Location Location - Olde Naples Florida - 3-min walk to the beach

Naples

5% off
$844
$5,911 for 7 nights
All fees included
Location Location Location - Olde Naples Florida - 3-min walk to the beach
Living area
Interior
Room
Private kitchen
Very Good
(5 reviews)

B-116 - Resort Views and Close to the Lobby

Naples

8% off
$390
$2,730 for 7 nights
All fees included
B-116 - Resort Views and Close to the Lobby
Interior
Dining
Property grounds
Interior
Very Good
(5 reviews)

F-236 - Deluxe Condo With Resort Views & Sleeps 6

Naples

8% off
$268
$1,876 for 7 nights
All fees included
F-236 - Deluxe Condo With Resort Views & Sleeps 6
  • Peace of mind

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    Enjoy full kitchens, laundry, pools, yards and more
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    We stand for diversity, inclusion and families everywhere.
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Find out more about Old Naples

Why visit Old Naples

  • Beautiful Beaches: Enjoy the stunning Naples Beach, perfect for sunbathing and swimming.
  • Charming Streets: Stroll through historic Olde Naples, lined with boutique shops and delightful eateries.
  • Family-Friendly Activities: Engage in a variety of cultural and outdoor activities suitable for all ages.
  • Vibrant Downtown Life: Experience a lively atmosphere with a mix of relaxation and excitement.
  • Diverse Accommodations: Choose from cozy condos to luxurious villas for your ideal stay.

Popular types of accommodation around Old Naples

Explore the charm of Old Naples with our selection of vacation rentals. From cozy condos to spacious private homes and luxurious villas, there's something for everyone. Whether you're seeking a serene getaway or an adventurous retreat, our Old Naples vacation rentals cater to all your needs. Discover the perfect Naples vacation property that offers transparency, savings, and peace of mind for your next trip.

  • Condos: The top choice for vacation rentals in Old Naples, offering modern amenities and convenient access to attractions.
  • Houses: A favored option for families and groups, providing spacious living and a home-like atmosphere.
  • Villas: Elegant and often luxurious, these rentals feature beautiful designs and private outdoor spaces.
  • Apartments: A great choice for solo travelers or couples, offering cozy living with essential amenities.
  • Cottages: Charming and intimate, ideal for those seeking a quaint getaway experience.**

Top attractions in and around Old Naples

Old Naples, Florida, is the perfect destination for beach lovers and families seeking a vibrant urban experience. With its stunning Naples Beach and charming streets, visitors can enjoy a mix of cultural and outdoor activities. This area offers a delightful blend of relaxation and exploration, making it ideal for anyone looking to soak up the sun or immerse themselves in local culture. Don’t miss the chance to experience the beauty and excitement that Old Naples has to offer.

  • Naples Beach: Enjoy the stunning white sand and crystal-clear waters of Naples Beach, located 0.6 miles from Old Naples. This beach offers a perfect place for sunbathing, swimming, and beach activities, all while soaking up the vibrant beach vibes.
  • Fifth Avenue South: Experience the lively atmosphere on Fifth Avenue South, a charming street in Old Naples filled with boutique shops, cafes, and art galleries. This area is perfect for leisurely strolls and indulging in local cuisine, capturing the essence of city vibes.
  • Naples Pier: Take a stroll along Naples Pier, a historic jetty offering beautiful sunset views and opportunities for fishing or dolphin watching. The pier is an ideal spot for excursions, providing a taste of the local marine life and coastal charm.

Things to do recommended for couples

For a romantic getaway in Old Naples, try your hand at Coral Cay Adventure Golf for some fun mini-golf, just 2 miles away. If you're seeking excitement, head to Marco Island Ski & Watersports, 15 miles away, for thrilling outdoor adventures on the water.

Things to do recommended for families

Families will love exploring East Naples Community Park, just 3 miles from Old Naples, offering wellness and relaxation. For adventure, head to Sun N Fun Lagoon, a waterpark 9 miles away, where you can enjoy thrilling rides and create lasting family memories.

Things to do recommended for groups

Group travelers in Old Naples can enjoy shopping and entertainment at Tin City, immerse in outdoor sports at New Smyrna Beach Municipal Golf Course, and experience the scenic Evergreen Golf and Country Club—all providing a vibrant local atmosphere just a short distance away.

*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 Old Naples

If you're traveling with a group, family, pets, or planning an extended stay, be sure to use the appropriate filters to meet your needs. Here are some helpful tips for booking on Vrbo.

  • Traveling to Old Naples with a group: Think about how many bedrooms you'll require and any extra features like a complete kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and much more on Vrbo.
  • Traveling to Old Naples with young kids: Traveling with little ones can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Old Naples: For many families, a trip wouldn’t feel complete without their furry companions. If you can relate, explore Vrbo properties 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 Old Naples: If you're in search of vacation rentals offering discounts for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider including amenities like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Old Naples

Old Naples offers a charming blend of beach vibes and vibrant downtown life, perfect for family-friendly and romantic getaways. Explore the historic streets of Olde Naples, filled with boutique shops and delightful eateries. Enjoy the beautiful Naples lifestyle, where relaxation meets lively atmosphere. With picturesque beaches and friendly faces, this neighborhood is an ideal destination for those looking to unwind and soak in the coastal charm of Southwest Florida.

  • Naples: Naples is a charming city located along the Gulf of Mexico, known for its stunning beaches and family-friendly atmosphere. As the location of Old Naples, it offers an array of outdoor experiences and vibrant resort life. Visitors can enjoy shopping at the upscale shopping mall centers or indulge in a round of golf at one of the many local courses. Nearby landmarks include beautiful family beaches, perfect for sunbathing, as well as exciting theme parks that cater to all ages.
  • Redevelopment Area: Situated just 0.8 miles from Old Naples, the Redevelopment Area is a dynamic neighborhood offering a blend of beach and city-themed experiences. This area attracts families looking for fun and relaxation. Explore the various shopping areas and enjoy some retail therapy, or hit the golf courses for a leisurely day outdoors. The local beaches and family-friendly streets provide a perfect backdrop for a day of exploration and enjoyment.
  • East Naples: Located 2 miles from Old Naples, East Naples is a vibrant neighborhood that combines beach access with outdoor adventures. It's an ideal destination for families eager to explore. Visitors can find ample opportunities to play golf or shop at the nearby mall centers. The area boasts beautiful parks and beaches, making it a great spot for picnics and outdoor activities. East Naples is the perfect place to unwind while enjoying the natural beauty of Florida.

Best time to go to Old Naples

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January65.7°F (18.7°C)No Rain (Dry)Mostly SunnyAverageAverage
February68.2°F (20.1°C)No Rain (Dry)SunnyModerately HighSlightly High
March70.3°F (21.3°C)No Rain (Dry)SunnyModerately HighSlightly High
April75.4°F (24.1°C)No Rain (Dry)SunnyModerately HighAverage
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 SunnyModerately LowSlightly Low
September82.4°F (28.0°C)Light RainMostly SunnyAverageSlightly Low
October78.6°F (25.9°C)Light RainMostly SunnyModerately LowSlightly Low
November73.0°F (22.8°C)No Rain (Dry)Mostly SunnyModerately LowAverage
December69.3°F (20.7°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is a breeze

Are you hoping to cut costs on your upcoming adventure? Being open to adjusting your travel dates can lead to significant savings, as prices can vary. Additionally, booking a longer stay often results in substantial discounts. To discover the perfect Vrbo property that fits 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 best options for your needs.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board feature is here to enhance your travel planning experience. This tool allows you to create new trips, pick up right where you left off, and easily view and organize your travel plans. You can find the properties you've saved and booked categorized under Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

How much does it cost to rent a vacation rental in Old Naples?
The average price for a vacation home in Old Naples is based on a number of factors, like length of stay, property type and season. Whether you're looking for a sprawling villa with a pool or a quaint cabin for just you and your sweetheart, just add your travel dates to view stays that offer great value.
How much does it cost to rent a beach house in Old Naples?
Prices for beach houses in Old Naples can vary depending on the type and size of the property and time of year you're traveling. Simply enter your dates of travel into Vrbo and the number of guests to see your rental options and prices. From there you can use our filters to tailor your search by nearby activities, amenities, ratings and more.
What are the top attractions for families in Old Naples?
Keep the kids entertained at these fabulous family-friendly attractions in Old Naples:
  • Tin City
  • Fifth Avenue South
  • Naples Pier
How old do you have to be to rent a vacation rental in Old Naples?
We recommend you check with the Old Naples vacation rental you want on Vrbo as age restrictions differ. However, typically it's 16, 18 or 21.
How long can I rent a vacation rental in Old Naples for?
The length of time you can rent a vacation rental in Old Naples varies according to the property. Simply enter your selected dates to view a list of options offering extended stays. With a range of features such as washing machines and kitchens, as well as some offering discounted weekly or monthly prices, you're sure to get a terrific place to call your home away from home in Old Naples.
Does Vrbo offer discounts for vacation homes in Old Naples?
In Old Naples, you'll find great discounts and deals for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you're planning a mini escape or an extended stay, we have plenty of options to suit your needs and budget.

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