South Naples holiday rentals

We found 1,753 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – South Naples

Showing deals for:8 Jan - 15 Jan

Interior
Pool
Interior
Exterior
Exceptional
(17 reviews)

Beautiful Home with Guest House and Heated Saltwater Pool-4 miles to beach

Naples

7% off
S$6,598
for 7 nights, 1 home
S$943 per night
includes taxes & fees
Beautiful Home with Guest House and Heated Saltwater Pool-4 miles to beach
Interior
Property grounds
Pool
Exterior detail
Very good
(43 reviews)

Great family home with a new sparkling pool,lovely lake view, 5 Minutes to beach

Naples

7% off
S$3,160
for 7 nights, 1 home
S$451 per night
includes taxes & fees
Great family home with a new sparkling pool,lovely lake view, 5 Minutes to beach
Exterior
Living area
Private kitchen
Property grounds
Exceptional
(8 reviews)

King Bed Near Pickleball, Beach & Downtown

Naples

8% off
S$2,203
for 7 nights, 1 home
S$315 per night
includes taxes & fees
King Bed Near Pickleball, Beach & Downtown
Property grounds
Private kitchen
Room
Interior
Exceptional
(19 reviews)

The Gulstream Place

Naples

8% off
S$1,967
for 7 nights, 1 apartment
S$281 per night
includes taxes & fees
The Gulstream Place
View of entryway and Coffee bar.
Open floor plan. Living, Dining, and Kitchen
Dining
Kitchen
Exceptional
(35 reviews)

4-bedroom vacation home just 10 minutes from 5th Ave. and beach.

Naples

8% off
S$3,459
for 7 nights, 1 home
S$494 per night
includes taxes & fees
4-bedroom vacation home just 10 minutes from 5th Ave. and beach.
The Tiki Hut is For You To Use and Enjoy an Outdoor Meal
There is a Nice Sized Pantry For Dry Goods at the End of the Kitchen
Enjoy a Cup of Coffee or A Cocktail on the Lanai
The Family Room with a Large Screen TV
Exceptional
(20 reviews)

Tropical Retreat w/ Heated Pool in Coral Falls

Naples

11% off
S$2,913
for 7 nights, 1 apartment
S$416 per night
includes taxes & fees
Tropical Retreat w/ Heated Pool in Coral Falls
Interior
Exterior
Property grounds
Terrace/patio
Exceptional
(35 reviews)

Tennis, Pool, Lakeview, Free Wi-Fi Cozy 2/2 condo in the heart of Naples

Naples

6% off
S$2,740
for 7 nights, 1 apartment
S$391 per night
includes taxes & fees
Tennis, Pool, Lakeview, Free Wi-Fi Cozy 2/2 condo in the heart of Naples
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

The natural setting of South Naples is ready to explore

The beaches and other outdoor surroundings create an inviting atmosphere in South Naples. Renowned for its golfing, bird watching and shopping, this city welcomes all visitors. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in South Naples

Are you hoping to discover top things to see and do during your stay? Venture out of your cosy holiday rental and check out everything that South Naples has to offer. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Flamingo Island Course - Lely Resort (2.1 mi / 3.3 km)
  • TPC Treviso Bay (3 mi / 4.8 km)
  • Naples Grande Golf Club (5.8 mi / 9.4 km)
  • Naples Zoo at Caribbean Gardens (6.9 mi / 11.1 km)
  • Tiburon Golf Club (10.6 mi / 17 km)
  • La Playa Golf Club (13 mi / 21 km)

Exploring the beaches and other natural features in South Naples

Whether you're looking for exciting outdoor activities or just want to take in the scenery, South Naples is a great spot to appreciate mother nature. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • East Naples Community Park (3.7 mi / 6 km)
  • Naples Botanical Garden (4.2 mi / 6.8 km)
  • Paradise Coast Sports Compex (4.7 mi / 7.5 km)
  • Naples Bay (5.6 mi / 9.1 km)
  • Naples Beach (6.7 mi / 10.7 km)
  • Lowdermilk Beach Park (7.8 mi / 12.5 km)

Frequently asked questions

What is the most popular type of holiday rental accommodation in South Naples?
According to our research, condos are the most popular holiday rental type in South Naples. But of course, everyone's idea of an epic stay can differ. Vrbo has holiday rentals with every shape, size and budget in mind, and we'll help you find the perfect match.
How much does it cost to rent a holiday rental in South Naples?
The average price for a holiday rental in South Naples can vary depending on factors including property type, season and length of stay. Whether you're dreaming about a sprawling villa with lots of bedrooms or an apartment just enough for two, just add your dates of travel to see stays with exceptional value.
How much does it cost to rent a beach house in South Naples?
Prices for beach houses in South Naples can differ depending on the size and type of the property and when you're travelling. All you need to do is enter your travel dates into Vrbo and how many guests to see your options and prices. From there you can use our filter tool to tailor your search by ratings, amenities and more.
Are there pet-friendly holiday rentals in South Naples?
Yes, there are. You'll have your pick of 505 holiday homes that welcome pets in South Naples on Vrbo. Our furry companions deserve a break too, so simply use our search function for pet-friendly holiday rentals to find a perfect property where Fido can be near his favourite humans.
Can I rent a house with a pool in South Naples?
Mark the "pool" box in our handy filter tool and choose from 482 houses with private pools in South Naples on Vrbo. Lazy soak or ball games and races? Leisure activities are up to you when your holiday property has its own pool.
What are popular rental amenities in South Naples?
When it comes to rental amenities that guests prefer in South Naples, a chef, a barbecue grill and a garden rank the highest. With Vrbo holiday homes, there are choices to suit your taste and style, whether you're going away with your partner, your friends or even pets.
Are there large group holiday rentals in South Naples?
South Naples has eight holiday rentals that can accommodate 10 or more guests. These stays come with the space you need to share good times with friends and family.
Are there holiday rentals in South Naples that welcome kids?
With 503 family-friendly holiday homes to select from in South Naples, now is the perfect time to introduce your little ones to the magic of travel. Just click on our "Properties good for families" filter to search for stays that feature amenities perfect for holidaying families, such as kitchens, swimming pools, bunk beds and entertainment units.
What are the top attractions for families in South Naples?
There are loads of amazing things to do and see with the family in South Naples, including:
  • Naples Beach
  • Naples Pier
  • Naples Zoo at Caribbean Gardens
Are there one-bedroom holiday rentals in South Naples?
Yes, you can take your pick from nine one-bedroom rentals in South Naples. Whether you want a comfy cottage or a fancy condo, Vrbo's one-bedroom properties are just right if you don't require lots of space. One of the major perks of having your own pad? You won't ever need to share your getaway with strangers.
Can I find two-bedroom holiday rentals in South Naples?
South Naples has 248 two-bedroom holiday properties for you to pick from. Go for a holiday home with all the privacy and space you're looking for at an attractive price on Vrbo.
Are there holiday rentals with WiFi in South Naples?
You'll find 205 holiday rentals with WiFi in South Naples. If you want to disconnect from the world during your break, but still need to be connected to the web, these getaways are just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find holiday rentals with air conditioning in South Naples?
South Naples has 493 holiday rentals where you'll be able to relax in air-conditioned comfort. To find a stay on Vrbo offering this amenity, enter your dates of travel and use the convenient filters to select the "air conditioning" box.
How old do you have to be to rent a holiday rental in South Naples?
The age limit can differ across properties on Vrbo, so check the rules of the holiday home in South Naples you're interested in. But normally, it's 16, 18 or 21.
How long can I rent a holiday rental in South Naples for?
It's up to the South Naples property. To see all available options offering extended stays, simply type your travel dates and number of guests into Vrbo. You can enjoy having the property to yourself, along with comforts such as a fully-equipped kitchen, air conditioning and an outdoor space where the kids can play. Be on the lookout for long-term stays that offer discounted weekly or monthly prices.

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