Old Naples holiday rentals

We found 1,243 holiday rentals — enter your dates for availability
Select from 21 houses, 98 flats and other holiday rentals to find the perfect place for your stay in Old Naples. Whether you're travelling with family, friends or just your furry companion, holiday homes have the amenities that you expect for your stay, which might include parking and a garden. No matter what you're looking for, you'll find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Old Naples

Showing deals for:20 Nov - 27 Nov

Interior
Private kitchen
Room
Exterior
Wonderful
(25 reviews)

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

Naples

8% off
S$2,599
for 7 nights, 1 home
S$371 per night
includes taxes & fees
Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!
Marina
Pool
Private kitchen
Marina
Exceptional
(21 reviews)

Luxurious Naples Bay Resort Pool, Spa & Beach Club!

Naples

7% off
S$8,790
for 7 nights, 1 cottage
S$1,256 per night
includes taxes & fees
Luxurious Naples Bay Resort Pool, Spa & Beach Club!
Dining
Private kitchen
Interior
Pool
Exceptional
(122 reviews)

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

Naples

8% off
S$8,203
for 7 nights, 1 home
S$1,172 per night
includes taxes & fees
Boaters Paradise : 3 bedroom waterfront home close to downtown Naples Fl.
Exterior
Please note, this is not a private balcony/deck
Living area
Room
Exceptional
(65 reviews)

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

Naples

8% off
S$4,722
for 7 nights, 1 apartment
S$675 per night
includes taxes & fees
Stay in the Heart of Olde Naples - Steps to the Beach, Restaurants and Shops
Living area
Outdoor dining
Private kitchen
Room
Exceptional
(9 reviews)

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

Naples

7% off
S$2,203
for 7 nights, 1 cottage
S$315 per night
includes taxes & fees
Near DownTown & Napes Beach! Cottage House 2QueenBeds Fenced Back Yard with deck
Living area
Property grounds
Living area
Interior
Exceptional
(55 reviews)

5-8 MINUTE WALK TO BEACHES, DINING & SHOPPING! RARE PRIVATE PATIO & LAKE VIEW!

Naples

8% off
S$3,657
for 7 nights, 1 apartment
S$522 per night
includes taxes & fees
5-8 MINUTE WALK TO BEACHES, DINING & SHOPPING! RARE PRIVATE PATIO & LAKE VIEW!
Private kitchen
Interior
Living area
Exterior
Excellent
(11 reviews)

Prime Location in Naples - Walking Distance to 5th Ave & Pet Friendly!

Naples

8% off
S$4,098
for 7 nights, 1 home
S$585 per night
includes taxes & fees
Prime Location in Naples - Walking Distance to 5th Ave & Pet Friendly!
Room
Dining
Interior
Dining
Excellent
(13 reviews)

Naples Haven – Walk to Beach & 5th Ave

Naples

8% off
S$4,535
for 7 nights, 1 apartment
S$648 per night
includes taxes & fees
Naples Haven – Walk to Beach & 5th Ave
Hogfish Harry’s is a favorite of the locals and it’s right next to the pool.
Check-in lobby with helpful staff
Heated pool
Grill area
Exceptional
(8 reviews)

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

Naples

8% off
S$3,743
for 7 nights, 1 apartment
S$535 per night
includes taxes & fees
Resort Condo with Heated Pool, Tennis, Gym, Pickle Ball, On-Site Restaurant
Living area
Pool
Interior
Dining
Exceptional
(42 reviews)

Park Shore Resort Modern Top Floor 2 Bed, 2 Bath

Naples

7% off
S$2,568
for 7 nights, 1 apartment
S$367 per night
includes taxes & fees
Park Shore Resort Modern Top Floor 2 Bed, 2 Bath
Kitchen
Pool entrance
Front entrance
Living room
Exceptional
(129 reviews)

1/2 Block to the Beach and 3rd Street Shopping!

Naples

8% off
S$2,978
for 7 nights, 1 apartment
S$425 per night
includes taxes & fees
1/2 Block to the Beach and 3rd Street Shopping!
Dining table
Terrace/patio
Private kitchen
Hallway
Exceptional
(26 reviews)

spacious 4 Bedrooms ,3 Bathrooms Home, in the center of everything in Naples Fl.

Naples

8% off
S$3,257
for 7 nights, 1 home
S$465 per night
includes taxes & fees
spacious 4 Bedrooms ,3 Bathrooms Home, in the center of everything in Naples Fl.
Dining
Private kitchen
Room
Living area
Wonderful
(8 reviews)

Blue Banyan Boathouse w/POOL/DOCK!

Naples

8% off
S$3,971
for 7 nights, 1 home
S$567 per night
includes taxes & fees
Blue Banyan Boathouse w/POOL/DOCK!
Pool
Outdoor dining
Dining
Private kitchen
Very good
(5 reviews)

B-116 - Resort Views and Close to the Lobby

Naples

7% off
S$3,952
for 7 nights, 1 apartment
S$565 per night
includes taxes & fees
B-116 - Resort Views and Close to the Lobby

  • 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

Frequently asked questions

What is the most popular type of holiday rental accommodation in Old Naples?
Condos are the most popular style of holiday rental in Old Naples, according to our data. Even if you've got a different idea about what you want, Vrbo has properties in all sizes and shapes. Browse our many options to find your perfect fit.
How much does it cost to rent a holiday rental in Old Naples?
Property type, length of stay and season are among the factors that can influence the price of a holiday home. Simply add your travel dates to find the ultimate escape. From comfy cottages to expansive luxury villas, all Vrbo holiday rentals provide amazing value.
How much does it cost to rent a beach house in Old Naples?
The average price for a holiday home close to the beach in Old Naples will depend on when you'll be there and the size and type of property you're looking for. You can easily find prices on Vrbo by entering your preferred travel dates. Then use the filter tool to pick the number of bedrooms and amenities important to you, like a pool, WiFi and air conditioning.
Are there pet-friendly holiday rentals in Old Naples?
Pack a bone and a squeezy toy for your canine companion because Old Naples has 271 properties that put out the welcome mat to pets. Let your happy hound get in on the family fun at one of our pet-friendly holiday rentals on Vrbo. Simply enter your travel dates then check the "Pets allowed" filter box.
Can I rent a house with a pool in Old Naples?
Check the "pool" box in our handy filter tool and pick from 221 houses with private pools in Old Naples on Vrbo. Gentle soak, ball games or noodle joust? Leisure activities are up to you when your Vrbo holiday home has its own pool.
What are popular rental amenities in Old Naples?
A barbecue grill, a fireplace and an ocean view are the most popular rental amenities in Old Naples. Whether you plan to travel as a party of one, with your other half or a group of best friends, Vrbo will help you find a holiday rental that matches your tastes with all the features you're looking for.
Are there large group holiday rentals in Old Naples?
You can pick from 10 holiday homes in Old Naples that can accommodate a group of 10 or more people. Whether you're organising a trip with the family or an event like an anniversary, there's plenty of room to get your loved ones together under the same roof.
Are there holiday rentals in Old Naples that welcome kids?
Gather your entire family for an unforgettable adventure in Old Naples at one of our 271 family-friendly holiday properties. A lot of these stays offer conveniences that are ideal for trips with children, like dining rooms, extra bedrooms and entertainment areas. Just check the "Properties good for families" filter and pick your favourite.
What are the top attractions for families in Old Naples?
Keep the kids entertained at these fun family-friendly attractions in Old Naples:
  • Vanderbilt Beach
  • Naples Beach
  • Naples Pier
Are there one-bedroom holiday rentals in Old Naples?
Yes, you can pick from 67 one-bedroom rentals in Old Naples. Whether you're searching for a cosy chalet or a condo, Vrbo's one-bedroom rentals are perfect if you don't need tons of space. One of the main perks of having your own place? You won't need to share your getaway with strangers.
Can I find two-bedroom holiday rentals in Old Naples?
Old Naples has 137 two-bedroom holiday properties that you can choose from. Discover a holiday home with all the privacy and comfort you need at a fantastic price on Vrbo.
Are there holiday rentals with WiFi in Old Naples?
Old Naples has 85 holiday rentals with WiFi, so you'll be able to stay connected while travelling. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming movie blockbusters to posting pics on social media, these Vrbo homes make it a breeze to get online.
How can I find holiday rentals with air conditioning in Old Naples?
You'll have a choice of 268 holiday homes with air conditioning in Old Naples giving you that gentle, cool breeze and extra level of comfort. Simply enter your preferred travel dates and then make use of our filter tool to find properties with air conditioning.
How old do you have to be to rent a holiday rental in Old Naples?
The minimum age is typically 16, 18 or 21. It can vary across properties on Vrbo, so look at the rules of your preferred Old Naples stay before booking your escape.
How long can I rent a holiday rental in Old Naples for?
How long you can book a holiday rental in Old Naples depends on the property. Just enter your desired dates to look at a list of options offering extended stays. With loads of creature comforts like laundries and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to get a terrific place to call your home away from home in Old Naples.

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