Naples Holiday Rentals

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Holiday Rentals in Naples

Bellasera Resort

4.0 star property
9.6 out of 10, Exceptional, (2219)
"Beautiful property and great location "
Bellasera Resort

GreenLinks Golf Villas at Lely Resort

3.0 star property
9.4 out of 10, Exceptional, (531)
"Great location. Easy and very friendly check-in"
GreenLinks Golf Villas at Lely Resort

Wiggins Pass Chalet

4.0 star property
9.8 out of 10, Exceptional, (231)
"Awesome stay at an awesome property"
Wiggins Pass Chalet

Park Shore Resort

3.0 star property
8.8 out of 10, Excellent, (719)
"Very clean and comfortable. We enjoyed our short visit "
Park Shore Resort

1st floor by pool, beach and 3rd St. S coffee shops, restaurants and farmer Mkt

9.6 out of 10, Exceptional, (181)
"Awesome location"
The price is NZ$1,008
includes taxes & fees
27 Sept - 28 Sept
1st floor by pool, beach and 3rd St. S coffee shops, restaurants and farmer Mkt

Charming Beach Cottage with private Pool&Spa! Walk to stunning Vanderbilt Beach

10.0 out of 10, Exceptional, (289)
"Wonderful, centralized location. "
Charming Beach Cottage with private Pool&Spa! Walk to stunning Vanderbilt Beach

Your Perfect Naples Retreat Relax at Park Shore Resort Snowbird Friendly

8.8 out of 10, Excellent, (32)
"Enjoyed our stay "
The price is NZ$507
includes taxes & fees
7 Oct - 8 Oct
Your Perfect Naples Retreat Relax at Park Shore Resort Snowbird Friendly

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

9.2 out of 10, Wonderful, (15)
"Location was central to most anywhere in Naples. Host was super communicative. Great stay all around"
The price is NZ$462
includes taxes & fees
30 Sept - 1 Oct
Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!

Top rated home! Backyard oasis: heated pool, hot tub, ping-pong, cornhole & more

10.0 out of 10, Exceptional, (22)
"Property has an incredible covered lanai area with pool and hot tub. Great quiet neighborhood, perfect for walking the fur baby and riding bikes. Very clean and well stocked. Beds were comfy. Had a great time."
The price is NZ$885
includes taxes & fees
28 Sept - 29 Sept
Top rated home! Backyard oasis: heated pool, hot tub, ping-pong, cornhole & more

Olde Naples Luxury Condo Steps to Pier, Beach, Sunsets and fabulous Restaurant

10.0 out of 10, Exceptional, (22)
"Host was great, location great "
The price is NZ$1,008
includes taxes & fees
27 Sept - 28 Sept
Olde Naples Luxury Condo Steps to Pier, Beach, Sunsets and fabulous Restaurant

Charming Beach Cottage with private pool! One mile to stunning Horizon Beach!

10.0 out of 10, Exceptional, (188)
"We absolutely loved our stay! The cottage was wonderful. The pool was so nice!! It was close to beach, restaurants, and shopping. We will definitely be back!! "
Charming Beach Cottage with private pool! One mile to stunning Horizon Beach!

Dream Getaway Away in 6BR/4.5 Bath Oasis with Heated Pool, Steps from the Beach

9.4 out of 10, Exceptional, (59)
"We had this house and a neighbour house for 12 guys in total and spent one of best trips ever. Best with this house are the many bedplaces with individual beds."
Dream Getaway Away in 6BR/4.5 Bath Oasis with Heated Pool, Steps from the Beach

Enchanting dog-friendly beach bungalow with patio, fireplace, deck, AC, & W/D

9.6 out of 10, Exceptional, (16)
"We enjoyed everything about our stay"
Enchanting dog-friendly beach bungalow with patio, fireplace, deck, AC, & W/D

Park Shore Resort, beautiful lake view, Bike/Walk to beach, Tennis, Pickelball

9.6 out of 10, Exceptional, (115)
"We always enjoy our stays at Park Shore Resorts. Elliott's place is clean. He communicates very well with his guests."
Park Shore Resort, beautiful lake view, Bike/Walk to beach, Tennis, Pickelball

Excellent location ~ 1.5 miles to the beach ~ 3bed/2bath house w/fenced backyard

9.0 out of 10, Wonderful, (37)
"This was perfect for our family of 6 spring break trip. Close to everything, clean and easy. "
The price is NZ$495
includes taxes & fees
30 Sept - 1 Oct
Excellent location ~ 1.5 miles to the beach ~ 3bed/2bath house w/fenced backyard

2024 NEWLY RENOVATED CONDO BY THE BEACH #1

10.0 out of 10, Exceptional, (107)
"This was the best little place. It is in a great location. The property owner was very helpful."
2024 NEWLY RENOVATED CONDO BY THE BEACH #1

CENTRALLY LOCATED BEACH HOME, Walk/Bike to Beach,Shops,Dining, Large Fenced Yard

9.2 out of 10, Wonderful, (55)
"The location was great. And the bikes were perfect for getting to the beach."
The price is NZ$605
includes taxes & fees
28 Sept - 29 Sept
CENTRALLY LOCATED BEACH HOME, Walk/Bike to Beach,Shops,Dining, Large Fenced Yard

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

9.6 out of 10, Exceptional, (119)
"Great time awesome accommodations!"
Boaters Paradise : 3 bedroom waterfront home close to downtown Naples Fl.

Luxurious Beach Front Condo with Spectacular Views!

10.0 out of 10, Exceptional, (138)
"We love the unit. However, the twin bed "
Luxurious Beach Front Condo with Spectacular Views!

Beachside Bliss in The Moorings | 3BR Naples Stay

9.2 out of 10, Wonderful, (12)
"We loved our stay and plan to return. The kids were very comfortable and slept well all trip! Great location and amazingly kind neighbor. "
Beachside Bliss in The Moorings | 3BR Naples Stay
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Naples Hotel Reviews

Find out more about Naples

Find out more about Naples

Everything you need to know about Naples holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Naples holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Naples holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Naples holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Naples. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Naples holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Naples holiday rentals we have selected for you start as low as NZ$462 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Naples rentals

At Expedia, we put the best Naples holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Naples rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Naples holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Naples. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Naples?

Yes, there are holiday rentals in Naples close to Naples Pier, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the array of shops and popular beaches in Naples. Leave some time to check out the entertainment choices and top-notch restaurants during your visit.

What are some of the best holiday rentals that Naples has to offer?

Charming Beach Cottage with private Pool&Spa! Walk to stunning Vanderbilt Beach: This highly rated holiday home rental in Naples is located by the ocean, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Some other top choices in Naples are
This large property was fully renovated new heated salt water pool and spa
and Relax by the sand at nearby Vanderbilt Beach or hang by heated pool.

How many holiday rentals are there in Naples?

Expedia has 2465 holiday rentals for your stay in Naples.

What’s there to see and do in Naples?

Naples Pier and Naples Zoo at Caribbean Gardens are a couple of the family-friendly sights, whereas cultural attractions include Artis-Naples and Naples Historical Society's Historic Palm Cottage. Other places in town to visit include Fifth Avenue South and Tin City.

What’s a holiday rental in Naples like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Naples. Holiday rentals feature amenities such as hot tubs, fire pits and patios so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for family gatherings.