A marina with colorful buildings and palm trees.

Naples Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Naples holiday rentals

Lobby

1. Bellasera Resort

Bellasera Resort
4.0 star property
Old Naples
9.6 out of 10, Exceptional, (2,329 reviews)
"The perfect place for a family vacation"
United States
Lorenzo
The price is S$362
includes taxes & fees
1 Sept - 2 Sept
Bellasera Resort
Property entrance

2. Wiggins Pass Chalet

Wiggins Pass Chalet
4.0 star property
Naples
9.6 out of 10, Exceptional, (285 reviews)
"Overall it was an awesome stay."
United States
Patricio
The price is S$139
includes taxes & fees
21 Sept - 22 Sept
Wiggins Pass Chalet
Private kitchen

3. Noel Real Estate

Noel Real Estate
2.0 star property
East Naples
9.0 out of 10, Wonderful, (4 reviews)
"Property was easy to find and just as described and listed. very home-feeling and comfortable. "
United States
Lauren
The price is S$511
includes taxes & fees
9 Sept - 10 Sept
Noel Real Estate
Interior

4. 2 Mi to Public Pool! Cozy Naples Cottage w/ Patio

2 Mi to Public Pool! Cozy Naples Cottage w/ Patio
3.0 star property
Naples
The price is S$231
includes taxes & fees
4 Sept - 5 Sept
2 Mi to Public Pool! Cozy Naples Cottage w/ Patio
Front of property

5. Free Golf Until Oct! Naples Condo w/ Resort Pool

Free Golf Until Oct! Naples Condo w/ Resort Pool
3.5 star property
Naples
10.0 out of 10, Exceptional, (1 review)
"We spent a weekend here while visiting family in the area. Great location for us. Super friendly and helpful. Nice sunset view over the golf course. "
United States
Mark
The price is S$511
includes taxes & fees
7 Sept - 8 Sept
Free Golf Until Oct! Naples Condo w/ Resort Pool
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Naples Hotel Reviews

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

10/10 Excellent
"Gorgeous beach and hotel I would stay again staff was amazing area is amazing loved it all"
Christina 4-night trip
Posted 1 hour ago
LaPlaya Beach & Golf Resort - A Noble House Resort

Frequently asked questions

Can I find holiday rentals in Naples?

Yes, there are holiday rentals in Naples close to Naples Zoo at Caribbean Gardens, 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.

How many holiday rentals are there in Naples?

Expedia has 580 holiday rentals for your stay in Naples.

What’s there to see and do in Naples?

Naples Zoo at Caribbean Gardens and Sun N Fun Lagoon 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.