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
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Naples holiday rentals

A modern building entrance with glass doors, a dark exterior, and potted plants on the sides.

1. Wiggins Pass Chalet

Wiggins Pass Chalet
4.0 star property
Naples
9.6 out of 10, Exceptional, (296 reviews)
"Great location very close to beach and restaurants."
United States
Maribel
The price is S$164
includes taxes & fees
31 Oct - 1 Nov
Wiggins Pass Chalet
A spacious, multi-level interior with a grand staircase, elegant chandeliers, and a luxurious seating area.

2. Bellasera Resort

Bellasera Resort
4.0 star property
Old Naples
9.6 out of 10, Exceptional, (2,342 reviews)
"Really enjoyed the stay, the staff was very friendly. And the property is very conveniently located"
United States
vasilisa
The price is S$454
includes taxes & fees
26 Oct - 27 Oct
Bellasera Resort
A modern living room with a white sofa, colorful cushions, a wooden coffee table, and a ceiling fan.

3. Park Shore Resort - Dream Holiday Stays

Park Shore Resort - Dream Holiday Stays
4.0 star property
Park Shore
The price is S$628
includes taxes & fees
1 Nov - 2 Nov
Park Shore Resort - Dream Holiday Stays
A modern kitchen with white cabinets, a granite countertop, a built-in oven, and a microwave.

4. 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$512
includes taxes & fees
28 Oct - 29 Oct
Noel Real Estate
A kitchen with a microwave, cabinets, and a ceiling fan. There is a dining area with a table and chairs.

5. 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$267
includes taxes & fees
19 Oct - 20 Oct
2 Mi to Public Pool! Cozy Naples Cottage w/ Patio
A row of two-story buildings with a central garden pathway, surrounded by greenery and palm trees.

6. Pineapple Cottage by Avantstay Cozy Cottage + BBQ Patio Private Entrance Beach + Mercato Nearby

Pineapple Cottage by Avantstay Cozy Cottage + BBQ Patio Private Entrance Beach + Mercato Nearby
3.0 star property
Naples Park
The price is S$432
includes taxes & fees
17 Oct - 18 Oct
Pineapple Cottage by Avantstay Cozy Cottage + BBQ Patio Private Entrance Beach + Mercato Nearby
A covered outdoor area with a tiled roof, large windows, and a paved walkway.

7. Everglades Escape w/ Heated Pool & Marina Access!

Everglades Escape w/ Heated Pool & Marina Access!
3.0 star property
Naples
The price is S$217
includes taxes & fees
18 Oct - 19 Oct
Everglades Escape w/ Heated Pool & Marina Access!
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

La Quinta Inn & Suites by Wyndham Naples Downtown

La Quinta Inn & Suites by Wyndham Naples Downtown

10/10 Excellent
"Very nice place and helpful staff. Easy access to the Highway."
Isaac 1-night trip
Posted 1 hour ago
La Quinta Inn & Suites by Wyndham Naples Downtown

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 613 holiday rentals for your stay in Naples.

What’s there to see and do in Naples?

Naples Zoo at Caribbean Gardens and Coral Cay Adventure Golf 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.