Naples Holiday Rentals

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Holiday Rentals in Naples

Bellasera Resort

4.0 star property
Old Naples
9.6 out of 10, Exceptional, (2225)
"A must stay. Fabulous"
United States
Cynthia
The price is NZ$853
includes taxes & fees
12 Nov - 13 Nov
Bellasera Resort

Wiggins Pass Chalet

4.0 star property
Naples
9.6 out of 10, Exceptional, (236)
"Room was very clean, staff was awesome, and the location was perfect. I will definitely stay here again."
United States
Tamisha
Wiggins Pass Chalet

GreenLinks Golf Villas at Lely Resort

3.0 star property
Naples
9.4 out of 10, Exceptional, (534)
"It was an awesome stay. Quiet, calm and relaxing"
United States
Guillermo
GreenLinks Golf Villas at Lely Resort

3 Pools, lazy river, walk to 5th ave restaurants!

East Naples
9.8 out of 10, Exceptional, (119)
"Beautiful condo and Alan was very responsive to all questions. Thank you!!"
United States
Robin R.
3 Pools, lazy river, walk to 5th ave restaurants!

1-bedroom cottage just a short walk to Naples Beach and Fifth Avenue South

Old Naples
10.0 out of 10, Exceptional, (19)
"Beautiful piece of property. Loved the cottage. Very comfortable. So close to the beach. "
United States
John G.
1-bedroom cottage just a short walk to Naples Beach and Fifth Avenue South

Park Shore Resort

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

Beachside Bliss in The Moorings | 3BR Naples Stay

Moorings
9.4 out of 10, Exceptional, (13)
"House was clean and modern. Walkable to the beach if you don't mind walking a mile. Easy to uber if not walking. Liked the open concept layout. Way better than getting a couple of hotel rooms."
United States
Kevin C.
Beachside Bliss in The Moorings | 3BR Naples Stay

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

Naples Park
10.0 out of 10, Exceptional, (293)
"We had a great stay at the property and especially appreciated all of the beach toys available and the beautiful pool area. It was great being walking distance to a few restaurants and Marion was very communicative when we needed something."
United States
Lindsay B.
The price is NZ$781
includes taxes & fees
5 Dec - 6 Dec
Charming Beach Cottage with private Pool&Spa! Walk to stunning Vanderbilt Beach

Luxury 6BR Naples Retreat with private Pool. Beach, & 5th Ave Just Minutes Away!

Sun Terrace
10.0 out of 10, Exceptional, (41)
"Great place, and the host was awesome!!"
United States
Tim S.
Luxury 6BR Naples Retreat with private Pool. Beach, & 5th Ave Just Minutes Away!

2BR Naples Bay Resort Condo

East Naples
9.8 out of 10, Exceptional, (61)
"We really enjoyed our stay at this unit and resort! It was clean, nicely decorated and convenient to everything! Would highly recommend!"
United States
Reneta S.
2BR Naples Bay Resort Condo

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

Naples Park
9.2 out of 10, Wonderful, (56)
"cute and near the beach!"
United States
Heidi R.
The price is NZ$624
includes taxes & fees
17 Nov - 18 Nov
CENTRALLY LOCATED BEACH HOME, Walk/Bike to Beach,Shops,Dining, Large Fenced Yard

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

East Naples
9.4 out of 10, Exceptional, (16)
"Location was central to most anywhere in Naples. Host was super communicative. Great stay all around"
United States
Mike B.
The price is NZ$513
includes taxes & fees
13 Nov - 14 Nov
Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!

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

Old Naples
9.6 out of 10, Exceptional, (184)
"Fantastic location. Very clean and comfortable. Everything you need is there!"
United States
Hope G.
The price is NZ$1,177
includes taxes & fees
12 Nov - 13 Nov
1st floor by pool, beach and 3rd St. S coffee shops, restaurants and farmer Mkt

Quiet Studio, minutes from Beaches, Shopping, Dining, 5th Ave and 3rd Street

Central Naples
9.6 out of 10, Exceptional, (70)
"We had a very nice week. The place is in a great area. Easy access to beaches."
United States
Stacy M.
Quiet Studio, minutes from Beaches, Shopping, Dining, 5th Ave and 3rd Street

The Historic Coquina Cottages C is 2 Blocks to the Beach, 5th Avenue and 3rd St.

Old Naples
10.0 out of 10, Exceptional, (15)
"nice place great location, we will stay there again"
United States
Bill S.
The Historic Coquina Cottages C is 2 Blocks to the Beach, 5th Avenue and 3rd St.

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

Old Naples
10.0 out of 10, Exceptional, (23)
"This is the perfect location! We picked up a few things on the way in and never used our rental car after that. Walking distance to all of the great restaurants and shopping and of course, the beach! We would love to stay here again!"
United States
Denise T.
The price is NZ$1,035
includes taxes & fees
12 Nov - 13 Nov
Olde Naples Luxury Condo Steps to Pier, Beach, Sunsets and fabulous Restaurant

2024 NEWLY RENOVATED CONDO BY THE BEACH #1

Old Naples
10.0 out of 10, Exceptional, (111)
"This was the best little place. It is in a great location. The property owner was very helpful."
United States
Laura P.
2024 NEWLY RENOVATED CONDO BY THE BEACH #1

Charming Beach Condo Without the Beachfront Price!

Vanderbilt Beach
9.8 out of 10, Exceptional, (166)
"This place was perfect for just the two of us and I would definitely stay here again! Easy walk to the beach and had everything in the condo that we could need."
United States
Shauna W.
Charming Beach Condo Without the Beachfront Price!

<br>This large property was fully renovated new heated salt water pool and spa

Naples Park
9.8 out of 10, Exceptional, (80)
"Great property and great location."
United States
Lee G.
<br>This large property was fully renovated new heated salt water pool and spa

Amazing Location! Old Florida Charm

Lake Park
10.0 out of 10, Exceptional, (1)
"Lynn was a super host that made me feel like family while my husband was a patient at NCH-Downtown. His home was convenient to the hospital that allowed me to have peaceful downtime away from the hospital!"
United States
Anonymous traveller
Amazing Location! Old Florida Charm
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

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$513 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 Beachside Bliss in The Moorings | 3BR Naples Stay and Luxury 6BR Naples Retreat with private Pool. Beach, & 5th Ave Just Minutes Away!.

How many holiday rentals are there in Naples?

Expedia has 2503 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.