Naples Holiday Rentals

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Check prices for these dates

In two weeks
28 Nov - 30 Nov
In two months
9 Jan - 11 Jan
In three months
6 Feb - 8 Feb
In four months
6 Mar - 8 Mar

Holiday Rentals in Naples

Property entrance
Wiggins Pass Chalet

Wiggins Pass Chalet

4.0 star property
Naples
9.6 out of 10, Exceptional, (237)
"Room was very clean, staff was awesome, and the location was perfect. I will definitely stay here again."
United States
Tamisha
Wiggins Pass Chalet
Outdoor pool, open 9:00 AM to 8:00 PM, free pool cabanas, pool loungers
Bellasera Resort

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 HK$3,202
HK$3,899 total
includes taxes & fees
15 Dec - 16 Dec
Bellasera Resort
Beach
GreenLinks Golf Villas at Lely Resort

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
Outdoor pool, a heated pool
3 Pools, lazy river, walk to 5th ave restaurants!

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!
Restaurant
Park Shore Resort

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

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!
Sun-loungers, beach towels
1-bedroom cottage just a short walk to Naples Beach and Fifth Avenue South

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
Smart TV, books, stereo
Beachside Bliss in The Moorings | 3BR Naples Stay

Beachside Bliss in The Moorings | 3BR Naples Stay

Moorings
9.0 out of 10, Wonderful, (14)
"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
Fridge, microwave, oven, stovetop
Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!

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 HK$840
HK$2,244 total
includes taxes & fees
16 Nov - 17 Nov
Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!
On the beach, sun-loungers, beach towels
CENTRALLY LOCATED BEACH HOME, Walk/Bike to Beach,Shops,Dining, Large Fenced Yard

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 HK$770
HK$2,745 total
includes taxes & fees
14 Dec - 15 Dec
CENTRALLY LOCATED BEACH HOME, Walk/Bike to Beach,Shops,Dining, Large Fenced Yard
Beach
Olde Naples Luxury Condo Steps to Pier, Beach, Sunsets and fabulous Restaurant

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 HK$1,936
HK$4,760 total
includes taxes & fees
19 Nov - 20 Nov
Olde Naples Luxury Condo Steps to Pier, Beach, Sunsets and fabulous Restaurant
Terrace/patio
The Historic Coquina Cottages C is 2 Blocks to the Beach, 5th Avenue and 3rd St.

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.
Beach nearby, sun-loungers, beach towels
Charming Beach Cottage with private Pool&Spa! Walk to stunning Vanderbilt Beach

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

Naples Park
10.0 out of 10, Exceptional, (294)
"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 HK$1,024
HK$2,844 total
includes taxes & fees
21 Nov - 22 Nov
Charming Beach Cottage with private Pool&Spa! Walk to stunning Vanderbilt Beach
Beach nearby, sun-loungers, beach towels
Quiet Studio, minutes from Beaches, Shopping, Dining, 5th Ave and 3rd Street

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
Outdoor pool, a heated pool
2BR Naples Bay Resort Condo

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
Smart TV
Amazing Location! Old Florida Charm

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
Interior
Newly listed Waterfront Townhouse in Old Naples

Newly listed Waterfront Townhouse in Old Naples

Oyster Bay
10.0 out of 10, Exceptional, (7)
"My family stayed at this fully furnished home over the weekend of July 4th. The first class amenities and the thoughtful welcome layout was perfect. All new appliances and even spices, which made the cooking easier! Proximity to downtown Naples was great. Very quiet and serene. I would highly recommend this home. My 11 and 14 year old kids loved the canal too! "
United States
Jim C.
Newly listed Waterfront Townhouse in Old Naples
Beach nearby
2024 NEWLY RENOVATED CONDO BY THE BEACH #1

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
Beach nearby, sun-loungers, beach towels
1st floor by pool, beach and 3rd St. S coffee shops, restaurants and farmer Mkt

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 HK$2,791
HK$5,716 total
includes taxes & fees
25 Nov - 26 Nov
1st floor by pool, beach and 3rd St. S coffee shops, restaurants and farmer Mkt
On the beach, sun-loungers, beach towels
COZY BEACH HOME! Walk/Bike to Beach, Dining, Shops, Near Ritz-fenced doggie area

COZY BEACH HOME! Walk/Bike to Beach, Dining, Shops, Near Ritz-fenced doggie area

Naples Park
9.4 out of 10, Exceptional, (30)
"Mirielle took great care of us! We had AC issues and she didn’t hesitate to take care of us! Beautiful stay with beautiful people!"
United States
Tammie C.
The price is HK$972
HK$2,657 total
includes taxes & fees
14 Dec - 15 Dec
COZY BEACH HOME! Walk/Bike to Beach, Dining, Shops, Near Ritz-fenced doggie area
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

Inn of Naples, Tapestry Collection by Hilton

Inn of Naples, Tapestry Collection by Hilton

10/10 Excellent
"Yes, room was great, staff was friendly. "
Mary 3-night trip
Posted 21 hours ago
Inn of Naples, Tapestry Collection by Hilton

Find out more about Naples

Search for holiday rentals in Naples on Expedia! You can easily find your home rentals, villas, holiday apartments in Naples using one of the methods below:

  • View our selection of featured holiday rentals in Naples
  • Use the map to find apartments and other holiday homes in the Naples neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Naples while they last

Look no further and take a look at our great range of rental properties in Naples!

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

How many holiday rentals are there in Naples?

Expedia has 2495 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 Norris Center. Other places in town to visit include Everglades National Park and Fifth Avenue South.

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.