Naples Holiday Rentals

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Our top choices for Naples holiday rentals

Nuevo y Confortable Estudio

Nuevo y Confortable Estudio
Naples
9.6 out of 10, Exceptional, (9)
"Great stay for a solo trip! This location was very close to the beaches and pickleball courts. Definitely recommend this place! "
United States
Esosa
The price is NZ$262
includes taxes & fees
16 Jan - 17 Jan 2026
Nuevo y Confortable Estudio

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, (17)
"Great location and perfect spot for my quick work trip "
United States
Anastasia A.
The price is NZ$604
includes taxes & fees
12 Jan - 13 Jan 2026
Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!

Amazing Private Suite Large Bathroom 3.3mi to Beach Close 2 Everything Updated

Amazing Private Suite Large Bathroom 3.3mi to Beach Close 2 Everything Updated
Bonita Shores
9.8 out of 10, Exceptional, (13)
"Excellent place to stay. "
United States
Barb
The price is NZ$384
includes taxes & fees
6 Jan - 7 Jan 2026
Amazing Private Suite Large Bathroom 3.3mi to Beach Close 2 Everything Updated

Beautiful 1 Bedroom/1bath 1 mile to the beach.

Beautiful 1 Bedroom/1bath 1 mile to the beach.
Bonita Shores
10.0 out of 10, Exceptional, (21)
"Was nice n quiet. Great location "
United States
Todd J.
The price is NZ$388
includes taxes & fees
7 Jan - 8 Jan 2026
Beautiful 1 Bedroom/1bath 1 mile to the beach.

Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River

Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River
Bonita Shores
9.6 out of 10, Exceptional, (4)
"Is good , and Beauty"
United States
Jorge T.
The price is NZ$460
includes taxes & fees
7 Jan - 8 Jan 2026
Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River

Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach

Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach
Bonita Shores
10.0 out of 10, Exceptional, (3)
"We stayed over kids spring break. Great location- not far from beaches and great restaurants. "
United States
Molly B.
The price is NZ$513
includes taxes & fees
8 Jan - 9 Jan 2026
Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach

Cozy Apartment in Naples

Cozy Apartment in Naples
Rural Estates
9.2 out of 10, Wonderful, (15)
"The place was off the grid from the busyness of the downtown/beach area but close enough to go there and the other areas too! "
United States
Robyn S.
The price is NZ$500
includes taxes & fees
28 Dec - 29 Dec
Cozy Apartment in Naples

Naples Marina Getaway Studio DIRECT WATER VIEWS!

Naples Marina Getaway Studio DIRECT WATER VIEWS!
Naples
9.6 out of 10, Exceptional, (14)
"Best stay I've had in a very long time. The place is awesome, great restaurant, nice and quiet, and close to everything. Will visit again!! "
United States
Rodney
The price is NZ$405
includes taxes & fees
31 Dec - 1 Jan 2026
Naples Marina Getaway Studio DIRECT WATER VIEWS!

Luxury 2-bedroom villa 10 minutes from downtown. Pet friendly!

Luxury 2-bedroom villa 10 minutes from downtown. Pet friendly!
3.0 star property
Lely Golf Estates
Luxury 2-bedroom villa 10 minutes from downtown. Pet friendly!

Old Florida Fishing Cottage See The Water From Living Room on Imperial River

Old Florida Fishing Cottage See The Water From Living Room on Imperial River
Bonita Shores
9.8 out of 10, Exceptional, (9)
"Lovely old Florida area!! Quiet, charming area.Close to great restaurants, beaches, sunset!We will be back"
United States
Anonymous traveller
The price is NZ$500
includes taxes & fees
8 Jan - 9 Jan 2026
Old Florida Fishing Cottage See The Water From Living Room on Imperial River

3Mi 2 Beach Updated in 2023 Spacious Private Baths Kit Close to 20 Restaurants

3Mi 2 Beach Updated in 2023 Spacious Private Baths Kit Close to 20 Restaurants
Bonita Springs
9.6 out of 10, Exceptional, (13)
"Great place to stay! Would stay here again!"
United States
Karen G.
The price is NZ$561
includes taxes & fees
14 Jan - 15 Jan 2026
3Mi 2 Beach Updated in 2023 Spacious Private Baths Kit Close to 20 Restaurants

Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4

Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4
Bonita Shores
10.0 out of 10, Exceptional, (8)
"Loved the cabin feel. Spent most evenings by the river on the amazing deck. "
United States
Michele A.
The price is NZ$473
includes taxes & fees
8 Jan - 9 Jan 2026
Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4

2/1 Hidden Gem

2/1 Hidden Gem
Naples
9.8 out of 10, Exceptional, (16)
"It was so relaxing and close to everything, really enjoyed the stay ! "
United States
janice G.
The price is NZ$462
includes taxes & fees
6 Jan - 7 Jan 2026
2/1 Hidden Gem

Bayfront Luxury Estate – 5BR, Heated Pool, Spa, Gulf Access & Walk to Beach

Bayfront Luxury Estate – 5BR, Heated Pool, Spa, Gulf Access & Walk to Beach
Bonita Springs
9.8 out of 10, Exceptional, (29)
"We had an absolutely amazing time at this beautiful property! We will definitely return to this wonderful location!"
United States
Cadie A.
The price is NZ$3,192
includes taxes & fees
5 Jan - 6 Jan 2026
Bayfront Luxury Estate – 5BR, Heated Pool, Spa, Gulf Access & Walk to Beach

Florida style home walking distance to Barefoot Beach

Florida style home walking distance to Barefoot Beach
Bonita Shores
9.0 out of 10, Wonderful, (27)
"Have stayed here several times over the last couple years so it truly feels like home when I arrive "
United States
Larry W.
The price is NZ$612
includes taxes & fees
17 Jan - 18 Jan 2026
Florida style home walking distance to Barefoot Beach

Gulf Access Canal & Dock 1.2 Miles 2 Beach Just Redone Close 2 Barefoot Beach!!!

Gulf Access Canal & Dock 1.2 Miles 2 Beach Just Redone Close 2 Barefoot Beach!!!
Bonita Shores
10.0 out of 10, Exceptional, (12)
"Great property and very nicely nestled in Bonita! "
United States
Paul K.
The price is NZ$555
includes taxes & fees
11 Jan - 12 Jan 2026
Gulf Access Canal & Dock 1.2 Miles 2 Beach Just Redone Close 2 Barefoot Beach!!!

New Luxury Suite in central Naples…close to everything. 5 min. Venetian Village

New Luxury Suite in central Naples…close to everything. 5 min. Venetian Village
2.0 star property
Central Naples
The price is NZ$746
includes taxes & fees
27 Dec - 28 Dec
New Luxury Suite in central Naples…close to everything. 5 min. Venetian Village

The Gulfstream Place 2

The Gulfstream Place 2
East Naples
9.0 out of 10, Wonderful, (15)
"Great place for quiet relaxation "
United States
Richard
The Gulfstream Place 2

Wiggins Pass Chalet

Wiggins Pass Chalet
4.0 star property
Naples
9.6 out of 10, Exceptional, (244)
"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

GreenLinks Golf Villas at Lely Resort
3.0 star property
Naples
9.4 out of 10, Exceptional, (543)
"Clean and staff was helpful. Beautiful views"
United States
Rebecca
GreenLinks Golf Villas at Lely Resort
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$367 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 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.

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

Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!: This highly rated holiday home rental in Naples has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Some other top choices in Naples are Luxury 6BR Naples Retreat with private Pool. Beach, & 5th Ave Just Minutes Away! and CENTRALLY LOCATED BEACH HOME, Walk/Bike to Beach,Shops,Dining, Large Fenced Yard.

How many holiday rentals are there in Naples?

Expedia has 583 holiday rentals for your stay in Naples.

What’s there to see and do in Naples?

Naples Zoo at Caribbean Gardens and Golisano Children's Museum of Naples 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 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.