A marina with colorful buildings and palm trees.

Naples Holiday Rentals

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Our top choices for Naples holiday rentals

1. Wiggins Pass Chalet

Wiggins Pass Chalet
4.0 star property
Naples
9.6 out of 10, Exceptional, (294 reviews)
"Great location very close to beach and restaurants."
United States
Maribel
The price is NZ$198
includes taxes & fees
15 Oct - 16 Oct
Wiggins Pass Chalet

2. Bellasera Resort

Bellasera Resort
4.0 star property
Old Naples
9.6 out of 10, Exceptional, (2,339 reviews)
"Really enjoyed the stay, the staff was very friendly. And the property is very conveniently located"
United States
vasilisa
The price is NZ$656
includes taxes & fees
18 Oct - 19 Oct
Bellasera Resort

3. 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 NZ$370
includes taxes & fees
6 Oct - 7 Oct
2 Mi to Public Pool! Cozy Naples Cottage w/ Patio

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 NZ$721
includes taxes & fees
19 Oct - 20 Oct
Noel Real Estate

5. Lakeview Suite with Pool — Minutes to Downtown Naples & Beautiful Beaches

Lakeview Suite with Pool — Minutes to Downtown Naples & Beautiful Beaches
East Naples
9.2 out of 10, Wonderful, (55 reviews)
"Very cozy house Spent a great time Lovely place"
United States
eric d.
The price is NZ$399
includes taxes & fees
6 Oct - 7 Oct
Lakeview Suite with Pool — Minutes to Downtown Naples & Beautiful Beaches

6. Nuevo y Confortable Estudio

Nuevo y Confortable Estudio
Naples
8.6 out of 10, Excellent, (14 reviews)
"The place was easy to find and directions were very clear."
United States
Laura C.
The price is NZ$293
includes taxes & fees
6 Oct - 7 Oct
Nuevo y Confortable Estudio

7. Resort style vacation, 2BR/2BA condo in the heart of Naples: 8min to the beach

Resort style vacation, 2BR/2BA condo in the heart of Naples: 8min to the beach
Central Naples
10.0 out of 10, Exceptional, (31 reviews)
"Host was very helpful, responded promptly to all communication and we will stay there again."
United States
Rick B.
The price is NZ$697
includes taxes & fees
6 Oct - 7 Oct
Resort style vacation, 2BR/2BA condo in the heart of Naples: 8min to the beach

8. 2/1 Hidden Gem

2/1 Hidden Gem
Naples
9.8 out of 10, Exceptional, (18 reviews)
"Exactly what we needed - comfy bed, great location, exceptional hosts! Will definitely stay again!!"
United States
Katherine S.
The price is NZ$465
includes taxes & fees
8 Oct - 9 Oct
2/1 Hidden Gem

9. Cozy 2-bedroom apartment near the Ocean

Cozy 2-bedroom apartment near the Ocean
Naples Park
10.0 out of 10, Exceptional, (21 reviews)
"Staff is great nice friendly and helpful!"
United States
Chad
The price is NZ$521
includes taxes & fees
31 Oct - 1 Nov
Cozy 2-bedroom apartment near the Ocean

10. "The Coastal Dream" only 3miles to the beach.

"The Coastal Dream" only 3miles to the beach.
East Naples
9.8 out of 10, Exceptional, (25 reviews)
"Great location, everything was perfect!"
United States
Jesse L.
The price is NZ$536
includes taxes & fees
21 Oct - 22 Oct
"The Coastal Dream" only 3miles to the beach.

11. ` The Bohemian Heaven ` w/ SPA, 2miles to downtown

` The Bohemian Heaven ` w/ SPA, 2miles to downtown
East Naples
9.8 out of 10, Exceptional, (17 reviews)
"We would stay here again."
United States
Shane L.
The price is NZ$494
includes taxes & fees
12 Oct - 13 Oct
` The Bohemian Heaven ` w/ SPA, 2miles to downtown

12. Sea Breeze Hideaway- Near Beach and Mercato for dining,shops-Fenced doggie area

Sea Breeze Hideaway- Near Beach and Mercato for dining,shops-Fenced doggie area
Naples Park
9.2 out of 10, Wonderful, (27 reviews)
"Great location for a beach trip!"
United States
Corri B.
The price is NZ$514
includes taxes & fees
6 Oct - 7 Oct
Sea Breeze Hideaway- Near Beach and Mercato for dining,shops-Fenced doggie area

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

Everglades Escape w/ Heated Pool & Marina Access!
3.0 star property
Naples
The price is NZ$301
includes taxes & fees
6 Oct - 7 Oct
Everglades Escape w/ Heated Pool & Marina Access!

14. Private Suite near the Beach

Private Suite near the Beach
Naples Park
9.4 out of 10, Exceptional, (28 reviews)
"Great little place for a couples quick getaway. "
United States
Nicole Y.
The price is NZ$316
includes taxes & fees
6 Oct - 7 Oct
Private Suite near the Beach

15. Coastal Farmhouse w/ mini Golf, Private Beach &Spa

Coastal Farmhouse w/ mini Golf, Private Beach &Spa
Central Naples
10.0 out of 10, Exceptional, (38 reviews)
"Place was exactly as described."
United States
Anonymous traveller
The price is NZ$508
includes taxes & fees
14 Oct - 15 Oct
Coastal Farmhouse w/ mini Golf, Private Beach &Spa

16. 5 O'Clock Somewhere getaway-Walk/Bike to Beach,Shops ,Fenced private doggie area

5 O'Clock Somewhere getaway-Walk/Bike to Beach,Shops ,Fenced private doggie area
Naples Park
8.6 out of 10, Excellent, (37 reviews)
"Clean, everything you need! Loved having the bikes."
United States
Cindi
The price is NZ$489
includes taxes & fees
19 Oct - 20 Oct
5 O'Clock Somewhere getaway-Walk/Bike to Beach,Shops ,Fenced private doggie area

17. BEACHSIDE COZY GETAWAY! Walk/Bike to Beach,Dining,Bars,Small fenced yard for pet

BEACHSIDE COZY GETAWAY! Walk/Bike to Beach,Dining,Bars,Small fenced yard for pet
Naples Park
8.8 out of 10, Excellent, (36 reviews)
"Perfect location for a person traveling for work . Hospital , Beach and Mercato all under a mile away . Got to enjoy Beautiful sunsets and take a few bicycles rides when not working . Bed was comfortable and having a washer dryer was helpful . Would stay again"
United States
Anonymous traveller
The price is NZ$587
includes taxes & fees
6 Oct - 7 Oct
BEACHSIDE COZY GETAWAY! Walk/Bike to Beach,Dining,Bars,Small fenced yard for pet

18. Oasis of Naples – Beach & Downtown Haven

Oasis of Naples – Beach & Downtown Haven
Old Naples
9.4 out of 10, Exceptional, (9 reviews)
"Great place. Great location. Great value! Seamless transaction with the host. "
United States
David C.
The price is NZ$817
includes taxes & fees
7 Oct - 8 Oct
Oasis of Naples – Beach & Downtown Haven

19. Comfy Starfish,Fenced Backyard-ONLY 0.5mile to Beach-Sleeps 4-1BED/1.5BATH,2 TVs

Comfy Starfish,Fenced Backyard-ONLY 0.5mile to Beach-Sleeps 4-1BED/1.5BATH,2 TVs
Naples Park
9.6 out of 10, Exceptional, (25 reviews)
"It was extremely clean the host has been amazing and answering all our questions. And we love the backyard for our pets"
United States
Brodie K.
The price is NZ$524
includes taxes & fees
7 Oct - 8 Oct
Comfy Starfish,Fenced Backyard-ONLY 0.5mile to Beach-Sleeps 4-1BED/1.5BATH,2 TVs

20. Cozy Studio with pool 1 mile from the beach & walking distance to restaurants.

Cozy Studio with pool 1 mile from the beach & walking distance to restaurants.
Bonita Shores
9.2 out of 10, Wonderful, (13 reviews)
"The process with the host was precise and easy, the space was very clean and cozy full of all amenities and more!Thank you!!"
United States
Gabriela M.
The price is NZ$294
includes taxes & fees
1 Nov - 2 Nov
Cozy Studio with pool 1 mile from the beach & walking distance to restaurants.
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Naples holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Naples. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Naples. Seeing all the best attractions is bound to make you fall in love with Naples. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Naples short-term rentals, that won’t be hard to do.

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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?

Naples BEACH HOUSE~Pool n Spa! Walk/Bike to Beaches+Shops+Food+Bars: This highly rated holiday home rental in Naples offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 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 patio, a garden and 1 hot tub so that you can immerse yourself in your holiday. Some other top choices in Naples are Cypress Cove and Dream Getaway Away in 6BR/4.5 Bath Oasis with Heated Pool, Steps from the Beach.

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.