A coastal city with a marina filled with boats, a prominent mountain in the background, and a mix of historic and modern buildings along the waterfront.

Naples Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Naples vacation rentals

1. Ideal location for adventure all year round

Ideal location for adventure all year round
Naples
10.0 out of 10, Exceptional, (9 reviews)
"The space was perfectly clean, comfortable, and convenient. I would definitely stay here again!"
United States
Andrew A.
The price is CA $116
CA $143 total
includes taxes & fees
Nov 18 - Nov 19
Ideal location for adventure all year round

2. The Cozy Nest

The Cozy Nest
Naples
10.0 out of 10, Exceptional, (1 review)
"Our stay was great, rooms were clean and location is steps from the Main Street."
United States
Sean J.
The price is CA $331
CA $654 total
includes taxes & fees
Nov 15 - Nov 16
The Cozy Nest

3. Walkable Naples Wine Country 5BR Hot Tub Sleeps 16 Bristol Mountain

Walkable Naples Wine Country 5BR Hot Tub Sleeps 16 Bristol Mountain
Naples
10.0 out of 10, Exceptional, (2 reviews)
"House was exactly as advertised and worked perfectly for 7 travelers. The firepit outdoors was great and house was very walkable to everything Naples had to offer. The kitchen had everything you needed to cook and serve. House was clean and the owner was super responsive and accommodating. I would highly recommend this house to any group traveling to the Naples area."
United States
Michael T.
The price is CA $287
CA $751 total
includes taxes & fees
Nov 16 - Nov 17
Walkable Naples Wine Country 5BR Hot Tub Sleeps 16 Bristol Mountain

4. Charming country ranch in the hills of the Finger Lakes

Charming country ranch in the hills of the Finger Lakes
Naples
10.0 out of 10, Exceptional, (14 reviews)
"We rented the property to attend a wedding and found out that the wedding venue was only 2 minutes away! Great location with nice views all around. Very quiet at night and nice comfortable beds for a good nights sleep. Great place to stay for a long weekend or a full weeks vacation."
United States
Brian K.
The price is CA $319
CA $581 total
includes taxes & fees
Nov 14 - Nov 15
Charming country ranch in the hills of the Finger Lakes

5. Escape to the Heart of the Finger Lakes

Escape to the Heart of the Finger Lakes
Naples
10.0 out of 10, Exceptional, (4 reviews)
"I enjoyed my stay. The host left a nice welcome card was very easy to communicate with."
United States
Anonymous traveller
The price is CA $190
CA $381 total
includes taxes & fees
Nov 17 - Nov 18
Escape to the Heart of the Finger Lakes

6. Naples Oasis: 2 bedrooms, 2 baths, a full kitchen and open-concept, lake views!

Naples Oasis: 2 bedrooms, 2 baths, a full kitchen and open-concept, lake views!
Naples
The price is CA $359
CA $767 total
includes taxes & fees
Nov 16 - Nov 17
Naples Oasis: 2 bedrooms, 2 baths, a full kitchen and open-concept, lake views!

7. VRFLX Canandaigua View | Pool & Hot Tub

VRFLX Canandaigua View | Pool & Hot Tub
Naples
10.0 out of 10, Exceptional, (104 reviews)
"We traveled with family and our infant. It was a beautiful home and property. "
United States
Marina V.
The price is CA $252
CA $883 total
includes taxes & fees
Nov 16 - Nov 17
VRFLX Canandaigua View | Pool & Hot Tub

8. Wine Country: Epic Game Room, Lake Views, Fire Pit

Wine Country: Epic Game Room, Lake Views, Fire Pit
Naples
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful stay. Highly recommend."
United States
Maffettone Thiesmeyer T.
The price is CA $570
CA $1,304 total
includes taxes & fees
Nov 16 - Nov 17
Wine Country: Epic Game Room, Lake Views, Fire Pit

9. NEW! Hot-Tub, Sauna, Game Rm, Firepit, Wineries, Mins to Bristol MTN Ski Resort.

NEW! Hot-Tub, Sauna, Game Rm, Firepit, Wineries, Mins to Bristol MTN Ski Resort.
Naples
10.0 out of 10, Exceptional, (5 reviews)
"Property was amazing. Great views. Super clean and everything is up to date. Perfect spot for lake adventures and some winter skiing. "
United States
Graham B.
The price is CA $687
CA $1,232 total
includes taxes & fees
Nov 29 - Nov 30
NEW! Hot-Tub, Sauna, Game Rm, Firepit, Wineries, Mins to Bristol MTN Ski Resort.

10. Timber Haven-Serene getaway with fireplace, grill, fire pit, AC, WiFi

Timber Haven-Serene getaway with fireplace, grill, fire pit, AC, WiFi
Cohocton
10.0 out of 10, Exceptional, (67 reviews)
"Quiet and secluded cottage, perfect for our weekend family stay!"
United States
Mike F.
The price is CA $284
CA $346 total
includes taxes & fees
Nov 16 - Nov 17
Timber Haven-Serene getaway with fireplace, grill, fire pit, AC, WiFi

11. Peaceful lake front home with amazing views.

Peaceful lake front home with amazing views.
Middlesex
10.0 out of 10, Exceptional, (27 reviews)
"Great location with an abundance of extras. Would definitely recommend and book again."
United States
Jessica F.
The price is CA $315
CA $647 total
includes taxes & fees
Dec 13 - Dec 14
Peaceful lake front home with amazing views.

12. Finger Lakes Escape • FLX Chalet + Private Pond

Finger Lakes Escape • FLX Chalet + Private Pond
Branchport
10.0 out of 10, Exceptional, (11 reviews)
"Great place for a winter getaway!"
United States
Catherine K.
The price is CA $277
CA $604 total
includes taxes & fees
Nov 22 - Nov 23
Finger Lakes Escape • FLX Chalet + Private Pond

13. Private oasis on 12acre estate 15min to Keuka Lake

Private oasis on 12acre estate 15min to Keuka Lake
Bath
10.0 out of 10, Exceptional, (17 reviews)
"Great place to unwind and relax with family."
United States
Mike G.
The price is CA $458
CA $899 total
includes taxes & fees
Nov 15 - Nov 16
Private oasis on 12acre estate 15min to Keuka Lake

14. Finger Lakes Escape: Sauna, HotTub, Firepit. Near Lakes, Wineries.

Finger Lakes Escape: Sauna, HotTub, Firepit. Near Lakes, Wineries.
Wayland
9.2 out of 10, Wonderful, (11 reviews)
"Great experience from start to finish. The house is extremely spacious and we loved our time there. We will definitely be coming back again soon!"
United States
Shawn D.
Finger Lakes Escape: Sauna, HotTub, Firepit. Near Lakes, Wineries.

15. Casita: Near Wineries & Keuka Lake: 100"Projector

Casita: Near Wineries & Keuka Lake: 100"Projector
Bath
10.0 out of 10, Exceptional, (16 reviews)
"Very nice accommodations far away from any distractions. Excellent stay."
United States
Nathan M.
The price is CA $177
CA $432 total
includes taxes & fees
Nov 14 - Nov 15
Casita: Near Wineries & Keuka Lake: 100"Projector

16. Secluded Finger Lakes 3BR Retreat Near Keuka Lake with Vineyard Views

Secluded Finger Lakes 3BR Retreat Near Keuka Lake with Vineyard Views
Branchport
9.6 out of 10, Exceptional, (4 reviews)
"Loved the location surrounded by grapes and farmland. Very spacious. Awesome communication. And the price was perfect. Next time I’m in the area I would definitely check for availability."
United States
Rae G.
The price is CA $321
CA $563 total
includes taxes & fees
Nov 16 - Nov 17
Secluded Finger Lakes 3BR Retreat Near Keuka Lake with Vineyard Views

17. Beautiful Newly Renovated 1900s Farm House On 9 Acres

Beautiful Newly Renovated 1900s Farm House On 9 Acres
Rushville
6.6 out of 10, (4 reviews)
"Property was an eclectic mix of old and new. Great location! Very comfortable. Will definitely consider staying there again."
United States
Tamara B.
The price is CA $128
CA $284 total
includes taxes & fees
Nov 19 - Nov 20
Beautiful Newly Renovated 1900s Farm House On 9 Acres

18. Hammondsport Hideaway

Hammondsport Hideaway
Hammondsport
9.8 out of 10, Exceptional, (75 reviews)
"Great location.small but met our needs."
United States
Helen
The price is CA $177
CA $343 total
includes taxes & fees
Nov 14 - Nov 15
Hammondsport Hideaway

19. Private Rural Getaway

Private Rural Getaway
Springwater
10.0 out of 10, Exceptional, (22 reviews)
"Clean place with plenty of space"
United States
Patrick
The price is CA $356
CA $499 total
includes taxes & fees
Nov 16 - Nov 17
Private Rural Getaway

20. Enjoy Cabin Vibes & Lake Views, Close to Town, Lake & FLX Activities; EV Charger

Enjoy Cabin Vibes & Lake Views, Close to Town, Lake & FLX Activities; EV Charger
Canandaigua
10.0 out of 10, Exceptional, (41 reviews)
"We had a wonderful stay at this beautiful home on Lake Canandaigua! The house was spotless, well-maintained, and had everything we needed for a relaxing and enjoyable vacation. We loved grilling out for BBQ dinners and spending the evenings around the fire pit making s’mores with the family. The lake views were absolutely stunning, and the location was perfect—close to everything while still feeling peaceful and private. We would definitely stay here again and highly recommend it!"
United States
Wendy B.
The price is CA $566
CA $1,065 total
includes taxes & fees
Nov 15 - Nov 16
Enjoy Cabin Vibes & Lake Views, Close to Town, Lake & FLX Activities; EV Charger
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Naples Hotel Reviews

Find out more about Naples

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Naples?

Yes, we have vacation rentals close to the most popular attractions in Naples, or you can go with a more remote option if you'd like a relaxing place to stay. Nature enthusiasts will enjoy the lakeside and forests in Naples. While you're here, grab a bite or have a drink at the wineries.

What's the top vacation rental in Naples?

Romantic Cottage-Breathtakng View-Beach Fire Pit!-Aval Sep-Oct'26-Now Booking'27: You might like this vacation home rental near Naples. It is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals will I find in Naples?

Choose from 45 Expedia vacation rentals in Naples for a memorable vacation.

What’s there to see and do in Naples?

Canandaigua Lake and Ontario County Park at Gannett Hill are a couple of scenic spots to enjoy the outdoors, whereas Bristol Valley Theater is one of the cultural attractions. While here, Inspire Moore Winery and Vineyard and Reservoir Creek Golf Course are other places worth a visit.

What’s a vacation rental in Naples like?

Vacation rentals are privately owned properties you can book for short or long periods in Naples. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll have all the comforts of home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for family trips or small group gatherings.