A red building with an American flag, a dock with boats, and a forest in the background.

Naples Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Naples vacation rentals

A modern cabin with a large glass facade, a hot tub, and wooden steps leading to the entrance.

1. LUX Designer Private Waterfront Crooked River SEBAGO - GLASS WALLS - Huge Yard

LUX Designer Private Waterfront Crooked River SEBAGO - GLASS WALLS - Huge Yard
Naples
9.8 out of 10, Exceptional, (9 reviews)
"Fantastic home! We had a great time here and look forward to booking again."
United States
Gina P.
$808 nightly
The price is $881
Oct 1 - Oct 2
Total with taxes and fees
LUX Designer Private Waterfront Crooked River SEBAGO - GLASS WALLS - Huge Yard
A cabin with a dock extending into a lake, surrounded by trees.

2. Long Lake 3BR: Beach Access + Dock

Long Lake 3BR: Beach Access + Dock
Naples
$450 nightly
The price is $491
Oct 20 - Oct 21
Total with taxes and fees
Long Lake 3BR: Beach Access + Dock
A cozy room with a wooden ceiling, a dining table with chairs, a sofa, and a radiator.

3. Long Lake Cabin: Shared Beach, Grill, Porch

Long Lake Cabin: Shared Beach, Grill, Porch
Naples
$406 nightly
The price is $443
Oct 20 - Oct 21
Total with taxes and fees
Long Lake Cabin: Shared Beach, Grill, Porch
Terrace/patio

4. Pet-Friendly Glamping Stay with Beach Views in Naples, Maine

Pet-Friendly Glamping Stay with Beach Views in Naples, Maine
Naples
$130 nightly
The price is $142
Oct 15 - Oct 16
Total with taxes and fees
Pet-Friendly Glamping Stay with Beach Views in Naples, Maine
A campsite with two green camping chairs and a metal fire pit.

5. All Points’ End (HOUSE)

All Points’ End (HOUSE)
Naples
$269 nightly
The price is $293
Oct 28 - Oct 29
Total with taxes and fees
All Points’ End (HOUSE)
Living area

6. Pet-Friendly Glamping Vacations at this Waterfront Safari Tent in Naples, Maine

Pet-Friendly Glamping Vacations at this Waterfront Safari Tent in Naples, Maine
Naples
$130 nightly
The price is $142
Oct 15 - Oct 16
Total with taxes and fees
Pet-Friendly Glamping Vacations at this Waterfront Safari Tent in Naples, Maine
A single-story, light gray mobile home with a wooden deck and a small porch.

7. Casco Tiny house, and HOT TUB!

Casco Tiny house, and HOT TUB!
Casco
$268 nightly
The price is $292
Oct 20 - Oct 21
Total with taxes and fees
Casco Tiny house, and HOT TUB!
A bedroom with a stone fireplace, a large bed, a TV, and a wooden floor.

8. Barn on Pleasant-walk to Highland beach & town

Barn on Pleasant-walk to Highland beach & town
Bridgton
10.0 out of 10, Exceptional, (29 reviews)
"Absolutely beautiful place to stay! The room was very welcoming and cozy. "
United States
Robyn N.
$198 nightly
The price is $215
Oct 18 - Oct 19
Total with taxes and fees
Barn on Pleasant-walk to Highland beach & town
Exterior

9. Cozy 2-bedroom Tiny Home with hot tub, A/C, boat ramp access to quiet lake

Cozy 2-bedroom Tiny Home with hot tub, A/C, boat ramp access to quiet lake
Casco
10.0 out of 10, Exceptional, (2 reviews)
"Clean and tidy"
United States
Edward R.
$277 nightly
The price is $302
Oct 13 - Oct 14
Total with taxes and fees
Cozy 2-bedroom Tiny Home with hot tub, A/C, boat ramp access to quiet lake
A wooden deck with a grill area, overlooking a lake with trees in the background.

10. Scenic 2-bedroom Tiny Home on the Lake with dock, boat ramp & screenhouse

Scenic 2-bedroom Tiny Home on the Lake with dock, boat ramp & screenhouse
Casco
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful setting! Wishing we could have stayed longer. Awesome communication with the host, cleanliness is impeccable. Would definitely stay here again."
United States
MaryAnn F.
$254 nightly
The price is $277
Oct 5 - Oct 6
Total with taxes and fees
Scenic 2-bedroom Tiny Home on the Lake with dock, boat ramp & screenhouse
An aerial view of a lakeside property with a house, a dock, and a boat.

11. Closest Lakefront Log Cabin with Stunning Views & Expansive Private Lawn

Closest Lakefront Log Cabin with Stunning Views & Expansive Private Lawn
Bridgton
10.0 out of 10, Exceptional, (71 reviews)
"great commication and amazing cabin "
United States
Matthew A.
$512 nightly
The price is $558
Oct 24 - Oct 25
Total with taxes and fees
Closest Lakefront Log Cabin with Stunning Views & Expansive Private Lawn
A gravel patio with a table and chairs, surrounded by tall trees and a view of the water.

12. Placyd Pines Limit 8 4 Bedroom Cottage by RedAwning

Placyd Pines Limit 8 4 Bedroom Cottage by RedAwning
3.0 star property
Sebago
$988 nightly
The price is $1,076
Oct 13 - Oct 14
Total with taxes and fees
Placyd Pines Limit 8 4 Bedroom Cottage by RedAwning
A multi-story house with a dock and a children's play area.

13. Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats

Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
Casco
9.8 out of 10, Exceptional, (16 reviews)
"We loved the houses and esp the hot tub!"
United States
loie H.
$762 nightly
The price is $771
Oct 14 - Oct 15
Total with taxes and fees
Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
A wooden deck with a kitchen area, including a grill, bar stools, and stainless steel appliances, overlooking a forest.

14. Modern Forest Cabin w/ Private Hot Tub & Fire Pit

Modern Forest Cabin w/ Private Hot Tub & Fire Pit
Oxford
10.0 out of 10, Exceptional, (2 reviews)
"My wife and I had a wonderful stay, we took advantage of all the amenities. Cooked in the outdoor kitchen, used the fire pit every night, swam, floated and fished to the pond, hot tub and sauna were wonderful as well. Everything was very clean and new, all cabins have their own space and it was so quiet and peaceful. Already planning another trip!"
United States
Shawn
$398 nightly
The price is $434
Oct 1 - Oct 2
Total with taxes and fees
Modern Forest Cabin w/ Private Hot Tub & Fire Pit
A house with a covered porch, two chairs, a door, and a small garden area.

15. Brand new 2BR, 1.5BA-close to amenities yet feels secluded. 2 story, AC, wifi!

Brand new 2BR, 1.5BA-close to amenities yet feels secluded. 2 story, AC, wifi!
Bridgton
10.0 out of 10, Exceptional, (4 reviews)
"The house was clean and beautiful! The host made sure we had everything we needed including items for our doggie. We would definitely recommend staying here!"
United States
Jacqueline R.
$553 nightly
The price is $603
Oct 7 - Oct 8
Total with taxes and fees
Brand new 2BR, 1.5BA-close to amenities yet feels secluded. 2 story, AC, wifi!
A modern kitchen with white cabinets, a dining area with a table and chairs, a sofa, and a coffee table with books.

16. Fully Updated Lake View Home on Thomas Pond

Fully Updated Lake View Home on Thomas Pond
Casco
$482 nightly
The price is $525
Oct 5 - Oct 6
Total with taxes and fees
Fully Updated Lake View Home on Thomas Pond
A wooden deck with a checkered mat, two wooden chairs, and a table.

17. Relaxing A-Frame with Hot Tub and Lake Access

Relaxing A-Frame with Hot Tub and Lake Access
Denmark
10.0 out of 10, Exceptional, (5 reviews)
"Great house, we had a wonderful time!"
United States
Alex F.
$446 nightly
The price is $486
Oct 26 - Oct 27
Total with taxes and fees
Relaxing A-Frame with Hot Tub and Lake Access
A gravel patio with a table and chairs, a covered grill, and a wooden deck with a railing.

18. Sebago Waterfront-Large Private Lot, Dock, Screened Porch, Grill. Pets Allowed

Sebago Waterfront-Large Private Lot, Dock, Screened Porch, Grill. Pets Allowed
SEBAGO
10.0 out of 10, Exceptional, (1 review)
$787 nightly
The price is $858
Oct 13 - Oct 14
Total with taxes and fees
Sebago Waterfront-Large Private Lot, Dock, Screened Porch, Grill. Pets Allowed
A view through a window of a lake surrounded by trees and a small house.

19. Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway

Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway
Bridgton
10.0 out of 10, Exceptional, (65 reviews)
"This was our second stay at Windsor Cottage, and it was just as wonderful as the first! The cottage is always spotless, beautifully furnished, and truly feels like a home away from home. We love the lake access, the pet-friendly accommodations, and being just minutes from downtown Bridgton. We can’t wait to come back again!"
United States
Cortney C.
$379 nightly
The price is $413
Oct 28 - Oct 29
Total with taxes and fees
Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway
A cozy cabin interior with a central seating area, a kitchen with a bar, and a wood-burning stove.

20. Private cabin on 3Acres with private hot tub! Lake access, Skiing, Snowmobiling!

Private cabin on 3Acres with private hot tub! Lake access, Skiing, Snowmobiling!
Bridgton
10.0 out of 10, Exceptional, (13 reviews)
"Cabin was great and stocked with lots of amenities. The house worked well with two families, clean and nicely maintained. Lake was quiet and close to the house. "
United States
Kathleen K.
$912 nightly
The price is $994
Oct 7 - Oct 8
Total with taxes and fees
Private cabin on 3Acres with private hot tub! Lake access, Skiing, Snowmobiling!
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

Highland Lake Resort

Highland Lake Resort

8/10 Good
"This is in a nice spot on Highland Lake with a large lawn leading down to the lake shore. The place is a little run down, but it was comfortable and pleasant."
Tucker 2-night trip
Posted 2 hours ago
Highland Lake Resort

Find out more about Naples

Everything you need to know about Naples vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Naples vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Naples vacation 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 low season months. For more hustle and bustle, you may prefer to visit Naples in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $164 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Naples rentals

At Expedia, we put the best Naples vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Naples?

Yes, there are vacation rentals in Naples close to Steamboat Landing Mini Golf, or you can select a secluded option if you're looking for extra privacy while you relax. Nature enthusiasts will enjoy the lakeside in Naples. Make sure you have time to check out the parks and coffeehouses during your trip.

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

Luxury Lakefront Estate on 138 Acres - Pickleball, Reunions & Weddings: You might want to consider this vacation home rental near Naples, which is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a library and a hot tub.

How many vacation rentals are there in Naples?

With 70 Expedia vacation rentals, you're sure to find just the right place for your Naples stay.

What’s there to see and do in Naples?

Brandy Pond and Long Lake are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Steamboat Landing Mini Golf. Other places in town to visit include Sebago Lake State Park and Sebago Lake.

What’s a vacation rental in Naples like?

Vacation rentals are private properties where you can stay for short or long periods in Naples. Vacation rentals feature amenities like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for family trips.