Naples Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

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.
$677 nightly
The price is $737
Nov 15 - Nov 16
Total with taxes and fees
LUX Designer Private Waterfront Crooked River SEBAGO - GLASS WALLS - Huge Yard
A wooden cabin with a balcony, stairs leading to the entrance, and string lights.

2. All Points’ End (HOUSE)

All Points’ End (HOUSE)
Naples
$334 nightly
The price is $364
Nov 8 - Nov 9
Total with taxes and fees
All Points’ End (HOUSE)
A bedroom with a stone fireplace, a large bed, a TV, and a wooden floor.

3. 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.
$187 nightly
The price is $203
Nov 8 - Nov 9
Total with taxes and fees
Barn on Pleasant-walk to Highland beach & town
An aerial view of a lakeside property with a house, a dock, and a boat.

4. 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, (73 reviews)
"Cabin is thoughtfully furnished and equipped.We enjoyed listening to the bird song in the mornings, while sitting on the dock."
United States
Peggy P.
$491 nightly
The price is $535
Nov 6 - Nov 7
Total with taxes and fees
Closest Lakefront Log Cabin with Stunning Views & Expansive Private Lawn
A laundry room with a washing machine, a drying rack, and a sliding barn-style door.

5. Casco Tiny house, and HOT TUB!

Casco Tiny house, and HOT TUB!
Casco
$254 nightly
The price is $277
Nov 9 - Nov 10
Total with taxes and fees
Casco Tiny house, and HOT TUB!
A lakeside property with a dock, inflatable raft, and a house with a balcony.

6. 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, (19 reviews)
"We loved the houses and esp the hot tub!"
United States
loie H.
$743 nightly
The price is $751
Nov 8 - Nov 9
Total with taxes and fees
Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
A modern kitchen with a wooden dining table, a ceiling fan, and a view of the outdoors.

7. Cozy 2-bedroom Tiny Home with sauna, A/C, boat ramp access to quiet lake

Cozy 2-bedroom Tiny Home with sauna, A/C, boat ramp access to quiet lake
Casco
10.0 out of 10, Exceptional, (2 reviews)
"Clean and tidy"
United States
Edward R.
$254 nightly
The price is $277
Nov 18 - Nov 19
Total with taxes and fees
Cozy 2-bedroom Tiny Home with sauna, A/C, boat ramp access to quiet lake
A wooden deck with a checkered mat, two wooden chairs, and a table.

8. 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.
$404 nightly
The price is $440
Nov 8 - Nov 9
Total with taxes and fees
Relaxing A-Frame with Hot Tub and Lake Access
A view through a window of a lake surrounded by trees and a small house.

9. 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, (66 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.
$339 nightly
The price is $370
Nov 9 - Nov 10
Total with taxes and fees
Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway
Private kitchen

10. Manor Suite,cozy newly renovated,downtown & beach

Manor Suite,cozy newly renovated,downtown & beach
Bridgton
9.2 out of 10, Wonderful, (5 reviews)
"The Manor Suite was cozy and charming. It was walking distance from restaurants and shops. I would have loved to stay longer to explore the area.I hope to stay there again if I return to Bridgton next summer."
United States
Jennifer
$136 nightly
The price is $149
Nov 6 - Nov 7
Total with taxes and fees
Manor Suite,cozy newly renovated,downtown & beach
A white door with a window, two potted plants, and a welcome mat.

11. 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.
$528 nightly
The price is $576
Nov 8 - Nov 9
Total with taxes and fees
Brand new 2BR, 1.5BA-close to amenities yet feels secluded. 2 story, AC, wifi!
A modern kitchen with a dining area, a living room with a sofa, and a large window.

12. Cozy Family Home w/ Beach Access

Cozy Family Home w/ Beach Access
Raymond
10.0 out of 10, Exceptional, (1 review)
"Nice, clean, good location.Would Recommend!"
United States
glen l.
Cozy Family Home w/ Beach Access
A compact living space with a bed, washing machine, and refrigerator.

13. The Birch Retreat — Private Luxury Tiny Home in Bridgton, Maine with AC & WiFi

The Birch Retreat — Private Luxury Tiny Home in Bridgton, Maine with AC & WiFi
Bridgton
10.0 out of 10, Exceptional, (3 reviews)
"Host was amazing. Great spot in Bridgton!"
Canada
Joshua
$344 nightly
The price is $375
Nov 8 - Nov 9
Total with taxes and fees
The Birch Retreat — Private Luxury Tiny Home in Bridgton, Maine with AC & WiFi
A living room with a sofa, armchair, and coffee table, a kitchen with appliances, and a dining area with chairs.

14. Newly Remodeled Cottage with AC- Sebago Lake Area

Newly Remodeled Cottage with AC- Sebago Lake Area
Raymond
$430 nightly
The price is $469
Nov 8 - Nov 9
Total with taxes and fees
Newly Remodeled Cottage with AC- Sebago Lake Area
A cozy living room with a dark gray sofa, two pillows with text, a wooden coffee table, and a ceiling fan.

15. Cozy 2-bedroom house with shared beach access to Sebago Lake

Cozy 2-bedroom house with shared beach access to Sebago Lake
Raymond
$233 nightly
The price is $254
Nov 18 - Nov 19
Total with taxes and fees
Cozy 2-bedroom house with shared beach access to Sebago Lake
A hallway with a wooden floor, a staircase with a wooden handrail, and a view into a dining area with a kitchen in the background.

16. Winter Farmhouse - Hot Tub, Sauna & Ski Day Trips

Winter Farmhouse - Hot Tub, Sauna & Ski Day Trips
Harrison
$572 nightly
The price is $624
Nov 9 - Nov 10
Total with taxes and fees
Winter Farmhouse - Hot Tub, Sauna & Ski Day Trips
A hot tub on a deck with a view of a sunset over a valley.

17. EPIC VIEWS - Pond - Crooked River 14 ACRES - SECLUDED

EPIC VIEWS - Pond - Crooked River 14 ACRES - SECLUDED
Harrison
9.2 out of 10, Wonderful, (7 reviews)
"It felt like having a main lodge or cabin AND a 'campsite' down by the river. Enjoyed kayaking and canoeing. Perfect for what we needed, as far as lots of room for kids and dog to run around. Liked the decor inside, nice vibe. We were sad to leave."
United States
Alisa B.
$596 nightly
The price is $650
Nov 8 - Nov 9
Total with taxes and fees
EPIC VIEWS - Pond - Crooked River 14 ACRES - SECLUDED
A bedroom with a large bed, a fireplace, a hanging chair, and a view of a forest and stream.

18. Ultra Private, Crooked Reflections, Riverside Retreat, Hot Tub, Waterfront Glass

Ultra Private, Crooked Reflections, Riverside Retreat, Hot Tub, Waterfront Glass
Norway
9.8 out of 10, Exceptional, (12 reviews)
"Such a great and cozy few days away from reality, highly recommend this warm, home away from home kind of place!"
United States
Elizabeth S.
$728 nightly
The price is $794
Nov 22 - Nov 23
Total with taxes and fees
Ultra Private, Crooked Reflections, Riverside Retreat, Hot Tub, Waterfront Glass
A spacious kitchen with a large island, wooden beams, and a view of the outdoors.

19. Waterfront Access with Kayaks, Private Deck and a Firepit

Waterfront Access with Kayaks, Private Deck and a Firepit
Gray
9.8 out of 10, Exceptional, (8 reviews)
"The host was lovely, very accommodating and responsive. We had a great time!"
United States
Beth L.
$673 nightly
The price is $741
Nov 23 - Nov 24
Total with taxes and fees
Waterfront Access with Kayaks, Private Deck and a Firepit
A wooden cabin with a deck, outdoor seating, and a portable toilet in a forest.

20. THE LILLIPAD.Off-grid A frame. Sebago lake region!

THE LILLIPAD.Off-grid A frame. Sebago lake region!
Standish
9.8 out of 10, Exceptional, (16 reviews)
"Had a wonderful overnight - was perfect weekend getaway. Was great being in nature!"
United States
Alex D.
$252 nightly
The price is $275
Nov 6 - Nov 7
Total with taxes and fees
THE LILLIPAD.Off-grid A frame. Sebago lake region!
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

A covered outdoor seating area with white wicker chairs and a table, overlooking a forested area.
Noble House Inn

Noble House Inn

Noble House Inn
Bridgton

10/10 Excellent

The hosts were welcoming and very helpful with suggestions for dining, shopping and hiking. We very much enjoyed our stay.
United States
Susan Y.
Reviewed October 21, 2021
Noble House Inn

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 $134 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.

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.

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