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

Naples Holiday Rentals

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Our top choices for Naples holiday rentals

1. Long Lake 3BR: Beach Access + Dock

Long Lake 3BR: Beach Access + Dock
Naples
The price is AU$684
includes taxes & fees
29 Sept - 30 Sept
Long Lake 3BR: Beach Access + Dock

2. All Points’ End (HOUSE)

All Points’ End (HOUSE)
Naples
The price is AU$443
includes taxes & fees
22 Sept - 23 Sept
All Points’ End (HOUSE)

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

Long Lake Cabin: Shared Beach, Grill, Porch
Naples
The price is AU$625
includes taxes & fees
22 Sept - 23 Sept
Long Lake Cabin: Shared Beach, Grill, Porch

4. Lakefront cabin on Brandy Pond with dock, deck, firepit, kayaks & paddleboard

Lakefront cabin on Brandy Pond with dock, deck, firepit, kayaks & paddleboard
Naples
9.2 out of 10, Wonderful, (56 reviews)
"Amazing location! Cabin was perfect! Had such a wonderful time. "
United States
Jillene F.
Lakefront cabin on Brandy Pond with dock, deck, firepit, kayaks & paddleboard

5. 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, (7 reviews)
"Fantastic home! We had a great time here and look forward to booking again."
United States
Gina P.
The price is AU$1,098
includes taxes & fees
20 Sept - 21 Sept
LUX Designer Private Waterfront Crooked River SEBAGO - GLASS WALLS - Huge Yard

6. 9BR Lakefront Getaway for Large Groups

9BR Lakefront Getaway for Large Groups
Naples
10.0 out of 10, Exceptional, (1 review)
"Our group of 20 family members from far and wide thoroughly enjoyed our stay. Each of the 3 cabins was comfortable and the facilities great. The firepits, raft and dock all played a part in allowing young (21 months) and old (93 yrs) to get immersed in a true Maine vacation stay. Thank you!"
United States
Steve H.
The price is AU$2,271
includes taxes & fees
17 Sept - 18 Sept
9BR Lakefront Getaway for Large Groups

7. Casco Tiny house, and HOT TUB!

Casco Tiny house, and HOT TUB!
Casco
The price is AU$401
includes taxes & fees
14 Sept - 15 Sept
Casco Tiny house, and HOT TUB!

8. Cozy Library Tiny Home *Private Hot Tub* King Bed *Minutes to Lakes & Hiking

Cozy Library Tiny Home *Private Hot Tub* King Bed *Minutes to Lakes & Hiking
Bridgton
10.0 out of 10, Exceptional, (17 reviews)
"Very quaint and quiet, we enjoyed our staying very much would heavily recommend"
United States
Jacob B.
The price is AU$481
includes taxes & fees
13 Sept - 14 Sept
Cozy Library Tiny Home *Private Hot Tub* King Bed *Minutes to Lakes & Hiking

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

Barn on Pleasant-walk to Highland beach & town
Bridgton
10.0 out of 10, Exceptional, (27 reviews)
"Absolutely beautiful place to stay! The room was very welcoming and cozy. "
United States
Robyn N.
The price is AU$299
includes taxes & fees
15 Sept - 16 Sept
Barn on Pleasant-walk to Highland beach & town

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

Manor Suite,cozy newly renovated,downtown & beach
Bridgton
9.0 out of 10, Wonderful, (4 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
The price is AU$225
includes taxes & fees
8 Sept - 9 Sept
Manor Suite,cozy newly renovated,downtown & beach

11. 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, (63 reviews)
"This property was nice for a mini family reunion of 3 siblings gathering for a visit after a wedding nearby. It had most everything we needed for an enjoyable stay. Though we did not use them, there were kayaks and a canoe to go explore the lake. It was close to town as well. The deck was perfect for our lobster dinner and accommodated our group well!"
United States
Lorraine M.
The price is AU$538
includes taxes & fees
16 Sept - 17 Sept
Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway

12. 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.
The price is AU$667
includes taxes & fees
7 Sept - 8 Sept
Relaxing A-Frame with Hot Tub and Lake Access

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, (15 reviews)
"Our stay at this vacation home was wonderful! We had the best time relaxing and enjoying the fall weather. The property manager was responsive and helpful upon check in and check out. We will most definitely be staying there again!"
United States
Michie K.
The price is AU$1,090
includes taxes & fees
9 Sept - 10 Sept
Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats

14. Fully Updated Lake View Home on Thomas Pond

Fully Updated Lake View Home on Thomas Pond
Casco
The price is AU$761
includes taxes & fees
8 Sept - 9 Sept
Fully Updated Lake View Home on Thomas Pond

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

Cozy 2-bedroom house with shared beach access to Sebago Lake
Raymond
The price is AU$385
includes taxes & fees
17 Sept - 18 Sept
Cozy 2-bedroom house with shared beach access to Sebago Lake

16. 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, (1 review)
"An adorable little getaway on the cutest little lake. It is quiet and peaceful."
United States
E Tyler B.
The price is AU$384
includes taxes & fees
18 Sept - 19 Sept
Scenic 2-bedroom Tiny Home on the Lake with dock, boat ramp & screenhouse

17. 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.
The price is AU$417
includes taxes & fees
21 Sept - 22 Sept
Cozy 2-bedroom Tiny Home with hot tub, A/C, boat ramp access to quiet lake

18. Secluded A-Frame Cabin Retreat in Oxford

Secluded A-Frame Cabin Retreat in Oxford
Oxford
10.0 out of 10, Exceptional, (3 reviews)
"We had a great stay."
United States
Justin P.
The price is AU$581
includes taxes & fees
13 Sept - 14 Sept
Secluded A-Frame Cabin Retreat in Oxford

19. 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
The price is AU$581
includes taxes & fees
13 Sept - 14 Sept
Modern Forest Cabin w/ Private Hot Tub & Fire Pit

20. Sebago Lake studio-style condo with enclosed sunroom and sunset views

Sebago Lake studio-style condo with enclosed sunroom and sunset views
Standish
9.0 out of 10, Wonderful, (12 reviews)
The price is AU$320
includes taxes & fees
9 Sept - 10 Sept
Sebago Lake studio-style condo with enclosed sunroom and sunset views
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 favourite 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 depend 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 AU$230 per night. Entering your travel dates in the search wizard might find you 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 Steamboat Landing Mini Golf, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the lakeside in Naples. Make sure you have time to check out the parks and coffee shops during your trip.

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

Lake Cabin | Fire Pit | Direct Lake Access | Pool | Near Ski Area: This holiday home rental outside of Naples is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Naples?

With 71 Expedia holiday rentals, you're guaranteed to find just the right place for your Naples stay.

What’s there to see and do in Naples?

Brandy Pond and Trickey Pond 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 Long Lake and Sebago Lake State Park.

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 offer amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from public hotel lifts and busy front desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for family trips.