Holiday Rentals Naples from £126: Find Short-Term Rentals & Holiday Accommodations

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Our top choices for Naples holiday 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

Naples

Gina P.

includes taxes & fees

28 Sept - 29 Sept

A cozy room with a wooden ceiling, a dining table with chairs, a sofa, and a radiator.

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

Naples

includes taxes & fees

18 Oct - 19 Oct

A cabin with a dock extending into a lake, surrounded by trees.

3. Long Lake 3BR: Beach Access + Dock

Naples

includes taxes & fees

20 Oct - 21 Oct

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

Naples

includes taxes & fees

15 Oct - 16 Oct

A campsite with two green camping chairs and a metal fire pit.

5. All Points’ End (HOUSE)

Naples

includes taxes & fees

26 Oct - 27 Oct

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

Naples

includes taxes & fees

15 Oct - 16 Oct

A single-story, light gray mobile home with a wooden deck and a small porch.

7. Casco Tiny house, and HOT TUB!

Casco

includes taxes & fees

26 Oct - 27 Oct

A bedroom with a stone fireplace, a large bed, a TV, and a wooden floor.

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

Bridgton

Robyn N.

includes taxes & fees

18 Oct - 19 Oct

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Top Naples Hotel Reviews

Romantic getaway for Great fall foliage!!!

10/10 Excellent

"We enjoyed our return visit for a second year. It is a really special spot. We hope to return again. Place is clean. Yard has everything you need to be cozy. The view is great and the place feels private."

Leave it All Behind! 4-Season Sebago Lake Area, Kayak, Canoe & Fish, Pets Free!

10/10 Excellent

"Could not have asked for a better location close to Lake Sebago, the Causeway, and the Crooked River was right out the back door. The sand beach made launching my kayak quick and easy and my husband enjoyed fishing from the shore. The home was the prefect retreat after a day of fishing, kayaking, and exploring all Naples ME has to offer."

Luxury Lakefront Estate on 138 Acres - Pickleball, Reunions & Weddings

8/10 Good

"Overall a grand house and property and has more places to sleep than it seems in the pictures. There are additional mattresses throughout in closets. We were the first wedding to use the on site tent and storage items, although I was not aware I would be the first. I was talked out of my initial tent rental through an outside company as I had booked that before a permanent tent was added to the property. The tent on site is huge and there are plenty of tables and chairs supplied. There were definitely some kinks to be worked out as those specific offerings are new to them. We had to fix the lighting before use and the generator did not give off as much power as expected. The cost is high for a self-service experience, but as are most wedding venues. The place was mostly clean, but small items like glass doors and bathroom mirrors were noticeably dirty. Many stays appear to be same day change, as when we arrived at 4:00 the cleaners were still finishing up due to a late checkout. Cleaners were very kind, they just have a huge house to get through in a short time. The fire pit is a great area and the deck has a lot of good seating areas. Hot tub is huge. Kitchen is also huge - well stocked. A great place to stay if you have a large group. Floating dock and little fishing boat are a cool addition. Sound system in the house is another cool factor, appeared to have a camera aimed at it. A lot of responsibility on the guest to stay at such a large property."

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, apart-hotels, 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 favorite 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 depends 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 £126 per night. Entering your travel dates in the search wizard you might find 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.

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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?

Luxury Lakefront Estate on 138 Acres - Pickleball, Reunions & Weddings: This holiday home rental outside of Naples is located on a lake, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a library and 1 hot tub.

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.

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Our top choices for Naples holiday rentals

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

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

3. Long Lake 3BR: Beach Access + Dock

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

5. All Points’ End (HOUSE)

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

7. Casco Tiny house, and HOT TUB!

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

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

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

11. Placyd Pines Limit 8 4 Bedroom Cottage by RedAwning

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

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

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

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

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

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

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

19. Newly Remodeled Cottage with AC- Sebago Lake Area

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

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Top Naples Hotel Reviews

Romantic getaway for Great fall foliage!!!

Find out more about Naples

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