Holiday Rentals in Naples

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Holiday Rentals in Naples

Great Place for a Family Retreat! Sleeps 10

9.6 out of 10, Exceptional, (13)
"Nice clean property close to everything."
Great Place for a Family Retreat! Sleeps 10

Spacious Sebago Lake waterfront house with game room, hot tub, and covered deck.

9.8 out of 10, Exceptional, (88)
"Place was amazing and absolutely beautiful. It was in a great location. It had everything that you possibly needed. Definitely could have stayed here a lot longer than we did."
Spacious Sebago Lake waterfront house with game room, hot tub, and covered deck.

River’s Ranch

9.4 out of 10, Exceptional, (3)
"Beautiful house. Would highly recommend. "
The price is €616
includes taxes & fees
8 Oct - 9 Oct
River’s Ranch

Romantic getaway for 2 PEAK fall foliage!!!

10.0 out of 10, Exceptional, (311)
"Place is beautiful and well crafted with a perfect nature setting"
Romantic getaway for 2 PEAK fall foliage!!!

Rufus III Yurt on the river

9.8 out of 10, Exceptional, (7)
"We enjoyed our stay very much!"
The price is €164
includes taxes & fees
8 Oct - 9 Oct
Rufus III Yurt on the river

Private Lakefront Estate with 180 Degree Views

10.0 out of 10, Exceptional, (7)
"This was a fabulous property in perfect location. The house and grounds were amazing. It was a sensational week."
Private Lakefront Estate with 180 Degree Views

Ava Jade yurt nestled in the woods of Brownfield, Maine

10.0 out of 10, Exceptional, (13)
"The ava jade yurt was a great spot to unwind. It had everything we needed, was clean, and very comfy in the winter weather. Communication was good and the check-in and check-out processes were easy. "
The price is €143
includes taxes & fees
9 Oct - 10 Oct
Ava Jade yurt nestled in the woods of Brownfield, Maine

Modern, Luxury Lakefront Home on Crescent Lake, Maine

10.0 out of 10, Exceptional, (109)
"Comfortable and well equipped house. We loved the sauna and the beautiful view down by the lake."
Modern, Luxury Lakefront Home on Crescent Lake, Maine

Lakefront Log Home 12 feet Away from Lake

10.0 out of 10, Exceptional, (60)
"Incredible night away on a quiet Maine pond. Highly recommended, Todd was great and the place was perfect! We will be back for sure."
The price is €456
includes taxes & fees
4 Nov - 5 Nov
Lakefront Log Home 12 feet Away from Lake

The Lookout on Pettingill Pond - waterfront house, 5 min from Sebago Lake!

9.6 out of 10, Exceptional, (7)
"The house was beautiful and the lake is gorgeous. The morning views of the sun on the lake were stunning. The house was very clean and well stocked. We were a bit disappointed that the hot tub was a little run down, and there were swarms of insects under the cover so we couldn’t go in. But the pool table and game machine made up for it. Glenn was very communicative. A storm knocked out our power for a bit and caused some water pooling in the basement. Glenn was reachable immediately and...
The Lookout on Pettingill Pond - waterfront house, 5 min from Sebago Lake!

A-Frame Hot tub Retreat - Firepit, Grill, EV & Dog Friendly, Close to N. Conway.

9.4 out of 10, Exceptional, (6)
"An absolute 10/10. The property was beautiful, exactly as shown in the photos. A very nice and very quiet area, the property was very clean and well maintained. Loved the hot tub, the fire place, and the overall vibe of the house. Host’s guide was very helpful and the recommendations for local dining were spot on. My wife and I are already planning a return stay, would highly recommend and can’t wait to go back."
A-Frame Hot tub Retreat - Firepit, Grill, EV & Dog Friendly, Close to N. Conway.

Lakefront home with lovely lake views - one mile from the casino

9.8 out of 10, Exceptional, (49)
"Really enjoyed the location and charm of the place. It has the rustic feel of a cabin with all the modern amenities for a comfortable stay."
Lakefront home with lovely lake views - one mile from the casino

Lakeview Central Hub

8.0 out of 10, Very good, (2)
"Beautiful place. Super quick communication. Quiet neighborhood. Loved it!"
The price is €308
includes taxes & fees
14 Oct - 15 Oct
Lakeview Central Hub

Cabin in Maine Woods-The Bogey

10.0 out of 10, Exceptional, (2)
"What a wonderful cabin, quiet and peaceful. Definitely staying here again. Staff was wonderful to talk to, very helpful and accommodating. "
The price is €122
includes taxes & fees
8 Oct - 9 Oct
Cabin in Maine Woods-The Bogey

Sebago Lake Cottage on Raymond Cape

10.0 out of 10, Exceptional, (48)
"Our family was up for a wedding so we came up to visit. This is a beautiful place. We will keep this in mind for the future. "
Sebago Lake Cottage on Raymond Cape

Serenity - Stunning Sebago Lake scenery

10.0 out of 10, Exceptional, (49)
"Great location, great house, great communication and beautiful area."
Serenity - Stunning Sebago Lake scenery

Dog-Friendly Lakefront Cottage w/Lake Access, Deck, Gas Grill, A/C

8.6 out of 10, Excellent, (21)
"Beautiful view, easy access for boating, a great location! The house is small but the 2 levels allowed us to fit 4 family members comfortably. Will plan to visit again!"
Dog-Friendly Lakefront Cottage w/Lake Access, Deck, Gas Grill, A/C

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

9.6 out of 10, Exceptional, (4)
"Great view of the pond and nice accommodations for a single guest."
THE LILLIPAD.Off-grid A frame. Sebago lake region!

Escape to Serenity: Your Private Maine Lakefront Awaits at Little Sebago Lookout

9.4 out of 10, Exceptional, (89)
"The setting was absolutely beautiful. Shawn was extremely responsive and went out of his away to be accommodating. Would highly recommend!"
Escape to Serenity: Your Private Maine Lakefront Awaits at Little Sebago Lookout

Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain!

10.0 out of 10, Exceptional, (36)
"Wonderful stay at The Bear’s Den. Great property with plenty of amenities and things to do! Great for families with kids. "
Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain!
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

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 €122 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. 

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?

Great Place for a Family Retreat! Sleeps 10: This highly rated holiday home rental in Naples offers a patio, a garden and air conditioning to help you feel perfectly comfortable 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. Another good choice for your trip to Naples is Spacious Sebago Lake waterfront house with game room, hot tub, and covered deck..

How many holiday rentals are there in Naples?

With 61 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 Sebago Cove 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.