Naples holiday rentals

We found 889 holiday rentals — enter your dates for availability
Discover a selection of 71 homes, 21 cabins and other holiday rentals in Naples that are perfect for your trip. Whether you're staying in a holiday rental with your children and pets or just with friends, you'll find the amenities that you need and want, which might include parking and a fireplace. What you'll find is a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Naples

Showing deals for:25 Dec - 1 Jan

Exterior
Coffee deck off downstairs master bedroom
Interior
Extra large Living room with plenty of seating
Exceptional
(46 reviews)

Crescent Lake Lakefront gorgeous sunsets, outdoor firepit , big dock, swim float

Raymond

8% off
S$7,330
for 7 nights, 1 home
S$1,047 per night
includes taxes & fees
Crescent Lake Lakefront gorgeous sunsets, outdoor firepit , big dock, swim float
Outdoor dining
Private kitchen
Living area
Just a walk down to the sandy beach
Exceptional
(15 reviews)

House at Sunshine- Long Lake, 5 min walk to causeway

Naples

8% off
S$3,220
for 7 nights, 1 home
S$460 per night
includes taxes & fees
House at Sunshine- Long Lake, 5 min walk to causeway
Dock for you boat
View of deck and lake from living room window.
Exterior
View from kitchen table.
Exceptional
(40 reviews)

Moose Pond Denmark ME, Lakefront Cottage with Dock, Sleeps 5

Denmark

11% off
S$2,791
for 7 nights, 1 cottage
S$399 per night
includes taxes & fees
Moose Pond Denmark ME, Lakefront Cottage with Dock, Sleeps 5
Exterior
Terrace/patio
Interior
Room
Exceptional
(5 reviews)

Perfect Maine Getaway - Waterfront w Sauna and Kayaks

Waterford

8% off
S$9,795
for 7 nights, 1 home
S$1,399 per night
includes taxes & fees
Perfect Maine Getaway - Waterfront w Sauna and Kayaks
Side garden
Patio
Interior
Main floor living room
Exceptional
(49 reviews)

Luxury English Country Home

Naples

8% off
S$7,224
for 7 nights, 1 home
S$1,032 per night
includes taxes & fees
Luxury English Country Home
Room
Living area
Dining
Exterior
Exceptional
(11 reviews)

Luxury Lakefront home on Sebago Lake W/ Sandy Beach

Raymond

8% off
S$8,079
for 7 nights, 1 home
S$1,154 per night
includes taxes & fees
Luxury Lakefront home on Sebago Lake W/ Sandy Beach
View from 2nd floor deck
Library to read a book with a cool breeze from the water!
View of the river that leads into Sebago Lake.
Visit for the holidays!
Exceptional
(164 reviews)

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

Naples

8% off
S$1,436
for 7 nights, 1 cottage
S$205 per night
includes taxes & fees
Leave it All Behind! 4-Season Sebago Lake Area, Kayak, Canoe & Fish, Pets Free!
The new kitchen has everything needed to prepare a meal and feed eight.
The newly renovated lakeside deck is the hub of activity Spring, Summer & Fall.
Check out this view of the house at dusk in March ... such tranquility.
... or work on the kitchen island.
Exceptional
(78 reviews)

Tranquil, Serene Sebago Lakefront House on 2 Wooded Acres - 300ft Waterfront!

Casco

8% off
S$7,820
for 7 nights, 1 home
S$1,117 per night
includes taxes & fees
Tranquil, Serene Sebago Lakefront House on 2 Wooded Acres - 300ft Waterfront!
Interior
Terrace/patio
Interior
Exterior
Exceptional
(9 reviews)

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

Naples

8% off
S$6,979
for 7 nights, 1 home
S$997 per night
includes taxes & fees
LUX Designer Private Waterfront Crooked River SEBAGO - GLASS WALLS - Huge Yard
Interior
Property grounds
Private kitchen
Interior
Exceptional
(10 reviews)

Peaceful Lakeside Oasis Near City Amenities

Windham

8% off
S$3,428
for 7 nights, 1 home
S$490 per night
includes taxes & fees
Peaceful Lakeside Oasis Near City Amenities
Exterior
Outdoor dining
Kitchen/breakfast bar
View from the kitchen window. Large yard with room to park cars, RV/boat.
Exceptional
(21 reviews)

Spacious country house near lakes and skiing, convenient to downtown Bridgton.

Bridgton

12% off
S$3,076
for 7 nights, 1 home
S$439 per night
includes taxes & fees
Spacious country house near lakes and skiing, convenient to downtown Bridgton.
Property grounds
Property grounds
Exterior
Room
Exceptional
(7 reviews)

Cozy Lake Region Townhome – Steps from Moose Pond in Bridgton

Bridgton

8% off
S$6,105
for 7 nights, 1 home
S$872 per night
includes taxes & fees
Cozy Lake Region Townhome – Steps from Moose Pond in Bridgton
Blooming rockery in the back yard.
New in 2024: solar lights to complement the cozy experience our fire pit offers.
Quiescent town of Bridgton, ME. Only13 minutes drive from Vacationland Retreat.
Eat-in breakfast bar with granite countertops and bar stools.
Exceptional
(33 reviews)

Vacationland Retreat Lake House w/private dock near Pleasant Mnt Cranmore Sebago

Denmark

9% off
S$3,172
for 7 nights, 1 home
S$453 per night
includes taxes & fees
Vacationland Retreat Lake House w/private dock near Pleasant Mnt Cranmore Sebago
Property grounds
Private kitchen
Exterior
Property grounds
Exceptional
(25 reviews)

Modern Mountain Home- Family Friendly Close to Moose Pond / Pleasant Mountain

Bridgton

12% off
S$2,883
for 7 nights, 1 home
S$412 per night
includes taxes & fees
Modern Mountain Home- Family Friendly Close to Moose Pond / Pleasant Mountain
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Travel to friendly Naples

Enjoy the history and other features of Naples. Well known for its lake, parks and coffee shops, this welcoming city won't disappoint. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Naples

Are you searching for attractions to visit while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Naples a one-of-a-kind holiday spot. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Point Sebago Golf Resort (5.8 mi / 9.3 km)
  • Shawnee Peak (11.1 mi / 17.9 km)
  • Seacoast Adventure (12.4 mi / 20 km)
  • Spring Meadows Golf Course (15.5 mi / 25 km)
  • Blacksmiths (7 mi / 11.3 km)
  • Hemond's Moto X Park (17 mi / 27.4 km)

Exploring the natural features in Naples

Whether you're an active traveller or just want to take in the scenery, Naples is a great place to get outside. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Brandy Pond (2.6 mi / 4.3 km)
  • Trickey Pond (3.4 mi / 5.4 km)
  • Long Lake (4.1 mi / 6.6 km)
  • Crescent Lake (8.1 mi / 13.1 km)
  • Thompson Lake (8.2 mi / 13.2 km)
  • Panther Pond (8.5 mi / 13.7 km)

Transport to and around Naples

The nearest airport is in Auburn, ME (LEW-Auburn - Lewiston Municipal), located 16.7 mi (26.9 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Fryeburg, ME (FRY-Eastern Slopes Regional), which is 16.7 mi (26.9 km) away.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Naples?
Houses are the most popular style of holiday rental in Naples, according to our data. Even if you have a different idea in mind, Vrbo has holiday homes in loads of shapes and sizes. Look over our options to find your perfect fit.
How much does it cost to rent a holiday rental in Naples?
The average price for a holiday rental in Naples is determined by a number of factors, including property type, season and length of stay. Whether you're thinking about a sprawling villa with space for the whole family or a comfy cabin for just you and the kids, just add your travel dates to find stays with unbeatable value.
How much does it cost to rent a beach house in Naples?
The average price for a holiday home by the beach in Naples will depend on when you're going and the type and size of property you're looking for. You can find prices easily and quickly on Vrbo by entering your travel dates. Then use the filter tool to select the number of bedrooms and amenities that you prefer, like air conditioning, WiFi and a pool.
Are there pet-friendly holiday rentals in Naples?
With 69 holiday rentals that allow pets, your furry little friend can join you on your Naples getaway. Use the filter tool to search our pet-friendly holiday rentals and find a holiday home that'll set tails wagging on Vrbo.
Can I rent a house with a pool in Naples?
Mark the "pool" box in our handy filter tool and you'll find five houses with private pools in Naples on Vrbo. Morning soak, afternoon splash or midnight swim? Free time is up to you when your Vrbo holiday home has a swimming pool.
What are popular rental amenities in Naples?
Some of the most popular rental amenities people prefer in Naples include an electric car charging station, mountain views and a firepit. Whether you're holidaying with family, pals or even pets, Vrbo holiday properties come with the best amenities for starting a new adventure with the people you love.
Are there large group holiday rentals in Naples?
Naples has 22 holiday properties that can fit 10 or more guests. These properties come with plenty of space to enjoy good times with friends and family.
Are there holiday rentals in Naples that welcome kids?
Naples has 69 family-friendly holiday rentals to choose from. And booking a stay that welcomes kids is simple with our "Properties good for families" filter. Besides having the whole place to yourselves, you'll also enjoy access to perks and amenities such as multiple bedrooms, kitchens and pools.
What are the top attractions for families in Naples?
Keep the kids entertained at these top family-friendly attractions in Naples:
  • Steamboat Landing Mini Golf
  • Sebago Lake
  • Sebago Lake State Park
Are there one-bedroom holiday rentals in Naples?
Yes, you can choose from three one-bedroom rentals in Naples. Whether you'd like a cosy chalet or a cabin, Vrbo's one-bedroom properties are perfect if you don't require lots of space. One of the best parts about having your own digs? You won't need to share your adventure with strangers.
Can I find two-bedroom holiday rentals in Naples?
Gather your nearest and dearest and enjoy total privacy and comfort in one of the 10 two-bedroom holiday properties Naples has to offer.
Are there holiday rentals with WiFi in Naples?
Whether you want to keep up with the latest headlines, make a video call or update your social media accounts, there are 24 holiday homes with WiFi in Naples. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.
How can I find holiday rentals with air conditioning in Naples?
Select your dates and then make use of the filters to look for holiday rentals with air conditioning in Naples on Vrbo. With 46 air-conditioned properties available, you can enjoy a cool and comfy stay.
How old do you have to be to rent a holiday rental in Naples?
The minimum required age is usually 16, 18 or 21. It can vary between properties on Vrbo, so check the rules of your preferred Naples holiday rental before booking.
How long can I rent a holiday rental in Naples for?
How long you can rent a holiday rental in Naples is up to the property. Simply enter your desired travel dates to see a list of options offering extended stays. With lots of amenities like laundries and air conditioning, as well as some offering discounted weekly or monthly prices, you're sure to find someplace just right to call your home away from home in Naples.