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

Naples Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Naples vacation rentals

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

1. All Points’ End (HOUSE)

All Points’ End (HOUSE)
Naples
$294 nightly
The price is $320
Nov 3 - Nov 4
Total with taxes and fees
All Points’ End (HOUSE)
A modern cabin with a large glass facade, a hot tub, and wooden steps leading to the entrance.

2. 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.
$856 nightly
The price is $933
Oct 21 - Oct 22
Total with taxes and fees
LUX Designer Private Waterfront Crooked River SEBAGO - GLASS WALLS - Huge Yard
A single-story, light gray mobile home with a wooden deck and a small porch.

3. Casco Tiny house, and HOT TUB!

Casco Tiny house, and HOT TUB!
Casco
$292 nightly
The price is $319
Oct 20 - Oct 21
Total with taxes and fees
Casco Tiny house, and HOT TUB!
A wooden cabin with a sloped roof, surrounded by snow-covered trees and a clear sky.

4. 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
$142 nightly
The price is $155
Oct 28 - Oct 29
Total with taxes and fees
Manor Suite,cozy newly renovated,downtown & beach
A bedroom with a stone fireplace, a large bed, a TV, and a wooden floor.

5. 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.
$197 nightly
The price is $214
Oct 18 - Oct 19
Total with taxes and fees
Barn on Pleasant-walk to Highland beach & town
A view through a window of a lake surrounded by trees and a small house.

6. 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.
$354 nightly
The price is $386
Oct 19 - Oct 20
Total with taxes and fees
Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway
A multi-story house with a dock and a children's play area.

7. 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, (17 reviews)
"We loved the houses and esp the hot tub!"
United States
loie H.
$720 nightly
The price is $726
Oct 19 - Oct 20
Total with taxes and fees
Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
Exterior

8. 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.
$277 nightly
The price is $302
Oct 19 - Oct 20
Total with taxes and fees
Cozy 2-bedroom Tiny Home with hot tub, A/C, boat ramp access to quiet lake
A wooden deck with a checkered mat, two wooden chairs, and a table.

9. 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.
$436 nightly
The price is $475
Oct 18 - Oct 19
Total with taxes and fees
Relaxing A-Frame with Hot Tub and Lake Access
A rustic room with a wooden ceiling, a hot tub, a black leather chair, and a small table with a flag.

10. Ell Suite walk to town beach

Ell Suite walk to town beach
Bridgton
8.8 out of 10, Excellent, (3 reviews)
"Great spot as advertised "
United States
mark l.
$141 nightly
The price is $153
Oct 28 - Oct 29
Total with taxes and fees
Ell Suite walk to town beach
Terrace/patio

11. 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.
$352 nightly
The price is $384
Oct 19 - Oct 20
Total with taxes and fees
Secluded A-Frame Cabin Retreat in Oxford
A wooden deck with a kitchen area, including a grill, bar stools, and stainless steel appliances, overlooking a forest.

12. 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
$352 nightly
The price is $384
Oct 20 - Oct 21
Total with taxes and fees
Modern Forest Cabin w/ Private Hot Tub & Fire Pit
A beach with a dock, a boat, and signs indicating a private dock and no fishing from the dock.

13. Cozy Family Home w/ Beach Access

Cozy Family Home w/ Beach Access
Raymond
$424 nightly
The price is $462
Oct 19 - Oct 20
Total with taxes and fees
Cozy Family Home w/ Beach Access
An aerial view of a lakeside property with a house, a dock, and a boat.

14. 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, (72 reviews)
"great commication and amazing cabin "
United States
Matthew A.
$512 nightly
The price is $558
Oct 24 - Oct 25
Total with taxes and fees
Closest Lakefront Log Cabin with Stunning Views & Expansive Private Lawn
An outdoor wooden deck with a grill and bar area, surrounded by trees.

15. Secluded A-Frame Cabin Near Ponds Oxford

Secluded A-Frame Cabin Near Ponds Oxford
Oxford
$352 nightly
The price is $384
Oct 20 - Oct 21
Total with taxes and fees
Secluded A-Frame Cabin Near Ponds Oxford
A cozy living room with a dark gray sofa, two pillows with text, a wooden coffee table, and a ceiling fan.

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

Cozy 2-bedroom house with shared beach access to Sebago Lake
Raymond
$254 nightly
The price is $277
Oct 18 - Oct 19
Total with taxes and fees
Cozy 2-bedroom house with shared beach access to Sebago Lake
A loft-style bedroom with a sloped ceiling, a ceiling fan, a bed, a desk, and a kitchenette.

17. Peaceful Barn Loft near Sebago Lake and Conway, NH

Peaceful Barn Loft near Sebago Lake and Conway, NH
Hiram
$185 nightly
The price is $202
Oct 18 - Oct 19
Total with taxes and fees
Peaceful Barn Loft near Sebago Lake and Conway, NH
A living room with a sofa, armchairs, a coffee table, and a patterned rug.

18. Newly Remodeled Cottage with AC- Sebago Lake Area

Newly Remodeled Cottage with AC- Sebago Lake Area
Raymond
$468 nightly
The price is $510
Oct 18 - Oct 19
Total with taxes and fees
Newly Remodeled Cottage with AC- Sebago Lake Area
A white door with a window, two potted plants, and a welcome mat.

19. 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.
$536 nightly
The price is $584
Nov 1 - Nov 2
Total with taxes and fees
Brand new 2BR, 1.5BA-close to amenities yet feels secluded. 2 story, AC, wifi!
A spacious kitchen with a large island, wooden beams, and a view of the outdoors.

20. 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)
"In frosty conditions the house was warm and comfortable. Jen was really responsive and welcoming, and the space was perfect."
United States
Matthew S.
$685 nightly
The price is $754
Nov 2 - Nov 3
Total with taxes and fees
Waterfront Access with Kayaks, Private Deck and a Firepit
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

Oxford Casino Hotel

Oxford Casino Hotel

8/10 Good
"Clean & comfortable"
Dan 1-night trip
Posted 3 hours ago
Oxford Casino Hotel

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 $135 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.

Explore a world of travel with Expedia

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.