Naples Holiday Rentals

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Holiday Rentals in Naples

Newly Remodeled Town House!
10.0 out of 10, Exceptional, (3)
"The location was perfect for us, as our function was being held at the fairgrounds just across the street! It's an older home, but has been totally updated. It was spacious for just the two of us! Communication with the owner was fast and easy!! Thank you for a lovely stay!!"
The price is NZ$343
per night
1 Jul - 2 Jul
Newly Remodeled Town House!
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!
9.8 out of 10, Exceptional, (67)
"The place was amazing, with many amenities. The pool was the best part. I would definitely recommend this to anyone, especially with kids."
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!
Idyllic Mt Sterling Retreat w/ Private Lake!
10.0 out of 10, Exceptional, (3)
"Comfortable and well-equipped home, with more than enough towels. Under-advertised as has 2 1/2 baths, and use of the boathouse. Loved swimming and jumping off the dock, fishing, and just trolling around the lake with the two boats with trolling motors, and the peddle boat. Very wide mowed path around the lake and other trails. Also had marshmallow forks for the s’mores around the campfire. Enjoyed the rocking bench at the end of the dock, especially in the early morning and for watching...
Idyllic Mt Sterling Retreat w/ Private Lake!
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COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!
10.0 out of 10, Exceptional, (44)
"Our family had a great stay in IL. The house was excellent and the llamas were an added entertainment . Would definitely come back to stay!!"
The price is NZ$366
per night
20 Jun - 21 Jun
COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
The price is NZ$186
per night
20 Jun - 21 Jun
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
River Cottage Along the Illinois River.
River Cottage Along the Illinois River.
Idyllic Mt Sterling Retreat w/ Private Lake!
2.0 star property
Idyllic Mt Sterling Retreat w/ Private Lake!
West Central Lodging
2.5 star property
10.0 out of 10, Exceptional, (1)
"We had a wonderful time - very quiet country location, the manager is friendly but not invasive. First time I have heard a whippoorwill sing in many years. "
West Central Lodging
Beautiful secluded lodge with a breathtaking view!
2.0 star property
Beautiful secluded lodge with a breathtaking view!
Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville
The price is NZ$255
per night
30 Jun - 1 Jul
Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville
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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.

Other types of properties in Naples you may be interested in

Best Western Jacksonville Inn
2.5 star property
8.4 out of 10, Very good, (556)
"Clean room and well priced"
The price is NZ$148
per night
20 Jun - 21 Jun
Best Western Jacksonville Inn
Hampton Inn Jacksonville
2.5 star property
8.8 out of 10, Excellent, (378)
"Very expensive for a hampton inn. We stayed one night. A bit overpriced"
The price is NZ$156
per night
3 Jul - 4 Jul
Hampton Inn Jacksonville
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!
9.8 out of 10, Exceptional, (67)
"The place was amazing, with many amenities. The pool was the best part. I would definitely recommend this to anyone, especially with kids."
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Naples holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Naples. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Naples. Seeing all the best attractions is bound to make you fall in love with Naples. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Naples short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Naples?

Yes, there are holiday rentals close to the most popular sights in Naples, or you can select a more secluded option if you're looking for a relaxing stay.

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

PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!: This holiday home rental outside of Naples is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

What can I see and do in Naples?

While exploring the area, visit the sights like Old Orchard Country Club, King Park and Pike County Historic Museum. In the wider area, you’ll also find John Greene Shastid House.

What are holiday rentals like in Naples?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Naples. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a small group gathering.

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