Naples Holiday Rentals

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Holiday Rentals in Naples

Idyllic Mt Sterling Retreat w/ Private Lake!

10.0 out of 10, Exceptional, (4)
"It was a delightful stay - games on the patio, corn hole on the desk, swimming, fishing, walks, and sitting around the fire. Also, we greatly appreciated the ample fridge and freezer space."
Idyllic Mt Sterling Retreat w/ Private Lake!

COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!

10.0 out of 10, Exceptional, (49)
"The house was great and the people were very nice and helpful. "
The price is AU$347
includes taxes & fees
3 Dec - 4 Dec
COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!

PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!

9.8 out of 10, Exceptional, (71)
"Thanks for having us"
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!

Newly Remodeled Town House!

9.6 out of 10, Exceptional, (5)
"Traveled to the area for a wedding, and this home was just what we needed for two nights. It looks like they’re adding to the place to make it more homey. It was my husband and I with our four daughters. Having one bathroom was a challenge, but doable. The beds were comfy. It was very clean and quiet."
The price is AU$330
includes taxes & fees
9 Dec - 10 Dec
Newly Remodeled Town House!

Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL

10.0 out of 10, Exceptional, (2)
"Perfect spot for my spouse and I for an overnight stay. Clean and comfortable and just on the outskirts of town. We appreciated and loved the surprise coffee cake! "
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL

Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville

10.0 out of 10, Exceptional, (2)
"If you’re looking for a peaceful place to rest and recharge, look no further! We thoroughly enjoyed our short stay at Audrey’s Abode! The cabin had everything we needed. The property is quiet and relaxing. We woke up Sunday morning to a beautiful buck right outside the kitchen window. If I could live there, I totally would to get away from the hustle and bustle of our everyday! The town of Jacksonville has everything you want. We did a college tour with our son while we were here and found it...
The price is AU$245
includes taxes & fees
2 Dec - 3 Dec
Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville

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

Lakeside Lodge of LEGENDS; A Wilderness Wanderer’s Wonderland

2.0 star property
The price is AU$497
includes taxes & fees
29 Nov - 30 Nov
Lakeside Lodge of LEGENDS; A Wilderness Wanderer’s Wonderland
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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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, (619)
"everyone was super nice, breakfast was yummy however the beds were uncomfortable but I would stay again because we have family in this town and i have kids like love to swim "
The price is AU$132
includes taxes & fees
28 Nov - 29 Nov
Best Western Jacksonville Inn

Hampton Inn Jacksonville

2.5 star property
8.8 out of 10, Excellent, (412)
"It sit back off the road and was difficult to locate first time."
The price is AU$148
includes taxes & fees
8 Dec - 9 Dec
Hampton Inn Jacksonville

PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!

9.8 out of 10, Exceptional, (71)
"Thanks for having us"
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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?

Idyllic Mt Sterling Retreat w/ Private Lake!: This holiday home rental outside of Naples is equipped with a fireplace, air conditioning and cable TV to help you feel comfortable during your stay. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Naples?

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

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.