Naples Holiday Rentals

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Holiday Rentals in Naples

Property grounds
“Rare Find” Paradise on Naples Bay! In the prestigious Royal Harbor!
10.0 out of 10, Exceptional, (4)
"We loved staying here! The condo was clean and beautiful inside. The view out on the back screened in porch was great. We really enjoyed the location and were able to fish in the Everglades, go shelling on Marco Island, Sanibel Island and Lovers Key State Park. We visited Naples Pier and checked out the night life in the area. The condo has a huge TV and it was fun to watch March Madness basketball. Overall an excellent place to stay!"
“Rare Find” Paradise on Naples Bay! In the prestigious Royal Harbor!
Beach nearby, sun-loungers, beach towels
Closest Vacation Cottage to Vanderbilt Beach with Resort Style Pool & Spa
10.0 out of 10, Exceptional, (242)
"Home is super cute, conveniently located to restaurants, shopping and the beach! We very much enjoyed our time there! Thank you!"
The price is NZ$931
includes taxes & fees
2 Jun - 3 Jun
Closest Vacation Cottage to Vanderbilt Beach with Resort Style Pool & Spa
Pool
NEW Luxury 3 BR Greenlinks Condo totally remodeled! Sleeps 8!
10.0 out of 10, Exceptional, (9)
"My friends and I are just back from a wonderful holiday in Naples Lely Resort. Our accommodation was 5 star and our host Ken was very helpful in all aspects regarding our stay. We were able to check in early as we were on a cruise the previous week and Ken obliged with an early check in which was fabulous. Our apartment was very clean and furnishings were to a high standard which made a very comfortable stay. Our holiday next year has already been talked about and we are definitely coming back...
NEW Luxury 3 BR Greenlinks Condo totally remodeled! Sleeps 8!
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Pool
Sleeps 14, Close to Downtown, Beautiful home!
10.0 out of 10, Exceptional, (4)
"Wonderful stay. Beautiful pool and finishes inside. Really enjoyed our whole stay."
Sleeps 14, Close to Downtown, Beautiful home!
A heated pool
Luxury Golf Villa in Beautiful Lely Resort w/ Pool
10.0 out of 10, Exceptional, (27)
"Our stay in this beautiful condo was simply perfect! It had all of the comforts of home and then some. The rooms were beautifully styled and comfortable.The views of the golf course were stunning and we loved the convenience of the resort style pool and onsite restaurant. The owners were so friendly and accommodating. We look forward to staying here on our next visit to Naples next year!"
Luxury Golf Villa in Beautiful Lely Resort w/ Pool
Fridge, microwave, oven, stovetop
3 Bedroom, Huge Pool, Hot Tub, Screened in Lanai in the coveted 500 block
10.0 out of 10, Exceptional, (65)
"Great place for a family. Enjoyed the bikes and the pool!"
3 Bedroom, Huge Pool, Hot Tub, Screened in Lanai in the coveted 500 block
A heated pool
4 Bedroom 2 Bathroom Heated Pool
10.0 out of 10, Exceptional, (8)
"The property is very nice and comfortable. Our only disappointment is the two bikes were not usable."
4 Bedroom 2 Bathroom Heated Pool
Smart TV
Eco-Friendly Home Less Than A Mile From Beach and Downtown
10.0 out of 10, Exceptional, (17)
"It was awesome!"
Eco-Friendly Home Less Than A Mile From Beach and Downtown
Aerial view
Just bring your favorite people; beach, pool, bikes, relaxation awaits!
10.0 out of 10, Exceptional, (215)
"Perfect spot for a long weekend away. Dan’s place is very clean, up to date, and has all the essentials to make a trip to beach or pool day easy. Thanks for a great stay Dan!"
Just bring your favorite people; beach, pool, bikes, relaxation awaits!
Exterior
POWER ON! MODEL LUXURY HOME, Hi Tech, Pool, Outdoor Kitchen, New and Fresh,
9.8 out of 10, Exceptional, (89)
"The check in process was fairly simple, we had a hiccup but it was rectified quickly. The house is a lovely property in a great neighborhood. Very clean. Very convenient to everything. Beautiful pool area. A couple of cons, it is very noisy in the pool area due to the proximity to a very heavily traveled noisy main thoroughfare. Hard to have a conversation at times. The furniture in the house is worn and stained but I do get it is a rental but it could use some updating as can the overhead...
POWER ON! MODEL LUXURY HOME, Hi Tech, Pool, Outdoor Kitchen, New and Fresh,
Fridge, microwave, oven, stovetop
Upscale condo steps from gorgeous Vanderbilt beach
9.8 out of 10, Exceptional, (15)
"I really enjoyed my stay and will definitely be back next year"
The price is NZ$865
includes taxes & fees
2 Jun - 3 Jun
Upscale condo steps from gorgeous Vanderbilt beach
Beach nearby
Modern 4- bedroom just 1 mile from gorgeous Naples beach
9.8 out of 10, Exceptional, (26)
"The owner was very nice to deal with and was always quick to respond. The location is close to many different areas. Was very satisfied with our stay."
Modern 4- bedroom just 1 mile from gorgeous Naples beach
Outdoor pool, a heated pool
Perfect recipe for relaxing, heated pool, walk to beach, bikes, stunning sunsets
9.8 out of 10, Exceptional, (276)
"The street was torn up and there was lots of noise but the house and pool very nice. We enjoyed our stay."
Perfect recipe for relaxing, heated pool, walk to beach, bikes, stunning sunsets
Beach
COQUINA COTTAGE! BEACH, POOL, SUNSETS in the Heart of Old Naples!
9.8 out of 10, Exceptional, (112)
"A block from the beach. A block from restaurants and shopping. Best location in all of Naples. The unit has everything we needed. And our host provided everything we needed."
COQUINA COTTAGE! BEACH, POOL, SUNSETS in the Heart of Old Naples!
Fridge, microwave, oven, stovetop
Charming Bungalow, remodeled, heated pool, walk to the beach
9.8 out of 10, Exceptional, (48)
"Overall this was a nice stay. The home is clean, renovated and comfortable. Could benefit from a new shower head but the water pressure was good and the pool was perfect temp and nice seating with the steps and water bench…also private with the fence and landscape. We used the pool every day! The grill is charcoal but was clean and had the items necessary to use it-though we bought a small camping grill and mini propane tank from Walmart for $50. Beds were comfortable and the living room was...
Charming Bungalow, remodeled, heated pool, walk to the beach
Lobby
Bellasera Resort
4.0 star property
9.6 out of 10, Exceptional, (1922)
"Loved staying here felt safe and the staff was so nice! Accommodation were excellent! Coming back next year "
The price is NZ$674
includes taxes & fees
15 May - 16 May
Bellasera Resort
Standard Studio | Private kitchen
Wiggins Pass Chalet
4.0 star property
9.6 out of 10, Exceptional, (128)
"No pool or gym but everything else was great"
The price is NZ$280
includes taxes & fees
16 May - 17 May
Wiggins Pass Chalet
Fridge, microwave, oven, stovetop
Boaters Paradise : 3 bedroom waterfront home close to downtown Naples Fl.
9.6 out of 10, Exceptional, (104)
"The house was in a great location , we loved the peace and quiet of the neighborhood"
Boaters Paradise : 3 bedroom waterfront home close to downtown Naples Fl.
A heated pool
Sunny Naples Home w/ Pool, Direct Gulf Access
9.6 out of 10, Exceptional, (9)
"Everything was just as described. They even had fun stuff for the pool in the garage. Fully stocked kitchen a plus! Only thing was we couldn't figure out which key to use for the community pool. Owner was very responsive and another family was able to let us into the gate."
Sunny Naples Home w/ Pool, Direct Gulf Access
Outdoor dining
Newly Remodeled Condo, Steps to the Beach
9.6 out of 10, Exceptional, (5)
"Sharon was a fantastic host. She responded quickly to any question that we had. The property was very nice and comfortable. We would recommend this property."
Newly Remodeled Condo, Steps to the Beach
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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

Lobby
Hilton Naples
4.0 star property
9.0 out of 10, Wonderful, (1001)
"Nice property, 5-minute drive to the beach, amazing staff"
The price is NZ$328
includes taxes & fees
27 May - 28 May
Hilton Naples
Waterslide
Naples Grande Beach Resort
4.5 star property
8.6 out of 10, Excellent, (1187)
"Clean, good service, early check in options, beautiful."
The price is NZ$632
includes taxes & fees
9 Jun - 10 Jun
Naples Grande Beach Resort
Exterior
Hyatt House Naples/5th Avenue
3.5 star property
8.6 out of 10, Excellent, (1000)
"Only bad hotel packing but have to paid $25.00 daily. "
The price is NZ$251
includes taxes & fees
9 Jun - 10 Jun
Hyatt House Naples/5th Avenue
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 in Naples close to Naples Pier, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the array of shops and popular beaches in Naples. Leave some time to check out the entertainment choices and top-notch restaurants during your visit.

How many holiday rentals are there in Naples?

Expedia has 2609 holiday rentals for your stay in Naples.

What’s there to see and do in Naples?

Naples Pier and Naples Zoo at Caribbean Gardens are a couple of the family-friendly sights, whereas cultural attractions include Artis-Naples and Naples Historical Society's Historic Palm Cottage. Other places in town to visit include Everglades National Park and Fifth Avenue South.

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 feature amenities such as hot tubs, fire pits and patios so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for family gatherings.

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