Naples Holiday Rentals

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Holiday Rentals in Naples

Bellasera Resort

4.0 star property
9.6 out of 10, Exceptional, (2068)
"Excellent stay with professional staff. Very relaxing stay"
The price is AU$859
includes taxes & fees
23 Dec - 24 Dec
Bellasera Resort

Wiggins Pass Chalet

4.0 star property
9.8 out of 10, Exceptional, (168)
"Great experience!"
The price is AU$411
includes taxes & fees
3 Jan - 4 Jan 2025
Wiggins Pass Chalet

GreenLinks Golf Villas at Lely Resort

3.0 star property
9.4 out of 10, Exceptional, (506)
"Beautiful location and excellent customer service! "
The price is AU$694
includes taxes & fees
8 Jan - 9 Jan 2025
GreenLinks Golf Villas at Lely Resort

MODEL LUXURY HOME, Hi Tech, Pool, Outdoor Kitchen, New and Fresh

9.8 out of 10, Exceptional, (91)
"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...
MODEL LUXURY HOME, Hi Tech, Pool, Outdoor Kitchen, New and Fresh

CENTRALLY LOCATED BEACH HOME, Walk/Bike to Beach,Shops,Dining, Large Fenced Yard

9.4 out of 10, Exceptional, (53)
"The images don’t do the backyard justice, it’s big and spacious. This feature is important to my family and I because we’re traveling with our pups. The property as a whole was very clean. The location was also perfect, very close to the beach. Parking was on the private side. The host responded quickly. All in all this was a very positive experience. "
The price is AU$1,029
includes taxes & fees
10 Jan - 11 Jan 2025
CENTRALLY LOCATED BEACH HOME, Walk/Bike to Beach,Shops,Dining, Large Fenced Yard

Upscale condo steps from gorgeous Vanderbilt beach

9.8 out of 10, Exceptional, (19)
"Hubby and i got away for the Labor Day weekend! Condo was lovely, very well-appointed, clean and spacious. Short walk to the beach which was beautiful and we ate lots of yummy local seafood. Highly recommend this unit!"
Upscale condo steps from gorgeous Vanderbilt beach

Modern 4- bedroom just 1 mile from gorgeous Naples beach

9.6 out of 10, Exceptional, (28)
"Great place close to wonderful restaurants and entertainment. At first I was skeptical due to a review stating about kitchen cabinets, location etc. After reading all the reviews I decided to book this place anyways. To my surprise our 10 day stay was wonderful, big house with all the amenities & great pool. David was very nice & our vacation was wonderful. See you next year david!"
Modern 4- bedroom just 1 mile from gorgeous Naples beach

“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!

BEACHSIDE COZY GETAWAY! Walk/Bike to Beach,Dining,Bars,Small fenced yard for pet

8.6 out of 10, Excellent, (28)
"Close to the beach (Vanderbilt) walkable or bicycling Home - well provided, kitchen appliances & utensils, towels and beddings Good neighborhood Communication is good"
The price is AU$972
includes taxes & fees
10 Jan - 11 Jan 2025
BEACHSIDE COZY GETAWAY! Walk/Bike to Beach,Dining,Bars,Small fenced yard for pet

Perfect recipe for relaxing, heated pool, walk to beach, bikes, stunning sunsets

9.8 out of 10, Exceptional, (291)
"Always enjoy going to Naples,Fl in December. Wouldn't want to stay anywhere else but at one of Dan's homes. Neat, clean close to shopping, restaurants and the beach. I wouldn't stay anywhere else. Thanks again. "
Perfect recipe for relaxing, heated pool, walk to beach, bikes, stunning sunsets

BEACH, POOL, SUNSETS in the Heart of Old Naples!

9.8 out of 10, Exceptional, (113)
"Perfect location! Denise is a jewel! So attentive and accommodating!"
BEACH, POOL, SUNSETS in the Heart of Old Naples!

COZY BEACH HOME! Walk/Bike to Beach, Dining, Shops, Near Ritz-fenced doggie area

9.4 out of 10, Exceptional, (26)
"Overall the place is ok to stay, the beach is close, easy access and very convenient. The only issue I had was with the owner of the place. During our stay an storm (hurricane) came over, I asked the owner to change the days due to weather conditions and she said no, I booked 3 nights we only stayed 2 , I asked for 1night refund and the answer was no. It was bad luck I guess bc the storm, but sometimes you can make some arrangements or deals with your host. "
The price is AU$914
includes taxes & fees
2 Jan - 3 Jan 2025
COZY BEACH HOME! Walk/Bike to Beach, Dining, Shops, Near Ritz-fenced doggie area

Pool and Hot Tub! 4 Bedrooms, 3 Bathrooms. Updated!

9.2 out of 10, Wonderful, (29)
"We had a great stay! Property manager was attentive to any needs or concerns raised. Location was perfect. "
Pool and Hot Tub! 4 Bedrooms, 3 Bathrooms. Updated!

Unharmed by Milton! Closest Vacation Cottage to Vanderbilt Beach priv. Pool&Spa

10.0 out of 10, Exceptional, (257)
"Cozy cottage in nice neighborhood, close to beach and shopping"
The price is AU$685
includes taxes & fees
4 Jan - 5 Jan 2025
Unharmed by Milton! Closest Vacation Cottage to Vanderbilt Beach priv. Pool&Spa

Luxury Golf Villa in Beautiful Lely Resort w/ Pool

10.0 out of 10, Exceptional, (28)
"Everything about the condo was perfect. Well definitely book again. "
Luxury Golf Villa in Beautiful Lely Resort w/ Pool

NAPLES GEM

3.0 star property
NAPLES GEM

Sleeps 14, Close to Downtown, Beautiful home!

10.0 out of 10, Exceptional, (11)
"Great Stay! Jennifer was super communicative and the house was perfect!"
Sleeps 14, Close to Downtown, Beautiful home!

Direct Gulf Access + Lanai: Sunny Naples Home!

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."
Direct Gulf Access + Lanai: Sunny Naples Home!

Charming Bungalow, remodeled, heated pool, walk to the beach

9.8 out of 10, Exceptional, (54)
"We really enjoyed our stay in Naples. The house had everything we needed and the location was great! The pool was lovely to have too. Stacey was a very responsive host, even on a holiday weekend. Only comment is that there was no sponge or dish soap there so we had to get that but otherwise all was great. "
Charming Bungalow, remodeled, heated pool, walk to the beach

Spacious 4 BR Near Beach

9.6 out of 10, Exceptional, (29)
"The accommodations were well planned and perfect"
Spacious 4 BR Near Beach
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

Naples Grande Beach Resort

4.5 star property
9.0 out of 10, Wonderful, (1315)
"Great beach resort. "
The price is AU$940
includes taxes & fees
23 Dec - 24 Dec
Naples Grande Beach Resort

Hilton Naples

4.0 star property
9.0 out of 10, Wonderful, (1008)
"Beautiful lobby. I haven’t see. Anything else"
The price is AU$442
includes taxes & fees
23 Dec - 24 Dec
Hilton Naples

Fairways Inn of Naples

2.5 star property
9.4 out of 10, Exceptional, (1015)
"Excelente servicio. Limpieza extrema. Lugar tranquilo y bien ubicado. Nuestra estadía incluía una botella de vino. Incluso cercano a la hora del check out nos ofrecieron mas tiempo para quedarnos en la habitación y se preocuparon por si necesitabamos algo más. "
The price is AU$211
includes taxes & fees
23 Dec - 24 Dec
Fairways Inn of Naples
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.

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.

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

Unharmed by Milton! Closest Vacation Cottage to Vanderbilt Beach priv. Pool&Spa: This highly rated holiday home rental in Naples is located by the ocean, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 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 garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Some other top choices in Naples are Located in the heart of Old Naples! Enjoy the beach shopping and dining and CENTRALLY LOCATED BEACH HOME, Walk/Bike to Beach,Shops,Dining, Large Fenced Yard.

How many holiday rentals are there in Naples?

Expedia has 2484 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.