Holiday Rentals Naples from 3.840.745 ₫: Find Short-Term Rentals & Holiday Accommodations

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Our top choices for Naples holiday rentals

A modern building entrance with glass doors, a dark exterior, and potted plants on the sides.

1. Wiggins Pass Chalet

Naples

Donna

3.840.745 ₫ total

includes taxes & fees

14 Nov - 15 Nov

A spacious, multi-level interior with a grand staircase, elegant chandeliers, and a luxurious seating area.

2. Bellasera Resort

Downtown

vasilisa

10.662.820 ₫ total

includes taxes & fees

18 Nov - 19 Nov

A modern kitchen with white cabinets, a granite countertop, a built-in oven, and a microwave.

3. Noel Real Estate

East Naples

Lauren

10.744.260 ₫ total

includes taxes & fees

13 Nov - 14 Nov

An indoor pool area with a glass floor, seating around the pool, and a bar area with a blue ceiling and hanging lights.

4. Park Shore Resort

Park Shore

nathaly

9.459.402 ₫ total

includes taxes & fees

5 Dec - 6 Dec

A kitchen with a microwave, cabinets, and a ceiling fan. There is a dining area with a table and chairs.

5. 2 Mi to Public Pool! Cozy Naples Cottage w/ Patio

Naples

5.318.656 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A spacious lobby with a central Christmas tree, multiple seating areas, and a staircase connecting floors.

6. Heated Pool Access: Everglades Resort Retreat!

Naples

4.324.096 ₫ total

includes taxes & fees

15 Nov - 16 Nov

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Top Naples Hotel Reviews

Compass by Margaritaville Hotel Naples

10/10 Excellent

"Loved the pool area. Room is so spacious and had a great floor plan. JC in the bar area was an employee who stood out. Hard worker. Great attitude and helpful"

Red Roof Inn PLUS+ & Suites Naples Downtown-5th Ave S

10/10 Excellent

"Hello, I would like to file a formal complaint and request a full refund for my one-night reservation, from November 8 to November 9, at Red Roof PLUS+ & Suites Naples Downtown – 5th Ave S, located at 1925 Davis Blvd, Naples, Florida. My room number was 333. During the early morning hours of November 9, at approximately 2:20 a.m., two unknown men repeatedly attempted to open the door to our room while my family and I were sleeping. Fortunately, the door's security latch prevented them from entering. I immediately got up and rushed to secure the door, extremely concerned for my family's safety. We were all very frightened because we did not know who these individuals were or what was happening. Most concerning, when the men were standing outside our room, they stated that they had been assigned that same room number. This suggests that a mistake may have occurred during the room assignment process or at the hotel front desk. I consider this a very serious matter and request that it be thoroughly investigated. Approximately 20 minutes later, two police officers arrived and knocked on our door to ask me what had happened. I fully cooperated with them and explained the incident. Later, when I contacted the police department to request a copy of the report, I was informed that no formal incident report had been filed. This incident raises serious safety concerns for any hotel guest. It caused us fear, distress, and a sense of insecurity that prevented my family and me from from t"

LaPlaya Beach & Golf Resort - A Noble House Resort

8/10 Good

"Great resort. Probably the nicest on the entire run of resorts on this beach. And that includes the Ritz-Carlton just upo the way. Obviously, the Ritz is classier, but La Playa felt more exclusive and comfortable. The beach experience is top-notch, with complimentary umbrellas and beach chairs upon request. The bar and restaurant were very good. Drinks are pricey, to be sure, which can add up if you're ordering while relaxing on the beach for days on end. About a 25 minute drive to the best restaurants and shops in Old Town Naples. This was a little far for us, since we didn't have a car and Uber'd whenever we went out. Overall, a very nice experience."

Courtyard by Marriott - Naples

10/10 Excellent

"The staff was one of the best I have ever experienced. From Aden at the front desk to the people serving us breakfast and dinner all were phenomenal. I would stay again and I'm going to tell everyone in Pittsburgh, Pa if they are looking for a great place to stay the Courtyard by Marriott is top notch😊"

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Frequently asked questions

Can I find holiday rentals in Naples?

Yes, there are holiday rentals in Naples close to Naples Zoo at Caribbean Gardens, 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 613 holiday rentals for your stay in Naples.

What’s there to see and do in Naples?

Naples Zoo at Caribbean Gardens and Coral Cay Adventure Golf 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 Fifth Avenue South and Tin City.

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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Check prices for these dates

Our top choices for Naples holiday rentals

1. Wiggins Pass Chalet

2. Bellasera Resort

3. Noel Real Estate

4. Park Shore Resort

5. 2 Mi to Public Pool! Cozy Naples Cottage w/ Patio

6. Heated Pool Access: Everglades Resort Retreat!

Find holiday rentals that suit your style

Top Naples Hotel Reviews

Compass by Margaritaville Hotel Naples

Fairways Inn of Naples

La Quinta Inn & Suites by Wyndham Naples Downtown

Best Western Naples Plaza Hotel

AC Hotel by Marriott Naples 5th Avenue

Naples Bay Resort & Marina

Red Roof Inn PLUS+ & Suites Naples Downtown-5th Ave S

LaPlaya Beach & Golf Resort - A Noble House Resort

Courtyard by Marriott - Naples

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Search Holiday Rentals in Naples

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Naples holiday rentals

1. Wiggins Pass Chalet

2. Bellasera Resort

3. Noel Real Estate

4. Park Shore Resort

5. 2 Mi to Public Pool! Cozy Naples Cottage w/ Patio

6. Heated Pool Access: Everglades Resort Retreat!

Find holiday rentals that suit your style

Top Naples Hotel Reviews

Compass by Margaritaville Hotel Naples

Explore a world of travel with Expedia

Frequently asked questions

Expedia's Latest Trends

Go further with the Expedia app