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Apartment holiday rentals in Old Naples

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Top-rated apartment rentals in Old Naples

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Top Guest favourite
Apartment in Naples
4.97 out of 5 average rating, 34 reviews

Upstairs - 2 Blocks From Everything

This is one of five quaint rental opportunities on a magnificently restored Old Naples Cottage Estate c. 1910. Located two blocks from the Gulf of Mexico & Naples Pier and within walking distance of everything 5th Avenue and 3rd Street have to offer. The private entrance to the stairs brings you to a newly renovated, magical spot. Comfortable seating arrangement, full kitchen with marble counters forming a sitting bar, all new equipment, two king bedrooms, and a full bathroom off the kitchen.

Superhost
Apartment in Naples
5 out of 5 average rating, 3 reviews

Modern & Chic 5th Ave Historic Naples

Highly desirable & exclusive condo directly on 5th Ave S in Olde Naples. Experience the night life and luxury Naples has to offer right just a few steps away. We're only 5 blocks from Naples famous white sand beaches. 5th Ave offers some of Naples most prestigious and high-end dining and shopping. From cafes, bistros, boutiques, ice cream parlors, designer jewelers, fine art, 5th Ave's modern and historic district has it all. Your condo is completely outfitted for a luxury and stress-free vacati

Top Guest favourite
A large swimming pool is surrounded by lush palm trees and vibrant tropical landscaping. Comfortable lounge chairs are arranged around the pool, with umbrellas offering shade. A rock formation features a waterfall, enhancing the serene atmosphere of the resort's outdoor space.
Apartment in Naples
5 out of 5 average rating, 15 reviews

Chic resort, 4 pools, walk to 5th Ave Restaurants!

Welcome to Naples finest gated downtown resort, rewarding guests with a measure of privacy and serenity. The resort features an amenity rich environment with marina, waterfront dining and shopping, Euro-style spa, an expansive activity center, three crystal-blue resort pools, multiple hot tubs, meandering lazy river and a complete fitness center. Walk to downtown 5th ave or take the complimentary shuttle to beaches or 5th Ave HAVE A LARGER GROUP? - ASK ABOUT ADDING ANOTHER UNIT TO YOUR BOOKING

Top Guest favourite
A sunset view features a wooden pier stretching over waves, with silhouettes of people gathering at the end. Warm hues of orange and yellow illuminate the sky, creating a serene backdrop against the gently rolling ocean.
Apartment in Naples
4.99 out of 5 average rating, 143 reviews

Beach Vacation Getaway

Great for a couple with 1 -2 young kids or a getaway for 2 or a business traveler. Guesthouse is totally separate from the main house. Bedroom-king sized bed. Couch, 24 inch high twin air mattress and ottoman w/ twin sized bed. Fully screened lanai/Indoor HEATED private pool/w 8ft wall (swim at your own risk). No pets. WiFi/cable TV. 10 minute drive to the beach/shopping. Walking/biking/jogging path. 4 bikes-(ride at your own risk)/BBQ grill/continental breakfast/a variety of snacks/beverages

Top Guest favourite
A bright bedroom features a spacious bed with a soft yellow coverlet. A small dining table with two chairs is positioned nearby. A painting adorns the wall, with light entering through the window. A laundry area is visible, providing added convenience.
Apartment in Naples
4.99 out of 5 average rating, 105 reviews

Aesthetic Lush Landscape, 3 Min to Town, King Bed

For Guests Who Love Privacy! Sunny Studio where Art is highlighted. French Doors to Lg Screened Porch for Outside Dining/Working. Peaceful. Stilt home (8 steps) in Safe, Quiet area w parking right outside. Backyard is yours w BBQ grill, table & chairs. Charmingly Furnished w Recliner, Heavenly King Bed, Convection/Microwave oven, Kitchen Aid stove top & Full Fridge. 624/34 Mbps at antique desk. SMALL quiet pets ok. Attached to owner's home but Studio is Completely Private! Only One Bed!

Guest favourite
A modern outdoor pool area is featured, including a white umbrella providing shade over a circular base. Two sun loungers are positioned partially submerged in the water, offering a relaxing space. Lush greenery surrounds the pool, enhancing the serene outdoor environment.
Apartment in Naples
4.89 out of 5 average rating, 106 reviews

13 Downtown Near Beach Free Heated Pool and Spa

WELCOME PICKBALLERS! We are close to Naples Community Park and downtown Naples and beaches, perfect location! Come to Naples for your vacation this year! Prices slashed 50% off for off season! Military discounts, first responder discounts. Great location! Just minutes to shopping and restaurants of Naples famed Fifth Avenue. We have screened in lanai, very secluded and private. Huge living room and master en-suite. Multiple units available upon request to suit large groups.

Guest favourite
A light-filled living area features a spacious beige sofa and a comfortable lounge chair. A coffee table sits in front, with decorative items placed on it. A dining table for four is visible, accompanied by abstract wall art and soft lighting from ceiling fans.
Apartment in Naples
4.95 out of 5 average rating, 132 reviews

Cozy 1 Bedroom Villa - Beautiful Naples, Florida!

Perfect One Bedroom Villa only 2.5 miles from the beach and 2 miles from beautiful 5th Ave in Naples! This Villa is perfect for those coming to Naples on Vacation, for work, or seasonally! It has everything you need to live comfortably for a short or long period of time including a 200 sq foot private front porch. Enjoy everything Naples has to offer within a short drive! This unit is perfect for 1-2 guests. It can fit up to 3 with a pullout couch in the living room.

Guest favourite
Lounge chairs are positioned beside a pool adorned with a bright pink flamingo float. Lush greenery surrounds the area, providing a tropical ambiance. Soft white towels are neatly rolled on each chair, and a patio of brick pavers leads to the calm blue water.
Apartment in Naples Park
4.8 out of 5 average rating, 150 reviews

563 Park Place | Bougain"Villa" | Mins to Beaches

Welcome to 559 Park Place | BougainVilla! Tropical colors make life feel like a permanent vacation in this beautifully decorated, modern Villa. The BougainVilla is freshly updated & fully equipped with all of the comforts of home. Located in the heart of the Vanderbilt Beach area, just minutes to the beaches & the Mercato Shopping & Dining District. This space is designed for our guests & their families to have everything they may need while on vacation.

Superhost
The spacious bedroom features a large bed dressed in crisp white bedding, flanked by two bedside tables with lamps. A pair of ottomans sits at the foot of the bed. Natural light streams in through the window, highlighting the contemporary decor.
Apartment in Naples
4.87 out of 5 average rating, 108 reviews

Cozy Guest Suite Close to Downtown

Welcome to our brand-new duplex with a private entrance. This modern 1-bedroom, 1-bathroom unit is ideal for a beach getaway or city exploration, as it's conveniently located just 1.7 miles from both the beach and downtown. The duplex has been thoughtfully designed for your comfort and style. With neutral colors and elegant decor, it offers a serene and inviting atmosphere without laundry facilities and all essentials provided for an unforgettable stay.

Guest favourite
A modern kitchen is equipped with sleek white cabinetry and stainless steel appliances. A large island with two brown bar stools offers a space for dining or casual gatherings. Soft lighting and large windows contribute to a bright and open atmosphere.
Apartment in North Naples
4.97 out of 5 average rating, 121 reviews

Las Casitas in Naples #2

Welcome to your home away from home! Beautifully renovated condo, located close to shops, restaurant, and the beach. This condo is located at the edge of a natural preserve; giving you the best of both worlds: you can sit in the backyard and enjoy a quiet and relaxing afternoon, or take a short walk and find yourself at local restaurants, the beach, wine bars, or shops.

Guest favourite
A welcoming entrance is framed by lush greenery and palm trees. A paved pathway leads to the building's entrance, which is highlighted by elegant white architecture and soft sunlight casting gentle shadows. The atmosphere is serene, showcasing the condo's accessibility and appealing curb appeal.
Apartment in Naples
5 out of 5 average rating, 7 reviews

Best Beach, Dining & Shopping! 1.5 Blocks-beach!

New to the Rental Market! Beautiful one bedroom condo located just steps away from world class beaches, Dining & Shopping! Naples Beach is 150 meters to the west! Included with your stay are beach chairs, umbrella, and a cooler!. Spend your days on white sugar sands or poolside. Walk the world famous 5th Ave South for high end dining and shopping. No car needed!

Guest favourite
A wooden pier extends into calm waters, featuring two structures with sloping roofs at either end. The moon rises above the horizon, casting a soft glow, while silhouettes of people can be seen strolling along the railing. A serene sunset gradient colors the sky.
Apartment in Naples
4.96 out of 5 average rating, 234 reviews

Adorable Escape for TWO

This recently updated and renovated cozy apartment is very conveniently located in the heart of naples. It is located only 3 miles from the beach, 3 miles from the downtown district and less than a mile from shopping centers with Publix, Target and more. This apartment contains all the amenities, dining experiences and night time activities- all just

Popular amenities for Old Naples apartment rentals

When is the best time to visit Old Naples?

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Avg. price$276 AUD$317 AUD$315 AUD$226 AUD$175 AUD$160 AUD$167 AUD$146 AUD$191 AUD$283 AUD$291 AUD$328 AUD
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Quick stats about apartment rentals in Old Naples

  • Total holiday rentals

    Explore 80 holiday rentals in Old Naples

  • Nightly prices starting at

    Old Naples holiday rentals start at $99 AUD per night before taxes and fees

  • Verified guest reviews

    Over 620 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Old Naples holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Old Naples rentals

  • 4.9 Average rating

    Old Naples stays are highly rated by guests—averaging 4.9 out of 5!

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