Apartment holiday rentals in Old Naples

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Top-rated apartment rentals in Old Naples

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Guest favourite

Flat in Fort Myers Beach

4.97 out of 5 average rating, 109 reviews

Summer Specials! Island Paradise Walk to the Beach

Important Note: This apartment had no damage from hurricanes in 2024. Everything is perfect here. Beaches are beautiful, pool is relaxing and welcoming. Thankfully the island restaurants and bars are also back up and going in fun island style! Beaches are beautiful and our brand new pool is complete and ready to enjoy. Be one of the first to enjoy this complete remodel renovation. No expense was spared here. Top quality memory foam mattresses with high end bed linens for a restful sleep. Fres

Guest favourite

Flat in East Naples

5 out of 5 average rating, 7 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

Flat in Naples

4.99 out of 5 average rating, 134 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

Flat in Old Naples

5 out of 5 average rating, 14 reviews

Upstairs - 2 Blocks From Everything

This is one of five quaint rental opportunities on a magnificently rebuilt 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.

Guest favourite

Flat in South Naples

5 out of 5 average rating, 22 reviews

Luxury 3bd/2b condo at Lely Resort Golf and CC

Ideally located between Naples, the Gulf beaches and Marco Island, this professionally designed 3B/2B 2nd floor condo has a view of both the serene lake and the lush green golf course. Situated within Lely Golf Resort & Country Club, guests have access to the resort-style pool, many other amenities, and, of course, the golf course – a golfer's paradise right at your doorstep! Looking for a relaxing vacation, a golf getaway, or just a peaceful escape? This condo offers the perfect setting,

Superhost

Flat in Old Naples

4.84 out of 5 average rating, 43 reviews

Beautifully Renovated Condo, Walk to Beach/3rd St

Take a break and unwind at this peaceful oasis. Embrace the laid back lifestyle of the beach when you stay at our downtown Naples condo! The 2-bedroom, 2-bath vacation rental provides updated finishes throughout and wonderful shared amenities. Spend your mornings on the beach, dolphin watching, or perusing the farmers market. Enjoy afternoons on the beach, swimming in the heated on-site pool, or shopping on 3rd St and 5th Ave. You'll love this Old Naples location, promising endless fun!

Top guest favourite

Flat in East Naples

5 out of 5 average rating, 95 reviews

Artistic w Lush Surroundings Quiet Great Location!

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. 83 Mbps at antique desk. SMALL quiet pets ok. Attached to owner's home but Studio is Completely Private! Only One Bed!

Top guest favourite

Flat in Park Shore

5 out of 5 average rating, 30 reviews

Park Shore Resort-BLDGC#218*Amazingly remodeled*

*REMODELED 2024* One of the Nicest & most luxurious condos at PSR-Top Floor condo. This condo has been lovingly restored. Park Shore Resort has all the amenities you could want with an on-site restaurant, Heated Pool, BBQ's, Tennis, Pickleball courts, Basketball, Exercise room. In the middle of Naples walking distance to numerous Restaurants & Shops within minutes to the Village Shops on Venetian Bay, Mercato, Waterside Shops, and of course Naples Famous Beaches.

Guest favourite

Flat in East Naples

4.96 out of 5 average rating, 46 reviews

Naples Palm Hideaway!

Peaceful 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 large outdoor space with a firepit, outdoor furniture, and dining table! Enjoy everything Naples has to offer within a short drive! This unit is perfect for 1-2 guests.

Guest favourite

Flat in Naples Park

4.85 out of 5 average rating, 149 reviews

#Blocks2Beach Lower 1BR1BA LARGE Palm Villa #RITZ

Casual chic décor are features of this fantastic 1 bedroom/1 bath Villa. Quiet spaces and enough room for extended stays or a weekend getaway. Comfortably sleeps 4 guest with sleeper sofa in living room and master bedroom with cozy king bed. Located in the highly sought after Naples Park neighborhood. Close to Naples beautiful white sandy beaches, upscale shopping, fine & casual dining and entertainment to suite any style!

Top guest favourite

Flat in Old Naples

5 out of 5 average rating, 19 reviews

Olde Naples 2BR - Near beach and 5th Ave

Welcome to Maison Du Soleil, a quiet 2 bedroom, 1 bath condo in the heart of downtown Naples. It's close to all that Naples has to offer: beaches, shopping, restaurants, golf, East Naples pickleball. The second-floor condo is light-filled and well-appointed. It comes fully stocked with everything you need to enjoy your stay, whether it's for a week or for the season.

Guest favourite

Flat in Naples

4.96 out of 5 average rating, 220 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