Apartment holiday rentals in Old Naples

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.

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

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

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!

#Blocks2Beach UPPER VILLA 1BR1BA Huge Close2 #RITZ

Spacious 2nd floor, newly renovated Villa with 1 bedroom & ensuite bath. Den has a sleeper sofa to accommodate the additional guest. The luxury kitchen features all the necessities of home & dining table that seats 4. WFA in the Sunroom! Just stroll a few blocks down to Vanderbilt Beach with sunshine & beautiful sunsets. The Ritz Carlton Beach Resort is right around the corner as well! Rentals are close by for bikes, kayaks, SUP, jet skis, boating, tennis courts & activities galore!

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.

Oasis Naples Condo 2BR/2Bath

Soak up the warm southwest Florida sun and enjoy a clean modern home with gorgeous views. This newly renovated condo is a short 5 minute car ride to Naples Beaches and 15 minutes to downtown. Two bedroom, two full bath home is the perfect quiet place for a couple’s retreat or for working remotely with high speed internet. The main pool IS open dawn to dusk!!! It’s a two minute walk within the community! (The smaller pool by the condo is closed and still waiting for completion.)

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.

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.

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.

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!

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