Apartment holiday rentals in Old Naples

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.

4.99 out of 5 average rating, 137 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

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.

4.99 out of 5 average rating, 101 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!

4.99 out of 5 average rating, 137 reviews

Ready to Enjoy again! 2025: Everything is new!

This vacation rental unit has been totally rebuilt and is now ready to welcome guests again! Nearly everything is new (as of early 2025) and it is likely one of the nicest studio apartments now available on the entire island. Skip the dated condos and hotels and get ready to enjoy this newer, nicer option, located just 1 short block (800 feet) from the sand. As you’ll see from the reviews it had a great track record before the storm, and it’s been rebuilt even better! Enjoy!

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.

4.97 out of 5 average rating, 118 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.

5 out of 5 average rating, 37 reviews

A modern living area features a comfortable light gray sectional sofa and a round wooden dining table surrounded by upholstered chairs. Large glass doors open to a balcony, while decorative mirrors adorn the walls. Soft lighting is provided by a stylish ceiling fixture.

Flat in Park Shore

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.

A bright studio features a queen-sized bed with a turquoise coverlet and decorative pillows. Natural light floods the room, highlighting the light wood flooring and modern furnishings. A small dining area is visible, with artwork showcasing a coastal theme.

5 out of 5 average rating, 37 reviews

Naples Gem | 10Min Beach | BBQ | Patio | Parking

We want to be your Host in Naples! Let us show you why you should book with us: Top Location: - 10 min to Beaches - 8 min to Downtown - 5 min- Rentals- paddle board, kayak & boat - 5 min- Sightseeing, sunset & fishing cruises - 30 Min to Marco Island - Smart TV - Fast WIFI - Fully equipped kitchen - Dedicated work space - FREE Onsite parking - Quiet and Safe Area - Private Patio - BBQ - Outside dining - Beach supplies - Self check in & Hosts available 24/7

A vibrant pink flamingo float is situated in a sparkling blue pool, surrounded by lush greenery and palm trees. The outdoor space is framed by a well-maintained patio, featuring a relaxing atmosphere under partly cloudy skies.

4.83 out of 5 average rating, 152 reviews

559 Park Place | Orchid Villa - Minutes to Beaches

Welcome to 559 Park Place | Orchid Villa! Tropical colors make life feel like a permanent vacation in this beautifully decorated, modern Villa. The Orchid Villa 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.

A sunlit sunroom features a patterned armchair paired with a small table. A sliding glass door opens to a lush outdoor area with tropical plants and an umbrella-covered seating space. Natural light filters in, creating an inviting atmosphere for relaxation.

4.84 out of 5 average rating, 161 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!

4.87 out of 5 average rating, 54 reviews

A large outdoor heated pool is surrounded by verdant landscaping and tall palm trees. Lounge chairs are positioned along the pool's edge, reflecting a tranquil atmosphere. The mid-century designed building is visible in the background, complemented by a pastel sunset sky.

Flat in Old Naples

Beautifully Renovated Condo, Walk to Beach/3rd St

Unwind at this peaceful Old Naples oasis! This updated 2-bedroom, 2-bath condo offers stylish finishes and access to a heated pool. Walk to the beach for dolphin watching, browse the nearby farmers market, or relax in the sun. Spend your afternoons swimming or exploring shops and restaurants on 3rd Street South and 5th Avenue. With everything just steps away, enjoy the laid-back luxury and charm of downtown Naples.

A private pool is surrounded by a spacious deck, featuring two white lounge chairs positioned under a large umbrella. Lush greenery and palm trees are visible in the background, complemented by a fenced yard that adds to the secluded atmosphere.

4.89 out of 5 average rating, 107 reviews

13 Downtown Near Beach Free Heated Pool and Spa

Come to Naples for your vacation this year! Prices slashed 70% off for off season! Mid week discounts. 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.

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.

4.97 out of 5 average rating, 105 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.

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.

4.96 out of 5 average rating, 227 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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

A screened-in balcony features comfortable seating arranged around a coffee table. A view of the horizon can be seen, showcasing the gradient of colors at sunset. Ceiling fans are installed to provide airflow and enhance relaxation.

5 out of 5 average rating, 34 reviews

The Fitz

A small balcony features a round wooden table accompanied by two black woven chairs. The area is enclosed by a lush green hedge, providing a sense of privacy. The tiled flooring adds warmth to the outdoor space, ideal for enjoying a morning coffee.

5 out of 5 average rating, 11 reviews

Visit beautiful Naples, Furry Friends Welcome.

A light-filled studio is presented with a spacious bed adorned with neutral linens and decorative pillows. A large window is dressed with long blue curtains, allowing natural light to filter in. A leafy plant and accent furniture are placed nearby, enhancing the relaxed atmosphere.

4.95 out of 5 average rating, 97 reviews

Close 2 Beach | Bikes & Kitchenette

4.87 out of 5 average rating, 63 reviews

#Walk2Beach Palm Villa 2BR 9465 Mercato & Beaches

A charming exterior view of a single-story home is captured. Two vehicles are parked in the driveway, flanking the entryway. Soft blue lighting accents the architectural features, along with a neatly maintained lawn and a wooden fence bordering the property.

4.97 out of 5 average rating, 36 reviews

The Salty Turtle

An ocean view is showcased from a wooden pier, featuring a welcoming sign that reads "Welcome to Naples." The sky is partly cloudy, and a sandy beach extends along the horizon, highlighting a serene coastal environment.

4.95 out of 5 average rating, 83 reviews

Sea Shell Villa 2

A spacious living area features a large sectional sofa in a warm brown tone, paired with a coffee table on a textured area rug. A ceiling fan provides airflow, while natural light filters through the window adorned with blinds. A flat-screen TV is mounted on the wall.

4.95 out of 5 average rating, 19 reviews

Brand new unit! 2 miles to Beach

A bright living area showcases comfortable seating arranged around a coffee table. Large windows allow natural light to fill the space, complemented by a bold floral accent wall. The fully equipped kitchen features a generous countertop with seating for four.

4.97 out of 5 average rating, 32 reviews

Beachy Escape: 2BR/2BA w./ Pool, Gym, and Theater

Private apartment rentals

5 out of 5 average rating, 13 reviews

Cozy Condo on the Gulf

5 out of 5 average rating, 4 reviews

Caper Beach Club Penthouse 2

The living area features a spacious sectional sofa arranged around a wooden coffee table. A large wall clock is mounted above the seating, adding character. Natural light enhances the cozy ambiance, while a woven area rug complements the warm tones of the wooden furniture.

4.95 out of 5 average rating, 39 reviews

Your Home at the Beach!

A beachfront balcony offers calming views of the ocean and palm trees. The spacious area features two light-colored chairs positioned for relaxation. Below, the pool area is visible, along with a well-maintained lawn leading to the beach.

4.87 out of 5 average rating, 47 reviews

Beachfront-Pool Open-Fort Myers Beach (3rd Floor)

A spacious living area features a dark sectional sofa, complemented by a wooden coffee table. Natural light enters through the window, enhancing the room's brightness. A wooden console table is placed against the wall, and a dining space is visible in the background.

4.89 out of 5 average rating, 37 reviews

Tranquil Naples Stay by the Gulf "668-B"

A modern living area is shown featuring a light-colored sofa arranged around a coffee table. Two ceiling fans provide airflow above, while natural light filters in through large sliding glass doors that open to a balcony with views of the golf course.

5 out of 5 average rating, 4 reviews

New Listing - 1st Floor 2BR Condo- Pool, Golf, Gym

A spacious living area is highlighted by a large, light-colored sectional sofa adorned with colorful pillows. A coffee table sits in the center, complemented by a natural fiber rug. Artwork with abstract designs decorates the walls. A flat-screen TV is mounted for entertainment.

4.74 out of 5 average rating, 43 reviews

Naples Luxury Escape | Beach | Pool & Gym

4.83 out of 5 average rating, 6 reviews

Paradise Coast | Private Patio-Parking | Top Area

Apartment rentals with a hot tub

The image captures a panoramic view of Lovers Key Resort, showcasing the tranquil Estero Bay and the Gulf of Mexico. Towering palm trees frame the scene, while a pier extends into the water. Two adjacent resort buildings are visible, highlighting a coastal setting.

4.86 out of 5 average rating, 22 reviews

Lovers Key Resort, Ft Myers Beach

The exterior of a two-story beach house is highlighted by a spacious porch with white railings and teal accents. Lush greenery and vibrant flowers frame the landscaped area, providing a welcoming entrance. The stone facade adds a rustic touch to the otherwise modern design.

5 out of 5 average rating, 34 reviews

Beach view Pool Home

A heated pool is surrounded by a screened-in enclosure that enhances outdoor enjoyment. An integrated spa complements the pool area, while a tiki hut with a thatched roof offers shaded seating. Lounge chairs are positioned on the tiled deck, providing space for relaxation.

4.93 out of 5 average rating, 14 reviews

Gorgeous Beach Residence with Pool, Spa, and Bikes

A single-story home features a light exterior with a welcoming front entrance and a garage. Lush palm trees and manicured shrubs frame the property, while a clear blue sky enhances the peaceful setting.

4.88 out of 5 average rating, 245 reviews

Private&Romantic. Walk to Beach; Unwind in Jacuzzi

The exterior of a modern condo is presented, featuring large windows that provide expansive views of surrounding greenery. A set of stairs leads to the entrance, while a garage door is located beneath the elevated structure. Clear blue skies contribute to a bright atmosphere.

4.67 out of 5 average rating, 9 reviews

Pick Help Me Rhonda 1+1 pool spa fire pit beach

The tall building of Lovers Key Resort is shown with a sky filled with clouds above. A sign at the base of the resort indicates daily, weekly, and monthly rentals. Lush greenery and palm trees surround the entrance, enhancing the tropical setting.

4.75 out of 5 average rating, 56 reviews

304 Lovers Key Resort Condo

5 out of 5 average rating, 3 reviews

An open living area features contemporary furnishings, including a light-colored sofa and a dark coffee table. A spacious island with seating is seen in the background, complementing an adjacent fully-equipped kitchen. Warm lighting fixtures hang above, enhancing the inviting atmosphere.

Flat in Pelican Bay

The Oasis: Naples Luxury Condo and Dock

A comfortably arranged living space includes a light-colored sofa and a blue accent chair, positioned around a wooden coffee table. Shelving displays books and decor pieces. Natural light enters through large windows covered by blinds, complemented by colorful artwork on the walls.