Apartment holiday rentals in Old Naples

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.

5 out of 5 average rating, 11 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

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, 138 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 living area features a spacious sectional sofa and a large flat-screen TV. A fan above provides airflow. Natural light enters through large windows framed with sheer curtains, while a tasteful rug and decorative lamps enhance the room's comfort.

4.92 out of 5 average rating, 49 reviews

Remodeled Condo at Resort Near 5th Avenue & Beach

Enjoy the beauty of this completely remodeled condo. The new white wash wood floors, and the upscale furnishings will make your vacation that much more enjoyable. Naples Bay Resort offers you a luxury hotel complex that features 5 pools, a state of the art gym, spa and tennis. The beach is just a 10 min ride and 1.5 miles away. Take a complimentary shuttle and enjoy the luxury hotel van. Rent bikes, kayaks, paddleboat and boats from the marina. Please see our GUEST ACCESS For Club Info-

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, 102 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!

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.

4.96 out of 5 average rating, 121 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, 40 reviews

Naples Gem|Perfect for 2|Beach 10Min|BBQ|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

The living area features a spacious sofa and loveseat, with a ceiling fan above providing airflow. Light-colored cabinets and appliances are visible in the kitchen area, while a dining table accommodates four. A comfortable bedroom showcases a large bed, with art decor enhancing the ambiance.

4.98 out of 5 average rating, 100 reviews

Stylish + Modern! 2 bed 2 bath. 1 block to beach!

One of the most popular vacation rental listings available on Ft Myers Beach! Get ready to thoroughly enjoy your beach vacation at this fully renovated 2 bedroom, 2 bath beach apartment! Wonderful section of the beach too- just one block to the sand. Why stay at a hotel when this is newer, nicer + better! Also check out my 2 other vacation rentals also available for rent in this same building and read the past guest reviews: 8+ years of very happy guests

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, 153 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 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, 109 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, 108 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, 228 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

5 out of 5 average rating, 13 reviews

Cozy Condo on the Gulf

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, 99 reviews

Close 2 Beach | Bikes & Kitchenette

5 out of 5 average rating, 22 reviews

Bayshore Luxe Stay | Modern Design

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, 12 reviews

Visit beautiful Naples, Furry Friends Welcome.

4.79 out of 5 average rating, 66 reviews

A light-filled living area features a spacious sectional sofa adorned with patterned cushions. A neutral area rug is positioned beneath a wooden coffee table, while adjacent seating faces a dining table for four. Large windows offer views of the surrounding area, enhancing the inviting space.

Flat in Pelican Bay

Sunset Cove at Vanderbilt Beach

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.

4.93 out of 5 average rating, 42 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)

5 out of 5 average rating, 49 reviews

The Villa Gardenia

Private apartment rentals

5 out of 5 average rating, 8 reviews

Cozy Naples Apartment by the Beach, pool/hot tub

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, 15 reviews

Gorgeous Beach Residence with Pool, Spa, and Bikes

Two comfortable reclining chairs are positioned on a private balcony, facing the beach. A small table is set between them, featuring a pitcher with a garnish and a couple of glasses. Palm trees are visible beyond the railing, framing a distant view of the ocean.

4.94 out of 5 average rating, 16 reviews

Salt Air Gulf View Pool Condo Steps from the Beach

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

4.82 out of 5 average rating, 11 reviews

Flat in Bonita Springs

Beach Retreat - Queen Studio near Naples

4.83 out of 5 average rating, 6 reviews

Paradise Coast | Private Patio-Parking | Top Area

A serene lanai features red seating on either side of a decorative black table, set against a backdrop of lush greenery visible through large glass screens. A stylized rug lies beneath the furniture, contributing to the inviting space for relaxation.

4.94 out of 5 average rating, 16 reviews

The Coral in Lely Resort 2 Kings-Heated Pool to 89

5 out of 5 average rating, 53 reviews

A spacious living area is highlighted by a comfortable couch and a wooden coffee table. The kitchen is visible in the background, featuring modern appliances and a dining area with a black table. Natural light fills the space through large windows and a sliding door leading outside.

Flat in Bonita Springs

6min to Beach·Heated Pool·Pet Friendly

Apartment rentals with a hot tub

4.94 out of 5 average rating, 18 reviews

A scenic balcony view showcases a sunset over the water, framed by wooden railings. Two wooden chairs are positioned on the tiled floor, inviting relaxation while overlooking the vibrant sky filled with oranges and purples, creating a tranquil outdoor setting.

Flat in Fort Myers

Amazing View of Sanibel Harbour

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.

4.88 out of 5 average rating, 24 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

4.92 out of 5 average rating, 13 reviews

A comfortably arranged living area features a mix of modern and traditional furniture, including two light-colored sofas and an armchair. A wooden coffee table sits atop a patterned rug. Large windows provide an inviting view of the outdoor space, complemented by a wall-mounted TV.

Flat in Fort Myers

The Beach is Calling

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.

4.87 out of 5 average rating, 246 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