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 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, 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!

A spacious living room showcases a light-colored sofa paired with blue accent chairs. A woven coffee table sits at the center, complemented by a decorative plant. Large windows provide natural light, and a glimpse of the kitchen is visible in the background.

4.94 out of 5 average rating, 145 reviews

#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!

4.99 out of 5 average rating, 136 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.

A well-lit bedroom features a spacious bed adorned with decorative pillows and a soft blanket. Two windows with light-filtering shades provide natural light. A minor desk is placed beside a comfortable chair, complemented by stylish blue accent pieces against neutral walls.

4.95 out of 5 average rating, 75 reviews

Coastal Retreat - Bayshore Arts District

Welcome to your Cozy Bayshore Retreat! Step into this beautifully decorated, brand-new apartment designed for comfort and relaxation. Located just minutes from the stunning Bayshore district and close to the beautiful Naples beach, this charming space offers the perfect blend of convenience and serenity. Whether you're here for a weekend getaway or an extended stay, you'll love the thoughtful touches, stylish decor, and unbeatable location. We are pet-friendly! :)

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.

4.8 out of 5 average rating, 141 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.

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 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.

Popular amenities for Old Naples apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

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

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.

4.79 out of 5 average rating, 63 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

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, 35 reviews

The Salty Turtle

5 out of 5 average rating, 5 reviews

Flat in Bonita Springs

Cozy Studio by Bonita Beach with Desk & Bikes

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.

4.94 out of 5 average rating, 18 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, 31 reviews

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

Private apartment rentals

5 out of 5 average rating, 7 reviews

Cozy Naples Apartment by the Beach, pool/hot tub

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, 33 reviews

The Fitz

A living area is presented with two light grey sofas, one accompanied by a matching ottoman. Natural light illuminates the space through wide windows, while a small blue console table adds a pop of color against the wall. Neutral tones create a calm environment.

4.88 out of 5 average rating, 34 reviews

Bright & Cozy Apt North Naples "668-A"

A cozy bedroom is highlighted by a bright yellow quilt atop a spacious bed. The walls feature a tropical floral mural, and light streams in from a window with blinds. A bedside table with a lamp complements the decor.

4.96 out of 5 average rating, 23 reviews

Charming 1BR Canal‑Front Retreat APT 1

A dining area features a wooden table complemented by black chairs and upholstered seating. Wall decor includes various round metallic plates, while natural light floods in through large glass doors. A comfortable seating space with a sectional sofa and ceiling fan is visible in the background.

5 out of 5 average rating, 23 reviews

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

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, 46 reviews

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

4.97 out of 5 average rating, 86 reviews

The living area features a blue couch facing a mounted television. A round dining table with two chairs is set near the window. Natural light highlights the outdoor screened pool area visible through the glass doors, complemented by tropical decor on the walls.

Flat in Bonita Springs

Heated Pool•7min to Beach•Pets Welcome

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

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 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 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

A screened-in pool area features a spacious swimming pool with a built-in seating area and spa. Lounge chairs are positioned beside the pool, and a covered patio area is visible above, offering shaded seating options. Lush greenery surrounds the space, enhancing the serene atmosphere.

4.99 out of 5 average rating, 87 reviews

Seaside oasis studio with with heated pool

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