Apartment vacation rentals in Old Naples

An open-concept living space is highlighted by a modern kitchen featuring white cabinetry, a large center island with seating, and stainless steel appliances. A comfortable seating area includes soft chairs and a sectional sofa, with natural light streaming in through an arched window.

4.98 out of 5 average rating, 129 reviews

Island Oasis Steps From the Sugar Sand 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. F

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, 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

5 out of 5 average rating, 6 reviews

Old Naples Charm, Steps from Fifth Ave & the Gulf!

Walk to all of Old Naples’ great restaurants & attractions from your home at the Neapolitan Club! 2 bedrooms, 2 full baths on the 2nd floor with kitchen & screened-in lanai. Heated pool on property! Everything is close by. Restaurants & shopping on 5th Ave and 3rd St, Tin City & the beautiful white sand Gulf beaches (access at 8th Ave). Tennis courts two blocks away at Cambier Park where you can catch concerts and events. Community laundry (washers/dryers), bike racks & dedicated parking.

A king bedroom features open cathedral ceilings and large windows dressed with shutters. A ceiling fan circulates air in the room, which includes a decorative mirror and a writing desk. Light streams in, creating a bright, airy atmosphere.

4.96 out of 5 average rating, 28 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.

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, 98 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. 624/34 Mbps at antique desk. SMALL quiet pets ok. Attached to owner's home but Studio is Completely Private! Only One Bed!

The studio apartment features modern furnishings, including a spacious bed with a patterned comforter and a comfortable sofa. A small dining area is visible with barstools at the kitchen counter. Soft lighting enhances the neutral-toned walls, while natural light enters through multiple windows.

4.98 out of 5 average rating, 133 reviews

Ready to Enjoy again! 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 2024) 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 NEW!

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, 114 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.

4.94 out of 5 average rating, 68 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, 136 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, 34 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.

Apartment 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 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.

4.85 out of 5 average rating, 158 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!

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, 106 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.

Popular amenities for Old Naples apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

A modern living area features a spacious light-colored sofa adorned with neutral pillows, positioned next to a circular accent chair. A large television is mounted on the wall opposite, while a dining area is visible in the background. Natural light fills the room, highlighting a beige area rug.

5 out of 5 average rating, 7 reviews

Beachfront Bliss!

A bright living area features a light-toned couch adorned with colorful pillows, complemented by a soft area rug. Natural light enters through large windows, while a ceiling fan enhances ventilation. The open layout extends to a well-equipped kitchen with barstool seating.

5 out of 5 average rating, 12 reviews

Chic-Kee Bungalow 4

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.

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.

4.97 out of 5 average rating, 35 reviews

Your Home at the Beach!

4.96 out of 5 average rating, 70 reviews

Serene Efficiency Apt Suite 1Bd/1 Bth Beach 1.5 mi

5 out of 5 average rating, 8 reviews

A two-story home with a light exterior is showcased, featuring a spacious yard with freshly laid stepping stones and well-maintained landscaping. Large windows adorn the upper level, allowing natural light to fill the interior. Nearby trees and neighboring houses are visible under a clear sky.

Apartment in Fort Myers

Sunny Side Stay- Apartment

A tranquil pool area is showcased, surrounded by lush palm trees and tropical plants. Lounge chairs are arranged in rows along the pool deck, inviting relaxation. The sparkling water reflects the clear blue sky, enhancing the serene atmosphere of the community's recreational area.

5 out of 5 average rating, 12 reviews

Minutes to 5th Ave-No steps-Lakefront-End Unit

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, 3 reviews

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

Private apartment rentals

4.94 out of 5 average rating, 16 reviews

A spacious living area features a navy sectional sofa adorned with a decorative throw. A patterned area rug lies beneath the furniture, while a light wood dining table is seen in the background, surrounded by rattan chairs. Natural light filters through the window, enhancing the inviting atmosphere.

Apartment in Park Shore

First Floor Corner Condo at Park Shore Resort 149

Apartment in Bonita Springs

An open living area is highlighted by a comfortable sofa and a stylish armchair, complemented by a modern coffee table. A ceiling fan is present, and a TV stand with a flat-screen television is positioned against one wall. An inviting area rug adds warmth to the tiled floor.

5 out of 5 average rating, 9 reviews

New! Bright and fully stocked near Beach | D301

5 out of 5 average rating, 6 reviews

Downtown Naples Beach Apartment

A screened-in porch features a light-colored sofa and two dark armchairs arranged around a coffee table. A ceiling fan is visible above, and greenery can be seen in the background, with glimpses of the water reflecting natural light.

4.78 out of 5 average rating, 9 reviews

Lovely Water View Retreat

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, 16 reviews

Brand new unit! 2 miles to Beach

The living area features a leather sofa paired with two light-colored armchairs. A coffee table with a woven basket and decorative items sits in the center. Natural light pours in through multiple large windows adorned with plantation shutters, complemented by two table lamps.

5 out of 5 average rating, 6 reviews

Old Naples Condo

A light-filled seating area features a white sofa adorned with a decorative pillow, complemented by two patterned armchairs. A circular ottoman sits at the center, surrounded by a natural fiber area rug. Lush greenery can be seen through shuttered windows, enhancing the serene atmosphere.

5 out of 5 average rating, 22 reviews

Olde Naples 2BR - Near beach and 5th Ave

A spacious sleeping area features a large bed with plush bedding in shades of blue. Two bedside lamps provide soft lighting, and a window allows natural light to brighten the room. A stylish area rug adds comfort underfoot, with a desk and chair in the background.

4.89 out of 5 average rating, 18 reviews

Elegant Naples Studio with Huge Bathroom

Apartment rentals with a 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, 32 reviews

The Fitz

An aerial view of a large outdoor pool surrounded by palm trees and lounge chairs. Umbrellas provide shade over several seating areas, and vibrant landscaping enhances the tropical setting, complementing the pool's unique shape and inviting blue water.

5 out of 5 average rating, 13 reviews

GreenLinks Retreat - Pool, Hot Tub, Tennis, Golf

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, 243 reviews

Private&Romantic. Walk to Beach; Unwind in Jacuzzi

A resort area is displayed, featuring a serene pool surrounded by lush greenery and palm trees. Cabana-style seating is positioned near the water, offering shade. Pathways are interspersed with vibrant landscaping, creating an inviting outdoor environment within the gated complex.

5 out of 5 average rating, 8 reviews

Chic resort, 4 pools, walk to 5th Ave Restaurants!

The sunset casts a warm glow over the beach, illuminating the water and sky. A man holds a child who points toward the horizon, while another person is seen capturing the moment with a phone. Weathered wooden posts rise from the sandy shore.

5 out of 5 average rating, 3 reviews

1/1 walking distance to beach 1bed 1 bath unit

A large community pool is framed by a spacious patio area, with lounge chairs neatly arranged around it. A clubhouse with a distinctive roof is visible in the background, surrounded by palm trees and lush landscaping. The sky is partly cloudy, contributing to a bright atmosphere.

4.82 out of 5 average rating, 90 reviews

Oasis Naples Condo 2BR/2Bath

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.

4.86 out of 5 average rating, 51 reviews

Beautifully Renovated Condo, Walk to Beach/3rd St

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.