Apartment holiday rentals in Old Naples

An aerial view captures a resort landscape featuring four crystal blue pools, a lazy river, and a hot tub surrounded by lush greenery. Multiple lounge chairs and umbrellas are arranged poolside, enhancing the tropical ambiance. Nearby, a striking paver stone layout connects the different areas.

5 out of 5 average rating, 12 reviews

Lazy River, 4 Pools, 5th Ave Resort Personal Oasis

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, 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

Flat in Old Naples

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.

4.96 out of 5 average rating, 28 reviews

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.

Flat in Old Naples

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 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.

4.98 out of 5 average rating, 112 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! :)

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.

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, 32 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 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, 155 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 sleeping area features a spacious bed covered in a patterned blue and white bedspread. Large curtains depict a beach scene with palm trees and ocean waves. Two red bar stools are positioned near a small shelf, and a wall-mounted television is visible.

4.89 out of 5 average rating, 9 reviews

Fun Studio 5 minutes from beach!

Great location! 5 minutes from wildlife beach preserve. Easy access to shopping and restaurants. Quiet neighborhood. All new furniture, AC, refrigerator, microwave, air fryer, K-cup coffee maker, shower, toilet, vanity, tile, and painting. Spacious bathroom and closet. Beach chairs and umbrellas provided for your enjoyment. Free onsite parking. Washer, dryer, picnic table, and Weber grill available to all guests.

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.

An open-concept living area features a light-colored sofa and dark gray armchair, arranged around a circular coffee table. A spacious kitchen with white cabinetry and modern appliances lines the back wall. Natural light filters through large windows, creating a bright and airy ambiance.

4.98 out of 5 average rating, 121 reviews

Fall Specials! Island Paradise Walk to the Beach

Escape to paradise in this beautifully remodeled Fort Myers Beach apartment! Enjoy stunning beaches, a brand new, relaxing pool, and the vibrant island atmosphere with restaurants and bars nearby. This apartment boasts top-quality memory foam mattresses, high-end 100% cotton linens, and fresh towels. Located just one block from the beach, it's the perfect getaway for families and friends.

Popular amenities for Old Naples apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

A modern kitchen area features white cabinetry and sleek countertops, with a dining table positioned by a large window showcasing stunning beachfront views. A comfortable seating area includes a light-colored armchair, creating a welcoming space for relaxation with natural light streaming in.

5 out of 5 average rating, 9 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, 96 reviews

Close 2 Beach | Bikes & Kitchenette

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!

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, 78 reviews

Sea Shell Villa 2

4.96 out of 5 average rating, 70 reviews

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

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

4.86 out of 5 average rating, 50 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

A cozy room features a spacious bed with neutral bedding, complemented by teal accent chairs positioned nearby. A small table is placed in front of the bed, and a wall-mounted TV is visible. Natural light enters through curtain-covered windows, enhancing the inviting space.

5 out of 5 average rating, 7 reviews

Cozy Studio

Private apartment rentals

A modern bathroom is showcased with neutral-toned walls and sleek fixtures. A round mirror is positioned above a minimalist sink, while a spacious shower features glass doors. Soft towels are neatly arranged, and a decorative plant adds a touch of greenery, enhancing the space.

4.98 out of 5 average rating, 43 reviews

VillaBellaWood/Near Airport/Laundry.

A bright kitchen area is visible, featuring modern cabinetry and appliances. A dining table with a floral tablecloth sits nearby, while a mirror reflects natural light. The space is enhanced by light wood flooring throughout, contributing to a warm and inviting ambiance.

5 out of 5 average rating, 11 reviews

Visit beautiful Naples, Furry Friends Welcome.

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.

5 out of 5 average rating, 7 reviews

Sunny Side Stay- Apartment

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

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

A welcoming entryway features a screened porch with a comfortable chair, inviting relaxation. The exterior wall is adorned with house numbers, 818 and 816, alongside vibrant tropical plants adding a pop of color. Clear blue doors enhance the bright, cheerful atmosphere.

4.89 out of 5 average rating, 18 reviews

Tropical Serenity; A quaint stay

5 out of 5 average rating, 10 reviews

A spacious primary bedroom is featured with a king bed positioned centrally. Two bedside lamps offer soft lighting. A ceiling fan and natural light from a window create a calm environment. An ensuite bathroom entrance is visible in the background, enhancing privacy and convenience.

Flat in Bonita Springs

Bright Spacious Condo | 1mi to Beach + Wi-Fi |D102

Apartment rentals with a hot tub

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.

4.92 out of 5 average rating, 12 reviews

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.

4.81 out of 5 average rating, 16 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 shared heated pool is surrounded by a brick patio, featuring several teal lounge chairs. A large umbrella provides shade beside the pool, while a pink inflatable flamingo floats on the water. Lush greenery frames the area, enhancing the inviting atmosphere.

4.77 out of 5 average rating, 13 reviews

541 SeaScape Cottage · Walk2Beach

A spacious living area is highlighted by vibrant blue seating adorned with decorative pillows. A white coffee table sits in the center, accompanied by a floral arrangement. A light fixture hangs above, and a doorway leads to the kitchen area, visible in the background.

4.79 out of 5 average rating, 19 reviews

Residence with Panoramic Views and Secluded Beach

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 modern living area is shown, featuring a cozy sofa, a glass dining table, and large sliding doors that open to a scenic outdoor view. Natural light fills the space, highlighting decorative wall art and a stylish ceiling fan.

4.97 out of 5 average rating, 36 reviews

Greenlinks Purple Orchid Luxury Villa-1st Flr/3bdr