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

Apartment 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.

Apartment 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 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!

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, 144 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!

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! :)

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 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.

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.

4.98 out of 5 average rating, 100 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

Wi-Fi

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, 31 reviews

The Fitz

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

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

4.96 out of 5 average rating, 70 reviews

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

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

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

The open-concept living area features modern furnishings, including a sectional sofa and a sleek coffee table. A 70-inch Smart TV is mounted on the wall, complemented by a serene view of the lake through sliding glass doors that lead to the lanai.

5 out of 5 average rating, 10 reviews

Exclusive Naples Getaway – Golf Course & Lake!

Private 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 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.

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, 79 reviews

Sea Shell Villa 2

4.91 out of 5 average rating, 47 reviews

A comfortable living area features a spacious sectional sofa with decorative cushions. A wall-mounted TV displays vibrant content. Light streams in through sliding glass doors leading to a private balcony, while a neutral-colored wall complements an outdoor-themed artwork.

Apartment in Fort Myers

2BR Vacation Condo Near Ft Myers Beach & Sanibel

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 studio apartment features a spacious bed adorned with a blue quilt and colorful pillows. A Smart TV is positioned on a white dresser. Natural light filters through large windows with simple coverings, while a small dining table is visible in the corner.

4.96 out of 5 average rating, 57 reviews

Casa Bella D - 1 Bed/1 Bath - Steps To The Beach

4.99 out of 5 average rating, 80 reviews

1 Block to the Beach Poolside Gem: Sleeps 4!

Apartment in Bonita Springs

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.

5 out of 5 average rating, 49 reviews

6min to Beach·Heated Pool·Pet Friendly

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.

4.81 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 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.

4.92 out of 5 average rating, 13 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, 243 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.

4.57 out of 5 average rating, 7 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

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