Apartment holiday rentals in Old Naples

5 out of 5 average rating, 14 reviews

Bayshore Luxe Stay | Modern Design

Welcome to Your Bayshore Luxe Escape! Step into style and serenity in this beautifully curated designer suite, nestled in the heart of the Bayshore Arts District. Thoughtfully designed for comfort and sophistication, this lush apartment features a king-size bed dressed in premium linens. Location Perks Situated in the vibrant Bayshore Arts District — just a short drive from Downtown Naples and white sand beaches. Walk to local coffee shops, art studios, waterfront dining, and boutique galleries.

4.97 out of 5 average rating, 30 reviews

Apartment in Old Naples

Upstairs - 2 Blocks From Everything

This is one of five quaint rental opportunities on a magnificently restored 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 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, 9 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, 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

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.

4.99 out of 5 average rating, 134 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, 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 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, 35 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 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, 149 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 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.

4.84 out of 5 average rating, 160 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.

4.93 out of 5 average rating, 15 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.

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, 104 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 bright living area features a light-colored sectional sofa and an accent chair, complemented by a decorative area rug. Large glass doors allow natural light to enter, with views of the balcony visible. A framed artwork adds a touch of personality to the space.

5 out of 5 average rating, 8 reviews

Beachfront Bliss!

4.83 out of 5 average rating, 63 reviews

Lakefront Retreat • Deck & Kayaks Near Beaches

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 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.

5 out of 5 average rating, 18 reviews

Charming 1BR Canal‑Front Retreat APT 1

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!

4.87 out of 5 average rating, 63 reviews

#Walk2Beach Palm Villa 2BR 9465 Mercato & Beaches

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, 82 reviews

Sea Shell Villa 2

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

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

Apartment in Bonita Springs

The sleeping area features two spacious beds with light-colored bedding and rustic wooden headboards. A ceiling fan hangs from the ceiling, and a large window is partially covered by shades. A small table and chairs provide additional seating against the wall.

5 out of 5 average rating, 16 reviews

"Villa Joy" Very close to the beach.

A spacious living area features a light gray sectional sofa with a decorative pillow in the foreground. Opposite the sofa, a wall-mounted television is framed by two botanical-themed art pieces. A circular mirror and a wooden side table with greenery add to the room's calming aesthetic.

4.92 out of 5 average rating, 24 reviews

Peaceful Getaway Near Beaches "670-A"

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.

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

Lush greenery surrounds an entryway, featuring a variety of potted plants and vibrant flowers. A door with slatted glass is prominently positioned against a natural backdrop of tropical foliage, creating an inviting entrance to the space.

4.92 out of 5 average rating, 12 reviews

The Secret Garden

5 out of 5 average rating, 9 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

Apartment rentals with a hot tub

4.93 out of 5 average rating, 15 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.

Apartment 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.

4.84 out of 5 average rating, 19 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.

Apartment 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.

4.88 out of 5 average rating, 244 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

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

Christmas Lely Greenlinks Resort Orchid-1st Fl/3bd

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.