Apartment vacation rentals in Old Naples

4.97 out of 5 average rating, 35 reviews

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 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, 145 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 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, 102 reviews

Coastal Retreat - 5th Ave & Beaches 10 min away

Welcome to your perfect Naples Coastal Retreat! Step into this beautifully decorated, brand-new apartment designed for comfort and relaxation in the highly desired Bayshore Arts District. Located just minutes from the beautiful Naples beach and 5th Ave. Whether you're here for a weekend getaway or an extended stay, you'll love the thoughtful touches, stylish decor, and unbeatable location. Walkable restaurants, live music, waterfront drinks, and nearby trails. We are pet-friendly! :)

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, 109 reviews

Rare Gem, Fast WiFi, 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. FAST WiFi at antique desk. SMALL quiet pets ok. Attached to owner's home but Studio is Completely Private! Only One Bed!

4.93 out of 5 average rating, 15 reviews

Modern 5th Ave Beach Condo!

Where Fifth Avenue Meets the Gulf! Located just two blocks from the beach, ON 5th Avenue South & 1 block from 3rd Street South. Walk to world-class restaurants, shops, art galleries and more. Or just simply relax and unwind at home in this newly renovated, never-lived-in 2BR/2BA end unit with outdoor space to enjoy the coastal breeze. The heated pool & modern coastal finishes complete this perfect retreat. Unbeatable location. Parking included. Available weekly, monthly, or annually.

A serene beach scene captures the sun setting on the horizon, casting warm golden reflections on the calm water. Fine white sand fills the foreground, enhancing the peaceful ambiance of the location.

4.96 out of 5 average rating, 241 reviews

Naples Getaway for Two • Central to Everything

This apartment offers the perfect combination of convenience, comfort, and value. Located in the heart of naples. It is only 3 miles from the beach, 3 miles from the downtown district and less than a mile from shopping centers with Publix, Target and more. Guest favorites: ✔ 1 comfortable queen mattress ✔ Fully equipped kitchen ✔ Fast Wi-Fi ✔ Strong A/C ✔ Easy parking ✔ Self check-in ✔ Minutes to beaches ✔ Close to restaurants & shopping ✔ Great for weekend getaways or longer stays

Apartment in North Naples

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.

4.85 out of 5 average rating, 113 reviews

Oasis Naples Condo 2BR/2Bath

Soak up the warm southwest Florida sun and enjoy a clean modern home with gorgeous views. This newly renovated condo is a short 5 minute car ride to Naples Beaches and 15 minutes to downtown. Two bedroom, two full bath home is the perfect quiet place for a couple’s retreat or for working remotely with high speed internet. The main pool IS open dawn to dusk!!! It’s a two minute walk within the community! (The smaller pool by the condo is closed and still waiting for completion.)

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.

4.96 out of 5 average rating, 135 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 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.

4.82 out of 5 average rating, 164 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 modern outdoor pool area is featured, including a white umbrella providing shade over a circular base. Two sun loungers are positioned partially submerged in the water, offering a relaxing space. Lush greenery surrounds the pool, enhancing the serene outdoor environment.

4.89 out of 5 average rating, 109 reviews

13 Downtown Near Beach Free Heated Pool and Spa

No sargassum or seaweed on our beaches in Naples! Come to Naples for your vacation this year! Prices slashed 50% off for off season! 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. Exterior cameras for safety.

An eat-in kitchen features sleek granite countertops and stainless steel appliances. A spacious island with seating for six invites casual dining, while modern cabinetry provides ample storage. The warm wood tones and travertine floor create a welcoming space, enhanced by bright overhead lighting.

4.95 out of 5 average rating, 116 reviews

Top rated 2 bedroom 2 bathroom. 1 block to beach!

Prepare to be impressed by this wonderful 2nd floor apartment located just 1 short block from the beach. It sleeps a total of 4 guests (two queen beds) and features a tastefully designed kitchen, granite counters, stainless appliances, updated vanities, 3 tvs & travertine floors. Wifi, bbq grill and a private balcony…pretty much everything you’ll need for a great beach vacation! 247+ very happy guests and counting!

4.94 out of 5 average rating, 101 reviews

Island Gold Steps to the Beach - Heated Pool

No expense was spared in creating this luxurious 2BR/2BA apartment in a 4 plex building. Located in a quiet Fort Myers Beach neighborhood surrounded by nature. Just one block to beach access 23 and a short walk or bike ride to Times Square, this second-floor getaway offers a heated pool with waterfall, multiple outdoor spaces, upscale finishes, and thoughtfully curated comforts for a first-class coastal escape.

Popular amenities for Old Naples apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

4.95 out of 5 average rating, 19 reviews

Cozy Naples Apartment by the Beach, pool/hot tub

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, 38 reviews

Beach view Pool Home

Apartment in North Naples

5 out of 5 average rating, 4 reviews

Panoramic Beach Oasis – Barefoot & Bonita Beach

5 out of 5 average rating, 34 reviews

Roys' Sunset Roost

4.95 out of 5 average rating, 62 reviews

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.

Apartment in Golden Gate

The Salty Turtle

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.

4.89 out of 5 average rating, 63 reviews

Beautifully Renovated Condo, Walk to Beach/3rd St

5 out of 5 average rating, 7 reviews

Apartment in Lely Resort

Lely Resort Condo · Pool · Near Beach · Sleeps 6

4.89 out of 5 average rating, 38 reviews

Downtown 3rd Street Retreat Lookout—Steps to Beach

Private apartment rentals

A gravel parking area is framed by lush greenery, creating a natural boundary around the site. A single-story house is visible, with a warmly lit window suggesting an inviting space inside. The surrounding landscape features a mix of bushes and trees.

4.79 out of 5 average rating, 24 reviews

Seagate Cottage

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, 41 reviews

The Fitz

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.

4.96 out of 5 average rating, 26 reviews

Brand new unit! 2 miles to Beach

Apartment in South Naples

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

4.94 out of 5 average rating, 16 reviews

Best views in the Glades Golf & Country club

5 out of 5 average rating, 24 reviews

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.

Apartment in Lely Resort

Exclusive Naples Getaway – Golf Course & Lake!

4.88 out of 5 average rating, 24 reviews

Apartment in Golden Gate

Paradise Coast | Private Patio-Parking | Top Area

Apartment in Bonita Springs

An aerial view captures a vibrant beach scene with myriad visitors enjoying the shoreline. Sunlit waves reflect golden hues, while white sands are dotted with colorful umbrellas. A nearby parking area is filled with cars, providing convenient access to the beach.

4.92 out of 5 average rating, 106 reviews

Boho in Bonita - No Pet Fee!

Apartment rentals with a hot tub

A view of a serene waterway framed by lush greenery is visible from the patio. A dark wicker chair and a small round table are positioned in the foreground, inviting relaxation. Nearby buildings are seen in the background, surrounded by palm trees.

Ground Floor World Tennis Club Vacation Condo

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.

4.81 out of 5 average rating, 21 reviews

Gorgeous Beach Residence with Pool, Spa, and Bikes

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

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, 57 reviews

Beautiful one bedroom condo @ Lovers Key Resort

Best Resort in Naples, FL - 2BD/2BA

An open living area features contemporary furnishings, including a light-colored sofa and a dark coffee table. A spacious island with seating is seen in the background, complementing an adjacent fully-equipped kitchen. Warm lighting fixtures hang above, enhancing the inviting atmosphere.

5 out of 5 average rating, 4 reviews

The Oasis: Naples Luxury Condo and Dock

4.66 out of 5 average rating, 50 reviews

A spacious living area is highlighted by a large, light-colored sectional sofa adorned with colorful pillows. A coffee table sits in the center, complemented by a natural fiber rug. Artwork with abstract designs decorates the walls. A flat-screen TV is mounted for entertainment.

Apartment in Lely Resort

Naples Luxury Escape | Beach | Pool & Gym

A balcony is presented with a view of the beachfront and the ocean. Two turquoise chairs and a matching table are located on the tiled floor. The scene features gentle waves and a clear blue sky, with palm trees visible along the shore.