Apartment holiday rentals in Old Naples

A large swimming pool is surrounded by lush palm trees and vibrant tropical landscaping. Comfortable lounge chairs are arranged around the pool, with umbrellas offering shade. A rock formation features a waterfall, enhancing the serene atmosphere of the resort's outdoor space.

5 out of 5 average rating, 15 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, 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

5 out of 5 average rating, 8 reviews

A Find! Just 3 blocks to the Gulf and Old Naples

387 is in a duplex- back unit offers off-street quiet and has everything you need for your home away from home: a king bedroom, a full bath, a dining area, a workspace, and a large living room. Beach equipment that other guests have suggested, including a small cart to walk it down to the Gulf or Norris Community Center - we hope the wagons last. Renovated in 2022 with new equipment- we kept the sweetness of the pink bathroom. Sidewalks and street lights all the way to Old Naples/Gulf.

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, 108 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!

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.

4.95 out of 5 average rating, 157 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!

4.93 out of 5 average rating, 14 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 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, 111 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, 134 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.

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, 152 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.

The spacious bedroom features a large bed dressed in crisp white bedding, flanked by two bedside tables with lamps. A pair of ottomans sits at the foot of the bed. Natural light streams in through the window, highlighting the contemporary decor.

4.88 out of 5 average rating, 113 reviews

Cozy Guest Suite Close to Downtown

Welcome to our brand-new duplex with a private entrance. This modern 1-bedroom, 1-bathroom unit is ideal for a beach getaway or city exploration, as it's conveniently located just 1.7 miles from both the beach and downtown. The duplex has been thoughtfully designed for your comfort and style. With neutral colors and elegant decor, it offers a serene and inviting atmosphere without laundry facilities and all essentials provided for an unforgettable stay.

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, 107 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.

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!

Popular amenities for Old Naples apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

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, 37 reviews

Beach view Pool Home

A living area is presented with two light grey sofas, one accompanied by a matching ottoman. Natural light illuminates the space through wide windows, while a small blue console table adds a pop of color against the wall. Neutral tones create a calm environment.

4.89 out of 5 average rating, 44 reviews

Bright & Cozy Apt North Naples "668-A"

4.78 out of 5 average rating, 79 reviews

A light-filled living area features a spacious sectional sofa adorned with patterned cushions. A neutral area rug is positioned beneath a wooden coffee table, while adjacent seating faces a dining table for four. Large windows offer views of the surrounding area, enhancing the inviting space.

Apartment in Pelican Bay

Sunset Cove at Vanderbilt Beach

A bright living area features a comfortable sofa adorned with blue and white cushions. A round coffee table sits on a textured rug, while natural light floods through multiple windows, highlighting the light wood flooring and modern decor.

5 out of 5 average rating, 15 reviews

Chic-kee bungalow 3

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.

4.97 out of 5 average rating, 59 reviews

The Salty Turtle

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.

4.96 out of 5 average rating, 97 reviews

Sea Shell Villa 2

5 out of 5 average rating, 9 reviews

Ocean Glass

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, 24 reviews

Exclusive Naples Getaway – Golf Course & Lake!

Private 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, 13 reviews

Beachfront Bliss!

5 out of 5 average rating, 7 reviews

Saltwater Escape

4.95 out of 5 average rating, 19 reviews

Cozy Naples Apartment by the Beach, pool/hot tub

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

4.93 out of 5 average rating, 15 reviews

Best views in the Glades Golf & Country club

A spacious living area features a comfortable sofa and a unique wooden coffee table, complemented by a large area rug. An artistic display of maps adorns the wall, while a ceiling fan provides airflow. A dining space with wooden chairs is visible in the background.

4.83 out of 5 average rating, 35 reviews

First Floor Luxury Condo | 2 King Bd | Golf | Pool

5 out of 5 average rating, 7 reviews

Pristine Condo by Wiggins Beach

Apartment in Bonita Springs

4.86 out of 5 average rating, 7 reviews

The 3rd Wave

Apartment rentals with a hot tub

New place to stay

Brand New Beachfront 2 Bdrm/2 Bath with Pool & Spa

A modern living area features a comfortable gray sectional sofa and a round dining table set with vibrant blue and white placemats. Soft lighting and decorative wall art enhance the space, while large glass doors offer access to a balcony with outdoor views.

4.78 out of 5 average rating, 23 reviews

Best location, great for tennis

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

Apartment in Old Naples

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