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Condo holiday rentals in Old Naples

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Quick stats about condo rentals in Old Naples

  • Total holiday rentals

    Explore 140 holiday rentals in Old Naples

  • Nightly prices starting at

    Old Naples holiday rentals start at $100 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,930 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    110 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    140 of Old Naples holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Old Naples rentals

  • 4.8 Average rating

    Old Naples stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated condo rentals in Old Naples

Guests agree: These condos are highly rated for location, cleanliness and more.

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Top Guest favourite
A serene courtyard features a large pool surrounded by lounge chairs and palm trees. An oversized spa is positioned adjacent to the pool, with lush green foliage framing the scene, offering a sense of tranquility and relaxation in the outdoor space.
Condo in Naples Park

The Sunset @ Naples Boutique | Walk 2 Beaches

Introducing The Sunset @ Naples Boutique! Our most spacious flat @ Naples Boutique; Sunset has 2 bathrooms w step-free entry showers, 2 bedrooms both w King beds. Conveniently situated oceanside of the US41, Vanderbilt beach to the left of us and Delnor Wiggins State Park beach to right. Fabulous shopping, dining & nightlife in Mercato and surrounding area! The courtyard pool and oversized spa will have you sun ledge bathing by day and will illuminate the courtyard for a different ambiance eac

4.96 out of 5 average rating, 110 reviews
Top Guest favourite
A cozy living area features a spacious light-colored sofa and two armchairs, complemented by a glass-topped coffee table. A ceiling fan provides airflow, while natural light pours in through large glass doors. A television is mounted on the wall, enhancing the room's functionality.
Condo in Park Shore

Lush tropical 1st floor getaway in Naples

Whether you're looking for a family-oriented or quiet, romantic vacation, we've got you covered! Our unit is tucked away at the south end of our complex where the trickle of the waterfall outside your lanai is the perfect backdrop to enjoying your morning coffee or perhaps a vacation cocktail! Our unit is completely remodeled in an updated coastal-chinoiserie style that is a combo of classic and contemporary, but also livable (we have two young children). Perfect backdrop to your time in SW FL!

4.94 out of 5 average rating, 122 reviews
Top Guest favourite
A spacious pool area is surrounded by lush palm trees and vibrant flowers. The water is calm, with small fountains creating gentle ripples. Loungers line the pool's edge, inviting relaxation under the sun. Sunlight reflects off the surface, enhancing the serene atmosphere.
Condo in Lely Resort

Lely Greenlinks Golf Resort Luxury Condo

This beautiful and spacious 2-bedroom, 2 bath condo is luxurious, impeccably clean, well-stocked - and perfect for your next vacation getaway! Greenlinks Golf Resort is situated within the prestigious Lely Resort Golf & Country Club in Naples. It is just a two minute walk over to the clubhouse where you can tee off on the Lely Flamingo or Mustang golf courses. Ideal central location between downtown Naples and Marco Island, you are just 15 minutes from downtown or beaches in either location.

4.96 out of 5 average rating, 344 reviews
Guest favourite
Condo in Old Naples

Downtown Condo at Naples Pier Beach

Come enjoy a restful beach escape at the Naples Mariner, formerly a beautiful Motel built in 1966! Relax while enjoying your fully renovated condo located 60 yards from the Olde Naples Fishing Pier beach and 1 block from the 3rd Street Shops/Restaurants. A quick drive, bike or walk 1 mile north will place you on 5th Avenue - an area of shops, restaurants, bars and a playhouse. The condo has one designated parking spot, wifi, washer/dryer on premises, heated pool, courtyard & more. 'Sea' Ya!

4.9 out of 5 average rating, 187 reviews
Top Guest favourite
A modern kitchen features white cabinetry and a spacious island with white quartz countertops. Stainless steel appliances, including a microwave and oven, are visible. A television displaying a beach scene adds a touch of relaxation, while natural light fills the open layout.
Condo in Old Naples

Luxurious condo steps to beach with heated pool!

Relax Off 5th is a perfectly located 1 bedroom condo in the heart of Old Naples, just a 1/2 block from vibrant 5th Avenue with its restaurants, boutiques, and cafés, and only four short blocks to the beach. Set in a charming Old Florida building surrounded by multi-million-dollar estates, the condo offers access to a heated pool perfect for a refreshing dip after a day at the beach. Inside, you’ll enjoy fast WiFi with a dedicated workspace, and the convenience of keyless, contactless entry.

5.0 out of 5 average rating, 45 reviews
Guest favourite
A bright and airy living area features a comfortable sofa paired with decorative pillows. A glass coffee table rests atop tiled flooring, while a dining table is positioned nearby. A flat-screen TV is mounted on the wall, and wall art adds a coastal touch.
Condo in Old Naples

Luxury 2-Bedroom. Steps to Naples Beach & Town.

**Newly renovated, reopened December 2024** Spend your Naples getaway in this completely renovated sun drenched, luxury corner unit. Cross the street to the sunny beaches of the Gulf of Mexico. Stroll to the famous Naples Fishing Pier. Walk a block to 3rd St S for fine dining, casual eateries, boutiques, and more. Relax indoors with 3 flat-screen TV's or by the pool. At the end of your day grab your beach chair an view the spectacular Naples sunsets. It does not get any better than this!

4.93 out of 5 average rating, 103 reviews
Top Guest favourite
A spacious heated pool invites relaxation, surrounded by lounge chairs placed along the deck. Lush palm fronds frame the view, enhancing the tropical ambiance. The pool area is well-maintained, with clear water reflecting the sun. Parking is visible beyond the poolside greenery.
Condo in Old Naples

NEW! ONE BLOCK to the Beach, Restaurants & Shops!

Welcome to your newly renovated condo in the heart of Olde Naples! Just ONE BLOCK to the beautiful Naples beaches and all of the shops and dining on 3rd Street! Your first floor condo suite is ideally situated just steps from the oversized heated pool. And with large windows you can let that warm Florida sunshine in. The studio also has a designated parking space, common laundry, kitchen, bathroom, dining table, king size bed, pull out single trundle bed and can sleep up to 3 people.

4.92 out of 5 average rating, 143 reviews
Top Guest favourite
The image captures a view of a sandy beach leading to a pier extending into the ocean. Waves can be seen crashing against the pier, while green foliage frames the foreground, enhancing the natural coastal scenery under a clear blue sky.
Condo in Old Naples

Fun At The Beach

2024 Beautifully Remodeled Unit! Located 1 block from Naples Pier (rebuilding currently) and 3rd Ave Dining and Shopping. Private entrance to unit with designated parking. The pool is outside your door for easy access. The unit provides a master suite with a king and the extra room has 2 twins that can convert into a king. Please request upon booking. A laundry facility is located on the premises. Kitchenette provides cooktop and microwave/convection oven & a small refrigerator.

4.98 out of 5 average rating, 129 reviews
Guest favourite
The outdoor patio features two wooden lounge chairs with decorative cushions positioned around a small wooden table. Lush greenery and trees provide natural shade, while a picnic table is visible in the background, inviting outdoor gatherings.
Condo in East Naples

5th Ave & Beaches 10 Minutes Away! 2 BD/2 BA

Bring your family and friends to our Southwest Florida paradise! This stylish space is the newest addition to our profile. Located in Naples Florida and within a 7 min drive to 5th Ave shops, restaurants, and beaches. Enjoy a 10 min walk to Celebration Park and local restaurants. Guests can enjoy this newly remodeled condo that has everything you will need for your Naples getaway. **If you have a larger party, inquire and view our profile about the 3 other condos on this property.

4.9 out of 5 average rating, 165 reviews
Top Guest favourite
A modern living area is highlighted by a white sectional sofa and a circular glass dining table surrounded by stylish white chairs. Large windows provide views of a tranquil outdoor space with greenery and water, complementing the bright interior decor.
Condo in Naples

Beautiful Pool 5m to the Beach Downtown & Shopping

**Condo - Naples Modern Retreat** Welcome to Naples Modern Retreat, a fully renovated 2 bedroom, 2 bathroom condo nestled in a Tennis Resort in the heart of Naples, Florida. 6 miles to downtown and the beaches. This property offers a harmonious blend of scenic views including beach, canal, garden, lake, marina, ocean, pool, and resort vistas, ensuring a stay full of breathtaking beauty and modern luxury. ** Popular Amenities ** 2 bicycles, 5 beach chairs and umbrella

4.93 out of 5 average rating, 138 reviews
Guest favourite
A bright living and dining area features a white dining table set with blue accents. A comfortable light-colored sofa is positioned nearby, inviting relaxation. Large sliding glass doors provide views of the balcony and surroundings, allowing natural light to fill the space.
Condo in Park Shore

Park Shore Resort Beautiful Top Floor 2 Bed 2Bath

Walk to Beach! Beautiful Top Floor Condo in Park Shore Resort. This wonderful and tranquil get-away is set in a tropical resort with lush tropical vegetation, waterfalls, a large, heated pool, and BBQ area. Newly renovated 2 beds 2 baths with washer and dryer. This top floor unit gives you a breathtaking view over this beautiful resort which offers pool, tennis, pickleball, poolside restaurant Hogfish Harry's. Let us welcome you to your own personal piece of paradise!

4.93 out of 5 average rating, 111 reviews
Guest favourite
A tranquil evening scene features palm trees silhouetted against a colorful sunset sky. Reflections of dusky hues are visible on the calm water, while lights from nearby structures softly illuminate the surroundings.
Condo in Lely Resort

Where Comfort Meets Tropical Tranquility

This second floor condo is located in the heart of the award winning Greenlinks Golf Villas Community, Lely Resort with access to two fantastic golf courses. The sparkling pool and soothing spa offer the perfect setting to relax, unwind, and rejuvenate. It is conveniently located with quick access to downtown Naples and Fifth Avenue, beaches and Marco Island. It is nestled in luscious and peaceful tropical gardens . Practice and enjoy pickle ball.

4.89 out of 5 average rating, 106 reviews

Popular amenities for Old Naples condo rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Weekly condo rentals

Top Guest favourite
A private, landscaped patio features two swivel chairs positioned around a small table. Lush greenery and flowering plants surround the area, providing a serene view of a lake in the background. The natural setting invites relaxation and enjoyment of the outdoors.
Condo in Old Naples

Little Gem By the Beach and 5th w/Patio Old Naples

5.0 out of 5 average rating, 91 reviews
Top Guest favourite
Condo in Old Naples

Naples, FL Condo / Fifth Avenue / Beach

5.0 out of 5 average rating, 10 reviews
Top Guest favourite
Condo in East Naples

Naples Luxurious Resort Retreat with Lazy River

5.0 out of 5 average rating, 30 reviews
Top Guest favourite
Condo in Old Naples

Downtown Naples Beach Condo, Off of Famous 5th Ave

4.98 out of 5 average rating, 50 reviews
Guest favourite
An aerial view captures the vibrant coastal community, with turquoise waters meeting sandy beaches in the distance. Palm trees and residential properties create a lush landscape. A private parking lot is visible near the foreground, indicating easy access to the beach and surrounding amenities.
Condo in Old Naples

Luxury condo. 300 steps to beach & Naples Pier.

4.97 out of 5 average rating, 64 reviews
Guest favourite
An open-concept living space features a light-colored sofa with patterned cushions, surrounded by rattan chairs. A modern kitchen with white cabinetry is visible in the background. A large wall-mounted TV displays a serene seascape, enhancing the airy atmosphere with natural light from nearby windows.
Condo in Old Naples

Beautiful 2-Bed Steps to Naples Beach & Downtown!

4.92 out of 5 average rating, 26 reviews
Guest favourite
Condo in Old Naples

Naples Pier Condo 123

4.89 out of 5 average rating, 9 reviews
Guest favourite
Condo in Old Naples

Le Malo 1BR Walk to Beach & 5th| Olde Naples | BBQ

5.0 out of 5 average rating, 15 reviews

Pet-friendly condo rentals

Guest favourite
A cozy living room is presented with two comfortable couches and a glass coffee table. A large smart TV is mounted on the wall, displaying a scenic beach view. Soft lighting from lamps creates a relaxed atmosphere, while a decorative rug adds texture beneath the seating area.
Condo in Naples Park

Seas the Day! Beach*Wine*Dine*Relax. And repeat!

4.92 out of 5 average rating, 172 reviews
Superhost
A stylish living room is presented with a light-colored sofa and armchair, complemented by decorative cushions in shades of blue. A round coffee table occupies the center, while large windows allow natural light to fill the space, framed by soft beige curtains.
Condo in Old Naples

SoCe Flats 207 - Luxury Condo Steps to 5th Avenue

4.85 out of 5 average rating, 20 reviews
Guest favourite
A light-filled living area features a large, comfortable sectional sofa arranged around a white coffee table. Floor-to-ceiling glass doors lead to a balcony, while a stylish television is mounted on the wall. Soft, neutral colors enhance the serene atmosphere.
Condo in Old Naples

Amazing Old Naples Property!

4.92 out of 5 average rating, 12 reviews
Guest favourite
A modern outdoor area features a sleek heated pool and jacuzzi, surrounded by landscaped greenery. Glass railings provide unobstructed views of the river. Natural stone surfaces complement the serene environment, creating a peaceful retreat for relaxation.
Condo in East Naples

Casa Di Napoli: 2/2 Chic Retreat/Private Pool

4.86 out of 5 average rating, 59 reviews
Guest favourite
Condo in East Naples

Tranquil Luxury 2BR Condo Near Beach & 5th Ave

5.0 out of 5 average rating, 6 reviews
Guest favourite
A modern kitchen features new stainless steel appliances, including a refrigerator and electric stove. Light-colored cabinetry complements the marble countertop, while a patterned backsplash adds texture. Sink and storage drawers enhance functionality, with dish towels neatly arranged nearby.
Condo in East Naples

Newly Remodeled 2 bedroom, 2 miles to the beach!

4.96 out of 5 average rating, 78 reviews
Top Guest favourite
A bright living room features comfortable gray sofas and a large wooden coffee table. A flat-screen TV is mounted on the wall, and sliding glass doors open to a screened lanai, offering views of the outdoors and allowing natural light to fill the space.
Condo in Lely Resort

Naples Golf Resort | Free Golf + Pool

5.0 out of 5 average rating, 32 reviews
Superhost
Condo in Lely Resort

10% Weekly Off | Naples Escape – Lely Golf, Pool

4.9 out of 5 average rating, 48 reviews

Condo rentals with a pool

Top Guest favourite
An outdoor balcony features a round dining table surrounded by several chairs, offering stunning views of the ocean and a glowing sunset. The serene atmosphere is enhanced by soft colors in the sky, while a small table stands beside a chair.
Condo in Park Shore

The Club at Naples Cay 1101

5.0 out of 5 average rating, 24 reviews
Guest favourite
An outdoor dining area is showcased on a spacious lanai, featuring a round table surrounded by four cushioned chairs. A stunning view of the ocean and vibrant sunset colors are visible through expansive glass railings, enhancing the tranquil atmosphere.
Condo in Park Shore

Westshore 1201 at Naples Cay

4.96 out of 5 average rating, 23 reviews
Top Guest favourite
A clear pool is surrounded by sun loungers under blue umbrellas. The white building features arched balconies adorned with potted flowers. Additionally, an outdoor dining area with shaded seating is visible beside the pool, creating a relaxing environment.
Condo in Naples

New Naples condo. Minutes to beach & shopping.

5.0 out of 5 average rating, 26 reviews
Top Guest favourite
An outdoor balcony features a comfortable seating area with vibrant cushions, overlooking a swimming pool and views of the surrounding palm trees. A glass-topped table is positioned within the space, offering a setting for al fresco dining or relaxation.
Condo in Park Shore

The Club at Naples Cay #202 Oceanft * Sunset View!

4.93 out of 5 average rating, 44 reviews
Guest favourite
A private covered lanai patio is visible, featuring comfortable seating arranged around a small table. Lush greenery and a lagoon can be seen in the background, enhancing the serene outdoor atmosphere. The area is well-lit with natural light.
Condo in Park Shore

Park Shore Resort-Amazing Location, Heated Pool

4.93 out of 5 average rating, 27 reviews
Top Guest favourite
A modern kitchen area is highlighted by sleek white cabinetry and a large island with seating for four. A decorative bowl rests on the countertop, while a stylish light fixture adds a contemporary touch. A glimpse of greenery is seen on the counter, enhancing the space.
Condo in Lely Resort

Luxe Naples | Golf View | Players Club Spa & Pools

5.0 out of 5 average rating, 46 reviews
Guest favourite
A scenic resort pool area is surrounded by tropical landscaping, featuring various palm trees and vibrant flowers. The pool's clear water reflects sunlight, while lounge chairs are arranged along the poolside. Umbrellas provide shade over seating areas, enhancing a relaxed outdoor atmosphere.
Condo in East Naples

4 Pools, lazy river, walk to 5th ave restaurants!

4.93 out of 5 average rating, 73 reviews
Superhost
Condo in Old Naples

Waterfront condo 302D, fabulous location!

4.93 out of 5 average rating, 15 reviews

When is the best time to visit Old Naples?

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Avg. price$444 AUD$640 AUD$640 AUD$476 AUD$355 AUD$324 AUD$317 AUD$313 AUD$290 AUD$326 AUD$381 AUD$458 AUD
Avg. temp18°C20°C21°C24°C26°C28°C29°C29°C28°C26°C23°C20°C

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