Condo vacation rentals in Old Naples

4.96 out of 5 average rating, 110 reviews

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

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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.

4.94 out of 5 average rating, 122 reviews

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!

ValueFamilyNearby

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.

4.96 out of 5 average rating, 344 reviews

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.

LocationFamilyQuiet

4.9 out of 5 average rating, 187 reviews

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!

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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.

4.93 out of 5 average rating, 103 reviews

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!

LocationFamilyIndoor spaces

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.

5.0 out of 5 average rating, 91 reviews

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

JUST A SHORT WALK TO THE BEACH AND 5th AVE, IN THE HEART OF OLD NAPLES, WITH A RARE, PRIVATE PATIO! Totally renovated in January 2023! A beautiful, one-bedroom, one-bath home, with only a 5-minute stroll to the beach and dining! Just outside the living room is a private, landscaped patio overlooking a pretty lake, which is an unusual and lovely feature of this home! Inside, you'll enjoy a fully-equipped kitchen with granite countertops, a comfortable king bed, and washer/dryer in the condo.

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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.

4.92 out of 5 average rating, 143 reviews

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.

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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.

4.98 out of 5 average rating, 129 reviews

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.

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4.93 out of 5 average rating, 138 reviews

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

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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.

4.93 out of 5 average rating, 111 reviews

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!

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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.

4.89 out of 5 average rating, 106 reviews

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.

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A spacious lanai features two vibrant green chairs and a small table, overlooking a tranquil body of water. Lush greenery and a wooden bridge are visible, creating a serene view that enhances the outdoor living experience.

4.9 out of 5 average rating, 120 reviews

Park Shore Resort258 Top Loc. View, Pool, Tennis +

Naples’ Hidden Gem: Park Shore Resort – Just a mile from the Gulf’s sandy shores, this apartment is your serene escape in the heart of Naples. Experience the vibrant local life, just steps from top dining and shopping. Indulge in the contemporary living spaces, complete with expansive windows offering panoramic views of the picturesque grounds. Your dream vacation with all-inclusive amenities and easy beach access is waiting for you.

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Popular amenities for Old Naples condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

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.

5.0 out of 5 average rating, 45 reviews

Luxurious condo steps to beach with heated pool!

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5.0 out of 5 average rating, 10 reviews

Naples, FL Condo / Fifth Avenue / Beach

LocationQuietGetting around

5.0 out of 5 average rating, 30 reviews

Naples Luxurious Resort Retreat with Lazy River

ValueFamilyHospitality

4.98 out of 5 average rating, 50 reviews

Downtown Naples Beach Condo, Off of Famous 5th Ave

LocationFamilyQuiet

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.

4.97 out of 5 average rating, 64 reviews

Luxury condo. 300 steps to beach & Naples Pier.

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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.

4.92 out of 5 average rating, 26 reviews

Beautiful 2-Bed Steps to Naples Beach & Downtown!

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5.0 out of 5 average rating, 15 reviews

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

LocationWalkabilityDecor

An aerial view captures the condo complex positioned near the Gulf of Mexico. The scene features the peaceful sea, sandy beach, and palm trees, with a glimpse of the community pool nestled within the property.

5.0 out of 5 average rating, 19 reviews

Old Naples Beach Condo

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Pet-friendly condo rentals

4.92 out of 5 average rating, 172 reviews

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!

FamilyLocationGrill

4.83 out of 5 average rating, 12 reviews

SoCe Flats 206 - West Facing Luxury Condo

LocationValueIndoor spaces

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.

4.92 out of 5 average rating, 12 reviews

Amazing Old Naples Property!

LocationBeachParking

5.0 out of 5 average rating, 6 reviews

Tranquil Luxury 2BR Condo Near Beach & 5th Ave

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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.

4.86 out of 5 average rating, 59 reviews

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

LocationValueWifi

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.

4.96 out of 5 average rating, 78 reviews

Newly Remodeled 2 bedroom, 2 miles to the beach!

LocationValueIndoor spaces

Superhost

4.9 out of 5 average rating, 48 reviews

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

FamilyValueWifi

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.

5.0 out of 5 average rating, 32 reviews

Naples Golf Resort | Free Golf + Pool

LocationFamilyBeach

Condo rentals with a pool

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.

5.0 out of 5 average rating, 24 reviews

The Club at Naples Cay 1101

LocationValueHospitality

The pool area features a large, inviting swimming pool surrounded by lush tropical landscaping. Several lounge chairs are neatly arranged under blue umbrellas, providing shaded seating options. Palm trees sway gently in the breeze, contributing to a serene outdoor atmosphere.

4.97 out of 5 average rating, 37 reviews

Bay Bungalow

ValueFamilyCondition

5.0 out of 5 average rating, 26 reviews

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.

FamilyLocationComfort

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.

4.93 out of 5 average rating, 44 reviews

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

LocationFamilyAir conditioning

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.

4.93 out of 5 average rating, 73 reviews

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

ValueFamilyNearby

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.

5.0 out of 5 average rating, 46 reviews

Luxe Naples | Golf View | Players Club Spa & Pools

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Superhost

4.93 out of 5 average rating, 15 reviews

Waterfront condo 302D, fabulous location!

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A light-filled living and dining area is observed, featuring a contemporary table set for four and decorative wall accents. A cozy seating arrangement includes a soft couch, and large glass doors open to a lush outdoor view, enhancing the spacious ambiance.