Condo holiday rentals in Naples

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Top-rated condo rentals in Naples

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Top Guest favourite
A spacious living area features modern white armchairs positioned beside a stylish sofa. A table is set with decorative placements, and light enters through large sliding glass doors, framing views of lush greenery outside.
Condo in Park Shore
4.92 out of 5 average rating, 169 reviews

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

You have found THE BEST condominium in Naples! This wonderful and tranquil get-away is set in a tropical paradise in the heart of Park Shore. A modern 2 bedroom, 2 bath with one king bed, two twin beds and one sofa bed, sleeps 6 people. This top floor unit with elevator gives you a breath-taking view over a beautiful resort which offers heated pool, tennis, pickleball, and poolside restaurant Hogfish Harry. The beach is only a mile away! Let us welcome you to your own personal piece of paradise!

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
4.95 out of 5 average rating, 325 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.

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
4.94 out of 5 average rating, 106 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!

Top Guest favourite
Condo in Old Naples
4.91 out of 5 average rating, 168 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!

Top Guest favourite
A wooden pier extends into the ocean, supported by numerous vertical posts. Two structures with thatched roofs are visible at the end of the pier. Gentle waves lap at the shoreline, reflecting the sunlight, with a clear sky above.
Condo in Naples
4.95 out of 5 average rating, 177 reviews

Sea Shell Villa 1

Your will be close to everything when you stay at this centrally-located villa. Our villa is fully upgraded. Has a full kitchen, 1 bedroom with a queen bed and laundry room with a full size washer and dryer. There is a great variety of restaurants and shopping just minutes away. In just 15 minutes you can be at the famous Naples pier for a fun day at the beach. We also have Marco Island, which is one of the top beaches in the world, just 20 minutes away. We do not offer snorkeling gear.

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
4.93 out of 5 average rating, 134 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.

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
5 out of 5 average rating, 21 reviews

Westshore 1201 at Naples Cay

Welcome to our condo with amazing views where you can enjoy the peaceful grounds with amazing views of the ocean, bay and Clam Pass. We are located on the 12th Floor of Westshore of Naples Cay Complex. Forget your worries in this spacious & serene space, watch the beautiful sunsets from our private balcony and listen to the waves as the sun rises. We are just a short walk from our private beach with amazing views. Our complex is a gated community that provides 24-hour security.

Top 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
4.92 out of 5 average rating, 171 reviews

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

A sunny vacation home, ideal for families, couples, or friends - a vacation, or a staycation. Located in north Naples Park, Vanderbilt beach with its sugar white sand, is 5 minutes away by car. It is also around the corner from Mercato, one of the highlights of the Naples scene for shopping, dining and entertainment. A cute home away from home, you'll find everything you need for a relaxing stay. Just remember to bring your sunglasses and flip flops and enjoy a taste of Florida life!

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
4.92 out of 5 average rating, 133 reviews

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

Top Guest favourite
An open kitchen and dining area features a round glass table surrounded by rattan chairs adorned with tropical patterns. Stainless steel appliances are positioned next to light cabinetry. Expansive windows invite natural light, providing a view of the outdoor scenery.
Condo in North Naples
4.99 out of 5 average rating, 154 reviews

Casa Bonita - Relax @ The Beach (Newly Remodeled)

Beach within steps of this beautifully remodeled condo! DOC's restaurant & jet ski rentals, directly across the street. Beach gear available along with a cart to transport. Luxurious king size bed with extra plush mattress topper. Queen size sofa bed. Our studio will sleep up to 3 people (2 adults, 1 child) Newly refurbished pools opened April 2nd 2025.

Top Guest favourite
A resort-style pool is surrounded by tropical palm trees, with waterfalls cascading from built-in rocky features. The clubhouse is visible in the background, featuring light-colored siding and large windows. Lounge chairs are scattered around the pool area, inviting relaxation.
Condo in Lely Resort
4.94 out of 5 average rating, 170 reviews

Lely Resort Luxury Condo-2 Spectacular Pool/Golf

We are located in the prestigious Lely community,Greenlinks golf resort. It's minutes away from world-class beaches. At no extra charge guests can use all the amenities of the Greenlinks clubhouse, a 2 minute walk from the condo. Amenities include a resort style pool, fitness room, hot tub, tennis, bocce ball and more.

Top Guest favourite
An aerial view captures a sprawling landscape featuring residential areas interspersed with waterways. The horizon showcases the ocean, with buildings lining both sides of the main road. Lush greenery surrounds the area, providing a sense of tranquility and connectivity to nature.
Condo in Bonita Shores
4.94 out of 5 average rating, 137 reviews

Amazing Condo-1 mile from Bonita Beach

Quiet, spacious 2nd floor condo. Wonderful place to relax! Sleeps 5 (w/couch as additional bed), both bedrooms have a private bathroom, beautifully decorated, full desk, large private lanai 20'x15'. Patio also on the back side of the unit. Heated pool. Rooftop observation deck.

Popular amenities for Naples condo rentals

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Avg. price$424 NZD$483 NZD$537 NZD$426 NZD$305 NZD$293 NZD$304 NZD$286 NZD$283 NZD$307 NZD$331 NZD$428 NZD
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Quick stats about condo rentals in Naples

  • Total holiday rentals

    Explore 440 holiday rentals in Naples

  • Nightly prices starting at

    Naples holiday rentals start at $121 NZD per night before taxes and fees

  • Verified guest reviews

    Over 6,780 verified reviews to help you choose

  • Family-friendly holiday rentals

    350 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    350 properties feature pools

  • Rentals with dedicated workspaces

    250 properties have a dedicated workspace

  • Wi-Fi availability

    430 of Naples holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Naples rentals

  • 4.7 Average rating

    Naples stays receive an average rating of 4.7 out of 5 from guests

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