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Condo holiday rentals in Old Naples

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Top-rated condo rentals in Old Naples

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Guest favourite
A sparkling pool features a waterfall and is surrounded by palm trees. Lounge chairs are positioned around the pool area. In the background, views of the bay are visible under a clear blue sky, creating a serene vacation atmosphere.
Condo in Fort Myers Beach
4.92 out of 5 average rating, 209 reviews

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

BEACHES ARE OPEN! Beautiful Views, large unit, Enjoy the sun, beach, and excitement of Florida. Lovers Key State Park, beautiful beaches, hiking & biking trails, Ft Myers Beach, white sand, many activities. Views of the gulf & bay area. Exercise room, wifi, great swimming pool- the beaches & trails you come to Florida for. Ft Myers beach has the white sand you think of when visiting Florida. The Gulf Coast Beach, and Lovers Key State Park are there for your enjoyment. Great place for Memories

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
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
4.98 out of 5 average rating, 120 reviews

FUN AT THE BEACH

2024 Beautifully Remodeled Unit! Located 1 block from Naples Pier( to be rebuilt)and 3rd Ave Famous 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 mattress 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 refridgerator.

Guest favourite
Condo in Old Naples
4.91 out of 5 average rating, 169 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
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 Naples
4.9 out of 5 average rating, 144 reviews

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.

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
4.93 out of 5 average rating, 134 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
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
4.93 out of 5 average rating, 110 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!

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
A serene beach scene captures the golden hues of sunset over calm waters. Several wooden posts are visible in the sand, while a figure holds a child on one of the posts. Another individual is seen photographing the moment, adding a sense of warmth to the atmosphere.
Condo in Old Naples
4.9 out of 5 average rating, 168 reviews

Studio- Olde Naples, 2 blocks to beach Studio unit

The Location is the outstanding value!!! White Sands Resort Club, located just two and one-half blocks from the the beach, is situated in the heart of Old Naples. Only fourteen units, quiet, relaxing, Surrounded by multi-million dollar homes.

Popular amenities for Old Naples condo rentals

When is the best time to visit Old Naples?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$537 NZD$641 NZD$571 NZD$557 NZD$429 NZD$360 NZD$382 NZD$377 NZD$350 NZD$393 NZD$460 NZD$552 NZD
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Quick stats about condo rentals in Old Naples

  • Total holiday rentals

    Explore 150 holiday rentals in Old Naples

  • Nightly prices starting at

    Old Naples holiday rentals start at $120 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,670 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

    60 properties have a dedicated workspace

  • Wi-Fi availability

    150 of Old Naples holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Old Naples rentals

  • 4.8 Average rating

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

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