Vacation rentals in Old Naples

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Top-rated vacation rentals in Old Naples

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The kitchen features modern white cabinetry and sleek countertops with a subtle grey pattern. Appliances include a refrigerator, microwave, and oven. Under-cabinet lighting enhances the space, while glass pendant lights provide illumination above the bar area with seating for two.
Guest suite in Naples
4.83 out of 5 average rating, 187 reviews

Charming cottage bay area

Key west style stilt home Newly remodeled 2018, offering entire first floor bungalow, 2 blocks to 5th Ave district, restaurants and dining, the beach is about 1 mile west, family-friendly activities, nightlife. close in, the location Naples Bay area. tin city -and bay front shops are 4 blocks west . right next to New Marriott being built Center of downtown with new high-rises. many beach toys available in garage. coolers beach towels everything you can think of. extra roll away bed in garage.

Top guest favorite
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.

Top guest favorite
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 favorite
Guesthouse in Lake Park
5 out of 5 average rating, 172 reviews

By the Beach and 5th - Studio Apartment with Pool

Great location! Newly renovated! A studio guest apartment with your own private entrance, full kitchen & bath! A non-smoking home only 1 mile from the beach, 5th Ave dining & shops, the mall, the zoo, beautiful Baker Park, and that's not all- Only steps away are local restaurants and shops! Bikes and beach equipment included! Did we mention there's also a pool? Or that you can sing along to your fave tunes in the shower via a Bluetooth speaker? This home is 325 square feet of clean cuteness!

Guest favorite
The studio features a light-filled open layout with a comfortable seating area, a spacious bed in the background, and a mirrored wall. All furniture is modern, with soft, neutral tones complemented by decorative elements. A flat-screen TV and accent lighting add to the ambiance.
Condo in Old Naples
4.88 out of 5 average rating, 17 reviews

Perfectly-Located Studio at Naples Beach & Town!

**NEW LISTING: Newly renovated & re-opened Dec 2023** Experience the best of downtown Old Naples from the comfort of this beautifully renovated studio condo! Located just steps from the beach and 3rd Street, this vacation rental is the ideal home base for your Naples retreat. Swim in the heated community pool. Check out a local boutique or head to a nearby golf course. Finish your day with a tasty meal at a top-notch restaurant on 3rd St or 5th Ave just a short walk away. Soak up the sun!

Top guest favorite
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.
Apartment in Naples
4.99 out of 5 average rating, 105 reviews

Aesthetic Lush Landscape, 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. 624/34 Mbps at antique desk. SMALL quiet pets ok. Attached to owner's home but Studio is Completely Private! Only One Bed!

Top guest favorite
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.

Top guest favorite
A spacious living area features a light-colored sofa paired with a minimalist side table. A dining table with chairs is positioned near the kitchen area. Natural light fills the room through large windows, highlighting the natural wood ceiling and creating an open atmosphere.
Home in Naples
5 out of 5 average rating, 29 reviews

Your Perfect Naples Getaway

Unbeatable location near Downtown Naples, 5th Ave, Tin City, and just a short bike ride to Naples Pier and Baker Park! This newly renovated 1-bedroom, 1-bath unit with a Queen pull-out couch combines comfort and convenience in a private duplex. Relax on the screened porch, enjoy lush tropical surroundings, and grill on the paver patio. Complete with a private washer/dryer, it's perfect for couples or groups—each unit sleeps 4. Stay close to world-class golf, dining, shopping, and more!

Top guest favorite
An expansive lanai features a shimmering pool with a waterfall-edge spa and in-pool loungers. The outdoor space is surrounded by a screened enclosure, providing views of well-kept greenery. A comfortable seating area and dining space are visible in the background, enhancing the outdoor living experience.
Home in Naples
5 out of 5 average rating, 27 reviews

Pool Home Minutes to the Beach

Enjoy our family’s bright, renovated home and experience indoor/outdoor Florida living at its best! The open floor plan living area has high vaulted ceilings and fully-retractable glass sliders that open out to a beautiful, south-facing lanai featuring a brand-new, heated, salt-water pool complete with a waterfall-edge spa, a sun shelf and in-pool loungers! Perfect for entertaining and outfitted with all new outdoor furniture including a new sofa & lounge chairs, dining table & grill.

Guest favorite
A bright bedroom is furnished with a spacious bed dressed in crisp white linens. Two bedside lamps provide gentle illumination. A ceiling fan rotates above, and large windows invite natural light, while sheer curtains frame a view of greenery outside.
Apartment in Lake Park
5 out of 5 average rating, 6 reviews

Near Downtown & Beaches & Pool

Experience the ultimate Naples getaway, minutes from downtown and sugar-sand beaches. This 2BR, 2BA condo blends modern design with Old Naples charm. Relax in the spacious living room or enjoy the private courtyard surrounded by lush greenery. The oversized pool, beachy pavilion, and grill area offer the perfect spot for relaxation. With fine dining, shopping, and events nearby, this condo offers a special retreat where luxury and convenience meet.

Guest favorite
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.
Apartment in Naples
4.88 out of 5 average rating, 104 reviews

13 Downtown Near Beach Free Heated Pool and Spa

Come to Naples for your vacation this year! Prices slashed 70% off for off season! Mid week discounts. 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.

Guest favorite
A wooden pier extends into calm waters, featuring two structures with sloping roofs at either end. The moon rises above the horizon, casting a soft glow, while silhouettes of people can be seen strolling along the railing. A serene sunset gradient colors the sky.
Apartment in Naples
4.96 out of 5 average rating, 234 reviews

Adorable Escape for TWO

This recently updated and renovated cozy apartment is very conveniently located in the heart of naples. It is located only 3 miles from the beach, 3 miles from the downtown district and less than a mile from shopping centers with Publix, Target and more. This apartment contains all the amenities, dining experiences and night time activities- all just

Popular amenities for Old Naples vacation rentals

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Quick stats about vacation rentals in Old Naples

  • Total vacation rentals

    Explore 370 vacation rentals in Old Naples

  • Nightly prices starting at

    Old Naples vacation rentals start at € 61 per night before taxes and fees

  • Verified guest reviews

    Over 5,410 verified reviews to help you choose

  • Family-friendly vacation rentals

    260 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 90 rentals that welcome pets

  • Vacation rentals with a pool

    280 properties feature pools

  • Rentals with dedicated workspaces

    190 properties have a dedicated workspace

  • Wi-Fi availability

    370 of Old Naples vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Old Naples rentals

  • 4.9 Average rating

    Old Naples stays are highly rated by guests—averaging 4.9 out of 5!

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