Holiday rentals with a patio in Old Naples

Villa Nautilus by Downtown

This beautifully renovated townhouse blends modern comfort with laid-back Florida vibes. Located just minutes from Naples’ stunning beaches, top-rated restaurants, boutique shops, and local hotspots—you’re in the heart of everything. Spend your days sunbathing or paddle boarding. In the evening, take a quick bike ride down to Celebration Park, where food trucks, live music, and waterfront drinks await. Visiting for the US Open Pickleball Championships or Cars on 5th? We're ready to host you!

Boaters Bayshore Bungalow w/HOT TUB view of water.

BRING YOUR BOAT! This ranch home is located on a canal with direct access to the Gulf/Naples Bay(no bridges). Amazing water sports access. In the cool/hip Bayshore Arts district! Great restaurants, Naples Botanical Gardens, boating, 3 miles to DT Naples and 4 to the best beaches. This is a perfect family/friends vacation spot. We have all the gear to enjoy this location. Quiet neighborhood/newly renovated/great views. Coffee on the deck with sunrise in front of you or drinks at sunset. Serenity

Magical Gateway in Naples FL

You'll fall in love with this tinny but magical place in the heart of Naples, modern open concept,high end finishes, a lot light, 2 BR queens beds, fine blinens, full bathroom with marble, enclosed pool, spacious back yard and a wood burning fire pit, 2 parking spaces just few steps from your front door. This place is near to all Naples has to offer, beautiful beaches, dining & nightlife, it is only 3km from the beach, 3 km from 5th ave in Old Naples and less than a mile from shopping centers.

Old Naples Charm, Steps from Fifth Ave & the Gulf!

Walk to all of Old Naples’ great restaurants & attractions from your home at the Neapolitan Club! 2 bedrooms, 2 full baths on the 2nd floor with kitchen & screened-in lanai. Heated pool on property! Everything is close by. Restaurants & shopping on 5th Ave and 3rd St, Tin City & the beautiful white sand Gulf beaches (access at 8th Ave). Tennis courts two blocks away at Cambier Park where you can catch concerts and events. Community laundry (washers/dryers), bike racks & dedicated parking.

Naples 2-BDRM Condo, SuperClean, Patio, Lake Park!

Enjoy a stylish experience at this centrally-located unit in desirable Lake Park! Less than a mile to the beach and 1.5 miles from 5th Avenue. This unit has everything you need to relax! The living room and kitchen is a spacious and open concept. 2 bedrooms with queen beds and a shared bathroom with a tub/shower. Great location with close proximity to restaurants, shopping and the beach. We have limited short-term rental availability, we offer discounts for periods of 30 days or more.

2.5 miles to Beaches & 5th Ave

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.

Tree Top Retreat!Private, close to 5th Ave & Beach

Looking for privacy and a place that’s super close to 5th Ave? You found it!! Stay high up in the trees in your very own 2nd story studio overlooking the beautiful pool & yard! Very spacious, clean & comfortable w/ pull out couch & new king bed & mattress! You’re close to the action but tucked away in your own private setting. We’re a 5-8 minute car ride/Uber or 10-15 minute bike ride to 5th Ave! *PLEASE NOTE: The pool, patio & front yard will not be able to be used by guests*

Naples Retreat: Heated Pool - Minutes to Beach

We know that you’ll love it here – whether you spend your time lounging by our pool, or at Naples’ world-renowned beautiful beaches. The home is only 10 minutes away from downtown Naples, which features some of the very best restaurants in Florida. If dining-in is more your thing, you will have a fully stocked kitchen with every amenity you could wish for. As this is our own vacation home, we’ve made every effort to make it as comfortable and convenient as possible.

Private Heated Pool | Playset | Near the Beach!

Just minutes from the beach, Flamingo Feliz is a cheerful 3-bedroom getaway with a brand-new pool, cozy tiki lounge, and family-friendly extras. Enjoy smart TVs in every room, a fully stocked kitchen, beach gear, bikes, and plenty of space to relax. The heated pool (heating avail. Oct–May) and outdoor living areas make it perfect for a sunny Florida escape. Located near 5th Ave dining, shops, and Naples' best beaches—everything you need for a laid-back vacation!

Tropical Oasis: Naples Getaway

Prime location near Downtown Naples, 5th Ave, 3rd Street, and just a bike ride to the beach and Celebration Park! This fully renovated 1-bedroom, 1-bath unit with a separate Queen pull-out couch offers modern comfort in a private duplex. Fully equipped kitchen, 2 beach chairs, umbrella, bicycles, BBQ Grill and a private washer/dryer. Minutes from golf, shopping, dining, parks, and more. Book solo or with friends—each unit sleeps 4! Experience Naples’ best.

Perfect 2 Bedroom House w/ Pool!

Perfect 2 Bedroom House with a Pool only 2.5 Miles to the Beach and 1.5 Miles to Beautiful 5th Ave in Naples, FL! This House is perfect for those coming to Naples on Vacation, for work, or seasonally! Enjoy a completely private backyard with a pool, outdoor shower, and lanai! Relax in your very own private oasis within a short driving distance of all of the most popular Naples spots! This house is perfect for 1-4 guests.

Private Oasis in the ♥ of Naples ☀Heated Pool/Spa☀

Escape to The Private Oasis in the heart of Naples! → Welcome to 2,279 square feet of modern and elegant furnishings → Minutes to 5th Avenue, Tin City, Beach, Zoo, and Pier → Fully equipped kitchen fit for the chef at heart → Dine and unwind poolside in the enclosed lanai → Take a dip in the heated pool and spa → Grill masters will love the outdoor kitchen & bluetooth speakers → Click the ❤ to add listing to wishlist!