Holiday rentals with a patio in Old Naples

Romantic Condo Directly on Downtown 5th Ave

Top floor condominium in highly desirable Downtown Olde Naples! Located in the heart of 5th Ave South. Downstairs you'll find the best of Naples dining, shopping, luxury art galleries, boutiques, ice cream parlors and more! Enjoy a dip in the rooftop pool and spa just steps outside your door. Inside, the kitchen is fully stocked with everything you need to feel at home. Your master bedroom is outfitted with a King size bed. En suite bathroom also has a large walk-in tile shower, and skylight.

Coastal Getaway *Heated Pool *3 King Rooms

Tropical Oasis Downtown Naples 3 BD/2 BA full house w/ a HEATED pool, outdoor entertaining, BBQ grill, lanai seating/dining for 8, outdoor games, 2 living rooms w/ large TVs (main room has a 75" screen TV), master suite w/ ensuite bathroom & flatscreen TV, all 3 bedrooms have king beds. Close to downtown restaurants/shopping (9 min), beaches/Naples Pier (14 min). DOG POLICY: Only after owner's approval, a non-shedding small dog is allowed with $100 per dog non-refundable fee (2 dog maximum).

The Historic Coquina Cottage B - 2 Blocks to Beach

This is one of five quaint rental opportunities on a magnificently rebuilt Old Naples Cottage Estate c.1920. We are located two blocks from the Gulf of Mexico & Naples Pier and within walking distance of everything 5th Avenue and 3rd Street South have to offer. Cottage B is a charming unit with a king-sized bed, comfortable sitting area, full kitchen, remodeled bathroom, laundry, Wi-Fi, smart televisions, heat, beach supplies, and a private outdoor patio. Parking on the property for one.

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!

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.

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.

Olde Naples Charmer 300 steps to Beach and Sunsets

Your family will be close to everything when you stay at this centrally-located condo! 300 steps to Naples beach and Pier. Assigned parking for 1 car. 4 tall beach chairs, umbrellas, beach cooler and towels provided. Fast password protected WiFi. 3 flat screen TV’s. Walk to 3rd St. S. Hosting a coffee shop, Tommy Bahamas original restaurant and a myriad of shops. One of the best locations in Olde Naples. Heated pool with lounge chairs! Elevator!

Private Studio 5 Minutes From Beach (All New)

You can make your stay in Naples complete when you unwind in this bright and cozy studio. Features: Private entrance with flexible self-check-in Private bathroom and kitchenette with all the essentials 516 Mbps fiber optic wifi On-site washer/dryer Private patio with loveseat Complimentary coffee and wine This unit is located just minutes away from the many beaches, shopping centers, and dining options that this slice of paradise has to offer.

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!