Holiday houses in Old Naples

Luxurious condo steps to beach with heated pool!

Relax Off 5th is a perfectly located 1 bedroom condo in the heart of Old Naples, just a 1/2 block from vibrant 5th Avenue with its restaurants, boutiques, and cafés, and only four short blocks to the beach. Set in a charming Old Florida building surrounded by multi-million-dollar estates, the condo offers access to a heated pool perfect for a refreshing dip after a day at the beach. Inside, you’ll enjoy fast WiFi with a dedicated workspace, and the convenience of keyless, contactless entry.

Little Gem By the Beach and 5th w/Patio Old Naples

JUST A SHORT WALK TO THE BEACH AND 5th AVE, IN THE HEART OF OLD NAPLES, WITH A RARE, PRIVATE PATIO! Totally renovated in January 2023! A beautiful, one-bedroom, one-bath home, with only a 5-minute stroll to the beach and dining! Just outside the living room is a private, landscaped patio overlooking a pretty lake, which is an unusual and lovely feature of this home! Inside, you'll enjoy a fully-equipped kitchen with granite countertops, a comfortable king bed, and washer/dryer in the condo.

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.

Downtown Naples Beach Condo, Off of Famous 5th Ave

This peaceful Olde Naples condo is just half a block from dining and shops on famous Downtown 5th Ave and 4 blocks from Naples Beach. This first-floor end-unit condo is perfect for a beach getaway. This clean, modern unit has a pool just feet from the front door, a complete kitchen with updated appliances, a new washer and dryer, comfy furniture, beach chairs and umbrella, and high-speed internet. This property offers a perfect blend of relaxation and convenience to sleep up to 4 guests.

Amazing Old Naples Property!

Indulge in this beautifully appointed two-bedroom, two-bath retreat nestled in the heart of Old Naples. Soaring ceilings and an open-concept layout create an airy, welcoming ambiance, complemented by a sleek modern kitchen, in-unit laundry, and a private balcony perfect for al fresco dining or sunset cocktails. Retreat to plush hotel-quality linens and premium mattresses in the primary king suite and secondary full bedroom—each featuring an ensuite bathroom for privacy and convenience.

Modern 5th Ave Beach Condo!

Where Fifth Avenue Meets the Gulf! Located just two blocks from the beach, ON 5th Avenue South & 1 block from 3rd Street South. Walk to world-class restaurants, shops, art galleries and more. Or just simply relax and unwind at home in this newly renovated, never-lived-in 2BR/2BA end unit with outdoor space to enjoy the coastal breeze. The heated pool & modern coastal finishes complete this perfect retreat. Unbeatable location. Parking included. Available weekly, monthly, or annually.

Newly Restored Old Naples Estate - Best Location!

Main House is one of five quaint rental opportunities on a magnificently rebuilt Old Naples Cottage Estate, built c.1910. It is two blocks from the Gulf and two minutes walking distance from everything 5th Avenue and 3rd Street have to offer. Two beautiful bedrooms, each with its own bathroom. Large living room, fully equipped eat-in kitchen, laundry, deck, patio, and game room with a mini ping pong table. Upstairs is a standalone or can be rented, accommodating eight combined.

SoCe Flats 210 - Modern Loft Condo West Facing

The 1-bedroom, 2-bath duplex floor plan has ceiling to floor west facing windows spanning two levels and offers the largest under air square footage in the building. SoCe Flats is an exciting new condominium development in the most desirable neighborhood in Naples, the Paradise Coast?s most coveted beach town. "SoCe", named for the ideal location South of Central Avenue in Olde Naples, walking distance to the beach and elegant 5th Ave S shopping and dining district.

Beautiful 2-Bed Steps to Naples Beach & Downtown!

**Newly gut renovated** Walk 1 block to beautiful Naples beach for enjoyment of sun, sand, water, and spectacular Gulf of Mexico sunsets. Or stroll 2 blocks to Third Street South for fine restaurants, casual eateries, boutiques, galleries, and Saturday farmers’ market. Beautiful 2-bedroom 2-bathroom condo with an expansive pool offers relaxation and carefree living. Wonderful place for a weekend getaway, family vacation, or reunion with friends.

4BR Near Downtown Naples, Beach, Bikes, BBQ& Games

Relax in this spacious 4-bedroom Naples home minutes from the beach, 5th Ave shopping, and downtown dining. Ideal for families and groups, this 1,864 sq ft retreat offers king beds, bikes, beach gear for 8, outdoor games, BBQ, and two outdoor lounge areas everything needed for an easy Southwest Florida getaway. We have stellar reviews, come check us out & see for yourself. ⭐ Consistently 5-star rated | Superhost owned & operated

Waterfront Condo near Tin City |Balcony + views|

Stay right on Naples Bay — minutes from Tin City, 5th Ave South, and boat docks. This bright space features a loft-style layout with a spiral staircase, a modern open design, and a private screened balcony perfect for enjoying the Florida breeze. Guests can unwind by the resort-style pool or explore nearby dining, shopping, and beaches. Ideal for couples, families, or small groups looking for both comfort and location.

Olde Naples 2BR - Near beach and 5th Ave

Welcome to Maison Du Soleil, a quiet 2 bedroom, 1 bath condo in the heart of downtown Naples. It's close to all that Naples has to offer: beaches, shopping, restaurants, golf, East Naples pickleball. The second-floor condo is light-filled and well-appointed. It comes fully stocked with everything you need to enjoy your stay, whether it's for a week or for the season.