Vacation rentals in Old Naples

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.

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!

Lux Oasis | HTD Pool•10 min Beach and 5th Ave•Crib

Welcome to Your Naples Getaway! Why our home is perfect for your vacation: 🏖️ Beaches Nearby – Just a quick 10–15 minute drive to Via Miramar and Lowdermilk Beach. 📍Prime Location – Nestled on a peaceful street only 7 minutes from the iconic 5th Avenue. 🏡 Resort-Style Comfort – Relax in our fully screened lanai featuring: • Heated private pool • Luxury chaise loungers • Outdoor TV • Gas grill for BBQ nights Unwind with a cocktail, take a sunset dip, or simply kick back under the stars!

Beach, Sun and Fun! *Beach House * New Listing

Location! Location! Location! 3 beautiful bedrooms, 2 baths, just 1 mile to the beach and entertainment. Peaceful and private, this home boasts an abundance of room for entertaining and outdoor space, free parking and access to private beach. Conveniently located close to the Venetian Village, Water Side mall and 5th Avenue which futures several casual and upscale dinning, shopping and multiple entertainment venues. Great for a relaxing vacation and enjoying the Florida sunshine and sunsets!

Luxury 2-Bedroom. Steps to Naples Beach & Town.

**Newly renovated, reopened December 2024** Spend your Naples getaway in this completely renovated sun drenched, luxury corner unit. Cross the street to the sunny beaches of the Gulf of Mexico. Stroll to the famous Naples Fishing Pier. Walk a block to 3rd St S for fine dining, casual eateries, boutiques, and more. Relax indoors with 3 flat-screen TV's or by the pool. At the end of your day grab your beach chair an view the spectacular Naples sunsets. It does not get any better than this!

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.

Rare Gem, Fast WiFi, 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. FAST WiFi at antique desk. SMALL quiet pets ok. Attached to owner's home but Studio is Completely Private! Only One Bed!

Fun At The Beach

2024 Beautifully Remodeled Unit! Located 1 block from Naples Pier (rebuilding currently) and 3rd Ave 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 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 refrigerator.

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

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.

Emerald Palm Villa, 2 bed / 2 bath with pool

Welcome to your dream getaway - short drive from the world-renowned 5th Avenue and the pristine white-sand beaches of Naples. This stylish 2-bedroom pool home is the ideal blend of relaxed coastal living and upscale comfort. Whether you're seeking relaxation, adventure, or a little of both, this Naples retreat has everything you need for a truly unforgettable vacation.