Holiday rentals in Naples Bay

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

Tropical Garden Studio Cottage (2 miles to beach)

Studio beach cottage experience in North Naples. Take one of the two complementary bicycles on an easy 15 min bike ride to the beautiful Wiggins Pass State Park or Vanderbilt beach. Just 3 miles from the popular Mercado shops, restaurants and theater. Prefer to walk? It's less than 10 mins walking to multiple great restaurants, grocery stores, and even paddle board/boat rentals, fishing trips, dolphin eco sunset & tours. Feeling adventurous? Take one of double kayaks from the dock to the beach.

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.

LUXE Oasis | 10 min Beach • HTD Pool+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!

Sandy Cove Cottage/Sandy Cove Villa near the beach

Sandy Cove is one bedroom, one bathroom Cottage located only 10 minutes from Downtown Naples, beaches, 5th Ave, fine dining and world-class art galleries. Sandy Cove Cottage is next to the Hamilton Harbor Yacht club, & within walking distance to beautiful Naples Bay. Only a short bike ride to the Naples Botanical Gardens, Sudgen Park, & East Naples Park- Home of the Pickleball Championship! Sandy Cove Cottage is fully furnished, just bring your clothes and settle in for some fun in the sun!

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!

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!

Villa Driftwood by Downtown & Beach

Welcome to your perfect Naples getaway! This beautifully renovated 2-bedroom, 2-bathroom townhouse blends modern comfort with laid-back Florida vibes. Located just 2.5 miles from shops & restaurants on 5th Ave. and less than 4 miles from Naples Beach—you’re in the heart of everything. Spend your days sunbathing, paddle boarding, or exploring nearby trails. In the evening, take a quick bike ride down to Celebration Park, where food trucks, live music, and waterfront drinks await.

Naples Luxurious Resort Retreat with Lazy River

Naples Tyme Retreat is an elegant, newly renovated, 2-bedroom, 2-bath condo that sleeps 6. Enjoy luxurious resort amenities, including 5 pools, a spa, gym, tennis, and world-class dining. Just steps from vibrant 5th Avenue and Naples' stunning beaches, this serene retreat offers a private lanai, modern kitchen, and sophisticated decor. Perfect for families or mature travelers seeking a blend of relaxation and upscale living. End of year special: Prices reduced for the holiday!

1 Bedroom/ Bayshore Art District

Newly renovated 1-bedroom, 1-bathroom attached villa is the perfect getaway for couples, solo travelers, or remote workers. No Paper Towels or coffee provided 🛏️ Bedroom: Comfortable king -sized bed and a queen sofa sleeper. 🛁 Bathroom: Clean and modern 🍳 Kitchen: Full-size kitchen with all essentials 🧺 Laundry: washer and dryer detached to the property 🛋️ Sofa bed in Living room 🍽️ Surrounded by great restaurants 🏓 Close to pickleball courts and local attraction

Cozy 1 Bedroom Villa - Beautiful Naples, Florida!

Perfect One Bedroom Villa only 2.5 miles from the beach and 2 miles from beautiful 5th Ave in Naples! This Villa is perfect for those coming to Naples on Vacation, for work, or seasonally! It has everything you need to live comfortably for a short or long period of time including a 200 sq foot private front porch. Enjoy everything Naples has to offer within a short drive! This unit is perfect for 1-2 guests. It can fit up to 3 with a pullout couch in the living room.

Naples Gem | 10Min Beach | BBQ | Patio | Parking

We want to be your Host in Naples! Let us show you why you should book with us: Top Location: - 10 min to Beaches - 8 min to Downtown - 5 min- Rentals- paddle board, kayak & boat - 5 min- Sightseeing, sunset & fishing cruises - 30 Min to Marco Island - Smart TV - Fast WIFI - Fully equipped kitchen - Dedicated work space - FREE Onsite parking - Quiet and Safe Area - Private Patio - BBQ - Outside dining - Beach supplies - Self check in & Hosts available 24/7