
Vacation rentals in Naples Bay
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Top-rated vacation rentals in Naples Bay
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

LUXE Oasis | HTD Pool~10 min Beach+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!

Naples Cottage for two- your own private home
Welcome to your own, private waterfront home close to restaurants, coffee shops, parks and Naples beaches! This perfect tropical cottage for two comes with a stunning view of a natural lagoon. Fish and kayak right from the back yard! Two Kayaks & bikes provided! Lush, tropical setting. Relax on the back porch where there's always a breeze! Bike over to the Botanical Gardens, Pickle Ball courts or shops near by! Short drive to famous 5th Ave & Naples beaches! Lots of fun things to do near you!

Cozy and Stylish, 2 King, Close to Beach & 5th Ave
Nestled on a tranquil street in the heart of Naples, this newly renovated retreat offers the perfect mix of modern comfort and coastal charm. Step outside to a chic outdoor living area, perfect for enjoying your morning coffee or relaxing in the evening breeze. Just minutes from renowned 5th Avenue and pristine beaches, it's easy to enjoy the best of the area. Plus, we provide all the beach essentials — chairs, umbrellas, and towels — so you can fully relax and enjoy the sun-soaked paradise.

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!

5th Ave & Beaches 10 Minutes Away! 2 BD/2 BA
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.

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.

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 / No 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

1Rm Studio-Pool, HotTub, Bikes, Kayaks, Near Beach
This is a separate, private studio with private entrance attached to the main house, but on the second floor above the garage. Your studio is completely separate upstairs floor behind a locked door. Laundry room is a connecting, shared space. I live in the main house. We will not cross paths unless you want to meet. Reminder: Airbnb is now charging hosts a 15% fee, so the price you see is not the price we gets. If you want to spend less, check out my Additional Photos.

3 Bedroom Waterfront Getaway in Downtown Naples!
Your family will be close to everything when you stay at this centrally-located condo in Downtown Naples! Enjoy your morning Coffee out on your private deck overlooking the canal that takes your directly out to Naples Bay & the Gulf! Space to dock your boat as well. This 3 bedroom/3bathroom condo will transform your stay into a peaceful retreat, conveniently only minutes from 5th Avenue, the beach, & restaurants! What more can you ask for?!

Pink Palm Paradise-Pool/Hot Tub- Near to beach
Beautifully updated 2 BR home just west of 41, minutes to the beach. Enjoy true Florida living with a large saltwater pool, sun lounges, and a soothing saltwater hot tub. Bright, modern spaces inside with comfortable furnishings throughout. Private outdoor area for relaxing or dining. Close to Naples beaches, dining, and shopping. *MONTHLY DISCOUNTED RATES AVAILABLE*
Popular amenities for Naples Bay vacation rentals
Other great vacation rentals in Naples Bay

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

Tee It Up Golf & Pool Oasis

Downtown Resort Condo by Restaurants, Shops, Beach

Bayshore Cottage-Located near Beaches and Downtown

Luxury home with heated pool

Luxe Condo at Naples Bay Resort Downtown Naples

Cheerful 3 bedroom home with heated pool!

Sea Salt FMB! Stunning pool and island location.
Destinations to explore
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- Naples Beach
- Captiva Island
- Tigertail Beach
- Lovers Key Beach
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Clam Pass Park
- Florida Gulf Coast University
- Edison & Ford Winter Estates
- Esplanade Golf & Country Club of Naples
- Stonebridge Country Club
- Jetblue Park
- Del Tura Golf & Country Club
- Delnor-Wiggins Pass State Park
- Talis Park Golf Club
- Bowman's Beach
- Big Cypress National Preserve
- Bunche Beach
- Coral Oaks Golf Course
- Sun Splash Family Waterpark
- Hertz Arena
- Manatee Park
- Coconut Point
- Naples Botanical Gardens




