Vacation rentals in Naples Bay

4.95 out of 5 average rating, 149 reviews

Cottage in Naples

Tropical Cottage by the Sea- No Storm Damage

Welcome to your own private waterfront home on private lot close to Naples beaches! This small cottage comes with a big view of a tropical, peaceful lagoon. Fish and kayak right from the back yard! Two Kayaks & bikes provided! Lush, tropical setting and lots of wild life to see too! Relax on the back porch where there's always a breeze! Bike over to the Botanical Gardens or one of the many restaurants close by! Short drive to famous 5th Ave & Naples beaches! Lots of fun things to do close by!

A spacious screened-in lanai features a heated pool with a shallow area for children. Luxury chaise lounges are positioned near the pool, offering comfortable seating. The outdoor space is designed for relaxation and enjoyment, with clear views of the surrounding greenery.

4.94 out of 5 average rating, 123 reviews

LUXE Oasis | 10 min Beach+5th Ave | HTD Pool• 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!

A wooden boardwalk leads from the sandy beach towards calm, clear waters. Gentle waves lap at the shoreline under a bright blue sky, with soft shadows cast by nearby palm trees enhancing the tranquil scene.

4.92 out of 5 average rating, 119 reviews

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.

A bright kitchen area features white cabinetry and modern stainless-steel appliances, including a refrigerator and a stove. A spacious island with seating for two is positioned centrally, surrounded by light-colored tile flooring. Natural light filters through the windows, highlighting the clean design.

4.91 out of 5 average rating, 115 reviews

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.

5 out of 5 average rating, 95 reviews

A serene pathway meanders through lush greenery, bordered by a variety of tropical plants and trees. Soft gravel crunches underfoot, leading to charming structures nestled among the foliage, creating a peaceful and inviting ambiance throughout the area.

Apartment in Naples

Artistic w Lush Surroundings Quiet Great Location!

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. 83 Mbps at antique desk. SMALL quiet pets ok. Attached to owner's home but Studio is Completely Private! Only One Bed!

Superhost

4.83 out of 5 average rating, 204 reviews

Bayshore Bungalow - Bayshore Arts District

Have fun as a couple or with the entire family at this clean, stylish home in Naples’ Bayshore Arts District. Walk to the award-winning Celebration Food Truck Park, Rebecca’s Wine Venue, Ankrolab Brewery, Naples Botanical Gardens, or 360 Market. The sugar white sandy beaches are only a 5-minute drive as are the upscale shops and restaurants of 5th Ave. With this ideal central location, the best of everything Naples has to offer is a short walk, bike or drive away!

A modern bathroom features a glass-enclosed shower with marble-style tiles. A small window provides natural light while toiletries are neatly arranged on a shelf. A white toilet and a decorative plant add a touch of style, complemented by a textured rug on the floor.

4.95 out of 5 average rating, 155 reviews

Sea Shell Villa 1

Your will be close to everything when you stay at this centrally-located villa. Our villa is fully upgraded. Has a full kitchen, 1 bedroom with a queen bed and laundry room with a full size washer and dryer. There is a great variety of restaurants and shopping just minutes away. In just 15 minutes you can be at the famous Naples pier for a fun day at the beach. We also have Marco Island, which is one of the top beaches in the world, just 20 minutes away.

5 out of 5 average rating, 7 reviews

Naples Tyme Retreat

New spring rates! Enjoy Spring at Naples Tyme Retreat — 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.

A sun setting over the horizon casts a warm glow on the water, creating a serene scene. The beach is lined with soft white sand, and a pier extends into the sea in the distance, framed by a clear sky above.

4.98 out of 5 average rating, 125 reviews

Pool Home! Near Beach, Walk to Coffee & Dining!

Your Temporary Sanctuary Awaits! Experience the ultimate in comfort and convenience in this modern 3-bed, 2.5-bath pool home, located just minutes from some of Naples’ top attractions! Whether you're looking for a serene getaway or an active vacation, this property has it all. Located only 4 miles from the sun-soaked shores of Naples Beach and the renowned Historic Downtown 5th Ave District, you'll be close to world-class shopping, dining, and entertainment.

An outdoor area is illuminated by soft lights, featuring a gazebo with a hot tub and a dining table surrounded by a lush green yard. Comfortable seating is arranged around a firepit, creating a welcoming space for relaxation.

4.92 out of 5 average rating, 222 reviews

" The Bohemian Heaven " w/ SPA, 2miles to downtown

Welcome to the unique Bohemian Paradise. Completely renovated spectacular bright space, high-end furniture, a fantastic huge outdoor area, firepit, outdoor dining table, and BBQ station. Minutes away from restaurants and convenient stores, as well as historical Naples Pier, Naples beach, and 5th Ave/Downtown. You don't want to miss this experience.

A serene outdoor seating area features several adirondack chairs arranged around a fire pit, surrounded by lush tropical foliage. The wooden deck provides a natural setting to enjoy the tranquil garden, with various palm leaves and plants creating a secluded ambiance.

4.98 out of 5 average rating, 271 reviews

Garden House-2 Bedroom/2 Bath-Naples / Park Shore

WHOLE HOUSE RENTAL-Intimate quiet setting just ten minutes (4 miles) from downtown Naples, within easy walking distance of restaurants and bars, and 2 miles from the beach. There are no hidden cleaning fees on this listing which is a huge plus. There are also no hidden cameras or sensors of any kind at the house—your privacy is respected.

An outdoor seating area is presented with four comfortable chairs arranged around a circular fire pit. Soft lighting from hanging bulbs enhances the warm ambiance against a backdrop of a vibrant sunset sky and a fenced yard with lush greenery.

4.97 out of 5 average rating, 314 reviews

Brick Enclave with Mini Golf & SPA, 5mins to beach

Our high end cozy retro style new home is conveniently located in the heart of Naples. Only 1.5 miles away from the beach, minutes away from nearby plaza which offers dining experience, shops, supermarkets, gas station etc. Well known downtown district is 4 miles away as well Mercato if you are looking for nighttime activities.

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Popular amenities for Naples Bay vacation rentals

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Other great vacation rentals in Naples Bay

An outdoor space features comfortable seating on lush green grass. A large turquoise umbrella shades a seating area with a fire pit, while additional chairs are arranged nearby. A white fence adorned with greenery adds to the inviting ambiance.

5 out of 5 average rating, 8 reviews

“Taormina House” 5th ave and beaches 2 Miles away!

ScottRating, 5 stars3 weeks ago

Stayed for 7 days and went perfectly. The place looks exactly like the pictures, was clean, and simple to get into and out of. Luca responded quickly whenever we had questions, and even included some drinks in the fridge upon arrival

A private deck features a spacious seating area surrounded by palm trees, providing a relaxed outdoor space. A table is set amidst cushioned chairs, while an overhead umbrella offers shade. The entrance to the interior is visible through large sliding glass doors.

4.91 out of 5 average rating, 53 reviews

3 Bedroom Waterfront Getaway in Downtown Naples!

WilliamRating, 5 stars1 month ago

Nice location near downtown and the Tin City complex. Quiet neighborhood and a great little coffee shop at the Naples Resort a short walk away. The dock in back was a great place for early coffee or a sundown cocktail. Well equipped kitchen and the deck has nice seating and a Bar-B-Que. I would recommend .

5 out of 5 average rating, 8 reviews

A tranquil outdoor setting features a grassy area with a group of white birds gathered near a pond. Two iguanas are observed on the grass, surrounded by trees that frame the scene harmoniously.

Guesthouse in Naples

The yellow apartment

CoryRating, 5 stars1 week ago

Awesome place. Clean and felt right at home. Host is very friendly, responsive and quick if you need anything. Would recommend this spot to everyone. And theres really cool Iguanas right outside! Added Bonus

A shaded outdoor seating area is created under a thatched tiki hut, featuring a comfortable sectional sofa adorned with vibrant blue cushions. Lush greenery surrounds the space, providing a tropical backdrop, while a glimpse of the pool reflects the calming ambiance.

4.9 out of 5 average rating, 10 reviews

Chic Pool Naples Beach House

TaliaRating, 5 stars3 days ago

You must book this house!! So cozy and so clean, and we loved the chic decor. The backyard pool and cabana were incredible. It has everything and anything you could want at a vaca home rental. Someone actually came by to clean the pool too which was so nice. For anyone visiting in summer months, my only thing would be to pack bug spray as the “no see ums” were out and we did get quite a few bites hanging out in the pool. But other than that I could have stayed out there for days! Sooo relaxing and so beautiful. We truly loved our time at this house. 10/10 location too, so close to downtown Naples and the beach. Highly recommend! :)