Vacation rentals in Naples Bay

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Top-rated vacation rentals in Naples Bay

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Top guest favorite
A large swimming pool is surrounded by lush palm trees and vibrant tropical landscaping. Comfortable lounge chairs are arranged around the pool, with umbrellas offering shade. A rock formation features a waterfall, enhancing the serene atmosphere of the resort's outdoor space.
Apartment in Naples
5 out of 5 average rating, 15 reviews

Chic resort, 4 pools, walk to 5th Ave Restaurants!

Welcome to Naples finest gated downtown resort, rewarding guests with a measure of privacy and serenity. The resort features an amenity rich environment with marina, waterfront dining and shopping, Euro-style spa, an expansive activity center, three crystal-blue resort pools, multiple hot tubs, meandering lazy river and a complete fitness center. Walk to downtown 5th ave or take the complimentary shuttle to beaches or 5th Ave HAVE A LARGER GROUP? - ASK ABOUT ADDING ANOTHER UNIT TO YOUR BOOKING

Guest favorite
A spacious deck extends over the canal, surrounded by lush palm trees. Comfortable seating is arranged around a fire pit, with a paddleboard propped nearby. A BBQ grill is visible, inviting outdoor dining in a serene waterfront setting.
Home in Naples
4.94 out of 5 average rating, 146 reviews

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

Top guest favorite
A serene beach scene captures a vibrant sunset, with hues of pink and orange reflected on the water's surface. Gentle waves lap at the shoreline, while soft sand stretches along the beach, interspersed with small scattered shells.
Home in Naples
4.96 out of 5 average rating, 127 reviews

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.

Guest favorite
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.
Home in Naples
4.94 out of 5 average rating, 152 reviews

Lux Oasis | 10 min Beach and 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!

Top guest favorite
The image showcases a bright, inviting pool area featuring clear blue water illuminated by string lights above, creating a relaxed atmosphere. Surrounding spaces include a cozy living room with comfortable seating and a spacious kitchen area with modern fixtures and finishes.
Home in Naples
4.96 out of 5 average rating, 149 reviews

Coastal Getaway *Heated Pool *3 King Rooms

Tropical Oasis Downtown Naples 3 BD/2 BA full house w/ a HEATED pool, outdoor entertaining, BBQ grill, lanai seating/dining for 8, outdoor games, 2 living rooms w/ large TVs (main room has a 75" screen TV), master suite w/ ensuite bathroom & flatscreen TV, all 3 bedrooms have king beds. Close to downtown restaurants/shopping (9 min), beaches/Naples Pier (14 min). DOG POLICY: Only after owner's approval, a non-shedding small dog is allowed with $100 per dog non-refundable fee (2 dog maximum).

Top guest favorite
A modern living room features a soft, light-colored couch and a round wooden coffee table. A large flat-screen TV is mounted on a wood-paneled wall, while a leafy plant adds a touch of greenery. A ceiling fan is positioned overhead, illuminating the space.
Home in Naples
4.97 out of 5 average rating, 111 reviews

"The Boho Bliss" Lakeview Elegance 3miles Downtown

Discover Bohemian Bliss in this uniquely styled home, 2mins walk to Sudgen Lake in Naples that includes beach, lake activities, walking trails or biking. Vibrant energy with the comfort of your creatively adorned space that tells you a story. All brand new, high-quality furniture, Tempur-Pedic mattress, Very Fast WiFi, King-size bed, TVs in all bedrooms, fully equipped kitchen, Fire pit, BBQ. Reserve now so we can welcome you home, to a boho-inspired sanctuary in the heart of Naples.

Guest favorite
Home in Naples
5 out of 5 average rating, 20 reviews

Private Pool • Sleeps 6 • Mins to Beach & 5th Ave

Your private Naples escape- relax by the heated saltwater pool and unwind under the covered lanai, just minutes from the beach and 5th Ave. Perfect for beach days, golf getaways, sunset beach walks, and easy evenings out, with peaceful indoor-outdoor living throughout. What you’ll love: • Private heated saltwater pool • Covered lanai & outdoor dining • Fire pit, BBQ & outdoor shower • Minutes to beaches & 5th Ave • Walk to coffee & restaurants • Quiet, relaxing neighborhood

Top guest favorite
A modern living room is highlighted by a large wall-mounted TV above a wooden console table. A neutral-colored sofa is paired with a natural fiber rug and a wooden coffee table. A potted plant is positioned beside the sliding glass doors, allowing natural light to enter.
Townhouse in Naples
4.98 out of 5 average rating, 47 reviews

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.

Guest favorite
The spacious bedroom features a large bed dressed in crisp white bedding, flanked by two bedside tables with lamps. A pair of ottomans sits at the foot of the bed. Natural light streams in through the window, highlighting the contemporary decor.
Apartment in Naples
4.88 out of 5 average rating, 113 reviews

Cozy Guest Suite Close to Downtown

Welcome to our brand-new duplex with a private entrance. This modern 1-bedroom, 1-bathroom unit is ideal for a beach getaway or city exploration, as it's conveniently located just 1.7 miles from both the beach and downtown. The duplex has been thoughtfully designed for your comfort and style. With neutral colors and elegant decor, it offers a serene and inviting atmosphere without laundry facilities and all essentials provided for an unforgettable stay.

Top guest favorite
A spacious living area features a large sectional sofa in neutral tones, paired with accent pillows. A coffee table sits on a textured rug, while plants add a touch of greenery. Natural light floods in through expansive glass doors that open to a private outdoor space.
Home in Naples
4.92 out of 5 average rating, 63 reviews

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?!

Top guest favorite
An outdoor living space features a screened lanai overlooking a pool. Comfortable loungers are positioned around the pool. A dining table with multiple chairs is set under a ceiling fan, complemented by a large area rug. The scene is bathed in natural light.
Home in Naples
4.99 out of 5 average rating, 134 reviews

Sunside House, 3/2 Pool Home in Gated Community

Prepare to be impressed as you enter this beautiful home in the sought-after Community of Briarwood. It certainly has the 'WOW' factor. The open aspect of this great-room floor plan, which flows out to a large, very private SW facing Patio and Pool area, makes this a perfect home for entertaining, family time or your golf time. You will love how light, bright and spotless this gorgeous home is. So much NEW.

Superhost
An aerial view showcases a spacious home nestled in a lush, tropical landscape. A private pool can be seen adjacent to a large deck, surrounded by vibrant greenery and trees, with water visible nearby, enhancing the property's outdoor appeal.
Home in Naples
4.88 out of 5 average rating, 41 reviews

Charming Waterfront Tropical Escape Near Downtown

4 bedroom 4 bathroom home. Nice private office to work if needed. The whole group will enjoy easy access to everything from this centrally located charming old Florida property with pool. Minutes from bayshore and all its waterfront restaurants and cafes. Only 2 miles from beaches and downtown! The home is gated, very private and surrounded by water, a tropical oasis with lots of space!

Popular amenities for Naples Bay vacation rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Collier County
  5. Naples
  6. Naples Bay