Vacation rentals in Naples Bay

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Top-rated vacation rentals in Naples Bay

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Guest favorite

An inviting collage showcases various areas of the Naples Holiday House. Bright outdoor seating is paired with an umbrella, while the living space features comfortable seating and coastal decor. A cozy dining area invites meals al fresco, and serene beach views complete the relaxing atmosphere.

Home in Naples

4.95 out of 5 average rating, 196 reviews

Home Close To Beach & Downtown Naples

We have stellar reviews, come check us out & see for yourself. Stay at this downtown Naples relaxing 1,864 sqft, 4 BD (2-king beds & 2-queen beds+twin blow up), 2 BA home for the best of vacations. Minutes from 5th Ave beaches/shopping/food/activities. Bonus: 2 outdoor seating areas/ample entertaining space/BBQ/outdoor games (corn hole, jenga, putting green), 2 bikes & beach equipment for 8. If looking for a pool, we have resort access to 6 area resort pools (day rate fees apply). Message me!

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

4.95 out of 5 average rating, 103 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 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

4.95 out of 5 average rating, 130 reviews

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!

Top guest favorite

A bright living area features large glass sliding doors that open to a private patio with views of lush greenery. A round dining table with four chairs is positioned adjacent to the doors, while a dark sofa is placed nearby, creating a welcoming and open atmosphere.

Cottage in Naples

4.98 out of 5 average rating, 182 reviews

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!

Top guest favorite

A spacious heated pool invites relaxation, surrounded by lounge chairs placed along the deck. Lush palm fronds frame the view, enhancing the tropical ambiance. The pool area is well-maintained, with clear water reflecting the sun. Parking is visible beyond the poolside greenery.

Condo in Naples

4.93 out of 5 average rating, 126 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.

Top guest favorite

A modern kitchen is showcased with white cabinetry, stainless steel appliances, and a large island featuring a marble countertop. Ample natural light enters through windows, illuminating the space. A dining area with wooden chairs is visible in the background, complementing the warm tones of the flooring.

Home in Naples

4.98 out of 5 average rating, 109 reviews

Naples Retreat: Heated Pool - Minutes to Beach

We know that you’ll love it here – whether you spend your time lounging by our pool, or at Naples’ world-renowned beautiful beaches. The home is only 10 minutes away from downtown Naples, which features some of the very best restaurants in Florida. If dining-in is more your thing, you will have a fully stocked kitchen with every amenity you could wish for. As this is our own vacation home, we’ve made every effort to make it as comfortable and convenient as possible.

Top guest favorite

A bright and airy living area features a light-colored sofa paired with a round side table. Natural light enters through a window, illuminating the space. A dining table with black chairs is positioned nearby, complementing the modern décor and wood-beamed ceiling.

Home in Naples

5 out of 5 average rating, 16 reviews

Tropical Oasis: Naples Getaway

Prime location near Downtown Naples, 5th Ave, 3rd Street, and just a bike ride to the beach and Celebration Park! This fully renovated 1-bedroom, 1-bath unit with a separate Queen pull-out couch offers modern comfort in a private duplex. Fully equipped kitchen, 2 beach chairs, umbrella, bicycles, BBQ Grill and a private washer/dryer. Minutes from golf, shopping, dining, parks, and more. Book solo or with friends—each unit sleeps 4! Experience Naples’ best.

Top guest favorite

A bright studio features a spacious bed covered with a colorful sea-themed quilt. A kitchenette with essential appliances, including a refrigerator, coffee maker, and counter space, is visible in the background, accompanied by soft lighting from nearby windows.

Guest suite in Naples

4.9 out of 5 average rating, 134 reviews

Private Studio 5 Minutes From Beach (All New)

You can make your stay in Naples complete when you unwind in this bright and cozy studio. Features: Private entrance with flexible self-check-in Private bathroom and kitchenette with all the essentials 516 Mbps fiber optic wifi On-site washer/dryer Private patio with loveseat Complimentary coffee and wine This unit is located just minutes away from the many beaches, shopping centers, and dining options that this slice of paradise has to offer.

Guest favorite

A spacious living area showcases a blue leather sectional couch and a marble-topped coffee table. Bright white bar stools are positioned around a light-colored kitchen island, with navy blue cabinets in the background. Natural light enters through nearby windows, enhancing the inviting environment.

Home in Naples

4.95 out of 5 average rating, 142 reviews

Three Palms Oasis - 2 Miles to Beach and 5th Ave

We invite you to stay at this stylish, yet affordable luxury home with a gourmet kitchen right in the heart of central Naples. Three Palms Oasis is located in a quiet coastal neighborhood under two miles from the best that downtown Naples has to offer including the sugar white sand beaches, Naples Design District, dining and shopping on 5th Ave, Naples Zoo, Olde Naples, and so much more! You won’t find a better value in the prestigious 34102.

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

4.98 out of 5 average rating, 121 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.

Top guest favorite

A cozy living area features a light-colored sofa and a round, woven coffee table adorned with a small plant. Natural light filters through sheer curtains, highlighting a rattan chair positioned beside a tall mirror, creating an inviting and warm ambiance.

Home in Naples

4.93 out of 5 average rating, 244 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.

Top guest favorite

A wooden pier extends into calm waters, featuring two structures with sloping roofs at either end. The moon rises above the horizon, casting a soft glow, while silhouettes of people can be seen strolling along the railing. A serene sunset gradient colors the sky.

Apartment in Naples

4.96 out of 5 average rating, 225 reviews

Adorable Escape for TWO

This recently updated and renovated cozy apartment is very conveniently located in the heart of naples. It is located only 3 miles from the beach, 3 miles from the downtown district and less than a mile from shopping centers with Publix, Target and more. This apartment contains all the amenities, dining experiences and night time activities- all just