Holiday houses in Naples Bay

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Top-rated holiday rentals in Naples Bay

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Guest favourite
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 East Naples
4.94 out of 5 average rating, 158 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 favourite
Home in East Naples
4.95 out of 5 average rating, 193 reviews

Naples Cottage for two- your own private home

Welcome to your own, private 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, kayak & explore 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, Trails, Pickle Ball courts or shops near by! Short drive to famous 5th Ave & Naples beaches! Lots of fun things to do near you

Guest favourite
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, 132 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.

Top Guest favourite
Guesthouse in Old Naples
5.0 out of 5 average rating, 29 reviews

The Historic Coquina Cottages C- 2 Blocks to Beach

Cottage C is one of five quaint rental opportunities on a magnificently rebuilt Old Naples Cottage Estate c.1930. Two blocks from the Gulf of Mexico and within a two-minute walk of everything 5th Avenue and 3rd Street South have to offer. Cottage C is a charming, stand-alone studio-style cottage with a queen bed, a comfortable sitting area, and a full kitchen. The bathroom has been remodeled, and there is a private brick patio for outdoor seating. There is parking on the property for one car.

Top Guest favourite
A stilt home is nestled among lush greenery, surrounded by tall trees and colorful potted plants. A spacious deck extends from the front, offering a shaded area. The gravel driveway leads to the house, adding to the property's natural charm and peaceful setting.
Home in East Naples
5.0 out of 5 average rating, 28 reviews

Unique Charming Home 3 Min to Downtown! FAST WiFi

Sunny House (900 sq ft under air/1,200 sq ft w/porch) in a Lovely neighborhood has 1 spacious bedroom w Great King bed. Very Comfortable daybed in LR offers room for 3rd person or child (8 and above). Dining table for 4 outside on Huge Deck in Lush Surroundings w Cool breezes fr Naples Bay. Dining table inside as well. Well stocked kitchen. Small library w Art Books & more. FAST WiFi. Roku TV. Covered parking below. 1 mile to Downtown Naples - 2 miles to the Beach. Much nicer than any hotel !

Top Guest favourite
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 East Naples
4.98 out of 5 average rating, 199 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 favourite
An expansive lanai features a shimmering pool with a waterfall-edge spa and in-pool loungers. The outdoor space is surrounded by a screened enclosure, providing views of well-kept greenery. A comfortable seating area and dining space are visible in the background, enhancing the outdoor living experience.
Home in Naples
5.0 out of 5 average rating, 31 reviews

Pool Home Minutes to the Beach

Enjoy our family’s bright, renovated home and experience indoor/outdoor Florida living at its best! The open floor plan living area has high vaulted ceilings and fully-retractable glass sliders that open out to a beautiful, south-facing lanai featuring a brand-new, heated, salt-water pool complete with a waterfall-edge spa, a sun shelf and in-pool loungers! Perfect for entertaining and outfitted with all new outdoor furniture including a new sofa & lounge chairs, dining table & grill.

Superhost
Home in Naples
5.0 out of 5 average rating, 4 reviews

Luxury Naples 3bd/2ba- 10 mins to Beach & 5th Ave

Beautiful fully furnished 3BR/2BA Naples vacation rental near Downtown Naples, 5th Ave South, Gulf beaches, golf, dining, and shopping. Features community pool, tennis courts/ boat dock with gulf access, coastal décor, open layout, high-speed WiFi, smart big screen TV, full kitchen, washer/dryer, and private screened lanai with tropical landscaping. Perfect for snowbirds, family vacations, remote work, and extended stays in sunny Southwest Florida. Comes equipped with all necessities!

Top Guest favourite
Home in East Naples
4.96 out of 5 average rating, 99 reviews

Luxury Private Retreat with New Pool in Naples

Welcome to The Park Villa, a serene private retreat in the heart of Naples. Nestled among nature, this peaceful haven features a brand-new salt water heated pool and is just minutes from the Gulf of Mexico's beautiful beaches and vibrant downtown Naples, with its top restaurants and shops. Situated next to a regional park with the largest freshwater lake in Collier County, enjoy stunning views of the park and spot local wildlife like iguanas and tropical birds from your backyard.

Top Guest favourite
Home in East Naples
5.0 out of 5 average rating, 95 reviews

" Velvet Bloom” Bubbling Spa Retreat with Sauna

Deep-hued velvet furnishings create a luxurious ambiance at the Velvet Bloom. Only 3.5 miles from Downtown and the beach. 2mins walk to Sudgen Park Lake which includes kayaking, beach, walking trails & biking. All brand new, high-quality comfortable furniture, Tempur-Pedic mattress, Very Fast WiFi, King-size bed, TVs in all bedrooms, fully equipped kitchen, Fire pit, BBQ, bikes, and much more to offer. Reserve " Velvet Bloom " for exquisite lakefront experience.

Guest favourite
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, 66 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 favourite
Home in South Naples
5.0 out of 5 average rating, 36 reviews

3bed 2bath Home Pool/Hottub/Spa East Naples Lely

We are located in a quiet residential neighbourhood in Naples Florida, 10 minute drive from the beach. Our home has a pool and hottub in a spacious screened patio area, with comfortable furniture. We are close to many beaches, great 5star restaurants and quaint shops. Plan a day at the Naples Botanical Gardens, play a few holes of golf, play pickleball minutes away, enjoy the numerous beaches, or stay home and relax next to the pool!

Popular amenities for Naples Bay holiday rentals