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Holiday houses in Vineyards

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Top-rated holiday rentals in Vineyards

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home in Naples
4.81 out of 5 average rating, 26 reviews

Wonderful pool oasis in a great location 3BR/3BA

Beautiful new construction home in a great location. The home has a 3 bedrooms and 3 bathrooms. Spectacular heated pool with a hot tube. The outside patio also features an outdoor kitchen, that brings a lot of family fun. The oversized lot is perfect for family outdoor fun, soccer games and other activities. Beaches are only 15 minutes away, and downtown area is less than 20. A lot of shopping and restaurants nearby the house. House is in close proximity to highway, so there might be some noise.

Top Guest favourite
A modern living area is depicted with a light-colored tiled floor and a ceiling fan above. Blue armchairs surround a wooden coffee table, while a television is mounted on a white entertainment unit. Natural light enters through a nearby window, complemented by artwork on the walls.
Home in Naples
4.97 out of 5 average rating, 189 reviews

Modern North Naples Villa on 3 Acres

Come stay in your own two bedroom, one bath space on three beautifully maintained acres in North Naples! This attached/private guest house boasts a fully equipped kitchen with upgraded counter tops and appliances, king/queen beds Wi-Fi, shared laundry room access, BBQ, beach chairs and towels, and many more comforts of home for you to enjoy! The location cannot be beat! Close to I-75, and walking distance to a shopping, restaurants, and a short drive to Naples beautiful beaches! Sorry no pets!

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, 130 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
A sunset view features a wooden pier stretching over waves, with silhouettes of people gathering at the end. Warm hues of orange and yellow illuminate the sky, creating a serene backdrop against the gently rolling ocean.
Apartment in Naples
4.99 out of 5 average rating, 146 reviews

Beach Vacation Getaway

Great for a couple with 1 -2 young kids or a getaway for 2 or a business traveler. Guesthouse is totally separate from the main house. Bedroom-king sized bed. Couch, 24 inch high twin air mattress and ottoman w/ twin sized bed. Fully screened lanai/Indoor HEATED private pool/w 8ft wall (swim at your own risk). No pets. WiFi/cable TV. 10 minute drive to the beach/shopping. Walking/biking/jogging path. 4 bikes-(ride at your own risk)/BBQ grill/continental breakfast/a variety of snacks/beverages

Guest favourite
Home in Golden Gate
4.96 out of 5 average rating, 51 reviews

DreamStay | Pool | Heated Spa | Golf | Top Area

Welcome to DreamStay Naples! Why should you book with us?👇 -Heated pool & spa -Private mini golf ⛳️ -Quiet, safe & central location -20 minutes to Naples Pier & beaches 🌅 -10 minutes to Paradise Coast Sports Complex (fields, gym & indoor waterpark) -Minutes to I-75, shops & dining -Sleeps 6 comfortably -Family & kids friendly -Fast WiFi & Smart TVs -Fully equipped kitchen -BBQ area with outdoor dining -RV & boat friendly parking -Washer & dryer on-site -Self check-in & hosts available 24/7

Top Guest favourite
Guesthouse in Naples
4.93 out of 5 average rating, 90 reviews

Naples cozy cottage with full kitchen

Dragonfly Cottage: This cozy and stylish coastal guest home is centrally-located, minutes drive to restaurants, shopping, and the beach. This cottage is a full guest house with every convenience. A separate bedroom with queen sized bed, dresser and closet, a dedicated workspace with wireless charging, bathroom with shower/tub and vanity, a full kitchen with Keurig, range, microwave, refrigerator, and a washer/dryer unit for your exclusive use, private entrance and parking for 1-2 cars.

Top Guest favourite
A spacious stilt home features large windows that provide ample natural light. An outdoor deck with seating overlooks the canal, surrounded by palm trees. A boat dock is visible alongside smooth stone pathways leading to the house, creating a tranquil waterside setting.
Home in North Naples
4.99 out of 5 average rating, 185 reviews

Waterfront ocean access canal, Kayaks, Bikes Beach

We renovated a key west style home into a modern beachy oasis. You can kayak, bike and boat to the beach right from the house! This safe waterfront neighborhood has tons of friendly people out walking, running, biking, dog walking, etc. The house is 1/4 mile to the beach as the crow flys. Beach entrances are 2 miles away. We have 2 nice adult bicycles, kayaks and fishing rods for you to use. Located just off Wiggins Pass Road between 41 and the ocean. Stilt home. Don’t even need a car.

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 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.

Top Guest favourite
A serene pond is framed by lush greenery and tropical palm trees. Gentle fountains create ripples in the water, while a landscaped border of gravel and plants enhances the natural setting. The nearby two-story house is partially visible, providing a tranquil backdrop.
Treehouse in Naples
4.98 out of 5 average rating, 97 reviews

‘Treewater’ House (tree and lakehouse combo)

Private, peaceful, unique 2 story Stilt lake house, with screened balcony. 1 bed (queen bed) & 1 bath Tree house with private screened balcony overlooking tilapia pond. Fridge, convection microwave, Kreug coffee maker, DirecTV full package, Peaceful under house seating area with swing love seat , grill, fire pit & Private outdoor heated shower. Bicycles available if needed, Jacuzzi & large fire pit. Short distance to the most beautiful beaches in the world. Come Escape !

Guest favourite
A large community pool is framed by a spacious patio area, with lounge chairs neatly arranged around it. A clubhouse with a distinctive roof is visible in the background, surrounded by palm trees and lush landscaping. The sky is partly cloudy, contributing to a bright atmosphere.
Apartment in North Naples
4.85 out of 5 average rating, 117 reviews

Oasis Naples Condo 2BR/2Bath

Soak up the warm southwest Florida sun and enjoy a clean modern home with gorgeous views. This newly renovated condo is a short 5 minute car ride to Naples Beaches and 15 minutes to downtown. Two bedroom, two full bath home is the perfect quiet place for a couple’s retreat or for working remotely with high speed internet. The main pool IS open dawn to dusk!!! It’s a two minute walk within the community! (The smaller pool by the condo is closed and still waiting for completion.)

Luxe
Home in Naples
5 out of 5 average rating, 6 reviews

Pickleball, Pool, Hot Tub, Game room-Naples escape

Welcome to Naples Escape – A Luxurious Retreat in the Heart of Naples Set on 2.5 acres of meticulously landscaped grounds, this 4-bedroom, 4-bathroom estate combines elegant design and modern amenities for the ultimate getaway. Whether you’re planning a family gathering, a getaway with kids, a multi-generational reunion, or a peaceful retreat with friends, Naples Escape is the perfect destination for relaxation and recreation, conveniently located near Naples’ best attractions.

Top Guest favourite
A spacious driveway leads to a charming single-family home surrounded by lush greenery. Tall palm trees and vibrant landscaping frame the entrance, enhancing the serene ambiance of the retreat. The home is set back from the road, offering a private and tranquil atmosphere.
Home in Naples
4.93 out of 5 average rating, 163 reviews

Venetian Photoshoot - La Dolce Vita

Escape to our charming single-family home, where comfort meets luxury in a serene setting. This delightful retreat features three spacious bedrooms, perfect for families or groups seeking a relaxing vacation. Step outside to discover your private oasis: an inground heated pool complete with a rejuvenating hot tub, ideal for unwinding after a day of exploration, enjoy al fresco dining, with ample seating to savor meals together while soaking in the beautiful Florida sunsets.

Popular amenities for Vineyards holiday rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Collier County
  5. Vineyards