Guesthouse holiday rentals in Naples

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in Naples

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Top Guest favourite
The modern kitchen is equipped with white cabinetry and stainless-steel appliances. A circular table with seating for four is positioned near a large glass sliding door that allows natural light and offers views of the outdoor space. A ceiling fan adds comfort to the room.
Guesthouse in Iona
4.98 out of 5 average rating, 219 reviews

Waterfront Hideaway

This picturesque Airbnb is a hidden gem nestled along a canal, one minute boat ride to the Caloosahatchee River. The living room, bathed in natural light is perfect for taking in the scenic views. The spacious bedroom has a king-size bed, ensuring a night of blissful rest. The full kitchen is equipped with all modern appliances. Close to Sanibel & Fort Myers Beach. Bring your boat & dock it on the seawall, ready to set sail whenever your heart desires. Book now - your coastal paradise awaits!

Guest favourite
A compact kitchen is equipped with modern appliances, including a coffee maker, microwave, and refrigerator. A granite countertop offers ample workspace, while cabinets provide storage. Soft blue lighting from a sign enhances the atmosphere, and a small dining table is positioned nearby.
Guesthouse in Cape Coral
4.81 out of 5 average rating, 144 reviews

Perfect Place for your Vacations

This Guesthouse has everything you need for your vacation, it is central located, in a peaceful and safe neighborhood and have a very well distributed space. Its located few minutes from the Caloosahatche River and the beautiful beaches of the Gulf of Mexico, it includes bicycles, kayaks, umbrella, beach chairs, fishing rods and other items that will enhance your vacation. It is also very close to highly recommended restaurants, famous shops (walmart,Publix, McDonald) and other essential places.

Guest favourite
The guesthouse exterior features a modern design with a metal roof and a two-car garage. Landscaped front yard with green grass and decorative plants is visible, creating a welcoming entrance. A secluded porch area with seating is present, surrounded by trees and shrubs.
Guesthouse in San Carlos Park
4.89 out of 5 average rating, 121 reviews

Hezekiah's 2 Story Guesthouse with Pool

Hezekiahs Guesthouse a perfect getaway in sunny SWFL! You will be staying in the guest house with a private entrance. This property has a living room and kitchenette downstairs and a spacious bedroom with master bathroom upstairs. This Airbnb is attached to our home. You will have access to the pool and our outside grill area. Complimentary coffee, water, soda and more.. Lots of nearby restaurants and shopping. Minutes away to Fort myers or Bonita beach, FGCU and RSW Airport and Hertz Arena.

Top Guest favourite
A serene garden setting features a wooden deck surrounded by diverse plants and flowers in vibrant colors. A small, round table is positioned between two wooden chairs, offering a peaceful spot to relax. Decorative lanterns add a touch of charm to the lush environment.
Guesthouse in Naples
4.92 out of 5 average rating, 142 reviews

Ecofriendly Yoga Retreat 6 min to Beach

Guests can enjoy an adult only, clean, quiet, TV-free, 300 sq. ft indoor space and a beachy bathhouse surrounded by a serene garden setting, and private entrance. Entire property is non-smoking. Perfect for yoga, meditation, creative work and nature lovers. Garden and patios can be enjoyed between 7 am and 10 pm. Guests have free use of bikes. Property does not accept third party bookings, guest must be at least 21 years, no animals (no exceptions) or guests that like to party or smoke.

Top Guest favourite
Guesthouse in Lake Park
5 out of 5 average rating, 174 reviews

By the Beach and 5th - Studio Apartment with Pool

Great location! Newly renovated! A studio guest apartment with your own private entrance, full kitchen & bath! A non-smoking home only 1 mile from the beach, 5th Ave dining & shops, the mall, the zoo, beautiful Baker Park, and that's not all- Only steps away are local restaurants and shops! Bikes and beach equipment included! Did we mention there's also a pool? Or that you can sing along to your fave tunes in the shower via a Bluetooth speaker? This home is 325 square feet of clean cuteness!

Guest favourite
A well-arranged studio apartment features distinct living areas and a full kitchenette. A cozy couch with colorful cushions invites relaxation, while plants and decorative items provide a touch of nature. The bedroom area is separated by a decorative screen, enhancing privacy and space.
Guesthouse in Naples
5 out of 5 average rating, 25 reviews

Studio in heart of Naples

Charming Studio Apartment in the Heart of Beautiful Naples, Florida studio apartment is centrally located in the heart of Naples. Unit offers privacy, comfort, and convenience. Private Entrance & Parking Full-sized bed Full-size bathroom Workspace with a desk and chair. Eat-In Kitchenette Wi-Fi Whether you’re visiting for business, leisure, or simply exploring the best of Naples, this charming studio offers everything you need for a comfortable and enjoyable stay. Book your escape today!

Top Guest favourite
A bright and airy room features a king-sized bed with plush linens, framed by soothing blue walls. A flat-screen TV is mounted on the wall, and two patterned chairs are positioned to enjoy the view. Large glass doors open to a private patio overlooking the water.
Guesthouse in Fort Myers
4.93 out of 5 average rating, 150 reviews

Get Away to the Mango Cottage

Nestled on the outskirts of Historic downtown Fort Myers abides the Mango Cottage overlooking the Caloosahatchee River. The sunsets are amazing. You will enjoy the luxurious linens on the King sized bed to the relaxing patio it will delight the senses. You will be able to enjoy the 60" flat screen Smart TV! . The cottage is complete with Keurig coffee maker, toaster, microwave/convection oven and grill outside. We are minutes from restaurants and night life. This is a NON-SMOKING property.

Superhost
A modern living area features a sleek dark sofa paired with a small round table displaying a colorful fruit plate. Soft textures are highlighted with fur and a vibrant flower arrangement. A doorway leads to a bright kitchen area, while artwork adorns the wall.
Guesthouse in Naples Park
4.79 out of 5 average rating, 276 reviews

814 LeChicShack •Modern GuestHouse• Private Entry

Welcome to the Le Chic Shack! This newly renovated Guest House is conveniently located in the popular Naples Park neighborhood. Close by are Vanderbilt & Wiggins Pass Beaches, Mercato Shopping & Dining District, Ritz Carlton, LaPlaya & Turtle Club Resorts. Endless options of Dining, Shopping & Nightlife are just minutes away. You will enjoy the modern updates such as Furnishings, TV, Kitchen, Bed & Bath. The lush & tropical outdoor space is private and equipped with a gas grill.

Top Guest favourite
A covered porch area is visible, framed by white railings and blue siding. The door leading inside features a screen, providing ventilation. Bright sunlight filters through, highlighting the outdoor space and views of greenery in the distance.
Guesthouse in Fort Myers
4.97 out of 5 average rating, 128 reviews

Charming Carriage House in Historic Neighbourhood

This lovely carriage house backs onto the famous Edison Ford Estates making it a truly unique location- you really don’t have far to go to explore its beautiful gardens! Hit the Downtowns restaurants, bars and shops nestled within Art Deco architecture in stunning pastel colours for a real ‘Old Florida’ experience! DT is a 20 minute walk away or take advantage of the free trolley service from Nov-May 1. SWF airport 17 miles.

Guest favourite
The exterior of Turtle Bungalow is framed by tall palm trees and lush greenery. A shaded seating area is arranged under a large umbrella, accompanied by a table and chairs. Decorative elements, such as a small statue and potted plants, enhance the entrance.
Guesthouse in Naples
4.92 out of 5 average rating, 140 reviews

Turtle Bungalow

Wake up to a chorus of singing birds under the splendid South Florida weather. Brew a coffee in the privacy of your bungalow, and get ready to seize the day. After a fun day at the beach or a productive working session, Turtle Bungalow will be perfect for the relaxation you need. Sit outside and enjoy the peaceful backyard view, pool, and the sweet afternoon breeze. The sun is warm, flowers are blooming… I wouldn’t wait.

Top Guest favourite
A charming two-story guest house is displayed, featuring bright yellow siding and a distinctive pitched roof. The entrance is framed by a light blue door and large windows, allowing natural light to illuminate the interior. Lush greenery surrounds the property, creating a welcoming environment.
Guesthouse in Dean Park Historic District
4.94 out of 5 average rating, 136 reviews

Carney Carriage House

We are ready to welcome you back to to the Dean Park Historic District and our charming 1920's Colonial style guest house. We hope you will enjoy its quirky layout and park like property . This ground floor guest house apartment is equipped with a queen size bed in the bedroom, reading nook, bathroom, full kitchen, 2 smart TV's and private patio. Everything you need to enjoy a relaxing Florida lifestyle!

Top Guest favourite
An outdoor pool area is enclosed by a screened lanai, featuring a clear blue pool complemented by a surrounding deck. Seating areas with lounge chairs are positioned nearby, and soft curtains add a relaxed touch to the space. The main living area is visible through the open doors.
Guesthouse in Cape Coral
4.93 out of 5 average rating, 176 reviews

Pool modern

Location! Location! This is close distance to Deli, restaurants and supermarket . The house faces the canal with breathtaking views we have cameras facing the canal and pool area in order to protect you. This is only for 2 persons. No children or service dogs or comfort pets allowed.

Popular amenities for Naples guesthouses

Quick stats about guesthouse rentals in Naples

  • Total holiday rentals

    Explore 20 holiday rentals in Naples

  • Nightly prices starting at

    Naples holiday rentals start at $135 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,440 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Naples holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Naples rentals

  • 4.9 Average rating

    Naples stays are highly rated by guests—averaging 4.9 out of 5!

Destinations to explore

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