Guesthouse vacation rentals in Naples

Find and book unique guesthouse rentals on Airbnb

Quick stats about guesthouse rentals in Naples

  • Total vacation rentals

    Explore 20 vacation rentals in Naples

  • Nightly prices starting at

    Naples vacation rentals start at ﺩ.ﺇ 257 per night before taxes and fees

  • Verified guest reviews

    Over 1,490 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Naples vacation 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!

Top-rated guesthouse rentals in Naples

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

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Top guest favorite
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
4.97 out of 5 average rating, 232 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 favorite
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, 145 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 favorite
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
4.88 out of 5 average rating, 125 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 favorite
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 favorite
Guesthouse in Naples
5 out of 5 average rating, 179 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!

Top guest favorite
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, 135 reviews

Charming Carriage House next to Edison Ford Estate

Wake up overlooking the gardens of the historic Edison Ford Estates before strolling into Art Deco Downtown Fort Myers for breakfast or an evening cocktail. This charming carriage house backs directly onto the famous Edison Ford Estates offering a peaceful, walkable setting full of Old Florida charm. Downtown's restaurants, bars and shops are a 20-minute walk away, or hop on the free trolley (Nov–May). The Caloosahatchee river just 3 blocks away SWF International Airport is 17 miles away.

Top guest favorite
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.

Guest favorite
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, 287 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 favorite
Guesthouse in Cape Coral
4.93 out of 5 average rating, 181 reviews

Central Modern Hidden Gem with pool

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. The price you see per night is the price including all the fees, before this you will see a price then at check out other fees were added on this listing the price you see is the real price.

Guest favorite
Guesthouse in North Fort Myers
4.89 out of 5 average rating, 109 reviews

Seahorse Studio

Take it easy at this unique and tranquil getaway with a massive botanical garden (photos show plants from our half acre garden), water views, and pool access! We are 20-35 minutes from the ocean and even less from the beautiful river and connecting canals. Kayak the gorgeous canals and right iut to the Caloosahatchee river! See manatees, dolphins, gators and a plethora of birds and other wildlife! Please do not tresspass on neighboring properties.

Superhost
A spacious living area features a flat-screen TV displaying a serene golf course scene. A comfortable blue couch and a modern lounge chair are situated around a simple coffee table. Bright light enters through windows adorned with blinds, complementing the clean, neutral decor.
Guesthouse in Naples
4.8 out of 5 average rating, 181 reviews

Coastal Cabana - 2 Miles to Beach and 5th Ave

The Coastal Cabana is an adorable one-bedroom guest house less than two miles to the beach and the best shopping and dining in Naples. This downtown location in the 34102 zip is unmatched when it comes to beach accessibility and the best of everything downtown Naples has to offer. The Cabana is tucked away in a small, quiet coastal neighborhood walking distance to the Naples Zoo and Conservancy of Southwest Florida, and Gordon River Greenway!

Guest favorite
A screened-in patio surrounds a rectangular swimming pool, providing a clear view of the pool area. Two wooden chairs with a small table are positioned nearby. The entrance to the bungalow is marked by a blue door, with tropical-themed decor visible on the walls.
Guesthouse in Naples
4.95 out of 5 average rating, 143 reviews

Manatees

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, Manatees 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.

Popular amenities for Naples guesthouse rentals

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