
Guesthouse holiday rentals in Naples
Find and book unique guesthouse rentals on Airbnb
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 $119 NZD 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 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!
Top-rated Guesthouses in Naples
Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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!
4.98 out of 5 average rating, 243 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.
4.79 out of 5 average rating, 150 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.
4.88 out of 5 average rating, 126 reviews
Large Newly Built 1B Studio w Patio, W/D
Forget your worries in this spacious and serene space. This is a complete studio apartment with private entrance. Outdoor sitting area Smart TV w/ Netflix, Disney+ Queen sized bed w/ luxury mattress Closet & dresser Walk-in tiled shower w/ vanity Incl. bath amenities & Hair Dryer Kitchenette w/ fridge & freezer Keurig w/ complimentary coffee Induction cooktop Microwave Toaster Oven/Air Fryer Washer/Dryer Beach towels, Chairs, Umbrella Parking for 1 car Short drive to beach, stores, dining
4.95 out of 5 average rating, 100 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.
4.92 out of 5 average rating, 142 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.
4.93 out of 5 average rating, 151 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.
4.97 out of 5 average rating, 136 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.
4.79 out of 5 average rating, 287 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.
4.94 out of 5 average rating, 187 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.
4.9 out of 5 average rating, 119 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!
4.81 out of 5 average rating, 186 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.
4.95 out of 5 average rating, 144 reviewsPopular amenities for Naples guesthouses
Family-Friendly guesthouses

1920s Private Charming Cozy Tiny Home
4.89 out of 5 average rating, 108 reviews
Small Cozy Private Studio
4.79 out of 5 average rating, 42 reviews
Saltwater Pool • Canal Front • Kayaks Provided
4.95 out of 5 average rating, 44 reviews
Island Oasis
4.98 out of 5 average rating, 43 reviews
3 Bedroom Heated Pool Guest House
4.93 out of 5 average rating, 14 reviews
Amazing & private Studio in Midtown!
4.88 out of 5 average rating, 93 reviews
Private Bungalow Ft Myers Home Near Beaches/FGCU
4.96 out of 5 average rating, 45 reviews
Studio sleeps 2, Beach is approx. 1.5 mile away.
4.95 out of 5 average rating, 22 reviewsGuesthouses with a patio

Naples cozy cottage with full kitchen
4.93 out of 5 average rating, 91 reviews
The Historic Coquina Cottage B - 2 Blocks to Beach
4.95 out of 5 average rating, 20 reviews
Cozy Retreat
4.95 out of 5 average rating, 20 reviews
Guest House in a Green Oasis
4.76 out of 5 average rating, 25 reviews
Coastal & Zen Get Away
5.0 out of 5 average rating, 53 reviews
Sleep over the water- Boathouse with Private Dock
4.96 out of 5 average rating, 26 reviews
Serene Stays Naples
5.0 out of 5 average rating, 48 reviews
Naples Charming Cottage
5.0 out of 5 average rating, 22 reviewsGuest house rentals with a washing machine and dryer

Florida Cottage with Pool, off McGregor Blvd.
4.78 out of 5 average rating, 147 reviews
Studio in heart of Naples
5.0 out of 5 average rating, 25 reviews
Guest Cottage
4.91 out of 5 average rating, 47 reviews
"Cozy Efficiency Near Top Tourist Attractions!"
4.88 out of 5 average rating, 32 reviews
Adorable Estero Cottage - Heated Pool/Spa - Sauna
4.93 out of 5 average rating, 95 reviews
“Luxury Efficiency in San Carlos
4.92 out of 5 average rating, 66 reviews
The yellow apartment
5.0 out of 5 average rating, 25 reviews
A Little Slice of Home
4.91 out of 5 average rating, 35 reviewsDestinations to explore
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