
Guesthouse vacation rentals in Naples
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Naples
Guests agree: these guesthouse rentals 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!

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.

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.

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.

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!

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.

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.

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.

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.

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.

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.

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!
Popular amenities for Naples guesthouse rentals
Family-friendly guest house rentals

Palm Paradise | Quiet area | Fenced yard, Fire Pit

Sunroom Bungalow Downtown Pet friendly.

Golden Studio

Sun Spotters Pet Friendly

Island Oasis

Cozy Private Studio in Safe Area • Close to Beach

Beautiful, nice and clean guest house

Guest house in Cape Coral, Florida
Guest house rentals with a patio

Studio sleeps 2, Beach is approx. 1.5 mile away.

Naples Charming Cottage

Naples Tiny Mansion

Cozy Retreat

1/1 Relaxing Retreat in Sunny Bonita Springs

Barefoot Bungalow – Cozy 2 BR Beach Retreat

Beachside Living – Walk to the Water!

Sleep over the water- Boathouse with Private Dock
Guest house rentals with a washer and dryer

Adorable Estero Cottage - Heated Pool/Spa - Sauna

Studio in heart of Naples

Downtown Fort Myers Florida - Home Away From Home

Poolside Paradise/Suite Serenity: in Naples, FL

The yellow apartment

"Cozy Efficiency Near Top Tourist Attractions!"

Naples Villa in the Woods

Private guest house Coconut Point
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 G$16,729 GYD 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 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!
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- Naples Beach
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- Florida Gulf Coast University
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- Ave Maria University
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