
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 $114 AUD 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!
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!

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.

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.

Dolphin Bungalow in Naples
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, Dolphin 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!

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.
Popular amenities for Naples guesthouses
Family-Friendly guesthouses

Private guest house—minutes to the best beaches!

Cozy 1 bedroom guest house with pool access

Downtown Fort Myers Florida - Home Away From Home

Coastal Cabana - 2 Miles to Beach and 5th Ave

Florida Cottage with Pool, off McGregor Blvd.

Guest house shop apartment second floor unit

Susie's Old Florida Cottage

Sand shack retreat canal w/pool
Guesthouses with a patio

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

Naples Charming Cottage

Naples Tiny Mansion

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

Serene Stays Naples
Guest house rentals with a washing machine and dryer

Adorable Estero Cottage - Heated Pool/Spa - Sauna

Studio in heart of Naples

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

A little bit of Paradise
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Havana Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Serviced apartment rentals Naples
- Rentals with a sauna Naples
- Apartment rentals Naples
- Rentals with a washing machine and dryer Naples
- Condo rentals Naples
- Townhouse rentals Naples
- Rentals with a kayak Naples
- Villa rentals Naples
- Rentals with outdoor seating Naples
- Waterfront rentals Naples
- Beach house rentals Naples
- Rentals with a fireplace Naples
- Rentals with a hot tub Naples
- Rentals with a patio Naples
- Beach condo rentals Naples
- Beachfront rentals Naples
- Family-friendly rentals Naples
- Hotel rooms Naples
- Rentals with pools Naples
- Fitness-friendly rentals Naples
- Rentals with an EV charger Naples
- Rentals with a fire pit Naples
- Pet-friendly rentals Naples
- Cottage rentals Naples
- House rentals Naples
- Rentals with lake access Naples
- Rentals with beach access Naples
- Rentals with breakfast Naples
- Resort rentals Naples
- Guesthouse rentals Collier County
- Guesthouse rentals Florida
- Guesthouse rentals United States
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Tigertail Beach
- Bonita National Golf & Country Club
- Barefoot beach Bonita Springs,FL
- Florida Gulf Coast University
- Bowman's Beach
- The Naples Pier
- Clam Pass Park
- Jetblue Park
- Big Cypress National Preserve
- Edison & Ford Winter Estates
- Bunche Beach
- Yacht Club Public Beach
- Del Tura Golf & Country Club
- Delnor-Wiggins Pass State Park
- Coral Oaks Golf Course
- Barefoot Beach State Preserve
- Coconut Point
- Stonebridge Country Club
- Ave Maria University
- Lovers Key State Park
- Sun Splash Family Waterpark
- Things to do Naples
- Things to do Collier County
- Things to do Florida
- Nature and outdoors Florida
- Sports activities Florida
- Entertainment Florida
- Food and drink Florida
- Tours Florida
- Art and culture Florida
- Wellness Florida
- Sightseeing Florida
- Things to do United States
- Tours United States
- Entertainment United States
- Sports activities United States
- Nature and outdoors United States
- Wellness United States
- Art and culture United States
- Sightseeing United States
- Food and drink United States







