
Guest house holiday rentals in Naples
Find and book unique guest house rentals on Airbnb
Quick stats about guest house rentals in Naples

Total holiday rentals
Explore 20 holiday rentals in Naples

Nightly prices starting at
Naples holiday rentals start at £52 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

Wifi availability
20 of Naples holiday rentals include wifi 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 guest house rentals in Naples
Guests agree: these guest house 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!

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.

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!

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.

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.

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.

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.

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

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

1/1 Relaxing Retreat in Sunny Bonita Springs

North- Sunset Hide Away in Paradise

Sun Spotters Pet Friendly

“Luxury Efficiency in San Carlos

Peaceful Guesthouse on Nature

Downtown Naples Oasis – 5 Mins to the Beach!

Island Oasis
Guest house rentals with a patio

Naples Tiny Mansion

Naples Charming Cottage

Cozy Retreat

Barefoot Bungalow – Cozy 2 BR Beach Retreat

Spacious Modern 1B Studio w Patio, W/D

Sleep over the water- Boathouse with Private Dock

The Historic Coquina Cottage B - 2 Blocks to Beach

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

Adorable Estero Cottage - Heated Pool/Spa - Sauna

Studio in heart of Naples

3 bedroom 2 bath heated Pool Guest house

The yellow apartment

"Cozy Efficiency Near Top Tourist Attractions!"

Naples Villa in the Woods

Florida Cottage with Pool, off McGregor Blvd.

Carney Carriage House
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- Naples Beach
- Captiva Island
- Lovers Key Beach
- Tigertail Beach
- Florida Gulf Coast University
- Barefoot beach Bonita Springs,FL
- Bowman's Beach
- Bonita National Golf & Country Club
- Jetblue Park
- Big Cypress National Preserve
- The Naples Pier
- Clam Pass Park
- Edison & Ford Winter Estates
- Bunche Beach
- Yacht Club Public Beach
- Coconut Point
- Delnor-Wiggins Pass State Park
- Ave Maria University
- Lovers Key State Park
- Coral Oaks Golf Course
- Barefoot Beach State Preserve
- Tarpon Bay Beach
- Sun Splash Family Waterpark
- Del Tura Golf & Country Club
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