
Guesthouse holiday rentals in Lee County
Find and book unique guesthouse rentals on Airbnb
Top-rated Guesthouses in Lee County
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!

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.

Amazing & private Studio in Midtown!
Enjoy comfort, convenience and unbeatable location at this updated Studio in the very safe Midtown Fort Myers. 2 TV's Private entrance and parking for 2 vehicles. Walk to FSW College, FGC University, Barbara B Mann Theater and Suncoast Arena 4 supermarkets, 17 Restaurants/Caffes within 1 mile. 2.6 miles to Gulf Coast Medical Center 9 miles to Fort Myers Beach 8 miles to Downtown Fort Myers 11 miles to (RSW) Airport 17 miles to Sanibel Island 50-amp outlet & Level 2 EV charger at $10 per night

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.

Cozy haven
Enjoy a stylish experience at this centrally-located place (close to beach) This brand new space has one bedroom with a king bed, closet and dresser, blow up queen bed mattress and pull out single couch along with additional seating. It has a tub/shower combo in the bathroom along with a washer and dryer. The fully equipped kitchen has anything you need. Has Patio/deck. Guesthouse is completely private but entrance is through the detached garage. You will have your own code to access all doors

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.

The Flamingo Guesthouse on CANAL
Casual, Cozy guesthouse situated on a beautiful canal looking out to the Caloosahatchee River. Deep canal with turn around that can accommodate almost any size boat. Quiet location on a dead end lane...close to grocery stores and restaurants. 45 min from Fort Myers Beach! Window air in bedroom. ceiling fans. I bedroom with King bed. Daybed in Entry living area. Full kitchen and wifi. Covered Carport to keep your car cool from the sun Deck out back to relax and watch the world float by!

Sleep over the water- Boathouse with Private Dock
This 1920s boathouse offers a once-in-a-lifetime stay directly over Whiskey Creek, where the gentle sound of water beneath your feet lulls you to sleep. With a private entrance, dock and waterfront views, this isn't just a room--it is an unforgettable Florida experience. This boathouse has been ungraded with all modern conveniences and is centrally located close to downtown, restaurants and shopping. Sip your morning coffee on the dock as herons and bald eagles glide across the creek.

Kayaking Paradise • Pool . Canal front
$million home located in the heart of S Fort Myers close to EVERYTHING. Kayak out of the pet friendly fenced backyard through miles of pristine mangroves, gorgeous saltwater pool; 13 miles to Sanibel Island, 6 miles to Fort Myers Beach. Walk to Lakes Park and visit the farmers market/Wednesday mornings or walk to Castle Golf (award winning mini golf). Biking trails everywhere. Near: Walmart, restaurants; Publix and Aldi's. 1 Bed/1 bath/kitchen 1st floor unit with own entry.

Adorable Estero Cottage - Heated Pool/Spa - Sauna
Come and relax in this calm, stylish space located on one acre property full of pines and fruit trees, with access to the House Heated Pool with Jacuzzi and the sauna. Modern design will make you feel comfortable. Close to Bonita, Ft.Myers, Lovers key and Sanibel beaches & fishing piers. Cottage is 12 miles away (19 km) from RSW airport, about 20 min of driving. We are happy to meet our guests, but also respect your privacy. Your comfort is our priority.

Bright, Private Studio Retreat in Cape Coral, FL
Welcome to your home away from home. This studio rental is detached from the main house, giving you absolute privacy and a quiet space to relax. The kitchenette is fully equipped with all the essentials to cook real meals. Step outside and you'll find a small private patio that's all yours, perfect for morning coffee or just getting some fresh air. You've also got your own parking spot in the driveway, so no need to stress about street parking.

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.
Popular amenities for Lee County guesthouses
Family-Friendly guesthouses

Perfect go away!

Peaceful and Cozy Tiny House in Lehigh Acres

Caloosahatchee Cottage - Waterfront, 5 min to D/T

Modern Elegance & Brand-New Comfort

Luxury on the Lake

Cozy Private Studio •Pet-friendly •Great location

Adorable pool house near golf course

Dreamy Guest Nest, Pool Access
Guesthouses with a patio

Julie’s Rivers Edge Retreat North Ft Myers

Pool House with Lanai & Deck

1/1 Relaxing Retreat in Sunny Bonita Springs

Beachside Living – Walk to the Water!

Adorable 1 BDRM first floor house in Bokeelia

Serene Studio Steps from the Water

Cozy Guest Suite with Private Entrance

Cozy with Private Entry Near Fort Myers & Airport
Guest house rentals with a washing machine and dryer

Private guest house—minutes to the best beaches!

The Palmview Loft

Downtown Fort Myers Florida - Home Away From Home

Barefoot Bungalow – Cozy 2 BR Beach Retreat

3 bedroom 2 bath heated Pool Front Guest house

Seahorse Studio

“Luxury Efficiency in San Carlos

Florida Cottage with Pool, off McGregor Blvd.
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