
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.

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.

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.

Saltwater Pool • Canal Front • Kayaks Provided
In S Fort Myers. Relax by the saltwater pool, then launch kayaks or a two-person canoe from the pet-friendly fenced backyard to explore mangrove-lined canals. Drive 13 miles to Sanibel Island, 6 miles to Fort Myers Beach. Walk to Lakes Park/Wednesday Farmers Market or Castle Golf (mini golf). Bike trails nearby. Close to Publix, shops & restaurants. Private 1st-floor guest suite with private entry, 1 bed, 1 bath & full kitchen. Owners live upstairs. Convertible sofa for extra sleeping space.

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.

Chameleon Guest Cabana
The 300 Sq Ft Cabana Studio Apartment with Separate full Bathroom!! The Cabana with mini fridge, microwave, Keurig and toaster is completely private and was built in 1925 and recently updated is tucked away in a lovely established and historic neighborhood very close (walking distance) to The Edison Ford Winter Estates. Downtown Ft. Myers is a walkable distance if you are accustomed to walking but may be a little far for some. The neighborhood is very safe and quiet. Safe Travels

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.

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.

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.

Cozy Private Studio •Great location
“Brand new 2026 Studio • Private & spotless”. Cozy private studio with its own entrance—perfect for couples, solo travelers, or work trips. Enjoy a clean, comfortable space with everything you need for a relaxing stay. Located in a quiet, safe area close to shopping, dining, and Fort Myers attractions. Your ideal home base for privacy, comfort, and convenience. Fast WiFi, fully equipped kitchen.Relax and feel at home in a quiet, safe neighborhood.
Popular amenities for Lee County guesthouses
Family-Friendly guesthouses

Private guest house—minutes to the best beaches!

South Fort Myers close to FGCU and beaches

Private Casita in Lehigh Acres • Parking

Cozy Escape!

Sun Spotters Pet Friendly

Cozy Suite Near Historic River District & Beaches!

Private Bungalow Ft Myers Home Near Beaches/FGCU

Island Oasis
Guesthouses with a patio

Palm Paradise | Quiet area | Fenced yard, Fire Pit

Julie’s Rivers Edge Retreat North Ft Myers

1/1 Relaxing Retreat in Sunny Bonita Springs

Beachside Living – Walk to the Water!

Serene Studio Steps from the Water

Cozy Guest Suite with Private Entrance

Sand shack retreat canal w/pool

Adorable & spacious efficiency w/ full kitchen
Guest house rentals with a washing machine and dryer

Downtown Fort Myers Florida - Home Away From Home

Barefoot Bungalow – Cozy 2 BR Beach Retreat

3 bedroom 2 bath heated Pool Guest house

“Luxury Efficiency in San Carlos

Modern Independent Tiny House

The Flamingo Guesthouse on CANAL

Arden's Garden

Golf Cart & Free Sunset Cruise Provided w/ Rental
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