Guesthouse holiday rentals in Lee County

4.98 out of 5 average rating, 243 reviews

The modern kitchen is equipped with white cabinetry and stainless-steel appliances. A circular table with seating for four is positioned near a large glass sliding door that allows natural light and offers views of the outdoor space. A ceiling fan adds comfort to the room.

Guesthouse in Iona

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!

FamilyLocationParking

Superhost

A compact kitchen is equipped with modern appliances, including a coffee maker, microwave, and refrigerator. A granite countertop offers ample workspace, while cabinets provide storage. Soft blue lighting from a sign enhances the atmosphere, and a small dining table is positioned nearby.

Guesthouse in Cape Coral

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.

ValueLocationHospitality

4.79 out of 5 average rating, 150 reviews

Guesthouse in San Carlos Park

The guesthouse exterior features a modern design with a metal roof and a two-car garage. Landscaped front yard with green grass and decorative plants is visible, creating a welcoming entrance. A secluded porch area with seating is present, surrounded by trees and shrubs.

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.

FamilyValueHospitality

4.88 out of 5 average rating, 126 reviews

A cozy outdoor entrance features double French doors framed by a decorative awning. A wicker chair sits alongside a potted plant and a lantern, while a small wicker table with a potted lemon tree adds a touch of greenery. The tiled patio offers a welcoming atmosphere.

4.89 out of 5 average rating, 108 reviews

1920s Private Charming Cozy Tiny Home

Discover this charming 1925 stand-alone house in a scenic river-view neighborhood, close to eateries & shops. Enjoy private parking, security system, Wi-Fi, &Smart TV. Just 2 miles from vibrant downtown river district with dining, art, shops, music, & museums. Nearby amenities include; public golf course (.5 mi), community pool (1 mi), laundry (2 mi), and several beaches (5 mi). Experience tranquility and modern updates in this cozy 366 sq ft home, discreetly located behind a private residence.

LocationValueSolo travel

A modern kitchen is presented with sleek white cabinetry and a gray marble countertop. Stainless steel appliances, including a refrigerator and oven, are visible. A comfortable black chair is positioned nearby, complementing the well-lit and organized workspace.

5.0 out of 5 average rating, 6 reviews

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

CleanlinessComfortAmenities

A covered porch area is visible, framed by white railings and blue siding. The door leading inside features a screen, providing ventilation. Bright sunlight filters through, highlighting the outdoor space and views of greenery in the distance.

4.97 out of 5 average rating, 136 reviews

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.

ValueLocationNearby

A bright and airy room features a king-sized bed with plush linens, framed by soothing blue walls. A flat-screen TV is mounted on the wall, and two patterned chairs are positioned to enjoy the view. Large glass doors open to a private patio overlooking the water.

4.93 out of 5 average rating, 151 reviews

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.

FamilyLocationParking

4.95 out of 5 average rating, 44 reviews

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.

LocationFamilyQuiet

An outdoor seating area is featured on a wooden deck, with a cozy arrangement of chairs and a table. The sky is filled with vibrant colors as the sun sets, and tall palm trees provide a tropical backdrop. The boathouse architecture showcases large windows reflecting the evening light.

4.96 out of 5 average rating, 26 reviews

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.

LocationValueIndoor spaces

A bright sleeping area is highlighted by a red bedspread and a decorative pillow with the word 'BEACH.' Colorful fish-shaped wall art adds a playful touch. A lamp and bedside table provide functionality, while an air conditioning unit ensures comfort.

4.97 out of 5 average rating, 312 reviews

Valencia Terrace Retreat

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

LocationFamilyParks

4.94 out of 5 average rating, 187 reviews

Guesthouse in Cape Coral

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.

ValueFamilyBeach