Guest house holiday rentals in Lee County

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.

4.97 out of 5 average rating, 225 reviews

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!

Superhost

A spacious sleeping area is highlighted by a large bed adorned with a colorful floral duvet cover. Natural light filters through the window treatments, illuminating the room. A decorative mirror and a functional air conditioning unit complement the minimalist design.

4.89 out of 5 average rating, 80 reviews

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

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.

4.88 out of 5 average rating, 123 reviews

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.

Superhost

A thatched-roof gazebo is surrounded by lush green grass, featuring four wicker chairs with colorful cushions positioned around a glass table. A large patterned outdoor rug adds structure to the space, complemented by a potted flowering plant resting on the ground.

4.6 out of 5 average rating, 5 reviews

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!

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.

A refreshing saltwater pool is surrounded by a patio featuring colorful pavers. Palm trees provide shade, and lounge chairs are positioned nearby, creating a serene space. A gazebo is seen in the background, along with tropical landscaping and a white fence enclosing the area.

4.97 out of 5 average rating, 31 reviews

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.

4.92 out of 5 average rating, 85 reviews

Guest house in Estero

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.

Guest house in North Fort Myers

4.89 out of 5 average rating, 101 reviews

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.

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, 133 reviews

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.

A charming two-story guest house is displayed, featuring bright yellow siding and a distinctive pitched roof. The entrance is framed by a light blue door and large windows, allowing natural light to illuminate the interior. Lush greenery surrounds the property, creating a welcoming environment.

4.94 out of 5 average rating, 136 reviews

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!

A bright bedroom features a spacious bed adorned with a tropical-patterned quilt. Light-colored walls create an airy atmosphere, complemented by a ceiling fan. Artwork depicting marine life and an anchor decorates the walls, while a closet with shutter doors enhances the design.

4.95 out of 5 average rating, 43 reviews

VillaTortuga•Relaxing Retreat•Close•Beaches•Dining

Tranquil 1BR getaway with patio, near Fort Myers beaches. Fully equipped kitchen, comfy bed, WiFi, and free parking. Perfect for couples, solo travelers, or monthly stays. Quiet, safe area. Weekly & monthly discounts available for extended visits. Close to shops and restaurants.

Superhost