Guesthouse vacation rentals in Lee County

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Lee County

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
An outdoor area features a well-maintained gravel landscape, framed by lush greenery and palm trees. A round table with four vibrant red chairs offers a place for gathering, set against a backdrop of a pastel-colored guest house with a distinctive turquoise door and awning.
Guesthouse in Fort Myers
4.99 out of 5 average rating, 117 reviews

Private guest house—minutes to the best beaches!

Experience the charm of Fort Myers in this quaint, private guest house located in the historic district. Perfectly situated near Fort Myers Beach (12 miles), Sanibel Island (16 miles), downtown (4 miles), some of the areas best restaurants (some even walking distance), grocery stores, & convenience stores. Easy access to Southwest Florida International Airport & FGCU. Uber and Lyft are easy access. The neighborhood is peaceful, safe, & walk friendly. Book now for a convenient and memorable stay.

Top guest favorite
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 Fort Myers
4.98 out of 5 average rating, 209 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!

Guest favorite
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
4.8 out of 5 average rating, 133 reviews

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.

Top guest favorite
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.
Guesthouse in Fort Myers
4.96 out of 5 average rating, 25 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. en la planta baja

Guest favorite
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.
Guesthouse in Fort Myers
4.9 out of 5 average rating, 72 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

Guest favorite
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.
Guesthouse in Fort Myers
4.89 out of 5 average rating, 118 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.

Top guest favorite
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.
Guesthouse in Fort Myers
4.94 out of 5 average rating, 148 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.

Superhost
The exterior of the cottage is surrounded by vibrant greenery and colorful bougainvillea, with a decorative trellis visible. A pathway leads to the entrance, and a screened lanai is located at the front, providing a sheltered outdoor space.
Guesthouse in Bokeelia
4.78 out of 5 average rating, 174 reviews

Susie's Old Florida Cottage

Explore Pine Island & the Florida Gulf Coast from this retro 2-room cottage set in a pretty back yard. 45 min from Ft. Myers Beach/Sanibel. Wi-fi, A/C, kitchen, v small bathroom w/shower, 1 bedroom, cozy private deck, screened lanai. Perfect for 1 or 2. Avoid the motel feel & enjoy your privacy. Discounts for weekly/monthly bookings. No beaches on PIne Island, but enjoy kayaking, birding, biking, tennis, boating, & fishing. May 2023: Pine Island is still recovering from Hurricane Ian.

Top guest favorite
A cozy tiny home is illuminated by string lights, creating a welcoming ambiance. The porch features a bistro set and is accompanied by decorative elements like a fire hydrant and a fire pit. The property is enclosed by a fence, enhancing privacy.
Guesthouse in Fort Myers
4.96 out of 5 average rating, 56 reviews

Ft Myers Tiny Private Home w/Patio, kitchen, deck

Private standalone tiny home in Ft Myers with a unique fire station theme. Home includes a bedroom, bathroom, fully equipped kitchen, and private porch. The kitchen features a microwave/air fryer/convection oven combo, half refrigerator/freezer, two-burner cooktop, Keurig, large stainless sink, LED under-cabinet lighting, cookware, and storage. Enjoy a lanai/BBQ area with lighting, fountain, seating, propane/charcoal grills, and a fire pit—ideal for relaxing evenings.

Top guest favorite
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.
Guesthouse in Fort Myers
4.97 out of 5 average rating, 121 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.

Top guest favorite
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.
Guesthouse in Fort Myers
4.94 out of 5 average rating, 135 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!

Superhost
Guesthouse in Matlacha
5 out of 5 average rating, 3 reviews

Hooker’s Hideaway

Come on down to Hooker’s Hideaway, where life slows to a lazy crawl and the sunsets steal your breath. This peaceful Matlacha getaway’ has direct Gulf access, a floating dock, and plenty of space to stretch out. Watch mullet jump clean outta the water — locals swear they’re just jumpin’ for joy! Fish, paddle, or sit a spell soaking up the Old Florida vibe while the day fades to gold.

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