Guesthouse vacation 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.

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Top guest favourite
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, 114 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 favourite
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, 191 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 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, 112 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 favourite
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 favourite
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
4.91 out of 5 average rating, 107 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 favourite
A quaint cottage surrounded by lush greenery and tropical plants is shown. A porch with seating faces the water, providing a serene view. The exterior of the cottage is light-colored, and the scene includes reclining chairs and vibrant landscaping, emphasizing the inviting outdoor space.
Guesthouse in Fort Myers
4.96 out of 5 average rating, 23 reviews

Caloosahatchee Cottage - Waterfront, 5 min to D/T

Rest and unwind at the Caloosahatchee Cottage. This quaint guest cottage has sunset views that can’t be beat. Private space conveniently located just minutes from downtown Fort Myers. Full-sized bed, WiFi, TV with streaming services available, full bathroom, full size fridge and microwave (no kitchen). You’ll have access to the backyard and the dock (no swimming). You’ll share a walkway with the main house, but you’ll have plenty of privacy to rest and unwind. (Cottage is 160 sq ft total.)

Top guest favourite
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
4.93 out of 5 average rating, 131 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
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.
Guesthouse in Fort Myers
4.75 out of 5 average rating, 4 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!

Guest favourite
Guesthouse in Estero
4.93 out of 5 average rating, 68 reviews

Adorable Cottage with Heated Pool -Jaccuzi - Sauna

Come and relax in this calm, stylish space located 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 favourite
A bright dining area features a round marble table with two gold-accented chairs. Light wood flooring enhances the space, while a colorful accent wall with floral design adds interest. A large window offers natural light, showcasing the cozy atmosphere of the cottage.
Guesthouse in Fort Myers
5 out of 5 average rating, 12 reviews

Downtown Cozy Cottage

This downtown guest house is a 5 minute walk to downtown Fort Myers. The guest house cottage has its own private entrance and is it’s own unit. There is another house on the property with a separate entrance. The only shared space is the laundry room. Enjoy citrus, avocado, and mango trees on the property. Plenty of parking in the back and your own private backyard area. New sound/impact resistant windows 2024. Photo ID required for booking.

Guest favourite
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
4.96 out of 5 average rating, 113 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 favourite
A bright, cozy living area features a green sectional sofa with decorative pillows and a white coffee table. A round dining table is set for four, with light streaming in through the large windows. A wall-mounted TV adds convenience, enhancing the space's functionality.
Guesthouse in Fort Myers
4.93 out of 5 average rating, 118 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!

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