Guesthouse holiday rentals in Lee County

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.

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.

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.

4.98 out of 5 average rating, 196 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, 117 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.

A modern kitchen area includes white cabinetry, a full-sized refrigerator, and an oven. A round dining table surrounded by four black chairs is positioned near a window. A washer and dryer are tucked into the corner, offering convenient amenities.

4.86 out of 5 average rating, 28 reviews

Downtown Fort Myers Florida - Home Away From Home

Welcome to a peaceful studio apartment nestled in Fort Myers historical district of Edison Park just 500’ from the Edison & Ford Winter Estates just a short walk to downtown Fort Myers along Royal Palm tree lined McGregor Blvd. Visit the Downtown River District’s restaurants, bars, shops, Caloosa Sound Convention Center, theaters and minutes away from Sanibel, Captiva, Fort Myers Beach, golfing, multiple baseball parks (Twins & Red Sox), Southwest Florida International and Punta Gorda airports.

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.

4.91 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.

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.

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.)

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, 136 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 small yet welcoming sleeping area is highlighted by a spacious bed dressed with striped bedding. Light enters through two windows covered by sheer blinds, adding warmth to the room. A compact refrigerator and seating options are positioned nearby, enhancing functionality.

4.59 out of 5 average rating, 17 reviews

Small & cozy apartment 14 minutes from the airport

Cozy Small Apartment ! This apartment is perfect for couples! Located just minutes away from Walmart and Aldi for all your shopping needs. Enjoy excellent dining options at nearby restaurants in Coconut Point, making it the perfect place to explore. This apartment offers a private bathroom and kitchen, providing a comfortable and peaceful living experience. It’s in a quiet, friendly neighborhood, ideal for those seeking a calm, relaxing environment. Just 14 min from the Fort Myers airport.

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, 57 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 and Level 2 EV charger for EV.

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, 117 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 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.

4.93 out of 5 average rating, 119 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!