Guesthouse vacation 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, 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.

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, 205 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

4.81 out of 5 average rating, 125 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.

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.

4.89 out of 5 average rating, 65 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, 110 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.

4.93 out of 5 average rating, 29 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, 138 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.

The exterior of the property features lush greenery and vibrant plants in decorative wooden barrels. A winding path made of brick leads to the entrance, framed by tall, tropical foliage. The building showcases a warm wooden facade with blue accents, surrounded by a serene, natural setting.

4.78 out of 5 average rating, 50 reviews

Cozy Suite Near Historic River District & Beaches!

This stylish suite is perfect for a couple who wants to explore the Downtown Historic River District of Fort Myers. Conveniently located near McGregor Blvd, enjoy Downtown Fort Myers River District: Rich History, Themed Restaurants, Eclectic Shopping, Live Theatre and so much more! 5 minute walk to Publix supermarket, breweries and restaurants 10 minute walk to Ford/Edison Estates 15 minute walk from downtown Fort Myers 20 minute drive to Fort Myers Beach 30 minute drive to Sanibel Island

4.78 out of 5 average rating, 174 reviews

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

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.

Guesthouse in Fort Myers Beach

A calming beach scene is captured just before sunset, displaying soft pastel hues in the sky. The sandy shore appears tranquil, with gentle waves meeting the horizon. A single figure can be seen in the distance, adding a sense of scale to the vast landscape.

4.81 out of 5 average rating, 109 reviews

Beachside Living – Walk to the Water!

Escape to our cozy one-bedroom beach retreat! Located on the lower level with a private entrance, enjoy your own living room, bathroom, and peaceful privacy. Just a 5-minute walk to the beach and 10 minutes to the island center. Relax outdoors with seating and a refreshing outdoor shower. Parking is available, plus boat parking on the canal. The perfect mix of comfort and convenience for your island getaway. Book now and enjoy sun, sand, and serenity just steps away!

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.

4.97 out of 5 average rating, 119 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.