Guest house holiday rentals in Fort Myers

4.97 out of 5 average rating, 224 reviews

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.

Guest house in Iona

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 house in Cypress Lake

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

Guest house in San Carlos Park

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.

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, 150 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.

4.79 out of 5 average rating, 58 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

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.

Guest house in Naples Park

4.79 out of 5 average rating, 281 reviews

814 LeChicShack •Modern GuestHouse• Private Entry

Welcome to the Le Chic Shack! This newly renovated Guest House is conveniently located in the popular Naples Park neighborhood. Close by are Vanderbilt & Wiggins Pass Beaches, Mercato Shopping & Dining District, Ritz Carlton, LaPlaya & Turtle Club Resorts. Endless options of Dining, Shopping & Nightlife are just minutes away. You will enjoy the modern updates such as Furnishings, TV, Kitchen, Bed & Bath. The lush & tropical outdoor space is private and equipped with a gas grill.

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, 100 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.

Popular amenities for guest house rentals in Fort Myers

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

4.82 out of 5 average rating, 11 reviews

Private Guest House on Acreage

A well-arranged studio apartment features distinct living areas and a full kitchenette. A cozy couch with colorful cushions invites relaxation, while plants and decorative items provide a touch of nature. The bedroom area is separated by a decorative screen, enhancing privacy and space.

5 out of 5 average rating, 25 reviews

Studio in heart of Naples

4.71 out of 5 average rating, 7 reviews

Cottage in the Woods

An outdoor patio is depicted featuring a sliding glass door that opens into the interior space. Potted plants are arranged around the entryway, with a small round table and chair positioned nearby. Lush greenery is visible in the background, creating a serene environment.

4.95 out of 5 average rating, 20 reviews

Charming guest quarters in a separate building

Guest house in North Naples

5 out of 5 average rating, 7 reviews

Cottage in Nature's Paradise

A private outdoor area features a stone patio surrounding a large swimming pool with a spa. Tropical plants and palm trees provide greenery, while lounge chairs and an umbrella are positioned nearby. The enclosed space ensures seclusion and relaxation.

Guest house in Cape Coral

4.55 out of 5 average rating, 20 reviews

Zen Yard with Cozy 1 Bedroom Private entrance apt

Guest house in Burnt Store

A living area features an Americana theme with a red sofa adorned with patterned pillows. A small white table is set for two, accompanied by a blue chair. A large television is mounted on the wall, while light filters through vertical blinds.

4.87 out of 5 average rating, 15 reviews

Luxury on the Lake

Guest house in North Naples

A spacious sleeping area features a large bed with a grey throw and white linens. A modern black and white wall art piece is displayed above the bed. Soft light illuminates the room, highlighting light grey walls and a visible doorway leading to a bathroom.

5 out of 5 average rating, 18 reviews

North Naples Studio 10 minutes drive to the beach

Guest house rentals with a patio

The exterior of a charming two-story carriage house is shown, featuring a combination of light yellow and blue siding. A balcony is positioned above the entrance, and palm trees add a tropical feel to the landscape. Green grass and trees surround the property.

4.94 out of 5 average rating, 35 reviews

The Palmview Loft

An open-concept living area is shown, featuring a modern kitchenette with white cabinetry and stainless-steel appliances. Four bar stools are positioned at a low counter, while a dark sectional sofa sits across from a coffee table atop a patterned rug. Natural light enters through large windows.

5 out of 5 average rating, 21 reviews

Naples Charming Cottage

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.

4.88 out of 5 average rating, 33 reviews

Downtown Fort Myers Florida - Home Away From Home

Guest house in Bonita Springs

4.75 out of 5 average rating, 40 reviews

1/1 Relaxing Retreat in Sunny Bonita Springs

Guest house in Bonita Beach

4.92 out of 5 average rating, 13 reviews

Barefoot Bungalow – Cozy 2 BR Beach Retreat

Guest house 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.

4.74 out of 5 average rating, 131 reviews

Beachside Living – Walk to the Water!

A cozy sleeping space is featured with a comfortable bed adorned with soft linens and a decorative pillow. Light-colored curtains frame the window, illuminating the room. A sleek fan hangs from the ceiling, while modern cabinetry offers ample storage along the wall.

5 out of 5 average rating, 43 reviews

Serene Stays Naples

Guest house in San Carlos Park

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

Guest house rentals with a washing machine and dryer

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, 119 reviews

Private guest house—minutes to the best beaches!

Guest house in Lehigh Acres

New place to stay

Private Cozy Studio Retreat w/ Kitchen + W/D

An inviting pool area is framed by lush greenery, featuring a crystal-clear pool surrounded by wooden decking. Several lounge chairs and shaded seating areas are positioned strategically, accompanied by patio umbrellas offering a comfortable space to relax.

4.8 out of 5 average rating, 10 reviews

Poolside Paradise/Suite Serenity: in Naples, FL

Guest house in Lehigh Acres

New place to stay

Modern Independent Tiny House

A cozy living space features a bright red sofa facing a queen bed adorned with a patterned blanket. Natural light enters through partially closed blinds. Decorative circular mirrors and accent lamps establish a warm ambiance, enhancing the inviting atmosphere of the studio.

4.78 out of 5 average rating, 145 reviews

Florida Cottage with Pool, off McGregor Blvd.

Guest house in Lee County

Golf Cart & Free Sunset Cruise Provided w/ Rental

A spacious studio apartment features a well-equipped kitchen with light wood cabinetry and bar seating for four. A comfortable seating area is arranged with a dark sofa and decorative pillows. Bright natural light enters through multiple windows, illuminating the serene bedroom area in the background.

4.93 out of 5 average rating, 243 reviews

❣️Private Studio Apt⎮Full Kitchen⎮Outdoor Terrace