Guesthouse holiday rentals in Fort Myers

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, 113 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 kitchenette is equipped with white cabinetry, a microwave, and a sink. A small table with two chairs is positioned near the door, providing a space for meals. The light-colored tile flooring and bright lighting create an airy atmosphere.

4.96 out of 5 average rating, 141 reviews

Cozy Studio with sunny outdoor patio

Peaceful & centrally located studio with private patio. 15-20 minutes from downtown Cape Coral & downtown Fort Myers. Driving distance to several beaches. There’s a kitchenette for basic cooking. oKing size bed! The studio is attached to the main house but is a completely separate & private space with a private entrance. Private patio with table. Beach essentials included. Cape Coral Yacht Club beach 15 min away Ft. Myers Beach 35 min away Sanibel Beach 40 min away Naples Beaches 60 min away

A modern kitchen is equipped with stainless steel appliances and white cabinets. Black granite countertops provide ample space, highlighting an island with two stools. Open shelving displays decorative items, while natural light brightens the area.

4.97 out of 5 average rating, 146 reviews

Whispering Pines 2 bedroom guest house

Only 8 miles to the beach! Logan Woods two bedroom guest house in Naples, FL. Enjoy your mornings with a patio overlooking the whispering pines and palm trees. This newly remodeled private guest house is detached from the owner's residence and features two bedrooms, (including a King size bed) and one bath. Close to the beach, restaurants and shopping! Amenities: WiFi, Grill, Stainless Steel appliances, Beach items, Basketball hoop, and more! Pack and Play and highchair available upon request.

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, 188 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!

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, 239 reviews

❣️Private Studio Apt⎮Full Kitchen⎮Outdoor Terrace

- Summer special-discounted pricing! - 900sqft studio/apt in peaceful setting on 4 acres of Old Florida nature - Fully equipped kitchen - Furnished private terrace - Close to local supermarkets (Whole Foods and Publix) - Easy drive to beaches, restaurants, shopping, and world-class golf clubs - King bed, single day bed. - Premium bedding and pillows - 55'' Roku TV-Cable channels, Netflix, Prime etc. - Private Bathroom, large walk-in shower - Keyless Entry - Yoga&Meditation classes on request

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.

4.8 out of 5 average rating, 111 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.

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 serene garden setting features a wooden deck surrounded by diverse plants and flowers in vibrant colors. A small, round table is positioned between two wooden chairs, offering a peaceful spot to relax. Decorative lanterns add a touch of charm to the lush environment.

4.9 out of 5 average rating, 123 reviews

Ecofriendly Yoga Retreat 6 min to Beach

Guests can enjoy an adult only, clean, quiet, TV-free, 300 sq. ft indoor space and a beachy bathhouse surrounded by a serene garden setting, and private entrance. Entire property is non-smoking. Perfect for yoga, meditation, creative work and nature lovers. Garden and patios can be enjoyed between 7 am and 10 pm. Guests have free use of bikes. Property does not accept third party bookings, guest must be at least 21 years, no animals (no exceptions) or guests that like to party or smoke.

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, 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.

Guesthouse in Naples Park

A modern living area features a sleek dark sofa paired with a small round table displaying a colorful fruit plate. Soft textures are highlighted with fur and a vibrant flower arrangement. A doorway leads to a bright kitchen area, while artwork adorns the wall.

4.79 out of 5 average rating, 263 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.

An outdoor pool area is enclosed by a screened lanai, featuring a clear blue pool complemented by a surrounding deck. Seating areas with lounge chairs are positioned nearby, and soft curtains add a relaxed touch to the space. The main living area is visible through the open doors.

4.94 out of 5 average rating, 163 reviews

Pool modern

Location! Location! This apartment is close distance to Deli, restaurants and supermarket . The house faces the canal with breathtaking views we have cameras facing the canal and pool area in order to protect guests. The apartment is attached to the main house but private entrance totally separate. Functional full kitchen in the Lanai area Is only for 2 persons. No children allowed. After May 2025 pool will be shared by 1 or 2 more guest. No service dogs or comfort pets allowed.

4.94 out of 5 average rating, 65 reviews

Guesthouse in Estero

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.

Popular amenities for Fort Myers guesthouses

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-Friendly guesthouses

A serene outdoor space is highlighted by a hot tub adjacent to a large swimming pool. The scene is bathed in warm hues from a setting sun, casting a tranquil glow over the area. A secure fence encloses the space, providing privacy.

4.89 out of 5 average rating, 71 reviews

Cape Coral Sunset

A spacious living area features a flat-screen TV displaying a serene golf course scene. A comfortable blue couch and a modern lounge chair are situated around a simple coffee table. Bright light enters through windows adorned with blinds, complementing the clean, neutral decor.

4.81 out of 5 average rating, 154 reviews

Coastal Cabana - 2 Miles to Beach and 5th Ave

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.

Guesthouse in Fort Myers Beach

4.8 out of 5 average rating, 92 reviews

Beachside Living – Walk to the Water!

The exterior of a two-story guest house is displayed, featuring a wide driveway and covered parking space below. Two large windows on the upper level and a landscaped yard filled with greenery are visible, creating a peaceful environment.

4.93 out of 5 average rating, 57 reviews

Serene Studio Steps from the Water

Guesthouse in Sunset Park

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.

4.77 out of 5 average rating, 140 reviews

Florida Cottage with Pool, off McGregor Blvd.

A cozy sleeping area features a spacious bed dressed in a blue quilt and matching pillows. Two white nightstands are positioned on either side, each holding a decorative lamp. Artwork in subdued tones decorates the wall above the bed, complemented by soft lighting throughout the room.

4.91 out of 5 average rating, 23 reviews

Modern & Private Home Great Location

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

4.77 out of 5 average rating, 171 reviews

Susie's Old Florida Cottage

4.69 out of 5 average rating, 13 reviews

Seabreeze Lodge

Guesthouses with a patio

Naples Tiny House

4.95 out of 5 average rating, 19 reviews

Studio sleeps 2, Beach is approx. 1.5 mile away.

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, 9 reviews

Naples Charming Cottage

Guesthouse in Bonita Springs

The interior of the Airstream features light-colored wood cabinetry and comfortable white seating along a spacious, curved lounge area. A dining table occupies the center, surrounded by windows that provide natural light. Indoor plants add a touch of greenery to the modern decor.

5 out of 5 average rating, 60 reviews

Beachy Airstream Oasis with Bikes

Guesthouse in Bonita Springs

5 out of 5 average rating, 4 reviews

1/1 Relaxing Retreat in Sunny Bonita Springs

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.

5 out of 5 average rating, 4 reviews

Sleep over the water- Boathouse with Private Dock

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, 19 reviews

Charming guest quarters in a separate building

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, 17 reviews

Serene Stays Naples

Guest house rentals with a washing machine and dryer

Guesthouse in Dean Park Historic District

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.

4.96 out of 5 average rating, 24 reviews

The Palmview Loft

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.

4.85 out of 5 average rating, 26 reviews

Downtown Fort Myers Florida - Home Away From Home

Guesthouse in North Fort Myers

A spacious living area features a cozy couch and stylish decor, while a large screen door opens to a tranquil pool surrounded by a screened enclosure. The vibrant botanical garden showcases diverse plants, offering shaded seating for relaxation amidst nature.

4.9 out of 5 average rating, 78 reviews

Seahorse Studio

5 out of 5 average rating, 3 reviews

Charming guesthouse

4.94 out of 5 average rating, 51 reviews

Spacious Modern 1B Studio w Patio, W/D

4.96 out of 5 average rating, 25 reviews

Guesthouse in Hamlet

Casa Del Franco

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.

4.75 out of 5 average rating, 4 reviews

The Flamingo Guesthouse on CANAL