Bungalow holiday rentals in Monroe County

A charming white cottage is surrounded by lush greenery and palm trees, creating a serene outdoor environment. The spacious porch features a dining area, while a stone pathway leads to the entrance. Gravel grounds provide a natural contrast to the landscaping.

4.83 out of 5 average rating, 229 reviews

Cozy Renovated Key West 2/1 Cottage in Coco Grove

Escape to your own tropical oasis in Coconut Grove! This renovated 2-bedroom, 1-bath Key West–style cottage is fully gated and includes convenient parking. Inside, enjoy upgraded finishes like marble floors, granite kitchen counters, and a modern bathroom. Stay cool and connected with central AC, cable, and WiFi. Stroll to nearby tennis courts, the bay, Coconut Grove Village, shops, restaurants, clubs, and parks—everything Miami is known for is just steps from your private retreat!

4.88 out of 5 average rating, 52 reviews

Aerial view of a coastal community featuring residential homes surrounded by palm trees and greenery, with the turquoise waters of the ocean visible in the background. The image captures a tranquil atmosphere and showcases the proximity to the water.

Bungalow in Islamorada

Islamorada Bungalow 3

Escape to our charming 2-bedroom, 1-bathroom bungalow in Islamorada, FL, where luxury and convenience await! Relax on the spacious patio and take a refreshing dip in the pool, perfect for unwinding after a day of exploring nearby attractions. You're just moments away from pristine beaches, world-class fishing spots, and a variety of dining options. Whether you seek adventure or relaxation, our bungalow offers it all. Secure your stay now for an unforgettable experience!

4.96 out of 5 average rating, 75 reviews

A bright bedroom features a spacious bed with a white duvet cover and decorative teal throw. Art depicting fish adorns the walls. Natural light enters through the window, complemented by a stylish lamp. A wooden dresser occupies one corner, enhancing the room's coastal theme.

Bungalow in Islamorada

Castaway Island - Pool, Spa, Tiki Bar, Kyaks,Sup’s

Sleeps 5 adults. 3rd bed is si sofa bed with a queen mattress. Indulge in the ultimate tropical retreat at our captivating bungalow Castaway Island, showcasing over 120 perfect guest reviews across multipl venues. Your hosts' extensive hospitality experience is evident in the restoration and thoughtful amenities, guaranteeing an exceptional vacation experience. Discover your ideal home away from home, where every detail is carefully designed to surpass expectations.

4.88 out of 5 average rating, 72 reviews

Guest Casita Coconut Grove close to Biscayne Bay!

Experience living in the upscale but unpretentious Coconut Grove, in a Spanish Style Guest Casita. One of the best neighborhoods in Miami. Private fenced in backyard with its separate entrance. (Guest cottage/bungalow/Studio) Quite Residential St. a block from the bay, Located in the oldest Miami neighborhood. Lush, safe and beautiful area to walk/bike, to sailing clubs, marinas, restaurants, market, Kennedy Park, Vizcaya Museum or Key Biscayne dog beach.

A charming bungalow is framed by lush greenery, with a pathway of stepping stones leading to the entrance. The sky is painted in hues of purple and orange, creating a serene atmosphere as the sun sets behind the trees.

4.99 out of 5 average rating, 139 reviews

@RedlandBungalow

Welcome to our newly built bungalow, nestled in the picturesque Redland, FL. This charming accommodation is perfectly situated within 10 miles of South Florida's most popular tourist attractions, ensuring a memorable stay for our guests. Explore the breathtaking natural beauty of the Everglades and encounter diverse wildlife in their natural habitat. Private entrance to the bungalow, you can bring your boat. Bungalow is located in an agricultural area.

4.94 out of 5 average rating, 127 reviews

Bungalow in Key West

Atlantis House's Banyan Suite-voted top 25 in USA

This suite The Banyan Suite (previously called Garden Suite) is nestled in the corner of the lush backyard with a private French door entrance off the deck. This charming hideaway offers a large flat screen TV visible from the sofa and spacious king bed. RA corner bar table provides the perfect spot to enjoy a quick bite from the quaint kitchenette equipped with a mini-fridge, microwave oven, toaster, and coffeemaker, featuring famous Cuban coffee!

4.95 out of 5 average rating, 111 reviews

Casita For Families, Pets, Medical Stays | Hot Tub

Welcome to your perfect stay—ideal for families, pets, or medical visits! Guests rave it's “sparkling clean and designed to perfection!” ✨ Everything you need is here: 👶 Crib, stroller & high chair for little ones 🐶 Pet-friendly w/ waste stations & big yard 🏥 Near top hospitals—great for recovery or rest Enjoy these extras: ☕ Free snacks, coffee & tea bar 🔥 BBQ, free parking & your own private hot tub! 🧴 Toiletries, beach gear & laundry

A spacious front porch features two red rocking chairs adorned with cushions, set against a backdrop of greenery and a large tree. The lighter wooden flooring contrasts with the porch's blue siding, creating a welcoming outdoor space.

4.84 out of 5 average rating, 224 reviews

Miami River Bungalow

Modern southern style bungalow within walking distance to downtown Miami, the Warf, and the famous Garcia's Seafood restaurant along the Miami River. This beautiful bungalow has a large front porch, big yard, beautiful Chicago brick fireplace, and spacious kitchen for dining in. The bedrooms are beautifully furnished with modern country designs and cozy gel mattresses. You are only two miles from the Port of Miami and the trolley! Enjoy!

A private hot tub is showcased in the foreground, surrounded by a spacious tropical backyard. Sleek lounge chairs and an outdoor seating area are visible nearby, with lush greenery and a tall palm tree in the backdrop against a clear blue sky.

4.85 out of 5 average rating, 72 reviews

Tropical Duplex+Miami Hot Tub+10mi->Beach+W/D

+This listing is for the main house of a shared property with private entrance, backyard and hot tub. The studio unit is rented out separately and does not have access to backyard or hot tub + Please consider if you are comfortable with the following before booking: +Seeing other guests in the shared front yard. +Cleaning team on the property. NEW! Professionally Sanitized by Hotel-Grade Cleaning Service and commercially laundered linens.

4.8 out of 5 average rating, 30 reviews

Bungalow in Cudjoe Key

Oceanfront Bungalow Venture Out

Wonderful, oceanfront, two bedroom, two bath, bungalow home is just ten feet from the open water ...incredible views. 52' concrete dock/seawall complete with dock posts and fishing table. Lovely decor. Bocce ball, playground. Tennis, Hot Tub, 2 pools. Recreation center with billiards, darts, and ping pong. Post Office and a Library 24 Hour Gated Security. . 40" screened TV. WIFI Saturday to Saturday only 7 night minimum.

4.8 out of 5 average rating, 111 reviews

A clear view of the sparkling waterway is framed by lush palm trees, with a blue boat docked on the left. The scene captures a seamless blend of greenery and water, while the surrounding landscape offers unobstructed access to open waterways.

Bungalow in Cudjoe Key

Cudjoe Key OCEANFRONT 2B/2B in gated community!!

Check out my other property right next door! Sparkling clean and beautifully remodeled 2Bd/2Ba vacation home that features OPEN WATER views with great boating access to the ocean or gulf! This waterfront paradise features a 35' concrete seawall. There is a resort usage fee of $125 payable upon arrival to Venture Out. Pre-registration form of guests must be completed prior to stay or when checking in at the security gate.