Bungalow holiday rentals in Monroe County

Casita Luna · Cozy Oasis + Hot Tub Under the Stars

Casita Luna is a calm, elevated retreat tucked between Coconut Grove and Coral Gables. A peaceful stand-alone guesthouse with a newly reimagined backyard oasis, hot tub under the stars, hammock lounge, and serene tropical greenery. ***PLEASE NOTE*** We work with shoots & productions please contact PRIOR for shoot rental pricing & rules. NO DAY OR NIGHT GUESTS & NO VISITORS at any time. Due to severe pet allergies we are an allergen free property- strictly NO PETS / NO SUPPORT or SERVICE ANIMALS

Artsy Wynwood Bungalow: 2BR/2BA Tropical Pool

Escape to this artsy, bohemian bungalow nestled in a lush tropical lot! Perfectly positioned for 2026 festival season, this private 2BR/2BA retreat offers a creative vibe just 5 mins from Wynwood Walls. Enjoy a self-contained stay with a full kitchen, living area, and laundry. Step outside to a shared backyard paradise featuring a sparkling pool and peaceful Fruit Grove. Ideally located 10 mins from Downtown/Ultra and 20 mins from South Beach. Your quiet, stylish sanctuary in the city!

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!

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.

@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.

Renovated Key West 2/2 Cottage in Coconut Grove

Experience Coconut Grove at its finest in this charming 2-bedroom, 2-bath Key West-style cottage. Fully gated with parking, the home features elegant Key West-inspired interiors, including marble floors, granite counters, and modern bathrooms. Central AC, cable, and WiFi ensure a comfortable stay. Walk to tennis courts, the bay, Coconut Grove Village, shops, restaurants, clubs, and parks—everything Miami has to offer is right outside your door!

2BR | 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

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!

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.

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.

Bamboo @ Grove Bungalow's

Welcome to the Coconut Grove Bungalows. Bamboo is one of four private bungalows: The Coral, Oak and Captain Quarters making up this unique and amazing compound. Each unit has a private garden, fully equipped kitchen, relaxing living room with a couch that slides out into a bed. All bungalows are equipped with bluetooth speakers and TV with streaming channels such as Youtube TV and Netflix.

Prívate Centrally Located Gardenview Suite

Spacious private studio bungalow in a central location walking distance to many tourist locations, restaurants, markets, Calle ocho tourist center, multi billion dollar Brickell City Center with many attractions and Viscaya museum . Refrigerator and microwave, icemaker, flat screen television. And induction stove upon request