
Holiday rentals in Monroe County
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Top-rated holiday rentals in Monroe County
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Enjoy our Beautiful Home on a Fun Canal! Hot tub!
Beautiful & Modern 4/3 Canal House! completely renovated. Go Kayaking through the Canals.. Enjoy the views of the backyard and canal with jumping fish all day, House is in a centric and quiet neighborhood. Amazing backyard & terrace with a BBQ, 2 Kayaks provided for Guest. Home is near nice restaurants and close to main Highways.. ✔️15min from Miami International airport ✔️25min - Downtown Miami ✔️ 30min - Miami Beach ✔️10-15min - Dadeland Mall & Merrick Park Come Relax at our Paradise Home!

King MSTR, SS Quartz Kitchen, Bikes Kayaks, VIEWS!
Updated waterfront 2BR/2BA with King Master, 2nd Queen and pullout couch. 35' seawall—bring your boat! Enjoy a fully stocked quartz kitchen with stainless appliances. Located in Venture Out, a quiet, family‑friendly gated resort with fishing, lobstering, pools, hot tub, pickleball, tennis, basketball, rec center, bikes, kayaks, and SUPs. Between Key West (20 mi) and Marathon. Free WiFi; Roku TVs in both bedrooms and living room. Kayaks, SUPs and storage area with extra fridge and bait freezer.

Best Bay view in Brickell 2bdr/2bth
Breathtaking apartment in the heart of Miami Brickell! This luxurious apartment has 2 bedrooms and 2 bathrooms (sleeps up to 6). Fully equipped with towels, kitchen supplies, WiFi + more. Located in a fabulous IconBuilding designed by the world-famous designer Philippe Starck. Amenities, incl. jacuzzi, two pools, BBQ + much more. Highlight: Large balconies, amazing city and ocean views from the 38th floor. Walking distance from Mall, restaurants, shops, night-clubs. Only minutes to the airport

Impeccable all in one!
Amazing town and country feel. Just renovated a pioneer Redland witness from 1938 Located in the most desired agricultural area of South Florida. Minutes away to the Florida Keys. Gorgeous space for two or one; close to everything in town. A peaceful and impeccable house, cottage, apartment or just studio, it is really all in one. XL bathroom and a large private porch. Parking for a boat or trailer enjoy fresh and organic local fruits and the best weather year around You'll love it!!!

BellaMoon Oasis Miami
Experience unparalleled modern luxury in South Miami Heights with this beautiful 5 bedroom, 3.5 bathroom single-family home. The interior showcase elegant porcelain flooring, pristine white quarts countertops, and contemporary italian cabinetry. Step outside to discover a private retreat with custom pergolas and meticulously landscape gardens. You'll be captivated by the stunning 28 x 40 custom heatedpool with saltwater system featuring three beach- style entries and a magnificent jacuzzi

Paradise awaits on this cozy houseboat!
Our vision is for you to kick back, relax, and find your home away from home! Wether you want to celebrate with your loved one or retreat by yourself this floating home offers comfortable space for 2 adults. Located near the 7 mile bridge in Marathon Florida on the Atlantic Ocean nestled in a quiet, reserved mangrove area. This spot is fantastic because you have unparalleled access to out of this world sunset/sunrise views. Kayak through the mangrove and explore the surrounding areas.

Private Backyard Oasis • Pool, Jacuzzi & Grill
Welcome to Forget-me-not Villa, a sanctuary for your family and friends to let loose barefoot and unwind in the private backyard fully fenced, feel the breeze, stargaze at night, and savor the comfort of our exquisite vacation home. The villa features a pool and jacuzzi, a grill station, a love seat for romantic moments, a playground for children, an Xbox S for gamers, board games, mini golf, pool volleyball and basketball hoop, Smart TVs& high-speed Wi-Fi & electric car connection.

Amazing houseboat with 2nd floor observation deck
Escape to our one-of-a-kind houseboat “Wild One,” anchored minutes from Soencers boat yard Key West. Surrounded by turquoise waters, enjoy one complimentary round trip per day, with times arranged around our charters. Evening rides may be available on request, last ride 10 PM. Extra charge after 8 PM Special Promotion: End your day with a private Sunset Eco Trip (6–7 PM) as your nightly ride to the houseboat—watch the sky ignite before settling in for a peaceful night afloat.

b watervibe
Disfruta de los sonidos de la naturaleza cuando te quedes en este lugar único. Es algo diferente para disfrutar con tu pareja de un momento romántico y divertido y así relajarse y olvidarse de la vida cotidiana. Puedes disfrutar de la pesca ,de paseos en kayak ,vivir una aventura y disfrutar de otras actividades locales.Prueba de la expericiensa y ya ustedes diran.Esta casa flotante ofrece un espacio para 2 adultos. Está Esta es una experiencia de Acampada

“Have Fun at Hacienda Paraíso” Suite 1 | pool |
Welcome to Room 1, the first addition at Hacienda Paraíso. This suite is conveniently located next to another Airbnb suite, providing flexibility for your stay. It features a private entrance, bathroom, kitchenette, and dining table, ensuring a comfortable and self-contained experience. Enjoy the convenience of hotel-like amenities paired with the added bonus of access to our stunning pool and lush yard, creating a truly relaxing retreat.

Premium Floating Bungalow by Stay Ombi
Welcome to Stay Ombi, a fully off-grid escape on the gentle waters of Buttonwood Sound in the Florida Keys. Ombi offers three bungalows, crafted to immerse you in nature - without compromising on comfort. Guests are transported to the bungalow by boat (10-minute trip), which will be pre-stocked with all of your requested comforts. Our concierge team will work with you upon booking to plan one of the most unique experiences in the Keys.

Villa Samsara - on a beautiful 5 acre farm
When you come and stay with us, it’s a deeply immersive experience with our horses. Often you will find them in your front door or window. There is something profoundly impactful about being around horses and sharing close-quarters with them. You are in their energy field, receiving all that they have to offer. Without even realizing it, your energies are being grounded and regulated through their presence.
Popular amenities for Monroe County holiday rentals
Other great holiday rentals in Monroe County

Adventurers escape breathtaking off-grid houseboat

Serene Meadows Ranch

Miami Getaway | Kendall Townhome

3/2 Home with Pool & Bbq near Dadeland Mall

Casa Coconut Grove 2

Sunny Oasis with Private Pool

Starlight Serenity - Hideaway with Stunning Views

Waterfront villa for families * Family friendly*
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Calusa Beach & Loggerhead Beach
- Coral Castle
- Sea Oats Beach
- Schnebly Redland's Winery & Brewery
- Long Beach
- Bahia Honda State Park
- Conch Key
- Theater of the Sea
- Everglades Alligator Farm
- Homestead-Miami Speedway
- Key Largo Kampground And Marina
- Seven Mile Bridge
- Monkey Jungle
- Sunset Park
- Dolphin Research Center
- Calusa Campground
- Robbies Marina Of Islamorada
- Florida Keys Aquarium Encounters
- Founder's Park
- The Turtle Hospital
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