
Vacation rentals in Monroe County
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Top-rated vacation rentals in Monroe County
Guests agree: these stays are highly rated for location, cleanliness, and more.

Make It Happen! Brand New with Amazing Water Views
Bluewater Realty Miami welcomes you to The Grand, located in Downtown Miami on Biscayne Bay. Our 2 bedroom Make It Happen! is the ultimate retreat, equipped with everything you could need. Enjoy views of Biscayne Bay and Margaret Pace Park that will leave you in awe. With South Miami Beach 3 miles away you can indulge in the sun of Miami Beach while still feeling the energy of downtown Miami, giving you the ultimate Miami experience. Your Airbnb Superhosts, Rachel and Mia Bluewater Realty Miami

Quiet tropical Oasis setting with 1 bed and 1 bath
Tropical oasis centrally located between Miami Beach and Key Largo. Although you may never want to leave. The cozy casita with private bath and balcony is tucked away, surrounded by lush vegetation and sounds of the waterfall. Take a dip in the pool or grotto, relax with an afternoon cocktail under the tiki hut, or snooze in the hammock. During those cooler months soak in the hot tub. We have bikes available to cruise the miles of nearby paths stretching from Coconut Grove to Black Point Marina.

GATED king studio on 5 acres/22OV TESLA charging
Close to Everglades National Park, Biscayne National Park, FL Keys, located in the Redland tropical agricultural area. This is a gated property with secure parking for campers, boats, trailers, etc. The studio is totally renovated with the highest quality of materials. Fruit is available to guests when in season and there is usually something in season during the year. TESLA charging is available at parking area (guest must bring their TESLA charging cable). No children under 12 yrs. old.

Stay on Roxie - free transport & snacks, BYOB.
Read our reviews and relax with last minute weather cancellation! 🌞 Shower, toilet and power to recharge phones, full cellular. Enjoy a peaceful night or two on the water! Free parking and one free round trip transport to/from Roxie per night stay! Roxie is anchored in ~3ft lagoon. We live on a boat a half-mile away if you need anything at all! Roxie has a Keurig, coffee pods, bread, peanut butter-jelly, and bottled waters. No cooking but you may bring to-go food, beer/booze/wine. 🛥️🌴🎣

Turtle-By-The-Sea: the Best Deal in KCB!
A perfect get-away for couples or budget travelers, Turtle-by-the-Sea is the best priced vacation rental or hotel room in the middle-keys. Together with its prime location and amenities there simply isn’t a better deal to be had! Bursting with Keys charm, this cozy retreat is the perfect place to relax & escape. Owners Mallory & Steve infused their love of the Keys & its surrounding ocean into every aspect of their waterside home. Shoot us a message & start planning your dream Keyscation!

Romantic cozy peaceful Guesthouse beach Sunsets.
Private Romantic Bayside Cabin/Guesthouse, peaceful settings, lovely sunsets, beach, fishing pier, lush gardens surrounded by nature and wildlife, birds, iguanas, manatees, dolphin’s, eagles, the beach is just a short walk away from the Guesthouse enjoying a cocktail, fishing, boats cruising by, kayaking, snorkeling or an amazing sunset. *This Guesthouse is on bayside not Bayfront ! Same property but private from the residence! "No pets, Airbnb-granted pets Exemption cus allergies reasons"

Beach House - Kayak 2/2.5 Villa - OS Slip/Ramp/Pkg
Welcome to Beach House Getaway, a charming villa tucked away on the serene island of Duck Key and perfectly situated in the heart of the Florida Keys. Nestled between Key Largo and Key West, Duck Key serves as a peaceful yet convenient base for your island getaway. Its central location means you’re just a short drive from some of the most iconic destinations in the Keys, including the natural wonders of Bahia Honda State Park, the famous waters around Islamorada, and the lively Key West.

Oasis2 in Key Largo With a million dollar view
Million Dollar view at a fraction of the price! This property is on the water with amazing bay views. It includes one kayak for 2 people, paddle board, fishing rod, washer and dryer, kitchen with all cooking utensils. Note: The upstairs room is not comfortable for seniors or adults, the ceiling height is 4 feet (an adult has to walk on his knees). The property is located on a residential island, restaurants, bars, stores and grocery stores are within a 15 minute drive from the property.

Seaside Bungalow
Very private entire Cottage brand new walking distance to world famous Tiki Bar jet ski rentals kayaks Extremely private surrounded by exotic flowers and orchids.Less than 2 miles from Baker's Cay and close to the Key Largo and Islamorada wedding venues. We have a fully stocked home size kitchen. All the condiments coffee creamers sugar ketchup mustard etc. Giant stone shower with shampoos and conditioner and plenty of plush towels. Beach towels and chairs as well as 2 bicycles.

Amazing houseboat with 2nd floor observation deck
Escape to our one-of-a-kind houseboat “Wild One,” anchored minutes from Garrison Bight Marina in 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.

360 DEGREE WATERVIEW HOUSEBOAT
IMPORTANT Enjoy your own private retreat aboard a solar and wind powered houseboat moored 1/2 mile from land in the beautiful Islamorada Please do not arrive after dark and NO night riding. Need experience with hand pull outboard motors a 12 foot skiff with a 6hp outboard motor is provided reliable to go back and forth from shore NOT reliable for exploring No hot water on shower, heat water in Tpots or Solar bags. Please shave before arriving No suitcases, least amount of cloths.

New Aqua Lodge 2Beds 1 Bath with Full Kitchens
This hip spot is the new thing in lodging. Aqua Lodge is all the modern amenities while being on the water. Full kitchens, flat screen tv's, wi-fi , pool, bikes, sunset beach. We have it all right at your finger tips. You can sleep up to 5 people comfortably. We have great air conditioning and big showers. The deck is furnished with a dining table for those romantic outdoor dinners in the moonlight. We also have a sunset beach area for the best sunsets in the Florida keys!
Popular amenities for Monroe County vacation rentals
Other great vacation rentals in Monroe County

Coastal Oasis #44 Key Largo 4BR Villa | Partial

Dan’s 2024 catamaran cruiser vessel can’t be moved

Charming Houseboat in Key West

Cottage 30 min from Key West, free parking, pool

Coconut Grove Mid-Century Jungle Oasis

Marathon Keys Escape • Pool • Hot Tub • Near Beach

NEW! 4-Story Villa, Private Rooftop, Pool, Marina

5-Star Water Front Luxury Home
Destinations to explore
- Bed and breakfasts Monroe County
- Rentals with a home theater Monroe County
- Resort rentals Monroe County
- Farmstay rentals Monroe County
- RV rentals Monroe County
- Vacation home rentals Monroe County
- Smoking-friendly rentals Monroe County
- Loft rentals Monroe County
- Rentals with breakfast Monroe County
- Rentals with an EV charger Monroe County
- Houseboat rentals Monroe County
- Rentals with pools Monroe County
- Tiny house rentals Monroe County
- Ski-in/ski-out rentals Monroe County
- Rentals with a firepit Monroe County
- Campsite rentals Monroe County
- Aparthotel rentals Monroe County
- Waterfront rentals Monroe County
- Rentals with outdoor seating Monroe County
- Townhouse rentals Monroe County
- Rentals with beach access Monroe County
- Rentals with a sauna Monroe County
- Luxury rentals Monroe County
- Fitness-friendly rentals Monroe County
- Hostel rentals Monroe County
- Rentals with a washer and dryer Monroe County
- Cottage rentals Monroe County
- Rentals with a fireplace Monroe County
- Apartment rentals Monroe County
- Family-friendly rentals Monroe County
- Rentals with an accessible height toilet Monroe County
- Rentals with an accessible height bed Monroe County
- Boat rentals Monroe County
- Guesthouse rentals Monroe County
- Hotel rooms Monroe County
- House rentals Monroe County
- Serviced apartment rentals Monroe County
- Villa rentals Monroe County
- Rentals with a patio Monroe County
- Beachfront rentals Monroe County
- Rentals with a hot tub Monroe County
- Pet-friendly rentals Monroe County
- Private suite rentals Monroe County
- Condo rentals Monroe County
- Rentals with lake access Monroe County
- Rentals with a kayak Monroe County
- Everglades National Park
- Sombrero Beach
- Zoo Miami
- John Pennekamp Coral Reef State Park
- Coral Castle
- Cocoa Plum Beach
- Calusa Beach & Loggerhead Beach
- Cannon Beach
- Far Beach
- Sea Oats Beach
- Everglades Alligator Farm
- Conch Key
- Theater of the Sea
- Monkey Jungle
- Long Key State Park
- Horseshoe Beach
- EAA Air Museum
- Schnebly Redland's Winery & Brewery
- Windley Key Fossil Reef Geological State Park
- Long Beach
- Bahia Honda State Park
- Keys' Meads
- Highland Beach
- Sandspur Beach
- Things to do Monroe County
- Entertainment Monroe County
- Food and drink Monroe County
- Nature and outdoors Monroe County
- Tours Monroe County
- Sports activities Monroe County
- Sightseeing Monroe County
- Art and culture Monroe County
- Things to do Florida
- Nature and outdoors Florida
- Food and drink Florida
- Sports activities Florida
- Entertainment Florida
- Sightseeing Florida
- Wellness Florida
- Art and culture Florida
- Tours Florida
- Things to do United States
- Tours United States
- Nature and outdoors United States
- Entertainment United States
- Sports activities United States
- Art and culture United States
- Wellness United States
- Food and drink United States
- Sightseeing United States




