
Vacation rentals in Monroe County
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Monroe County
Guests agree: these stays are highly rated for location, cleanliness, and more.

Island Sanctuary Islamorada
Stay aboard the eco-friendly two-story 63 ft River Queen with a 360 degree view with beautiful sunrises and sets, mored 1/8 mi offshore in a quite harbor close to shopping center, movie theater, hospital, bars & restaurants. A 10-foot dinghy with small outboard to come & go from shore "ONLY", nowhere else. I also offer Personal Training, deep tissue work & Life Coach sessions. I live on the vessel about a hundred yards from you so if there are any questions, etc. I will be there to assist you.

Tiny Home on Waterfront | Bay Views | Deck | Pool
Down by the waters of Manatee Bay, you’ll find this idyllic tiny home for 6. With a full kitchen, three comfy beds,and access to a community pool, this is a prime location to enjoy the best of Key Largo. Sit on the deck and dip your toes in the water or explore the bay using the available kayaks and paddle boards. 10 Min Drive to the Gilbert’s Resort 15 Min Drive to John Pennekamp Coral Reef State Park 22 Min Drive to African Queen Canal Cruise Experience Key Largo With Us & Learn More Below!

Florida Keys Houseboat, unique waterfront stay-
Escape to the laid-back luxury of the Florida Keys aboard your own floating oasis. This fully equipped houseboat offers the perfect blend of comfort, adventure and true waterfront living. Wake up to breathtaking sunrises, sip your morning coffee as the marine life glide by, and fall asleep to the gentle sway of the water. Whether you’re celebrating something special or simply craving a one-of-a-kind getaway, this houseboat is the ideal home base for both keys adventures and peaceful retreats 💫

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. 🛥️🌴🎣

Guesthome w/ Heated Pool 5 mins from Miami Airport
This home is located just 5 minutes from the Miami Airport and is central to many attractions here in Miami. Take a walk down Calle Ocho, swim at Miami Beach, enjoy a game at Marlins baseball stadium or American Airlines Arena (home to the Miami Heat), and dine at one of the many popular restaurants such as Versailles. These are all within 15 minutes of this private comfortable home. Come enjoy a location that provides a rich experience into the vibrant hispanic culture that Miami radiates.

Sanctuary Salt water heated pool BBQ Grill Oasis
Come and create unforgettable memories in this modernly designed single-family home with a spacious layout and a range of comfortable bedrooms. It features two king-size beds, one queen-size bed, and a twin fold-up bed, as well as an Italian queen-size sofa bed. The house is bathed in natural light and boasts modern amenities that cater to your convenience. Located in a prime location, this house is close to all the tourist areas!! The pool is salt water with heater, Also a grill area

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.

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.

Gorgeous 5BR/Games/Fire Pit/BBQ/H. Pool & Hot Tub
5 Bedrooms 3.5 Bathrooms Heated Pool/Jacuzzi/Pool Table/Ping Pong Table/Mega Chess/Basketball/Mini Golf/Kids Playground/BBQ/Hammock/Mini Beach/Outdoor furniture/Fire Pit/Cornhole Game Welcome to our home, a haven of entertainment and enjoyment that you won't want to depart. From the serene pool and hot tub to the thrilling games, this residence is crafted to deliver an unforgettable vacation for all ages. If you seek an all-inclusive getaway, look no further.

Sleek Studio at Elser | Resort Pool & Downtown
Guest verdict: "The best place to stay in Miami close to everything." This Elser studio offers a modern base for your Miami adventures. Enjoy vibrant downtown views and easy access to Bayfront Park (2 min walk) and Kaseya Center (3 min walk). April brings event energy with eMerge Americas (April 23-24) just a short Metromover ride away. Our residence is built for the standard Miami traveler seeking a dynamic stay with all the city's best within reach.

The Glamping Barn - on a beautiful 5 acre farm!
When you come and stay with us, it’s a deeply immersive experience with our horses and chickens. 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.

Eva | 12 ppl HOT Pool |Top Location | Piano | Golf
Renovated family home with 5 bedrooms and 4 full bathrooms. Heated pool year-round, mini golf, BBQ area and swing. Modern design with piano and Smart TVs. Parking for 5 cars. Prime location near airport, beaches and nightlife. Sleeps up to 16: 1 king, 2 queen, 2 full, 2 twin and 2 sofa beds (full & queen). Please confirm total guests. Add pets to reservation. Notify us if traveling with children for pool fence.
Popular amenities for Monroe County vacation rentals
Other great vacation rentals in Monroe County

Beach House in Marathon with Amazing Backyard!

Everglades-Homestead. Tropical Retreat. Miami-Keys

Tiny Home Aqua Lodges 2/1

3/2 Home with Pool & Bbq near Dadeland Mall

Heated Pool Oasis • 12 Guests •Midway Keys & Miami

Castillo Del Mar- Ocean access from your backyard

Houseboat in Key West

Blue Breeze | 8PPL | Pool | Mini Golf | Pool Table
Destinations to explore
- Rentals with lake access Monroe County
- Rentals with a kayak Monroe County
- Rentals with an accessible height toilet Monroe County
- Bed and breakfasts Monroe County
- Villa rentals Monroe County
- Serviced apartment rentals Monroe County
- Condo rentals Monroe County
- Boutique hotels Monroe County
- Rentals with a patio Monroe County
- Rentals with a hot tub Monroe County
- Pet-friendly rentals Monroe County
- Private suite rentals Monroe County
- Apartment rentals Monroe County
- Hotel rooms Monroe County
- Rentals with a washer and dryer Monroe County
- House rentals Monroe County
- Cottage rentals Monroe County
- Rentals with a firepit Monroe County
- Houseboat rentals Monroe County
- Aparthotel rentals Monroe County
- Rentals with beach access Monroe County
- Rentals with outdoor seating Monroe County
- Family-friendly rentals Monroe County
- Tiny house rentals Monroe County
- Townhouse rentals Monroe County
- Smoking-friendly rentals Monroe County
- Campsite rentals Monroe County
- Rentals with a fireplace Monroe County
- Boat rentals Monroe County
- Guesthouse rentals Monroe County
- Rentals with a home theater Monroe County
- Resort rentals Monroe County
- Rentals with a sauna Monroe County
- Ski-in/ski-out rentals Monroe County
- Fitness-friendly rentals Monroe County
- Rentals with an EV charger Monroe County
- Beachfront rentals Monroe County
- Rentals with breakfast Monroe County
- Farmstay rentals Monroe County
- Luxury rentals Monroe County
- Rentals with pools Monroe County
- RV rentals Monroe County
- Vacation home rentals Monroe County
- Bungalow rentals Monroe County
- Waterfront rentals Monroe County
- Rentals with an accessible height bed Monroe County
- Loft rentals Monroe County
- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Coral Castle
- Schnebly Redland's Winery & Brewery
- Homestead-Miami Speedway
- Everglades Alligator Farm
- Theater of the Sea
- Bahia Honda State Park
- Seven Mile Bridge
- Calusa Campground
- Robbies Marina Of Islamorada
- Monkey Jungle
- The Turtle Hospital
- Conch Key
- Ernest F. Coe Visitor Center
- Florida Keys Aquarium Encounters
- Key Largo Kampground And Marina
- Dolphin Research Center
- Founder's Park
- Homestead Bayfront Park
- History Of Diving Museum
- Harry Harris Beach and Park
- Things to do Monroe County
- Entertainment Monroe County
- Art and culture Monroe County
- Food and drink Monroe County
- Tours Monroe County
- Sightseeing Monroe County
- Sports activities Monroe County
- Nature and outdoors Monroe County
- Things to do Florida
- Tours Florida
- Wellness Florida
- Entertainment Florida
- Art and culture Florida
- Sightseeing Florida
- Sports activities Florida
- Nature and outdoors Florida
- Food and drink Florida
- Things to do United States
- Food and drink United States
- Entertainment United States
- Wellness United States
- Sightseeing United States
- Sports activities United States
- Nature and outdoors United States
- Tours United States
- Art and culture United States





