
Holiday rentals in Monroe County
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Top-rated holiday rentals in Monroe County
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Captain’s Quarters Ahoy Mateys! Florida, Keys
This is located at the Florida Keys in Key Colony, Marathon. It is a spacious two bedroom, two bathroom duplex surrounded by water. It is a renovated beauty and close to the best restaurants and the tranquility of this city. It is the perfect getaway where you can recharge your exhausted batteries. Captain’s Quarters is a clean and spacious base camp location for the many adventures that await you in this amazing location. Water views and the accessibility to the best fishing in the world.

Modern Beach Lake-Front House in Miami !
Welcome to our stunning 5/4 beachfront lake house! This newly renovated property offers the perfect blend of modern amenities and natural beauty. Located in a central and peaceful neighborhood, guests can enjoy a range of water activities such as kayaking, paddle boarding, and swimming while taking in the views of the Blue lake. Seeking relaxation or adventure, this home has something for everyone.. ✔️15min from Miami International airport ✔️25min to Downtown Miami ✔️30min from Miami Beach

| LuxeLanding | Pool+Lounge+Chess+BBQ+Golf+Airport
Discover the magic of Miami at our stunning 4BR/3BA modern retreat in vibrant Little Havana’s west side! This spacious, open-concept home sleeps up to 11 and features a sleek living room, fully stocked kitchen with stainless steel appliances, dinnerware, wine/shot glasses, cookware, tabletop appliances & complimentary coffee. The highlight? A resort-style backyard with a pool, mini golf, life-size chess, cornhole, Connect Four, outdoor pool table, a covered gazebo & deluxe grill/hibachi!

Villa Paradise | 17 PPL | Pool | BBQ | Game Room
Welcome to Villa Paradise! - Private Patio: Pool, BBQ, Fire pit & Outside furniture - Game Room: Pool & Ping Pong Table, Foosball table & TV - 17 PPL (1 KING, 5 QUEEN, 2 full, 1 twin) - 13 min to Miami Executive Airport - WIFI & Dedicated work space - Fully equipped kitchen - Free parking - Safe neighborhood - Washer & Dryer in unit - Kids friendly & Travel Crib - Beach towels - Self check in - Amazing guidebooks & Hosts available 24/7 Text us any questions! We would love to host you!

Waterfront Cozy Cottage with Boat Ramp & Dock!
Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with 250 foot dock, ramp, and basin for your boat. It's a must-see rustic outdoor environment and fishery experience, very typical in the Keys! The property lot is almost an acre with a work section and still very spacious. Stunning panoramic water views, sunrise and sunset. Steps away from ocean water. Bring or rent fishing and snorkel gear nearby to fish right off the dock and enjoy the underwater scenery!

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.

Luxury Oasis: Private Grill Hot Tub and Serenity
Come make memories at 3/2 !!! 2 king size beds 1 queen size and 1 twin size ! A spacious house with modern amenities close to all tourist places in miami ! Very close to prestigious Coral gables,the University of Maimi, Venetian Pool ,Downtown Miami, and South Beach .. The place is one block away from shopping center , many famous restaurants !This house was built 2019 so you will a enjoy all the amenities of a modern designed House ..Also Salt water Jacuzzi for 8 people to relax

Cudjoe Key Home with a View
We are so excited to share our little piece of paradise with you! Our unit is located a short walk away from all the amenities the Venture Out community has to offer such as a pool, hot tub, lagoon, bocce ball, tennis courts, playground and boat marina. On the property we have a 2-person hybrid kayak for your enjoyment. We also provide table games (we love a game night) as well as the equipment to play bocce ball and darts which can be played in the recreation center.

Palm Breezes! Room for Everyone on the Ocean.
This 5 bedroom 3 bath house with pool on Ocean front property on Highway 1.. This lovely home has its own huge pool area with full lounge chairs all the way around pool area, the pool is heated. Grill, Jacuzzi. Full WiFi. TVs in every bedroom! Travel down our private dock way to the beautiful Cudjoe Bay, hop one of the many kayaks and take a healthy paddle with your friends/family or just enjoy the breathtaking ocean view while you sit on the porch.

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.

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.

Breathtaking Views Studio Suite | Downtown Miami
"Spectacular apartment with breathtaking views, amazing amenities, and perfect functionality." This contemporary studio suite offers stunning Downtown Miami & Biscayne Bay views. Steps away from Bayfront Park (2 min walk), it’s built for solo travelers seeking truly effortless stays. Perfect for post-procedure relaxation or a comfortable temporary base. Enjoy zero-hassle hospitality and ultimate convenience.
Popular amenities for Monroe County holiday rentals
Other great holiday rentals in Monroe County

Tropical Miami 5BR Retreat • Pool_BBQ & Game Room

El Encanto | Private pool & tropical tiki bar

NEW! Private Pool, 50’ Dock, Kayaks, Waterfront

Tiny Home Aqua Lodges 2/1

Perfect escape to the ocean

Gorgeous Ocean View Home!

Escape to Miami/Heather+Pool/9pl/BBQ/pool table.

Fishing Getaway | Dock, Pool & Sunrise
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Homestead-Miami Speedway
- Schnebly Redland's Winery & Brewery
- Coral Castle
- Bahia Honda State Park
- Seven Mile Bridge
- Robbies Marina Of Islamorada
- Everglades Alligator Farm
- Theater of the Sea
- Key Largo Kampground And Marina
- Ernest F. Coe Visitor Center
- Florida Keys Aquarium Encounters
- Dolphin Research Center
- Harry Harris Beach and Park
- Founder's Park
- Monkey Jungle
- History Of Diving Museum
- Homestead Bayfront Park
- Everglades Safari Park
- Calusa Campground
- Conch Key
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