
Holiday home rentals in Monroe County
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Top-rated holiday home rentals in Monroe County
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4. Cozy Waterfront Apartment in Key Largo!
Enjoy water front living in Key Largo! Watch the boats go by with fresh catch served daily at the local restaurants. See manatees, nurse sharks and fish swim by the canal all day. Dock your boat at the Pilot House Marina just down the street. Our unit is Modern, Spacious and Spotless with Private Parking, Fast Wifi, Netflix, Cold AC, Plush Pillows and a Cozy bed. We are on a main canal to open ocean. Near Rodriguez Key, Mosquito Bank, Christ of the Abyss and many sunken shipwrecks for exploring.

Beautiful Cottage & Amenities in Gated Community
Our comfortable, beautifully decorated two bedroom/two bathroom home with full sized kitchen is located in the Venture Out gated community. This is the perfect place if you are looking for peace in a quiet, family friendly, safe environment. Amenities include on-site convenience store, saltwater pool, spa, tennis courts, pickleball courts, a marina with marine fuel, double wide boat ramps, pool table, ping-pong, and much more, in a gated 24-hour security resort. All guests must be registered.

Gorgeous 4-bedroom home with 8-person hot tub
Mimosa Manor is a stunning newly renovated 4bedroom, 3bath home. Upstairs great room w/ vaulted celling's & plenty ofnatural lighting. The kitchen is a chefs dream. The master BDRM is equipped with an adjustable bed & spacious in suite bathroom. The downstairs, its own private living area w/2 bedrooms, bathroom & kitchenette and its own entrance. The home is equipped w WIFI & TVs in every room. The backyard has an 8-person hot tub, tiki hut and table for six. Cabana Club access included.

Crystal Clear Canal Front 2/1 on Cudjoe Key!
Crystal Clear Canal front w/Atlantic view & 35' boat dock. Wifi /cable. Master has Queen, bath, TV, storage. Guest is 2 twins, w/d,TV, storage. Bright spacious living, sliding doors, TV, 5 electric recliners, loveseat couch.2 bikes Venture Out Community offers endless activities, pool, spa, boat ramp, boat gas station, minimart. A onetime registration fee of $125 is due at arrival for the amenities including the 24/7 guarded gate entrance. Cash/credit card. Bathroom inaccessible by wheelchair.

Perfect Paradise
Perfect paradise is located in the heart of marathon. Only 9 minutes away from sombrero beach. Restaurant, supermarkets, ice cream, aquarium, and much more less than 7 minutes away. Public boat ramp is 5 minutes away. The house has plenty of parking spaces in the front to park your boat and cars. The home is fully stocked with everything you will need during your stay. For specific dates please message me first before booking so I may accommodate you to the dates that you would like to book.

Historic Cigar House. 3rd floor Suite W/Kitchen
This unit is located in the historic "Cigar House" of the Island City House Hotel. Unit 12 is on the 3rd floor and is one of the most requested units in the entire hotel. Your private balcony overlooks the pool. Only 3 blocks from Duval street so close everything, yet quiet enough for a good nights sleep. You will have your own private entrance and use of all the hotel amenities. The space is a private 1BR with a kitchen and NEW sleeper sofa (12/23). In Old Town, walk to everything.

Cabana Club Condo: Key Colony Beach, FL
Located on the Atlantic Ocean in the middle keys. Accommodations for up to 10 people. Waking up to the sounds of ocean waves and the beautiful waters of the Florida Keys is breath taking. Very few are on a private beach. The unit is very spacious and well kept. Large master closet for storage. Private entrance and Cabana Club access during operating hours: ( Monday 10-5, Tuesday-Sunday 10-7 ). New furnishings, full kitchen, clothes washer and dryer. Minimum one week rental, seven nights.

Waterfront, GROUND LEVEL, Awesome Sunsets!!!
This ground level unique location is close to everything. Walk to some of the most iconic restaurants and bars Key Largo has to offer for fresh seafood and awesome drinks! We Do Not allow fishing on our Property! Dockage Available for additional fee! Enjoy the amazing sunsets over the water from your private porch and dock. John Pennekamp Coral Reef State Park close by. Walk to dolphin research center!! 28 day rental I am a licensed charter boat captain and offer discounts for all guests

Coral Gables Paradise 2
This property is centrally-located minutes away from South Beach, Miami Design District/Wynwood, Merrick Park , Miracle Miles and Coconut Grove. Perfect for families who want to walk in shopping malls, restaurants and the beautiful beaches Miami offers. For those who want to enjoy the nightlife, you will find Coconut Grove, South Beach, Wynwood, and Miami Design District between 10 and 20 minutes away. Here you will find the top-rated restaurants & most desirable lounges and clubs.

Beautiful Cozy Apartment.
Bring the whole family to this great place with lots of room for fun. Located in Homestead, you are in the central location for outlets, The Florida Keys, and Miami. 2 floor apartment with the main bedroom on the second floor. Also located on the second floor is the bathroom and shower. All Televisions are brand new smart Tv's. Avocado Villas is a quiet neighborhood, and the house is surrounded with security cameras for your protection.

Luxurious Apartment with views of Biscayne Bay!
New, fully equipped, apartment in Downtown Miami! The building is 3 years old with all the amenities a guest ask for! You Biscayne Bay and Miami beach from your room. Imagine being one block from Bayside Outdoor Mall , Kaseya center and walking distance to the Port of Miami! The pool is beautiful with a hot tub and cabanas to relax and enjoy to the downtown skyline. The gym is state of the art with peloton bikes! No pets allowed

Ocean Shores Villa 2 with pool and boat slip
This centrally located boater's paradise is the perfect place to relax. Walk to restaurants, cook in kitchen or grill downstairs. With only 4 units in the building the guests have half an acre of waterfront entertainment (boatslip,kayaks,bikes,fire pit,hammock and heated pool). 32ft dock slip and trailer parking are included in the rental. Conveniently located near Sandbars, State Parks and many attractions.
Popular amenities for holiday home rentals in Monroe County
Family-friendly holiday home rentals

Cozy apartment central to all Miami attractions

Beautiful Cozy Apartment.

Ocean Shores Villa 3 with pool and boat slip

1. Oceanside Escape with Canal Views in Key Largo

4. Cozy Waterfront Apartment in Key Largo!

Ocean Shores Villa 2 with pool and boat slip

Historic Cigar House. 3rd floor Suite W/Kitchen

Perfect Paradise
Holiday home rentals with a patio

Casa Bella | Unit A

Keys Relaxing Getaway

The best location in Brickell, walking everywhere

Fabulous View from 1 bedroom unit in Key Largo.
Holiday home rentals with a washing machine and dryer

Ocean Shores Villa 3 with pool and boat slip

Live Miami at the Maximus• en !Home Total Relaxation.!

Waterfront Home Casa Del Sol 2/2 sleeps 6

Amazing location W Parking in Miami

Oceanside Villa

Port Antigua NEW lux apart

Exclusive Bright and huge Room in Downtown Miami

New Contemporary & Elegant Home
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Coral Castle
- Cocoa Plum Beach
- Calusa Beach & Loggerhead Beach
- Cannon Beach
- Theater of the Sea
- Conch Key
- Far Beach
- Everglades Alligator Farm
- Sea Oats Beach
- Monkey Jungle
- Horseshoe Beach
- Long Key State Park
- EAA Air Museum
- Windley Key Fossil Reef Geological State Park
- Highland Beach
- Schnebly Redland's Winery & Brewery
- Sandspur Beach
- Bahia Honda State Park
- Keys' Meads
- Long Beach
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