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

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.

Ocean Shores Villa 3 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 (boat slip, Kayaks, Bikes, Hammock and Pool). 32ft Dock Slip and Trailer Parking are included in the rental. Relaxing Balcony that looks down the Ocean Canal is the perfect place to have your morning coffee. Conveniently located near Sandbars, State parks and many attractions.

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

6. Waterfront Key Largo Studio, Near Kayaks & Reef
Unwind in this Modern Key Largo waterfront studio, nestled on a canal with ocean access near Rodriguez Key, Mosquito Bank, and shipwrecks. Just minutes from John Pennekamp Park. Enjoy a full kitchen, ice-cold A/C, Smart TV, Wi-Fi, and assigned parking. Boaters can reserve our dock or use nearby Pilot House Marina. Snorkel reefs, kayak mangroves, or dine at local favorites like The Fish House, Sundowners, and Key Largo Fisheries. Comfort, adventure, and location in one perfect stay.

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

Cozy apartment central to all Miami attractions
Clean and peaceful private studio apartment, centrally located to all the best Miami has to offer. Lush tropical patio area to enjoy your coffee in the mornings or sip on some mojitos at night. 5 minutes to Calle Ocho and within 10 minutes to Coconut Grove, 15 minutes to Downtown and Wynwood. South Beach is 20 minutes away.
Popular amenities for Monroe County vacation houses
Family-friendly vacation houses

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
Vacation home rentals with a patio

Casa Bella | Unit A

Beautiful Kawama Townhouse

Fabulous View from 1 bedroom unit in Key Largo.

Coral Gables Paradise 2

The best location in Brickell, walking everywhere
Vacation home rentals with a washer and dryer

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

Hot Tub*5 min to Brickell/Bars*Nightlife*King Bed*

Ocean Shores Villa 2 with pool and boat slip

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