
Holiday houses in Monroe County
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Top-rated holiday rentals in Monroe County
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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.

Stay on Roxie - free transport & snacks, BYOB.
Read our reviews and relax with last minute weather cancellation! đ 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. đĽď¸đ´đŁ

Exquisite Oceanfront Paradise - Key Colony Beach
Exquisite renovation just completed (Nov 2024). Unobstructed ocean views from our beachfront condo in Key Colony Beach. Ground floor and just a few steps away from our private beach and heated pool. Location just does not get any better. Stunning, clean white interior - kitchen stocked with everything (dishes, cookware, utensils, glassware, stove, oven, toaster, microwave, blender, fridge, etc). Guests can enjoy the quiet private beach with lounge chairs, patio tables, tiki's and BBQ grills.

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 isnât 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!

Oceanfront Lookout Point w/two Kayaks & Deck
Lookout Point is Wide open breathtaking Water View , Amazing Sunrises with a cup of Morning coffee, Refreshing breeze, Sound of water and Rustle of palm trees will start your day⌠Fishing right from the property, Kayaking. Taking sunbath on Chaise lounges or Reading books or just sitting under Tiki having a nice conversations and enjoying beautiful scenery of the view. You will see fishes jumping out of water, seagulls trying to catch up it , you might see manatee swimming by or dolphins.

Waterfront Sunsets, Great Price, Relaxing Spot!!!
Beautiful Waterfront, Modern Coastal DĂŠcor, Spacious !! Enjoy your vacation in this beautiful recently renovated home. Views from almost every window and door of the harbor. Walk to many local restaurants and bars for fresh local seafood and a cold draft beer!! Enjoy the sunsets from your private porch. Easy access to Atlantic Ocean. We Do Not Allow Fishing on our Property! 28 day I am a licensed charter captain and offer discounts to guests! Fishing, Sandbar or a Sunset Cruise!!!

Guest Suite-Exterior Entrance, SelfCheckin.
If you like Clean, New, Quiet and Great Hospitality, then this is the Perfect Place for you. We are conveniently located between Key Largo and Downtown Miami, in an upscale community. Youâll feel safe and welcome here! -GATEWAY to the Keys and Everglades -Private entrance -Self Check-in -Free Parking -Fast WIFI -Swimming Pool -Central A/C -Ceiling fan -Kitchenette -Refrigerator -Microwave -Coffee maker -Netflix-HBO TV -Ceramic Tile Floors -Full Closet -Towels/Bath essentials -Iron & Board

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.

Amazing houseboat with 2nd floor observation deck
Escape to our one-of-a-kind houseboat âWild One,â anchored minutes from Soencers boat yard 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 (6â7 PM) as your nightly ride to the houseboatâwatch the sky ignite before settling in for a peaceful night afloat.

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 holiday rentals
Other great holiday rentals in Monroe County

Discount Available! Pool 100' Dock, Fun Amenities!

Waterfront Cottage Walk to World Famous Lorelei

Honeymoon Harbor

Luxe Marine Villa\heated pool\top location\Pet|BBQ

Oceanfront 3-Story Luxury, Dockage, Gameroom

Top 5% Guest Favorite: Spanish Luxury Villa+ Pool

Classic 30â Sailboat

Sailboat Stay + Resort Amenities
Destinations to explore
- Rentals with an EV charger Monroe County
- Rentals with a patio Monroe County
- Condo rentals Monroe County
- RV rentals Monroe County
- Holiday home rentals Monroe County
- Rentals with a kayak Monroe County
- Boat rentals Monroe County
- Guesthouse rentals Monroe County
- Serviced apartment rentals Monroe County
- Hotel rooms Monroe County
- Villa rentals Monroe County
- Hostel rentals Monroe County
- Cottage rentals Monroe County
- Rentals with lake access Monroe County
- Rentals with breakfast Monroe County
- Family-friendly rentals Monroe County
- Rentals with pools Monroe County
- Fitness-friendly rentals Monroe County
- Rentals with a washing machine and dryer Monroe County
- Ski-in/ski-out rentals Monroe County
- Rentals with an accessible height toilet Monroe County
- Beachfront rentals Monroe County
- Rentals with an accessible height bed Monroe County
- Apartment rentals Monroe County
- Bed and breakfasts Monroe County
- Rentals with a fire pit Monroe County
- Houseboat rentals Monroe County
- Waterfront rentals Monroe County
- Rentals with a sauna Monroe County
- Townhouse rentals Monroe County
- Farmstay rentals Monroe County
- Tiny house rentals Monroe County
- House rentals Monroe County
- Rentals with beach access Monroe County
- Rentals with a hot tub Monroe County
- Pet-friendly rentals Monroe County
- Private suite rentals Monroe County
- Luxury rentals Monroe County
- Rentals with outdoor seating Monroe County
- Bungalow rentals Monroe County
- Smoking-friendly rentals Monroe County
- Campsite rentals Monroe County
- Boutique hotels Monroe County
- Aparthotel rentals Monroe County
- Rentals with a home theatre Monroe County
- Resort rentals Monroe County
- Rentals with a fireplace Monroe County
- Loft rentals 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
- Conch Key
- Everglades Alligator Farm
- Theater of the Sea
- Monkey Jungle
- Long Key State Park
- Long Beach
- Horseshoe Beach
- Schnebly Redland's Winery & Brewery
- EAA Air Museum
- Bahia Honda State Park
- Windley Key Fossil Reef Geological State Park
- Keys' Meads
- Sandspur Beach
- Things to do Monroe County
- Tours Monroe County
- Sports activities Monroe County
- Sightseeing Monroe County
- Art and culture Monroe County
- Entertainment Monroe County
- Food and drink Monroe County
- Nature and outdoors Monroe County
- Things to do Florida
- Food and drink Florida
- Sightseeing Florida
- Tours Florida
- Entertainment Florida
- Wellness Florida
- Nature and outdoors Florida
- Art and culture Florida
- Sports activities Florida
- Things to do United States
- Entertainment United States
- Food and drink United States
- Wellness United States
- Tours United States
- Nature and outdoors United States
- Art and culture United States
- Sports activities United States
- Sightseeing United States




