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Holiday rentals in Monroe County

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Top-rated holiday rentals in Monroe County

Guests agree: these stays are highly rated for location, cleanliness, and more.

Waterfront Villa-Bring Your Boat Cabana Club Beach
SUPERHOST
Entire residential home · 5 guests · 3 beds · 2 bathrooms
Waterfront Villa-Bring Your Boat Cabana Club BeachNew Listing! Beautiful, clean 2/2 villa with 40ft dock- bring your boat up to 50ft. Open concept with water views, great location in beautiful Key Colony Beach, walk to the beach, pool and tiki bar at the Cabana Club (membership included with the rental), close to Marathon and centrally located between Islamorada and Key West. Relax and grill on the back patio or use of our ocean kayaks on the beautiful canal. 10 minute ocean and gulf access, close to restaurants, shopping and nightlife.
Ocean Front Studio private Sandy Beach in Key West
SUPERHOST
Entire apartment · 2 guests · 1 bed · 1 bathroom
Ocean Front Studio private Sandy Beach in Key WestThis is a studio unit with fridge, microwave, settings for 2 and a king sized bed. The studio has doors that open to a balcony overlooking the Atlantic Ocean. There is pool, hot tub, and a private sandy beach on the Atlantic ocean. 5 minutes walk to Duval street. The resort is located between the prestigious Casa Marina and the top restaurant on the island Louise Back Yard. There is free garage parking with the room. Washer and dryers are available for guests.
Old Island Life
SUPERHOST
Private room · 2 guests · 1 bed · 1 private bathroom
Old Island LifeThis place is like the old island days. Separate living quarters from the bath house. It’s not the Hilton. The Hilton is available 30 miles South in Key West. This place is located in the National Key Deer Refuge on Big Pine Key. We can guarantee deer sightings. We are in a jungle with a few jungle critters. Nothing that can’t be dealt with, or lived with. Has small refrigerator, microwave, cable tv, and WIFI.

Holiday rentals for every style

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Popular amenities for Monroe County holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Monroe County

SUPERHOST
  1. Entire apartment
  2. Key Colony Beach
Beachside Unit 07 - Come Enjoy Our Private Beach
$262 SGD per night
SUPERHOST
  1. Entire apartment
  2. Key Colony Beach
Key Lime Condo - Key Colony Oceanfront - Sleeps 4
$247 SGD per night
SUPERHOST
  1. Private room
  2. Marathon
Casa Mariposa: Sombrero Beach Neighborhood
$200 SGD per night
SUPERHOST
  1. Entire apartment
  2. Marathon
Sombrero Beach Tropical Getaway
$202 SGD per night
SUPERHOST
  1. Entire rental unit
  2. Key Largo
Escape to the Seaside - Pulpo Cottage
$175 SGD per night
SUPERHOST
  1. Entire rental unit
  2. Key Largo
Escape to the Seaside - Manta Cottage
$202 SGD per night
SUPERHOST
  1. Entire guest house
  2. Big Pine Key
Beautiful private camper situated amongst nature
$121 SGD per night
SUPERHOST
  1. Entire guest suite
  2. Miami
Refreshing Modern &Retro Studio W/pool and Jacuzzi
$141 SGD per night
SUPERHOST
  1. Entire guest suite
  2. Homestead
🥂Cozy Retreat for Two!🌴
$95 SGD per night
SUPERHOST
  1. Entire apartment
  2. Key Colony Beach
Amazing Ocean Front Views, Sleeps 4 Key Colony Bch
$370 SGD per night
SUPERHOST
  1. Private room
  2. Marathon
Casa Mariposa: Easy walk to Sombrero Beach
$241 SGD per night
SUPERHOST
  1. Entire rental unit
  2. Marathon
Fully furnished Efficiency 50 yards from ocean, 10
$269 SGD per night