Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures

Islamorada, Florida
$431 avg/night Minimum Stay 28 Nights
Bed 3

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 8

Max Sleeps

Night 28 nights

Min Stay

Dockside Daydream – Waterfront Paradise in the Florida Keys
Welcome to Dockside Daydream, your tropical escape in the heart of the Florida Keys. This 3-bedroom, 2-bath waterfront retreat blends laid-back island charm with modern comfort, offering the perfect setting for both relaxation and adventure.
Features:
• Prime Waterfront Location – Wake up to sparkling water views and gentle ocean breezes.
• Private Dock & Boat Ramp – Launch your boat, kayak, or paddleboard right from the backyard.
• Private Beach Access – Enjoy sun-soaked days and unforgettable sunset views on your own stretch of sand.
• Outdoor Living – Spacious deck and patio for lounging, dining, and sunset cocktails.
• Island Style Interiors – Bright, airy spaces with coastal-inspired décor.
• Fully Equipped Kitchen – Cook up fresh Keys seafood with ease.
• Comfortable Bedrooms – Cozy, inviting spaces designed for restful nights.
Perfect For couples seeking romance, families craving fun in the sun, or friends ready for a Keys adventure. Whether you’re snorkeling, fishing, boating, or simply unwinding by the water, Dockside Daydream is your gateway to unforgettable memories.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Beach Towels Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided
  • KITCHEN

    Blender Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Outdoor Furniture
  • BATHROOMS

    2 Bathrooms Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English Spanish
  • THINGS TO DO

    Cycling Nearby Fishing Nearby Jet Skiing Nearby Kayak On Site Kayaking Nearby Marina Nearby Power Boating Nearby Scuba Diving Nearby Snorkeling Nearby Swimming Nearby
  • ENTERTAINMENT

    Games Smart TV
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Games
  • LOCATION HIGHLIGHTS

    Near The Bay On The Waterfront
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Smoke-free Property Upper Floors Accessible By Stairs Only

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 8

Map Map

School District Rates & Availability

Review Review

  • Scott E.

    Submitted Apr 4, 2025

    Stayed Feb 24, 2025

    Excellent accommodations. Clean and neat. Nice dock for a boat. Will stay again next year.

  • David D.

    Submitted Feb 11, 2024

    Stayed Dec 27, 2023

    Nice place. And we loved the stay but we hate the way the rental agencies throw in a bunch of bs add on charges but that s not the owners fault. We have been wintering it in the Keys for decades and the extra charges did not used to be like that. Just one example: you have to pay 600 or 700 dolars for a fee in case something breaks to have 24 hour service with no way to opted out of that fee or no refund if it's not use. Which we think that should be the owners responsibility.

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Total

Includes taxes and fees
$431+
View details