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Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures

Islamorada vacation home in Matecumbe area

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Photo gallery for Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures

Property grounds
Smart TV
Exterior
Property grounds
Marina

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 8

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
Islamorada, FL
  • Place, Sunset Drive Beach
    ‪6 min walk‬
  • Place, Anne's Beach
    ‪2 min drive‬
  • Place, Bud n' Mary's Dive Center
    ‪10 min drive‬
  • Airport, Marathon, FL (MTH-Florida Keys Marathon)
    ‪37 min drive‬

Room options

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Exterior

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About the neighborhood

Islamorada

Matecumbe stay.With a stay at this Matecumbe vacation home, you'll be within half a mile (1 km) of Sunset Drive Beach and 2 miles (3 km) of Anne's Beach. Robbie’s of Islamorada and Indian Key Historic State Park are also within 6 miles (10 km).
View more Vacation Homes in IslamoradaOpens in a new window

What's nearby

  • Sunset Drive Beach - 6 min walk - 0.4 miles
  • Anne's Beach - 2 min drive - 1.3 miles
  • Robbie’s of Islamorada - 6 min drive - 3.7 miles
  • Bud n' Mary's Dive Center - 10 min drive - 6.8 miles
  • Florida Keys Brewing Co. - 13 min drive - 8.8 miles

Getting around

  • Marathon, FL (MTH-Florida Keys Marathon) - 29 min drive

Restaurants

  • ‪Hungry Tarpon Restaurant - ‬5 min drive
  • ‪Lazy Days Restaurant - ‬8 min drive
  • ‪Papa Joe’s Waterfront - ‬7 min drive
  • ‪The Florida Boy Bar And Grill - ‬8 min drive
  • ‪Tiki Bar at Amara Cay Resort - ‬8 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures

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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Property amenities

Beach

  • Beach nearby
  • Beach towels

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Games
  • Smart TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Upper floors accessible by stairs only
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near the bay
  • Near the marina
  • On the waterfront

Things to do

  • Kayak
  • Cycling nearby
  • Fishing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Water tubing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 21

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you complete the following before checking out:
Load the dishwasher
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights, lock the doors, and return the keys
Failure to complete these may result in a negative review from the host.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. Long-term renters welcome. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, and a smoke detector in each accommodation.

Frequently asked questions

How close is Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures to the airport?

This vacation home is 22.9 mi (29-min drive) away from the Marathon, FL (MTH-Florida Keys Marathon) airport, the closest popular airport to the property.

Does Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures to the beach?

This vacation home is a short 6-minute walk from Sunset Drive Beach and 1 mi (2-min drive) from Anne's Beach. Don't forget your sunscreen!

Does Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures?

No, there is no casino at this vacation home.

What time is check-in at Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures?

Check-in begins at 4:00 PM.

Is there free parking at Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures?

Free parking is not available at this vacation home.

Does Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures have a pool?

This vacation home does not have a pool.

Does Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures have a spa?

There are no spa services available at this vacation home.

How close is Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures to downtown Islamorada?

This vacation home is 8 mi away from Islamorada.

Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 2 out of 2 reviews
Rating 8 - Good. 0 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Scott E.

Liked: Cleanliness

Venetian Drive vacation

Excellent accommodations. Clean and neat. Nice dock for a boat. Will stay again next year.
Stayed 30 nights in Feb 2025

10/10 Excellent

David D.

Liked: Cleanliness

Nice and clean

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.
Stayed 35 nights in Dec 2023