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Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures

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

Exterior
Living area
Private kitchen
Interior
Private kitchen

Reviews

10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 8

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill
  • Balcony

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

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 2

1 Double Bunk Bed

Bedroom 3

1 Double Bunk Bed

Master Bedroom

1 Queen Bed

2 bathrooms

Guest Bathroom

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer

Master Bathroom

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Dining area

About this property

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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House Rules

Check in after 4:00 PM

Minimum age to rent: 21

Check out before 10:00 AM

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Children

Children allowed: ages 0–17

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Events

No events allowed

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Pets

No pets allowed

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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:

Load the dishwasher

Remove personal items, remove leftover food and drinks and take out the rubbish

Turn off the lights, lock the doors and return the keys

Failure to complete these may result in a negative review from the host.

Important information

You need to know

Property # 3675815vb
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
On-site parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that 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 and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Islamorada

Located on the waterfront, this holiday home is in Matecumbe, a neighbourhood in Islamorada. Indian Key Historic State Park and Hurricane Monument are local landmarks, and some of the area's activities can be experienced at Robbie’s of Islamorada and Bud n' Mary's Dive Center. Discover the area's water adventures with jet skiing, kayaking and scuba diving nearby, or enjoy the great outdoors with cycling.
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Map
Islamorada, FL

What's nearby

  • Sunset Drive Beach - 6 min walk - 0.5 km
  • Anne's Beach - 2 min drive - 2.0 km
  • Robbie’s of Islamorada - 6 min drive - 5.9 km
  • Bud n' Mary's Dive Center - 10 min drive - 10.9 km
  • Florida Keys Brewing Co. - 13 min drive - 14.2 km

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
  • ‪Habanos Oceanfront Dining - ‬16 min walk

Frequently asked questions

Is Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures?

As of 12 May, 2026, prices found for a 1-night stay for 2 adults at Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures on 21 May, 2026 start from S$348, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures?

On-site parking is available at the property.

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

Check-in begins at 4:00 PM.

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

Checkout is at 10:00 AM.

Where is Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures located?

Located in Matecumbe, this holiday home is within 1 mile (2 km) of Sunset Drive Beach and Anne's Beach. Robbie’s of Islamorada and Indian Key Historic State Park are also within 6 miles (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 3 out of 3 reviews
Rating 8 - Good. 0 out of 3 reviews
Rating 6 - Okay. 0 out of 3 reviews
Rating 4 - Poor. 0 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Scott O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Second year in Islamorada so much to do had great weather
Sun set from Marker 88
Stayed 32 nights in Mar 2026
Verified

10/10 Excellent

Scott E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Venetian Drive vacation

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

10/10 Excellent

David D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

About the host

Hosted by John perez

Host profile image

Languages:

English, Spanish

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