Title: Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=99919522&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures ## Photo gallery for Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures ![Property grounds - Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures (Islamorada)](https://images.trvl-media.com/lodging/100000000/99920000/99919600/99919522/d17dc813.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Exterior - Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures (Islamorada)](https://images.trvl-media.com/lodging/100000000/99920000/99919600/99919522/05beb324.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds - Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures (Islamorada)](https://images.trvl-media.com/lodging/100000000/99920000/99919600/99919522/0a299c74.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV - Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures (Islamorada)](https://images.trvl-media.com/lodging/100000000/99920000/99919600/99919522/07d10caf.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Marina - Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures (Islamorada)](https://images.trvl-media.com/lodging/100000000/99920000/99919600/99919522/ba779462.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Experience the ultimate tropical paradise at this charming Islamorada waterfront property. Unwind in a tranquil atmosphere with a full kitchen, washer/dryer, and kayaks to explore the canal. Enjoy outdoor activities like fishing off the dock or lounging by the above-ground pool overlooking the water. ## Reviews 10 Exceptional ### Entire home 3 bedrooms2 bathroomsSleeps 8 ## Popular amenities - Kitchen - Washer - Dryer - Free WiFi - Air conditioning - Outdoor Space ## Add dates for prices Check-in Check-out Travellers ## 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. ## 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 ## Similar properties ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/900000/899000/898967/0e73156e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Skipjack Resort & Marina Marathon - Pool - Kitchen - Washer - Dryer 8.6 Excellent 1,235 reviews CA $515 CA $634 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/Hotel-Search?startDate=2026-04-07&endDate=2026-04-08&selected=898967&PinnedHotelID=898967&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73390000/73387100/73387007/4b078c9a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Luxury 4B/3B, Private Canal, Kayaks, 13 ft Hydrotherapy Swim Spa & Pedal Boat. Blue Waters - Pool - Hot tub - Kitchen - Washer 10 Exceptional 10 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-25&endDate=2026-03-26&selected=73387007&PinnedHotelID=73387007&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/70000000/69220000/69216400/69216328/5bf81c07.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 311 Mariners Club - 4 bedroom ocean front luxury condo Rock Harbor - Ocean view - Pool - Hot tub - Kitchen 10 Exceptional 36 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-25&endDate=2026-03-26&selected=69216328&PinnedHotelID=69216328&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112190000/112183600/112183599/70ddcfb2.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### New Oceanside Paradise with Pool and Waterfront Views! Key Largo - Ocean view - Pool - Hot tub - Kitchen 10 Exceptional 2 reviews CA $1,308 CA $2,152 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-25&endDate=2026-03-26&selected=112183599&PinnedHotelID=112183599&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/99000000/98240000/98231700/98231662/30d6d9b5.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Villa in Key Largo – Gym, Pool + Beach Rock Harbor - Ocean view - Kitchen - Washer - Dryer 9.0 Wonderful 4 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-25&endDate=2026-03-26&selected=98231662&PinnedHotelID=98231662&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/84000000/83470000/83464300/83464260/ca3d9d3a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Relax on your Oceanfront villa on Seapalm island Little Conch Key - Ocean view - Pool - Hot tub - Kitchen 9.2 Wonderful 26 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-25&endDate=2026-03-26&selected=83464260&PinnedHotelID=83464260&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/121000000/120450000/120442900/120442882/ff464b86.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA Marathon - Kitchen - Washer - Dryer - Free WiFi 10 Exceptional 2 reviews CA $1,017 CA $1,935 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-24&endDate=2026-03-25&selected=120442882&PinnedHotelID=120442882&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-03-25&endDate=2026-03-26&selected=99919522&PinnedHotelID=99919522&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=99919522,898967,73387007,69216328,112183599) ## 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 Pets not 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 ### We should mention This property does not have elevators ## About the area Located on the waterfront, this vacation home is in Matecumbe, a neighborhood 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. [Visit our Islamorada travel guide](https://www.expedia.ca/Islamorada.dx10768) [View more Vacation homes in Islamorada](https://www.expedia.ca/Islamorada-Private-Vacation-Homes.d10768-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=24.856627,-80.7364&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:_uvvCnywkN%3FQ%3FQ%3FO%40Q%40Q%3FO%40Q%40O%40QBQ%40OBO%40QBOBQBOBODQBMDQDODODODODMDQFMDOFOFMFMFOFMHMFMHOFMHMHKHMHKHMJKHKJMHKJKJKJIHKLKJIJIJILIJIJILILGLGJILGLGLGLGLENGLELENELENELCLCNENCLCNCNALCNANCNALANANAN%3FNAN%3FL%3FN%3FN%3FN%40N%3FL%40N%40N%40N%40NBL%40NBN%40LBNBNBLDNBLBNDLDNDLDLDLFLDLFLFLFLFLHLFLFJHLHJHLHJHJHJHJJJJJHJJJJHJJLHJHLJJHJHLHJFLHLHNFLFLHLFNFLFLDNFNDLFPDLDNDNDNDNBPDLBPBNDNBP%40NBPBN%40N%40PBP%40N%3FP%40N%40P%3FP%40N%3FP%3FP%3FN%3FPAP%3FNAPAP%3FNANCPAPANCPCNANCPENCPCNENCNENENENENENGNENGLENGNGJGNINGLGJINILGLILIJILKJILIJKJIJKJKJKHKJKJKHKJKFMJKFMHKHMHMDMHMFMFMFMFMDMFMDMDODMDODMBODMBOBODM%40OBO%40MBO%40OBO%3FO%40M%40O%3FO%40O%3FO%3FM%3FO%3FOAO%3FOAOAM%3FOCOAOCMAOCOAMEOCOCMEMCOEMEOEMEMEOGMEMGMGMGMGKIMEMIMIKIKGMKKGKKKIMKIKKIKKKKIKKKIKKKIMIMIKIMIMGMIOGKIMGOGOGKGOGOEMGOEOEOEOEOEOEOEOCOEOCQCOCQCOAOCQAOCQAQAOAO%3FQAQAO%3FQ%3FQ%3FO&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=PtjwgtMXFYvNH2QxE-IZGsQJ6mE=) Islamorada, FL ### What's nearby - ![Anne\'s Beach featuring general coastal views](https://images.trvl-media.com/place/6282204/5a4ac6d5-bc8d-48fa-9c2c-4d77ef0b980c.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Anne's Beach 2 min drive \- 2.0 km - ![Islamorada_BudnMarysDiveCenter_6069243-0004](https://images.trvl-media.com/place/6069243/da13ffdf-ddd2-4c35-bedc-c5b570b047e9.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Bud n' Mary's Dive Center 10 min drive \- 10.9 km - ![Florida Keys Brewing Co. showing signage](https://images.trvl-media.com/place/553248635997958830/30b22f53-286f-436b-ae7a-d035c9062e6c.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Florida Keys Brewing Co. 13 min drive \- 14.2 km - Sunset Drive Beach 6 min walk \- 0.5 km - Robbie’s of Islamorada 6 min drive \- 5.9 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 - Tiki Bar at Amara Cay Resort 8 min drive ## Frequently asked questions ### Is Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures pet-friendly? ### How much is parking? ### What time is check-in at Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures? ### What time is check-out at Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures? ### Where is Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 2 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 10 Location ## Reviews ### 10/10 Excellent #### Scott E. Apr 4, 2025 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. ##### Scott E. Stayed 30 nights in Feb 2025 ### 10/10 Excellent #### David D. Feb 11, 2024 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. ##### David D. Stayed 35 nights in Dec 2023 ### Expedia's Latest Trends ### Hotels > - [Villatel Orlando Resort](https://www.expedia.ca/Orlando-Hotels-Orlando-Resort.h97584899.Hotel-Information) > - [Hilton Grand Vacations Club Tuscany Village Orlando](https://www.expedia.ca/Orlando-Hotels-Hilton-Grand-Vacations-At-Tuscany-Village.h1080602.Hotel-Information) > - [Park Central South Beach](https://www.expedia.ca/Miami-Hotels-The-Celino-South-Beach.h1168.Hotel-Information) > - [Coco Key Hotel & Water Park Resort](https://www.expedia.ca/Orlando-Hotels-CoCo-Key-Hotel-And-Water-Resort-Orlando.h228.Hotel-Information) > - [Bay Lake Tower at Disney's Contemporary Resort \*\*available 12/24-12/29/22\*\*](https://www.expedia.ca/Orlando-Hotels-Bay-Lake-Tower-At-Disneys-Contemporary-Resort.h42407106.Hotel-Information) > - [Hotel Greystone - Adults Only](https://www.expedia.ca/Miami-Hotels-Hotel-Greystone.h34892018.Hotel-Information) > - [The Grayson Miami Downtown](https://www.expedia.ca/Miami-Hotels-The-Grayson-Miami-Downtown.h6535.Hotel-Information) > - [Hilton Cabana Miami Beach Resort](https://www.expedia.ca/Miami-Hotels-Hilton-Cabana-Miami-Beach-Resort.h18107.Hotel-Information) > - [Marseilles Beachfront Hotel](https://www.expedia.ca/Miami-Hotels-Marseilles-Hotel.h13566.Hotel-Information) > - [Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center](https://www.expedia.ca/Orlando-Hotels-Fairfield-Inn-Suites-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61340843.Hotel-Information) > - [Renaissance Fort Lauderdale Marina Hotel](https://www.expedia.ca/Fort-Lauderdale-Hotels-Renaissance-Fort-Lauderdale-Cruise-Port-Hotel.h658067.Hotel-Information) > - [Homewood Suites by Hilton Orlando at Flamingo Crossings](https://www.expedia.ca/Orlando-Hotels-Homewood-Suites-By-Hilton-Flamingo-Crossings.h58998470.Hotel-Information) > - [Four Seasons Hotel and Residences Fort Lauderdale](https://www.expedia.ca/Fort-Lauderdale-Hotels-Four-Seasons-Fort-Lauderdale.h71656415.Hotel-Information) > - [Hampton Inn Ft. Lauderdale/Downtown Las Olas Area](https://www.expedia.ca/Fort-Lauderdale-Hotels-Hampton-Inn-By-Hilton-Ft-LauderdaleDowntown-Las-Olas-Area.h860327.Hotel-Information) > - [Hyde Beach House](https://www.expedia.ca/Fort-Lauderdale-Hotels-Hyde-Beach-House-Resort.h42435925.Hotel-Information) > - [Tru by Hilton Fort Lauderdale Downtown](https://www.expedia.ca/Fort-Lauderdale-Hotels-Tru-By-Hilton-Fort-Lauderdale-Downtown-Flagler-Village.h56963641.Hotel-Information) > - [Mayfair House Hotel & Garden](https://www.expedia.ca/Miami-Hotels-Mayfair-House-Hotel-Garden.h24311.Hotel-Information) > - [Embassy Suites by Hilton Fort Lauderdale 17th Street](https://www.expedia.ca/Fort-Lauderdale-Hotels-Embassy-Suites-Ft-Lauderdale17th-Street.h11909.Hotel-Information) > - [Daytona Grande Oceanfront Resort](https://www.expedia.ca/Daytona-Beach-Hotels-Daytona-Grande-Oceanfront-Resort.h61630218.Hotel-Information) > - [Radisson Resort Miami Beach ](https://www.expedia.ca/Miami-Hotels-Four-Palms-Hotel-Miami-Beach.h44891320.Hotel-Information) > - [Opal Grand Oceanfront Resort & Spa](https://www.expedia.ca/Palm-Beach-West-Palm-Beach-Hotels-Opal-Grand-Oceanfront-Resort-Spa.h44943466.Hotel-Information) > - [JW Marriott Marco Island Beach Resort](https://www.expedia.ca/Naples-Hotels-JW-Marriott-Marco-Island-Beach-Resort.h14344.Hotel-Information) > - [Sanibel Island Beach Resort](https://www.expedia.ca/Fort-Myers-Hotels-Sanibel-Island-Beach-Resort.h17298818.Hotel-Information) > - [Universal's Endless Summer Resort - Dockside Inn and Suites](https://www.expedia.ca/Orlando-Hotels-Universals-Endless-Summer-Dockside-Inn-Suites.h33770341.Hotel-Information) > - [Flow Hotel Fort Lauderdale](https://www.expedia.ca/Fort-Lauderdale-Hotels-Flow-Fort-Lauderdale.h70330603.Hotel-Information) > - [The Tony Hotel South Beach](https://www.expedia.ca/Miami-Hotels-The-Hotel-Of-South-Beach.h201213.Hotel-Information) > - [The Tides on Hollywood](https://www.expedia.ca/Fort-Lauderdale-Hotels-The-Tides-On-Hollywood.h44524455.Hotel-Information) > - [Home2 Suites by Hilton Orlando at Flamingo Crossings](https://www.expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.Hotel-Information) > - [Hilton Marco Island Beach Resort and Spa](https://www.expedia.ca/Naples-Hotels-Hilton-Marco-Island-Beach-Resort.h17575.Hotel-Information)