Entire home
Oceanfront Rooftop Views w/ 75ft of Dockage
Waterfront holiday home with fitness centre and Hot tub
Photo gallery for Oceanfront Rooftop Views w/ 75ft of Dockage





4 bedrooms3 bathroomsSleeps 14238.4 sq m
Popular amenities
Explore the area

Marathon, FL
- Place, Crane Point Museum and Nature Center10 min walk
- Place, Boot Key Harbor3 min drive
- Place, Florida Keys Country Club3 min drive
- Airport, Marathon, FL (MTH-Florida Keys Marathon)5 min drive
Rooms & beds
4 bedrooms (sleeps 14)
1 Queen Bunk Bedroom
2 Queen Beds
Master Bedroom Suite
1 King Bed
Queen Bedroom
1 Queen Bed
Queen Bedroom
1 Queen Bed
3 bathrooms
Full Bathroom
Toilet · Shower only
Full Bathroom
Toilet · Shower only
Master Bathroom - Ensuite
Bathtub · Toilet · Shower only
Spaces
Deck or patio
Kitchen
Balcony
Separate dining area
About this property
Oceanfront Rooftop Views w/ 75ft of Dockage
“We enjoyed our coffee every morning on the roof top patio, and every sunset in the hot tub also on the roof.” - Lara
My favorite moments? They're spent lounging on our roof top, surrounded by the most incredible open ocean views over the Atlantic. It's this very private oasis, perched above the tropical foliage, that made me fall in love with this property.
But the true gem lies at the back - a spacious 75-foot dock on the canal, ready to moor your boats securely. Imagine stepping out of your luxurious abode and onto your boat for an adventure at sea, whenever the mood strikes.
Walk through your private mangrove jungle onto your private dock for quick direct access to the Atlantic.
***Embrace the Sea Life:
“My family and I had a blast. The dock space had plenty of room for our boats. Grilling and sunsets from the rooftop were awesome. The host was very responsive with all our questions. We would definitely go back.” – Gerald
For the anglers among you, nothing beats the thrill of docking right at our home with your day's catch, ready to grill and relish.
The Atlantic-side location of Captain's Rooftop is a fisherman's dream. Protected from the high waves in a protected canal yet the Atlantic Ocean is but a 3 minute boat ride away. It's here where the best fishing, snorkeling, and sandbar hopping await. And if you've ever dreamed of swimming in a turquoise fish tank with thousands of vibrant fish, Sombrero Reef will not disappoint.
***A Home Designed for Comfort and Discovery:
I've taken care to ensure that the inside of Captain's Rooftop provides incredible views of the Atlantic Ocean from the kitchen, living room, lanai, and rooftop. You come to Marathon for the ocean, so you should get to look out over it both when you are out on the boat, and when you are back at the house. The house itself, grounded and sturdy, sits high and dry, a testament to the Keys' resilience and charm.
Families find a special kind of joy here. The property is designed for multigenerational enjoyment, with spaces that bring together the young and the young at heart. Games like foosball and corn hole, beckon for friendly competition. An elevator gives easy access for guests of all ages to the top floor without going up a single step.
***Your Private Escape in the Heart of the Action:
While Captain's Rooftop is your secluded retreat, it's also incredibly central.
A mere few minutes' drive or walk takes you to some of Marathon's finest attractions and eateries. I always recommend the Island Fish Company and Lazy Days South for a taste of the local culinary scene. And if you're keen to explore, rent a boat and venture out to Molasses Key, or simply stroll to Sombrero Beach for a sun-kissed afternoon.
LIVING AREA:
• Custom nautical-themed decor
• Endless Open water views from large un-obstructing windows.
• Reclining leather chairs
KITCHEN & DINING:
• Fully stocked designer indoor kitchen for culinary voyages
• Outdoor kitchen with built-in BBQ grill and sink
• Large dining room for feasting together
• Resort-style seating and al fresco dining options
BEDROOMS & BATHROOMS:
• On The Reef Master: 1 King bed, ensuite bath
• Sailing Master: 1 Queen bed
• Sunset Room: 1 Queen bed
• Bunk Room: One Queen bunk bed, family-friendly, en suite bath, 2 Total Queen Beds, plus and additional pull twin size trundle bed.
• Bathroom #2 and #3 : Convenient hallway access
FEATURED ROOMS:
• Rooftop Patio: hot tub, loungers, full kitchen, dining table, and more...
Step into Captain's Rooftop serene outdoors, a lush landscape where manatees may visit.
Our private backyard oasis, complete with a large hot tub, offers a tranquil setting for repose. The 75 ft dock invites you to set sail on boating escapades, complemented by the mangrove jungle, enhancing the adventurous ambiance.
“Conveniently close to everything in Marathon, making it an excellent base for exploring the Keys.” – Rory
RECOMMENDATIONS for ACTIVITIES & FOOD:
• Two Conchs Fishing Excursion...8 min
• Sombrero Beach...6 min
• The Island Fish Company...8 min
• Sparky's Landing...8 min
• Snorkeling at Sombrero Beach...9 min
• Lazy Days South...9 min
• Castaway Waterfront Restaurant...9 min
• Sunset Grille & Raw Bar...10 min
• Burdine's Waterfront Grill...10 min
My favorite moments? They're spent lounging on our roof top, surrounded by the most incredible open ocean views over the Atlantic. It's this very private oasis, perched above the tropical foliage, that made me fall in love with this property.
But the true gem lies at the back - a spacious 75-foot dock on the canal, ready to moor your boats securely. Imagine stepping out of your luxurious abode and onto your boat for an adventure at sea, whenever the mood strikes.
Walk through your private mangrove jungle onto your private dock for quick direct access to the Atlantic.
***Embrace the Sea Life:
“My family and I had a blast. The dock space had plenty of room for our boats. Grilling and sunsets from the rooftop were awesome. The host was very responsive with all our questions. We would definitely go back.” – Gerald
For the anglers among you, nothing beats the thrill of docking right at our home with your day's catch, ready to grill and relish.
The Atlantic-side location of Captain's Rooftop is a fisherman's dream. Protected from the high waves in a protected canal yet the Atlantic Ocean is but a 3 minute boat ride away. It's here where the best fishing, snorkeling, and sandbar hopping await. And if you've ever dreamed of swimming in a turquoise fish tank with thousands of vibrant fish, Sombrero Reef will not disappoint.
***A Home Designed for Comfort and Discovery:
I've taken care to ensure that the inside of Captain's Rooftop provides incredible views of the Atlantic Ocean from the kitchen, living room, lanai, and rooftop. You come to Marathon for the ocean, so you should get to look out over it both when you are out on the boat, and when you are back at the house. The house itself, grounded and sturdy, sits high and dry, a testament to the Keys' resilience and charm.
Families find a special kind of joy here. The property is designed for multigenerational enjoyment, with spaces that bring together the young and the young at heart. Games like foosball and corn hole, beckon for friendly competition. An elevator gives easy access for guests of all ages to the top floor without going up a single step.
***Your Private Escape in the Heart of the Action:
While Captain's Rooftop is your secluded retreat, it's also incredibly central.
A mere few minutes' drive or walk takes you to some of Marathon's finest attractions and eateries. I always recommend the Island Fish Company and Lazy Days South for a taste of the local culinary scene. And if you're keen to explore, rent a boat and venture out to Molasses Key, or simply stroll to Sombrero Beach for a sun-kissed afternoon.
LIVING AREA:
• Custom nautical-themed decor
• Endless Open water views from large un-obstructing windows.
• Reclining leather chairs
KITCHEN & DINING:
• Fully stocked designer indoor kitchen for culinary voyages
• Outdoor kitchen with built-in BBQ grill and sink
• Large dining room for feasting together
• Resort-style seating and al fresco dining options
BEDROOMS & BATHROOMS:
• On The Reef Master: 1 King bed, ensuite bath
• Sailing Master: 1 Queen bed
• Sunset Room: 1 Queen bed
• Bunk Room: One Queen bunk bed, family-friendly, en suite bath, 2 Total Queen Beds, plus and additional pull twin size trundle bed.
• Bathroom #2 and #3 : Convenient hallway access
FEATURED ROOMS:
• Rooftop Patio: hot tub, loungers, full kitchen, dining table, and more...
Step into Captain's Rooftop serene outdoors, a lush landscape where manatees may visit.
Our private backyard oasis, complete with a large hot tub, offers a tranquil setting for repose. The 75 ft dock invites you to set sail on boating escapades, complemented by the mangrove jungle, enhancing the adventurous ambiance.
“Conveniently close to everything in Marathon, making it an excellent base for exploring the Keys.” – Rory
RECOMMENDATIONS for ACTIVITIES & FOOD:
• Two Conchs Fishing Excursion...8 min
• Sombrero Beach...6 min
• The Island Fish Company...8 min
• Sparky's Landing...8 min
• Snorkeling at Sombrero Beach...9 min
• Lazy Days South...9 min
• Castaway Waterfront Restaurant...9 min
• Sunset Grille & Raw Bar...10 min
• Burdine's Waterfront Grill...10 min
Add dates for prices
Amenities
Hot tub
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
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- Hot tub
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10.0 out of 10, Exceptional, (10 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets 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
On-site parties or group events are strictly prohibited
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, a first aid kit and a deadlock
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
We should mention
A car is recommended for transport to and from this property
About the area
Marathon
Located in Marathon, this holiday home is on the waterfront. Florida Keys Country Club and Captain Hooks Marina and Dive Center are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Sombrero Beach and Bahia Honda State Park. With jet skiing, kayaking and scuba diving nearby, you'll find plenty of adventures in the water.

Marathon, FL
What's nearby
- Crane Point Museum and Nature Center - 10 min walk - 0.9 km
- Boot Key Harbor - 3 min drive - 1.3 km
- Florida Keys Country Club - 3 min drive - 1.7 km
- Sombrero Beach - 5 min drive - 3.8 km
- Seven Mile Bridge - 17 min drive - 11.5 km
Getting around
Restaurants
- McDonald's - 11 min walk
- Cracked Conch Cafe - 20 min walk
- Dunkin' - 17 min walk
- Keys Fisheries, Market & Marina - 4 min drive
- Brass Monkey - 14 min walk
Frequently asked questions
About the host
Hosted by Eric Young
Our family has visited Marathon for our vacations for many years and we've always dreamed of owning our own little piece of paradise in the area!
Captain's Rooftop is that dream come to life. We've put a lot of love and care into the home to make it a wonderful place for a family getaway. We love relaxing on the rooftop kitchen and living space. The location is perfect and the neighborhood is one of a kind.
The home is just a short boat ride to the best snorkeling in the area, super close to world class fishing, and quick access off the canal straight onto the Atlantic Ocean. It's even located on a canal with exceptional fishing right in the back dock. It's a quick drive to Sombrero Beach and the neighborhood is perfect for morning or evening walks or bike rides. We're excited to make plenty more family memories and are happy to be able to offer Captain's Rooftop for you to make memories in as well. Let us know if there is anything we can do to make your stay perfect.
Enjoy the emerald waters, laid back lifestyle and spectacular sunsets at Captain's Rooftop!
Captain's Rooftop is that dream come to life. We've put a lot of love and care into the home to make it a wonderful place for a family getaway. We love relaxing on the rooftop kitchen and living space. The location is perfect and the neighborhood is one of a kind.
The home is just a short boat ride to the best snorkeling in the area, super close to world class fishing, and quick access off the canal straight onto the Atlantic Ocean. It's even located on a canal with exceptional fishing right in the back dock. It's a quick drive to Sombrero Beach and the neighborhood is perfect for morning or evening walks or bike rides. We're excited to make plenty more family memories and are happy to be able to offer Captain's Rooftop for you to make memories in as well. Let us know if there is anything we can do to make your stay perfect.
Enjoy the emerald waters, laid back lifestyle and spectacular sunsets at Captain's Rooftop!
Why they chose this property
Captain's Rooftop is a master piece. It's been professionally designed to capture the ocean views to make your stay magical. From the moment you walk in, you'll realize you just booked a stay at the "Disney World" of Florida Keys boating. From the incredible roof top hot tub, private backyard oasis with another hot tub, foosball, corn hole, great dockage, plenty of parking, and great proximity to restaurants and boating destinations, this house is truly one of kind.
What makes this property unique
Sail into adventure with 75ft of dockage with direct Atlantic access. World class fishing is minutes away, or explore the nearby islands, sand bars, Sombrero Reef snorkeling, or hunt for lobster.
Heated Rooftop Hot Tub: Relax under the stars.
Rooftop Kitchen, Dining, and Living Area: Watch the sun rise over the Atlantic Ocean.
Rain or shine, the fun never ends:
Covered outdoor lounging area: Enjoy the fresh air even when the weather isn't cooperating.
Spacious accommodations: Perfect for families and groups.
Heated Rooftop Hot Tub: Relax under the stars.
Rooftop Kitchen, Dining, and Living Area: Watch the sun rise over the Atlantic Ocean.
Rain or shine, the fun never ends:
Covered outdoor lounging area: Enjoy the fresh air even when the weather isn't cooperating.
Spacious accommodations: Perfect for families and groups.
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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