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Keys On Jamaica: 3BR Waterfront Home, Large Corner Lot on Ramrod Key, Convenient to Atlantic & Gulf!

Photo gallery for Keys On Jamaica: 3BR Waterfront Home, Large Corner Lot on Ramrod Key, Convenient to Atlantic & Gulf!

A pelican's view of the picturesque waterfront, with sweeping vistas that capture the essence of the Keys' natural beauty.
The open floor plan seamlessly connects the living room to the kitchen, creating a spacious and inviting area perfect for relaxation and entertaining.
The large, updated kitchen is designed to inspire, bringing out your inner chef with its modern amenities and ample space for culinary creativity.
Keys On Jamaica offers 25 feet of dockage along with a convenient fish cleaning station, perfect for enjoying and preparing your catch of the day.
Gather family and friends for a cozy movie night in the inviting living area of Keys On Vacation, where comfort meets entertainment.

Reviews

9.6 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 8118.9 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Parking available
  • Barbecue

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Single Beds and 2 Double Beds

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Spaces

Kitchen

About this property

Keys On Jamaica: 3BR Waterfront Home, Large Corner Lot on Ramrod Key, Convenient to Atlantic & Gulf!

County zoning requires a minimum rental period of 28 nights, and no exceptions can be made. Please review additional policies below.



Welcome to Keys On Jamaica, your gateway to the quintessential Keys lifestyle!



This delightful 3-bedroom, 2-bath canal front home, situated on a generous corner lot on Ramrod Key, perfectly combines relaxation and adventure. Upon arrival, you'll find the convenience of docking your boat along the sea wall, providing easy access to exceptional fishing just steps away. The sea and its treasures are right at your fingertips, promising unforgettable angling experiences. Begin your mornings on the , enjoying your coffee or favorite cocktail as boats drift by. The serene atmosphere and gentle sea breeze create an ideal setting for unwinding and soaking in the picturesque views. While the house itself offers plenty of entertainment, the allure of the Florida Keys is always calling. For those in the mood for exploration, you'll discover a variety of restaurants just minutes away, serving delectable local cuisine. For a change of scenery, Key West is a mere 35-minute drive, offering a vibrant and eclectic atmosphere, while Marathon, with its own unique charm, is just 25 minutes away. Keys On Jamaica is more than just a vacation rental; it's your ticket to experiencing the enchanting Keys Life. Whether you're seeking relaxation or adventure, this charming canal front home has it all.



SLEEPS MAXIMUM OF 8 GUESTS:



Bedroom 1: King Bed, En-Suite Bathroom, Smart TV



Bedroom 2: Queen Bed, Smart TV



Bedroom 3: Two Full Beds & Twin Beds



Living Room: Sofa, Loveseat, Chaise, Smart TV



Kitchen: Nicely equipped (all things necessary to prepare and serve a meal)



AMENITIES:



- 170' of Waterfront, Maximum 30' Boat Dockage



- Fish Cleaning Station with Water



- Outdoor Seating



- Propane BBQ Grill



- Parking for a maximum of 4 vehicles (including boat trailers) on the property. Recreational Vehicles may not be parked on the property.



- Linen's and towels provided



IMPORTANT POLICIES FOR YOUR STAY:



Age & Occupancy: The booking tenant must be 25 years or older and must occupy the property for the entire duration of the stay. This property is exclusively available as a vacation rental and not for worker housing.



Peak Season Monthly Bookings: All bookings from December through March must be for the entire month, starting at the beginning and ending at the end of the month. Consecutive months may be booked if they follow this requirement. Bookings that do not adhere to this policy are subject to cancellation. If you are interested in alternative dates, please contact us for approval before booking.



Smoking Policy: Smoking is strictly prohibited to maintain a smoke-free environment.



No Pets: Pets are strictly prohibited. To help maintain a pet-free environment for all, we require every guest to confirm they are not bringing a pet/animal. It's free, and does not require creating an account. After booking, you'll receive a link to complete the process.



Mid-Stay Cleaning: For stays of 28 nights or more, we reserve the right to require a mid-stay cleaning to maintain the quality of the property. For longer stays, a mid-stay cleaning will be required every 28 nights thereafter. The cost will be collected separately, and the number of cleanings depends on the length of your stay.



Boating & Dockage Advisory: Due to bridges and varying water depths, it is your responsibility to ensure that your boat can safely navigate local waters, access the canal, and fit the listed dockage before booking. While we are happy to provide general information based on our knowledge of the area, guests must exercise extreme caution when boating and ensure all activities comply with local regulations.



Local Wildlife & Pest Control: The Florida Keys are home to various insects (mosquitoes, no-see-ums, termites), reptiles, chickens, Key deer, and other wildlife. While routine pest control is in place, complete elimination is not possible. Guests should take precautions, such as using insect repellent and keeping doors closed, to minimize exposure.



Construction & Renovation Notice: Due to ongoing growth in the Florida Keys, renovations, construction, and road repairs may occur without prior notice. While we strive to provide a peaceful stay, iTrip Key West is not liable for any inconveniences caused by nearby construction.



Photo Disclaimer: All images are for illustrative purposes only. Individual features such as bed sizes, bedding, décor, appliances, colors, and amenities may vary, as these are privately owned homes and updates occur regularly. Lighting conditions and screen settings may also affect how colors appear. Please refer to the written description and reach out with any specific questions or concerns. All furnishings and décor are subject to change at any time.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
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

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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property

About the area

Summerland Key

Located on the waterfront, this holiday home is in Breezeswept Beach Estates, a neighbourhood in Summerland Key. Florida Keys Beaches and Bahia Honda State Park reflect the area's natural beauty and area attractions include Blue Hole and Big Munson Island.
View more Holiday homes in Summerland KeyOpens in a new window
Map
Ramrod Key, FL

What's nearby

  • Big Pine Key Flea Market - 6 min drive - 6.3 km
  • National Key Deer Refuge Visitor Center - 6 min drive - 7.0 km
  • Coupon Bight Aquatic Preserve - 6 min drive - 6.6 km
  • Florida Keys Beaches - 7 min drive - 6.4 km
  • Key West Visitors Center - 7 min drive - 8.6 km

Getting around

  • Marathon, FL (MTH-Florida Keys Marathon) - 33 min drive

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬19 min walk
  • ‪No Name Pub - ‬13 min drive
  • ‪Forks & Stix - ‬8 min drive
  • ‪Pop's Smoke Shed - ‬9 min drive
  • ‪Kiki's Sandbar - ‬5 min drive

Frequently asked questions

Is Keys On Jamaica: 3BR Waterfront Home, Large Corner Lot on Ramrod Key, Convenient to Atlantic & Gulf! pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Keys On Jamaica: 3BR Waterfront Home, Large Corner Lot on Ramrod Key, Convenient to Atlantic & Gulf!?

As of 4 Apr 2026, prices found for a 1-night stay for 2 adults at Keys On Jamaica: 3BR Waterfront Home, Large Corner Lot on Ramrod Key, Convenient to Atlantic & Gulf! on 10 Dec 2026 start from AU$281, 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 Keys On Jamaica: 3BR Waterfront Home, Large Corner Lot on Ramrod Key, Convenient to Atlantic & Gulf!?

On-site parking is available at the property.

What time is check-in at Keys On Jamaica: 3BR Waterfront Home, Large Corner Lot on Ramrod Key, Convenient to Atlantic & Gulf!?

Check-in begins at 4:00 PM.

What time is check-out at Keys On Jamaica: 3BR Waterfront Home, Large Corner Lot on Ramrod Key, Convenient to Atlantic & Gulf!?

Checkout is at 10:00 AM.

Where is Keys On Jamaica: 3BR Waterfront Home, Large Corner Lot on Ramrod Key, Convenient to Atlantic & Gulf! located?

Located in Breezeswept Beach Estates, this holiday home is within 6 miles (10 km) of Florida Keys Beaches, Big Pine Key Flea Market and National Key Deer Refuge Visitor Center. Crab Key and Key West Visitors Center are also within 6 miles (10 km).

Reviews

9.6

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. 25 out of 31 reviews
Rating 8 - Good. 5 out of 31 reviews
Rating 6 - Okay. 1 out of 31 reviews
Rating 4 - Poor. 0 out of 31 reviews
Rating 2 - Terrible. 0 out of 31 reviews

9.4/10

Cleanliness

9.8/10

Check-in

9.8/10

Communication

9.8/10

Location

8.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Susan D.

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

Great stay!

We loved our stay at this house. It was very clean and well stocked. The location is perfect for access to all the keys have to offer. The owner was very easy to work with and quickly responded to all of our questions.
Stayed 29 nights in Dec 2022
Verified

10/10 Excellent

Bradley T.

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

Quiet and Peaceful on the water

We enjoyed our stay and found the location in Ramrod Key to be great - about 30 min from Key West and Marathon, and the Keys in between.
Stayed 28 nights in Nov 2021
Verified

8/10 Good

Monique O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was nice and comfortable. The spiral staircase to the beds upstairs is very narrow, designed for young children or very petite adults. Parking was also very tight in the fenced in area and your boat trailer has to be backed in for the length of Jamaica Lane.
Stayed 29 nights in Jul 2025
Verified

8/10 Good

Judith J.

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

February

Great location, very comfortable beds, loft for kids only, well supplied, could use new pans and some outdoor furniture. We had a great month. Thanks.
Stayed 29 nights in Feb 2020
Verified

8/10 Good

Pete P.

Liked: Cleanliness, check-in, communication, location

Keys life

The house was comfortable and well stocked. You won't need any paper products or laundry detergents. Also dish washer detergent was plentiful. The dock in the pictures has been rebuilt. New dock is shorter. Also if you are a boater you need to watch out for a large rock at the beginning of the dock that can damage your boat at low tide. I placed a 15" round bouy on the pilings to keep my boat away from the dock. Overall a nice home to stay at . Had a great time.
Stayed 28 nights in Aug 2019
Verified

6/10 Okay

Lee H.

Liked: Check-in, communication, location, listing accuracy

Not ready for prime time

vertical blinds broken or missing, hvac filthy, washing machine in need of repair, bedroom furniture damaged, shower curtain so dirty it had to be replaced, vinyl siding loose and falling off, porch and siding covered with mildew and there's more...
Stayed 29 nights in Apr 2022
Verified

10/10 Excellent

Chris P.

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

Great Place

It’s awesome to be on a canal and such great access to the open ocean. We enjoyed our stay!
Stayed 56 nights in Sep 2021
Verified

10/10 Excellent

jon r.

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

great place for much needed break

clean, and well supplied with all the needed supplies
Stayed 29 nights in Apr 2021
Verified

8/10 Good

Gloria Z.

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

Will return

Great location
Stayed 31 nights in Mar 2020
Verified

10/10 Excellent

Jose D.

Fishing vacatio

Great place, great property, had all the amenities you'd want. Lots of fis hinges from the boat and the dock.
Stayed 44 nights in Sep 2018
Verified

10/10 Excellent

Marcia B.

Nice location

The home on Ramrod Key was comfortable and inviting. The beds were comfortable. The location on the canal made it easy to dock the boat. There was a lot of construction in the Month of May 2018,in the surrounding homes due to hurricane Irma, but that should be done soon. Joe's lot was landscaped beautifully. The boat launch is next to Joe's property making it very convenient.
Stayed 30 nights in May 2018
Verified

10/10 Excellent

david s.

Another year, another great time

Once again we very much enjoyed our stay on Ramrod Key. Every year the house has more than lived up to our expectations! Very resonably priced, great canal location, and always clean and ready for us to arrive. The owners are always interested in making sure our stay is a good one, and it showed even more this year, as everything was well back to normal from the hurricane. After spending the last 7 winter's on Ramrod, I believe that this home to be the best value on the key.
Stayed 31 nights in Mar 2018
Verified

10/10 Excellent

Verified traveller

Absolutely amazing recovery from Hurricane Irma!

I love the location of this house at the end of the street so you can watch the boats going up and down the main canal. And now with the mangroves across the canal being thinned out by the hurricane, you can see the ocean and the next Key from the porch. The house is clean, comfortable, and bright. The owners stock it with all the paper towels, toilet paper, laundry detergent, and cleaning supplies you’ll ever need. And there are kayaks and two brand new cruiser bikes in the storage area. Can’t go wrong with this house!
Stayed 27 nights in Feb 2018
Verified

10/10 Excellent

William D.

A bit storm battered, but still a wonderful place to be - location, location, location.

This property is close to just about everything in the Keys - beaches, shopping, and, of course, Key West. We were concerned, with reports of Hurricane Irma's impact, that the Keys might not be the best vacation spot for us. We shouldn't have been. We've stayed here for several years now and working with the landlord is easy with any problems (there weren't any this stay) quickly resolved. While the evidence of the storm was everywhere, the progress in removing debris and restoring things to normal (if ever the Keys can be "normal") in the month we were there was remarkable. This property had been cleaned up and the only evidence of the storm were some damaged palm trees and a missing deck. The main canal was blocked when we arrived, but cleared out enough to allow the large dive boat to resume trips to the reef. The biking trail along Highway 1 was also blocked, but that too was cleared within a couple of weeks. This property sustained no observable damage to the living quarters which remain well-equipped and comfortable - really everything you'd need to enjoy the stay - fully equipped kitchen, good cable TV channels (who stays indoors???), laundry supplies, extra paper towels and TP, detergents - everything you'd need is provided. The only issue we had was with the bedroom pillows but we travel everywhere with our own so that wasn't really an issue. You're on your own for food if you don't want to prepare your own but there are several choices for eating out on this Key - Boondocks and Five Brothers and the Dive Tiki locally, and too many other choices in the area to mention. And Big Pine Key is a short drive away and has a good grocery store and other shopping choices, including a weekly weekend flea market. The kayaks and the new bikes are an added plus and the new dock to replace the one destroyed in the storm is great. We missed the big deck, but there was gravel placed there and that area was great for sunning and watching the boats go up and down the canals. The neighborhood was buzzing with repairs to homes that had been damaged (tornadoes, we were told, did much of the damage on this Key) but that was not as much a distraction as a sign of a resilient group of neighbors, who, to a person, were friendly and helpful in spite of the losses that some had suffered. I can't think of a better place to stay, which is why we've returned here the past few years and look forward to returning again next winter.
Stayed 31 nights in Jan 2018
Verified

10/10 Excellent

Thomas D.

House was very nice and clean

This place is very nice with a vaulted ceiling and walk in tile shower in the master bath . Dock space is good and the neighborhood is of course very good . The owners are very professional and do an excellent job maintaining this property. I would certainly rent from them again were I venturing to the keys !!
Stayed 30 nights in Dec 2017
Archival

10/10 Excellent

Jose D.

Great house, great location.

Lots of things to do, fishing was great even from the dock. We caught dinner from the dock several times.
Archival

10/10 Excellent

Patricia Q.

Great vacation getaway

Had a wonderful stay at this beautiful home on Ramrod Key. It was very comfortable and well equipped. This home fit our needs perfectly. The loft bedroom was great to have when two of our grandchildren came to visit for a week. They loved it ! Having two kayaks and four bikes available was a big plus. The access ramp to the canals is another big plus making it easy to launch the kayaks. We love the central location and being at the end of the street where you have the canal on two sides of the property. We would highly recommend this home to anyone. Also want to say what a pleasure it was working with the owner. He made everything run seamlessly. Great Experience!
Stayed 29 nights in Apr 2017
Archival

10/10 Excellent

david s.

Got to really relax for a month!!

We had a wonderful stay! The house suited all of our needs perfectly, and the location is perfect. We have already booked for next year, and will book this same house every year til I can no longer tow a boat. The bikes and the kayaks made the trip even more fun. The owners are very easy to deal with, and the house is clean and well stocked. My wife and I would very much recommend renting this house. Can't wait till next year!
Archival

10/10 Excellent

William D.

Perfect place to spend time in the Keys

We're a retired couple and we've been here now in January for several years - fantastic location, close to everything you might need - restaurants, shopping, and, of course, Key West. Nightlife or wildlife and beaches (we enjoy Bahai Honda state park) are close by and the home is comfortable and well-equipped with plenty of space for an occasional guest in a quiet and peaceful neighborhood. There's also a primitive park nearby on the Key which offers fantastic views of sunsets. We especially enjoy watching the boats leave and come back into the canals and there's a surprising variety of fish swimming next to the spacious deck. Ramrod is also a good place to walk, or with the equipment provided by the owners, bike or kayak. The owners are friendly and exceptionally easy to work with, communicating well and resolving problems (and in three years there was only one, with an ice maker) quickly. If we're not here, you, and your family should be! Love it!
Archival

10/10 Excellent

michael c.

A great place to relax

We spent 2 months in this lovely home and loved every minute of it. The home looks like the photos, very clean and neat. Even the first floor (where kayaks and bicycles are stored was clean and dry) As you climb the outside stairs you have access to the covered patio or enter the house in the kitchen/dining area. The living room is visible as the home has an open concept. Down the hall is a bathroom, 2nd bedroom and master suite with a nice stand up shower in the bathroom. The king size bed was very comfortable. An additional bedroom can be found at the top of the spiral staircase. The canal along side of the property empties into a shallow bay (it does have a channel deep enough for boats) the shallow areas are great for kayaks because boats can't access the area. We saw a variety of fish, found an island to picnic on and treasure the time spent exploring the area. There are two restaurants within walking distance. We ate at both many times and found that Taco Tuesday at Lookeys is very popular so get there early. This is a quiet area with friendly neighbors. Our visit was fantastic on the happy scale and Joe is a wonderful host. He was always available when we had a question and his directions were easy to follow. We have stayed in many vacation rentals and our experience here with Joe has been the best. I hope we have an opportunity to visit again soon.
Archival

10/10 Excellent

Jose D.

Jose DeAra

Excellent property, very well equipped, with lots of activities for the entire family. Centrally located, yet far enough away to avoid congestion and not be isolated. All needs are supplied within a 5 mile radius, food, beverages, air fills, gas, bait and tackle.
Archival

10/10 Excellent

Jim P.

The best home we've ever rented!

Exactly as described in the VRBO ad and even better. House is extremely clean and well stocked with all the cleaning supplies and paper products needed for doing dishes, laundry, etc. That's a first for us in renting houses as we've always had to buy all those supplies before. Location is perfect for easy access to great fishing (Bahia Honda State Park, for example), and it's only 30 minutes from Key West. Only house we've ever rented that provided bikes and kayaks for our use. Love the corner canal location for watching all the boat traffic in and out. The only suggestion for improvement would be to screen in the porch so it could be used more bug free. The owners are a pleasure to work with and really care that you enjoy your stay in their beautiful home.
Stayed 29 nights in Feb 2016
Archival

10/10 Excellent

Margaret G.

Jamaica Ln

This home rental was excellent. The home is in a perfect location for water access, on a main canal to the ocean. The home was clean, well equipped, and easy to maintain while there. There is a great storage room downstairs to keep all your boating and diving equipment.The deck , dock, and cleaning table are in great shape, the deck is amazingly spacious. The owners are friendly, and always accessible for questions. We thoroughly enjoyed our stay at this home, and hope we can do it gain next year. An excellent value for a great vacation getaway.
Archival

10/10 Excellent

Exactly As Promised

Our stay was wonderful from beginning to end. We found everything just as promised in the vrbo photos, description and correspondence with the owner. The corner lot is lovely and an easy few minutes to open water. There are plenty of decks and seating options to enjoy the evening breezes after sunny days boating, kayaking or riding bikes. The house is well appointed. The beds are all quite comfortable with plenty of linens and the kitchen is equipped with all the necessities plus a few extras. Everything about our stay was a pleasure, from first contact with the owner to the prompt refund of the deposit and all available to enjoy in between.
Archival

10/10 Excellent

Ernie K.

Super Comfy

We chose this home for our 3rd annual Keys vacation and were very happy with our choice. A very nice home with all the amenities including kayaks and bicycles allowed for a very nice stay. Very comfortable and clean, a nice neighborhood (corner lot) and the owners were very cordial and accomdating in every way, including a prompt refund or our security deposit (This has not been the case with some other homes we've rented in the past). If I had to be overly critical, the one "issue" I can think of would be that even though this house is positioned for some beautiful sunsets from the decks, there is a limited area between other homes to allow for a sunset view all the way to the water and we were not there at the right time of the year to be able to take advantage of that. Had we been, everything about this home would have been perfect. That said, this home did offer a better sunset view than any other we've stayed in to date, and probably as good as it can get for anything in this price range. All in all, we left very satisfied and enjoyed our entire stay immensely. We would recommend this home to anyone looking for the features this home has to offer.

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