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Charming 2-bedroom home at 132 Columbus Drive, Islamorada with stunning open water views.

Photo gallery for Charming 2-bedroom home at 132 Columbus Drive, Islamorada with stunning open water views.

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Reviews

9.6 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Onsite parking available
    Convenient and secure on-site parking, a rare amenity in the area.
2 bedrooms2 bathroomsSleeps 4

Popular amenities

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

Explore the area

View in a map
Islamorada, FL
  • Place, Robbie’s of Islamorada
    ‪2 min drive‬
  • Place, Anne's Beach
    ‪4 min drive‬
  • Place, Bud n' Mary's Dive Center
    ‪5 min drive‬
  • Airport, Marathon, FL (MTH-Florida Keys Marathon)
    ‪37 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

2 Double Beds

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Spaces

Porch or lanai
Kitchen
Balcony
Dining area

About this property

Charming 2-bedroom home at 132 Columbus Drive, Islamorada with stunning open water views.

The cutest Islamorada oceanfront escape awaits! This charming 2-bedroom, 2-bathroom home is the perfect peaceful getaway in the Florida Keys. Wake up to beautiful ocean views and enjoy your morning coffee on the back porch while watching the sunrise over the water.

Step right into the ocean from your backyard where you can kayak, wade in the clear water, or simply relax and take in the incredible surroundings. Two kayaks are available at the property, making it easy to explore the water just steps from the house.

The spacious back porch is the perfect place to sit, unwind, and enjoy the ocean breeze throughout the day.

Whether you're looking for a quiet retreat or a cozy home base to explore Islamorada, this oceanfront escape is the perfect place to experience the magic of the Keys.
VACATION RENTAL LICENSE: 24-0299 Per Islamorada's vacation rental ordinances for weekly rentals 2 people per bedroom are allowed, and 2 additional guests if under the age of 6.
If booking more than a year in advance current prices may not reflect the annual cost of living increase.
Many of our guests' re-book the same property on an annual basis. No reservation is confirmed until you speak with us.
Please note: before proceeding with your booking, kindly review the following information. This property is managed by a local Islamorada rental company, Freewheeler Vacations. Payments for your vacation rental will be made thru Freewheeler Vacations. You will also see a charge from VRBO which covers their booking service fee which is already included in the total cost. We prefer payments via personal check or eCheck. However, if you opt to pay by credit card, a 3% convenience fee will be applied to your rental. You will receive the Freewheeler Vacations Vacation Rental Agreement via email, which must be signed before your arrival. All future correspondence will be made through Freewheeler Vacations.

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Property grounds
"Islamorada Waterside Getaway: Prime Fishing, Sunset Views, Beachside Bliss!"
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  • Ocean view
  • Kitchen
  • Washing machine
  • Dryer
10.0 out of 10, Exceptional, (20 reviews)
"Islamorada Waterside Getaway: Prime Fishing, Sunset Views, Beachside Bliss!"

House Rules

Check in after 3:00 PM
Minimum age to rent: 22
Check out before 10:00 AM
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Children

Adults only
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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

Property # 4555891
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 indicated that there is a smoke detector on the property
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

Matecumbe, a neighbourhood in Islamorada, is home to this holiday home. San Pedro Underwater Archaeological Preserve State Park and Indian Key Historic State Park are local landmarks, and the area's natural beauty can be seen at Long Key State Park and Windley Key Fossil Reef Geological State Park. Ready for a night out? Consider Lorelei Restaurant & Cabana Bar and Florida Keys Brewing Company.
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Map
Islamorada, FL

What's nearby

  • Robbie’s of Islamorada - 2 min drive - 2.1 km
  • Anne's Beach - 4 min drive - 6.0 km
  • Bud n' Mary's Dive Center - 5 min drive - 7.0 km
  • Florida Keys Brewing Co. - 8 min drive - 10.3 km
  • Islamorada Brewery & Distillery - 9 min drive - 12.0 km

Getting around

  • Marathon, FL (MTH-Florida Keys Marathon) - 32 min drive

Restaurants

  • ‪Hungry Tarpon Restaurant - ‬2 min drive
  • ‪Lazy Days Restaurant - ‬5 min drive
  • ‪Lorelei Restaurant & Cabana Bar - ‬9 min drive
  • ‪Wendy's - ‬8 min drive
  • ‪Papa Joe’s Waterfront - ‬5 min drive

Frequently asked questions

Is Charming 2-bedroom home at 132 Columbus Drive, Islamorada with stunning open water views. pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Charming 2-bedroom home at 132 Columbus Drive, Islamorada with stunning open water views.?

As of 9 Jun, 2026, prices found for a 1-night stay for 2 adults at Charming 2-bedroom home at 132 Columbus Drive, Islamorada with stunning open water views. on 29 Jun, 2026 start from S$821, 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 Charming 2-bedroom home at 132 Columbus Drive, Islamorada with stunning open water views.?

On-site parking is available at the property.

What time is check-in at Charming 2-bedroom home at 132 Columbus Drive, Islamorada with stunning open water views.?

Check-in begins at 3:00 PM.

What time is check-out at Charming 2-bedroom home at 132 Columbus Drive, Islamorada with stunning open water views.?

Checkout is at 10:00 AM.

Where is Charming 2-bedroom home at 132 Columbus Drive, Islamorada with stunning open water views. located?

Located in Matecumbe, this holiday home is within a 5-minute walk of Sunset Drive Beach and San Pedro Underwater Archaeological Preserve State Park. Robbie’s of Islamorada and Indian Key Historic State Park are also within 2 miles (3 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. 24 out of 28 reviews
Rating 8 - Good. 2 out of 28 reviews
Rating 6 - Okay. 1 out of 28 reviews
Rating 4 - Poor. 1 out of 28 reviews
Rating 2 - Terrible. 0 out of 28 reviews

9.6/10

Cleanliness

9.8/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Eric L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful Home, Calming Waves, Privacy, Ocean View, Great Location for Day Tripping the Keys and Everglades.
Stayed 8 nights in Dec 2025
Verified

10/10 Excellent

April L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful and quiet! Just what we needed!
Stayed 7 nights in Sep 2025
Verified

10/10 Excellent

Jennifer H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Easy check in and check out. Very clean and comfortable. The views were amazing. Every time we went out we weren’t as pleased as dinner on our patio because the view was so unbelievable. We kayaked and paddle boarded every day. We went snorkeling on our tour but didn’t see anything we didn’t see right out our back door. Can’t wait to go back!
Stayed 7 nights in Dec 2025
Response from VrboOwner on 19 Jan, 2026
Thank you so much for your wonderful review! We’re thrilled to hear you enjoyed the home, the views, and all the fun right out on the water. It really doesn’t get better than dinner on the patio with that sunset! We’re glad the kayaks, paddleboards, and snorkeling were a highlight as well. We’d love to welcome you back any time!
Verified

10/10 Excellent

Jill G.

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

Beautiful location

Relaxing and beautiful sunrises in view of the Alligator lighthouse.
Stayed 9 nights in Nov 2022
Response from VrboOwner on 29 Nov, 2022
Thank you So much for your wonderful review Jill! We too think the view at this house is magical! We appreciate y'all being amazing guests and hope to see you back again soon! Tight Lines, The Freewheeler Vacations Team
Verified

10/10 Excellent

Sheila C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
What a beautiful home! The views are stunning. Every morning was a different, glorious view of the sunrise, viewed right from the porch. Located in a quiet neighborhood on a fairly secluded lot with close proximity to some really great local restaurants is a bonus. If sport fishing is your thing, you couldn't pick a more convenient location. We would love to come back again at some point.
Stayed 8 nights in Nov 2025
Response from VrboOwner on 2 Dec, 2025
Thank you so much for your wonderful review! We’re thrilled to hear you enjoyed the beautiful sunrises, peaceful setting, and convenient location — it really is a special place to relax and soak up the Keys. We’re glad you were able to take advantage of the great nearby restaurants and the easy access to world-class fishing, too! We’d love to welcome you back anytime. Thanks again for staying with us! 🌴✨
Verified

10/10 Excellent

Sheila S.

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

Beautiful view

My first time here, the description is exactly as described. Love Islamorada, will definitely be back and stay here again, if available.
Stayed 7 nights in Dec 2024
Response from VrboOwner on 15 Mar, 2025
Thank you Sheila! We are SO happy you had a wonderful vacation. We hope to see you again really soon!
Verified

10/10 Excellent

Amy S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house was amazing! The location was perfect, a lot of parking (although the listing says there isn’t any-there was enough for 10 cars in the driveway, if needed). We’ll come back for years to come. The amenities were great and the company was so easy to work with, very communicative. Best experience!
Plenty of parking
View from the back deck
View from the side deck
View sitting under the house
Stayed 7 nights in Sep 2025
Response from VrboOwner on 6 Oct, 2025
Thank you so much for your wonderful review! We’re thrilled to hear you loved the home and found the location and parking so convenient. It’s great to know you had such an easy experience working with our team — that’s always our goal! We can’t wait to welcome you back for many more visits to the Keys. 🌴 - Freewheeler Team
Verified

10/10 Excellent

Roxanne N.

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

Great Location

Great location. Nice quiet neighborhood. Loved the kayaks! Had a great time even with the not so nice weather!
Stayed 7 nights in Dec 2023
Response from VrboOwner on 11 Jan, 2024
Hi Roxanne! Thank you for the great review. We are so glad you had a wonderful time at this home, despite the weather. We can't wait to have you back next year! Freewheeler Vacations
Verified

10/10 Excellent

Todd W.

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

Great house and location

The house had everything we needed, except curtains on the sliding glass door and bathroom windows facing the neighbors. Great location!!
Stayed 8 nights in Apr 2023
Response from VrboOwner on 8 May, 2023
We are SO glad you had a wonderful vacation! The owners LOVE the ocean views and decided to not have curtains blocking their view. We will totally make that suggestion though. See you again soon! Tight Lines, The Freewheeler Vacations Team
Verified

10/10 Excellent

Pat T.

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

Beautiful view

We came to fish, great location to Marinas and restaurants! Even caught fish from the back yard! Cool to see the light house every day! Clean and comfortable!
Stayed 9 nights in Nov 2023
Verified

10/10 Excellent

MARK F.

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

Tremendous rental property

I am afraid to leave the fabulous review of this property, because I don't want anybody else to know about it. Selfish,I'm so ashamed! Absolute paradise. Our own private waterfront getaway. Quiet ,peaceful location with million dollar views. Great location! Close to all the restaurants and attractions, but far enough away,to be very peaceful at night. Sunrises were spectacular, while having coffee on the wrap around deck. Already booked for next year
Stayed 7 nights in Apr 2022
Response from VrboOwner on 30 May, 2022
Thank you for this awesome review! You are too funny! Selfish renters are the best! Glad you got your dates booked for 2023 already! See you soon! Sincerely, Freewheeler Vacations Team
Verified

10/10 Excellent

Chris T.

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

Great place with a great view

The wife and I were in town for a wedding and rented this spot which was only a half mile away from the venue. The view is amazing. The house was clean and just what we needed.. We fished from the balcony! LOL. You're that close to the water. Caught fish, relaxed, soaked up some sun. Highly recommend.
Stayed 10 nights in Nov 2021
Response from VrboOwner on 28 Nov, 2021
SOOO glad you had a wonderful vacation. Thank you for being amazing guests! Hope to see you again soon.
Verified

10/10 Excellent

Rachel G.

Loved our little beach house!

We had a wonderful time staying right on the ocean! It was lovely to have sliding glass patio doors and listen to the waves and feel the breeze all day and night. It was sparkling clean when we arrived and has all the dishes, cooking utensils, etc you need. We were excited to find paddle boards available for our use as well. There is also a gas grill we used several times to cook dinner. The location is great...very close to Robbie’s which does fishing trips, parasailing, etc. Lots of choices to eat for restaurants, and not a far drive to many area attractions. The only negative thing I could say is that it’s not a great place to swim. It’s rocky, very shallow, and tons of seaweed and some garbage wash up every day. (As it is on the ocean side everywhere) So, if you have little kids and want to be able to swim out your front door, this may not be the place for you. We thought it was about perfect for us and enjoyed our stay and are sad to leave.
Stayed 7 nights in Mar 2019
Verified

4/10 Poor

Shannon S.

Liked: Location
Disliked: Cleanliness, check-in

For the price it should have been better

We start are trip as it was a treasure hunt ... first with the key to the property then it was a hunt for the for the bath towels and the kitchen towels. The sink in the kitchen was not clean pots and pans were also dirty. The couch was broken and very uncomfortable. The beach was full of trash. The carpets that were there needed to be thrown out!! Then we hit the mother load with two roaches!! But the view was beautiful
Stayed 8 nights in Apr 2022
Response from VrboOwner on 30 May, 2022
Thank you for your review. We appreciate good and bad. It helps us to do our job better and make your vacation the best. However, this review is unfortunate. We have never had a negative review at this house! Check in instructions are emailed to every guest a week in advance, and we ask you communicate that you received them. Which you did. We try to make sure they are super easy to follow, not sure why you had an issue but we apologize and would ask how we can make it better for future guests. We want check in to check out to be flawless! Also, no one reported anything being wrong with the couch until this review. We have a call in to our current guest, that has been there since the 1st of the month, who have not complained, to see what is wrong with it. Again, we want our guests to be happy. Vacation is important and should not be stressful. Please, in the future, call us right away! We are available and always want to make our guests feel at their home away from home!
Verified

10/10 Excellent

mike y.

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

Nice location amazing house

Relaxing family vacation
Stayed 7 nights in Apr 2022
Verified

10/10 Excellent

kirk f.

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

Loved it

Awesome
Stayed 7 nights in Feb 2022
Response from VrboOwner on 18 May, 2022
Short and Sweet! LOVE IT! Hope to see you back again really soon! The Freewheeler Vacations Team
Verified

10/10 Excellent

Theresa G.

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

Vacation in paradise

Beautiful home with amazing views
Stayed 7 nights in Mar 2022
Verified

10/10 Excellent

April R.

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

Perfect Zen!

This property is absolutely beautiful and amazing!! Pictures just can't do it justice! Even though there are other beach houses nearby, it's spacious enough on the property that you still feel like you're in your own escape from the rest of the world. It really is peaceful and the design of the house maximizes the ocean views and breeses...We will totally look forward to returning someday!
Stayed 11 nights in Dec 2021
Response from VrboOwner on 15 Jan, 2022
Thank you So much for your review. We agree with you, this is a special place! Please come back any time! You always have a home away from home with Freewheeler Vacations!
Verified

10/10 Excellent

Cheryle T.

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

Paradise

We loved this seaside cottage! It was perfect for the 3 of us. It was so peaceful and you are right on the beach. Your balcony view is the ocean. The cottage itself was very cute and clean. We will definitely be back!
Stayed 7 nights in May 2021
Verified

10/10 Excellent

Doug E.

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

Our stay in Islamorada

The view of the ocean is good to wake up to in the morning. It’s a good location if you want to do thinks at both ends of the keys. The in side of the house is nice has been updated the out side could use a little work. It is a view property not a swimming beach but you can go kayaking .
Stayed 7 nights in May 2021
Verified

10/10 Excellent

Andrea S.

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

Stunning location

House was lovely. Deck & view and ocean access sublime. Everything was great though the kitchen could be much better supplied. We bought a steamer, a pitcher, Would be nice to have some serving utensils . There is one double kayak and two paddle boards. The kayak paddle was broken but when we reported it it was replaced immediately. Ditto with iron. I think the turn over crew could do a better job of making sure the house has all it says it is in good working order. Rental agent was great!! Would love to return without a doubt.
Verified

10/10 Excellent

Janice N.

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

heaven on earth

House was right on the beach. Everything we needed was there. It was private but near to all amenities.
Stayed 7 nights in Mar 2020
Verified

10/10 Excellent

Steve B.

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

Oceanfront House

The house is perfect for a getaway with friends! It it located in a nice neighborhood and close to restaurants and marinas. Enjoyed our stay!
Stayed 7 nights in Feb 2020
Verified

10/10 Excellent

Kimberly H.

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

The Perfect Vacation Stay

This was the best vacation. The keys alone are beautiful, but this house really made it. Beautiful ocean views, nice big front driveway and space to park, super clean and simplistic. It felt like a quaint beach home. The house was easy to find and fully stocked with everything you could possibly need. The kitchen and bathrooms and appliances were so clean. It had a closet full of beach towels, chairs, umbrella, and other misc things that you would need. The beach at the house was definitely full of sea grass and some trash that washed up, but that's no fault really of the owners. There was a rake right there to clean away some immediate things if needed. We have no bad reviews whatsoever, check in/out was super simple if you read the directions. Hope to stay here again!
Stayed 7 nights in Feb 2020
Verified

8/10 Good

Jeff S.

Beautiful inside, water not so much....

First off the inside is very nice. The colors are perfect, the kitchen was what we needed, and the bedrooms were comfortable. The views, we enjoyed for the most part. Upon arrival the water from the rocks for about 40 - 50 feet out had nothing but dead seaweed and trash (plastic wrappers, bottles, cans, broken flower pot, etc) for as far as you could see left and right. This was such a problem we never went in the water at the rental, which was the whole point of renting a waterfront property to start with. I know the owners can't control the dead seaweed, but it also covered what sand would have been in front of the house. It was obvious that no effort had been made to clean this up. Throughout the week, mother nature took care of a lot of it, however the sand area was still covered and needs someone to come and clean it off. The house on the north end of property had contractors for a couple of days. Not noisy at all, it was the fact that the contractors felt it was ok to urinate in the little bit of vegetation still growing between the rental and the house they are working on. This happened a couple of times. Overall, we did enjoy the house. It was comfortable, had the amenities we needed, was clean, and we were able to cook just about every meal without any problems. Not being able to get into clean water at a waterfront house was a real problem for our family. Would love to rent again, just not sure about the water, would have to spend time considering my other options.
Stayed 7 nights in Jun 2018
Response from VrboOwner on 21 Mar, 2020
We are so glad you had a wonderful vacation at this home! The renovation has given this home a beautiful facelift! It's truly a shame people throw garbage in our beautiful waters for the tide to wash up on shore. And you are right, the sea grass has been out of control this summer. Luckily, it's not always that way. Hopefully next time you visit the sea grass won't be an issue. Hope to see you and your family back in Islamorada very soon!

About the host

Hosted by Freewheeler Vacations

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