Seaside stay .With a stay at this Matecumbe vacation home, you'll be within half a mile (1 km) of San Pedro Underwater Archaeological Preserve State Park and 2 miles (3 km) of Robbie’s of Islamorada. Indian Key Historic State Park and Sunset Drive Beach are also within 3 miles (5 km).
Indian Key Historic State Park - 3 min drive - 2.8 km
Sunset Drive Beach - 3 min drive - 3.6 km
Anne's Beach - 4 min drive - 5.2 km
Bud n' Mary's Dive Center - 5 min drive - 5.9 km
Getting around
Marathon, FL (MTH-Florida Keys Marathon) - 32 min drive
Restaurants
Robbie's of Islamorada - 2 min drive
Lorelei Restaurant & Cabana Bar - 9 min drive
Lazy Days Restaurant - 5 min drive
Islamorada Fish Company - 7 min drive
Square Grouper - 7 min drive
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
TikiBar with TV &Stereo, PrivateSpa, Heated Pool, Hammock,SUP’s, Kayaks,Bikes,FP
We are proud to announce- Castaway Island has been named for 2024’s KW people’s choice awards as a FINALIST for Best Vacation Rental in the Florida Keys. . Being named top three of over 6,000 vacation rentals is the honor of a lifetime. Experience the ultimate tropical getaway in our enchanting bungalow, boasting 82 consecutive 10/10 guest reviews! Our hosts' lifetime in hospitality shines through in the meticulous restoration and thoughtful amenities, ensuring an unparalleled vacation experience. Discover your home away from home, where every detail is designed to exceed your expectations.
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)
First aid kit
Fire extinguisher
Deadbolt lock
General
Bicycles
Garden
Property located in a resort
Policies
Check-in
Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 23
Check-out
Check-out before 10:00 AM
Contactless check-out available
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Pets
Pets are welcome
Only dogs are allowed
Maximum 2 (weight limit: 20 lbs per pet)
Service animals are exempt from fees
Children and extra beds
Children are welcome.
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
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, a first aid kit, and a deadbolt lock
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.
Property is also known as
Vrbo Property
Islamorada Escape bungalow 1 heated Pool Bikes Grill!
TikiBar with TV &Stereo, PrivateSpa, Heated Pool, Hammock,SUP’s, Kayaks,Bikes,FP Reviews
Reviews
10
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.
Rating 10 - Excellent. 87 out of 88 reviews
10 - Excellent
87
Rating 8 - Good. 1 out of 88 reviews
8 - Good
1
Rating 6 - Okay. 0 out of 88 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 88 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 88 reviews
2 - Terrible
0
10/10
Cleanliness
10/10
Property conditions & facilities
Reviews
10/10 Excellent
Mary O.
Mar 27, 2025
Liked: Cleanliness
Outdoor Paradise
With a tiki bar, hammock, pool access, and hot tub, we spent most of our time enjoying the sunny weather. The place was super clean, very comfortable and a perfect March get-away for us. Captain Rob was attentive and offered top-notch local recommendations. Highly recommend! We had our two young-adult sons with us and we were comfortable, but we were at capacity.
Mary O.
Stayed 5 nights in Mar 2025
10/10 Excellent
Brenda J.
Mar 22, 2025
Liked: Cleanliness
Wonderful getaway in the heart of Islamorada!
This was a wonderful place to call home while visiting the beautiful Florida Keys. It was beautifully decorated, comfortable and filled with everything you could possibly need to make your vacation great. We would definitely stay here again! Highly recommended to any travelers. Wonderful host and excellent communication throughout our stay.Thank you!!!
Brenda J.
Stayed 6 nights in Mar 2025
10/10 Excellent
Steve G.
Mar 1, 2025
Liked: Cleanliness
Our winter Getaway in the Keys!
This was our first time visiting the keys and we found the perfect place. It was everything and more than described and offered a central place to explore the Florida Keys. Our host was very good at keeping us informed and answer questions throughout the week. The bungalow was perfect inside and out along with an amazing pool just steps from our door.
Steve G.
Stayed 8 nights in Feb 2025
10/10 Excellent
Courtney K.
Feb 12, 2025
Liked: Cleanliness
Paradise in Islamorada
Rob and Regina were seriously the best hosts we’ve ever had! They helped us out with last minute recommendations, provided us with the most beautiful place to stay, and helped us plan the perfect vacation with 3 busy teenagers. Thank you so much, Regina and Rob, for being such kind individuals! There are so many things to do within a shirt drive from our oasis!
Courtney K.
Stayed 4 nights in Feb 2025
10/10 Excellent
Jodie H.
Jan 28, 2025
Liked: Cleanliness
Cute bungalow!
Perfect rental for a couple or small family with all the amenities of a hotel -nice heated pool, private hot tub, great backyard and tiki bar setup, bikes and more! Friendly and attentive hosts and easy check in process. Property is professionally cleaned and linens and furniture were spotless. We loved the keys decor! Would absolutely return.
Jodie H.
Stayed 5 nights in Jan 2025
10/10 Excellent
Heath M.
Jan 9, 2025
Liked: Cleanliness
Machamer Family first trip to the Keys
Neat and tidy, Tiki bar with grill was a huge hit! Located right next to heated pool. Awesome stay!Owners kept in contact to make sure our stay was flawless and enjoyable!
Heath M.
Stayed 5 nights in Jan 2025
10/10 Excellent
Susan H.
Dec 19, 2024
Liked: Cleanliness
Best hosts ever!
I'll start off by saying that I have stayed in many places via VRBO and have never had such great hosts as we had in Rob and Regina!! From answering my questions when I originally booked, to providing such helpful information leading up to our stay - they were both top notch!
The bungalow is absolutely perfect - beautifully decorated and no detail spared. It was very clean and had everything that we needed and more! My only regret is that we weren't able to stay longer! But we will be back!
Rob was excellent with the local recommendations and our favorites were Wahoo's (get the Wahoo BLT!) and be sure to catch the sunset at Papa Joe's.
You can't go wrong with Rob and Regina's little slice of paradise. Thank you both for a great weekend!
Susan H.
Stayed 2 nights in Dec 2024
10/10 Excellent
Becky F.
Dec 15, 2024
Liked: Cleanliness
Wonderful Getaway with College Kids
We had a great time at The Castaway! Perfect spot to enjoy Islamorada! Regina and Rob were the most gracious hosts - we took all their recommendations and all were perfect! We chartered a deep sea fishing trip on the Sea Horse with Captain Rick and took our catch to Lazy Days to be prepared. Poppa Joes and Mangrove Mike’s were amazing too!
Becky F.
Stayed 2 nights in Dec 2024
10/10 Excellent
Meghan B.
Dec 12, 2024
Liked: Cleanliness
Island vibe
Great stay! Amazing outdoor oasis, house was super clean, and very convenient. Host was very responsive, check in seamless, lots of great recommendations to try while we were in town! Lovely part of the keys and would happily stay again!
Meghan B.
Stayed 5 nights in Dec 2024
10/10 Excellent
RHONDA L.
Dec 4, 2024
Liked: Cleanliness
Has everything!!
We loved our stay over the Thanksgiving holiday! Everything listed is accurate! The tiki bar, tv and fire pit were a bonus along with the heated pool! Rob and Regina were great host providing info etc Will book again in the future!
RHONDA L.
Stayed 4 nights in Nov 2024
10/10 Excellent
Emily T.
Jul 31, 2024
Liked: Cleanliness
Great Family Getaway
Our family of 5 had a great say here! All the details were exactly as expected. It's a charming house in a great location to explore all the Keys has to offer. We had a great trip in large part thanks to this property!
Emily T.
Stayed 5 nights in Jul 2024
10/10 Excellent
Yvette G.
Jun 20, 2024
Liked: Cleanliness
Relaxing
We really enjoyed staying at Castaway Bungalow!! This place has everything you need for a great vacation!! The Tiki bar was definitely a hit!!
Yvette G.
Stayed 5 nights in Jun 2024
10/10 Excellent
Terri W.
Jun 10, 2024
Liked: Cleanliness
Family fun
My son lives in Colorado and my daughter in St Louis. We met to spend a fun, relaxing time together. We loved your place. It was quiet and secluded. The place was awesome. We loved the private tiki bar with a big screen tv, grill, outside fridge, wine fridge and firepit. The location was perfect.
Terri W.
Stayed 3 nights in Jun 2024
10/10 Excellent
Ilana B.
Apr 30, 2024
Liked: Cleanliness
Best Weekend Getaway
Property was beautiful and bungalow super comfy and clean. We decided last minute to drive down to Islamorada with our 2 small dogs for our anniversary, and Miranda made everything flow so smoothly, I could not ask for more. Thank you for sharing your lovely home with us. Everything was absolutely perfect.
Ilana B.
Stayed 3 nights in Apr 2024
10/10 Excellent
Jessica W.
Mar 29, 2024
Liked: Cleanliness
This one!
The truth and nothing but the truth. I’ve rented with vrbo for about 10 years now. You leave a review and sometimes you just don’t know what to say. It’s hard to look at pictures and know exactly what you are getting into. This place has been the best place we have rented. It was more than we thought. This cottage is like the penthouse of the cottages in the area for sure. We enjoyed the hot tub. The tiki and fire pit area is so private and cozy. Kitchen is well stocked. Regina, you did amazing with the decor. I loved it all down to the custom octopus sink. This was our first time to the Keys and this was the best experience. Rob and Regina are amazing hosts and the best we have ever had. They responded and helped us with anything we needed. Not all hosts do this. You two are the best. This place is in an awesome location. We brought our boat and had a blast. The restaurants here are great and the shopping is good too. We spent 6 days and felt like we just got to know the place. We can’t wait to come back and finish exploring. There is so much to do. This place will not disappoint.
Jessica W.
Stayed 5 nights in Mar 2024
10/10 Excellent
Vicki G.
Mar 9, 2024
Liked: Cleanliness
Escape from the COLD
Our first stay at the bungalow and it didn’t disappoint. What you see is what you get, no smoke and mirrors. The listing is spot on. We fished and utilized the tiki bar to its fullest. Regina recommended some local areas to paddle board, we landed at Anne Beach. Beautiful! The pool is perfectly located next to the bungalow. Unexpected surprise was the shared pantry, pay it forward and leave behind unused dry goods, bug spray, beers, laundry detergent etc. definitely came in handy for doing some laundry. Great communication for Regina and Capt Rob. Will definitely be booking again for our next trip to Islamorada.
Vicki G.
Stayed 6 nights in Mar 2024
10/10 Excellent
Dale T., Clyde ohio
Jan 22, 2024
Liked: Cleanliness
Perfect
Was all that we hoped for and more. Excellent outdoor living space and a few steps from the pool. Pool is not private but might as well been. Super clean and comfortable. Host was exceptional. Hopefully will stay again.
Dale T.
Stayed 6 nights in Jan 2024
10/10 Excellent
Tom T.
Jan 16, 2024
Liked: Cleanliness
First trip to the Keys!
Rob and Regina are wonderful hosts! Working and communication with them was nice and easy. Their bungalow is everything you see in the pictures and the property details are exactly as described. Very well appointed and plenty of amenities. It was nice to take some time and relax by the pool, enjoy drinks / dinner at the tiki bar and end the day in the hot tub. The tiki bar is awesome! This was our first time in the Keys. Long overdue! Our stay in Islamorada and choosing this property did not disappoint! Our minds are already planning another visit! There is definitely truth to the saying “Livin’ on Keys time”!!!
Tom T.
Stayed 4 nights in Jan 2024
10/10 Excellent
Melissa K.
Dec 24, 2023
Liked: Cleanliness
Outstanding!
Everything about our stay was amazing! Regina was welcoming and checked in to make sure we were enjoying our stay! The Bungalow was well appointed with everything we could have possibly needed. The tiki bar, fire pit and spa were our absolute favorites. The pool was almost like having our very own private pool! The Keys are meant for outdoor fun and that is exactly what we experienced during our stay! Every single detail was taken care of for us. The owners thought of everything to make sure our family had a 5 star experience! We will be back and would recommend this bungalow to all of our friends!
Melissa K.
Stayed 6 nights in Dec 2023
10/10 Excellent
Mark D.
Dec 20, 2023
Liked: Cleanliness
A Wonderful Holiday Visit
My wife & I had the pleasure of being guests at Regina & Rob’s lovely getaway spot. All we can say is WOW! Not only were the amenities outstanding, but everything advertised on the listing is 100% accurate.
The grilling / bar area outside was easy to use, & comfortable for a quiet night of cocktails, cooking, & moving to a nice dining area on the lanai. Heated hot tub & pool were perfect places for a quiet break in the middle of December.
In addition to the house being comfortable, the decorations for the holidays were really a festive touch, to put you in the Christmas spirit.
Our getaway could not have been nicer, & we strongly would recommend this property & intend to return ourselves.
It is also worth noting that Rob gave us a wonderful recommendation for a fishing charter service. Chris Parthemore of Chris’ Clearwater Charters gave us a wonderful full day on the water, & this was made possible because of Rob’s suggestion.
We cannot wait for our next visit to this home, & many thanks to Regina & Rob as our hosts.
Mark D.
Stayed 5 nights in Dec 2023
10/10 Excellent
Jacob W.
Dec 17, 2023
Liked: Cleanliness
Perfect for our honeymoon getaway!
The ease of communication, readiness to help, answer any questions, and overall friendliness didn’t quite prepare us for the perfect space for us to rest our feet during an amazing Islamorada vacation. I cannot stress enough how nice it was to communicate with our host. Directions and information provided once we booked was very appreciated. The property itself(and the neighborhood) felt like a nice place to call home. The amenities were wonderful and much needed! We somehow had the shared pool to ourselves each time we took a dip. Bike rides were also a pleasant addition to activities as we wanted to experience the area as a resident. The outside deck with hot-tub, tiki bar, and fire pit area made it feel like an out of world experience, very rewarding! Inside was beautiful with cute touches all over. Didn’t use the kitchen a whole lot, but it had everything you could ask for. Our early December booking was decorated for Christmas and was a beautiful surprise. A+ stay, A+ property, A+ experience
Jacob W.
Stayed 3 nights in Dec 2023
10/10 Excellent
John M.
Oct 13, 2023
Liked: Cleanliness
Fantastic Bungalow!! and Close to Everything!
Our first time to Florida Keys was a so much fun!!
The Castaway bungalow was perfect for 4 adults & 2yo.
Very clean with a new outdoor Tiki space & grill.
Comfortable beds, nice kitchen & living area, easy access to the fun stuff.
Close to all of Islamorada and close enough for a day trip to Key West.
Rob & Regina were very attentive hosts.
We will definitely do this again.
Highly Recommended!!!
John M.
Stayed 5 nights in Oct 2023
10/10 Excellent
Jeff G.
Jul 14, 2023
Liked: Cleanliness
Great time
Had a great time in our centrally located property. Went to key largo and key west with ease. Property was nice and clean. Unfortunately it was just too hot to use the pool with the heat dome but it is right there to use when you stay.
Jeff G.
Stayed 6 nights in Jul 2023
10/10 Excellent
Lois M.
Apr 9, 2023
Liked: Cleanliness
A True Paradise!
This beautifully decorated bungalow has everything anyone could possibly want both inside and outside. The kitchen is well stocked and the living room and bedrooms are very comfortable. The yard is gorgeous and is an inviting area to relax in. The fantastic pool is only steps away and we often had it to ourselves. Regina and Rob are amazing hosts. They are sincerely concerned about meeting the needs of their guests. Their communication with us throughout was outstanding, We can’t thank them enough for all of the extra touches that made us feel welcomed!
Lois M.
Stayed 15 nights in Mar 2023
10/10 Excellent
Suzanne R., Nj
Mar 25, 2023
Liked: Cleanliness
Castaway Island is a secluded getaway
The owners communicated perfectly and made sure everything was working for us. The bungalow is charming, well decorated, and easy to get around from. Bikes, kayaks, the beautiful heated pool, firewood, and brand new appliances made the vacation a dream!! We chartered a boat based on Rob’s recommendation and caught mountains of fish! The nearby restaurants are all close and wonderful. Nice bike path is a treat too. We used the sound machines and slept like logs!