Located in Islamorada (Matecumbe), this vacation home is within a 5-minute drive of San Pedro Underwater Archaeological Preserve State Park and Robbie’s of Islamorada. .This family-friendly vacation home is 1.7 mi (2.8 km) from Indian Key Historic State Park and 2.2 mi (3.5 km) from Sunset Drive Beach.
Marathon, FL (MTH-Florida Keys Marathon) - 32 min drive
Restaurants
Lorelei Restaurant & Cabana Bar - 9 min drive
Papa Joe’s Waterfront - 5 min drive
Wendy's - 9 min drive
The Trading Post - 8 min drive
Italian Food Company - 9 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.
Make yourself comfortable in this air-conditioned vacation home, which features a fireplace and a Smart TV. There's a private balcony. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless internet access is available to keep you connected.
Be sure to enjoy recreational amenities, including a water park, an outdoor pool, and a hot tub. This vacation home also features concierge services and barbecue grills.
Guests will find features like wireless internet access and onsite parking.
Property amenities
Beach
Beach nearby
Beach loungers
Beach towels
Ski
Close to skiing
Snowboarding nearby
Pool/Spa
Fenced private pool
Heated pool
Hot tub
Outdoor pool
Internet
Available in the house: Free WiFi
Parking and transport
Car required
Parking on site
Kitchen
Blender
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Electric kettle
Hob
Ice maker
Lobster/crab pot
Microwave
Oven
Paper towels
Refrigerator
Spices
Toaster
Dining
Dining table
Bedrooms
2 bedrooms
Bedsheets provided
Bathroom
1 bathroom
Hair dryer
Shampoo
Shower
Soap
Toilet paper
Towels provided
Living spaces
Dining table
Fireplace
Living room
Entertainment
Games
Music library
Smart TV with cable/satellite channels
Stereo
Outdoor areas
Balcony
Barbecue grill
Firepit
Garden
Outdoor furniture
Laundry
Laundry facilities
Washer/dryer
Comfort
Air conditioning
Heating
Pets
Pet friendly
Welcoming dogs only
Up to 9 kg per pet
Suitability/Accessibility
Smoke-free property
Services and conveniences
Concierge services
Iron/ironing board
Location highlights
In a village
Near a health/beauty spa
Near a hospital
Near a zoo
Near the bay
Near the marina
Near the sea
Things to do
Bicycles
Boat
Heated pool
Kayak
Tennis
Water park
Water sports equipment
Basketball nearby
Birdwatching nearby
Ecotours nearby
Fishing nearby
Hiking/biking trails nearby
Hunting nearby
Ice skating nearby
Jet skiing nearby
Kayaking nearby
Motor boating nearby
Mountain biking nearby
Mountain climbing nearby
Parasailing nearby
Rafting nearby
Rock climbing nearby
Sailing nearby
Scuba diving nearby
Snorkelling nearby
Snowmobiling nearby
Surfing/bodyboarding nearby
Swimming nearby
Theme park nearby
Water skiing nearby
Water tubing nearby
Wildlife walks nearby
Windsurfing 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)
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
Check-out instructions
The host requires you complete the following before checking out:
Load and start the dishwasher
Remove leftover food and drinks and take out the trash
Lock the doors
No need to strip beds at all. Simply take out the trash, empty the fridge and load and start the dishwasher. And please make sure the cover is and the spa.
Our occupancy percentage stays in the high 90s year round 99% of the time we have a check in the same day as a check out please be prompt.
Our cleaning company typically arrives right at 10 AM or a few minutes after so they can fulfill their commitment to having the Bungalow ready for the next guest that afternoon. Thank you so much!!!!
Pets
Pets allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total (up to 20 lbs per pet)
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
We should mention
A car is required for transportation to and from this property
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. 89 out of 90 reviews
10 - Excellent
89
Rating 8 - Good. 1 out of 90 reviews
8 - Good
1
Rating 6 - Okay. 0 out of 90 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 90 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 90 reviews
2 - Terrible
0
10/10
Cleanliness
10/10
Property conditions & facilities
Reviews
10/10 Excellent
Clint P., Greenville, NC
18 Jul 2025
Liked: Cleanliness
This place is perfect for 1-4 people. Great bungalow in a nice quiet area and a community pool beside property that is essentially private as no one uses it. Great hot tub and bar area outside and so clean and nicely decorated inside. Close to several restaurants, Treasures of the Sea, and about 1.5hrs to Key West. The perfect place for us 3 to explore the keys. Owners were super helpful and quickly responsive with any questions or suggestions.
Clint P.
Stayed 4 nights in Jul 2025
10/10 Excellent
Marissa D.
25 Apr 2025
Liked: Cleanliness
Secluded Paradise
The title says it all… Secluded? Check. Paradise? Check. Captain Rob and Regina’s place was immaculate and had amenities we didn’t even know we needed, but now we want them in our own homes. The ice maker made the good ice! The beds were also so comfortable! The pictures didn’t do the outdoor area/backyard justice. Perfect spot for some shaded napping in the afternoon heat after a dip in the almost private pool. Literally, we saw maybe 4 people at the pool other than us the entire week. Communication was prompt and super friendly. Lastly, the practice of leaving any non-perishable items was greatly appreciated and we hope that continues with the next guests! Would highly recommend. We WILL be back.
Marissa D.
Stayed 4 nights in Apr 2025
10/10 Excellent
Mary O.
27 Mar 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.
22 Mar 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.
1 Mar 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.
12 Feb 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.
28 Jan 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.
9 Jan 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.
19 Dec 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.
15 Dec 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.
12 Dec 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.
4 Dec 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.
31 Jul 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.
20 Jun 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.
10 Jun 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.
30 Apr 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.
29 Mar 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.
9 Mar 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
22 Jan 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.
16 Jan 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.
24 Dec 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.
20 Dec 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.
17 Dec 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.
13 Oct 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.
14 Jul 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.