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Traveler (34)
Pool & Beach (7)
Room & Suite (6)
  • Excellent39%
  • Very good17%
  • Average20%
  • Poor11%
  • Terrible13%
Mar 24, 2017
“Desperately Needs Updating”
Mar 1, 2017
“As expected”
Free Wifi
Free Parking
Air Conditioning
Tennis Court
3 Star accommodation
All hotel details
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Reviews (45)
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1 - 5 of 44 reviews
Reviewed March 24, 2017 via mobile

My brother and I rented a two bedroom condo here for a week and were very disappointed. Topsider has a beautiful setting on the gulf with a small sandy beach and a very nice dock for fishing or tying up a boat. The resort has...More

1  Thank TravelerJohn48
Reviewed March 1, 2017

Good location, nice grounds. Great dock for keeping your boat. Small but decent beach area, decent pool. Units......outdated, desperate need of some renovations. A/C can be fickle, don't turn too low or might freeze up. If you are really picky, look elsewhere. If you can...More

Thank Patrick M
Reviewed February 22, 2017

The place was dirty. Junk along the walls where they never vacuum, and the floors were so dirty the bottoms of our feet turned black, the air conditioner sounded like a train. Not a good place to stay

2  Thank Escapades201
Reviewed July 25, 2016

Been going to TopSider since 1985 :-) Two weeks in July and 1 or 2 Weeks in January; So obviously I Love the place! Nice dockage for Boat! We are into Water Sports, and the Matecumbe Bight is perfect for Water Skiing & Wake Boarding!...More

Thank Raul J
Reviewed July 5, 2016

We stayed at the Topsider every year for many years but hadn't visited for a longtime. We love the location at Islamorada. The water is still nice for snorkeling and fishing. This year a manatee hung out at the dock one day which was awesome...More

Thank Belinda14
View more reviews
Topsider consists of 20 fully furnished octagon shaped stilt homes nestled in a lush tropical setting facing the bay. Each unit has two bedrooms, two baths, living room and a full kitchen. Downstairs you have your own ...More storage/laundry room with a full size washer and dryer. HIGH SPEED INTERNET ACCESS IN EVERY UNIT On site there is a heated swimming pool, Jacuzzi, tennis court and two shuffle board courts. There is a play ground area with swings and slide for the kids. Bicycles as well as kayaks and canoes are also here ready for your enjoyment! Topsider has its own boat ramp that guest can use at no charge. Of course we can't forget Topsider's famous pier. This "T" shaped pier jets out into the bay 180 feet giving those with boats plenty of room for docking and those who don't a great place to fish from. It's also the perfect place for everyone to enjoy those fabulous Florida Keys sunsets. So please take a moment to explore the site and see all the wonderful things that are available to you here at Topsider and the Florida Keys. Less
Hotel class
Hotel Amenities
Free Parking
Free High Speed Internet (WiFi)
Air Conditioning
Children Activities (Kid / Family Friendly)
Hot Tub
Refrigerator in room
Tennis Court
Room types
Hotel class
Room types
Number of rooms
Also Known As
Topsider Hotel Islamorada
United States > Florida > Florida Keys > Islamorada
Traveler (34)
Pool & Beach (7)
Room & Suite (6)
Family and Play Areas (1)
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Questions & Answers
Ask a question
Tracy L
June 20, 2015|
AnswerShow all 2 answers
Response from Philip V | Property representative |
It is high speed wireless in each of the 20 units. You should have no problem.
Tracy L
June 20, 2015|
Response from Philip V | Property representative |
You are correct...there are 2 parking spaces for each unit. Park your boat trailer in one of them. Follow the left driveway after you enter the property. The ramp is at the end.
Tracy L
May 18, 2015|
Response from Philip V | Property representative |
No. They are free.
Room Tips
"Try to get in first 3 units from the beach."
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"By far the best Cabins you can get are No.1 and No.11 as they are in front of the ocean :-)"
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"20 units, Only 2 are actually beachfront although ALL are within a 5 minute (or less) walk."
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"All units are the same some are closer to beach, some are closer to pool your choice."
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