We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
All 7 Islamorada accommodations

Topsider Resort

Save Saved
You added Topsider Resort to your Saves list
75500 Overseas Hwy, Islamorada, FL 33036
Hotel amenities
Topsider Resort
We can't find prices for this accommodation
Our online travel partners don't provide prices for this accommodation, but we can search other options in Islamorada
Check In Check Out
Write a Review

30 reviews from our community

Traveler rating
    12
    5
    5
    3
    5
See reviews for
16
6
Solo
0
Business
0
Rating summary
  • Location
    4.5 of 5 stars
  • Sleep Quality
    3 of 5 stars
  • Rooms
    3 of 5 stars
  • Service
    3.5 of 5 stars
  • Value
    3.5 of 5 stars
  • Cleanliness
    3.5 of 5 stars
Traveler tips help you choose the right room.   Room tips (12)
Date | Rating
  • English first
  • German first
  • Any
English first
Contributor
12 reviews 12 reviews
3 helpful votes 3 helpful votes
5 of 5 stars Reviewed 3 weeks ago

What a wonderful resort!! The people are so friendly and helpful. Especially Manny!! Be sure you enjoy the the wonderful dock and beach. Everything including the weather is perfect. The fishing and snorkeling are out of this world. Also a day trip to Key West and a snorkel trip to the reef are a must. Great food nearby at Lazy... More

Was this review helpful? Yes
Reviewer
4 reviews 4 reviews
4 hotel reviews
7 helpful votes 7 helpful votes
3 of 5 stars Reviewed 3 weeks ago

Topsider is well loved by the people that own units there and have been going there since childhood. It is definitely well worn and in need of an upgrade. The management and maintenance staff are super friendly and attentive. If you don't mind the accommodations, it has a pool, a beach area, and dock. Each unit has a combined kitchen... More

Was this review helpful? Yes
Mt Shasta
Senior Reviewer
7 reviews 7 reviews
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed March 8, 2014

I have been coming here for 26 years . This place is clean quite and unique. I would recommend it to anyone looking for an exceptional stay in the Key's! There is a pool, a hot tub , and a tennis court! Also , a private beach and a boat for docking !

Was this review helpful? Yes 1
Raleigh, North Carolina
Senior Contributor
25 reviews 25 reviews
4 hotel reviews
18 helpful votes 18 helpful votes
3 of 5 stars Reviewed February 23, 2014

This one'll take a while. When booking a unit here I asked the rental manager for a unit near the water. She said #3 was available so I booked. When I got confirmation in the mail the document said unit #16. I called to ask why the change to a unit so far from the water, she said the owner... More

Was this review helpful? Yes
Mt Shasta
Senior Reviewer
7 reviews 7 reviews
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed January 27, 2014

This resort is amazing . Ever since I was born my parents brought me on vacation to the Florida Keys . Every year it was Topsider!! I love the private beach, pool, and tennis court . There are also bicycles that you can ride for free and little boats you can paddle around in that are provided by the resort!... More

Was this review helpful? Yes 2
Southend-on-Sea, United Kingdom
Senior Contributor
46 reviews 46 reviews
5 hotel reviews
24 helpful votes 24 helpful votes
4 of 5 stars Reviewed November 21, 2013

It's too easy to pass Topsider Resort as you drive south on the Overseas Highway from Robbie's. The resort sign has seen better days and is situated well back from the road but don't let this put you off. If you persevere past the 'Private' signs you'll find yourself in a hidden paradise with tennis court, swimming pool, two small... More

Was this review helpful? Yes 1
1 review
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed July 25, 2013 via mobile

I can't believe some of these reviews by some people who seem to be high maintanence! This is the keys and you will find bugs! Tuesday and richard have been extremely nice since I have owned. 2001! Some people just can't take care of themselves on vaca. Love the place and would never trade. Manny is great and takes great... More

Was this review helpful? Yes 4
Contributor
15 reviews 15 reviews
12 helpful votes 12 helpful votes
3 of 5 stars Reviewed April 13, 2013

The location of the Topsider is pretty convenient. There are some fun things to do nearby and it is about 1.5 hours to Key West. The grounds of the resort are beautiful, as is its location on the Gulf of Mexico side of Islamorada. We stayed in unit 4. Pretty much everything in the interior was in serious need of... More

Was this review helpful? Yes 2
Long Island, New York
Contributor
12 reviews 12 reviews
6 hotel reviews
33 helpful votes 33 helpful votes
4 of 5 stars Reviewed March 18, 2013

Went for the 1st time with another couple, not a Four Seasons but very nice. Good central location and about an hour and a half from Key West. Some nice shops and restaurants nearby too. Robbie's was very inexpensive for gifts. Walking down to the pier every morning was so peaceful, great place to sit back and read a good... More

Was this review helpful? Yes 2
Cleveland, Ohio
Contributor
12 reviews 12 reviews
3 hotel reviews
15 helpful votes 15 helpful votes
4 of 5 stars Reviewed November 7, 2012

what can you say about a place where you move into a small house in a small community that welcomes you with open arms? plenty! while this resort is not a 5* place and does not have an on sight restaurant what it does have is a feeling of home. the units all offer 2 bedrooms, 2 bathrooms and a... More

Was this review helpful? Yes 5
Owners: What's your side of the story?
If you own or manage Topsider Resort, register now for free tools to enhance your listing, attract new reviews, and respond to reviewers.
Manage your listing

Been to Topsider Resort? Share your experiences!

Write a Review Add Photos & Videos

Additional Information about Topsider Resort

Address: 75500 Overseas Hwy, Islamorada, FL 33036
Location: United States > Florida > Florida Keys > Islamorada
Also Known As:
Topsider Hotel Islamorada

10 photos of this hotel

Traveler photos: See what travelers like you saw

Viewed
All traveler photos (11)
Viewed
Pool/beach area (2)
Viewed
View from room (1)
Viewed
Other (8)
Hotels you might also like...
Check In Check Out
Price Your Stay
Select tags to find the hotel that's right for you.
All
hotels in Islamorada with
any amenities