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.

Topsider Resort

75500 Overseas Hwy, Islamorada, FL 33036
Hotel amenities
Prices from our online travel partners are not available
We can't find prices for this hotel
Our online travel partners don't provide prices for this accommodation, but we can search other options in Islamorada
Check In Check Out
Show Prices
Management photos
Topsider Resort
View Map
Add Photo Write a Review

38 Reviews from our TripAdvisor Community

Traveler rating
Traveler type
Time of year
Language
Charlotte, North Carolina
Level Contributor
24 reviews
5 hotel reviews
common_n_hotel_reviews_1bd8 17 helpful votes
4 of 5 stars Reviewed 3 weeks ago via mobile

My husband and stopped in to visit friends who have had a time share here for 30 years. We are considering it for our family next year. This was our first drive down the Key West, and after Key Largo, Islamadora is one of the communities along the way with the most to offer as far as restaurants, grocery store... More 

Helpful?
Thank mernag55
A TripAdvisor Member
3 of 5 stars Reviewed 4 weeks ago via mobile

I have to say I wasn't sure about this place based on reviews. It is a no frills place so if you are looking for an upscale resort with all the bells and whistles this is not your place, if you want just the basics then this place works. We had 6 adults for a week and it's not a... More 

Helpful?
Thank A TripAdvisor Member
1 review
common_n_hotel_reviews_1bd8 2 helpful votes
3 of 5 stars Reviewed July 23, 2015

I will begin by saying, I prefer modern-upscale resorts, so this type of "resort" is not really up my alley. I worked in hotels for years, so I am used to providing and receiving round the clock service during stays. This resort is for leisure use, did not see staff while visiting -- very hands off. THE GREAT: The did... More 

Helpful?
2 Thank Social P
Level Contributor
5 reviews
common_n_hotel_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed July 14, 2015

We had a great week vacation at Topsider. We were able to launch our boat onsite. The 2 bedrooms were nice for privacy from the kitchen, dining, living room area. We were able to do our laundry during the trip, brought my own bag of pods for detergent. You can buy ice onsite for ~ $3.00 per bag. You have... More 

Helpful?
1 Thank Tracy L
Bratislava, Slovakia
Level Contributor
8 reviews
5 hotel reviews
common_n_hotel_reviews_1bd8 15 helpful votes
5 of 5 stars Reviewed May 14, 2015

This is a lovely hotel resort with great beach and amazing location. It has 2 bedrooms,2 bathrooms and 1 family room with kitchen. It can fit 6 people. My experience was always amazing. It does not have room service or restaurant. But there is many restaurants around which are truly amazing and worth to try :) There is also pool... More 

Helpful?
4 Thank NanniChicca
Chesapeake, Virginia
Level Contributor
99 reviews
12 hotel reviews
common_n_hotel_reviews_1bd8 51 helpful votes
4 of 5 stars Reviewed February 20, 2015

I purchased timeshare Week 7 in Unit 3C last year. This was our first visit to Topsider. This timeshare was bought sight unseen. It is the third unit from the waterfront. We had water and beach views from the windows in the living area and the deck. Week 7 this year happened to be one of the coldest in recent... More 

Helpful?
8 Thank Timeshare V
Richard W, Manager at Topsider Resort, responded to this review

Greetings TimeshareV, Thank you very much for staying with us, enjoying the Florida Keys and taking the time to share this valuable review. We welcome, value and appreciate all feedback, especially a comprehensive look at our property such as yours. Your comment…”It is a great home base for exploring the Keys” is a perfect example of why people stay with... More 

Cosby, Tennessee
Level Contributor
18 reviews
common_n_hotel_reviews_1bd8 6 helpful votes
5 of 5 stars Reviewed February 10, 2015 via mobile

On the Gulf side, just below the Indian Key bridges @ MM75.5 lies one the Keys' best vacation values. Each house is stand-alone, with dedicated dockage. Full kitchens, washer/dryer, 2 bdrm/2 bth,community pool & tennis, launch ramp and sand beach. Great area fishing, diving, restaurants and shops. No maid service, just peace and quiet in the glorious Keys!

Helpful?
1 Thank CaptainQuack
Wyckoff, New Jersey
Level Contributor
81 reviews
15 hotel reviews
common_n_hotel_reviews_1bd8 127 helpful votes
2 of 5 stars Reviewed January 28, 2015

Based on the reviews I read on-line and the lack of pictures, I really wasn't expecting this timeshare exchange to be anything fancy. When we got there, we were more disappointed than anticipated. This is not a 'resort'. The place is an odd shape as you can see by looking at the website. If you are just simply looking for... More 

Helpful?
4 Thank RKNewJersey

Travelers are raving about these Islamorada hotels

1 review
common_n_hotel_reviews_1bd8 1 helpful vote
3 of 5 stars Reviewed January 4, 2015

Our first time down to the keys and we were so excited. We rented unit #15 which wasn't an ocean view but just a couple of steps to the little beach, dock and ocean. we got there right when the sun was setting and it was a beautiful location to see it. The grounds were kept well and the people... More 

Helpful?
1 Thank Allison C
Level Contributor
7 reviews
6 hotel reviews
common_n_hotel_reviews_1bd8 24 helpful votes
3 of 5 stars Reviewed August 21, 2014

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 

Helpful?
4 Thank Dawn M
Questions? Get answers from hotel staff and past guests. Ask a question

27 photos of this hotel

Traveler photos: See what travelers like you saw

Viewed
All traveler photos (27)
Viewed
Hotel & grounds (3)
Viewed
View from room (2)
Viewed
Pool/beach area (4)
Viewed
Family/play areas (1)
Viewed
Other (17)
Check In Check Out
Show Prices
Hotels you might also like...
Also consider these accommodations in or near Islamorada
4.5 mi away
Amara Cay Resort
Amara Cay Resort
#7 of 19 in Islamorada
4.0 of 5 stars 917 reviews
6.9 mi away
Lime Tree Bay Resort
Lime Tree Bay Resort
#1 of 1 in Long Key
3.5 of 5 stars 1,054 reviews
8.7 mi away
Postcard Inn Beach Resort & Marina at Holiday Isle
Show Prices
Show Prices
Show Prices
8.9 mi away
Pelican Cove
Pelican Cove
#8 of 19 in Islamorada
4.0 of 5 stars 319 reviews
4.9 mi away
Pines and Palms Resort
Pines and Palms Resort
#2 of 13 in Islamorada
4.5 of 5 stars 508 reviews
6.0 mi away
The Moorings Village and Spa
The Moorings Village and Spa
#1 of 19 in Islamorada
5.0 of 5 stars 217 reviews
Show Prices
Show Prices
Show Prices
Questions? Get answers from hotel staff and past guests. Ask a question

Amenities