Endless relaxation in the Florida Keys

To Our Guests and Owners:

As of June 26, 2020, Monroe County has mandated the wearing of face coverings for the general population. Masks must be worn when outside of a personal residence. For more information about the mandate, please visit https://bit.ly/392wJhs.

Thank you, and please stay safe!

Nestled along the shores of the Florida Straits in between the Atlantic Ocean and the Gulf of Mexico, Topsider Resort is located in the middle of the Florida Keys on famous Islamorada. Away from all the hustle and bustle of Miami, enjoy Topsider’s beach with sunshine provided daily for your tanning pleasure. With its own stretch of private beach, unique octagon stilt houses, fabulous amenities, and famous “T” shaped pier stretching out 180 feet into the bay, Topsider Resort is the perfect place for an unforgettable vacation in the Florida Keys!

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Latest Travel Guides

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5 5

Much needed relaxing stay. If you enjoy beautiful views and the sound of the ocean, then this is your place. I have been coming here for more than 30 years and it never gets old. The kayaking is a must!

on Trip Advisor
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5 5

My family and I have been going to Topsider every year for over 40 years. A beautiful resort with a beach and long dock, it’s conveniently located close to Islamorada’s shops and restaurants. At Topsider you can snorkel, fish, play tennis, swim in the pool, ride bikes, or just relax in the sand. Manatees visit the dock regularly. The units, raised above the ground, are newly refurbished to a high standard with a beautiful path leading down to the beach and dock. You can buy a timeshare or simply rent. You can choose to stay on the water or a bit further back. There’s nowhere better to watch the sunset with drinks and hors d’oeuvre. The staff and maintenance crew are always helpful. I’ve always loved Topsider and I look forward to it every year!

on Trip Advisor
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5 5

Lots of square footage in the unit, well-equipped kitchen, bath and bedrooms. Clean and comfortable.
This is NOT the Four Seasons so understand it is a reasonably priced self-contained vacation unit. The staff is easy to work with and accommodating. The grounds are well maintained as is the beach and dock.

on Trip Advisor
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5 5

Topsider is a tropical setting with individual units nicely spaced out for privacy and quiet. Great for families, couples and empty nesters. With a beach, lounge chairs, umbrellas, pool, hot tub, tennis & shuffleboard courts, kayaks and a great fishing pier, what else do you need? Topsider’s Manny will give you fishing pointers. Close to restaurants, big sport fishing and other things to do in the keys.

on Trip Advisor
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5 5

The Topsider is the greatest bang for the buck in the Keys. Newly renovated suites. Great Beach, Boat dock, pool, hot tub and fishing pier. The staff is great and can recommend things to do in the keys. We went fishing on the Dee Cee with Captain Chuck by recommendation and had a great trip.

on Trip Advisor
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5 5

Freshly remodeled Cabins! Been going to this resort for 35 years, need to say more of how much our family loves this place? Now we are enjoying it with our Grand Kids, 3rd Generation. The Staff is Super Friendly and Helpfull! The groundkeeper supervisor, Manny, is a staple of the resort and you won’t believe how much you can count on him; the children love him, as he gives them fishing gear, helps them with setting up bikes and such.

The cabins are very nice with comfortable beds and great AC, WiFi, good kitchen. Two bedroom 2 bath and a sofa bed in the living room yielding ample accommodations for 6 adults.

Has a very nice peer, dockage for boat, boat ramp, kayaks, bicycles and a nice Beach! The waterfront is facing the bay and the waters are usually calm and very conducive to water sports, snorkeling, swimming and lounging.

Highly recommended!

on Trip Advisor
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5 5

Relaxing location & close to most everything. Fabulous for a couple of any age or the entire family. I highly recommend The Topsider Resort for your next vacation. A very laid back and tranquil environment.

on Trip Advisor
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CORONAVIRUS SITUATION

CORONAVIRUS SITUATION

Updated information about how Coronavirus could affect your travel plans and Capital Vacations’ commitment to ensure guest and employee safety.

Topsider Resort is currently open.

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