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Topsider Resort

3.5 star property
Islamorada beachfront condo with kitchen

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Exterior
Condo, Multiple Beds | Private kitchen | Full-size fridge, microwave, oven, stovetop
Outdoor pool, a heated pool, pool umbrellas, sun loungers
Condo, Multiple Beds | In-room dining
A great choice for a stay in Islamorada, this condo features a marina. You can get a morning swim in at the outdoor pool, and the hot tub makes for a relaxing end to the day. The property features an outdoor tennis court, free bike rentals, and a terrace.

Reviews

8.8 out of 10
Excellent

Entire condo

2 bedroomsSleeps 6

Popular amenities

  • Pool
  • Laundry facilities
  • Air conditioning
  • Refrigerator
  • Non-smoking
  • Kitchen

Main amenities (12)

  • 20 smoke-free condos
  • On a private beach
  • Marina
  • Outdoor pool
  • Outdoor tennis court
  • Free use of bicycles
  • Beach umbrellas
  • Beach sun loungers
  • Beach towels
  • Hot tub
  • Terrace
  • Garden

Feel at home (6)

  • 2 bedrooms
  • Kitchen
  • Private bathroom
  • Television
  • Garden
  • Terrace

Room options

View all photos for Condo, Multiple Beds

View from property

Condo, Multiple Beds

Highlights

Soundproofed
Air conditioning
Heating
Kitchen
Full-sized refrigerator/freezer
Dishwasher
Flat-screen TV
Washing machine
  • 2 bedrooms
  • Sleeps 6

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The price is $264
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Total includes taxes and fees
Jul 2 - Jul 3
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About the neighborhood

Map
75500 Overseas Hwy, Islamorada, FL, 33036

What's nearby

  • Sunset Drive Beach - 1 min drive - 2.0 km
  • Anne's Beach - 3 min drive - 4.0 km
  • Robbie’s of Islamorada - 3 min drive - 4.4 km
  • Bud n' Mary's Dive Center - 7 min drive - 9.3 km
  • Fiesta Key - 9 min drive - 11.6 km

Getting around

  • Marathon, FL (MTH-Florida Keys Marathon) - 32 min drive
  • Miami Intl. Airport (MIA) - 118 min drive

Restaurants

  • ‪Robbie's of Islamorada - ‬3 min drive
  • ‪Lazy Days Restaurant - ‬6 min drive
  • ‪Islamorada Fish Company - ‬8 min drive
  • ‪Square Grouper - ‬7 min drive
  • ‪Green Turtle Inn - ‬8 min drive

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

Topsider Resort

A great choice for a stay in Islamorada, this condo features a marina. You can get a morning swim in at the outdoor pool, and the hot tub makes for a relaxing end to the day. The property features an outdoor tennis court, free bike rentals, and a terrace.

Languages

English, Spanish

At a glance

DONE

Property size

    • 20 condos
    • Arranged over 1 level
DONE

Arriving/Leaving

    • Check-in start time: 4:00 PM; Check-in end time: 5 PM
    • Contactless check-in available
    • Late check-in subject to availability
    • Minimum check-in age: 21
    • Check-out time is 10 AM
    • Contactless check-out available
DONE

Special check-in instructions

    • The front desk is open Monday - Saturday (8:30 AM - 5 PM)
    • Guests must contact the property in advance for check-in instructions; front desk staff will greet guests on arrival at the property
    • To make arrangements for check-in please contact the property at least 72 hours before arrival using the information on the booking confirmation
    • If you are planning to arrive after 5:00 PM please contact the property in advance using the information on the booking confirmation
DONE

Required at check-in

    • Credit card, debit card, or cash deposit required for incidental charges
    • Government-issued photo ID may be required
    • Minimum check-in age is 21
DONE

Children

    • No cribs (infant beds)
PETS

Pets

    • Pets not allowed
WIFI

Internet

    • Free WiFi in rooms
LOCAL_PARKING

Parking

    • Free onsite self parking
VPN_KEY

Other information

    • Smoke-free property

Property amenities

Beach

  • Private beach
  • Beach umbrellas
  • Beach towels
  • Beach sun loungers

Pool/Spa

  • Outdoor pool
  • Heated pool
  • Umbrellas
  • Sun loungers
  • Hot tub

Internet

  • Free WiFi

Parking and transportation

  • Free self parking on site

Kitchen

  • Refrigerator (full size)
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Coffee/tea maker
  • Toaster
  • Cookware/dishes/utensils

Bedrooms

  • 2 bedrooms
  • Bed sheets provided

Bathrooms

  • Private bathroom
  • Bathtub or shower
  • Towels provided

Entertainment

  • Flat-screen TV
  • Books
  • Games

Outdoor areas

  • Terrace
  • Barbecue grill
  • Garden
  • Picnic area
  • Outdoor furniture
  • Dock

Laundry

  • Washing machine
  • Laundry facilities

Climate control

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Soundproofing
  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Phone
  • Free local calls
  • No housekeeping

Location highlights

  • On the bay
  • On the waterfront

Things to do

  • Outdoor tennis courts
  • Tennis on site
  • Marina on site
  • Kayaking on site
  • Free bicycle rentals on site
  • Hiking/biking trails nearby
  • Fishing nearby
  • Snorkeling nearby
  • Parasailing nearby
  • Scuba diving nearby

Safety features

  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • 20 rooms
  • 1 floor

Fees & policies

Refundable deposits

  • Deposit: USD 150.00 per accommodation, per stay

Policies

Only registered guests are allowed in the guestrooms.
Host has indicated there is a carbon monoxide detector on the property.
Host has indicated there is a smoke detector on the property.
Guests can rest easy knowing there's a fire extinguisher on site.
This property accepts credit cards.
Credit cards accepted: Visa, Mastercard, Discover
This property is professionally cleaned.

Also known as

Topsider Resort Islamorada
Topsider Islamorada
Topsider Hotel Islamorada
Topsider Resort Condo
Topsider Resort Islamorada
Topsider Resort Condo Islamorada
Topsider Resort by Capital Vacations

Frequently asked questions

Is there a pool at this condo?

Yes, there's an outdoor pool.

Are pets allowed at this condo?

Sorry, pets aren't allowed.

Is parking offered on site at this condo?

Yes, there's free self parking.

What are the check-in and check-out times at this condo?

Check-in start time: 4:00 PM; Check-in end time: 5 PM. Check-out time is 10 AM. Contactless check-in and check-out are available.

What is there to do at Topsider Resort and nearby?

Have fun with onsite activities like kayaking and cycling, and practice your swing on the tennis courts. Enjoy a relaxing soak in the hot tub and an invigorating swim in the outdoor pool. Topsider Resort also has a private beach and a picnic area, as well as a garden.

Does Topsider Resort have a kitchen or kitchenette?

Yes, there is a kitchen which also includes a coffee maker, a toaster, and cookware.

What's the area around Topsider Resort like?

Topsider Resort is located on the waterfront in Matecumbe. Popular attractions include Anne's Beach, which is 5 minutes away by car.

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Topsider Resort Reviews

Reviews

8.8

Excellent

9.0/10

Cleanliness

9.0/10

Staff & service

8.6/10

Amenities

8.6/10

Property conditions & facilities

9.0/10

Eco-friendliness

Popular mentions

Beach
Location
Biking
Docks
Bedrooms
Kayaking
Family friendly
Condo
Bathroom

Reviews

10/10 Exceptional

You won't regret it!

Its a great choice for small families looking to relax. Heated pool and hot tub. on property beach access (gulf side). Kayaks and bikes to use. inside the dwelling, master bedroom w/ full bath, another bedroom w/ two twin beds, another full bath, full kitchen + kitchenette, and living room. Really pleased.
Thomas J., 3-night trip

10/10 Exceptional

Quaint accommodations with nice beach and pool. Some repairs could be done in the accommodations it is really dated and needs repairs The place is quiet and people are friendly!
Daniel A, 4-night trip

10/10 Exceptional

Amazing Trip

I absolutely LOVED my stay. I called it my tree house in paradise. Everything you could ask for inside with the fully stocked kitchen. Two bedrooms and 3 bath. It was very clean and super quite.
Nicole, 4-night trip

6/10 Good

Location was the best part of the stay. Rooms are very dated. Didn’t know this was a timeshare and I had to change rooms after the first day which was very inconvenient. Have to ask for hair dryer. There is no shampoo or anything other than soap in the rooms.
Darlene, 3-night trip

8/10 Very good

Was happy with our stay as I didn’t have high expectations of it being fancy or modern. We learned that a Topsider is kind of like a treehouse with its main support in the middle underneath which puts you 9-10ft up off the ground. There was some sagging around the outside edges of the structure causing gaps in the flooring and flex with walking around. We loved the simplicity and quietness of this place, the private little beach & dock. All our “neighbors” were kind & respectful with many having ownership in this 20 unit “resort”. Make sure you bring your own shampoo/cond. if you prefer to not use bar soap or dish soap. Hair dryers are also not supplied. The kitchen is well stocked w/dishes, utensils, pots & pans but need to bring your own salt, pepper, oil or anything to cook with. Check-in was easy & proactive communication was appreciated. The beds were quite firm for my liking and bathrooms very small. Good A/C to keep you comfortable. Didn’t use the pool or hot tub as they were sorta out of commission. Glad we got to stay here to end 2024 & start 2025!
Lupi, 3-night trip

10/10 Exceptional

Siempre me gusta este lugar todos los años voy
Maday, 3-night trip

10/10 Exceptional

Small resort and friendly beautiful views
CHRISTY, 9-night trip

10/10 Exceptional

Elizabeth, 3-night trip

6/10 Good

The little condo resort was nice- it had bikes and Kayaks you can use, there was a tennis/ Pickleball court- nice little dock area and a place to sun. Everything was very used but still nice to know it’s available. The court needed to get cleaned off- pool was clean. Decks and stairs all had old peeling paint. But that wasn’t a big deal- just appearances. Overall it’s a decent place.
Danya, 3-night trip

10/10 Exceptional

Would definitely come back to stay.
Taraja, 3-night trip

8/10 Very good

Location is very quiet and peaceful

Communication with host company was impossible. They never responded to 3 emails I sent. The area was nice and unit was very spacious and comfortable.
jeannine o., 3-night trip

10/10 Exceptional

Our stay at Topsider was outstanding. We will definitely visit again.
Nathan, 7-night trip

6/10 Good

The concept of the apartment is good:2 rooms ,2 bathrooms ,One kitchen with lounge. But need renovation and change completely the bathrooms.(at least 40 years old) and painting
Alexandre, 4-night trip

10/10 Exceptional

Topsider Birthday Stay

The unit was a two bedroom comfortable stay with a little beach and cookout area! Two bathrooms...very small shower where the single hot tub was...other one was fine. Had a small kitchen that allowed for great breakfasts and a few dinners. Close to great restaurants. Any concerns we had were addressed by management promptly. Daniella was great when we checked in! Nice stay for the two of us and private!
Levona H., 4-night trip

10/10 Exceptional

Topsider was a great little resort

The Topsider was a great little resort - 20 raised 2 BR octagonal-shaped cottages on the property. Our cottage was clean, eqipped with all the kitchen utensils dishes linens we needed. The furniture was in good condition, but the washing machine didnt work. The beach and dock were fine, there were lounge chairs, kayaks and bikes. All in all it was a great deal for the money! I woukd go back.
Jon, 4-night trip

10/10 Exceptional

This place was adorable! We had plenty of space and literally everything we could have needed. The beach/ dock area is pretty busy but everyone was respectful and nice. The pool was never busy- everything we went we were the only ones there!
5-night trip

10/10 Exceptional

Definitely coming back with my family
3-night trip

10/10 Exceptional

This property is really great for families, especially those with a boat. We felt really safe and secure here and it was close by a lot of food places and shops. We loved the ease of of leaving our boat docked and just heading out to the water. Also loved it having a full kitchen & washer dryer with each unit which helped a lot. We will definitely stay here again.
3-night trip

10/10 Exceptional

Extremely happy

This place was very clean and the beach was a big plus and Maria from topsider was very nice.
Louisa, 3-night trip

2/10 Poor

Was promised private beach access, drove 13 hours to get there and an hour before we arrived they called and moved us to another location due to a booking error with no private beach access. Bungalows we’re nice for the price, but everything else including the staff and communication where subpar.
3-night trip

4/10 Fair

Avoid stay over weekend

This is a time share! We had to move rooms due to that we stayed Thu-Sun and they change on Saturdays. No info on this until a couple of hours before check in. And the cleaning was not ok, found dirt on kitchen utensils and cupboards. On top of this, they do not follow their own COVID protocol as there was not a 24 hour window between guests. Did not feel safe.
3-night trip

8/10 Very good

communication hell, but gorgeous location

Cons: COMMUNICATION. OMG!! talk about horrid. i was calling for days prior to departure to guarantee our booking. Rarely a call back. Basically, its a time share and then they rent out what doesn't get booked....but...they have to wait until literally the last second to acknowledge a secure reservation. There were other reviews saying this exact thing, so as i started to sense them avoiding me, i knew to be on guard. Arrived and check in was fine....but....that night, i received an EMAIL stating that they were cancelling my reservation. Not an call from them, or a walk to our condo just a few feet away, but an email from VRBO. I called the main office and left a bunch of messages...NONE of which were ever returned. I tried VRBO but the hold was over an hour long and i never got a human on the phone. So we basically spent our vaca in fear of getting kicked out at any moment. (never happened though thank god). Con- not the cleanest place. Main areas and typical things were clean, but around baseboards and inside coffee table needed some attention. Pros- PERFECT location!!!! Private condo with friendly guests. Just a short walk down the boardwalk to their private beach and dock. This was perfect. Snorkeled, kayaked, fished, swam, etc. We caught all kinds of fish and felt very safe swimming around. I would easily make this my "go to" spot if i felt better about the communication with management. One of the longtime guests did say that they think its new owners after Hurricane Erma hit...so maybe its a learning curve. If youre looking for a more private area with out a crowd or a bunch of loud people- this is a great location.
jasmine h., 3-night trip

2/10 Poor

Would have been great....terrible communication!!

Do not book through Vrbo! This place would have been amazing and perfect for the vacation we had planned. Even though we had a trip booked and a reservation confirmed more than 6 weeks in advance, they did not have a place for us when we arrived. Imagine arriving after a day of flying and driving, only to find out that there is no room!! They moved us to their sister resort, over 30 miles away with no beach access! Everything we planned was based on is staying at this specific resort that we booked, so we had to spend most of our trip driving back and forth. Time in the car rather than at the beach! I was never able to get ahold of anyone regarding our reservation so we were completely taken. This is so disappointing for our family and put a large black stain on our vacation. Again, this resort is perfect, had we been able to stay there. Unacceptable business practice!
Brooke P., 4-night trip

8/10 Very good

Similar to motel

We really enjoyed our stay because it was quiet and not crowded. The pics are a little deceiving because it is an older resort. It was, however, very clean. The downfall for me was the uncomfortable bedding, there were no bathroom amenities, and there was no coffee provided. If you want peace and quiet and no frills, this is perfect for you. My husband and I loved it, but I like to be transparent with what you are getting.
Tina J., 4-night trip

8/10 Very good

Nice units

Nice raised units with own private beach. Good privacy and all the amenities you need right there.
Tara W., 3-night trip