Topsider Resort
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Topsider Resort

75500 Overseas Highway, Islamorada, Florida, 33036
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hotel overview picture
Amenities
Outdoor swimming pool
Private beach area
Diving
Snorkeling
Public parkingFree
Tennis court
Wi-Fi in public areasFree
Pool with view
All amenities
Property Description
Located in Islamorada (Matecumbe), this condo is within a 5-minute drive of Robbie’s of Islamorada and Indian Key Historic State Park. This beach condo is 1.1 mi (1.7 km) from Sunset Drive Beach and 2.1 mi (3.3 km) from Anne's Beach.
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8.8/10
Very Good
Cleanliness8.8
Amenities8.8
Location8.8
Service8.8
All 7 reviews
Surroundings
Landmarks: Sea Oats Beach
(3350 ft)
Landmarks: Key Aquasports | Kayak & Paddleboard
(5100 ft)
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Overview

Rooms

Guest Reviews

Services & Amenities

Policies

15

Apartment

Bedroom 1:1 Queen bed ● Bedroom 2:2 Single bed ● Living Room:1 Sofa bed
Has window
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Electric fan
Room Details
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1

Two-Bedroom Room

Bedroom 1:1 King bed ● Bedroom 2:2 Single bed ● Living Room:1 Sofa bed
Non-smoking
Bathtub or shower
Room Details
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Guest Reviews

8.8/10
Very Good
7 reviews
This property hasn't received any negative reviews.
  • Cleanliness8.8
  • Amenities8.8
  • Location8.8
  • Service8.8
Average for similar properties in Islamorada

Book now and leave a review after your stay to earn up to 120 Trip Coins (approx. $1.20). Trip Coins can be used to save instantly on room rates.

Most Mentioned
Review summary
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Proximity to Water Activities: The property offers direct access to marine life observation, fishing, and snorkeling opportunities. The private beach with loungers and a dock caters to both relaxation and active water-based pursuits.
G‍u‍e‍s‍t‍ ‍U‍s‍e‍r
October 11, 2025
Love this place. been coming here since 2005. So much to see and do. Best money i ever spent. Seen alot of changes but it's all for the better.
T‍h‍o‍m‍a‍s‍ ‍J‍.
February 22, 2025
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.
G‍u‍e‍s‍t‍ ‍U‍s‍e‍r
April 17, 2023
PERFECT LOCATION for a relaxing family trip to the Keys. Only 20 units, each with its own private balcony (thanks to the mature, lush tropical greenery), 2 beds/2 baths, open kitchen/living/dining area. We had a few sunny days and a few rainy ones so having the living area was great and we grabbed a Monopoly game from the office and played all afternoon. We used the charcoal grill outside the unit to grill up some steaks and having the full kitchen helped us save money with eating in for breakfast and lunch. Nice sandy beach with lounge chairs, dock for fishing and mooring your boat, free use of kayaks and bikes meant that our teens were kept busy and happy. Each unit has a (free) washer/dryer so we could pack less. Unit had plenty of towels for showering and an extra set for the beach. If you want no muss/no fuss this is it! We will be back!
D‍a‍n‍i‍e‍l‍ ‍A
December 9, 2022
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!
N‍i‍c‍o‍l‍e
December 18, 2022
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.
C‍H‍R‍I‍S‍T‍Y
December 12, 2022
Small resort and friendly beautiful views

Services & Amenities

Outdoor swimming pool
Private beach area
More Amenities
Internet
Outdoor swimming pool
Parking
Public (not only for guests) is available On-site parking. Reservation not needed.
Front desk services
Languages spoken
Health & wellness
Activities
Public areas
Business services
Safety & security

Property Policies

Check-in and Check-out Times
Check-in: 16:00–17:00
Check-out: 08:00–10:00
Child policies
Children of all ages are welcome at this property.
Additional fees may be charged for children using existing beds. Add the number of children to get a more accurate price.

Cribs and Extra Beds
Extra bed and crib policies may vary according to room type. Please refer to the room type details for more information.

Deposit Policy
DepositDeposit required

Pets
Pets are not allowed

Age Requirements
The main guest checking in must be at least 21 years old

Paying at the hotel

Property Description

  • Number of Rooms: 1
Phone:+1-305-6648031
Located in Islamorada (Matecumbe), this condo is within a 5-minute drive of Robbie’s of Islamorada and Indian Key Historic State Park. This beach condo is 1.1 mi (1.7 km) from Sunset Drive Beach and 2.1 mi (3.3 km) from Anne's Beach.

Head down to the water and enjoy a day at the private beach, or take advantage of other recreational amenities including an outdoor pool and a hot tub. Additional amenities at this condo include a picnic area and barbecue grills.

Free self parking is available onsite.

Make yourself comfortable in this condo, featuring a kitchen with a full-sized refrigerator/freezer and an oven. Complimentary wireless internet access keeps you connected, and a flat-screen television is provided for your entertainment. Conveniences include a microwave and a coffee/tea maker, as well as a phone with free local calls.

Frequently Asked Questions

What landmarks are near Topsider Resort?

Nearby attractions to Topsider Resort include Sea Oats Beach, just 3350 ft from your search (straight-line distance) away.

Does Topsider Resort have a pool?

Yes, Topsider Resort has a swimming pool for guests.

Where is Topsider Resort located?

The hotel is located at 75500 Overseas Highway.

Are pets allowed at Topsider Resort?

No, pets aren’t allowed at Topsider Resort.

How much does it cost to stay at Topsider Resort?

Room rates at Topsider Resort vary based on dates, hotel policy, and other factors. Enter your travel dates to check current prices.

What are the check-in and check-out times at Topsider Resort?

Check-in at Topsider Resort starts at 16:00-17:00, and check-out is at 10:00.

About This Property

Hotel Star Rating3