Topsider Resort Lower Matecumbe Beach Beach photoTopsider Resort Lower Matecumbe Beach Exterior photoTopsider Resort Lower Matecumbe Beach Amenities photo
Book on our site
Up to 10% cheaper
than Booking.com
Check rooms and rates
From548US$ /night
Check-in
18Apr2026Select date
Check-out
19Apr2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

75500 Overseas Highway, Lower Matecumbe Beach, Florida, United States, 33036
-
Next to the bay
Very good
7.6
8.7
/10
4.3
4.6
/5

Location

Topsider Resort is situated along the shores of the Florida Straits in Islamorada, between the Atlantic Ocean and the Gulf of Mexico. The resort boasts a private beach with ample sunshine for guests. The well-maintained grounds and the famous 180-foot 'T' shaped pier provide direct access to the bay for fishing and relaxation.

Accommodations

The resort offers uniquely designed octagonal stilt houses, each featuring two bedrooms and two bathrooms. Every unit includes a fully-equipped kitchen, living room, and in-unit washer and dryer. These spacious villas can comfortably accommodate up to six guests with various bedding arrangements, providing spaciousness for families or groups.

Amenities

Amenities at Topsider Resort include a heated swimming pool and a hot tub for relaxation. Guests can enjoy recreational activities such as tennis, shuffleboard, and fishing from the on-site pier. Bicycles and kayaks are available for guests to explore the surrounding area easily.

Activities

Fishing enthusiasts can utilize the resort's private fishing pier, or the boat ramp for launching nearby. Nearby activities include snorkeling and exploring local water sports, facilitated by the calm bay waters. The resort's location allows for easy access to popular fishing charters and water sports rental services.

Family-Friendly Features

Topsider Resort caters to families with spacious accommodations and outdoor activities suitable for all ages. Kids can enjoy sports like tennis and shuffleboard, while also exploring the beach. Friendly staff are available to provide assistance and guidance for local family-friendly excursions.

Highlights

Location: Private beach with direct bay access

Accommodations: Octagonal stilt houses for spacious living

Amenities: Heated pool and hot tub on site

Activities: On-site fishing pier and kayaking available

Must-do experiences

  • Relish fresh stone crab at Morada Bay Beach Cafe for a local favorite.
  • Kayak through the mangroves at Florida Keys Kayak Tours for serenity.
  • Visit the Florida Keys History and Discovery Center for cultural insights.
  • Catch the sunset at Robbies of Islamorada while feeding tarpon.
  • Explore Islander Watersports for thrilling jet ski adventures.
View all

Select your room type

Topsider Resort offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
Apartment
2 persons
800 sq. feet 
2 Single beds
Shower
Private pool

Price and Room Availability Calendar

Check availability and prices for your dates now!

Facilities

Topsider Resort offers amenities for your comfortable stay and unforgettable experiences
Facilities: Very good
7.0/10Review score

General

  • No smoking on site
  • Free Wi-Fi in public areas
  • Parking
  • Safe deposit box
  • No pets allowed
  • Security
  • Private beach
  • Smoke detectors
  • Fire extinguishers

Sports & Fitness

  • Snorkelling
  • Canoeing
  • Cycling
  • Tennis court
  • Fishing

Guest Parking

  • Dryer
  • Cookware/ Kitchen utensils

Dining

  • Picnic area/ Tables

Business

  • Fax/Photocopying

Children

  • Board games

Spa & Leisure

  • Heated swimming pool
  • Outdoor swimming pool
  • Beach access
  • Beach umbrellas
  • Sun loungers
  • Garden area
  • BBQ facilities
  • Jacuzzi
  • Pool with view

Room features

  • Air conditioning
  • Sitting area
  • Garden furniture
  • Tea and coffee facilities
  • Dining table

Bathroom

  • Washing machine
  • Free toiletries

Self-catering

  • Dryer
  • Cookware/ Kitchen utensils

Media

  • Flat-screen TV

Room decor

  • Parquet floor
Show more

Topsider Resort Location

75500 Overseas Highway, Lower Matecumbe Beach, Florida, United States, 33036
Map view
75500 Overseas Highway, Lower Matecumbe Beach, Florida, United States, 33036
Nearby
Lower Matecumbe Key
200 ft
Explore Lower Matecumbe Beach
Explore the Area
Top Attractions
Activities
Dining
Entertainment
Indian Key Historic State Park
Indian Key Historic State Park
5-minute drive
Historic site of an abandoned settlement with trails, wildlife, and snorkeling options, perfect for outdoor enthusiasts.
San Pedro Underwater Archaeological Preserve State Park
San Pedro Underwater Archaeological Preserve State Park
3-minute drive
Underwater archaeological preserve with snorkeling access to shipwrecks, offering unique marine exploration experiences.
Anne's Beach
5-minute drive
Beautiful beach with calm waters, picnic areas, and boardwalks, ideal for families and relaxation in the sun.
Snorkeling Tours
5-minute drive
Guided snorkeling tours available around the Keys, offering sightings of vibrant marine life. Rentals are often included.
Kayaking at Lignumvitae Key
5-minute drive
Kayak rentals to explore mangroves and wildlife at Lignumvitae Key, perfect for both tranquility and adventure seekers.
Morada Bay Beach Cafe
10-minute drive
Casual beachside eatery offering fresh seafood and tropical drinks, known for its sunset views and laid-back atmosphere.
Hungry Tarpon
8-minute drive
Local favorite serving hearty comfort food in a fun, casual setting, famed for their fish sandwiches and friendly vibe.
The Ray
8-minute drive
Vibrant venue with live music, featuring weekly performances and great drinks, suitable for all ages and nightlife lovers.
Islamorada Art Walk
10-minute drive
Monthly art event showcasing local artists, live music, and food trucks, appealing to families and art enthusiasts alike.
Getting around
City Centre
Lower Matecumbe Beach15 min  ·  4000 ft
Bus
Bus stop15 min  ·  4000 ft
Want to see Exclusive Early Booking Rate?
Get exlusive rates right now!
Check Rates
Property information and rules
Check-in
from 16:00-17:00
Check-out
from 08:00-10:00
Guest Parking
Public parking is possible on site for free.
Internet
Wireless internet is available in public areas for free.
Children & extra beds
There are no extra beds provided in a room.  There are no cots provided in a room. 
Pets
Pets are not allowed.
Number of rooms:
20

Reviews and Ratings

Feedback about Topsider Resort from previous guests about their experience.
Review score
Based on 7 verified reviews
8.4/10
Great
86%
Recommend
Cleanliness
7.5/10
Comfort
8.5/10
Facilities
7.0/10
Location
9.0/10
Staff
8.5/10
Value for money
7.0/10
Guest reviews
based on 7 reviews
7.6/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
Open reviews
Questions of the users
About Topsider Resort
Are there boat docks available for guests at Topsider Resort?
10 November 2024
Topsider Resort offers docks for guests to use, providing easy access for boating activities. For more details regarding the available docks and permitted boats, please reach out directly to the resort.
Is the private beach on-site or do guests need to travel to access it?
15 December 2024
The private beach is conveniently located on the property, allowing guests to enjoy the beautiful bay side without needing additional transportation.
Can visitors fish on the resort grounds?
5 January 2025
Yes, fishing is allowed on the property, and guests can enjoy fishing from the resort's dock.
Do all accommodations at Topsider Resort feature balconies?
20 January 2025
Each unit at Topsider Resort has its own private balcony, perfect for enjoying the scenic views and fresh air.
Is there an additional resort fee for guests during their stay?
25 February 2025
There is a resort fee of $3.00 USD per day. Kayaks and bicycles are available for rent, with a $20 deposit for kayaks that is returned upon their return.
Are there provisions for docking boats and launching them nearby?
10 March 2025
Boat slips are available for use by guests. A small ramp is also provided for easy launching, with boat sizes limited to no more than 9.14 meters.
What recreational activities are available at Topsider Resort?
2 April 2025
Topsider Resort offers a range of amenities including a heated swimming pool, Jacuzzi, tennis and shuffleboard courts, as well as complimentary bicycles and kayaks for guests to explore the area.
How spacious are the accommodations at Topsider Resort?
15 May 2025
All units are designed with ample square footage, featuring fully equipped kitchens, comfortable living spaces, and multiple bedrooms, making them ideal for families or groups.
Can guests enjoy water sports while staying at Topsider Resort?
1 June 2025
Absolutely! The resort offers easy access to a variety of water activities such as snorkeling, kayaking, and fishing from the private pier.
What kind of amenities and services can guests expect at Topsider Resort?
20 July 2025
Guests at Topsider Resort can enjoy amenities such as complimentary Wi-Fi, a private beach, an outdoor pool, a fishing pier, and various recreational facilities, ensuring a comfortable and enjoyable stay.

Next best alternative

Consider them for your next trip.
Check-in
18Apr2026Select date
Check-out
19Apr2026Select date
Rooms and Guests2 Guests, 1 Room