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From548US$ /night
Check-in
16Mar2026Select date
Check-out
17Mar2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About Resort

75500 Overseas Highway, Lower Matecumbe Beach, Florida, United States, 33036
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Nestled in a lush tropical setting facing directly out over the bay
Very good
7.6
8.7
/10
4.0
4.6
/5

Topsider Resort features unique octagon stilt houses nestled in a tropical setting with direct bay views. This 3-star Lower Matecumbe Beach hotel offers amenities including a heated swimming pool, private beach access, and complimentary bikes for exploring the surrounding area.

Rooms & Amenities

Each unit at Topsider Resort includes two bedrooms, living area, and a fully-equipped kitchen. Accommodating up to six guests, the villas contain a king bed, two twin beds, and a queen-sized sleeper sofa, with the convenience of a washer and dryer on the ground level.

Dining & Nearby Options

Onsite dining options are not specified, but visitors can access various restaurants like Lazy Days Restaurant and Square Grouper within 5-6 miles. Guests can grill on-site using picnic areas equipped with charcoal grills.

Leisure & Activities

Leisure facilities at Topsider Resort include a heated swimming pool, a pristine private beach, a cozy Jacuzzi, and both tennis and shuffleboard courts. A 180-foot T-shaped pier provides a space for relaxation, fishing, and enjoying sunsets.

Location & Transportation

Topsider Resort supports water-based activities with available complimentary bikes and kayaks for guest use. Nearby attractions include Indian Key Historic State Park and Lignumvitae Key Botanical State Park, both of which are within a 4.5-mile radius.

Must-do experiences

  • Visit the Windley Key Fossil Reef Geological State Park for nature trails.
  • Savor a fresh seafood platter at the Hungry Tarpon in nearby Isla Morada.
  • Enjoy a sunset at Anne's Beach for stunning views and relaxation.
  • Explore the Florida Keys History & Discovery Center for local culture.
  • Try the famous key lime pie at Mrs. Mac's Kitchen for a sweet treat.
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
Local Highlights
Top Attractions
Activities
Dining
Entertainment
Indian Key Historic State Park
5 minutes' drive
An uninhabited island rich in history and nature. Enjoy kayaking and snorkeling in its crystal-clear waters.
San Pedro Underwater Archaeological Preserve State Park
3 minutes' drive
Home to underwater archaeological sites, perfect for diving and snorkeling, revealing Florida's maritime heritage.
Lignumvitae Key Botanical State Park
5 minutes' drive
A protected natural area showcasing native plants and wildlife, with hiking trails for those looking to immerse in nature.
Lower Matecumbe Key
1 minute walking
A tranquil key ideal for walking along scenic paths and observing local wildlife, right at your doorstep.
Kayaking at Indian Key
5 minutes' drive
Rent a kayak for a thrilling adventure to explore mangroves and wildlife at Indian Key State Park.
Relaxation at Anne's Beach
5 minutes' drive
A serene beach perfect for sunbathing and picnicking, featuring beautiful boardwalks and tidal pools.
The Islander Waterside Grill
10 minutes' drive
An inviting waterside atmosphere serving fresh seafood and tropical drinks, with stunning sunset views.
Habanos Oceanfront Restaurant
8 minutes' drive
This beachfront spot specializes in Cuban cuisine with a relaxed, vibrant ambiance; perfect for family dinners.
Mile Marker 82.5
10 minutes' drive
A cozy venue for live local music and drinks, known for its laid-back vibe and friendly atmosphere.
Key Largo Art Gallery
15 minutes' drive
Showcasing local art and crafts, this gallery is a cultural hub with events and exhibits for all ages.
Getting around
City Centre
Lower Matecumbe Beach15 min  ·  4000 ft
Bus
Bus stop15 min  ·  4000 ft
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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
8.4/10
Facilities
7.0/10
Location
9.0/10
Staff
8.5/10
Value for money
7.0/10
Pros
Beach access
Clean rooms
Pool area
Friendly staff
Quiet location
Cons
Dated furniture
Limited amenities
Small bathrooms
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.
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FAQs
About Topsider Resort
What are the check-in and check-out times at Topsider Resort?
Check-in is at 16:00 and check-out is at 10:00.
What amenities are available at Topsider Resort?
The resort features a heated outdoor swimming pool, hot tub, sun loungers, barbecue facilities, and a private beach area.
Is parking available at Topsider Resort?
Public parking is available on-site for free without a reservation.
Which activities can guests enjoy at Topsider Resort?
Guests can participate in activities such as fishing, snorkeling, canoeing, and cycling.
How far is Topsider Resort from the nearest beach?
The resort is located approximately 600 meters from Sea Oats Beach.
What room features are available at Topsider Resort?
Rooms are equipped with air conditioning, flat-screen TVs, coffee machines, and full kitchens.
How far is Topsider Resort from Key West International Airport?
The hotel is located 100 km from Key West International Airport.
Is free Wi-Fi available at Topsider Resort?
Yes, free Wi-Fi is available throughout the resort.
What nearby attractions can guests visit from Topsider Resort?
Nearby attractions include the Dolphin Research Center (9 km), Indian Key Historic State Park (15 km), and Theater Of The Sea on Islamorada (15 km).
Can guests fish from the property at Topsider Resort?
Yes, the resort features a 180' T-shaped pier that is perfect for fishing.

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Check-in
16Mar2026Select date
Check-out
17Mar2026Select date
Rooms and Guests2 Guests, 1 Room