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From548US$ /night
Check-in
14Dec2025Select date
Check-out
15Dec2025Select date
Rooms and Guests2 Guests, 1 Room
Key details

About Resort

75500 Overseas Highway, Lower Matecumbe Beach, Florida, United States, 33036
-
Nestled in a lush tropical setting facing directly out over the bay
Perfect
7.6
8.6
/10
4.1
/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

The hotel offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
Apartment
2 persons
74 m² 
2 Single beds
Shower
Private pool

Price and Room Availability Calendar

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Facilities

The hotel offers amenities for your comfortable stay and unforgettable experiences

General

  • No smoking on site
  • Free Wi-Fi
  • 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

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
50 m
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  ·  1.2 km
Bus
Bus stop15 min  ·  1.2 km

Reviews and Ratings

Feedback from previous guests about their experience.
Guest reviews
5.0/10
based on 5 reviews
7.6
7.6/10 based on 9 reviews
Denise
United States, March  2025
8.2/10

The Topsider Resort is a charming place that offers a relaxing escape with beautiful views of the Gulf. The bungalows are spacious and well-equipped, making it an excellent spot for fishing and water activities. However, the units have a few maintenance issues, and accessing the kayaks or bikes can sometimes be a hassle. Overall, it's a great value for those looking for a low-key getaway.

Rooms
8.0
The two-bedroom bungalows were comfortable and well-equipped with a kitchen, but they could use a little freshening up.
Service
7.0
Communication with the office staff was outstanding, though finding maintenance could be tricky at times.
Location
10.0
Located right by the water, the resort provided easy access to a private beach and stunning sunsets.
Dining
Facilities
8.0
The amenities included a heated pool, boat ramp, and kayak rentals, which made for a fun stay despite the bikes being a bit rusty.
Great fishing opportunities.
Maintenance issues.
Robert
United States, March  2025
7.0/10

The resort is located in a beautiful setting next to a private beach, which really enhances the overall experience. The spacious accommodations are perfect for families, and there are fun activities like kayaking available. However, I faced a frustrating issue with the service, and cleanliness could be improved in certain areas.

Rooms
8.0
The accommodations are spacious, having everything needed for a comfortable stay, but they could use some improvements in cleanliness.
Service
5.0
The staff could be more attentive, as I had an unpleasant experience with rude service during my stay.
Location
9.0
The location next to a small private beach is stunning and contributes significantly to the resort's charm.
Dining
Facilities
7.0
Facilities like the pool and kayak rentals are great for families, though access to these amenities was sometimes a challenge.
Kenny
United States, November  2024
7.0/10

Topsiders Resort offers a unique, quaint atmosphere that provides a wonderful sense of community among guests. The two-bedroom units are spacious and well-equipped, perfect for families and boaters. However, it is important to note the inconsistency with customer service, which was disappointing. Overall, for those looking for a relaxing getaway with a focus on boating and fishing, this place is a solid choice.

Rooms
8.0
The two-bedroom units were spacious and well-appointed, featuring a kitchen and ample living space. However, some units had issues like a slightly musty smell that needed airing out.
Service
5.0
While some staff were incredibly helpful, there were instances of rudeness and poor service that left a bad impression.
Location
9.0
The resort is positioned nicely near a small private beach, which enhances the overall appeal and provides easy access to water activities.
Dining
Facilities
7.0
The resort provides great facilities for boaters like an onsite ramp and secure slips, along with access to kayaks and bikes, although some equipment may need maintenance.
Tommy
United States, November  2024
8.0/10

I had a wonderful experience at the resort, with a charming atmosphere right next to a private beach. The accommodations were spacious and suitable for our family, though the amenities could use a little updating. There are plenty of activities to keep everyone entertained, including kayaking and a lovely pool. Overall, it was a peaceful getaway with some minor quirks that can easily be overlooked.

Rooms
8.0
The units are spacious and equipped with everything you need for a comfortable stay, including kitchens and multiple bathrooms, which is great for families.
Service
7.0
Staff were helpful but not overly present, which added to the peaceful vibe of the stay.
Location
10.0
The resort is beautifully located next to a small private beach and offers stunning sunsets, making it a picturesque getaway.
Dining
Facilities
7.0
Facilities include a lovely pool, kayaks, and bike rentals, although the quality of the bikes could be better. Maintenance can be a bit hard to find.
Dick
United States, October  2024
7.6/10

I had a wonderful stay at this resort, which offered a beautiful beach location and a relaxing atmosphere. The accommodations were spacious and comfortable, making it great for a family getaway. The amenities, including the heated pool and easy beach access, were a big plus. However, I did notice that the service was sometimes lacking, which affected my overall experience. Despite that, the value for money was still quite decent.

Rooms
8.0
The rooms were spacious and had modern kitchens, though I felt the TVs were a bit outdated. A larger TV in the living area would enhance the experience, especially for longer stays.
Service
6.0
While communication was good prior to arrival, I encountered issues with the service quality upon checking in, with some staff being less than friendly.
Location
9.0
Being right next to a small private beach was fantastic, providing stunning views and easy access to water activities.
Dining
7.0
Dining was convenient, especially with options for grilling fresh seafood, but I would have loved to see a restaurant on-site.
Facilities
8.0
The facilities were solid, with an immaculate heated pool and lots of outdoor space for family activities.
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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
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
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.
Are there dining options at Topsider Resort?
The hotel does not have on-site dining, but guests can prepare meals in their fully equipped kitchens.
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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Rooms and Guests2 Guests, 1 Room

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Topsider Resort Lower Matecumbe Beach Beach photo

Topsider Resort

7.6
Very good9 reviews
1.2 km from center
493 US$
548 US$
per night
Mobile-only price