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From548US$ /night
Check-in
14Feb2026Select date
Check-out
15Feb2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

Property overview

75500 Overseas Highway, Lower Matecumbe Beach, Florida, United States, 33036
-
Near Lower Matecumbe Key
Very good
7.6
8.6
/10
4.0
/5

Unique Villa Features

Topsider Resort by Capital Vacations, situated in Lower Matecumbe Beach, provides lodging with complimentary bikes, an outdoor swimming pool, a garden, a private beach area, and barbecue equipment. The resort features unique octagonal stilt houses nestled in a lush tropical setting facing directly out over the bay. Each unit includes a sofa, a seating area, a flat-screen TV with satellite channels, a well-fitted kitchen with a dining area, a safety deposit box, and a private bathroom with free toiletries. Each unit has air conditioning, tea and coffee facilities, a sitting area, a dining table, and garden furniture. Amenities also include free toiletries, a washing machine, a dryer, cookware/kitchen utensils, a flat-screen TV, and parquet flooring. Each 2-bedroom unit features a living area, a full kitchen, a dining area, and a private balcony.

Accommodation Details

Accommodations at Topsider Resort consist of two-bedroom villas appointed with furniture, full kitchens, a washer and dryer on the ground level, and space. Each villa accommodates up to six guests, with a king bed in the first bedroom, two twin beds in the second bedroom, and a queen-sized sleeper sofa in the living area. Maximum occupancy is six guests.

Leisure and Activities

Onsite, guests have access to amenities, such as a heated swimming pool, a private beach for relaxation, a Jacuzzi, tennis and shuffleboard courts, bicycles, and kayaks. A boat ramp is available for guest use at no charge, with a 15 ft. limit. The resort features a 180' T-shaped pier for relaxation, fishing, and sunset viewing. Complimentary bikes and kayaks are available for exploring the area. There are tennis courts, shuffleboard courts, and a swimming pool.

Dining Options Nearby

Topsider Resort is near several dining establishments. Lazy Days Restaurant is 4.4 mi away, Square Grouper is 5.3 mi away, Green Turtle Inn is 5.9 mi away, Islamorada Fish Company is 5.9 mi away, Beach Cafe at Morada Bay is 6.1 mi away, Chef Michael's is 6.2 mi away, Shrimp Shack is 6.4 mi away, and Lor-e-lei is 6.7 mi away.

Location and Accessibility

The resort is located in Islamorada, offering access to various attractions. Sundance Watersports is 2 mi away, Indian Key Historic State Park is 2.6 mi away, and Lignumvitae Key Botanical State Park is 2.2 mi away. The Keys History & Discover Center is 7.2 mi away and the History of Diving Museum is 7.6 mi away. Theater of the Sea is 9 mi away and Key West is 73.7 mi away. Catchalotta Fish - Sport fishing Charters is 6 mi away, Pirate for Hire - Backcountry Charters is 6 mi away, KeyZ Charters - Eco Tour is 2 mi away, and Blue - Snorkeling mi is nearby. Windley Key Geological State Park is 9.8 mi away. Miami International Airport is 83.9 mi away, Florida Keys/Marathon International Airport is 23.9 mi away, Key West International Airport is 73.2 mi away, and Fort Lauderdale International Airport (FLL) is 114 mi away.

“This resort, with its distinctive stilted villas, offers a different kind of Florida Keys escape, focused on the Gulf. With a private beach, a fishing pier stretching out into the water, and complimentary access to bikes and kayaks, the emphasis is on low-key relaxation and enjoying the natural surroundings. It's a place where the simple pleasures shine.”
Hotel logo
David MillerEditor, UsFlorida
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Choose your preferred room

The property features double rooms, family rooms, and suites, often including breakfast, free cancellation, and special offers
Apartment
2 persons
800 sq. feet 
2 Single beds
Shower
Private pool

Calendar of room availability and rates

See current availability and pricing for your dates

Facilities

Amenities are designed to ensure comfort and memorable stays

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
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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
5 minutes' drive
Historic site with remnants of a 19th-century town, offering unique guided tours and lush natural landscapes.
San Pedro Underwater Archaeological Preserve State Park
3 minutes' drive
Underwater archaeological site ideal for snorkeling enthusiasts, showcasing coral reefs and marine life.
Lignumvitae Key Botanical State Park
5 minutes' drive
Botanical park featuring native flora and fauna, with nature trails and opportunities for canoeing.
Lower Matecumbe Key
1 minute walking
Scenic key perfect for relaxing strolls, providing picturesque views and access to local wildlife.
Water Sports
5 minutes' drive
Thrilling snorkeling and kayaking options available at nearby rental shops, with guided excursions offered.
Yoga on the Beach
5 minutes' drive
Relaxing beach yoga sessions offered at Anne's Beach, with seasonal classes available for all skill levels.
The Green Turtle Inn
5 minutes' drive
Casual seafood spot with a lively atmosphere, serving fresh catch specials and tropical drinks.
Morada Bay Beach Café
8 minutes' drive
Beautiful beachfront dining featuring Caribbean flavors and a laid-back vibe, known for its sunset views.
Buddy's Pizza
3 minutes' drive
Family-friendly pizzeria serving classic and gourmet pizzas, with vegetarian options available.
Gilligan's Waterfront Restaurant & Bar
5 minutes' drive
Lively venue featuring live music and karaoke nights, perfect for a fun night out with friends or family.
Morada Way Arts & Cultural District
8 minutes' drive
A vibrant arts district with local galleries and events, often hosting family-friendly festivals and markets.
Local transportation
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
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 is the distance from Topsider Resort to Key West International Airport?
The hotel is located 100 km from Key West International Airport.
Are there any historical sites near Topsider Resort?
Nearby historical sites include Indian Key Historic State Park (15 km) and San Pedro Underwater Archaeological Preserve State Park (approximately 10 km).
What on-site amenities does Topsider Resort provide?
The resort features a heated outdoor swimming pool, a private beach area, a hot tub, and barbecue facilities.
What recreational activities can guests enjoy at Topsider Resort?
Guests can enjoy fishing, snorkeling, canoeing, cycling, and utilize tennis courts on-site.
What room amenities are available at Topsider Resort?
Rooms are equipped with air conditioning, a flat-screen TV, a coffee machine, a fridge, a dishwasher, and a private bathroom with free toiletries.
Is parking available at Topsider Resort?
Public parking is available on-site free of charge without the need for reservation.
What nearby attractions can guests visit from Topsider Resort?
Nearby attractions include the Dolphin Research Center and the History of Diving Museum, both less than 11 km away.
Does Topsider Resort offer internet access?
Free Wi-Fi is available throughout the property.
What is the capacity of the villas at Topsider Resort?
The spacious two-bedroom villas can accommodate up to six guests comfortably.
Are there any special features of the accommodations at Topsider Resort?
The hotel features unique octagonal stilt houses with views facing directly over the bay.

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Check-in
14Feb2026Select date
Check-out
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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
4000 ft from center
493 US$
548 US$
per night
Mobile-only price