[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire condo # Topsider Resort Beachfront, with outdoor pool ![View from property](https://images.trvl-media.com/lodging/14000000/13280000/13279100/13279004/33888401.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Outdoor pool, a heated pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/14000000/13280000/13279100/13279004/b4d87803.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Condo, Multiple Beds | In-room dining](https://images.trvl-media.com/lodging/14000000/13280000/13279100/13279004/d0553ca4.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Condo, Multiple Beds | View from property](https://images.trvl-media.com/lodging/14000000/13280000/13279100/13279004/9d75a91c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/14000000/13280000/13279100/13279004/w4496h2110x0y0-c9bd9366.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Take advantage of a marina, a terrace, and a garden at Topsider Resort. With a private beach, sun loungers, and kayaking, this condo is the perfect place to soak up some sun. For some rest and relaxation, visit the hot tub. In addition to laundry facilities, guests can connect to free in-room WiFi. 8.8 Excellent ### Entire condo 2 bedrooms2 bathroomsSleeps 6 ## Popular amenities - Hot tub - Pool - Washer - Barbecue grill - Air conditioning - Kitchen ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire condo to yourself and will only share it with other guests in your party. ### Topsider Resort Beachfront, with outdoor pool At this condo, hit the private sand beach, relax by an outdoor pool, or spend the day at a marina. The condo provides a kitchen with a refrigerator, an oven, a stovetop, and a microwave. Guests can appreciate conveniences like 2 bathrooms and a washing machine, and other amenities include free WiFi and a flat-screen TV. Housekeeping is not available. This condo offers 20 accommodations with coffee/tea makers and irons/ironing boards. Flat-screen televisions are featured in guestrooms. Accommodations at this 3.5-star condo have kitchens with full-sized refrigerators/freezers, stovetops, microwaves, and cookware/dishes/utensils. Bathrooms include bathtubs or showers. Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include phones along with free local calls (restrictions may apply). A private beach, an outdoor tennis court, a marina, and complimentary bicycles are featured at the condo. An outdoor pool and a hot tub are on site. The recreational activities listed below are available either on site or nearby; fees may apply. ## Property amenities ### Beach - On a private sandy beach - Beach loungers - Beach towels - Beach umbrellas ### Pool/Spa - Heated pool - Hot tub - Outdoor pool - Pool loungers - Pool umbrellas ### Internet - Available in the condo: Free WiFi ### Parking and transportation - Free self parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Full-sized refrigerator/freezer - Microwave - Oven - Stovetop - Toaster ### Bedrooms - 2 bedrooms - Bedsheets provided ### Bathroom - 2 private bathrooms - Bathtub or shower - Towels provided ### Entertainment - Books - Flat-screen TV - Games ### Outdoor areas - Barbecue grill - Garden - Marina - Outdoor furniture - Picnic area - Terrace ### Laundry - Laundry facilities - Washing machine ### Climate control - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Free local calls - Iron/ironing board - No housekeeping service - Phone ### Location highlights - On the bay - On the waterfront ### Things to do - Free bicycle rentals - Heated pool - Kayaking - Outdoor tennis court - Fishing nearby - Hiking/biking trails nearby - Parasailing nearby - Scuba diving nearby - Snorkeling nearby ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - Fire extinguisher ### General - 1 floor - 20 units - Free bicycle rentals - Garden - Soundproofing ## Similar properties ![Dock](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/9afce9bd.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Hadley Resort and Marina Matecumbe - On private beach - Pool - Breakfast included - Pet-friendly 7.8 Good 1,002 reviews CA $134 CA $197 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-08&endDate=2025-10-09&selected=12200&PinnedHotelID=12200&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/6f2246e8.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Lime Tree Bay Resort Long Key - On private beach - Pool - Pet-friendly - Parking included 9.2 Wonderful 1,075 reviews CA $157 CA $240 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-22&endDate=2025-10-23&selected=882254&PinnedHotelID=882254&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/eda54a36.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### La Siesta Resort & Villas Matecumbe - On private beach - Pool - Pet-friendly - Air conditioning 8.6 Excellent 1,001 reviews CA $152 CA $264 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-15&endDate=2025-10-16&selected=2477508&PinnedHotelID=2477508&HadPinnedHotel=true®ionId=-1&adults=2) ![View from property](https://images.trvl-media.com/lodging/7000000/6920000/6916300/6916201/29303461.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Edgewater Lodge Long Key - Pool - Pet-friendly - Parking included - Free WiFi 8.6 Excellent 794 reviews CA $237 CA $267 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-08&endDate=2025-10-09&selected=6916201&PinnedHotelID=6916201&HadPinnedHotel=true®ionId=-1&adults=2) ![Private beach, white sand, sun loungers, beach towels](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Chesapeake Beach Resort Matecumbe - On private beach - Pool - Breakfast included - Pet-friendly 9.2 Wonderful 1,531 reviews CA $169 CA $269 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-08&endDate=2025-10-09&selected=4170&PinnedHotelID=4170&HadPinnedHotel=true®ionId=-1&adults=2) ![25-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/12c235b3.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Treasure Harbor Islamorada - Pool - Parking included - Free WiFi - Air conditioning 8.8 Excellent 106 reviews CA $138 CA $351 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-08&endDate=2025-10-09&selected=91743042&PinnedHotelID=91743042&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/6000000/5820000/5812700/5812696/f1b4fe48.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Caribbean Resort Matecumbe - Pool - Hot tub - Air conditioning - Laundry 10 Exceptional 154 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-21&endDate=2025-10-22&selected=5812696&PinnedHotelID=5812696&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Amara Cay Resort Matecumbe - On private beach - Pool - Pet-friendly - Restaurant 8.8 Excellent 1,253 reviews CA $176 CA $291 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-13&endDate=2025-10-14&selected=61976&PinnedHotelID=61976&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/667446d9.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Coconut Cove Resort and Marina Islamorada - Pool - Breakfast included - Kids pool - Parking included 7.6 Good 822 reviews CA $166 CA $187 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-08&endDate=2025-10-09&selected=4182524&PinnedHotelID=4182524&HadPinnedHotel=true®ionId=-1&adults=2) ![Private beach, sun loungers, beach towels, scuba diving](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/d10a018b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort Islamorada - On private beach - Pool - Pet-friendly - Free WiFi 9.0 Wonderful 92 reviews CA $260 CA $385 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-14&endDate=2025-10-15&selected=11864&PinnedHotelID=11864&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in start time: 4:00 PM; Check-in end time: 5 PM Contactless check-in available Late check-in subject to availability Minimum check-in age: 21 ### Check-out Check-out before 10 AM Contactless check-out available ### Special check-in instructions The front desk is open Monday - Saturday (8:30 AM - 5 PM) Guests must contact the property in advance for check-in instructions; front desk staff will greet guests on arrival at the property To make arrangements for check-in please contact the property at least 72 hours before arrival using the information on the booking confirmation If you are planning to arrive after 5:00 PM please contact the property in advance using the information on the booking confirmation ### Access methods Staffed front desk ### Pets Pets not allowed ### Children and extra beds Children are welcome Rollaway/extra beds are not available Cribs (infant beds) are not available ### Smoking Smoking is not permitted ### Property payment types ## Important information ### Fees You'll be asked to pay the following charges at the property. Fees may include applicable taxes: - Deposit: USD 150.00 per accommodation, per stay We have included all charges provided to us by the property. ### You need to know Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed This property accepts credit cards Host has indicated there is a carbon monoxide detector on the property Host has indicated there is a smoke detector on the property Safety features at this property include a fire extinguisher This property is professionally cleaned ### We should mention Only registered guests are allowed in the guestrooms ### Property is also known as Topsider Resort Islamorada Topsider Islamorada Topsider Hotel Islamorada Topsider Resort Condo Topsider Resort Islamorada Topsider Resort Condo Islamorada Topsider Resort by Capital Vacations ## About the area Located on a private beach, this condo is in Matecumbe, a neighborhood in Islamorada. The area's natural beauty can be seen at Indian Key Historic State Park and Windley Key Fossil Reef Geological State Park, while MoradaWay Arts & Cultural District and Keys History & Discovery Center are cultural highlights. Discover the area's water adventures with scuba diving, snorkeling, and parasailing nearby, or enjoy the great outdoors with hiking/biking trails. [Visit our Islamorada travel guide](https://www.expedia.ca/Islamorada.dx10768) [View more Condo rentals in Islamorada](https://www.expedia.ca/Islamorada-Condos.d10768-aaCondos.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C24.86442%2C-80.71500&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=ksvrGmHkp0X9Xsda0717DJEfPMU=) 75500 Overseas Hwy, Islamorada, FL, 33036 ### What's nearby - Sunset Drive Beach - 2 min drive - 2.0 km - Anne's Beach - 3 min drive - 4.0 km - Robbie’s of Islamorada - 4 min drive - 4.4 km - Bud n' Mary's Dive Center - 8 min drive - 9.3 km - Fiesta Key - 9 min drive - 11.6 km ### Getting around - Miami Intl. Airport (MIA) - 118 min drive ### Restaurants - ‪Hungry Tarpon Restaurant - ‬3 min drive - ‪Lazy Days Restaurant - ‬6 min drive - ‪Papa Joe’s Waterfront - ‬6 min drive - ‪Islamorada Fish Company - ‬8 min drive - ‪The Galley - ‬3 min drive ## Frequently asked questions ### Does Topsider Resort have a pool? > Yes, this property has an outdoor pool. Pool types include heated pools. ### Is Topsider Resort pet-friendly? > No, pets are not allowed at this property. ### How much is parking at Topsider Resort? > Self parking is free at this property. ### What time is check-in at Topsider Resort? > Check-in start time: 4:00 PM; Check-in end time: 5 PM. Late check-in is available during limited hours. ### What time is check-out at Topsider Resort? > Check-out is at 10 AM. ### Where is Topsider Resort located? > Nestled on the beach, this Matecumbe condo building is within 3 mi (5 km) of Sunset Drive Beach, Anne's Beach, and Robbie’s of Islamorada. Indian Key Historic State Park is 2.5 mi (4 km) away. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Expedia's Latest Trends ### Hotels > [Mondrian South Beach](https://www.expedia.ca/Miami-Hotels-Mondrian-South-Beach.h2190271.Hotel-Information) > > [W South Beach](https://www.expedia.ca/Miami-Hotels-W-South-Beach.h11881.Hotel-Information) > > [Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort](https://www.expedia.ca/Orlando-Hotels-Four-Seasons-Resort-Orlando-At-WALT-DISNEY-WORLD-Resort.h7374428.Hotel-Information) > > [Universal's Hard Rock Hotel](https://www.expedia.ca/Orlando-Hotels-Universals-Hard-Rock-Hotel.h485506.Hotel-Information) > > [Reunion Resort & Golf Club](https://www.expedia.ca/Orlando-Hotels-Reunion-Resort-Golf-Club.h992499.Hotel-Information) > > [Embassy Suites by Hilton Fort Lauderdale 17th Street](https://www.expedia.ca/Fort-Lauderdale-Hotels-Embassy-Suites-Ft-Lauderdale17th-Street.h11909.Hotel-Information) > > [Universal's Endless Summer Resort - Dockside Inn and Suites](https://www.expedia.ca/Orlando-Hotels-Universals-Endless-Summer-Dockside-Inn-Suites.h33770341.Hotel-Information) > > [Home2 Suites by Hilton Orlando at Flamingo Crossings](https://www.expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.Hotel-Information) > > [Universal's Endless Summer Resort - Surfside Inn and Suites](https://www.expedia.ca/Orlando-Hotels-Universals-Endless-Summer-Resort-Surfside-Inn-And-Suites.h27522522.Hotel-Information) > > [DoubleTree by Hilton at the Entrance to Universal Orlando](https://www.expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.Hotel-Information) > > [B Ocean Resort Fort Lauderdale Beach](https://www.expedia.ca/Fort-Lauderdale-Hotels-B-Ocean-Resort.h5404.Hotel-Information) > > [Universal’s Loews Royal Pacific Resort](https://www.expedia.ca/Orlando-Hotels-Universals-Loews-Royal-Pacific-Resort.h856706.Hotel-Information) > > [Universal's Cabana Bay Beach Resort](https://www.expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.Hotel-Information) > > [Beach House Fort Lauderdale, a Hilton Resort](https://www.expedia.ca/Fort-Lauderdale-Hotels-Hilton-Fort-Lauderdale-Beach-Resort.h28591.Hotel-Information) > > [The Tides on Hollywood](https://www.expedia.ca/Fort-Lauderdale-Hotels-The-Tides-On-Hollywood.h44524455.Hotel-Information) > > [Loews Miami Beach Hotel – South Beach](https://www.expedia.ca/Miami-Hotels-Loews-Miami-Beach-Hotel-South-Beach.h81223.Hotel-Information) > > [Fontainebleau Miami Beach](https://www.expedia.ca/Miami-Hotels-Fontainebleau-Miami-Beach.h1190549.Hotel-Information) > > [Hotel Riu Plaza Miami Beach](https://www.expedia.ca/Miami-Hotels-Hotel-Riu-Plaza-Miami-Beach.h74574.Hotel-Information) > > [Four Points by Sheraton Orlando International Drive](https://www.expedia.ca/Orlando-Hotels-Four-Points-By-Sheraton-Orlando-International-Drive.h4262.Hotel-Information) > > [1 Hotel South Beach](https://www.expedia.ca/Miami-Hotels-1-Hotel-South-Beach.h1790087.Hotel-Information) > > [Margaritaville Hollywood Beach Resort](https://www.expedia.ca/Fort-Lauderdale-Hotels-Margaritaville-Hollywood-Beach-Resort.h10005147.Hotel-Information) > > [Diplomat Beach Resort Hollywood, Curio Collection by Hilton](https://www.expedia.ca/Miami-Hotels-Diplomat-Beach-Resort-Hollywood.h857779.Hotel-Information) > > [Moxy Miami South Beach](https://www.expedia.ca/Miami-Hotels-Moxy-Miami-South-Beach.h55553829.Hotel-Information) > > [Walt Disney World Dolphin](https://www.expedia.ca/Orlando-Hotels-Walt-Disney-World-Dolphin.h12710.Hotel-Information) > > [The Westin Fort Lauderdale Beach Resort](https://www.expedia.ca/Fort-Lauderdale-Hotels-The-Westin-Fort-Lauderdale-Beach-Resort.h17159.Hotel-Information) > > [W Fort Lauderdale](https://www.expedia.ca/Fort-Lauderdale-Hotels-W-Fort-Lauderdale.h2335216.Hotel-Information) > > [Fort Lauderdale Marriott Harbor Beach Resort & Spa](https://www.expedia.ca/Fort-Lauderdale-Hotels-Fort-Lauderdale-Marriott-Harbor-Beach-Resort-Spa.h21880.Hotel-Information) > > [Holiday Inn Club Vacations at Orange Lake Resort by IHG](https://www.expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) > > [Bahama Bay Resort](https://www.expedia.ca/Orlando-Hotels-Bahama-Bay-Resort.h1056615.Hotel-Information)