This tranquil beachfront resort offers 2 sparkling outdoor pools and a marina with boat slips. Catch fish right off the shore, borrow free bicycles to explore nearby islands, or simply relax on well-maintained beaches with complimentary towels and loungers.
Immerse yourself in coastal bliss at this oceanside hotel in Islamorada. Enjoy the private beach access, refreshing outdoor pool, and nearby hiking trails. Close to Islamorada Brewery & Distillery with free WiFi and daily housekeeping.
This beachfront aparthotel offers a refreshing outdoor pool and volleyball court in Islamorada. Clean apartments feature full kitchens and free WiFi, while the marina provides direct water access. Bud n' Mary's Dive Center and Hurricane Monument are just minutes away.
This seaside Islamorada hotel offers a refreshing outdoor pool, complimentary kayaking, and bicycles for exploring. Near Windley Key Fossil Reef and Rain Barrel Village, the Art Deco property earns praise for its helpful staff and clean rooms.
Escape to this waterfront hotel with a private beach and outdoor pool just minutes from world-famous coral reefs. Complimentary WiFi and parking enhance your stay while kayaking adventures await right outside your door.
Escape to this serene seaside motel where the Atlantic meets adventure. Snorkel vibrant reefs, borrow bikes to explore nearby Windley Key Fossil Park, or relax poolside. Clean rooms with microwaves and refrigerators offer comfort after days filled with marine exploration.
Wake up to tropical vibes at this waterfront hotel with its own marina. Just minutes from Windley Key Fossil Reef and the History of Diving Museum, enjoy the sparkling outdoor pool, fitness center, and free parking that guests consistently praise.
Escape to this beachfront Islamorada resort featuring a marina, outdoor pool, and pool bar. Spacious rooms offer a tranquil retreat after exploring nearby Bud n' Mary's Dive Center and Hurricane Monument. The helpful staff ensures a memorable Florida Keys getaway.
Discover this Islamorada resort with a private beach, marina, and Latin American cuisine at Mercado Morada. Kayak through blue waters or snorkel nearby. After adventures, unwind at one of 3 bars with stunning ocean views.
Immerse yourself in Tavernier's coastal charm at this bayfront motel with 2 outdoor pools and a marina. Located near Florida Keys Dive Center and Mangrove Marina, guests can enjoy scuba diving and rowing, plus free WiFi and parking.
Escape to this Key Largo beach hotel near Pigeon Key and John Pennekamp Coral Reef State Park. Enjoy free WiFi, parking, kayaking, and snorkeling adventures. The attentive staff and pristine rooms earn high marks from travelers.
Discover Florida Keys charm at this laid-back guesthouse with a scenic marina and complimentary bicycles for island exploration. Just minutes from Rain Barrel Village, guests enjoy free WiFi, parking, and helpful staff who enhance your tropical getaway.
Escape to this beachfront retreat featuring a refreshing outdoor pool and volleyball court. Just minutes from Robbie's of Islamorada and Indian Key Historic State Park, this resort offers garden views, in-room kitchenettes, and free WiFi throughout your Keys adventure.
This serene waterfront hotel offers a full-service marina and outdoor pool with a relaxing hot tub. Explore John Pennekamp Coral Reef State Park just 15 minutes away or enjoy the complimentary bicycles. Nearby Harry Harris Park and Pigeon Key add to your Key Largo adventure.
Waves lap the private beach at this Long Key resort where 3 outdoor pools, kayaking, and tennis await. Florida Boy restaurant serves American cuisine while free bike rentals let you explore Long Key State Park nearby.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Matecumbe gives you the full Florida Keys experience without trying too hard. Snorkel crystal waters at Anne's Beach, grab a cold one at Florida Keys Brewing Co, or watch fishermen haul in their catch at Bud n' Mary's. The Hurricane Monument and Indian Key Historic State Park tell stories of this laid-back paradise, while the MoradaWay Arts District adds cultural flair.
Waterfront tiki bars serve fresh mahi-mahi as the sun sets over Florida Bay. Most visitors stay in charming resorts with private beaches and pools, though vacation rentals offer more space. You'll need a car to explore properly, but many resort areas are perfectly walkable.
Lower Matecumbe Beach offers pristine Atlantic shorelines where powder-soft sand meets crystal-clear turquoise waters. Sunset Drive Beach and nearby Anne's Beach provide perfect spots for swimming and sunbathing in the shallow, calm waters. You'll discover scenic overlooks at mile markers, historic fishing piers extending into Florida Bay, and the popular Founder's Park with its recreational facilities.
Waterfront seafood restaurants serve fresh mahi-mahi and key lime pie with stunning ocean views. Accommodations range from luxury beachfront resorts to intimate bed-and-breakfasts. Getting around requires a rental car, though the beachfront areas are highly walkable with bike-friendly roads.
Venetian Shores offers the Keys dream—canal-front homes with private docks where dolphins practically introduce themselves at breakfast. Spend your days boating from your backyard to snorkeling spots or fishing the flats between the Atlantic and Florida Bay. This upscale residential enclave lets you live like a local without the tourist crowds.
You'll need wheels to explore nearby attractions like Founders Park and the History of Diving Museum. The neighborhood itself has no restaurants or shops—just peaceful streets lined with luxury vacation rentals featuring pools and tropical gardens. For dining out, a quick 5-10 minute drive takes you to Islamorada's waterfront eateries.
Seabreeze Trailer Park offers a laid-back slice of Florida Keys paradise without the resort price tag. You'll get direct beach access for swimming and snorkeling in crystal-clear waters. Nearby Founders Park and Windley Key Fossil Reef Geological State Park provide perfect day trips. Rain Barrel Village offers local shopping when you need a break from all that sunshine.
Seafood restaurants and waterfront dining options are just a short drive away in Islamorada. While public transit is limited, having a rental car or golf cart makes exploring the surrounding Keys a breeze. The peaceful, no-frills atmosphere makes this spot ideal for travelers seeking an authentic Keys experience on a budget.
If you can't wait to get to the beach, you might enjoy a trip to Anne's Beach located 8.8 mi (14.1 km) from central Islamorada. If you want to continue walking by the waves, head to Sunset Drive Beach located nearby.
You can stroll along Bud n' Mary's Dive Center for relaxing water views when you're in Matecumbe. Hotels.com travelers also say the area is relaxing and has lots of nice beaches.
Founders Park is 4.6 mi (7.4 km) from central Islamorada, why not stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here? Want to stretch your legs some more? Head to Islamorada County Park, just a short walk away.
Windley Key Fossil Reef Geological State Park is 2.4 mi (3.8 km) from central Islamorada, why not stop by during your stay. Hotels.com travelers also say the area is family-friendly and has lots of nice beaches.
Islamorada County Park is 4.5 mi (7.2 km) from central Islamorada, why not stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here? Want to stretch your legs some more? Head to Founders Park, just a short walk away.
Dubbed the 'Sportfishing Capital of the World,' this Florida Keys paradise invites you to battle trophy tarpon and marlin in azure waters. Dive beneath the surface where coral reefs burst with marine life, or paddle through mysterious mangrove tunnels where herons stalk the shallows. The History of Diving Museum chronicles humanity's underwater exploration, while MoradaWay Arts District showcases island-inspired creativity. Anne's Beach offers shallow wading perfect for families, with picnic tables near the gentle surf. After a day on the water, sample fresh-caught seafood at dockside restaurants. For a wilder adventure, take a day trip to nearby Everglades National Park, where alligators sun themselves amid saw grass prairies.
From start to finish, this was way more than we expected. Property has been refreshed and looks great. Pool is amazing with views of the ocean. Boat docking and ramp access was easy. Super nice staff and overall great service quiet and beautiful for the family. I mean we are definitely coming back. I want to thank April for a superb help.
We stayed here on our way back from key west to lighten trip to FLL airport. We were in love with this place! Every thing about it, location, the high ceilings, the incredibly comfortable beds-the brand new smell of all dwellings. I also was in love with the toiletries that were provided!!! Never have I love a hotel toiletry before. All staff was very professional and friendly. The sunset on the pier was incredible, and our suite was overlooking the pool and it was amazing for a late night swim,...
Thoroughly enjoyed our stay! H-keeping was reliable in regards to linens/towels but a bit inconsistent when refreshing room amenities (coffee cups, etc).
Staff was extremely helpful and friendly. Property was very clean. Kayaks, bikes, ping pong table, cornhole, hammocks, picnic tables, 2 heated pools, lounge chairs, beach towels, coffee, all at our disposal, and free of charge. Restaurant on premises.
Classic keys hotel. Room was very clean and bed was very comfortable. Area was very quiet, but close to other things. I would stay again and would recommend to others
A beautiful, hidden gem right on the water. They have kayaks and paddleboards to use with no cost. Complimentary breakfast, smores and wine. Everything was cleaned well. All the staff was friendly and helpful, especially Ashley. We were beyond impressed with the communication and helpfulness.
We spoke to the gentleman who was renovating the rooms (even when he worked it was a quiet and peaceful place), and learned there will soon be a houseboat as a room to rent.
This is a beautiful, quaint boutique hotel. We stayed in the Jungles room. It was beautiful. We only stayed one night on our way to Key West. Wish we had stayed more. It was so lovely.
Loved it! Olga at front desk was great, so accommodating and friendly. Great views. Take out the kayaks and go for a spin.. so beautiful. Saw dolphin and manatee. Live music out by bay for sunset was a nice touch! Only con was pool small and out by overseas Highway.
Nothing crazy about the rooms but had all the necessities. Very nice area behind the property looking out over the water. Room was clean and staff was helpful and friendly. For the price compared to other in the area it’s a steal.
We really enjoyed our stay. It's not your typical loud or crowded motel; very layed back and private. Our Cottage (#1) was a good size and comfortable.
This is a Small Hotel full of gorgeous casitas! Their included breakfast is delicious and made fresh daily. Coffee, egg fritatas, and muffins are available to you. Their private beach is small but rarely available in the keys. I love how friendly people are. Can’t wait to go back!
If you're looking for the flexibility to change your plans to Islamorada, most hotels provide refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.
Where should I stay in Islamorada if I want an affordable accommodation?
Where can I stay in Islamorada if I want a vacation rental instead of a traditional hotel?
If you want to find a good alternative to a hotel, review our selection of 403 vacation homes. In addition, there are 89 apartments and 122 condos.
What will the weather in Islamorada be like during my trip?
With an average temperature of 72°F during the coldest months, Islamorada is a great place to visit any time of year.
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There are lots of reasons to book your Islamorada trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.
