Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Islamorada on Hotels.com. These Islamorada Beach Hotels consistently deliver on quality, location and traveler experience. Last updated on .
Beach Hotels in Islamorada
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Beach Hotels in Islamorada




1. Chesapeake Beach Resort
Chesapeake Beach Resort- On private beach
- Beach loungers
- 2 outdoor pools




2. Pines & Palms Resort
Pines & Palms Resort- On private beach
- Beach bar
- Beach loungers
- Outdoor pool




5. Baker's Cay Resort Key Largo, Curio Collection by Hilton
Baker's Cay Resort Key Largo, Curio Collection by Hilton- On private beach
- Beach bar
- Beach loungers
- 2 outdoor pools




6. Sunset Cove Beach Resort
Sunset Cove Beach Resort- On private beach
- Beach cabanas included
- Beach loungers




7. Dove Creek Resort & Marina, Trademark Collection by Wyndham
Dove Creek Resort & Marina, Trademark Collection by Wyndham- Beach loungers
- Outdoor pool




10. Kona Kai Resort and Gallery - Adults Only
Kona Kai Resort and Gallery - Adults Only- Beach loungers
- Outdoor pool




12. Playa Largo Resort & Spa, Autograph Collection
Playa Largo Resort & Spa, Autograph Collection- On the beach
- Beach bar
- Beach cabanas
- Beach loungers
- Outdoor pool




15. Ocean Pointe Suites at Key Largo
Ocean Pointe Suites at Key Largo- On private beach
- Beachfront dining
- Beach towels
- Outdoor pool




19. Hampton Inn Key Largo Manatee Bay
Hampton Inn Key Largo Manatee Bay- On private beach
- Outdoor pool
Beach hotels with pools in Islamorada




Baker's Cay Resort Key Largo, Curio Collection by Hilton
Baker's Cay Resort Key Largo, Curio Collection by Hilton



Dove Creek Resort & Marina, Trademark Collection by Wyndham
Dove Creek Resort & Marina, Trademark Collection by Wyndham



Playa Largo Resort & Spa, Autograph Collection
Playa Largo Resort & Spa, Autograph CollectionBeach hotels with free breakfast in Islamorada




Baker's Cay Resort Key Largo, Curio Collection by Hilton
Baker's Cay Resort Key Largo, Curio Collection by Hilton



Dove Creek Resort & Marina, Trademark Collection by Wyndham
Dove Creek Resort & Marina, Trademark Collection by Wyndham



Playa Largo Resort & Spa, Autograph Collection
Playa Largo Resort & Spa, Autograph CollectionTop neighborhoods in Islamorada




Matecumbe
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
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
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
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.
Top landmarks in Islamorada

Anne's Beach

Bud n' Mary's Dive Center

Founders Park

Florida Keys Brewing Co.

Windley Key Fossil Reef Geological State Park
Robbie’s of Islamorada
Islamorada County Park
Islamorada Brewery & Distillery
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