Islamorada Vacation Rentals

Islamorada Vacation Rentals – Sport Fishing & Florida Keys Island Living

Why Visit Islamorada, Florida?

Islamorada stretches across six islands and offers some of the best boating, fishing, snorkeling, and diving in the Florida Keys. Visitors enjoy easy access to both the Atlantic Ocean and Florida Bay, making it ideal for anglers, water sports enthusiasts, and nature lovers.

Unlike busier Keys destinations, Islamorada maintains a relaxed, upscale feel with local restaurants, waterfront tiki bars, art galleries, and scenic sunset spots—perfect for couples, families, and long-term visitors.

Islamorada Vacation Rentals

There is a wide selection of vacation rentals in Islamorada Florida, offering something for every travel style. Guests can choose from luxury waterfront estates, canal-front homes with boat lifts, private pool residences, and modern condos near marinas and beaches.

Popular features of Islamorada vacation rentals include:

• Waterfront and canal-front locations
• Private docks and boat lifts
• Private pools and outdoor living areas
• Pet-friendly rental options
• Easy access to marinas, reefs, and sandbars
• Ideal properties for fishing and boating vacations

Islamorada Condo Rentals

Islamorada condo rentals are popular with travelers seeking low-maintenance accommodations with resort-style amenities. Many condos offer pools, fitness centers, elevators, and marina access.

Popular condo communities and areas include:

• Plantation on Crystal River – 84001 Overseas Hwy, Islamorada, FL 33036
Resort-style condos with pools, marina, dining, and ocean views.

• Sea Gulls Condominiums – 87851 Overseas Hwy, Islamorada, FL 33036
Oceanfront condos with beach access and peaceful surroundings.

• Islamorada Villas – Various locations along Overseas Hwy, Islamorada, FL 33036
Low-rise condo communities offering island comfort and convenience.

Islamorada Vacation Homes

Islamorada vacation homes provide privacy, space, and the ultimate Florida Keys lifestyle. These homes range from charming island cottages to luxury waterfront estates with private docks and expansive outdoor entertaining spaces.

Vacation homes are ideal for families, groups, anglers, and extended stays looking to experience the Keys like a local.

Things to Do in Islamorada, Florida

Islamorada offers unforgettable outdoor experiences centered around the water. Below are top attractions with exact locations:

1. Fishing & Boating

Islamorada is famous for offshore, inshore, and backcountry fishing. Charter boats depart daily from local marinas throughout the island.

2. Robbie’s of Islamorada

77522 Overseas Hwy, Islamorada, FL 33036
A popular waterfront attraction known for feeding tarpon, shopping, dining, and marina access.

3. Founders Park

3101 Overseas Hwy, Islamorada, FL 33036
A large community park with beaches, swimming areas, sports facilities, and events.

4. Snorkeling & Diving

Explore coral reefs and shipwrecks at nearby sites such as Alligator Reef and Cheeca Rocks.

5. Theater of the Sea

84721 Overseas Hwy, Islamorada, FL 33036
Marine animal encounters and educational programs for all ages.

6. Kayaking & Paddleboarding

Paddle through mangroves and calm bay waters for wildlife encounters and scenic exploration.

Where to Eat in Islamorada

Islamorada is known for its excellent seafood, casual waterfront dining, and lively tiki bars.

• Lorelei Restaurant & Cabana Bar – 96 Madeira Rd, Islamorada, FL 33036
Famous for sunsets, live music, and fresh seafood.

• Morada Bay Beach Café – 90001 Overseas Hwy, Islamorada, FL 33036
Upscale beachfront dining with romantic sunset views.

• Islamorada Fish Company – 81532 Overseas Hwy, Islamorada, FL 33036
Seafood dining overlooking the marina.

• Lazy Days Oceanfront – 79867 Overseas Hwy, Islamorada, FL 33036
Casual dining with ocean views and fresh local seafood.

• Marker 88 – 88000 Overseas Hwy, Islamorada, FL 33036
Waterfront dining and cocktails with sunset views.

Why Book Islamorada Vacation Rentals on ECBYO?

Many large vacation rental platforms charge high guest service fees that significantly increase the cost of your stay. When you book through ECBYO.com, you avoid these fees and communicate directly with property owners.

Benefits of booking direct include:

• No guest service fees — save $300–$600+ per stay.
• Direct communication with owners and managers.
• Verified Islamorada listings from trusted hosts.
• Transparent pricing with no hidden charges.
• Support for local Florida Keys property owners.

Plan Your Islamorada Florida Vacation

Whether you’re planning a fishing trip, boating adventure, family vacation, or relaxing island escape, Islamorada delivers one of the best experiences in the Florida Keys. You’ll find the perfect property in our collection of Islamorada vacation rentals. Book direct on ECBYO.com and experience the Keys the way they were meant to be enjoyed.

Frequently Asked Questions About Islamorada Vacation Rentals

What types of vacation rentals are available in Islamorada?

Islamorada offers waterfront homes, canal-front houses with docks, condos, island cottages, and luxury vacation rentals.

Is Islamorada good for fishing?

Yes. Islamorada is known as the Sport Fishing Capital of the World with offshore, inshore, and backcountry fishing.

Is Islamorada family-friendly?

Yes. Islamorada is family-friendly with parks, beaches, marine attractions, and water activities for all ages.