Rockland Key, FL

Travel Guide

See the natural beauty, recreational spots, and unique neighborhoods that create a rich experience in Rockland Key.

Rockland Key is an ideal destination for outdoor, family travelers. You can explore nearby islands such as East Rockland Key and Halfmoon Key, both offering natural beauty and opportunities for outdoor activities. For those interested in recreational activities, the Key West Golf Club provides a venue for golf, while the Waterfront Playhouse and the Tennessee Williams Fine Art Center offer theater experiences. If you're looking to unwind, visit nearby Geiger Key, known for its beaches and outdoor tourism.

Take time to wander through the nearby neighborhoods of Rockland Key, each with its own character. Key Haven and Old Town Key West are known for family experiences and urban attractions. Key Haven features the Stock Island Yacht Club & Marina and the Key West Tropical Forest and Botanical Garden. In Old Town Key West, you can visit the Southernmost Point and the historic Ernest Hemingway Home and Museum. Additionally, Big Coppitt Key is recognized for outdoor and beach experiences, with places like Shark Key and Little Sandy Keys.

The best time to visit Rockland Key is during the months of June to September when the weather is warm, mostly dry, and often sunny. Demand for accommodations remains fairly steady throughout the year, but it tends to be a bit quieter in August and from October to November. If you prefer fewer crowds and a more relaxed atmosphere, consider planning your visit during these quieter months.

Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd Key West FL
$285 nightly
The price is $321 total per night from Nov 18 to Nov 19
$321 total
Nov 18 - Nov 19
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the pool and the restaurant ...
Margaritaville Beach House Key West
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
$171 nightly
The price is $192 total per night from Nov 29 to Nov 30
$192 total
Nov 29 - Nov 30
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
Havana Cabana at Key West
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
$175 nightly
The price is $197 total per night from Nov 15 to Nov 16
$197 total
Nov 15 - Nov 16
Total with taxes and fees
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.6/10 Excellent! (2,797 reviews)
"Todo estaba en buenas condiciones y limpio. Valoración precio calidad ."

Reviewed on Nov 14, 2026

Blue Flamingo Resort Key West
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.
Sugarloaf Key RV Resort & Cottages

Sugarloaf Key RV Resort & Cottages

3 out of 5
311 Johnson Rd Summerland Key FL
Stay at this vacation home in Summerland Key. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Florida Keys Beaches and Upper Sugarloaf ...
9.2/10 Wonderful! (44 reviews)
"Clean and new"

Reviewed on Nov 11, 2026

Sugarloaf Key RV Resort & Cottages
Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina

2 out of 5
5130 Overseas Hwy Key West FL
Stay at this houseboat in Key West. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions Duval ...
Aqua Lodges at Hurricane Hole Marina
3-bedroom house boat in tranquil Key West with AC

3-bedroom house boat in tranquil Key West with AC

Key West FL
Stay at this vacation home in Key West. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Duval Street and Smathers Beach are located ...
3-bedroom house boat in tranquil Key West with AC
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.

Cities near Rockland Key

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