57+ Vacation Rentals Near Rockland Key |
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  4. Rockland Key

Bigpineresortcottages - Vacation Rentals in Rockland Key

Property Image From $639
         

10.0 (24 Reviews)
House
Private Paradise, Waterfront Home - 15 minutes from Key West
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $641
         

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New
House
Ritaville - Monthly Rental
  • Pet Friendly
  • Pool
  • View

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Property Image From $134
         

10.0 (1 Review)
House
115 m² Mobile home ∙ 2 bedrooms ∙ 7 guests
  • 1237 ft² House
  • Air Conditioner
  • Parking
  • TV

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Property Image From $963
         

New
House
4BR/3BA Waterfront Home w/Pool, Tiki Bar, Dock, close to Key West, Sleeps 10
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $357
         

10.0 (5 Reviews)
House
Ocean Front, Private home with Boat Dock, 3 bedroom
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $282
         

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New
House
Dock and Balcony Serene Big Coppitt Key Escape
  • Parking
  • Pool
  • View

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Property Image From $229
         

10.0
House
131 m² House ∙ 3 bedrooms ∙ 6 guests
  • 1407 ft² House
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $202
         

10.0 (5 Reviews)
House
Waterfront, Single-Story Home on a Canal w/Dock, Kayaks, AC - 1 Small Dog OK
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $253
         

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New
House
Sapphire Sabbatical
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace

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Property Image From $331
         

New
Cottage
Cabin ∙ 1 bedroom ∙ 2 guests
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $293
         

10.0 (2 Reviews)
House
The Local's favorite spot.
  • Air Conditioner
  • Parking
  • TV

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Property Image From $197
         

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New
House
Jewel on Jade
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace

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Property Image From $282
         

New
House
138 m² House ∙ 3 bedrooms ∙ 6 guests
  • 1485 ft² House
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $757
         

10.0 (1 Review)
House
*INFINITE HORIZONS @ BIG COPPITT* Waterfront Home & Pool + LAST KEY SERVICES…
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $411
         

10.0 (1 Review)
House
4BR/3BA Waterfront Home w/Pool, Tiki Bar, Dock, close to Key West, Sleeps 10
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $392
         

10.0 (1 Review)
House
Ritaville | New! Waterfront Paradise with Private Pool
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $311
         

9.4 (35 Reviews)
Boat Rental
34’ Catamaran Sailboat
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace

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Property Image From $446
         

New
House
Blue Water Oasis
  • Air Conditioner
  • Pool
  • TV

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Property Image
New
From $401
         

New
House
Beautiful 3 bedroom 2 bath pool house close to Key West
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $287
         

New
House
Dock + Balcony: Serene Big Coppitt Key Escape
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $273
         

New
House
Dream vacation home with open water views, boating, pools in Geiger Key
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $248
         

New
House
Tasteful waterfront mobile home with central AC, W/D, & dog-friendly
  • Air Conditioner
  • Parking
  • TV

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Property Image From $221
         

New
House
Canalside condo with private dock, boat ramp, water-view patio, central AC & W/D
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $144
         

New
Condo
Sunsets over the water
  • Air Conditioner
  • TV
  • Security/Safety

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★ Pro Tip: Bigpineresortcottages makes it easy to compare the best listings on Bigpineresortcottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Bigpineresortcottages homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Rockland Key.

Weather in Rockland Key

View the weather forecast for Rockland Key before booking your Rockland Key Vacation Rentals to confirm your best time to go.

December - February
High 81°F       Low 67°F
March - May
High 87°F       Low 70°F
June - August
High 91°F       Low 80°F
September - November
High 90°F       Low 73°F

Top Attractions Around Rockland Key, FL

Bigpineresortcottages offers a large selection of top attractions around Rockland Key. Research things to do on your vacation before you visit Rockland Key.


Duval Street Smathers Beach Southernmost Point Mallory Square South Beach Higgs Beach Key West Harbour Key West Aquarium Ernest Hemingway Home and Museum Fort Zachary Taylor Historic State Park Key West Butterfly and Nature Conservatory Florida Keys Beaches Saddlebunch Keys Harry S. Truman Little White House Key West Shipwreck Museum Key West Golf Club Key West Lighthouse and Keeper's Quarters Museum Ripley's Believe It or Not Audubon House and Tropical Gardens