Stay 30 - Vacation Rentals in Florida Keys Beaches

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From US $1,706

         

10.0 (14 Reviews)

House

Palm - Beach Houses Key West

• Air Conditioner
• Parking
• Pet Friendly

• Florida
• Sugarloaf Key

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From US $1,695

         

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10.0 (1 Review)

House

Bungalows Sugarloaf Beach Key West - Hammock House

• Air Conditioner
• Parking
• Pet Friendly

• Florida
• Sugarloaf Key

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From US $111

         

8.2 (1008 Reviews)

Hotel

Sugar Loaf Lodge

• Air Conditioner
• Parking
• Pool

• Florida
• Sugarloaf Key

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From US $2,430

         

10.0 (10 Reviews)

House

Azucar - Beach Houses Key West

• Air Conditioner
• Parking
• TV

• Florida
• Sugarloaf Key

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From US $431

         

8.0 (1 Review)

House

Bungalows Beach Key West Palm

• Air Conditioner
• Parking
• Pet Friendly

• Florida
• Sugarloaf Key

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From US $876

         

10.0 (9 Reviews)

House

Luxurious Oceanfront 5BR Property with heated Pool & Waterfall

• Air Conditioner
• Parking
• Pet Friendly

• Key West
• Bay Point

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From US $313

         

7.4 (552 Reviews)

Cabin

Sugarloaf Lodge

• Air Conditioner
• Parking
• Pool

• Florida
• Sugarloaf Key

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From US $469

         

10.0 (6 Reviews)

House

PARADISE on Sugarloaf Key! 704-650-8105 Summer and Fall low rates.

• Air Conditioner
• Parking
• Pet Friendly

• Sugarloaf Key
• Sugarloaf Shores

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From US $884

         

10.0 (4 Reviews)

House

Your own Private Resort! 50ft Dock on Canal w/Pool, Tiki and RV Hookup!

• Air Conditioner
• Parking
• Pet Friendly

• Key West
• Bay Point

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From US $458

         

10.0 (4 Reviews)

House

Discounts are available for extended summer rentals.

• Air Conditioner
• Parking
• Pet Friendly

• Sugarloaf Key
• Sugarloaf Shores

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From US $550

         

10.0 (3 Reviews)

House

Green Turtle Oasis: Lovely 4BR Canal Front Home, Pool, Dockage, Tiki, Outdoor Dining & Pet Friendly!

• Air Conditioner
• Pet Friendly
• Pool

• Sugarloaf Key
• Sugarloaf Shores

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From US $584

         

10.0 (2 Reviews)

House

$and D0llar$: Indulge in Luxury & Spectacular Open Water Views, Private Pool, Dock & Pet-Friendly!

• Air Conditioner
• Pet Friendly
• Pool

• Florida
• Sugarloaf Key

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From US $1,983

         

9.8 (28 Reviews)

House

Florida Keys Beach Getaway

• Air Conditioner
• Parking
• Pet Friendly

• Florida
• Sugarloaf Key

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From US $727

         

9.8 (14 Reviews)

House

Paradise Point: Your Luxurious Waterfront Getaway with Pool, Tiki, Dockage, and Dog-Friendly Perks!

• Air Conditioner
• Pet Friendly
• Pool

• Sugarloaf Key
• Sugarloaf Shores

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From US $362

         

9.8 (8 Reviews)

House

Sunset Bay: Spacious 5BR Getaway, Dockage, Heated Pool, Dog OK, Stunning Views & Minutes to Key West

• Air Conditioner
• Pool
• TV

• Key West
• Bay Point

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From US $2,370

         

9.8 (7 Reviews)

House

The Hemingway - Beach Houses Key West

• Air Conditioner
• Parking
• Pet Friendly

• Florida
• Sugarloaf Key

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From US $1,334

         

9.6 (11 Reviews)

House

The Lighthouse - Beach Houses Key West

• Air Conditioner
• Parking
• Pool

• Florida
• Sugarloaf Key

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From US $345

         

9.6 (8 Reviews)

House

Oceanside, pet friendly, 5/3 smart home with paddle equip.-SUPs, kayaks & canoe

• Air Conditioner
• Parking
• Pet Friendly

• Sugarloaf Key
• Sugarloaf Shores

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From US $238

         

9.4 (8 Reviews)

House

30% Discounted Rate-Waterfront-Open Water View-Pool-Dock-Kayaks-Parking

• Air Conditioner
• Parking
• Pool

• Key West
• Bay Point

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From US $634

         

9.4 (6 Reviews)

House

Key West Beach House with heated pool, tiki, and dock.♿︎

• Air Conditioner
• Parking
• Pet Friendly

• Key West
• Bay Point

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From US $1,235

         

8.4 (7 Reviews)

House

Beach Getaway in the Florida Keys

• Air Conditioner
• Parking
• Pet Friendly

• Florida
• Sugarloaf Key

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From US $3,276

         

8.0 (2 Reviews)

House

Hammock House - Beach Houses Key West

• Air Conditioner
• Parking
• Pet Friendly

• Florida
• Sugarloaf Key

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From US $149

         

8.0 (1 Review)

House

Fish Camp | Old Florida canalfront getaway close to Key West

• Air Conditioner
• Parking
• Pet Friendly

• Key West
• Bay Point

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From US $805

         

New

House

Sugarloaf Serenity - Beach House

• Air Conditioner
• Parking
• Pet Friendly

• Florida
• Sugarloaf Key

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★ Pro Tip: Stay30 makes it easy to compare the best listings on Stay30 homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Stay30 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 Florida Keys Beaches.