116+ Vacation Rentals Near Florida Keys Beaches |
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Bigpineresortcottages - Vacation Rentals in Florida Keys Beaches

Property Image From $225
         

9.8 (10 Reviews)
House
Stunning, Oceanfront Home with Private Pool & Docks - Dog-Friendly
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $1,695
         

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10.0 (1 Review)
House
Bungalows Sugarloaf Beach Key West - Hammock House
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $1,000
         

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10.0 (1 Review)
House
232 m² House ∙ 5 bedrooms ∙ 10 guests
  • 2497 ft² House
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $111
         

8.2 (1002 Reviews)
Hotel
Sugar Loaf Lodge
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $1,223
         

10.0 (13 Reviews)
House
Palm - Beach Houses Key West
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $313
         

7.4 (552 Reviews)
Cabin
Sugarloaf Lodge
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $371
         

10.0 (1 Review)
House
3400 m² House ∙ 5 bedrooms ∙ 10 guests
  • 36597 ft² House
  • Air Conditioner
  • TV
  • View

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Property Image From $1,803
         

10.0 (10 Reviews)
House
Azucar - Beach Houses Key West
  • Air Conditioner
  • Parking
  • TV

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Property Image From $1,395
         

New
House
Bungalows Beach Rental Key West - Lighthouse
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $335
         

10.0 (1 Review)
House
302 m² House ∙ 5 bedrooms ∙ 18 guests
  • 3250 ft² House
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $977
         

10.0 (8 Reviews)
House
Luxurious Oceanfront 5BR Property with heated Pool & Waterfall
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $1,248
         

New
House
Palms Resort Main House - Key West
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $279
         

10.0 (1 Review)
House
House ∙ 3 bedrooms ∙ 6 guests
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $388
         

10.0 (6 Reviews)
House
PARADISE on Sugarloaf Key! 704-650-8105 Summer and Fall low rates.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $1,199
         

New
House
Bungalows Beach Key West - Azucar
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $546
         

10.0 (4 Reviews)
House
Your own Private Resort! 50ft Dock on Canal w/Pool, Tiki and RV Hookup!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $1,105
         

New
House
Bungalows Beach Key West - Hemingway
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $466
         

10.0 (4 Reviews)
House
For up to date availability call 510-381-5000
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $330
         

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New
House
Coral Queen Palm
  • Air Conditioner
  • Wheelchair Accessible
  • Balcony/Terrace

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Property Image From $471
         

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

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Property Image From $241
         

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New
House
Waterfront Key West Oasis with Float Dock!
  • Parking
  • View
  • Balcony/Terrace

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Property Image From $610
         

10.0 (2 Reviews)
House
THE BLACK MARLIN - 3 BEDROOM/2.5 BATHROOM WITH POOL & TIKI HUT
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $587
         

10.0 (2 Reviews)
House
Sunset Bay: Spacious 5BR Getaway, Dockage, Heated Pool, Dog OK, Stunning Views & Minutes to Key West
  • Air Conditioner
  • Pool
  • TV

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Property Image From $497
         

10.0 (2 Reviews)
House
$and D0llar$: Indulge in Luxury & Spectacular Open Water Views, Private Pool, Dock & Pet-Friendly!
  • Air Conditioner
  • Pet Friendly
  • Pool

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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 Florida Keys Beaches.

Weather in Florida Keys Beaches

View the weather forecast for Florida Keys Beaches before booking your Florida Keys Beaches Vacation Rentals to confirm your best time to go.

December - February
High 79°F       Low 52°F
March - May
High 91°F       Low 55°F
June - August
High 92°F       Low 73°F
September - November
High 90°F       Low 58°F

Top Attractions Around Florida Keys Beaches, FL

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


South Beach Simonton Beach Sugarloaf Beach Truman Beach Duval Street Smathers Beach Southernmost Point Mallory Square Higgs Beach Bahia Honda State Park and Beach Key West Harbour Key West Aquarium Ernest Hemingway Home and Museum Fort Zachary Taylor Historic State Park Key West Butterfly and Nature Conservatory Seven Mile Bridge Saddlebunch Keys Harry S. Truman Little White House Key West Shipwreck Museum Key West Golf Club

Other Places to Stay Near Florida Keys Beaches, FL


Simonton Beach 3,696 Properties South Beach 3,628 Properties Truman Beach 3,213 Properties Sugarloaf Beach 102 Properties