Naramata Wineries - Vacation Rentals in Raccoon Key

Casa Tranquility by Brightwild From US $277
         

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10.0 (1 Review)
House
  • Air Conditioner
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  • Internet
The Crestwood House - Private Heated Pool & Parking From US $2,969
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
New The Altair House - Fire Pit Pool & Hot Tub From US $3,668
         

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10.0 (1 Review)
House
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  • Pet Friendly
New The Windrose House - Pool & Pets From US $3,012
         

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10.0 (1 Review)
House
  • Air Conditioner
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  • Pet Friendly
Mastway House -Pool & Dock! From US $2,236
         

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10.0 (1 Review)
House
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  • Pet Friendly
Spindrift House -Huge Pool, Dock From US $2,129
         

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10.0 (1 Review)
House
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  • Pet Friendly
Waterlane House -Pool & Boat Dock From US $2,108
         

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10.0 (1 Review)
House
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  • Pet Friendly
NEW Private Pool & Docking - Floralee House From US $1,896
         

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10.0 (1 Review)
House
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  • Parking
  • Pet Friendly

Luxury Places to Stay in Raccoon Key

Over 113+ Luxury Places to Stay in or Near Raccoon Key
The Joyrise House at Solaire Lunara Bay From US $5,186
         

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Parking Pool Dock - Starboard House From US $5,037
         

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House
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  • Pet Friendly
New Waterfront Home - Dreamside House From US $4,798
         

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House
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  • Pet Friendly
Brand New Build Larkshine House - Pool From US $4,293
         

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House
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  • Pet Friendly
Brand New & Private Pool - Palmgale House From US $3,668
         

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The Fairhaven House at Solaire Lunara Bay From US $3,545
         

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Suncoast House -Pool & Boat Dock From US $3,430
         

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Havana Mango Compound From US $3,399
         

Top-Rated Vacation Rentals with a Pool in Raccoon Key

Over 82+ Top-Rated Vacation Rentals with a Pool in or Near Raccoon Key
Spacious 52 ft Catamaran for Dockside Stay From US $1,259
         

10.0 (1 Review)
Boat Rental
  • Pool
  • View
  • Ocean View
Flaglers Oasis by AvantStay From US $278
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Evershore House -Pool, Parking, Dock! From US $2,275
         

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9.6 (5 Reviews)
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  • Pet Friendly
Aquaria House -Pool & Boat Dock From US $2,144
         

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9.6 (5 Reviews)
House
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  • Pet Friendly
43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown From US $221
         

The Capitana Key West From US $335
         

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9.0 (2936 Reviews)
Hotel
  • Air Conditioner
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  • Pet Friendly
Hyatt Vacation Club at Windward Pointe From US $684
         

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9.0 (929 Reviews)
Hotel
  • Parking
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  • Sports/Activities
Hyatt Vacation Club at Beach House From US $388
         

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9.0 (448 Reviews)
Resort
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  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Raccoon Key

Over 55+ Pet-Friendly Vacation Rentals in or Near Raccoon Key
Keys Livin - Yacht Rental From US $467
         

9.8 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
The Salt Cay - Sunrise Suites From US $913
         

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8.7 (3 Reviews)
Apartment
  • Pet Friendly
  • Accessibility
  • Security/Safety
Oceans Edge Key West From US $276
         

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8.5 (1206 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pet Friendly
DoubleTree by Hilton Grand Key Resort From US $196
         

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8.0 (600 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pet Friendly
Coastal Comfort From US $1,422
         

8.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • Pool
The Andros - Sunrise Suites From US $441
         

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8.0 (1 Review)
Apartment
  • Pet Friendly
  • Security/Safety
  • Sports/Activities
NEW Grenada Suite - Parking Pool & Pets 209 From US $510
         

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7.0 (7 Reviews)
House
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  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Raccoon Key

Over 9+ Large Vacation Homes & Villas in or Near Raccoon Key
Mirador House -Pool & Dock! From US $3,300
         

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Parking Pool & Dock - Shellstone House From US $3,262
         

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New Waterfront Home - Sunray House From US $3,046
         

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Waterfront Luxury Home - Tidelands House From US $3,046
         

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The Ebberly House - Amazing Pool in Gated Community From US $3,019
         

Springtide House -Dock & Home w Pool From US $2,235
         

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Seagate House -Waterfront w Dock From US $2,108
         

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New
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  • Pet Friendly

Wheelchair Accessible Vacation Homes in Raccoon Key

Over 12+ Wheelchair Accessible Vacation Homes in or Near Raccoon Key
Beachside Resort & Residences From US $224
         

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8.0 (1481 Reviews)
Resort
  • Air Conditioner
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  • Pool
Ibis Bay Resort From US $288
         

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7.7 (1394 Reviews)
Resort
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  • Parking
  • Pool
Sunrise Condo At Seaside - Key West! From US $362
         

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New
Apartment
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  • Pet Friendly
The Perry Hotel & Marina Key West From US $883
         

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8.8 (451 Reviews)
Resort
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  • Pet Friendly
Hampton Inn Key West FL From US $451
         

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8.5 (1299 Reviews)
Hotel
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  • Pet Friendly
Parrot Key Hotel & Villas From US $219
         

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8.3 (3257 Reviews)
Resort
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  • Pet Friendly
Blue Flamingo Resort Key West From US $215
         

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8.3 (1373 Reviews)
Hotel
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  • Pet Friendly

Raccoon Key Vacation Rentals and Airbnb Places to Stay Under $200

Over 11+ Raccoon Key Vacation Rentals and Airbnb Places to Stay Under $200
Resort chic on the water! From US $172
         

6.3 (12 Reviews)
Boat Rental
  • Air Conditioner
  • Parking
  • Pool
Coral Breeze by AvantStay From US $185
         

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New
House
  • Air Conditioner
  • Pet Friendly
  • Pool
Paradise Point by AvantStay From US $181
         

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New
House
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  • View
party like a local From US $180
         

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Boat Rental
  • Air Conditioner
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  • Pet Friendly
Cottage by the Pool by AvantStay From US $166
         

A Little Slice Of Paradise by AvantStay From US $164
         

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New
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Bogeys Retreat by AvantStay From US $116
         

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New
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Aqua Lodges At Hurricane Hole Marina From US $195
         

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8.6 (418 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area

About Raccoon Key Vacation Rentals

With more than 122 Raccoon Key vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Naramatawineries and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Raccoon Key.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Naramatawineries Raccoon Key, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Raccoon Key. Places to stay near Raccoon Key are 1500.66 ft² on average, with prices averaging US $1,131 a night.

Naramatawineries makes it easy and safe to find and compare vacation rentals in Raccoon Key with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Raccoon Key

Type Count
Vacation Homes 71
Holiday Apartments 24
Hotels 11
Resorts 7
Villas 2

Use these Quick Filters to Find a Vacation Rental in Raccoon Key

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

Weather in Raccoon Key

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

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Other Places to Stay Near Raccoon Key, FL


Raccoon Key Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Raccoon Key?
How many vacation rentals are available in Raccoon Key?

Currently, the total number of properties listed in 2026 is over 122 in the Raccoon Key area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Raccoon Key.