Big Pine Resort Cottages - Vacation Rentals in Grassy Key

Blue Isle Gem II- Gulf of America in the front yard From US $345
         

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10.0 (2 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Blue Water Cottage Villa 5110 From US $647
         

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9.0 (3 Reviews)
House
  • Air Conditioner
  • View
  • Ocean View
Authentic And Charming Little Cottage 60 Ft From The Ocean From US $103
         

Luxury Places to Stay in Grassy Key

Over 500+ Luxury Places to Stay in or Near Grassy Key
Beachfront 8-bedroom villa From US $2,055
         

9.8 (97 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Florida Keys Luxury Estate From US $1,752
         

10.0 (18 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Waterfront Beauty 10-guests, Dock, Kayaks and more From US $1,696
         

9.8 (9 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Villa IKI -Private Dock & Pool - Oceanfront 10 guests From US $1,695
         

10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Grassy Key

Over 333+ Top-Rated Vacation Rentals with a Pool in or Near Grassy Key

Pet-Friendly Vacation Rentals in Grassy Key

Over 88+ Pet-Friendly Vacation Rentals in or Near Grassy Key
Marathon Waterfront Recreational Paradise From US $679
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • Pool
Grassy Flats Resort & Beach Club From US $231
         

9.4 (345 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Beautiful Waterfront Gulf of America Great location. From US $721
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Paradise Found From US $483
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Grassy Key

Over 112+ Large Vacation Homes & Villas in or Near Grassy Key
Villa del Sol - 2-3 Villa - OS Slip Ramp Pkg From US $372
         

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10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • View
Waterfront Duck Key Villa From US $1,051
         

9.2 (61 Reviews)
Villa
  • Air Conditioner
  • Parking
  • TV
Private Pool Oasis - Centrally Located in Florida Keys From US $909
         

Wheelchair Accessible Vacation Homes in Grassy Key

Over 172+ Wheelchair Accessible Vacation Homes in or Near Grassy Key
Florida Keys 3BR w/Perks – No Hidden Fees From US $1,123
         

10.0 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Harbor Hideaway Villa 7066 From US $512
         

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9.6 (5 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Wheelchair Accessible
Hawks Cay Resort From US $431
         

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8.0 (1007 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Florida Keys 3BR 1Lvl Villa w/No Hidden Fees From US $1,108
         

10.0 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
FL Keys 2BR 2Lvl | Nr Spa+KidsClb | No Hidden Fees From US $1,095
         

Florida Keys 2BR Villa w/Balcony | No Hidden Fees From US $943
         

10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pool
Florida Keys 2BR Villa w/Porch | No Hidden Fees From US $933
         

10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pool

Grassy Key Varoom and Airbnb Places to Stay Under $200

Over 16+ Grassy Key Varoom and Airbnb Places to Stay Under $200
Oceanfront and Sunrise Views! From US $150
         

10.0 (3 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
Harbor Villa From US $196
         

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9.5 (4 Reviews)
Apartment
  • Air Conditioner
  • Wheelchair Accessible
  • Balcony/Terrace
Gulf View Waterfront Resort From US $113
         

8.6 (522 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Viamarhe Cabin-Private beach, Kayak, yard games From US $165
         

8.8 (15 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV
Duck Key Vacation Rental w/ Boat Launch Access From US $120
         

10.0 (1 Review)
Condo
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety
Your Own Home Steps From The Ocean From US $129
         

9.2 (10 Reviews)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Two-story waterfront condo with patio, balconies & boating From US $194
         

Instantly Bookable Vacation Homes in Grassy Key

Over 321+ Instantly Bookable Vacation Homes in or Near Grassy Key
Galleon Suite at Grassy Flats Resort From US $551
         

Waterfront Retreat From US $516
         

10.0 (29 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

About Grassy Key Vacation Rentals

With more than 5 Grassy Key vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Bigpineresortcottages 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 Grassy Key.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Bigpineresortcottages Grassy 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 Grassy Key. Places to stay near Grassy Key are 591 ft² on average, with prices averaging $337 a night.

Bigpineresortcottages makes it easy and safe to find and compare vacation rentals in Grassy 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 Grassy Key

Type Count
Cottages 4
Vacation Homes 1

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

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 Grassy Key.

Weather in Grassy Key

View the weather forecast for Grassy Key before booking your Grassy 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