Grassy Key Cottage Rentals
Cottage
10.0(2 Reviews)
2 Bedrooms
1 Bath
3 Guests
600 ft²
Parking
Balcony/Terrace
Kitchen
Air Conditioner
R6,105/Night
7 Nights - R42,731
House
2 Bedrooms
1 Bath
6 Guests
785.77 ft²
Oceanfront
Breakfast
Ocean View
View
R4,251/Night
7 Nights - R29,750
Cottage
8.8(14 Reviews)
2 Bedrooms
2 Baths
6 Guests
1300 ft²
- Oceanfront
Hot Tub- Parking
- Ocean View
R6,580/Night
7 Nights - R46,065
Cottage
9.8(174 Reviews)
1 Bedroom
1 Bath
2 Guests
280 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R1,665/Night
7 Nights - R11,654
R2,203/Night
7 Nights - R15,425
House
10.0(201 Reviews)
2 Bedrooms
2 Baths
6 Guests
1000 ft²
- Oceanfront
- Hot Tub
- Parking
- Ocean View
R8,790/Night
7 Nights - R61,523
Villa
10.0(2 Reviews)
2 Bedrooms
3 Baths
6 Guests
904.17 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R6,045/Night
7 Nights - R42,310
R36,115/Night
7 Nights - R252,807
House
10.0(74 Reviews)
2 Bedrooms
2 Baths
4 Guests
900 ft²
Private Pool- Oceanfront
- Parking
Pool
R6,657/Night
7 Nights - R46,599
Villa
10.0(1 Review)
2 Bedrooms
3 Baths
6 Guests
904.17 ft²
- Oceanfront
- Parking
Spa- Ocean View
R10,130/Night
7 Nights - R70,910
House
10.0(61 Reviews)
2 Bedrooms
1 Bath
4 Guests
900 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
R6,422/Night
7 Nights - R44,964
Villa
10.0(1 Review)
2 Bedrooms
3 Baths
6 Guests
904.17 ft²
- Oceanfront
- Parking
- Spa
- Ocean View
R5,732/Night
7 Nights - R40,125
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What makes our Cottage Rentals special?
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How to Book Your Grassy Key Cottage Rentals
What's our booking process?
Our platform allows you to browse a curated selection of cottage rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
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02
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Click on your preferred listing to view details, amenities, and pricing.
03
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Common Cottage Rentals Amenities
What amenities can you expect?
Our Cottage Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Frequently Asked Questions About Grassy Key Rental Cottages
1. What are the top Cottages in Grassy Key?
There are a lot of options in Grassy Key. If you plan on staying in the Grassy Key area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Cottages in Grassy Key:
- Key Lime Kottage- Waterfront Home on Gulf of Mexico w/Private Pool, Dock & More
- Best Deals in Duck Key . 2 Bedroom/2 Bath w/40' 'Dock, Trailer Storage Incl,
- Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!
- ★Newly remodeled tropical townhome★ Private plunge pool close to fun activities
- ★Remodeled tropical delight townhome★private plunge pool close to fun activities
- Wide Horizon oceanfront. 4 bedroom, 4 ½ bath, kayaks, pool + observation deck.
- Private Pool Oasis - Centrally Located in Florida Keys
- Beachy Townhome Perfect for a Warm Getaway!
- MILLION DOLLAR VIEW very private 4 bedroom resort with pool, pier, kayaks, spa
- Waterfront Retreat
2. How many Cottages are available in Grassy Key?
Currently, the total number of properties listed by RBO in 2026 is over 5 in the Grassy Key area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Grassy Key.
More Rentals You May Like Near Grassy Key
House
10.0(41 Reviews)
2 Bedrooms
2 Baths
6 Guests
900 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
R6,051/Night
7 Nights - R42,358
House
10.0(1 Review)
2 Bedrooms
3 Baths
6 Guests
904.17 ft²
- Parking
- Balcony/Terrace
- View
Internet
R8,697/Night
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House
10.0(35 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Private Pool
- Parking
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R6,374/Night
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House
9.6(22 Reviews)
2 Bedrooms
3 Baths
11 Guests
904.17 ft²
- Oceanfront
- Parking
- Spa
- Ocean View
R10,831/Night
7 Nights - R75,815
Villa
10.0(25 Reviews)
2 Bedrooms
2 Baths
6 Guests
980 ft²
- Private Pool
- Oceanfront
- Parking
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R6,409/Night
7 Nights - R44,867
House
9.6(5 Reviews)
4 Bedrooms
3 Baths
8 Guests
- Balcony/Terrace
- Air Conditioner
Pet Friendly
Child Friendly
R8,287/Night
7 Nights - R58,010
House
10.0(16 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R6,267/Night
7 Nights - R43,864
House
10.0(16 Reviews)
1 Bedroom
1 Bath
4 Guests
852 ft²
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
R4,459/Night
7 Nights - R31,223
Villa
10.0(10 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R8,113/Night
7 Nights - R56,796
Villa
10.0(7 Reviews)
2 Bedrooms
2 Baths
6 Guests
900 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R7,266/Night
7 Nights - R50,856
Condo
10.0(4 Reviews)
1 Bedroom
1 Bath
4 Guests
510 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R2,387/Night
7 Nights - R16,704
House
10.0(2 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
R10,559/Night
7 Nights - R73,921
