We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Grassy Key Vacation Rentals

List your property
Owner log in
Check-in
— / — / —
Check-out
— / — / —
Guests
0+ rooms, 2+ guests
Distance from
1 km
Price per night
C$0
C$1,000+
Suitability
Show more
Bathrooms
Any
Amenities
Show more
Property type
Show more
Distinctive Features
Show more
Neighbourhood
56 rentals in Grassy Key.
Sort by:
Tripadvisor Sort
Relax Away- SOMBRERO BEACH- NEW 4BDRM W/ 40FT DOCK & POOL
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
3 other travellers have booked this property
Unit 9, Furnished Studio located 50 yards from ocean
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
3 other travellers have booked this property
Unit 10, Furnished Studio located 50 yards from ocean
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
7 other travellers have booked this property
Sunset Catch- Gulf Front Home Incredible Views Pool Dock private and spacious
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
1 other traveller has booked this property
Beachfront Condo with Panoramic Ocean View! Paradise in the Florida Keys!
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
6 other travellers have booked this property
Efficiency 8a, located 50 yards from Ocean
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
5 other travellers have booked this property
Ocean Front House, Pool, 3 Bed/3 Bath, Deep Water Dock, Kayaks
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Casa Solis with 30' dock on the ocean side.
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
JANUARY 2021 JUST BECAME AVAILABLE - BEAUTIFUL OCEANFRONT VIEW WITH AMAZING DOCK
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Scenic Solitude Private, Luxurious and tropical Pool Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Save time - get the best Grassy Key rentals sent straight to your email!
Ocean Side Canal Half Duplex, 37' Dock, 600' To Channel
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Keys Waterfront Half-Duplex, Ocean side 37' Dock,
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Waterfront W/ Pool, New Jacuzzi, 200' of Dockage
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Luxurious waterfront home w/panoramic views, pool/spa & dock
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
3 Bedroom 2.5 Bath Pool Home with Canal Frontage
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Enjoy the keys updated 3/2home on a canal in marathon 7 day min disc for 30days+
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Beautiful Ground Level Home with Open Gulf Views!
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
4 Bedroom 2 Bath With Ocean View and with hot tub
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
15 other travellers have booked this property
Water Front Vacation Rental Beautiful Florida Keys
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Christmas Special **Waterfront/Ocean views, 3 Bedroom, 3 Bath, heated pool Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
New listing! Newly remodeled for HGTV canal front home w/ private swimming pool!
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Cozy canal-front house w/ deck and boat launch - close to beaches and state park
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Huge screened porch, deep dockage, quick boating access, cute and clean!
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Fall specials for this Waterfront Canal Home with 65’ Dock and a swim spa pool
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Sunny's Paradise - Beautiful & Clean Canal Front Home That Is Dog Friendly, Brin
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Luxury Living in Paradise! 5 bedrooms, Dockage, Ocean View. Relax, Unwind, Fish
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Reel Paradise 2bed/2bath half duplex with brand new private pool, deck & dockage
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
1 other traveller has booked this property
Sunset at Manatee Oasis 3/2 Ground Level Home w/ Pool & 35` Dock
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Ocean Side View on Canal, Great for Fishing, Near Sombrero Beach & Restaurants
3 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Get out of the cold Feb.5-12, 2018 in Florida Keys at Marathon,The Hammocks
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Cozy canal-front house w/ deck and boat launch - close to beaches and state park
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
1 other traveller has booked this property
Waterfront home w/ 33-foot dock, outdoor shower, large patio & ideal location!
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Luxurious waterfront home w/panoramic views, pool/spa & dock
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Castaway 2/2 w 60' of Dock
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
1 other traveller has booked this property
Pirates Den 3bed/2bath with dockage
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Shangri-La 3/3 with private den, Pool & Dock
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
1 other traveller has booked this property
Blue Marlin 2/2 w Pool & Dock
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
2 other travellers have booked this property
Waves of the Sea 3bed/2bath with dockage & Cabana Club
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Salt Life 2 - 1bed/1bath updated duplex with dockage
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Salt Life 1 - 1bed/1bath updated duplex with dockage
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
2/2 Oceanfront Home!
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
R&K's Marathon Paradise 2/2 w/Dock & Cabana Club Included
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
New listing! Newly remodeled for HGTV canal front home w/ private swimming pool!
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Reel Paradise II 2bed/2bath half duplex with dockage
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Honeymoon Cottage 1bed/1bath with dockage
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Sunny's Paradise - Beautiful & Clean Canal Front Home That Is Dog Friendly, Brin
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Enjoy the Florida Keys like a local with this Private Waterfront Home with Pool
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Slice of Paradise, Beautiful home on a canal. 3 bedrooms and 2 bathrooms.
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Previous
12