Grassy Key vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Grassy Key
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Grassy Key vacation rentals
Other great vacation rentals in Grassy Key
Home in Key Colony Beach
5.0 out of 5 average rating, 15 reviewsCoral House: 2/2 Waterfront in KCB w/ King Beds
May 11 – 18
Home in Marathon
4.97 out of 5 average rating, 35 reviewsThe Gulf Cottage at Marathon Key
Jun 29 – Jul 6
Home in Marathon
5.0 out of 5 average rating, 14 reviewsOceanfront w/ Dock, Hot Tub & Secluded
Oct 29 – Nov 5
Home in Marathon
4.82 out of 5 average rating, 22 reviewsP58 - Gulf Front Luxury 4 bedroom 4 bath with priv
Jan 25 – Feb 1
Home in Marathon
4.88 out of 5 average rating, 34 reviewsSunset Catch Gulf Front, Pool, Dock, Kayaks, Fish
Nov 9 – 16
Home in Marathon
4.92 out of 5 average rating, 24 reviewsSerenity Bay Estate-FL Keys Best Kept Secret! Beau
Oct 12 – 19
Home in Duck Key
5.0 out of 5 average rating, 32 reviewsPrivate Pool Tropical Oasis - Centrally Located
Nov 10 – 17
Villa in Duck Key
5.0 out of 5 average rating, 57 reviews★Beautiful Gated Oasis★with private pool and patio
Sep 23 – 30
Other great vacation rentals in Grassy Key
Home in Marathon
5.0 out of 5 average rating, 15 reviewsFlorida Keys Oceanside Utopia
Jan 11 – 18
Home in Marathon
5.0 out of 5 average rating, 9 reviewsOceanfront *PARADiSE* Amazing views, pool, dock
Feb 1 – 8
Home in Marathon
5.0 out of 5 average rating, 17 reviewsCoco Plum Paradise - Marathon 4 BR 3BA Waterfront
Nov 16 – 23
Cottage in Islamorada
4.95 out of 5 average rating, 41 reviewsIslamorada bungalow 2 bed & pool
Sep 27 – Oct 4
Condo in Marathon
4.89 out of 5 average rating, 18 reviewsParadise @ MM61 - Waterfront 1 BR / 1 Bath Condo
Aug 31 – Sep 7
Home in Marathon
4.91 out of 5 average rating, 33 reviewsWaterfront Villa & Sunset Views
Aug 22 – 29
Villa in Marathon
5.0 out of 5 average rating, 19 reviewsSombrero Beach house with dock and tropical pool
Aug 9 – 16
Home in Marathon
5.0 out of 5 average rating, 9 reviewsBeautiful Home w/ Pool, Kayaks, & Golfcart
Jan 17 – 24
Destinations to explore
- Key West Vacation rentals
- Miami Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Naples Vacation rentals
- Varadero Vacation rentals
- Boca Raton Vacation rentals
- Havana Vacation rentals
- West Palm Beach Vacation rentals
- Sarasota Vacation rentals
- Anna Maria Island Vacation rentals
- Nassau Vacation rentals
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes