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
.
Flights
Holiday Rentals
Restaurants
Things to do
Skip to main content
Review
Trips
Alerts
Sign in
Basket
Inbox
See all
Sign in
to get trip updates and message other travellers.
Grassy Key
Grassy Key Tourism
Grassy Key Hotels
Grassy Key Holiday Rentals
Flights to Grassy Key
Grassy Key Restaurants
Grassy Key Attractions
Grassy Key Travel Forum
Grassy Key Pictures
Grassy Key Map
Grassy Key Guide
Hotels
All Grassy Key Hotels
Grassy Key Hotel Deals
By Hotel Class
Near Airports
5-stars Hotels in Grassy Key
4-stars Hotels in Grassy Key
3-stars Hotels in Grassy Key
Hotels near (EYW) Key West Intl Airport
Things to Do
Restaurants
Flights
Holiday Rentals
Places of Interest
Holiday Rentals near Pigeon Key
Holiday Rentals near Sombrero Reef
Holiday Rentals near Sombrero Beach
Holiday Rentals near Seven Mile Bridge
Holiday Rentals near Curry Hammock State Park
Holiday Rentals near Dolphin Research Center
Holiday Rentals near Captain Hook's
Holiday Rentals near Coco Plum Beach
Shopping
Cruises
Car Hire
Tours
Add a Place
Travel Forum
Airlines
Travellers' Choice
Help Centre
Travel Stories
Holiday Rentals Grassy Key, FL
Holiday Rentals
USA
Florida (FL)
Florida Keys
Marathon
Holiday Rentals Grassy Key, FL
Search
List your property
Owner log in
Villas in
Grassy Key
Enter dates
2
0
Map
Tripadvisor Sort
Revenue impacts this sort order.
Learn more
Bedrooms
Any
Bathrooms
Any
Amenities
Internet (38)
Air Conditioning (38)
Washer/Dryer (35)
Grill (34)
Show all
Suitability
Kid friendly (35)
Pet friendly (11)
Elder access (6)
Wheelchair access (0)
Show more
Property type
Holiday Rental House (37)
Condominium/Apartment (3)
Cabin Holiday Rental (0)
Private Room (0)
Show more
Distinctive Features
Waterfront (21)
Water Views (3)
Ocean Views (2)
Boat Available (1)
Show all
40 rentals
in Grassy Key.
Relax Away- SOMBRERO BEACH- NEW 4BDRM W/ 40FT DOCK & POOL
5 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Unit 9, Furnished Studio located 50 yards from ocean
3 reviews
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Sunset Catch- Gulf Front Home Incredible Views Pool Dock private and spacious
2 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Unit 10, Furnished Studio located 50 yards from ocean
4 reviews
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Efficiency 8a, located 50 yards from Ocean
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Glamping in the Florida Keys
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Luxury Waterfront Pool Home Canal Front Direct Ocean Access Fisherman's Paradise
83 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Charming 3/2 , Open Water Views, Direct Ocean Access, Pool, Tiki Hut, Near Vaca
92 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Catherine's Tropical Paradise - Instant Ocean Access, Deep Water Canal
61 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
3 Bedroom 2.5 Bathroom POOL home with Canal Frontage
35 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
��<1 Min to Ocean Sleeps 12 Waterfront Home Ocean Side Deep Canal 68ft Dock
33 reviews
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
SeaBreeze� A Private Pool, Pet Friendly �
28 reviews
Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 14
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
4 Bed, 5 bath boat dock pool kayaks quick access to the Gulf and Ocean
17 reviews
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Luxurious Tropical Retreat with Private Tiki Hut
12 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
It’s all here for you. Lagoon, pool, sun deck, kayaks, sunsets.
13 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
� *NEW Canal-front Rental ~ boating is a breeze!
12 reviews
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Aqua Vista ~ Newly Updated Tropical getaway with Tiki hut!
8 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Private waterfront sleeps 8 dock heated pool pets
3 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Pool! Quick Access via Vaca Cut! Dockage, Outdoor Space, Tons of Parking!
4 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Waterfront home with Direct Atlantic Ocean access
2 reviews
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Pelagic Retreat! Excellent Boating Access, Newly Updated 2 Bedroom Gulfside Home
2 reviews
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Lo-Key 1 - Charming Home In Marathon, Enjoy Your Private Backyard Oasis, Pool
1 review
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
La Palma Verde 4bed/4 bath with pool and dockage plus 2 kayaks
1 review
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
P51 - CALL FOR BEST PRICES - 2 bedroom 2 bath, single family pool home with dock
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
P12 - CALL FOR BEST PRICES - Single Family, Direct Ocean Front home with privat
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Waterfront Home with 33-Foot Dock, Outdoor Shower, Large Patio, & Ideal Location
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
P60 - Brand New 4 bedroom 4 bathroom home with pool and dockage. Amazing...
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Lo-Key 1 - Charming Home In Marathon, Enjoy Your Private Backyard Oasis, Pool, T
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Brand New Modern*4Bed4Ba*Private Dock+Heated Pool!
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Shore Thing ~ Exclusive, Luxury Pool Home ~ Kayaks and Bikes included!
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
NEW Pelican's Nest: Oceanfront Home Featuring Pool, Tiki Bar, and Dockage
Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 14
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Hammock Hiatus - Quaint 2BR Home in Marathon, Convenient To Everything, Private
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Updated Canal Front, Private Dock, Ocean Side
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Perfect Paradise
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Hammock Hiatus - Quaint 2BR Home in Marathon, Convenient To Everything, Private
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Oceanside Canal-Front Retreat w/Dock, Free WiFi, Deck, Buoy, Gas Grill, & W/D
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Amazing Sunsets from your private pool, sundeck and ocean access dock.
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Canal front getaway in the heart of Marathon with WiFi, furnished deck, and AC
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
The Butterfly Cottage
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Ground level house with pool and canal to ocean
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
1
Showing results 1-40 of 40
Frequently Asked Questions about Grassy Key
Do any holiday rentals in Grassy Key have a pool?
Yes, here are some popular holiday rentals in Grassy Key that have a pool:
Relax Away- SOMBRERO BEACH- NEW 4BDRM W/ 40FT DOCK & POOL
Unit 10, Furnished Studio located 50 yards from ocean
Sunset Catch- Gulf Front Home Incredible Views Pool Dock private and spacious
See all holiday rentals with a pool in Grassy Key on Tripadvisor
Do any holiday rentals in Grassy Key have internet access?
Yes, here are some popular holiday rentals in Grassy Key that have internet access:
Relax Away- SOMBRERO BEACH- NEW 4BDRM W/ 40FT DOCK & POOL
Unit 10, Furnished Studio located 50 yards from ocean
Sunset Catch- Gulf Front Home Incredible Views Pool Dock private and spacious
See all holiday rentals in Grassy Key on Tripadvisor
What are the best pet friendly rentals in Grassy Key?
The best pet friendly rentals in Grassy Key are:
Relax Away- SOMBRERO BEACH- NEW 4BDRM W/ 40FT DOCK & POOL
Unit 10, Furnished Studio located 50 yards from ocean
Sunset Catch- Gulf Front Home Incredible Views Pool Dock private and spacious
See all pet friendly holiday rentals in Grassy Key on Tripadvisor
What are some great rentals in Grassy Key that are kid friendly?
Some of the most popular kid friendly rentals in Grassy Key are:
Relax Away- SOMBRERO BEACH- NEW 4BDRM W/ 40FT DOCK & POOL
Sunset Catch- Gulf Front Home Incredible Views Pool Dock private and spacious
Unit 10, Furnished Studio located 50 yards from ocean
See all kid friendly holiday rentals in Grassy Key on Tripadvisor