Grassy Key Vacation Rentals

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Check prices for these dates

In two weeks
Mar 20 - Mar 22
In two months
May 1 - May 3
In three months
May 29 - May 31
In four months
Jun 26 - Jun 28

Our top choices for Grassy Key vacation rentals

Exterior

Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.6 out of 10, Exceptional, (278 reviews)
"Very clean and great staff. "
United States
Barbara
Yacht Haven Marina
Exterior

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (938 reviews)
"Very cozy and clean!"
United States
JUSTIN
The price is ￥34,531
￥38,847 total
includes taxes & fees
Mar 8 - Mar 9
Tropical Cottages
BBQ/picnic area

Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (210 reviews)
"Room was clean, staff was friendly, view from deck was amazing, took the free kayaks out and saw a Manatee, convenient location. Great experience!"
United States
Wendy
Aqua Lodge Rentals At Coconut Cay
Premium bedding, soundproofing, iron/ironing board, free WiFi

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,178 reviews)
"Very a nice place clean nice location good price"
United States
Pawel
The price is ￥29,375
￥36,423 total
includes taxes & fees
Apr 5 - Apr 6
Knight's Key Suites
Outdoor pool

Brand new! Amazing views, pool, Tiki Bar, Marina

Brand new! Amazing views, pool, Tiki Bar, Marina
Marathon
The price is ￥58,314
￥104,460 total
includes taxes & fees
Mar 12 - Mar 13
Brand new! Amazing views, pool, Tiki Bar, Marina
Outdoor pool

Luxury Waterfront Suite w/ Marina, Pool, Tiki Bar

Luxury Waterfront Suite w/ Marina, Pool, Tiki Bar
Marathon
The price is ￥57,805
￥103,884 total
includes taxes & fees
Mar 12 - Mar 13
Luxury Waterfront Suite w/ Marina, Pool, Tiki Bar
Outdoor pool, sun loungers

Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,234 reviews)
"Beautiful location clean rooms friendly staff "
United States
Tiffany
Skipjack Resort & Marina
Marina

Waterfront Suite w/ Marina, Pool, Tiki Bar

Waterfront Suite w/ Marina, Pool, Tiki Bar
Marathon
The price is ￥59,839
￥106,500 total
includes taxes & fees
Mar 12 - Mar 13
Waterfront Suite w/ Marina, Pool, Tiki Bar
Property grounds

Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.2 out of 10, Wonderful, (20 reviews)
"Property was very nice, everything as expected based on listing. Very good place for families."
United States
Nicholas H.
The price is ￥65,766
￥128,158 total
includes taxes & fees
Mar 12 - Mar 13
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Terrace/patio

Tropical Oasis on Sombrero Beach in the Heart of Marathon FL

Tropical Oasis on Sombrero Beach in the Heart of Marathon FL
Marathon
9.0 out of 10, Wonderful, (4 reviews)
"Unit was very clean and recently remodeled. The building was a little difficult to find in the dark at night, but I would definitely recommend staying here again."
United States
Nancy M.
The price is ￥24,721
￥61,205 total
includes taxes & fees
Mar 9 - Mar 10
Tropical Oasis on Sombrero Beach in the Heart of Marathon FL
Apartment (3 Bedrooms) | Interior

Florida Keys Getaway w/ Stunning Ocean Views

Florida Keys Getaway w/ Stunning Ocean Views
4.0 star property
Long Key
The price is ￥84,444
￥164,122 total
includes taxes & fees
Mar 25 - Mar 26
Florida Keys Getaway w/ Stunning Ocean Views
Interior

Marina View Suite w/ Pool, Tiki Bar & Boats

Marina View Suite w/ Pool, Tiki Bar & Boats
Marathon
The price is ￥53,228
￥98,071 total
includes taxes & fees
Mar 12 - Mar 13
Marina View Suite w/ Pool, Tiki Bar & Boats
Property grounds

Seas the Keys Getaway with plunge pool/spa

Seas the Keys Getaway with plunge pool/spa
Marathon
9.6 out of 10, Exceptional, (12 reviews)
"Great location, great accomodation, hot tub and patio in the back area was great for relaxing in the evenings."
United States
Justus
The price is ￥34,610
￥82,083 total
includes taxes & fees
Mar 20 - Mar 21
Seas the Keys Getaway with plunge pool/spa
TV

Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
10.0 out of 10, Exceptional, (6 reviews)
"Everything about the stay was nice. "
United States
Mario S.
The price is ￥48,501
￥105,752 total
includes taxes & fees
Apr 2 - Apr 3
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Property grounds

Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.6 out of 10, Exceptional, (48 reviews)
"Clean property! Great views! Great communication with owner! Perfect location- close to marathon and key west! "
United States
candi b.
The price is ￥50,070
￥102,181 total
includes taxes & fees
Mar 7 - Mar 8
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
Outdoor dining

Tiny Villa, Big Ocean Views| Breathtaking Sunsets

Tiny Villa, Big Ocean Views| Breathtaking Sunsets
Duck Key
10.0 out of 10, Exceptional, (15 reviews)
"Beautiful views. Very nice accommodations. Wonderfull location!"
United States
michael h.
The price is ￥49,285
￥99,484 total
includes taxes & fees
Mar 9 - Mar 10
Tiny Villa, Big Ocean Views| Breathtaking Sunsets
Outdoor dining

Oceanfront Tiny Villa in the Heart of the FL Keys

Oceanfront Tiny Villa in the Heart of the FL Keys
Marathon
10.0 out of 10, Exceptional, (13 reviews)
"Would stay here again! Fast and responsive host. Beautiful views!"
United States
Carson F.
The price is ￥57,604
￥112,024 total
includes taxes & fees
Mar 28 - Mar 29
Oceanfront Tiny Villa in the Heart of the FL Keys
Interior

el mirador

el mirador
Marathon
The price is ￥54,497
￥137,395 total
includes taxes & fees
Mar 24 - Mar 25
el mirador
Exterior

Villa del Sol - Sunset Views, Kayaks, 2/2.5

Villa del Sol - Sunset Views, Kayaks, 2/2.5
Duck Key
10.0 out of 10, Exceptional, (3 reviews)
"Amazing home and host, could not have been any better. "
United States
Randy P.
Villa del Sol - Sunset Views, Kayaks, 2/2.5
Outdoor pool

SPECIAL-2 Bed 2.5 Bath Villa including Cabana Club membership

SPECIAL-2 Bed 2.5 Bath Villa including Cabana Club membership
Marathon
9.8 out of 10, Exceptional, (144 reviews)
"Great location and very neat place!"
United States
FERNANDO S.
The price is ￥54,779
￥114,228 total
includes taxes & fees
Mar 12 - Mar 13
SPECIAL-2 Bed 2.5 Bath Villa including Cabana Club membership
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Grassy Key Hotel Reviews

Hawks Cay Resort

Hawks Cay Resort

6/10 Okay
"We stayed in a villa. The carpet was dirty, the shower was so small it was hard to turn around, and there was little water pressure until there was none at all, to which they moved us into two rooms in the main hotel. We must've been next to an AC unit or something because it sounded like military jets flying all night long, and the toilet stopped up. Staff was friendly, pool was nice, wouldn't recommend or return. "
Rachael 4-night trip
Posted 2 hours ago
Hawks Cay Resort

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