Holiday Rentals in Grassy Key

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Holiday Rentals in Grassy Key

Our top choices for Grassy Key holiday rentals

🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets

9.2 out of 10, Wonderful, (45)
"Great sunsets; quiet street; fantastic marine life. Frank was very responsive. The property is not brand new but delivered on what we needed: pool, great dock for fishing and keeping boat during day. Booked again for next year. "
🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets

🌇 Ocean Sunset Views with Pool and Dock 🌇

9.0 out of 10, Wonderful, (39)
"Quiet and safe neighborhood."
🌇 Ocean Sunset Views with Pool and Dock 🌇

Beach House🌴Waterfront, Private Pool, Boat Dock on Gulf with Amazing Sunsets!☀️

9.8 out of 10, Exceptional, (119)
"Quiet clean and perfect place to relax!"
Beach House🌴Waterfront, Private Pool, Boat Dock on Gulf with Amazing Sunsets!☀️

Yacht Haven Marina

3.5 star property
9.8 out of 10, Exceptional, (195)
"We loved our weekend stay here. "
Yacht Haven Marina

Cabins at Bonefish Bay

3.0 star property
9.8 out of 10, Exceptional, (59)
"Awesome cabins!"
Cabins at Bonefish Bay

Tropical Cottages

3.0 star property
8.6 out of 10, Excellent, (849)
"Super cute little cottage with a great location, would definitely stay again!"
The price is €82
includes taxes & fees
21 Aug - 22 Aug
Tropical Cottages

Skipjack Resort & Marina

3.0 star property
8.6 out of 10, Excellent, (1198)
"Great stay"
Skipjack Resort & Marina

Knight's Key Suites

3.0 star property
9.0 out of 10, Wonderful, (1141)
"Nice roomy accommodations and helpful staff I would stay here again "
The price is €86
includes taxes & fees
7 Sept - 8 Sept
Knight's Key Suites

The Hammocks at Marathon

2.5 star property
9.0 out of 10, Wonderful, (98)
"Very nice and clean nice pool area nice tity bar an restant easy to get in and out good gym area"
The Hammocks at Marathon

Aqua Lodges at 47th Street Gulfside

3.0 star property
8.6 out of 10, Excellent, (50)
"Great place to stay. A small area but otherwise a nice place. I would suggest a plunger for the "
Aqua Lodges at 47th Street Gulfside

Aqua Lodge Rentals At Coconut Cay

3.5 star property
9.6 out of 10, Exceptional, (178)
"Very very nice place"
Aqua Lodge Rentals At Coconut Cay

Spacious Waterfront Home on a Direct Ocean Access Canal with a Chilled Pool

9.4 out of 10, Exceptional, (72)
"Property was great for our group. 2 miles to grocery stores. Pool was great! Used the bikes and had a great time here. "
Spacious Waterfront Home on a Direct Ocean Access Canal with a Chilled Pool

Piece of Paradise located at Hawks Cay in Duck Key

9.4 out of 10, Exceptional, (3)
"Amazing place. "
Piece of Paradise located at Hawks Cay in Duck Key

Waterfront home with dock, pool table & private pool - walk to Sombrero Beach

8.8 out of 10, Excellent, (29)
"So enjoyed our stay here with a couple friends. Place has everything you need, is immaculate, fantastic view, and so close to either the beach in one direction and grocery stores in the other. Also located in a very nice residential neighborhood. Plan on returning! Thanks for the lovely stay!! "
Waterfront home with dock, pool table & private pool - walk to Sombrero Beach

Fishing and Family Fun paradise Oceanfront 60'ft dock 3 bed 2bath private pool

10.0 out of 10, Exceptional, (32)
"We had a wonderful time watching marine life from the sea wall. Manatees cruised by daily!Part of the outdoor area is covered so if you need to get out of the sun it is perfect.The host communication was above and beyond too."
Fishing and Family Fun paradise Oceanfront 60'ft dock 3 bed 2bath private pool

Water Front Condo in Duck Key. FREE WIFI! Overlooking the Gulf of Mexico.

9.6 out of 10, Exceptional, (56)
"Lovely location; lovely setting."
Water Front Condo in Duck Key. FREE WIFI! Overlooking the Gulf of Mexico.

Waterfront 2BR w/ Dock, Hot Tub & Easy Ocean Access – Boaters Welcome!

10.0 out of 10, Exceptional, (4)
"We had an amazing stay at this home in Marathon! The property was clean, comfortable, and perfectly set up for a week on the water. Having our boat right at the dock made it so easy to head out fishing or explore the Keys each day. The location was quiet yet close to everything we needed. Highly recommend for anyone looking for a great boating getaway!"
Waterfront 2BR w/ Dock, Hot Tub & Easy Ocean Access – Boaters Welcome!

Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada

9.6 out of 10, Exceptional, (30)
"Nice property . Well kept. Good management "
Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada

Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7

10.0 out of 10, Exceptional, (84)
"Everything just great except need better vaccum"
Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7

Private Oceanfront 3 bedroom 2 Bath conch house with new 2024 Swim Spa

10.0 out of 10, Exceptional, (143)
"Our family of 5 had a great time - the tiki hut and swim spa were a huge hit! We loved the view and location. The house had everything we needed - thank you for a wonderful stay!"
Private Oceanfront 3 bedroom 2 Bath conch house with new 2024 Swim Spa
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