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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov
In four months
12 Dec - 14 Dec

Featured Apartments in Grassy Key and around

Our top choices for Grassy Key apartments

232 kcb Duplex
Pool

232 kcb Duplex

9.8 out of 10, Exceptional, (16)
"This house had everything we needed, beautiful sunrises at the pool, a canal that manatees visited, comfy beds,and everyone had their own bathroom! Communication with the owner was an easy with quick replies! I highly recommend this property! "
232 kcb Duplex
Fully furnished studio, 50 yards from ocean, shared pool, fishing-jetty
Property grounds

Fully furnished studio, 50 yards from ocean, shared pool, fishing-jetty

9.8 out of 10, Exceptional, (60)
"Good location, quiet surroundings and friendly people"
Fully furnished studio, 50 yards from ocean, shared pool, fishing-jetty
Boot Key Harbor Retreat Second Story - Marathon, FL
Property grounds

Boot Key Harbor Retreat Second Story - Marathon, FL

9.0 out of 10, Wonderful, (4)
"Property is in a wonderful location and tastefully decorated. The stairs are a bit steep for older/very young so be prepared for that. Loved our week here!"
Boot Key Harbor Retreat Second Story - Marathon, FL
Fully furnished studio, 50 yards from ocean, shared pool, fishing-jetty
Property grounds

Fully furnished studio, 50 yards from ocean, shared pool, fishing-jetty

9.8 out of 10, Exceptional, (64)
"Wonderful "
Fully furnished studio, 50 yards from ocean, shared pool, fishing-jetty
Boot Key Harbor Waterfront - Marathon, FL
Terrace/patio

Boot Key Harbor Waterfront - Marathon, FL

10.0 out of 10, Exceptional, (5)
"This rental was easy and everything was great"
Boot Key Harbor Waterfront - Marathon, FL
Beachside Unit 23 - Key Colony
Beach

Beachside Unit 23 - Key Colony

9.8 out of 10, Exceptional, (12)
"Property was better then expected, we were there for three days, hope to come back next year for a week!"
Beachside Unit 23 - Key Colony
Beachside Unit 19 - Key Colony
Beach

Beachside Unit 19 - Key Colony

9.4 out of 10, Exceptional, (10)
"really liked the property and the area. right next to the park was a bonus. Beautiful property and the room was perfect for us! May be back!"
Beachside Unit 19 - Key Colony
Beachside Unit 27 - Key Colony, Beachside Unit 27 - The Beach is Calling You!
Beach

Beachside Unit 27 - Key Colony, Beachside Unit 27 - The Beach is Calling You!

9.8 out of 10, Exceptional, (15)
"We had an awesome stay in this unit! Very clean and updated. There was everything you possible needed in the unit. We loved the beach and surrounding neighborhood. Great restaurants and shops nearby. Will definitely visit again!"
Beachside Unit 27 - Key Colony, Beachside Unit 27 - The Beach is Calling You!
Beachside Unit 28 - Key Colony
Property grounds

Beachside Unit 28 - Key Colony

10.0 out of 10, Exceptional, (30)
"The Continental Inn at Key Colony beach was wonderful. Very clean, pretty landscaping, the sandy beach area was kept clean and the room was exactly as pictured online. Throughly enjoyed our visit."
Beachside Unit 28 - Key Colony
Beachside Unit 25 - Key Colony
Beach

Beachside Unit 25 - Key Colony

9.2 out of 10, Wonderful, (11)
"Excellent staff and very clean property"
Beachside Unit 25 - Key Colony
Stay where you play, On the water w/Boat dock & Trailer parking. Pet friendly!
Marina

Stay where you play, On the water w/Boat dock & Trailer parking. Pet friendly!

9.8 out of 10, Exceptional, (69)
"My family and I stayed and had a wonderful time. Lynn is an amazing host!! The sunset views are incredible. Everything you need to have a great time enjoying the keys is available at the marina. Would definitely go back."
Stay where you play, On the water w/Boat dock & Trailer parking. Pet friendly!
Boot Key Harbor Retreat Penthouse - Marathon, FL
Property grounds

Boot Key Harbor Retreat Penthouse - Marathon, FL

9.8 out of 10, Exceptional, (10)
"Love the location! Just minutes from so many things. You can explore the area or just relax on the property with great views."
Boot Key Harbor Retreat Penthouse - Marathon, FL
Beachside Unit 22 - Key Colony
Beach

Beachside Unit 22 - Key Colony

10.0 out of 10, Exceptional, (16)
"Clean, relaxing and great location."
Beachside Unit 22 - Key Colony
Ocean front with private beach and pool
Outdoor pool, a heated pool

Ocean front with private beach and pool

9.8 out of 10, Exceptional, (50)
"Very nice condo, relaxing, quiet and had everthing we needed"
Ocean front with private beach and pool
Ocean View Duplex Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key One
Smart TV

Ocean View Duplex Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key One

Ocean View Duplex Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key One
Coral Lagoon Resort Villas & Marina by KeysCaribbean
Outdoor pool, pool loungers

Coral Lagoon Resort Villas & Marina by KeysCaribbean

3.5 star property
8.8 out of 10, Excellent, (60)
Coral Lagoon Resort Villas & Marina by KeysCaribbean
Ocean View Two Duplex Penthouses / Retreat amenities: tennis court, heated Pool | Vista Key
Smart TV

Ocean View Two Duplex Penthouses / Retreat amenities: tennis court, heated Pool | Vista Key

Ocean View Two Duplex Penthouses / Retreat amenities: tennis court, heated Pool | Vista Key
Island Time Escape – Resort Stay #405, Island Time Resort
Pool

Island Time Escape – Resort Stay #405, Island Time Resort

2.0 star property
10.0 out of 10, Exceptional, (2)
"Nice atmosphere. Walking distance to other great places. Enjoyed the pool bar and Karaoke. "
Island Time Escape – Resort Stay #405, Island Time Resort
Spectacular Open-Water Sunset Views w/Boat Slip & Trailer Parking. Pet Friendly!
Outdoor dining

Spectacular Open-Water Sunset Views w/Boat Slip & Trailer Parking. Pet Friendly!

10.0 out of 10, Exceptional, (60)
"Met our needs perfectly. Only wish we could have stayed longer!"
Spectacular Open-Water Sunset Views w/Boat Slip & Trailer Parking. Pet Friendly!
Fully furnished studio, 50 yards from ocean, shared pool, fishing-jetty
Property grounds

Fully furnished studio, 50 yards from ocean, shared pool, fishing-jetty

9.8 out of 10, Exceptional, (92)
"tremendously enjoyed staying at this property... so clean, neat, QUIET, convenient and HANS was so easy to work with!!!"
Fully furnished studio, 50 yards from ocean, shared pool, fishing-jetty
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

Fairfield Inn & Suites by Marriott Marathon Florida Keys

Fairfield Inn & Suites by Marriott Marathon Florida Keys

10/10 Excellent
"Great hotel! Good location with lots of free parking. Staff were helpful and even let us keep the room for late check out without charging. Rooms were large and well appointed and very clean. The free breakfast was a great treat and a good selection in a lovely restaurant. The pool area was really lovely and we chilled out on the hammocks. "
Stacey 1-night trip
Posted 8 hours ago
Fairfield Inn & Suites by Marriott Marathon Florida Keys