Apartments in Grassy Key

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
25 Apr - 27 Apr
In two weeks
2 May - 4 May
In one month
16 May - 18 May
In two months
13 Jun - 15 Jun

Featured Apartments in Grassy Key

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, (47)
"All was great! The views are spectacular and the condo is beautiful!"
Ocean front with private beach and pool
Beachside Unit 22 - Key Colony
Fridge, microwave, oven, stovetop

Beachside Unit 22 - Key Colony

10.0 out of 10, Exceptional, (14)
"Loved access to beach, pool, laundry. It was peaceful and relaxing. RT oom was spotless and comfortable. Would love to home back and stay longer. "
Beachside Unit 22 - Key Colony
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
Waterfront Luxury Living Inside & Out, Gulf View, Pool, 2 Grills, Kayak!
Property grounds

Waterfront Luxury Living Inside & Out, Gulf View, Pool, 2 Grills, Kayak!

10.0 out of 10, Exceptional, (193)
"excellent"
Waterfront Luxury Living Inside & Out, Gulf View, Pool, 2 Grills, Kayak!
232 kcb Duplex
Interior

232 kcb Duplex

10.0 out of 10, Exceptional, (11)
"The location, the property, the amenities, and just everything! This was spot on perfect property to find relaxation and fun activities at the same time. Very modern and clean. Everything you need for a perfect vacation, including plenty of space."
232 kcb Duplex
Studio, Second Floor Partial Views
Exterior

Studio, Second Floor Partial Views

10.0 out of 10, Exceptional, (1)
"Overall a great place - so clean and it must have been recently remodeled- so cute. It’s too bad the restaurant / bar near the pool was closed. I loved that there were beach chairs available as well. "
Studio, Second Floor Partial Views
Boot Key Harbor Retreat Penthouse - Marathon, FL
Property grounds

Boot Key Harbor Retreat Penthouse - Marathon, FL

9.8 out of 10, Exceptional, (10)
"We stayed in unit three, which is upstairs. This unit had a rooftop balcony with 360 views, it was just beautiful up there. Your balcony overlooks the water, where while sitting there you see manatee, Tarpon, and even an occasional shark. If you had a boat, you could tie it up right there. The tavern 3 Doors Down has great entertainment and is very good and reasonably priced food. The unit has everything you need and the owner is very responsive and helpful with any of your needs."
Boot Key Harbor Retreat Penthouse - Marathon, FL
Stay where you play, On the water w/Boat dock & Trailer parking. Pet friendly!
Pool

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!
New studio with oceanfront pool, picnic areas, & full kitchen
Pool

New studio with oceanfront pool, picnic areas, & full kitchen

8.0 out of 10, Very good, (5)
"Clean modern studio in a townhouse gated community. Pool and waterfront are beautiful and very clean. This condo is a few rows back from water. No beach.. Lots of towels supplied in unit. Would suggest new set of dishes and cooking pans, glasses in kitche.dishes an glasses, co"
New studio with oceanfront pool, picnic areas, & full kitchen
Oceanfront Gated Community / Heated Pool
Property grounds

Oceanfront Gated Community / Heated Pool

9.0 out of 10, Wonderful, (4)
"This property is very clean. Nice community, everyone is very friendly. The pool within the complex is large, heated and was very nice. Good location in the heart of Marathon. The property manager was very quick to respond to any questions we had. "
Oceanfront Gated Community / Heated Pool
Beachside Unit 19 - Key Colony
Property grounds

Beachside Unit 19 - Key Colony

9.4 out of 10, Exceptional, (10)
"Key Colony is lovely spot in marathon that makes you feel away from everything but still close to stores and restaurants. The unit is one of the best locations on the property with a beautiful water view from the balcony and close proximity to the beach and grills. A little dated but clean and comfy with all the basics provided for a fabulous family vacation. Highly recommend!"
Beachside Unit 19 - Key Colony
Beachside Unit 28 - Key Colony
Property grounds

Beachside Unit 28 - Key Colony

10.0 out of 10, Exceptional, (29)
"Need a little get away, this place fit the bill. Nice efficiency type condo only a few steps to a small beach with a beautiful ocean view. Close to many nice restaurants. The weather wasn't perfect but managed a swim in the ocean and used the heated pool. Quiet condo complex. Since we only had a few days, the owner accepted a 5 day stay. Would definitely go again!!"
Beachside Unit 28 - Key Colony
Beachside Unit 25 - Key Colony
Property grounds

Beachside Unit 25 - Key Colony

9.0 out of 10, Wonderful, (9)
"Location was great-loved the pool and beach on site. Furniture/bed/pillows could use an update, TV was very small but was mostly outdoors enjoying the property and Marathon area."
Beachside Unit 25 - Key Colony
Beachside Unit 33 - Key Colony
Property grounds

Beachside Unit 33 - Key Colony

10.0 out of 10, Exceptional, (26)
"This is our 2nd stay here. Our review from last year stands. We're pasting it below. We're already planning to return.Just book it: you'll be happy you did.The unit was great: super clean, tastefully decorated, very comfortable, and exceptionally functional, including the compact but well-equipped kitchen and the excellent WiFi and TV. The complex's common areas were exceedingly well-kept, from the parking lot to the pool to the amazing private beach, which is bulk-headed and has groomed...
Beachside Unit 33 - Key Colony
Oceanfront Sandy Beach Vacation Rental Unit 2
TV, DVD player, books, video library

Oceanfront Sandy Beach Vacation Rental Unit 2

9.6 out of 10, Exceptional, (130)
"Nice comfortable rental, as described not a swimming beach but great views over the Atlantic. Great mid Keys location. Owner responded to the few problems that we had. Nice birding right across the highway in some backwater ponds!"
Oceanfront Sandy Beach Vacation Rental Unit 2
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, (62)
"Wonderful "
Fully furnished studio, 50 yards from ocean, shared pool, fishing-jetty
Waterfront & snowbird-friendly studio with dock & quick open water access
Fridge, microwave, oven, stovetop

Waterfront & snowbird-friendly studio with dock & quick open water access

7.6 out of 10, Good, (10)
"Peacefull "
Waterfront & snowbird-friendly studio with dock & quick open water access
Ocean View Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key Two
Fridge, microwave, oven, stovetop

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

Ocean View Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key Two
Boot Key Harbor Waterfront - Marathon, FL
Terrace/patio

Boot Key Harbor Waterfront - Marathon, FL

10.0 out of 10, Exceptional, (3)
"Great"
Boot Key Harbor Waterfront - Marathon, FL
Spectacular Open-Water Sunset Views w/Boat Slip & Trailer Parking. Pet Friendly!
Smart TV

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

10.0 out of 10, Exceptional, (59)
"The perfect vacation for us. Lynn and family are fantastic! The apartment was very clean and cozy. Beautiful sunset views! Highly recommended! Can’t wait to go back!"
Spectacular Open-Water Sunset Views w/Boat Slip & Trailer Parking. Pet Friendly!
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.
Don't see what you're looking for?
See all available properties in Grassy Key
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Grassy Key

🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets
Outdoor pool, a heated pool

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

9.2 out of 10, Wonderful, (40)
"Most an amazing place, with an amazing view. Frank was great to work with if had any questions or needs. We have been coming down to Marathon for 10 years and had one place we rented be sold, this was our first year at this location. So private, pool was amazing, kitchen had everything you need, all bedrooms had own bathroom, screen porch had unreal views. We will definitely be back next year and hopefully many years in the future. A little piece of heaven on earth."
🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets
Sunsets in Paradise~ Gulf Front Pool Home, 22' Dock, Kayaks, Bikes & Paddleboards
A heated pool

Sunsets in Paradise~ Gulf Front Pool Home, 22' Dock, Kayaks, Bikes & Paddleboards

9.0 out of 10, Wonderful, (24)
"Great property with great views."
Sunsets in Paradise~ Gulf Front Pool Home, 22' Dock, Kayaks, Bikes & Paddleboards
🌇 Ocean Sunset Views with Pool and Dock 🌇
Outdoor pool, a heated pool

🌇 Ocean Sunset Views with Pool and Dock 🌇

9.0 out of 10, Wonderful, (37)
"Great property, loved the pool,screened porch, pier for fishing and just great views, Host was great. We locked ourselves out once and he sent somebody to resolve the issue in less than 10 minutes.Place is kind of "Old School"but it was right for us. Gives of a good classic Keys Vibe,"
🌇 Ocean Sunset Views with Pool and Dock 🌇
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.