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Check prices for these dates

Next weekend
Apr 4 - Apr 6
In two weeks
Apr 11 - Apr 13
In one month
Apr 25 - Apr 27
In two months
May 23 - May 25

Browse Select Grassy Key Apartments

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
Beach

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!

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

10.0 out of 10, Exceptional, (191)
"We thoroughly enjoyed our stay at this home in Marathon, Fl. Muffet’s place is pure magic. She is right on the water with a cute little place (it honestly is much larger than it looks in the photos), a great outdoor area with small soaking pool, ping pong, outdoor bar, and numerous clusters of chairs for socializing and just relaxing taking in the sunsets. Muffet was also amazing, giving us advice and being a gracious host. She became a friend while we were there. I will miss our relaxing days...
Waterfront Luxury Living Inside & Out, Gulf View, Pool, 2 Grills, Kayak!
Brand New '23 Canal Home - 3BR/3BA, Sleeps 8, with Pool, 50' Dock, & Cabana Club
Pool

Brand New '23 Canal Home - 3BR/3BA, Sleeps 8, with Pool, 50' Dock, & Cabana Club

9.8 out of 10, Exceptional, (9)
"Loved our stay at Key Colony in this new 3 bed, 3 bath home. We enjoyed walking the local area each day and went to sombrero beach. This home has a beautiful view of the pool and inter coastal way. "
Brand New '23 Canal Home - 3BR/3BA, Sleeps 8, with Pool, 50' Dock, & Cabana Club
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
Terrace/patio

Boot Key Harbor Retreat Penthouse - Marathon, FL

9.8 out of 10, Exceptional, (8)
"Property is perfect for a couple vacationing in the Florida Keys. The unit was very clean and comfortable. A perfect location for going to the beach (5 minutes away), near by restaurants or visiting the other Keys. The unit is set up as an unut.efficiency "
Boot Key Harbor Retreat Penthouse - Marathon, FL
Stay where you play, On the water w/Boat dock & Trailer parking. Pet friendly!
Miscellaneous

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
View from property

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
Beach

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
Its 5 o'clock somewhere!
Outdoor dining

Its 5 o'clock somewhere!

The price is CA $571
CA $1,036 total
includes taxes & fees
Mar 28 - Mar 29
Its 5 o'clock somewhere!
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
Beach

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
Private beach

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
On the beach, sun loungers, beach towels

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
Outdoor dining

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

7.4 out of 10, Good, (9)
"While somewhat clean it lacked plugs in the kitchen and none in the bathroom. Curtain in bath was trimmed with a pair of scissors and not hemmed. The .99 cent shower curtain had a hole in it. The toilet seat was hanging on by a thread and the toilet itself was on some sort of nasty platform. I have pics. All of things could be easily fixed. "
Waterfront & snowbird-friendly studio with dock & quick open water access
Ocean View Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key Two
Terrace/patio

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

The price is CA $1,436
CA $2,534 total
includes taxes & fees
Mar 31 - Apr 1
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
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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Other property types in Grassy Key

Waterfront Beauty 8-guests, Dock, Kayaks and more
Marina

Waterfront Beauty 8-guests, Dock, Kayaks and more

10.0 out of 10, Exceptional, (7)
"Wow! We enjoyed this beautiful home and had everything we could possibly need. The house has more than you need and it is clean and the beds are very comfortable. All the furniture was comfortable and the outdoors are amazing. I can’t describe just how special this home feels. I would highly recommend."
Waterfront Beauty 8-guests, Dock, Kayaks and more
Oceanfront Spanish Villa: 4 bed, loft, 8 guests
Outdoor dining

Oceanfront Spanish Villa: 4 bed, loft, 8 guests

2.0 star property
10.0 out of 10, Exceptional, (1)
"Best house ever. Very friendly host and ready to please with any requests. The beds were top quality. The house is perfect for families, the kitchen is great to cook, they have games, fishing poles and is very clean. We have never seen such beautiful sunsets. Easy to get to from anywhere in the country. Marathon is a unique destination, great food, quaint and you don’t get tired of coming back every year. WE RECOMMEND THIS HOUSE."
Oceanfront Spanish Villa: 4 bed, loft, 8 guests
🌊 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
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.