A dolphin swimming near a wooden dock and a tree branch in the water.

Apartments in Grassy Key for Rent

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  • Upfront pricing

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Grassy Key apartments

A sunroom with a glass table and chairs, large windows, and a view of a residential area.

1. Villa 4204 on Duck Key Boat Slip Available - 3BD 2BA

Villa 4204 on Duck Key Boat Slip Available - 3BD 2BA
Marathon
9.8 out of 10, Exceptional, (6 reviews)
"The property was very clean."
United States
Kelsey S.
$662 nightly
The price is $735
Oct 8 - Oct 9
Total with taxes and fees
Villa 4204 on Duck Key Boat Slip Available - 3BD 2BA
A marina with multiple boats docked, a hotel with a pool, and a beach in the background.

2. Resort Suite with Marina Views, Pool & Free Breakfast

Resort Suite with Marina Views, Pool & Free Breakfast
Marathon
$353 nightly
The price is $397
Oct 8 - Oct 9
Total with taxes and fees
Resort Suite with Marina Views, Pool & Free Breakfast
A spacious living room with a large sofa, a coffee table with fruit and cheese, a dining area with chairs, and a view of the ocean through large sliding doors.

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

Ocean View Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key Two
Matecumbe
9.8 out of 10, Exceptional, (6 reviews)
"Absolutely great location with a well stocked kitchen for making great meals in and plenty of space to relax after a fun day in the sun!"
United States
Lauren M.
$1,044 nightly
The price is $1,160
Oct 13 - Oct 14
Total with taxes and fees
Ocean View Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key Two
A beach with palm trees, a sandy shore, and a calm water body.

4. Marathon Beachfront | 2BR, Veranda + 2 Luxe Baths

Marathon Beachfront | 2BR, Veranda + 2 Luxe Baths
Marathon
$952 nightly
The price is $1,082
Oct 27 - Oct 28
Total with taxes and fees
Marathon Beachfront | 2BR, Veranda + 2 Luxe Baths
A spacious living room with a large TV, a sofa, a glass coffee table, and a balcony with a view of the ocean.

5. 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
Matecumbe
9.6 out of 10, Exceptional, (5 reviews)
"Really nice place, a few maintenance issues but nothing major."
United States
Melville B.
$1,614 nightly
The price is $1,791
Oct 13 - Oct 14
Total with taxes and fees
Ocean View Duplex Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key One
A spacious living area with a large TV, comfortable seating, and a view of the ocean.

6. 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
Matecumbe
$2,431 nightly
The price is $2,697
Oct 13 - Oct 14
Total with taxes and fees
Ocean View Two Duplex Penthouses / Retreat amenities: tennis court, heated Pool | Vista Key
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

Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway

10/10 Excellent
"My husband and I started coming here about a year and a half ago. We absolutely love it here. You are in the middle part of the keys so you can get to upper and lower keys and still have plenty of time to explore for the day. We have stayed at a couple other places however they do not compare to Captain Pips. It is very quiet there in the evenings with amazing views on the water. The maid Kira is so welcoming. Always has a smile on her face. Anything you need from towels to clean sheets she is happy to help! Staff is friendly, property is well maintained. I won’t stay anywhere else when going there. Prices are great too!!Great place to stay."
Sally 4-night trip
Posted 3 hours ago
Captain Pips Marina & Hideaway

Find out more about Grassy Key

Grassy Key Apartments information

Number of reviews
17
Accommodation
96 Apartments
Lowest Price
$397
Highest Price
$2,697

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