Search Condos Rentals in Grassy Key from CA $298

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Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

Our top choices for Grassy Key condo rentals

Exterior

Caloosa Cove Resort by CoolVacay

Caloosa Cove Resort by CoolVacay
3.0 star property
Matecumbe
9.0 out of 10, Wonderful, (2 reviews)
"La propiedad me encantó se las recomiendo 100/100%"
United States
Marta
The price is CA $224
CA $298 total
includes taxes & fees
May 27 - May 28
Caloosa Cove Resort by CoolVacay
Pool

Double the Views: Florida Keys 1BR with 2 Balconies & Pool Access

Double the Views: Florida Keys 1BR with 2 Balconies & Pool Access
Matecumbe
10.0 out of 10, Exceptional, (10 reviews)
"Old Florida vibe with modern, clean condos. Perfect location to visit the Keys. "
United States
Beckie F.
The price is CA $293
CA $425 total
includes taxes & fees
May 27 - May 28
Double the Views: Florida Keys 1BR with 2 Balconies & Pool Access
Interior

Marina View Escape with Pool, Tiki Bar & Marina

Marina View Escape with Pool, Tiki Bar & Marina
Marathon
10.0 out of 10, Exceptional, (2 reviews)
"The condo was beautifully decorated and furnished as well as being exceptionally clean."
United States
Rose P.
The price is CA $258
CA $595 total
includes taxes & fees
May 26 - May 27
Marina View Escape with Pool, Tiki Bar & Marina
Smart TV, table tennis

Brand New Marina Suite with Pool + Free Breakfast

Brand New Marina Suite with Pool + Free Breakfast
Marathon
10.0 out of 10, Exceptional, (1 review)
"Very clean and convenient to shops and restaurants "
United States
JOHN
The price is CA $293
CA $638 total
includes taxes & fees
May 26 - May 27
Brand New Marina Suite with Pool + Free Breakfast
Outdoor pool

Luxury Marina View Suite with Pool & Tiki Bar

Luxury Marina View Suite with Pool & Tiki Bar
Marathon
The price is CA $263
CA $600 total
includes taxes & fees
May 27 - May 28
Luxury Marina View Suite with Pool & Tiki Bar
Terrace/patio

Sombrero Beach Tropical Getaway in the Heart of Marathon

Sombrero Beach Tropical Getaway in the Heart of Marathon
Marathon
9.8 out of 10, Exceptional, (21 reviews)
"Had a great time and host was helpful."
United States
Ramesh Y.
The price is CA $214
CA $535 total
includes taxes & fees
May 27 - May 28
Sombrero Beach Tropical Getaway in the Heart of Marathon
Outdoor pool, a heated pool

Waterfront Luxury Condo with Pool + Tiki Bar

Waterfront Luxury Condo with Pool + Tiki Bar
Marathon
9.4 out of 10, Exceptional, (22 reviews)
"It was a wonderful stay, little trouble with the WiFi but other than that great stay"
United States
Joshua A.
The price is CA $207
CA $586 total
includes taxes & fees
May 26 - May 27
Waterfront Luxury Condo with Pool + Tiki Bar
Pool

Stay Beachside: Ground Floor Studio with Gorgeous Ocean Views

Stay Beachside: Ground Floor Studio with Gorgeous Ocean Views
Matecumbe
9.4 out of 10, Exceptional, (13 reviews)
"We had a great stay, not only is the property and an amazing place but the staff was most accommodating and exceptional. "
United States
DAVID Y.
The price is CA $220
CA $331 total
includes taxes & fees
May 26 - May 27
Stay Beachside: Ground Floor Studio with Gorgeous Ocean Views
Pool

Flip-Flops & Sunshine: Islamorada Studio Escape

Flip-Flops & Sunshine: Islamorada Studio Escape
Matecumbe
10.0 out of 10, Exceptional, (6 reviews)
"Very nice clean place. Pool amazing with great views of ocean"
United States
Dawn S.
The price is CA $220
CA $331 total
includes taxes & fees
May 26 - May 27
Flip-Flops & Sunshine: Islamorada Studio Escape
Outdoor pool

Luxury Stay with Free Breakfast & Housekeeping

Luxury Stay with Free Breakfast & Housekeeping
Marathon
10.0 out of 10, Exceptional, (3 reviews)
"Great area"
United States
Jennifer W.
The price is CA $366
CA $732 total
includes taxes & fees
May 26 - May 27
Luxury Stay with Free Breakfast & Housekeeping
Property grounds

Second Floor Ocean View Studio – Gorgeous Waterfront Escape

Second Floor Ocean View Studio – Gorgeous Waterfront Escape
Matecumbe
8.0 out of 10, Very good, (4 reviews)
"Beautiful view with great location"
United States
Doug C.
The price is CA $220
CA $331 total
includes taxes & fees
May 26 - May 27
Second Floor Ocean View Studio – Gorgeous Waterfront Escape
Interior

New Waterfront Views with Pool & Tiki Bar

New Waterfront Views with Pool & Tiki Bar
Marathon
The price is CA $361
CA $725 total
includes taxes & fees
May 26 - May 27
New Waterfront Views with Pool & Tiki Bar
Pool

Keys Comfort: 1BR Condo with Den, Kitchen & Beach Access

Keys Comfort: 1BR Condo with Den, Kitchen & Beach Access
Matecumbe
9.6 out of 10, Exceptional, (5 reviews)
"Convenient 1br near the things we wanted to do and there are plenty of places to hang out near by when you don't want to use the pool. Recommend sombrero beach."
United States
Jon S.
The price is CA $293
CA $425 total
includes taxes & fees
May 26 - May 27
Keys Comfort: 1BR Condo with Den, Kitchen & Beach Access
Outdoor dining

Tropical Tranquility: Oceanview 1BR Suite on the Island

Tropical Tranquility: Oceanview 1BR Suite on the Island
Matecumbe
9.6 out of 10, Exceptional, (20 reviews)
"Lovely property on the water with a beautiful pool."
United States
nancy d.
The price is CA $293
CA $425 total
includes taxes & fees
May 27 - May 28
Tropical Tranquility: Oceanview 1BR Suite on the Island
Exterior

Stay Salty: Keys Dreams 1BR Condo Steps from the Sand

Stay Salty: Keys Dreams 1BR Condo Steps from the Sand
Matecumbe
10.0 out of 10, Exceptional, (3 reviews)
"Very clean and very nice staff"
United States
Connie M.
The price is CA $293
CA $425 total
includes taxes & fees
May 27 - May 28
Stay Salty: Keys Dreams 1BR Condo Steps from the Sand
Exterior

Island Time Starts Here: Cozy Ground Floor Suite in Islamorada

Island Time Starts Here: Cozy Ground Floor Suite in Islamorada
Matecumbe
8.0 out of 10, Very good, (2 reviews)
"We had a wonderful stay. Beautiful view. Enjoyed the pool. Staff was very friendly and helpful. Everything was VERY CLEAN!!! Thank you very much!"
United States
Lu D.
The price is CA $293
CA $425 total
includes taxes & fees
May 27 - May 28
Island Time Starts Here: Cozy Ground Floor Suite in Islamorada
Outdoor pool, a heated pool

Canal Front Luxury Condo with Pool + Breakfast

Canal Front Luxury Condo with Pool + Breakfast
Marathon
9.8 out of 10, Exceptional, (27 reviews)
"Super easy check in, great location in the Keys and very quiet in the room."
United States
Eric
The price is CA $207
CA $586 total
includes taxes & fees
May 29 - May 30
Canal Front Luxury Condo with Pool + Breakfast
Terrace/patio

Tropical Oasis on Sombrero Beach in the Heart of Marathon FL

Tropical Oasis on Sombrero Beach in the Heart of Marathon FL
Marathon
9.6 out of 10, Exceptional, (8 reviews)
"Unit was very clean and recently remodeled. The building was a little difficult to find in the dark at night, but I would definitely recommend staying here again."
United States
Nancy M.
The price is CA $218
CA $539 total
includes taxes & fees
May 31 - Jun 1
Tropical Oasis on Sombrero Beach in the Heart of 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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Top Grassy Key Hotel Reviews

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

10/10 Excellent
"Pools are small. Very few chairs. Hotel clean"
Karen 2-night trip
Posted 1 hour ago
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Find out more about Grassy Key

Grassy Key Condo Rentals information

Number of reviews
141
Accommodation
180 Condo Rentals
Lowest Price
CA $298
Highest Price
CA $732

Frequently asked questions

How much do condos in Grassy Key cost?
The price range for condos in Grassy Key is CA $298 to CA $732 per night. No matter your budget, you're sure to find someplace that suits your needs — as well as your entire squad! These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best condos in Grassy Key?
A traveller favourite is The Reef At Marathon. Settle in at this 3-star property which offers a tennis court and a swimming pool. Indigo Reef Resort Villas And Marina By Keyscaribbean is another highly rated condo to consider. Spend your break at this popular 3.5-star option and make the most of conveniences like a swimming pool and a barbecue grill. You'll have your pick of multiple condos in Grassy Key with a total average guest review rating of 9.5.
How many condos are there in Grassy Key?
Pack your bags and pick from 180 condos in Grassy Key. For work-related travel, a family getaway or anything in between, Expedia will help you find the right place in a few easy clicks.
Are there any family-friendly condos in Grassy Key?
Many visitors needing family-friendly condos in Grassy Key pick The Reef At Marathon. With a 3-star rating and amenities like an ocean view and a marina, you're sure to feel right at home here. Alternatively, check out 3.5-star Indigo Reef Resort Villas And Marina By Keyscaribbean. A marina and a terrace help make it a comfortable base for your Grassy Key getaway. After checking in and chilling in your comfy new digs, it's time to head out and visit some of the local sights. Coco Plum Beach and Curry Hammock State Park are some of the best family-friendly attractions in Grassy Key.
Why book your condo in Grassy Key with Expedia?
Getaways shouldn't be difficult, so if you're seeking condos at an affordable rate, Expedia has your back. Keep costs down and pick something small and cozy, or splurge on a high-end condo and really spoil your crew. Our search filters make it easy to lock in a stay in Grassy Key that meets your needs.
How can I find cheap condos in Grassy Key?
With Expedia's filter tool, getting your hands on cheap condos in Grassy Key is easy. To view accommodations that'll make your wallet smile, fine-tune your search results by star rating, budget and amenities.

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