Search Condo Rentals in Grassy Key

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Compare 160 Condo Rentals in Grassy Key with updated reviews, rates, and availability.

One of the Best Private Beaches in US! Great Location fun activities-Fast Wifi!
Beautiful white sandy beach

One of the Best Private Beaches in US! Great Location fun activities-Fast Wifi!

10.0 out of 10, Exceptional, (188)
"We stayed at this condo for one week to celebrate our 30 year wedding anniversary. The condo was perfect for our needs. I enjoyed the private beach and sunsets at sunset park beach. There is so much to do and Michael was great at giving recommendations for all the activities. We rented kayaks and went to Curry Hammock state park. We went snorkeling at Key West with Fury. Loved it! We went reef fishing on the marathon lady party boat and caught a bunch of grunt fish which we ate for dinner. We...
One of the Best Private Beaches in US! Great Location fun activities-Fast Wifi!
TA Beach, Pool, Marina, family friendly, Kitchen, Jacuzzi
Beach front looking to the North east view

TA Beach, Pool, Marina, family friendly, Kitchen, Jacuzzi

9.4 out of 10, Exceptional, (184)
"Beautiful beach view. Turquoise blue water. Close to a lot of fun things to see, like the Dolphin Research Center and the Sea Turtle Hospital. "
TA Beach, Pool, Marina, family friendly, Kitchen, Jacuzzi
💎AQUAMARINE OCEANVIEW⚡️FLASH SALE-OCT & DEC+”143”⭐️5 STAR REVIEWS+DOCK+POOL+GYM
Sliding glass doors open wide to the balcony that overlooks the marina below

💎AQUAMARINE OCEANVIEW⚡️FLASH SALE-OCT & DEC+”143”⭐️5 STAR REVIEWS+DOCK+POOL+GYM

10.0 out of 10, Exceptional, (143)
"Spent a week at this condo with 4 other adult family members. We all felt at home with plenty of space to just relax and hang out together. Fully equipped kitchen where one day we made broiled lobster tails bought directly across from the condo on the canal.We enjoyed looking at the sea and sky throughout the day with it's changing colors viewed from the glass wall in the great room. Our favorite was the teal blue of the sea; which is repeated in the furnishings of the condo. The condo is...
💎AQUAMARINE OCEANVIEW⚡️FLASH SALE-OCT & DEC+”143”⭐️5 STAR REVIEWS+DOCK+POOL+GYM
Water Front Condo in Duck Key. FREE WIFI/CABLE. Over looking Gulf of Mexico.
Condo view from the marina.

Water Front Condo in Duck Key. FREE WIFI/CABLE. Over looking Gulf of Mexico.

9.6 out of 10, Exceptional, (23)
"The only issue was that we understood that we would have access to the resort amenities due to the description on the posting. We found this to be untrue by the resort staff and confirmed with the host. Overall the place was great and we really enjoyed our time here. "
Water Front Condo in Duck Key. FREE WIFI/CABLE. Over looking Gulf of Mexico.
Tropical oasis near all the action with central AC & balcony

Tropical oasis near all the action with central AC & balcony

8.6 out of 10, Excellent, (31)
"Great house. The neighborhood is a bit restrictive if you bring your own boat. Dock and ramp space in the keys is always tight. You have to pay extra to store or get a slip for your boat. Other than that the home was perfect."
Tropical oasis near all the action with central AC & balcony
Ocean front gated privacy with 3 bedrooms and protected boat slip.
New entry door and new leather recliners!

Ocean front gated privacy with 3 bedrooms and protected boat slip.

10.0 out of 10, Exceptional, (39)
"We had a wonderful stay! The views from the living room/kitchen and master bedroom are stunning. The furniture is comfortable and the kitchen is well stocked! The location is pretty central to everything we wanted to see and do. Favorite beach is Bahia Honda, a bit south of here. Highly recommend the sunset cruise with Marathon Mermaids. Fun crew! "
Ocean front gated privacy with 3 bedrooms and protected boat slip.
No Stairs-Private Tropical Beach-steps from condo-Hi-Speed WIFI-It's Loaded!
This is our white sandy private tropical beach.

No Stairs-Private Tropical Beach-steps from condo-Hi-Speed WIFI-It's Loaded!

10.0 out of 10, Exceptional, (68)
"We booked only a week or so before our travel time. So lucky this property was available. Great spot, with everything you needed. Steps to beach or pool! "
No Stairs-Private Tropical Beach-steps from condo-Hi-Speed WIFI-It's Loaded!
One Of A Kind Ocean Front With Boat Slip
Sunset at your door step.

One Of A Kind Ocean Front With Boat Slip

9.8 out of 10, Exceptional, (42)
"The view from the condo was amazing. We were fortunate to have great weather. While there, we saw manatees swimming in the little harbor directly in front of our unit. Out farther, we saw dolphins swimming in a circle to attract fish. The appliances were excellent. The bottom deck offered shade in the afternoon, and the upper deck was perfect for sunbathing. The location was quiet, and the neighbors were friendly."
One Of A Kind Ocean Front With Boat Slip
Seashells Getaway
Room

Seashells Getaway

10.0 out of 10, Exceptional, (4)
"My stay here has been nothing short of amazing. From the time that I booked it, Ana, the property manager reached out to me. She has been so incredibly sweet and helpful during my stay here and so has her partner, Jim. They're both extremely hospitable! Upon checking in, I was greeting with a lovely welcome basket in addition to a plethora of local recommendations from dining, to activities, the best place to watch the sunset, etc. I'm so grateful for this space as it's not only impeccably...
Seashells Getaway
Vibrant, waterfront retreat with WiFi, balcony & dock access

Vibrant, waterfront retreat with WiFi, balcony & dock access

8.4 out of 10, Very Good, (11)
"Great place "
Vibrant, waterfront retreat with WiFi, balcony & dock access
P41 - Beach Front condo with 2 bedrooms, 2 bath, pool and tennis courts!
Coco Plum Villas Beach front

P41 - Beach Front condo with 2 bedrooms, 2 bath, pool and tennis courts!

9.4 out of 10, Exceptional, (26)
"Property was exactly as pictured and described.location is a big off the beaten path. Lots of good food around. Pool was warm and provided a nice space to enjoy the water!"
P41 - Beach Front condo with 2 bedrooms, 2 bath, pool and tennis courts!
1BR with Den, Living Room, Kitchen: Marina and Beach Access

1BR with Den, Living Room, Kitchen: Marina and Beach Access

8.0 out of 10, Very Good, (1)
"The only problem I had was it was not ocean views like the description says. Our view from our balcony was a restaurant that was out of business. It was important to me to have a ocean view."
1BR with Den, Living Room, Kitchen: Marina and Beach Access
Amazing Ocean View Condo on the Beach!
The never-ending view!!

Amazing Ocean View Condo on the Beach!

10.0 out of 10, Exceptional, (96)
"Very homey. All essentials. Spotless as far as cleanliness goes. Beautiful views from master and front room. Enjoyed beach and pool. Steps to both. Wish we could have stayed longer!"
Amazing Ocean View Condo on the Beach!
"Pelican's Perch" - Gulf Front Condo, Fabulous Views, Heated Pool, Dock, Fishing
Wonderful view from front door and balcony

"Pelican's Perch" - Gulf Front Condo, Fabulous Views, Heated Pool, Dock, Fishing

9.8 out of 10, Exceptional, (65)
"We had a wonderful stay at Pelicans Perch! The condo is clean and comfortable. It had everything that we needed. The views from the downstairs living room and upstairs master bedroom were to die for. The swimming pool was large and sparkling clean. It was down season so we were the only ones in it most of the time. The complex was very quiet and relaxing. There are plenty of restaurants and places to shop nearby. We thoroughly enjoyed our stay!"
"Pelican's Perch" - Gulf Front Condo, Fabulous Views, Heated Pool, Dock, Fishing
DIRECTLY ON THE OCEAN - BEACHFRONT
Walkway to end unit condo

DIRECTLY ON THE OCEAN - BEACHFRONT

9.4 out of 10, Exceptional, (33)
"Couldn’t have picked out a better stay and host! Breathtaking views, clean condo, and easy access to everything near by! The condo was perfect for our family of 6 with lots of room for all! Check in/out process was so easy. This condo and location was perfect for a nice relaxing family vacation! Cant wait to book our next stay!"
DIRECTLY ON THE OCEAN - BEACHFRONT
Canal side location with beach & pool club membership!
Canal view from balcony

Canal side location with beach & pool club membership!

9.6 out of 10, Exceptional, (82)
"My husband and I enjoyed our stay on 3rd Street. The unit has a great layout and is very roomy. Everything was clean and having the laundry room on the main level is a plus. Updated bathrooms and kitchen are especially nice. The host was great to work with and responded promptly to any questions."
Canal side location with beach & pool club membership!
Waterfront Dream Condo with Panoramic Views, Near Vaca Cut
Outstanding view from our balcony

Waterfront Dream Condo with Panoramic Views, Near Vaca Cut

10.0 out of 10, Exceptional, (63)
"We had a wonderful stay. This condo is extremely comfortable with a beautiful view! That’s first things we look for when booking a condo and GulfsideHaven has it all! We will definitely come back. "
Waterfront Dream Condo with Panoramic Views, Near Vaca Cut
Brand new 1 bedroom, 2 bath condo with waterfront pool & stunning views.
Pool

Brand new 1 bedroom, 2 bath condo with waterfront pool & stunning views.

10.0 out of 10, Exceptional, (1)
"The place was very new and clean and had everything a person could need."
Brand new 1 bedroom, 2 bath condo with waterfront pool & stunning views.
Topsider Resort by Capital Vacations
Beach

Topsider Resort by Capital Vacations

3.5 star property
8.8 out of 10, Excellent, (59)
"I absolutely LOVED my stay. I called it my tree house in paradise. Everything you could ask for inside with the fully stocked kitchen. Two bedrooms and 3 bath. It was very clean and super quite. "
Topsider Resort by Capital Vacations
Waterfront Bliss: Stylish Canal-Front Retreat , Spacious Yard
Living Room

Waterfront Bliss: Stylish Canal-Front Retreat , Spacious Yard

9.2 out of 10, Wonderful, (5)
"Excellent vacation, affordable, clean and a guest 👌 that couldn't be any more accommodating and thoughtful. Will definitely 💯 comeback!"
Waterfront Bliss: Stylish Canal-Front Retreat , Spacious Yard
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

Oceanfront Sandy Beach Vacation Rental Unit 1
Beach

Oceanfront Sandy Beach Vacation Rental Unit 1

9.4 out of 10, Exceptional, (104)
"Such a wonderful location and property. Great for exploring the keys. Very comfortable and nicely decorated. Lovely folded towels at the start of our stay was a beautiful touch. Very quiet and plenty of lovely restaurants and attractions nearby. We would love to stay again! Thank you Wluld"
Oceanfront Sandy Beach Vacation Rental Unit 1
4 Keys To Paradise | 5 Bed, 3.5 Bath
Pool and Spa

4 Keys To Paradise | 5 Bed, 3.5 Bath

9.6 out of 10, Exceptional, (25)
"The house was large and very clean. We had three families staying with 10 total people and we never felt cramped. Wouldn't hesitate to stay here again."
4 Keys To Paradise | 5 Bed, 3.5 Bath
Beachfront 8-bedroom villa just a short walk to Coco Plum Beach
Exterior

Beachfront 8-bedroom villa just a short walk to Coco Plum Beach

9.8 out of 10, Exceptional, (85)
"Can’t wait to return. Thanks for providing the perfect venue to reconnect as a family."
Beachfront 8-bedroom villa just a short walk to Coco Plum Beach
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.

Frequently asked questions

How much do condos in Grassy Key cost?
The price range for condos in Grassy Key is to per night. No matter your budget, you’ll find something that suits your wallet — as well as your entire family! 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 traveler favorite is The Reef At Marathon By Capital Vacations. Cozy up at this 3-star stay which features a marina and a swimming pool. Indigo Reef Resort Villas And Marina By Keyscaribbean is another highly rated condo to consider. Spend your vacation at this popular 3.5-star option and take advantage of amenities including designer toiletries and a deep soaking bathtub. You can pick from multiple condos in Grassy Key with a total average guest review rating of 9.4.
How many condos are there in Grassy Key?
Grassy Key has 160 condos. To help you find a stay that’s right for you, make use of our handy filters to search for the amenities or perks you need.
Why book your condo in Grassy Key with Expedia?
We think that getaways shouldn’t be difficult, so if you’re on the lookout for condos at a competitive price, Expedia can help. Save cash and go for something small and affordable, or book 5-star accommodations and treat your loved ones. Our search filters make it easy to find an escape in Grassy Key that matches your needs.
How can I find cheap condos in Grassy Key?
With Expedia’s handy filter tool, sourcing cheap condos in Grassy Key couldn’t be easier. To find accommodations that’ll make your hip pocket happy, refine your search results by star rating, amenities and budget.