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

The Reef at Marathon by Capital Vacations
Exterior

The Reef at Marathon by Capital Vacations

3.0 star property
9.2 out of 10, Wonderful, (129)
"Great property "
The Reef at Marathon by Capital Vacations
Sombrero Beach Tropical Getaway in the Heart of Marathon
Miscellaneous

Sombrero Beach Tropical Getaway in the Heart of Marathon

2.0 star property
The price is SAR 657
SAR 1,542 total
includes taxes & fees
10 Jan - 11 Jan
Sombrero Beach Tropical Getaway in the Heart of Marathon
Water’s Edge: 2 BR, 2.5 BA Condominium in Marathon, Sleeps 4

Water’s Edge: 2 BR, 2.5 BA Condominium in Marathon, Sleeps 4

Water’s Edge: 2 BR, 2.5 BA Condominium in Marathon, Sleeps 4
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, (190)
"Excellent vacation spot. Would love to come back in the future!"
One of the Best Private Beaches in US! Great Location fun activities-Fast Wifi!
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, (70)
"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!
Indigo Reef Resort Villas & Marina by KeysCaribbean
View from property

Indigo Reef Resort Villas & Marina by KeysCaribbean

3.5 star property
9.2 out of 10, Wonderful, (48)
"The unit we stayed in was very clean, beds comfy. The unit itself is showing some wear and tear but that did NOT affect the cleanliness. The view of the ocean was why i chose to stay here and was not disappointed. The patios of each unit are fairly close and do not lend alot of privacy--not genetally a problem, unless the neighbors decide to get affectionate (if you know what I mean 😀) The pool was clean and offered plenty of seating. I would definitely stay here again."
Indigo Reef Resort Villas & Marina by KeysCaribbean
Sea Forever | 2 Bed, 3 Bath
View from the balcony

Sea Forever | 2 Bed, 3 Bath

9.4 out of 10, Exceptional, (13)
"Thoroughly enjoyed wakingvup to the beautiful view. Property was landscaped so perfectly that it was very private. Condo was very clean and decorated beautifully and beachy. Just wish there had been beach chairs to take to the locsl beaches and Instructions to operate the smart thermostat. Was freezing inside when we arrived. Would highly recommend"
Sea Forever | 2 Bed, 3 Bath
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.

9.4 out of 10, Exceptional, (31)
"We were actually the only ones in the entire building during our stay. So it was very peaceful. Great marina view. For our trip, very convenient to locations both north and south of Duck Key. Nice area for walking. "
Water Front Condo in Duck Key. FREE WIFI/CABLE. Over looking Gulf of Mexico.
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, (64)
"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
Top-floor, waterfront condo with canal views, pool, gym, on-site restaurant

Top-floor, waterfront condo with canal views, pool, gym, on-site restaurant

8.8 out of 10, Excellent, (10)
"When we opened the door, the seashell mirror over the couch had fallen down. We alerted the proper folks and cleaned it up. No one ever contacted us about the mess. I did ask for an additional blanket and was told it was being worked but no one ever contacted us about it, or brought it. The unit was clean and comfortable. The views were very nice and we enjoyed walking on the docks. Porky’s mini-golf and restaurant is a must!"
Top-floor, waterfront condo with canal views, pool, gym, on-site restaurant
Modern waterfront condo with pool, shared dock, & W/D - snowbird-friendly

Modern waterfront condo with pool, shared dock, & W/D - snowbird-friendly

9.6 out of 10, Exceptional, (8)
"It was very clean and new inside. The location is central and close to everything. We loved it and would recommend it to others. "
Modern waterfront condo with pool, shared dock, & W/D - snowbird-friendly
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, (43)
"This is a beautiful place to stay for exploring the keys. We would stay here again."
Ocean front gated privacy with 3 bedrooms and protected boat slip.
Coastal Charm: 2BR Condo, Patio, Pool Views, Beach
Enjoy a serene walk along the beach, mere steps from your condo.

Coastal Charm: 2BR Condo, Patio, Pool Views, Beach

9.4 out of 10, Exceptional, (46)
"The condo is lovely, tastefully decorated, clean. The views of the beach, ocean, and pool from the deck are amazing. Quiet area, private beach. What more could you ask for!?!"
Coastal Charm: 2BR Condo, Patio, Pool Views, 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
Topsider Resort by Capital Vacations
Beach

Topsider Resort by Capital Vacations

3.5 star property
8.8 out of 10, Excellent, (60)
"Was happy with our stay as I didn’t have high expectations of it being fancy or modern. We learned that a Topsider is kind of like a treehouse with its main support in the middle underneath which puts you 9-10ft up off the ground. There was some sagging around the outside edges of the structure causing gaps in the flooring and flex with walking around. We loved the simplicity and quietness of this place, the private little beach & dock. All our “neighbors” were kind & respectful with many having...
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
P80 - Coral Lagoon 3bd/2.5ba townhome with large community pool
Canal and Dock view 2

P80 - Coral Lagoon 3bd/2.5ba townhome with large community pool

9.8 out of 10, Exceptional, (50)
"Enjoyed staying at the Coral Lagoon a quiet and convenient Location. If you bring your own boat, there is easy access to the Atlantic and Coral Reefs. The townhome had ample Room for all of us. The location to the Laundry was not so convenient as desired. Overall, it was a pleasant stay."
P80 - Coral Lagoon 3bd/2.5ba townhome with large community pool
Duck Key Getaway: Charming 3BR Condo with Water Views, Steps from Angler & Ale, Near Marathon
Gather family and friends for a cozy movie night, complete with comfortable seating and a perfect atmosphere for shared entertainment.

Duck Key Getaway: Charming 3BR Condo with Water Views, Steps from Angler & Ale, Near Marathon

Duck Key Getaway: Charming 3BR Condo with Water Views, Steps from Angler & Ale, Near Marathon
The Tides Unit at Emerald Flats
Exterior

The Tides Unit at Emerald Flats

10.0 out of 10, Exceptional, (1)
The Tides Unit at Emerald Flats
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
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, (106)
"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, (27)
"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
Casa De La Playa Oceanfront the Key to the Beach and 2 kayaks included
Pool

Casa De La Playa Oceanfront the Key to the Beach and 2 kayaks included

9.0 out of 10, Wonderful, (13)
"This is the first vacation for our three blended families. The house was just as the pictures indicated. We were able to kayak from the beach. The house was well stocked and cool when we arrived.we had a wonderful week. It is a great place to stay."
Casa De La Playa Oceanfront the Key to the Beach and 2 kayaks included
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 .
How many condos are there in Grassy Key?
Grassy Key has 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.