Search and Rent Grassy Key Condos

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

Water Front Condo in Duck Key. FREE WIFI/CABLE. Over looking Gulf of Mexico.
Balcony
Water Front Condo in Duck Key. FREE WIFI/CABLE. Over looking Gulf of Mexico.
9.8 out of 10, Exceptional, (8)
"Nice Property that was clean, quiet and well equipped"
Water Front Condo in Duck Key. FREE WIFI/CABLE. Over looking Gulf of Mexico.
P80 - Coral Lagoon 3bd/2.5ba townhome, boat slip with large community pool
Aerial view
P80 - Coral Lagoon 3bd/2.5ba townhome, boat slip with large community pool
9.8 out of 10, Exceptional, (46)
"we enjoy being in Marathon- nice central location for many activities and restaurants. Publix while always crowded is close by."
P80 - Coral Lagoon 3bd/2.5ba townhome, boat slip with large community pool
Waterfront Dream Condo with Panoramic Views, Near Vaca Cut
Aerial view
Waterfront Dream Condo with Panoramic Views, Near Vaca Cut
10.0 out of 10, Exceptional, (58)
"This was a wonderful place for our family to stay on our first Keys vacation. The view from the porches was amazing. We enjoyed the beautiful sunset every evening. The local host and the owner were very resposive to any issue and recommended lots of places to eat and visit. The local residents were very friendly and helpful. We frequented the dock every evening to fish. We caught many species of fish and was able to keep 3 snapper for supper one night. They were delicious! The condon was very...
Waterfront Dream Condo with Panoramic Views, Near Vaca Cut
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Private Tropical Beach-No Stairs-Great Location-Heated Pool-Wifi-It's LOADED!!!
Property grounds
Private Tropical Beach-No Stairs-Great Location-Heated Pool-Wifi-It's LOADED!!!
9.8 out of 10, Exceptional, (109)
"I believe this is our 3rd time staying in this condo. There is a reason we keep coming back! The condo is always immaculate and well stocked. The grounds and the swimming pool are always clean. The private beach is never crowded and pristine. The owner Michael, is just a phone call away and always has wonderful suggestions for dining and activities. Michael goes above and beyond to make a visit to his condo a perfect vacation."
Private Tropical Beach-No Stairs-Great Location-Heated Pool-Wifi-It's LOADED!!!
Vibrant, waterfront retreat with WiFi, balcony & dock access
Beach
Vibrant, waterfront retreat with WiFi, balcony & dock access
8.6 out of 10, Excellent, (4)
"We saw manatees in the inlet, swam the pool morning and evening, and drove just a few minutes to Sombrero beach. We liked the attached Greek restaurant and boaters bar down the dock a bit."
Vibrant, waterfront retreat with WiFi, balcony & dock access
BEACHFRONT CONDO on Coco Plum Beach with Heated Pool
On the beach, sun loungers, beach towels
BEACHFRONT CONDO on Coco Plum Beach with Heated Pool
10.0 out of 10, Exceptional, (41)
"What an amazing place! Nice and clean, wonderful location, quiet and has a great pool! Thank you for an amazing week!"
BEACHFRONT CONDO on Coco Plum Beach with Heated Pool
Amazing Ocean View Condo on the Beach!
Property grounds
Amazing Ocean View Condo on the Beach!
10.0 out of 10, Exceptional, (92)
"The condo was beautiful - great views, clean, great amenities. The property owner was very helpful and informative."
Amazing Ocean View Condo on the Beach!
Oceanfront condo with amazing view, pool, tennis, private balcony, & W/D
Aerial view
Oceanfront condo with amazing view, pool, tennis, private balcony, & W/D
Oceanfront condo with amazing view, pool, tennis, private balcony, & W/D
One of the Best Private Beaches in US! Great Location fun activities-Fast Wifi!
Beach nearby, sun loungers, beach towels
One of the Best Private Beaches in US! Great Location fun activities-Fast Wifi!
10.0 out of 10, Exceptional, (181)
"We found your place on Vrbo and It was fantastic! The place we stayed was everything we needed. Relaxing , beautiful the view was beautiful and the beach is very nice and great chairs to relax, and take in the beauty! Micheal was amazing host and very helpful to help with ideas where to eat, get groceries, and just so Grateful he alllowed us to stay and enjoy 30 years. Loved just a short walk to sunset park to watch the beautiful view of sunset !!! If looking for a place to relax and enjoy a...
One of the Best Private Beaches in US! Great Location fun activities-Fast Wifi!
Condo with a Private Sandy Beach on Atlantic Ocean & Pool - fully loaded!
Beach | Sun loungers, beach towels
Condo with a Private Sandy Beach on Atlantic Ocean & Pool - fully loaded!
9.8 out of 10, Exceptional, (130)
"Please let your guests know that sombrero beach has a park to pay it cost me $45 as I did not see it where we parked. Your place is a great location. We tried to make sure everything was cleaned up. Pool and beach were great."
Condo with a Private Sandy Beach on Atlantic Ocean & Pool - fully loaded!
💎AQUAMARINE💎<-WALL 2 WALL-> OCEAN-VIEW🌊+DOCK+POOL+SPA+GYM+🎾+DEALS ⭐️⭐️⭐️⭐️⭐️
Aerial view
💎AQUAMARINE💎<-WALL 2 WALL-> OCEAN-VIEW🌊+DOCK+POOL+SPA+GYM+🎾+DEALS ⭐️⭐️⭐️⭐️⭐️
10.0 out of 10, Exceptional, (135)
"What a wonderful place! Absolutely loved it! Clean, wonderful views and owner was extremely friendly and accommodating!"
💎AQUAMARINE💎<-WALL 2 WALL-> OCEAN-VIEW🌊+DOCK+POOL+SPA+GYM+🎾+DEALS ⭐️⭐️⭐️⭐️⭐️
Modern waterfront condo with pool, shared dock, & W/D - snowbird-friendly
Property grounds
Modern waterfront condo with pool, shared dock, & W/D - snowbird-friendly
9.8 out of 10, Exceptional, (6)
"Very nice new and clean"
Modern waterfront condo with pool, shared dock, & W/D - snowbird-friendly
Reel Escape 2: Charming 2nd Floor Condo in Marathon, Dock, Ramp, Shared Pool & Close to Everything!
Beach
Reel Escape 2: Charming 2nd Floor Condo in Marathon, Dock, Ramp, Shared Pool & Close to Everything!
9.6 out of 10, Exceptional, (7)
"Great place for a short or long term stay. Close to every you need."
Reel Escape 2: Charming 2nd Floor Condo in Marathon, Dock, Ramp, Shared Pool & Close to Everything!
Private Tropical Beach-White Sand, Crystal Clear water! Pool WIFI It's Loaded!
Property grounds
Private Tropical Beach-White Sand, Crystal Clear water! Pool WIFI It's Loaded!
9.8 out of 10, Exceptional, (125)
"Great location. Kitchen was stocked well with pans and dishes."
Private Tropical Beach-White Sand, Crystal Clear water! Pool WIFI It's Loaded!
1BR with Den, Living Room, Kitchen: Marina and Beach Access
Pool
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."
The price is $186
$274 total
includes taxes & fees
Jun 9 - Jun 10
1BR with Den, Living Room, Kitchen: Marina and Beach Access
Blue Water Paradise Private Beach and Pool
On the beach, sun loungers
Blue Water Paradise Private Beach and Pool
10.0 out of 10, Exceptional, (11)
"Spring break with two teenagers. Great location to access Key West and Islamorada. We will definitely be back someday soon! Thank you."
Blue Water Paradise Private Beach and Pool
No Stairs-Private Tropical Beach-steps from condo-Hi-Speed WIFI-It's Loaded!
Beach nearby, sun loungers
No Stairs-Private Tropical Beach-steps from condo-Hi-Speed WIFI-It's Loaded!
10.0 out of 10, Exceptional, (63)
"Everything about this condo was great. It is right on a sna"
No Stairs-Private Tropical Beach-steps from condo-Hi-Speed WIFI-It's Loaded!
"Pelican's Perch" - Gulf Front Condo, Fabulous Views, Heated Pool, Dock, Fishing
Property grounds
"Pelican's Perch" - Gulf Front Condo, Fabulous Views, Heated Pool, Dock, Fishing
9.8 out of 10, Exceptional, (62)
"Would stay again. Very clean and fully stocked. King bed was comfortable. Great overall stay."
"Pelican's Perch" - Gulf Front Condo, Fabulous Views, Heated Pool, Dock, Fishing
Seashells Getaway
Pool
Seashells Getaway
10.0 out of 10, Exceptional, (1)
Seashells Getaway
Sea-Esta! 2/2 condo, Beach/Pool, Key Colony Beach!
Beach | Sun loungers, beach towels
Sea-Esta! 2/2 condo, Beach/Pool, Key Colony Beach!
9.6 out of 10, Exceptional, (5)
"This was our 3rd time to stay at Sea Isle. We absolutely love this complex and this recent stay did not disappoint. Kari and her Sea Esta unit exceeded our expectations. She goes over and above to make your stay the best. We will definitely be staying here again!"
Sea-Esta! 2/2 condo, Beach/Pool, Key Colony Beach!
Don't see what you're looking for?
See all available properties in Grassy 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.

Other property types in Grassy Key

Authentic And Charming Little Cottage 60 Ft From The Ocean
Pool
Authentic And Charming Little Cottage 60 Ft From The Ocean
9.8 out of 10, Exceptional, (169)
"Cottage was very clean and comfortable. Host was amazing and very accommodating! Private beach was a plus and relaxing. Love that this was adult only and non smoking property, which includes a gas grill. The location was central and great for day trips in both upper and lower keys. Would definitely book here on my next trip! We are not condo people so this was perfect! Quaint historic Florida style!"
Authentic And Charming Little Cottage 60 Ft From The Ocean
Southern Diversion Estate-see our reduced rates
Property grounds
Southern Diversion Estate-see our reduced rates
10.0 out of 10, Exceptional, (82)
"We were celebrating my wife’s 40th birthday. There were 17 people in our group. Adults and children. Something for everyone to do. We enjoyed relaxing at the property by the pools, fishing from the dock, kayaking and paddle boarding. We went scuba diving with better than most scuba, deep sea fishing on the tail walker. We hired chef Heather for several dinners. It was an amazing trip."
Southern Diversion Estate-see our reduced rates
Oceanfront Sandy Beach Vacation Rental Unit 1
Private beach
Oceanfront Sandy Beach Vacation Rental Unit 1
9.4 out of 10, Exceptional, (100)
"First of all...the very first picture online is not the property. I'm not sure where it is but it is not this property. The property is right on the ocean and is a nice beach but does have lots of grass in the water. The bedroom picture, the picture with pelicans on the dock are also not this property. The owner is not very communicative. There was supposed to be an inspection while we were there and I left him a message about it. No answer from owner, no text or any kind of communication. The...
Oceanfront Sandy Beach Vacation Rental Unit 1
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.

Grassy Key Condo Rentals information

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Frequently asked questions

How much do condos in Grassy Key cost?
Condos in Grassy Key range from to per night. This means extra room for the entire family at a price that doesn’t break the bank. This price was 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.
How many condos are there in Grassy Key?
Grassy Key has condos. To help you find the perfect stay, use our filter tool to search for the amenities or perks you need.
Are there any family-friendly condos in Grassy Key?
If you’re heading to Grassy Key and after a family-friendly condo, make a reservation at Indigo Reef Resort Villas And Marina By Keyscaribbean. This 3.5-star stay comes with a nearby beach and a toaster. Grassy Key has no shortage of family-friendly attractions to explore when the kids are getting restless. Dolphin Research Center and Curry Hammock State Park guarantee a fun day out for travelers young and old.
Why book your condo in Grassy Key with Expedia?
Booking a condo in Grassy Key is as simple as deciding on your travel dates and picking the option suited to your needs. Want something luxurious or low cost, or a stay that also has a pool and free WiFi? Use Expedia’s search filters to narrow your results even further and find the perfect fit.
How can I find cheap condos in Grassy Key?
Expedia can help you narrow down your search for cheap condos in Grassy Key. To book the perfect stay in just a few clicks, use our convenient filter tool to tailor your search results by star rating, amenities and budget.
What is there to do in Grassy Key near my condo?
You’ll find tons of wonderful things to sink your teeth into in Grassy Key. Head for big attractions like Curry Hammock State Park, Coco Plum Beach and Florida Keys Aquarium Encounters. Crane Point Museum and Nature Center, Captain Hooks Marina and Dive Center and San Pablo Catholic Church are also visitor favorites.

Recent reviews of Grassy Key hotels
Expedia verified reviews

Coconut Cay Resort & Marina

Coconut Cay Resort & Marina

5/5 Excellent
"The staff was very friendly and helpful. The photos need to be updated because the photos we were able to find on line don't quite do it justice. "
A verified traveler stayed at Coconut Cay Resort & Marina
Posted 7 hours ago
Coconut Cay Resort & Marina