Search and Rent Grassy Key Condos

Compare 144 Condo Rentals in Grassy Key with updated reviews, rates, and availability.

Balcony
Water Front Condo in Duck Key. FREE WIFI/CABLE. Over looking Gulf of Mexico.
9.8 out of 10, Exceptional, (8)
"We loved our stay at your Hawk’s Cay condo! It’s very roomy, clean, and comfortable. Appreciated the information binder. The view of the marina is excellent."
Water Front Condo in Duck Key. FREE WIFI/CABLE. Over looking Gulf of Mexico.
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
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!
Save an average of 15% on thousands of hotels when you're signed in
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
On the beach, sun loungers, beach towels
BEACHFRONT CONDO on Coco Plum Beach with Heated Pool
10.0 out of 10, Exceptional, (40)
"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
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!
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
Aerial view
Oceanfront condo with amazing view, pool, tennis, private balcony, & W/D
Oceanfront condo with amazing view, pool, tennis, private balcony, & W/D
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!!!
Pool
Canal-front condo with amazing views & convenient location
8.4 out of 10, Very Good, (35)
"Everything we needed"
Canal-front condo with amazing views & convenient location
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!
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!
Outdoor pool, a heated pool
Outstanding Oceanfront Condo On The Beach With A Pool!!
10.0 out of 10, Exceptional, (73)
"WOW, just WOW!! What an AMAZING trip we enjoyed in the Florida Keys!! My husband and I took this trip with another couple (our good friends) to celebrate our “15th” wedding anniversary. Our trip was FABULOUS!! Our trip began with an AMAZING waterfront condo with water views as far as you could see!! Our VRBO host even had a heart shaped swan created with two towels on our bed when we arrived!! How thoughtful!! We loved it!! THANK YOU Todd!! The condo was super clean!! It had EVERYTHING we could...
Outstanding Oceanfront Condo On The Beach With A Pool!!
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!
A heated pool
DIRECTLY ON THE OCEAN - BEACHFRONT
9.4 out of 10, Exceptional, (30)
"The views were beautiful. The condo was nice and had basic necessities to get you started."
DIRECTLY ON THE OCEAN - BEACHFRONT
View from property
Changes in Latitude
10.0 out of 10, Exceptional, (11)
"Perfect spot, beautiful place and grounds. Lots of great restaurants near by. Loved our stay!"
Changes in Latitude
Property grounds
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.
Property grounds
Tropical Paradise in Marathon Key-minutes from Sombrero beach!
9.0 out of 10, Wonderful, (11)
"We enjoyed our stay in Marathon. We were very comfortable in these accommodations which are well appointed with a lovely beachy theme. The kitched is a bit small but doable for two. Otherwise, the amenities of its location is great!"
Tropical Paradise in Marathon Key-minutes from Sombrero beach!
Aerial view
Top-floor, waterfront condo with canal views, pool, gym, on-site restaurant
8.8 out of 10, Excellent, (5)
"Our balcony overlooked the pool bar that had live entertainment each evening. Very enjoyable."
Top-floor, waterfront condo with canal views, pool, gym, on-site restaurant
TV
Exceptional condo with water views, balcony & central AC
8.6 out of 10, Excellent, (29)
"Beautiful condo with lovely amenities. Great location to all things involved with our family wedding. Enjoyed our walks through the pretty property. We had a fabulous stay!"
Exceptional condo with water views, balcony & central AC
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

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
Private beach
Oceanfront Sandy Beach Vacation Rental Unit 1
9.6 out of 10, Exceptional, (99)
"location is great. close enough to marathon for easy access to activities and restaurants, but far enough away to avoid heavy traffic and crowds. clean property. excellent communication with owner when needed. nice private beach on which to sit and relax or read or just bird watch. have already booked same property for christmas this year."
Oceanfront Sandy Beach Vacation Rental Unit 1
A heated pool
4 Keys To Paradise | 5 Bed, 3.5 Bath
9.6 out of 10, Exceptional, (23)
"Fantastic location, beautiful view . Like a dream."
4 Keys To Paradise | 5 Bed, 3.5 Bath
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

Number of reviews
819
Accommodation
144 Condo Rentals
Lowest Price
Highest Price

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 144 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 亿客行 verified reviews