Search Apartment Rentals in Grassy Key

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Browse Select Grassy Key Apartments

Ocean front with private beach and pool
9.8 out of 10, Exceptional, (41)
"We had an excellent stay at Coco Plum Beach! The condo was lovely. It was just as described and had everything we needed. We appreciated the fact that the condo complex was not overly large. We had a relaxing stay and look forward to staying here again sometime. "
Ocean front with private beach and pool
Fully furnished studio, 50 yards from ocean, shared pool, fishing-jetty
9.8 out of 10, Exceptional, (56)
"It's a great location right on the water. The property was very clean and had everything I needed."
Fully furnished studio, 50 yards from ocean, shared pool, fishing-jetty
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
Beachside Unit 14 - Key Colony
9.6 out of 10, Exceptional, (16)
"We enjoyed our week. The location was great and it had everything we needed."
Beachside Unit 14 - Key Colony
Brand New '23 Canal Home - 3BR/3BA, Sleeps 8, with Pool, 50' Dock, & Cabana Club
9.8 out of 10, Exceptional, (8)
"We had a wonderful time in the beautiful, modern, sparkling clean, roomy Vrbo site. The property was even better than pictures and the pool was a perfect way to unwind and relax. We saw manatee, pelicans, and loads of fish. We fished from the Canal itself and had a great time. The Cabana Club had a great beach, pool, restaurant and amenities. Questions were answered within an hour and the owner was a pleasure to deal with. Overall the perfect little getaway in Key Colony."
Brand New '23 Canal Home - 3BR/3BA, Sleeps 8, with Pool, 50' Dock, & Cabana Club
Beachside Unit 32 - Key Colony
9.2 out of 10, Wonderful, (10)
"Beautiful, everything you could possibly need."
Beachside Unit 32 - Key Colony
Beachside Unit 19 - Key Colony
9.4 out of 10, Exceptional, (10)
"Key Colony is lovely spot in marathon that makes you feel away from everything but still close to stores and restaurants. The unit is one of the best locations on the property with a beautiful water view from the balcony and close proximity to the beach and grills. A little dated but clean and comfy with all the basics provided for a fabulous family vacation. Highly recommend!"
Beachside Unit 19 - Key Colony
Boot Key Harbor Retreat Penthouse - Marathon, FL
9.8 out of 10, Exceptional, (6)
"Was a quiet and beautiful spot. Enjoyed my stay a lot."
Boot Key Harbor Retreat Penthouse - Marathon, FL
Its 5 o'clock somewhere!
The price is CA $559
CA $1,063 total
includes taxes & fees
Dec 4 - Dec 5
Its 5 o'clock somewhere!
Luxurious PH 5BR 3.5BA Gym/ Pool & Jacuzzi/ Sauna
Luxurious PH 5BR 3.5BA Gym/ Pool & Jacuzzi/ Sauna
Penthouse Paradise Developer Unit with Every Upgrade Possible
10.0 out of 10, Exceptional, (8)
"We enjoyed the well appointed rooms, outdoor deck & the unexpected outdoor loft looking out to the ocean. We also appreciated the additional amenities of paper towels, laundry detergent, dish & hand soap, toilet paper, trash bags, etc. which are not always provided at rentals. The covered parking, elevator & pool were nice features."
Penthouse Paradise Developer Unit with Every Upgrade Possible
Oceanfront Sandy Beach Vacation Rental Unit 2
9.6 out of 10, Exceptional, (125)
"What a beauty property in the middle of the Florida Keys. The host was prompt and very easy to work with. We are already planning our next trip!! Highly recommend. "
Oceanfront Sandy Beach Vacation Rental Unit 2
Waterfront & snowbird-friendly studio with dock & quick open water access
7.8 out of 10, Good, (7)
"Fishing was great. Nice location"
Waterfront & snowbird-friendly studio with dock & quick open water access
Spectacular Open-Water Sunset Views w/Boat Slip & Trailer Parking. Pet Friendly!
10.0 out of 10, Exceptional, (50)
"We stayed here 4 nights end of May. The owners were friendly and helpful with a bait shop on site. This is a perfect place for a guy's or family fishing trip. The on-site boat ramp easily fits our 32' boat. We will stay here again in the future."
Spectacular Open-Water Sunset Views w/Boat Slip & Trailer Parking. Pet Friendly!
Brand New Oceanfront Townhouse complex in the Heart of Marathon!
Brand New Oceanfront Townhouse complex in the Heart of Marathon!
Fully furnished studio, 50 yards from ocean, shared pool, fishing-jetty
9.8 out of 10, Exceptional, (38)
"This was our 2nd time for visiting the Keys and this trip was more about fishing charters. The rental was convenient to local marinas and was nice having the jetty close to property. We did not vist the pool area. My only negative was the unit was outdated. I think the furniture and decor could be updated. But the price was good and im sure that factors in. Overall we had a good visit. Thank you"
Fully furnished studio, 50 yards from ocean, shared pool, fishing-jetty
1 Island Hideaway in the Keys
3.5 star property
9.0 out of 10, Wonderful, (9)
"Not what we expected. Hoped to be closer to water. Could have used a map to the area. TV options were strange. No live network or sports networks? Most channels were internet channels. Could not figure out how to change volume on the Samsung remote available. Directions would have been helpful."
1 Island Hideaway in the Keys
Fully furnished studio, 50 yards from ocean, shared pool, fishing-jetty
9.8 out of 10, Exceptional, (56)
"Efficiency unit. Small, clean and homey. Hosts are very responsive. There was a binder with recommendations for things to do and restaurants which was very helpful and appreciated. The jetty is great for views and/or fishing. Marathon is great base location to explore the keys. First time in the Keys. Loved it and would rent again. "
Fully furnished studio, 50 yards from ocean, shared pool, fishing-jetty
Boot Key Harbor Waterfront - Marathon, FL
10.0 out of 10, Exceptional, (1)
"Our stay was wonderful. Location is perfect! Walking distance to local bar and grill with live music. Very short drive to beach and groceries. Overlooking the water and neighbors were all quiet. Laundry on site is a bonus we didn’t expect. Great communication."
Boot Key Harbor Waterfront - Marathon, FL
Coral Lagoon Resort Villas & Marina by KeysCaribbean
3.5 star property
8.8 out of 10, Excellent, (60)
"We loved our stay at this villa! The view of the canal was great! The location was perfect for us. One of my favorite memories will always be coffee on the porch in the morning with family. We saw manatees almost every day in the canal. The pool was perfect! I have no complaints except you are only given 2 garbage bags for your entire stay and not enough toilet paper for a larger group. The coffee maker was broken when we arrived but a quick call to the property manager and a new one was...
Coral Lagoon Resort Villas & Marina by KeysCaribbean
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.
Don't see what you're looking for?
See all available properties in Grassy Key
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Grassy Key

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
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
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.