Search Vacation Homes 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
Front of property
Aqua Lodge Rentals At Coconut Cay
3.5 star property
9.6 out of 10, Exceptional, (103)
"highly recommended, very clean ,pace full and nice place "
The price is HK$1,263
per night
27 May - 28 May
Aqua Lodge Rentals At Coconut Cay
Outdoor pool, a heated pool
"Your own private resort" - Mockingbird Pointe - Waterfront, pool and dockage
10.0 out of 10, Exceptional, (200)
"We've rented the property for many years and really enjoy our visit every time You couldn't ask for a better place to stay in the Keys! We will be back next year."
"Your own private resort" - Mockingbird Pointe - Waterfront, pool and dockage
Beach nearby, beach towels
Sombrero Beach 4bed 2 bath Pool Tiki Bar & 50 ft for Docking & Steps to Beach
10.0 out of 10, Exceptional, (6)
"My family had a wonderful time!"
Sombrero Beach 4bed 2 bath Pool Tiki Bar & 50 ft for Docking & Steps to Beach
Save an average of 15% on thousands of hotels when you're signed in
Property grounds
Amazing 2 beds 2 baths With Private Pool. Lush backyard. Tiki & Outdoor Bar.
10.0 out of 10, Exceptional, (81)
"Very clean, great location, will stay here again"
Amazing 2 beds 2 baths With Private Pool. Lush backyard. Tiki & Outdoor Bar.
Property grounds
welcome to Luna Island in the Florida Keys
10.0 out of 10, Exceptional, (21)
"Very pleased with the location and the accommodations. Our host was quick to respond any time we reached out to her. Loved the pool, great kitchen for cooking and family time. Best of all was just a short walk to the beach."
welcome to Luna Island in the Florida Keys
A heated pool
Keys Elegant House Single Family. Private Pool, Hot Tub, Dock. Summer Specials
9.6 out of 10, Exceptional, (46)
"We stayed for a week in May! The location was great! The house had pretty much everything we needed. The beds were comfy. The pool was awesome! We paid for the heat in the hot tub but didn’t need it! Lots of seating outside. The ceiling fans on the lanai were great! They had so many towels! They do require you wash towels (that aren’t part of everyday use in the bathroom) but that was no big deal with the stackable washer and dryer in the house."
Keys Elegant House Single Family. Private Pool, Hot Tub, Dock. Summer Specials
Exterior
FL Keys - Marathon, FL - 3bd and 4ba - salt water pool - boat dock - sleeps 8
10.0 out of 10, Exceptional, (1)
"We had an amazing time. I have been renting vacation homes for 30 years and this home is one of our favorites. Jerry does a great job communicating with you from the very first message and throughout your stay. He handles any issues immediately. The layout of the home gives everyone privacy and space. The view is fabulous. The pool is incredible. The pool house is fun to hang out in and has a beauful view. The kitchen is well stocked and the ice maker was a fabulous bonus! Fishing poles were fun...
FL Keys - Marathon, FL - 3bd and 4ba - salt water pool - boat dock - sleeps 8
Towels
Waterfront villa with 5 kayaks, covered deck, washer/dryer, & AC
9.8 out of 10, Exceptional, (8)
"Excellent location if you're looking for safe, quiet, very clean complex. Everyone was very nice. Our unit was very nice and the back patio so relaxing. Would definitely recommend!"
Waterfront villa with 5 kayaks, covered deck, washer/dryer, & AC
Outdoor pool, a heated pool
Oceanfront, ground-level home with a pool. Great location for lobster season!
9.8 out of 10, Exceptional, (36)
"Great spot for mini season. Convenient location to the Atlantic and Gulf. House is set up nicely. Hosts are very attentive and responsive. Highly recommend."
Oceanfront, ground-level home with a pool. Great location for lobster season!
Outdoor pool
Waterfront Private Home-7 BR, 6 Full BA, Pool, 80' Dock, Parking, Screened Porch
10.0 out of 10, Exceptional, (43)
"We had a wonderful stay at this home. There were 13 of us who stayed here. The house worked perfect for us. Our favorite room was the screened in porch in the evenings. The kitchen has a lot of counter space for all our daily cooking Plenty of bathrooms to accommodate us all. Location was great for grocery store, things to do and taking the pontoon boat out. Already booked for next year!"
Waterfront Private Home-7 BR, 6 Full BA, Pool, 80' Dock, Parking, Screened Porch
Exterior
Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada
10.0 out of 10, Exceptional, (8)
"Beautiful, spotlessly clean, comfortable, well appointed, great pool! A lovely little cottage that had everything we needed! Perfect stay!"
Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada
Beach
Tiny Villa Big Ocean Views| Breathtaking Sunsets
10.0 out of 10, Exceptional, (10)
"Exceptional stay from start to finish. Great communication, location is ideal, gorgeous sunset views and the unit is clean, spacious and comfortable."
The price is HK$2,410
per night
21 Jun - 22 Jun
Tiny Villa Big Ocean Views| Breathtaking Sunsets
Property grounds
VR13 Salt-Water-Revival -North | 3 Bed, 2 Bath
9.8 out of 10, Exceptional, (17)
"Fun trip"
VR13 Salt-Water-Revival -North | 3 Bed, 2 Bath
Aerial view
Resort-style house on the ocean with Cabana Club membership, dock, & kayaks
10.0 out of 10, Exceptional, (2)
"Walking in, everything was staged perfectly and exactly what we were hoping"
Resort-style house on the ocean with Cabana Club membership, dock, & kayaks
Property grounds
Oceanfront-Atlantic side 3 bed/2bath home w/private pool, 60' Dock
10.0 out of 10, Exceptional, (15)
"Great location. House was clean and comfortable. Enjoyed the pool and ocean views. Shannon was very responsive and helpful. We would stay here on a future visit to Marathon"
Oceanfront-Atlantic side 3 bed/2bath home w/private pool, 60' Dock
Property grounds
P43 - Updated 3 bedroom 3 bath home with Pool in the Sombrero Beach Area
9.8 out of 10, Exceptional, (36)
"Great property! Well stocked with everything we could possibly need. Really enjoyed screened porch, patio & pool. Well done. Perfect spot for freinds to spend a week 'finishing the bucket list' before departure."
P43 - Updated 3 bedroom 3 bath home with Pool in the Sombrero Beach Area
Property grounds
Yellowtail Island Retreat, pool, dockage and covered patio
10.0 out of 10, Exceptional, (43)
"This place was awesome. The photos do not do it justice. Great location and Michelle is super easy to communicate with. I would highly recommend this place and we’ll be booking again."
Yellowtail Island Retreat, pool, dockage and covered patio
Outdoor pool, a heated pool
Boot Key Harbour Deep Water Canal Home, Walk to Tiki Bars, Restaurants and More!
10.0 out of 10, Exceptional, (60)
"We would recommend this property to everyone. Was clean, beautiful. Great location. Close to everything. Property was perfect never had to leave if you wouldn't want to. Had everything. Can't say enough good to things. You will not be disappointed."
Boot Key Harbour Deep Water Canal Home, Walk to Tiki Bars, Restaurants and More!
Property grounds
Best Deals in Duck Key . 2 Bedroom /2 Bath w/40' 'Dock, Trailer Storage Incl,
10.0 out of 10, Exceptional, (148)
"Great time!"
Best Deals in Duck Key . 2 Bedroom /2 Bath w/40' 'Dock, Trailer Storage Incl,
A heated pool
All Aboard! Upgraded Oceanfront 2-Bed/2-Bath Condo with Sweeping Water Views and
10.0 out of 10, Exceptional, (4)
"Everything about the condo and complex are lovely. My visit was the week after spring break ended and there were times when it felt as though we were the only ones in the building. I will say if you are going there to swim in the ocean, that is the only drawback to the property. The water was beautiful to look at but not to swim. However, after going to public beaches on Marathon and Key West, it seems that might just be par for the course."
All Aboard! Upgraded Oceanfront 2-Bed/2-Bath Condo with Sweeping Water Views and
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

Pool
Authentic And Charming Little Cottage 60 Ft From The Ocean
9.8 out of 10, Exceptional, (168)
"Perfect stay, very peaceful !"
Authentic And Charming Little Cottage 60 Ft From The Ocean
A heated pool
Gorgeous Getaway with a Lush Yard, Private Pool, & Free WiFi
9.8 out of 10, Exceptional, (17)
"We had a wonder time. The house was spotless in a very nice quite location loved the iguana greeting us at the door over all very pleasant and will be booking again for next year if not sooner"
Gorgeous Getaway with a Lush Yard, Private Pool, & Free WiFi
Private beach
Oceanfront Sandy Beach Vacation Rental Unit 1
9.6 out of 10, Exceptional, (98)
"Was absolutely breath taking. Was a beautiful place to stay and was so homey. Highly recommended and hope to stay there again"
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 Vacation Homes information

Number of reviews
853
Accommodation
989 Vacation Homes
Lowest Price
HK$1,263
Highest Price
HK$2,410

Recent Hotel Reviews in Grassy Key
Expedia verified reviews