Search Villas 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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
18 Rab. II - 20 Rab. II
In two weeks
25 Rab. II - 27 Rab. II
In one month
9 Jum. I - 11 Jum. I
In two months
6 Jum. II - 8 Jum. II

Compare 86 Villas in Grassy Key with updated reviews, rates, and availability.

Waterfront Beauty 8-guests, Dock, Kayaks and more
Pool

Waterfront Beauty 8-guests, Dock, Kayaks and more

10.0 out of 10, Exceptional, (7)
"Wow! We enjoyed this beautiful home and had everything we could possibly need. The house has more than you need and it is clean and the beds are very comfortable. All the furniture was comfortable and the outdoors are amazing. I can’t describe just how special this home feels. I would highly recommend."
Waterfront Beauty 8-guests, Dock, Kayaks and more
Villa 5027 on Duck Key BOAT SLIP available
TV

Villa 5027 on Duck Key BOAT SLIP available

9.6 out of 10, Exceptional, (48)
"Very clean. "
The price is SAR 1,010
SAR 2,338 total
includes taxes & fees
12 May - 13 May
Villa 5027 on Duck Key BOAT SLIP available
Duck Key waterfront villa with private pool, kayak, SUP, washer/dryer & AC
A heated pool

Duck Key waterfront villa with private pool, kayak, SUP, washer/dryer & AC

8.8 out of 10, Excellent, (226)
"everything was great and the unit was beautiful. I would recommend this home to anyone that wants a friendly, clean and comfortable place to vacation."
Duck Key waterfront villa with private pool, kayak, SUP, washer/dryer & AC
DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage
A heated pool

DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage

9.8 out of 10, Exceptional, (149)
"Magnífica propiedad muy amable los dueños "
DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage
✦Unwind on your Oceanedge villa on Seapalm island✦
Outdoor pool, a heated pool

✦Unwind on your Oceanedge villa on Seapalm island✦

9.8 out of 10, Exceptional, (31)
"Great house. Nice amenities- peaceful and secluded. However no beach access from house. Nearest beach is Sombrero beach which is very nice."
✦Unwind on your Oceanedge villa on Seapalm island✦
131 FIVE STAR REVIEWS!! NEW LOWER PRICES FOR SUMMER ~ELEVATOR BABY~BOAT SLIP!
Terrace/patio

131 FIVE STAR REVIEWS!! NEW LOWER PRICES FOR SUMMER ~ELEVATOR BABY~BOAT SLIP!

10.0 out of 10, Exceptional, (131)
"Great pool area, rooftop and balconies to relax and let time slow down. Great spot for seafood and fishing. Host Matt was a great communicator and we had everything we needed. Only hour and half from Key West which we visited twice. Weather was exceptional. Only issue was lots of traffic which was expected. Just had to plan ahead. "
131 FIVE STAR REVIEWS!! NEW LOWER PRICES FOR SUMMER ~ELEVATOR BABY~BOAT SLIP!
Villages at Hawks Cay Villa with Spa
Fridge, microwave, oven, stovetop

Villages at Hawks Cay Villa with Spa

10.0 out of 10, Exceptional, (208)
"First time we have been able to return to a property and we were glad we could stay again.This is a clean, well appointed property in the mid Key area. It has two bedrooms and 2.5 bathrooms. The downstairs half bath was appreciated. It's in a nice area with views of the canal. It has a jacuzzi in the backyard.Grocery store and most of the restaurants we went to were in Marathon.All 4 of us , were very happy to return and would love to stay again."
Villages at Hawks Cay Villa with Spa
DUPLEX IN DUCK KEY, 2 Bedroom /2 Bath w/40' Dock, Trailer Storage Incl.
Outdoor spa tub

DUPLEX IN DUCK KEY, 2 Bedroom /2 Bath w/40' Dock, Trailer Storage Incl.

10.0 out of 10, Exceptional, (158)
"The condo was very clean and comfortable. The outside tiki sitting area was the bomb. "
DUPLEX IN DUCK KEY, 2 Bedroom /2 Bath w/40' Dock, Trailer Storage Incl.
Villa IKI -Private Dock & Pool - Oceanfront 8 guests
Pool

Villa IKI -Private Dock & Pool - Oceanfront 8 guests

2.0 star property
10.0 out of 10, Exceptional, (1)
"Best house ever. Very friendly host and ready to please with any requests. The beds were top quality. The house is perfect for families, the kitchen is great to cook, they have games, fishing poles and is very clean. We have never seen such beautiful sunsets. Easy to get to from anywhere in the country. Marathon is a unique destination, great food, quaint and you don’t get tired of coming back every year. WE RECOMMEND THIS HOUSE."
Villa IKI -Private Dock & Pool - Oceanfront 8 guests
Key Lime Cottage: A Stunning Duck Key Retreat with Private Dip Pool and Scenic Water Views!
Fridge, microwave, dishwasher, coffee/tea maker

Key Lime Cottage: A Stunning Duck Key Retreat with Private Dip Pool and Scenic Water Views!

9.8 out of 10, Exceptional, (59)
"Beautiful resort and property. Friendly people nearby. A great way to kick back get warm and relax. "
Key Lime Cottage: A Stunning Duck Key Retreat with Private Dip Pool and Scenic Water Views!
DUPLEX IN DUCK KEY 3/2 W/90' Private Dock, Trailer Storage included
Pool

DUPLEX IN DUCK KEY 3/2 W/90' Private Dock, Trailer Storage included

10.0 out of 10, Exceptional, (187)
"We had a great time exploring the keys"
DUPLEX IN DUCK KEY 3/2 W/90' Private Dock, Trailer Storage included
Villa 5034 on Duck Key Boat Slip available
Exterior

Villa 5034 on Duck Key Boat Slip available

10.0 out of 10, Exceptional, (3)
"Our stay at a villa in Duck Key was great. It was clean & well stocked with all the essentials. Frank was very responsive & helpful. "
The price is SAR 1,085
SAR 2,441 total
includes taxes & fees
12 May - 13 May
Villa 5034 on Duck Key Boat Slip available
Stunning Waterfront Two-Story Villa in Duck Key!
Exterior

Stunning Waterfront Two-Story Villa in Duck Key!

2.0 star property
10.0 out of 10, Exceptional, (3)
"As listed, great views, and property is well kept. "
Stunning Waterfront Two-Story Villa in Duck Key!
Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - Boat Slip Avail
A heated pool

Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - Boat Slip Avail

10.0 out of 10, Exceptional, (203)
"Beautiful property! Very clean. Great location"
Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - Boat Slip Avail
203 Sombrero- 4 Bedroom/3 Bath Attached Villa w/ Private Boat Dock
Fridge, microwave, oven, stovetop

203 Sombrero- 4 Bedroom/3 Bath Attached Villa w/ Private Boat Dock

8.8 out of 10, Excellent, (103)
"Great place to stay would definitely go again we had such a good time. "
203 Sombrero- 4 Bedroom/3 Bath Attached Villa w/ Private Boat Dock
Waterfront Duck Key Villa
Exterior

Waterfront Duck Key Villa

9.4 out of 10, Exceptional, (58)
"Our group of 8 really enjoyed this property. We found it very clean and the back porch on the water was loved by all!!!"
The price is SAR 1,971
SAR 3,928 total
includes taxes & fees
13 Apr - 14 Apr
Waterfront Duck Key Villa
Waterfront retreat with balcony views, kayak, SUP, central AC & washer/dryer
Exterior

Waterfront retreat with balcony views, kayak, SUP, central AC & washer/dryer

8.6 out of 10, Excellent, (47)
"Was clean and comfortable. Only mirrors are in the bathroom with very little vanity space. They answered every call. Blinds moved very hard or didn’t. Very enjoyable stay. Loved sitting on the deck."
Waterfront retreat with balcony views, kayak, SUP, central AC & washer/dryer
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun
Exterior

Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun

10.0 out of 10, Exceptional, (13)
"This condo was perfect in so many ways. The location is beautiful, quiet and so relaxing. After a bit of a travel challenge for our arrival it was so nice to wake up in the mornign and have what we needed to start the day - coffee and tea!Alec and Lucy were such wonderful hosts. The communication was flawless throughout and they checked in to make sure everything was working for us. If there was a 6 star rating I would have gone with that!"
The price is SAR 1,710
SAR 3,226 total
includes taxes & fees
16 Apr - 17 Apr
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun
Villa 5086 on Duck Key
Exterior

Villa 5086 on Duck Key

8.6 out of 10, Excellent, (23)
"Fairly small unit with close units . Almost like eating dinner with strangers "
The price is SAR 1,010
SAR 2,338 total
includes taxes & fees
12 May - 13 May
Villa 5086 on Duck Key
DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage INCL
A heated pool

DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage INCL

9.8 out of 10, Exceptional, (158)
"Place and location was accurate to listing. Very nice area and very quiet. "
DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage INCL
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
Sign in
Sign up, it's free

Other property types in Grassy Key

🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets
Outdoor pool, a heated pool

🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets

9.2 out of 10, Wonderful, (40)
"Most an amazing place, with an amazing view. Frank was great to work with if had any questions or needs. We have been coming down to Marathon for 10 years and had one place we rented be sold, this was our first year at this location. So private, pool was amazing, kitchen had everything you need, all bedrooms had own bathroom, screen porch had unreal views. We will definitely be back next year and hopefully many years in the future. A little piece of heaven on earth."
🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets
Sunsets in Paradise~ Gulf Front Pool Home, 22' Dock, Kayaks, Bikes & Paddleboards
A heated pool

Sunsets in Paradise~ Gulf Front Pool Home, 22' Dock, Kayaks, Bikes & Paddleboards

9.0 out of 10, Wonderful, (24)
"Great property with great views."
Sunsets in Paradise~ Gulf Front Pool Home, 22' Dock, Kayaks, Bikes & Paddleboards
Breeze On Inn: A Waterfront Retreat with 2 Bedrooms 2 bathrooms and Dockage
Terrace/patio

Breeze On Inn: A Waterfront Retreat with 2 Bedrooms 2 bathrooms and Dockage

8.6 out of 10, Excellent, (9)
"Overall a great property but needs a few updates. Would still recommend and return."
Breeze On Inn: A Waterfront Retreat with 2 Bedrooms 2 bathrooms and Dockage
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 villas in Grassy Key cost?
Prices for villas in Grassy Key range between SAR 1,010 and SAR 1,971 per night. Whatever your budget, you’ll find a place that fits your needs on Expedia. 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.
How many villas are there in Grassy Key?
Pack your suitcase and pick from 86 villas in Grassy Key. For a family escape, a getaway with pals or anything in between, Expedia can help you find the perfect space in a few simple clicks.
Why book your villa in Grassy Key with Expedia?
With Expedia, it’s easy to find your ideal villa in Grassy Key. Traveling with the family? Use our helpful filters to look for stays with perks like a pool. If you’re on a budget, decide on how much you’d like to spend and the star rating of the property. We’ll help you find the perfect place that suits your taste and style.
How can I find cheap villas in Grassy Key?
With Expedia’s user-friendly filter tool, reserving cheap villas in Grassy Key is a breeze. To find options that’ll make your wallet smile, tailor your search results by budget, amenities and star rating.