Holiday Homes in Grassy Key

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Our top choices for Grassy Key holiday homes

Private Beach / Private overwater dock / Heated Pool / Mahi Key

Private Beach / Private overwater dock / Heated Pool / Mahi Key
Matecumbe
10.0 out of 10, Exceptional, (2 reviews)
"This property and the entire community was amazing. This was a fantastic vacation. One of the best we have had in years!"
United States
Gmac W.
The price is €2,915
includes taxes & fees
12 Apr - 13 Apr
Private Beach / Private overwater dock / Heated Pool / Mahi Key

Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.6 out of 10, Exceptional, (50 reviews)
"Clean property! Great views! Great communication with owner! Perfect location- close to marathon and key west! "
United States
candi b.
The price is €569
includes taxes & fees
13 Apr - 14 Apr
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

Oceanfront Tiny Villa in the Heart of the FL Keys

Oceanfront Tiny Villa in the Heart of the FL Keys
Marathon
10.0 out of 10, Exceptional, (14 reviews)
"Very comfortable house and had everything we needed for our short stay. Would recommend! "
United States
Cheryl N.
Oceanfront Tiny Villa in the Heart of the FL Keys

Tiny Villa, Big Ocean Views| Breathtaking Sunsets

Tiny Villa, Big Ocean Views| Breathtaking Sunsets
Duck Key
10.0 out of 10, Exceptional, (16 reviews)
"Nice place, clean, relaxing, and well maintained, with great communication from the host. It was a wonderful and relaxing getaway with our family. They offer a military discount, which we truly appreciated. We all enjoyed our stay. We will definitely be back for a longer stay."
United States
Mario S.
The price is €507
includes taxes & fees
8 Apr - 9 Apr
Tiny Villa, Big Ocean Views| Breathtaking Sunsets

Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA
Duck Key
9.4 out of 10, Exceptional, (34 reviews)
"Perfect for our get away"
United States
Kelly H.
The price is €569
includes taxes & fees
13 Apr - 14 Apr
Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
8.8 out of 10, Excellent, (13 reviews)
"Unit was very clean and had everything we needed"
United States
Vanessa L.
Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA

Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!

Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!
Marathon
10.0 out of 10, Exceptional, (161 reviews)
"Awesome place on the canal. Great view, clean, and just about everything we needed was there. Other than needing a water hose down by the dock for washing the boat at the end of the day. Overall, couldn’t be happier with this place. Definitely would stay here again. "
United States
JD F.
Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!

Lovely Water View! 3 Bed, 3 BA Townhome, Cabana Club: Oceanfront Beach, Pool!

Lovely Water View! 3 Bed, 3 BA Townhome, Cabana Club: Oceanfront Beach, Pool!
Marathon
8.8 out of 10, Excellent, (3 reviews)
"Easy booking process and host was gracious and welcoming, available through duration of our stay.Unit: location was good, unit was clean when we arrived, easy to access with front door code, reasonably stocked bathrooms with necessities. Layout is exactly what we expected and gave our family of four plenty of space to spread out, probably more space than we needed but we had larger party at time of booking and several backed out semi-last minute. Living room furniture was tired and worn, patio...
United States
Stephanie B.
Lovely Water View! 3 Bed, 3 BA Townhome, Cabana Club: Oceanfront Beach, Pool!

Charming 3-bedroom house featuring a heated private pool.

Charming 3-bedroom house featuring a heated private pool.
Duck Key
10.0 out of 10, Exceptional, (16 reviews)
"This villa exceeded our expectations. All the bedrooms have king size beds and there is a 3/4 bath on the first floor which was unexpected and perfect as all the couples had there own bathroom. Melissa was very fast to respond to some issues (smoke alarm in one of the bedrooms needed batteries) and maintenance was there within the hour. The pool was heated and very private. I would highly recommend this place to stay. "
United States
Melissa B.
The price is €843
includes taxes & fees
4 May - 5 May
Charming 3-bedroom house featuring a heated private pool.

Blue Waters Stay - 2BR 3BA Coastal Villa

Blue Waters Stay - 2BR 3BA Coastal Villa
Duck Key
9.0 out of 10, Wonderful, (2 reviews)
"This was an excellent location, beautiful 2 level condo , in a quiet location with easy access to many of the adventures on the keys. I recommend this rental highly. The owner was responsive before and through our stay. A 10 out of 10! "
United States
Steven N.
Blue Waters Stay - 2BR 3BA Coastal Villa

Waterfront villa Family Friendly 2 bedroom

Waterfront villa Family Friendly 2 bedroom
Duck Key
8.6 out of 10, Excellent, (14 reviews)
"We were very pleased with our stay. "
United States
Jeffrey S
Waterfront villa Family Friendly 2 bedroom

4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon request

4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon request
Duck Key
9.6 out of 10, Exceptional, (8 reviews)
"House was awesome, great shape, comfortable beds, clean. Great location, it was central to all the keys. Would definitely stay again "
United States
gabe h.
4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon request

Villa 7205 on Duck Key - 3 BR & 3 BA - Boat Slip available

Villa 7205 on Duck Key - 3 BR & 3 BA - Boat Slip available
Duck Key
Villa 7205 on Duck Key - 3 BR & 3 BA - Boat Slip available

Heated Pool, Views, Vaca Cut , Gulf & Atlantic Access. Availability Nov + Dec

Heated Pool, Views, Vaca Cut , Gulf & Atlantic Access. Availability Nov + Dec
Coral Lagoon
10.0 out of 10, Exceptional, (274 reviews)
"Excellent stay for a family."
United States
Sandra P.
The price is €772
includes taxes & fees
5 Apr - 6 Apr
Heated Pool, Views, Vaca Cut , Gulf & Atlantic Access. Availability Nov + Dec
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.
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Top Grassy Key Hotel Reviews

Find out more about Grassy Key

Grassy Key Holiday Homes information

Number of reviews
607
Accommodation
1294 Holiday Homes
Lowest Price
€507
Highest Price
€2,915

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