Grassy Key Holiday Rentals

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Check prices for these dates

Tonight
22 Jan - 23 Jan
Tomorrow
23 Jan - 24 Jan
This weekend
24 Jan - 26 Jan
Next weekend
31 Jan - 2 Feb

Holiday Rentals in Grassy Key

Oceanfront Sandy Beach Vacation Rental Unit 1
Private beach

Oceanfront Sandy Beach Vacation Rental Unit 1

9.4 out of 10, Exceptional, (107)
"Very comfortable & great location! The apartment has beautiful views & has its own beach. We enjoyed our stay & would stay there again. "
Oceanfront Sandy Beach Vacation Rental Unit 1
Casa De La Playa Oceanfront the Key to the Beach and 2 kayaks included
Outdoor dining

Casa De La Playa Oceanfront the Key to the Beach and 2 kayaks included

9.0 out of 10, Wonderful, (13)
"This is the first vacation for our three blended families. The house was just as the pictures indicated. We were able to kayak from the beach. The house was well stocked and cool when we arrived.we had a wonderful week. It is a great place to stay."
Casa De La Playa Oceanfront the Key to the Beach and 2 kayaks included
4 Keys To Paradise | 5 Bed, 3.5 Bath
Property grounds

4 Keys To Paradise | 5 Bed, 3.5 Bath

9.6 out of 10, Exceptional, (28)
"Very nice had a few issues with the hot tub, awesome views "
4 Keys To Paradise | 5 Bed, 3.5 Bath
Beachfront 8-bedroom villa
A heated pool

Beachfront 8-bedroom villa

9.8 out of 10, Exceptional, (89)
"We had a wonderful stay.Property location is excellent.The property manager was very attentive.The views are exceptional and the dock worked perfectly for the boat we rented.Only issue was main room floor was a little “sticky”. I should have called property manager and he would have sent the cleaning crew out . I instead bought a mop and cleaned it myself. Other than that , the house scored a perfect 10.No regrets at all from our large family "
Beachfront 8-bedroom villa
Yacht Haven Marina
42-inch Smart TV with digital channels, Netflix, Hulu

Yacht Haven Marina

3.5 star property
9.8 out of 10, Exceptional, (106)
"What a delightful place!"
The price is HK$1,939
HK$3,154 total
includes taxes & fees
24 Jan - 25 Jan
Yacht Haven Marina
Skipjack Resort & Marina
Outdoor pool, pool loungers

Skipjack Resort & Marina

3.0 star property
8.6 out of 10, Excellent, (1145)
"We love staying at this property because it’s just like an apartment with all the comforts of home."
The price is HK$2,017
HK$2,549 total
includes taxes & fees
26 Jan - 27 Jan
Skipjack Resort & Marina
Aqua Lodge Rentals At Coconut Cay
Front of property

Aqua Lodge Rentals At Coconut Cay

3.5 star property
9.6 out of 10, Exceptional, (131)
"The aqua lodge was a nice change to the typical accommodations. The only complaint was the air traffic, although i would stay again"
The price is HK$1,549
HK$2,891 total
includes taxes & fees
29 Jan - 30 Jan
Aqua Lodge Rentals At Coconut Cay
Knight's Key Suites
Outdoor pool, pool loungers

Knight's Key Suites

3.0 star property
9.0 out of 10, Wonderful, (1078)
"Absolutely Perfect stay"
The price is HK$1,316
HK$1,648 total
includes taxes & fees
24 Jan - 25 Jan
Knight's Key Suites
Tropical Cottages
Exterior

Tropical Cottages

3.0 star property
8.4 out of 10, Very good, (770)
"Stayed at Tropical Cottages during a bicycle trip with my husband - it was clean, comfortable, and we had all we needed. We accessed the cottage via an app - a link was emailed to us before we arrived. This property has a taco truck and a bar, and when we showed up it was nice to arrive in this upbeat atmosphere! Property is just off of the highway, tucked back on a quiet side street. Hot shower, comfortable bed. I wanted to borrow a hair dryer and though there wasn't one in the room, I called...
The price is HK$1,160
HK$1,305 total
includes taxes & fees
27 Jan - 28 Jan
Tropical Cottages
Cabins at Bonefish Bay
Living area

Cabins at Bonefish Bay

3.0 star property
10.0 out of 10, Exceptional, (28)
"Property is well-maintained "
Cabins at Bonefish Bay
Manatee Bay: Escape to this 2BR Duck Key Villa, Private Patio, Dip Pool & Easy Access to Marathon
Pool

Manatee Bay: Escape to this 2BR Duck Key Villa, Private Patio, Dip Pool & Easy Access to Marathon

9.8 out of 10, Exceptional, (22)
"Our family had an amazing trip to the Keys. We were able to drive to several different Islands in a short amount of time. Great restaurants around as well!"
Manatee Bay: Escape to this 2BR Duck Key Villa, Private Patio, Dip Pool & Easy Access to Marathon
One of the Best Private Beaches in US! Great Location fun activities-Fast Wifi!
Private beach, sun-loungers, beach towels

One of the Best Private Beaches in US! Great Location fun activities-Fast Wifi!

10.0 out of 10, Exceptional, (190)
"My husband and I spent the week at this wonderful VRBO in Marathon. It was a great location and easy to take fay trips to the other Keys. Great communication from Michael. Thanks to his help we were able to watch the Key Colony Holiday Boat Parade in the neighborhood"
One of the Best Private Beaches in US! Great Location fun activities-Fast Wifi!
Tropical Retreat at Coral Lagoon ~ Waterfront Luxury Villa w/ Pool!
A heated pool

Tropical Retreat at Coral Lagoon ~ Waterfront Luxury Villa w/ Pool!

9.4 out of 10, Exceptional, (53)
"Peaceful property. "
Tropical Retreat at Coral Lagoon ~ Waterfront Luxury Villa w/ Pool!
Keys Paradise: Pool, Water Views, Both Gulf & Atlantic Access via Vaca Cut
Beach towels

Keys Paradise: Pool, Water Views, Both Gulf & Atlantic Access via Vaca Cut

9.8 out of 10, Exceptional, (249)
"Property was amazing! Very clean, plenty of amenities, and an excellent location for us. Kitchen was well equipped. Plenty of towels and linens. Soap, dish soap, dishwasher pods, hair dryer, etc. Pool area was nice and appeared to be heated. We did not use the pool, but dipped our toes. Dock is right out the back door. Canal was under repair during our stay.We had a great time and would highly recommend."
Keys Paradise: Pool, Water Views, Both Gulf & Atlantic Access via Vaca Cut
Lovely oceanfront home with dock, deck, patio, WiFi, W/D, & AC - great view
Fridge, microwave, oven, stovetop

Lovely oceanfront home with dock, deck, patio, WiFi, W/D, & AC - great view

9.6 out of 10, Exceptional, (10)
"We had a great stay. The house and property were clean and tidy. The house was well stocked with appropriate amenities. "
Lovely oceanfront home with dock, deck, patio, WiFi, W/D, & AC - great view
Sunshine Key RV Resort & Marina
Sun deck

Sunshine Key RV Resort & Marina

2.0 star property
8.8 out of 10, Excellent, (142)
"This property was all around Excellent!"
Sunshine Key RV Resort & Marina
Fully furnished studio, 50 yards from ocean, shared pool, fishing-jetty
Property grounds

Fully furnished studio, 50 yards from ocean, shared pool, fishing-jetty

9.8 out of 10, Exceptional, (58)
"Nice area owners were very friendly"
Fully furnished studio, 50 yards from ocean, shared pool, fishing-jetty
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, (222)
"Wonderful well appointed villa save no ice cube trays in freezer. National support was rude and of no help."
Duck Key waterfront villa with private pool, kayak, SUP, washer/dryer & AC
Soulshine Cottage- Close to everything you need in Marathon
Aerial view

Soulshine Cottage- Close to everything you need in Marathon

9.8 out of 10, Exceptional, (20)
"We really love this place. Just what we were looking for. Just miles away from amazing beaches, great food, and great entertainment. Highly recommended."
Soulshine Cottage- Close to everything you need in Marathon
Canal Front Pool Home with Dockage, Jetted Pool, Tiki Hut, 2 Kayaks & 2 Bikes!
Beach nearby, beach towels

Canal Front Pool Home with Dockage, Jetted Pool, Tiki Hut, 2 Kayaks & 2 Bikes!

10.0 out of 10, Exceptional, (46)
"The house and location were great, very pet friendly. Great communication with the property owners, painless check-in/out process, marina nearby to put your boat in, having the dock with our boat in the backyard was perfect. We thoroughly enjoyed our stay, looking forward to going back."
Canal Front Pool Home with Dockage, Jetted Pool, Tiki Hut, 2 Kayaks & 2 Bikes!
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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Other types of properties in Grassy Key you may be interested in

Rainbow Bend Resort
View from room

Rainbow Bend Resort

2.5 star property
8.2 out of 10, Very good, (560)
"Would stay again "
The price is HK$1,199
HK$2,011 total
includes taxes & fees
29 Jan - 30 Jan
Rainbow Bend Resort
Gulf View Waterfront Resort
Exterior

Gulf View Waterfront Resort

2.5 star property
8.6 out of 10, Excellent, (406)
"It was what I expected, great location, nice clean hotel. I can go there again."
The price is HK$1,535
HK$1,726 total
includes taxes & fees
27 Jan - 28 Jan
Gulf View Waterfront Resort
Grassy Flats Resort & Beach Club
Exterior

Grassy Flats Resort & Beach Club

2.5 star property
9.4 out of 10, Exceptional, (224)
"The stay at Grassy Flats Resort was delightful! The room was spacious, beautiful, and clean with gorgeous views. The surroundings were peaceful. The location was convenient. The staff were warm and friendly."
The price is HK$2,715
HK$3,055 total
includes taxes & fees
27 Jan - 28 Jan
Grassy Flats Resort & Beach Club
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.