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Grassy Key Rentals

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263 Results

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263 Houses

Unit 10, Furnished Studio located 50 yards from ocean

Grassy Key apartment

/ 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 53 minutes

Price per night from

$201

Relax Away- SOMBRERO BEACH- NEW 4BDRM W/ 40FT DOCK & POOL

Grassy Key house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 27 minutes

Price per night from

$567

Sunset Catch- Gulf Front Home Incredible Views Pool Dock private and spacious

Grassy Key house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 39 minutes

Price per night from

$556

Beachfront Condo with Panoramic Ocean View! Paradise in the Florida Keys!

Grassy Key condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 21 minutes

Price per night from

$287

Efficiency 8a, located 50 yards from Ocean

Grassy Key studio

Studio / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 53 minutes

Price per night from

$191

Unit 9, Furnished Studio located 50 yards from ocean

Grassy Key apartment

/ 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 53 minutes

Price per night from

$201

Great rentals within 20 miles that match your search

Paradise

Key Colony Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$273

Florida Keys Fishing & Diving, waterfront Home heated pool, deep dock, parking

Marathon house

4 bedrooms / 5 bathrooms / sleeps 10

“PERFECT multi-family” House was great for us, our kids, and another family. It's a split-living type house, and was PERFECT!!! The pool was very nice, not too small. We spend most of the time on the boat, or in the pool. DEFINITELY recommend this house!!!!

Price per night from

$455

MARATHON MAJIC

Marathon house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$325

Get out of the cold Feb.5-12, 2018 in Florida Keys at Marathon,The Hammocks

Marathon Shores villa

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$559

Salty Anglers, Spacious Sombrero Beach Waterfront 4 Bdrm w/Heated Pool & Dockage

Marathon house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$945

Key Colony Beach Griffins' Getaway

Key Colony Beach house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$371

Island Time (both halves of duplex)

Big Pine Key house

5 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$215

RENOVATED 2 BED MARATHON TOWNHOME w/ DOCK SPACE - WALK TO BEACH!

Marathon Shores townhouse

2 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$343

Palm Cottage - Upscale, 2BR/2BA, Cabana Club Pool

Key Colony Beach house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$235

Florida Keys Beach Home Pool Fishing Diving

Marathon house

2 bedrooms / 2 bathrooms / sleeps 6

“Wonderful stay” Post hurricane and still a spectacular place to stay. Office staff was great. Free use of tennis court, rackets, and balls. Pool and jacuzzi were very excellent. TG

Travelers’ Choice award

Price per night from

$238

Florida Keys Vacation Villas Waterfront Family Friendly Pool Spa Deep Water Dock

Marathon villa

6 bedrooms / 5 bathrooms / sleeps 14

Responds fast! avg. 50 minutes

Price per night from

$1,006

Island Time 2 (half of duplex)

Big Pine Key house

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$123

Island Time 1 (half of duplex)

Big Pine Key house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$119

Our Island Thing

Big Pine Key house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$217

A quiet spot in paradise close to fishing with dockage included (#4)

Conch Key villa

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 20 minutes

Price per night from

$191

LUXURY HOME WITH DOCK, POOL, HOT TUB, AND ELEVATOR

Marathon house

3 bedrooms / 3 bathrooms / sleeps 8

“WONDERFUL” Where to start…Larry was at the home when we arrived and took the time to show us everything we needed to know about the systems in the house and how to use the elevator..Daughter and her husband joined us from Wyoming and I must say it was the best vacation we have had…The house is immaculate and we had a wonderful 7 days….We would walk to the top deck and enjoy the sunsets with a fine glass of wine….you could not ask for better views from any where on the property, pool.dock or balconies…We caught fish off the dock, snapper etc….We left with memories that we will never forget…Thanks Larry for sharing your home with us ….It was worth every penny and we hope to visit again…The pool and hot tub was used everyday and they were both relaxing after a hard day… Thanks again, Jim and Mary

Price per night from

$487

Best waterfront view in Marathon, pool, golf, dock

Marathon condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 19 minutes

Price per night from

$152

Key Colony Beach FL - Cay Condo

Key Colony Beach condo

2 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$227

Brand New 4/3 Pool Home on Canal near lagoon

Marathon Shores house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$1,078

Now booking Spring/Summer 2021! Dock, Bikes, Kayak, 2 beach clubs

Key Colony Beach house

2 bedrooms / 2 bathrooms / sleeps 6

“Paradise Found” This is an adorable property. It is so "keysie"! The decor is just lovely with all the amenities you need. The kitchen is fully equipped, there was a new set of pots and pans, crockpot, blender and anything else I needed. The grill looked new, was clean and just waiting for our catch! The beds were very comfortable. The unit was immaculate. One could easily while away the day just sitting on the comfortable patio, or on the adirondack chairs at the dock and watch a variety of wildlife (birds, fish, manatee, lizards), and also watch the boats going up and down this clean canal. Don't get so busy that your forget to spend an afternoon at the Cabana Club and Inch Beach. They are not to be missed. , We rode the beach cruisers every day. Just needed a few more hours in each day. Oh! Don't forget to watch the spectacular sunset at Sunset Park! Dee, the owner is a dream to work with, full of suggestions and information, and returned our deposit in a timely manner. You will not be disappointed in this property, and believe me, you won't want to leave!

Responds fast! avg. 34 minutes

Price per night from

$195

Forever Sunset 5bed/3bath open water views with pool & dockage

Marathon house

5 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$616

Harbour Dream~3/2..DKKB24~McGinnis

Duck Key house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$670

Breeze Swept

Big Pine Key house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$207

CARIBBEAN SOUL SAILING CHARTER Bayfront 2 BR cottage w/ 23 foot Sailboat or dock

Conch Key cottage

2 bedrooms / 1 bathroom / sleeps 6

“Perfect get-away cottage exceeded our expectations.” Just back from enjoying the cottage, Conched Out, at Caribbean Soul Charters on Conch Key. Awesome rustic cottage with tons of nautical character and a sailboat right out the back door. Great location near Marathon allowed us to easily day trip up to Key Largo and down to Key West. My family took the 23' Compact sailboat out 3 times during the week and the sailing was awesome. Our boat was in great shape and the motor operated flawlessly. One of the best family vacations we've ever enjoyed. We can't wait to come back. The owners, Barry and Tammy Jo, were very friendly and great sources of local information.

Responds fast! avg. 3 hours 47 minutes

Price per night from

$288

House on 7th ST in KEY Colony Beach W/CABANA CLUB

Key Colony Beach house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 19 minutes

Price per night from

$213

Conch Key Villas Unit 1, Quiet, Clean with Awesome VIews in Paradise

Conch Key apartment

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 28 minutes

Price per night from

$189

Waterfront Home in The Fabulous Florida Keys!

Big Pine Key house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$287

Ocean Side View on Canal, Great for Fishing, Near Sombrero Beach & Restaurants

Marathon Shores house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$344

Florida Keys Oceanfront Paradise

Long Key apartment

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 23 minutes

Price per night from

$192

Sombrero Beach, FL Keys Waterfront w/Dock Duplex

Marathon Shores house

2 bedrooms / 1 bathroom / sleeps 7

Responds fast! avg. 47 minutes

Price per night from

$212

Waterfront Get Hooked

Marathon house

4 bedrooms / 3 bathrooms / sleeps 10

“AMAZING” Beyond perfect. Beautiful home, has everything you need. Spotlessly clean. I will be renting again. I would recommend to families and friends to stay.

Price per night from

$350

Breezy Palms

Marathon house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$486

Viewing 38 of 263
rentals in Grassy Key

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