Grassy Key Vacation Rentals

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November 2026

December 2026

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Our top choices for Grassy Key vacation rentals

An outdoor seating area with wicker furniture and cushions, a thatched-roof structure, and lush greenery.

1. Tropical Cottages

Marathon

Douglas

₩179,553 total

includes taxes & fees

Nov 10 - Nov 11

A spacious living area with a gray sectional sofa, wooden beams, and a ceiling fan.

2. Aqua Lodge Rentals At Coconut Cay

Marathon

Susan

₩353,331 total

includes taxes & fees

Nov 15 - Nov 16

A neatly made bed with a grey and white duvet, a wooden headboard, and a bedside table with a lamp and remote control.

3. Knight's Key Suites

Marathon

Brandy

₩163,124 total

includes taxes & fees

Nov 29 - Nov 30

A modern kitchen with white cabinets, a microwave, and a dining area with a table and chairs.

4. Yacht Haven Marina

Marathon

Lauren

₩336,649 total

includes taxes & fees

Nov 8 - Nov 9

A nighttime pool area with a clear view of the pool, surrounding palm trees, and a building with a sign.

5. Skipjack Resort & Marina

Marathon

Justin

₩294,518 total

includes taxes & fees

Nov 15 - Nov 16

A resort with a swimming pool, lounge chairs, and a view of the ocean.

6. Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

Marathon

Arianna

₩335,466 total

includes taxes & fees

Nov 30 - Dec 1

7. Aqua Lodges at 47th Street Gulfside

Marathon

Lauren

₩404,509 total

includes taxes & fees

Nov 16 - Nov 17

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Find vacation rentals that suit your style

Top Grassy Key Hotel Reviews

Aqua Lodge Rentals At Coconut Cay

Marathon

10/10 Excellent

I totally enjoyed my stay in the Aqua Lodge, it was very beautiful inside and out. I would highly recommend staying at this location. The sunsets in the RV section were absolutely breath taking!!! We rented a pontoon from this location and had a wonderful day one the water, the rates were fair and the pontoon was really nice!! I would stay there again. The staff (Jim and his wife) were extremely friendly and helpful, they made our stay very enjoyable!!

Sharon

Yacht Haven Marina

Marathon

10/10 Excellent

We stayed here for 5 days for a family vacation and absolutely adored the area and aqua lodges. It was so beautiful and peaceful, the manatees swam up nightly and the area had gorgeous views. The lodges are roomy and kitchen area was perfect- nice that they provided kitchen utensils, plates, glasses, coffee mugs you name it. Whatever we needed was provided here. Staff is very friendly and helpful- easily and readily able to assist any questions we had. The cleaning crew even had our aqua lodge...

Rachael

A wooden deck with a pool and chairs overlooking a beach with palm trees.

Grassy Flats Resort & Beach Club

Marathon

10/10 Excellent

We stayed at this hotel several times. It is very nice, It’s nice that they have a separate area for adults. They also have 3 in house places to eat, a tiki bar for lunch, a roof top for breakfast and bar in the evening and a restaurant for dinner (didn’t go to this one though). They include free paddle boards and kayaks. The rooms could have better A/C, they added another portable fan and seem to be having issues with A/C, hopefully will be resolved soon. Also they don’t have room service...

Victoria

Lime Tree Bay Resort

Long Key

10/10 Excellent

Jack

A hammock on a sandy beach with palm trees, a pool, and lounge chairs in the background.

Seascape Resort & Marina

Marathon

10/10 Excellent

THIS WAS AWESOME, GREAT STAFF, SUPER FRIENDLY PROFESSIONAL MANAGER ON SITE DAILY. A QUIET WELL MAINTAINED AND TRULY CARED ABOUT 11 UNIT MOTEL ON THE OCEAN. VERY CLEAN, LARGE ROOMS, GREAT BED!! COOKING FRESH FISH ON THE NICE PROVIDED GAS GRILLS WAS INCREDIBLE.. AWESOME VIEWS, LOTS OF TROPICAL FOLIAGE AND WILDLIFE SURROUNDS. I WILL GO BACK AS MUCH AS POSSIBLE.. FIREPITS LIT UP THE SCENE AS THE SUN SET. AWESOME..MISS IT !! FREE KAYAKS FOR GUESTS..

Anonymous traveler

A balcony with a view of the ocean, a round table, and two chairs.

Fairfield Inn & Suites by Marriott Marathon Florida Keys

Marathon

10/10 Excellent

Maria

A covered outdoor seating area with tables and chairs, overlooking a body of water and a distant shoreline.

Bonefish Bay Motel

Marathon

10/10 Excellent

This property is the cleanest resort style property and hotel I’ve stayed at in years. My wife and I typically travel utilizing our timeshare or Marriott but only needed a night so we could escape S Florida hustle and bustle. Found this quaint little hotel fir a excellent deal and boy was it tremendous. Remodeled units with big fridge and stylish furnishings. Did I say clean and sanitized by super hard working staff. Great big property with boat docks and launch and amazing fun full size...

Fawna

An aerial view of a resort with a central pool, multiple buildings, and a beach area with sun loungers.

Isla Bella Beach Resort & Spa

Marathon

10/10 Excellent

Lindsay

Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

Marathon

10/10 Excellent

It was very frustrating that during our cumulative total of eight days stay, seven nights, the housekeeping plan was to only clean our room one time and it was on the seventh night. When we asked about this three days in, they said OK we can probably fit in one cleaning for you midway through your stay but that will be the only one, if you desire any additional cleanings that will be $150 each. When they cleaned the room, I would hardly call it clean. That was a little bit frustrating. Beyond...

Anonymous traveler

A pool area with lounge chairs, a thatched-roof structure, and a view of the ocean.

Hampton Inn Marathon - Florida Keys

Marathon

10/10 Excellent

Barbara

A clear blue pool with white lounge chairs and palm trees, overlooking a calm sea.

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Marathon

10/10 Excellent

ISIS

Knight's Key Suites

Marathon

10/10 Excellent

michele Renee

A room with a wooden table and chairs, a sliding glass door leading to a balcony, and a blue cooler on the floor.

Captain Pips Marina & Hideaway

Marathon

10/10 Excellent

janett

A compact kitchen with wooden cabinets, a refrigerator, and a window with curtains.

Matecumbe Resort

Matecumbe

10/10 Excellent

Tammy

A swimming pool surrounded by palm trees and lounge chairs.

Tranquility Bay Beachfront Hotel and Resort

Marathon

10/10 Excellent

Kristin

Aqua Lodges at 47th Street Gulfside

Marathon

10/10 Excellent

The house boat was extremely clean. The sheets were clean, towels, washcloths, everything was spotless. Whoever does the housekeeping did an amazing job. The cabinets had things to cook yourself a meal, and there was plenty of room to accommodate our 5 person party. It is an adorable place to stay for a long weekend. The ladies at the check in lodge were very hospitable. There is some construction going on in the area, but it does not interfere with your stay at all. I would recommend this place...

Julianna

A marina with a dock, a boat, and a row of buildings with large windows.

Coconut Cay Resort & Marina

Marathon

10/10 Excellent

Dawn

A marina with boats docked, a swimming pool, and a building with a blue roof.

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Marathon

10/10 Excellent

Augustus

Find out more about Grassy Key

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Grassy Key Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Grassy Key vacation rentals

1. Tropical Cottages

2. Aqua Lodge Rentals At Coconut Cay

3. Knight's Key Suites

4. Yacht Haven Marina

5. Skipjack Resort & Marina

6. Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

7. Aqua Lodges at 47th Street Gulfside

Find vacation rentals that suit your style

Top Grassy Key Hotel Reviews

Aqua Lodge Rentals At Coconut Cay

10/10 Excellent

Find out more about Grassy Key