Welcome to Grassy Key, where stunning sandy beaches meet vibrant marine life in a laid-back paradise. This idyllic destination invites you to bask in the sun, snorkel through colorful reefs, and explore the natural wonders of nearby parks. With charming vacation rentals ranging from cozy cottages to beachfront villas, groups and families can enjoy the comfort and convenience of home while creating unforgettable memories together in this welcoming community.
Holiday rentals with weekly discounts - Grassy Key
Showing deals for:Jan 15 - Jan 22
Image gallery for Beautiful Canal front w/ dock - private pool -4/3~walk to beach~Outdoor smart tv
9.69.6 out of 10, Exceptional, (112 reviews)
Exceptional
(112 reviews)
Beautiful Canal front w/ dock - private pool -4/3~walk to beach~Outdoor smart tv
Marathon
8% off
Price is $613
$613
$4,288 for 7 nights
$4,288 for 7 nights
All fees included
Image gallery for Salty Anglers | Sleeps 10, Heated Pool, Private Dock, Walk to Sombrero Beach
1010 out of 10, Exceptional, (134 reviews)
Exceptional
(134 reviews)
Salty Anglers | Sleeps 10, Heated Pool, Private Dock, Walk to Sombrero Beach
Marathon
9% off
Price is $1,030
$1,030
$7,207 for 7 nights
$7,207 for 7 nights
All fees included
Image gallery for Sleeps 10 - Private house with 110’ of Deep Water Dockage, Pool, Hot Tub & more!
1010 out of 10, Exceptional, (12 reviews)
Exceptional
(12 reviews)
Sleeps 10 - Private house with 110’ of Deep Water Dockage, Pool, Hot Tub & more!
Marathon
9% off
Price is $2,521
$2,521
$17,646 for 7 nights
$17,646 for 7 nights
All fees included
Image gallery for March Availability, Beach, 70 ft Dock - Marathon VACA-23-16 Entire House
1010 out of 10, Exceptional, (34 reviews)
Exceptional
(34 reviews)
March Availability, Beach, 70 ft Dock - Marathon VACA-23-16 Entire House
Marathon
8% off
Price is $440
$440
$3,077 for 7 nights
$3,077 for 7 nights
All fees included
Image gallery for Hawks Cay Island Retreat - Duck Key - Pool & Patio
9.29.2 out of 10, Wonderful, (9 reviews)
Wonderful
(9 reviews)
Hawks Cay Island Retreat - Duck Key - Pool & Patio
Marathon
8% off
Price is $526
$526
$3,679 for 7 nights
$3,679 for 7 nights
All fees included
Image gallery for Luxurious 3-bedroom home with Pool and Dock in Key Colony Beach
1010 out of 10, Exceptional, (11 reviews)
Exceptional
(11 reviews)
Luxurious 3-bedroom home with Pool and Dock in Key Colony Beach
Key Colony Beach
7% off
Price is $748
$748
$5,234 for 7 nights
$5,234 for 7 nights
All fees included
Image gallery for Salty Air Retreat. 2 Bedroom 1 Bathroom Half Duplex. Dockside.
1010 out of 10, Exceptional, (22 reviews)
Exceptional
(22 reviews)
Salty Air Retreat. 2 Bedroom 1 Bathroom Half Duplex. Dockside.
Marathon
8% off
Price is $368
$368
$2,574 for 7 nights
$2,574 for 7 nights
All fees included
Image gallery for Finest location in Coral Lagoon. End unit with open water bay and marina views.
9.69.6 out of 10, Exceptional, (204 reviews)
Exceptional
(204 reviews)
Finest location in Coral Lagoon. End unit with open water bay and marina views.
Marathon
9% off
Price is $668
$668
$4,677 for 7 nights
$4,677 for 7 nights
All fees included
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Find the best place to stay - Grassy Key
Beautiful Ocean Front View
Sleeps 8 · 3 bedrooms · 3 bathrooms
9.49.4 out of 10
Exceptionalexceptional
23 reviews(23 reviews)
"Casa Azul Villa"- Stunning Ocean Views, Keys-Marathon FL by DiferenteTravel.com
Sleeps 10 · 4 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
38 reviews(38 reviews)
"Grouper Getaway" - Waterfront, Blue skys, Pool - Marathon, Florida Keys
Sleeps 10 · 4 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Sunsets in Paradise~ Gulf Front Pool Home, 22' Dock, Kayaks, Bikes & Paddleboards
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
33 reviews(33 reviews)
Hidden Paradise 3bed/3bath single family home with open water views & dockage
Sleeps 8 · 3 bedrooms · 3 bathrooms
9.29.2 out of 10
Wonderfulwonderful
21 reviews(21 reviews)
🌇 Ocean Sunset Views with Pool and Dock 🌇
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
46 reviews(46 reviews)
Top rated rentals - Grassy Key
Premier Host
awesome property!
awesome property!
10.0 out of 10, Exceptional, 38 reviews
10
Exceptional
38 reviews
"The home and property were amazing! Better than the pictures. We enjoyed every minute. Kayaking and paddle boarding, fishing from the dock, the pool and hot tib"
"The home and property were amazing! Better than the pictures. We enjoyed every minute. Kayaking and paddle boarding, fishing from the dock, the pool and hot tib"
Karen B.
Quit Neighborhood, Wonderful views!
Quit Neighborhood, Wonderful views!
10.0 out of 10, Exceptional, 10 reviews
10
Exceptional
10 reviews
"This was a very nice property in a quiet neighborhood. Very clean and nicely decorated. Everything worked well, we had no issues with any of the amenities. The view from the living room was really beautiful, and the sunset from the end of the dock spectacular!The two extra bedrooms do not have direct access to the main living area, which was a bit inconvenient. The "pool" is not actually for swimming, also disappointing.However, we had a great week. 6 adults had plenty of room and enjoyed our...
"This was a very nice property in a quiet neighborhood. Very clean and nicely decorated. Everything worked well, we had no issues with any of the amenities. The view from the living room was really beautiful, and the sunset from the end of the dock spectacular!The two extra bedrooms do not have direct access to the main living area, which was a bit inconvenient. The "pool" is not actually for swimming, also disappointing.However, we had a great week. 6 adults had plenty of room and enjoyed our...
susan R.
Best house ever!!!!!!
Best house ever!!!!!!
10.0 out of 10, Exceptional, 1 review
10
Exceptional
1 review
"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."
"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."
Jerko P.
Premier Host
Great property and location
Great property and location
10.0 out of 10, Exceptional, 24 reviews
10
Exceptional
24 reviews
"Large house on huge property. Gulf front with private pool and tennis court. Could just stay on property with lots of activities—putting green, basket ball goal. Nice grill and in door and out door eating space. Property manager came by to check several times. Family gave it 10 out of 10–including teenager!"
"Large house on huge property. Gulf front with private pool and tennis court. Could just stay on property with lots of activities—putting green, basket ball goal. Nice grill and in door and out door eating space. Property manager came by to check several times. Family gave it 10 out of 10–including teenager!"
Barbara Y.
Premier Host
What an amazing property!!
What an amazing property!!
10.0 out of 10, Exceptional, 174 reviews
10
Exceptional
174 reviews
"I have experience with vacation renting a property and know first hand that this place was exceptional. First off the owner was completely accessible and responsive to my many questions. The property had absolutely everything you could ever need. We were celebrating a milestone birthday and there was a mixer and baking pans, which is not always available in vacation rental properties. The was a little problem with the Keurig coffee machine that was resolved in less than 24 hours with a new...
"I have experience with vacation renting a property and know first hand that this place was exceptional. First off the owner was completely accessible and responsive to my many questions. The property had absolutely everything you could ever need. We were celebrating a milestone birthday and there was a mixer and baking pans, which is not always available in vacation rental properties. The was a little problem with the Keurig coffee machine that was resolved in less than 24 hours with a new...
Eileen G.
Premier Host
A piece of paradise!
A piece of paradise!
10.0 out of 10, Exceptional, 122 reviews
10
Exceptional
122 reviews
"We are many time repeat bookers! The management is always helpful (excellent),the location is perfect, many many attractions to visit, dolphin research center, aquarium, turtle hospital to name a few. The restaurants in the area are very good, but the location makes it easier to go in either direction to investigate more places. The place itself is is very well maintained and comfortable. You will not go wrong by choosing this property enjoy!"
"We are many time repeat bookers! The management is always helpful (excellent),the location is perfect, many many attractions to visit, dolphin research center, aquarium, turtle hospital to name a few. The restaurants in the area are very good, but the location makes it easier to go in either direction to investigate more places. The place itself is is very well maintained and comfortable. You will not go wrong by choosing this property enjoy!"
steven s.
Premier Host
A Hidden Gem
A Hidden Gem
10.0 out of 10, Exceptional, 216 reviews
10
Exceptional
216 reviews
"This was our first trip to Marathon and we are excited to have discovered Muffett’s place! Her property is beautiful and secluded. The apartment is well stocked, clean and comfortable. We grilled out, walked to restaurants, watched sunsets and fished. Muffett is the perfect host! We have already booked our stay for next January."
"This was our first trip to Marathon and we are excited to have discovered Muffett’s place! Her property is beautiful and secluded. The apartment is well stocked, clean and comfortable. We grilled out, walked to restaurants, watched sunsets and fished. Muffett is the perfect host! We have already booked our stay for next January."
Janice S.
Premier Host
THE VIEW …this property is breathtaking!!!
THE VIEW …this property is breathtaking!!!
10.0 out of 10, Exceptional, 48 reviews
10
Exceptional
48 reviews
"The host thought of everything when designing this property! Roman and Karen went out of their way to make sure our stay was perfect!!!!
And The view in the photos do not do the property Justice. The spectacular windows in every room made you feel as though you were next to the ocean at all times. So RELAXING.
Our family enjoyed so much fun at the home we rarely left the property except to escape to the beach or eat at a restaurant. We spent hours playing family tournaments of corn hole and...
"The host thought of everything when designing this property! Roman and Karen went out of their way to make sure our stay was perfect!!!!
And The view in the photos do not do the property Justice. The spectacular windows in every room made you feel as though you were next to the ocean at all times. So RELAXING.
Our family enjoyed so much fun at the home we rarely left the property except to escape to the beach or eat at a restaurant. We spent hours playing family tournaments of corn hole and...
Christina W.
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
More for lessMore space, more privacy, more amenities — more value
Find out more about Grassy Key
Why visit Grassy Key
- Stunning Beaches: Grassy Key boasts beautiful sandy shores perfect for sunbathing and relaxation.
- Outdoor Adventures: Engage in a variety of activities such as snorkeling, kayaking, and exploring nearby national parks.
- Charming Accommodations: Choose from a range of vacation rentals including cozy cottages and beachfront villas for a homey experience.
- Vibrant Marine Life: Discover incredible snorkeling spots teeming with colorful reefs and diverse aquatic species.
- Welcoming Atmosphere: Enjoy the friendly local community and laid-back vibe that enhances your vacation experience.
Popular types of accommodation around Grassy Key
Explore the charm of Grassy Key with a variety of vacation rentals that cater to every traveler’s needs. Choose from houses, condos, or villas, each offering unique amenities. Popular options include Grassy Flats Resort and other private beach FL vacation rentals. Whether you're seeking a relaxing getaway or an adventurous escape, Grassy Key vacation rentals provide the perfect base for your unforgettable experience.
- Houses: The top choice for visitors to Grassy Key, these homes offer spacious accommodations perfect for families or groups seeking privacy and comfort.
- Condos: A popular option for travelers, condos provide amenities like pools and ocean views, making them ideal for a relaxing getaway.
- Villas: These luxurious properties boast elegant designs and ample space, perfect for those looking to indulge during their stay.
- Cottages: Charming and cozy, cottages in Grassy Key are great for couples or small families wanting a quaint retreat.
- Apartments: Convenient and often centrally located, apartments are a practical choice for travelers wanting easy access to local attractions.**
Top attractions near Grassy Key
Grassy Key is an ideal destination for beach lovers and families seeking outdoor adventures. Visitors can explore stunning beaches, vibrant islands, and nearby national and state parks. With a variety of attractions catering to outdoor enthusiasts and families alike, Grassy Key promises an unforgettable vacation experience filled with sun, sand, and fun activities for all ages.
- Curry Hammock State Park: Located 2 miles from Grassy Key, this park offers stunning scenery and a variety of outdoor activities. Enjoy hiking, bird watching, and exploring the unique coastal ecosystems, all while soaking in the natural beauty of the Florida Keys.
- Coco Plum Beach: Situated 4 miles away, this serene beach is perfect for sunbathing and swimming. With its soft sands and tranquil waters, it's an ideal spot to relax and enjoy the picturesque sunset.
- Little Conch Key: Just 4 miles from Grassy Key, this charming island features beautiful beaches and outdoor activities. Explore the coastline, go fishing, or simply unwind in nature’s embrace.
Things to do recommended for couples
For a romantic getaway in Grassy Key, indulge in the luxury vibes at the Florida Keys Country Club, located 9 miles away. Enjoy a round of golf or relax at the club's amenities, creating unforgettable memories together in a picturesque setting.
Things to do recommended for families
Families vacationing in Grassy Key can explore the beautiful Dolphin Research Center, where kids can interact with dolphins and learn about marine life. They can also enjoy a day at the nearby Bahia Honda State Park, perfect for swimming, picnicking, and hiking along stunning beaches.
Things to do recommended for groups
Explore the stunning waters of the Florida Keys with a group snorkeling adventure at Sombrero Reef or enjoy a relaxing day at the beach with paddleboarding. Don't miss the chance to experience a sunset cruise for breathtaking views and unforgettable memories.
*Distances are measured in a straight line; actual driving distances may vary depending on the route.
What do I need to keep in mind when booking a vacation around Grassy Key
When you're planning a trip—whether it's with friends, family, pets, or for an extended stay—be sure to prioritize your preferences when filtering options. Here are some helpful Vrbo booking tips for you.
- Traveling to Grassy Key with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
- Traveling to Grassy Key with young kids: Traveling with young kids can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, keeping in mind the distance to family-friendly attractions can enhance your experience.
- Taking your pets with you to Grassy Key: For many families, a vacation wouldn't be the same without their furry companion. If that resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and cozy beds, ensuring that everyone feels at home.
- Planning for a long term stay visiting Grassy Key: If you're in search of vacation rentals that offer great deals for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.
Where to stay near Grassy Key
Grassy Key offers a delightful escape in the Florida Keys, boasting sandy beaches and tropical cottages perfect for family vacations. Explore the nearby reefs for incredible snorkeling adventures or relax in the charming atmosphere filled with friendly locals and outdoor recreation. With its idyllic setting and warm hospitality, Grassy Key is an ideal destination for travelers seeking relaxation and adventure in a beautiful island paradise.
- Marathon: Marathon is a vibrant city located at the heart of the Florida Keys, with Grassy Key nestled within its boundaries. This destination is perfect for families, offering stunning beaches and outdoor activities. Enjoy a day at the beach or explore the local shopping mall and area. Notable attractions include family-friendly beaches and a bustling tourist precinct, making it an ideal spot for relaxation and fun. With its diverse range of resorts and recreational options, Marathon invites travelers to enjoy both adventure and leisure in a picturesque setting.
- Key Colony Beach: Located 5 miles from Grassy Key, Key Colony Beach is a charming island city that offers a tranquil escape for families and beach lovers. Known for its beautiful shoreline and outdoor recreation, visitors can relish in the sun while enjoying various water sports or simply lounging on the beach. The area features delightful shopping options and recreational spaces, ensuring there’s something for everyone. With its serene ambiance and friendly community, Key Colony Beach is a perfect destination for those looking to unwind and enjoy family-friendly activities.
- Duck Key: Just 3 miles from Grassy Key, Duck Key is a picturesque village renowned for its stunning island landscapes. This destination is ideal for outdoor enthusiasts and families seeking adventure and relaxation. Visitors can indulge in the local resorts and shopping areas or soak up the sun on the beautiful beaches. Duck Key's close proximity to family-friendly beaches makes it a great spot for making lasting memories. Whether you're swimming, dining, or exploring, Duck Key offers a delightful experience that captures the essence of the Florida Keys.
Best time to go to Grassy Key
If you're planning a trip to Grassy Key, Marathon, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in February to March and July, while off-peak times, like September to November tend to have fewer bookings and better deals.
| Calendar Month | Temperature | Precipitation | Cloudiness | Occupancy | Pricing |
| January | 70.9°F (21.6°C) | No Rain (Dry) | Mostly Sunny | Average | Slightly Low |
| February | 72.1°F (22.3°C) | No Rain (Dry) | Mostly Sunny | Moderately High | Average |
| March | 73.2°F (22.9°C) | No Rain (Dry) | Mostly Sunny | Moderately High | Average |
| April | 76.8°F (24.9°C) | No Rain (Dry) | Mostly Sunny | Average | Average |
| May | 79.3°F (26.3°C) | Light Rain | Mostly Sunny | Average | Average |
| June | 82.6°F (28.1°C) | Light Rain | Mostly Sunny | Average | Slightly High |
| July | 84.0°F (28.9°C) | Light Rain | Mostly Sunny | Moderately High | Slightly High |
| August | 84.4°F (29.1°C) | Light Rain | Mostly Sunny | Average | Average |
| September | 83.5°F (28.6°C) | Light Rain | Mostly Sunny | Moderately Low | Slightly Low |
| October | 80.6°F (27.0°C) | Light Rain | Mostly Sunny | Moderately Low | Slightly Low |
| November | 76.5°F (24.7°C) | Light Rain | Mostly Sunny | Moderately Low | Average |
| December | 73.6°F (23.1°C) | No Rain (Dry) | Mostly Sunny | Average | Slightly High |
Booking with Vrbo is a breeze
Are you hoping to save on your next adventure? Staying flexible with your travel dates can really pay off, as prices can vary quite a bit. Additionally, opting for an extended stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to narrow down options by price, location, and type of vacation rental. We're here to help you make the most of your travel experience.
Vrbo Trips: Planning made easy
Vrbo’s Trip Board provides a convenient platform for you to plan new trips, manage your existing plans, and organize your bookings efficiently. The properties you’ve saved or reserved are neatly categorized into Potential, Upcoming, or Current Trips. To dive into your Trip Boards, simply visit: https://www.vrbo.com/trips.
**Based on Vrbo properties bookings.
Frequently Asked Questions
How much does it cost to rent a vacation rental in Grassy Key?
Length of stay, property type and season are some of the things that can influence the price of a vacation home. Simply enter your dates of travel to find your ideal match. From comfy cottages to expansive villas, all Vrbo vacation rentals provide unbeatable value.
How much does it cost to rent a beach house in Grassy Key?
The average price for a vacation rental close to the beach in Grassy Key will depend on when you're going and the style and size of property you're looking for. You can find prices easily and quickly on Vrbo by entering your travel dates. Then use our handy filter tool to select the number of bedrooms and amenities important to you, such as WiFi, air conditioning and a pool.
How old do you have to be to rent a vacation rental in Grassy Key?
The minimum age permitted can differ between properties on Vrbo, so be sure to look at the rules of the vacation rental in Grassy Key you want. But in general, it's 16, 18 or 21.
How long can I rent a vacation rental in Grassy Key for?
The amount of time you can stay in a Grassy Key vacation rental for is up to each property. Just enter your preferred travel dates to see options that offer extended stays. They have everything you need to make your extended vacation more convenient and enjoyable, such as laundries and air conditioning. Some vacation rentals may also offer weekly or monthly discounts, so you can stick around for longer for less.
Does Vrbo offer discounts for vacation homes in Grassy Key?
On Vrbo, we've got plenty of fantastic deals and discounts for Grassy Key. Check out our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you're off on a mini getaway or a longer stay, Vrbo has a variety of options for all styles and budgets.