Grassy Key vacation rentals
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Top-rated vacation rentals in Grassy Key
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Condo in Tavernier
4.86 out of 5 average rating, 273 reviewsCondo in the Keys, Peaceful ocean view retreat!
Great place. Clean. Comfortable. Great location. Great host. Highly recommend!
Vacation home in Key Largo
4.95 out of 5 average rating, 103 reviewsOcean Shores Villa 3 with pool and boat slip
A great place to stay! Really well equipped, clean, and gorgeous view of the harbor! I’ll definitely be staying there again!
Camper/RV in Key Largo
4.92 out of 5 average rating, 25 reviews146 RV Vacation Rental n Key Largo Kampground, FL
10/10. The RV was clean and roomier than expected. The kitchen was fully stocked and the campground was walking distance from a grocery store which allowed us to cook full meals. We appreciated all the thoughtful details like the drying rack and the outdoor fridge. Julie is absolutely lovely and very responsive. Would definitely stay here again :)
Camper/RV in Key Largo
4.95 out of 5 average rating, 104 reviewsParadise Casa Bayfront sunsets,pool,King bed ,dock
Amazing view of the sunset .!! Nice place to stay with lots of restaurants around the area. Very nice RV with plenty of space for my family. We loved the stay. Thank you !!!
Apartment in Key Largo
4.92 out of 5 average rating, 140 reviews2/1 Oceanfront Apartment with Dockage
This was beyond perfect for our last minute stay. So gorgeous and comfortable.
Apartment in Marathon
5 out of 5 average rating, 11 reviews"O" Fish Ally Paradise @Ocean Isle Fishing Village
Very clean, great location Will definitely rent again
Home in Key Largo
4.9 out of 5 average rating, 105 reviewsNEW CASA PALMA VOTED BEST AIRBNB RENTAL! GOLF CART
Martha's place was just as expected, super clean, comfortable and so cute! There is everything that you can want with a fully equipped kitchen, lots of bath towels, beach towels, and all the toiletries you need! The property is just as pictured, beautiful beach area with lots of seating, bbq grills and a swimmable/snorkelable beach! The lagoon was very tranquil and relaxing to swim and kayak. We had an amazing vacation!
Condo in Tavernier
4.99 out of 5 average rating, 100 reviewsModern and Coastal Ocean Pointe 2307
Just returned from a 4 night stay at this beautiful apartment. The location is tranquil and we enjoyed watching the sunrise and sunset from the sea facing balcony. You will find everything you need and more - the kitchen is well equipped, we made good use of the pickle ball equipment and loved using the communal pool and hot tub. The whole apartment is absolutely spotless and we will definately come back if we are visiting the keys again. Thank you!
Home in Marathon
5 out of 5 average rating, 23 reviewsWaterfront Escape -VACA-23-408
We had such a great time and there was plenty to do. The house and amenities were even more beautiful than the photos. We loved being on the Chanel and seeing manatees right off the dock!
Condo in Tavernier
4.93 out of 5 average rating, 14 reviewsResort Condo: Pool | Marina | Beach | Pickleball
This was the perfect spot for a nice getaway in the Keys! The check-in process was seamless and everything was super clean. The condo was located in a private, quiet area but still close to all the local restaurants. 10/10 Highly recommend!!!
Townhouse in Key Largo
4.84 out of 5 average rating, 68 reviewsVOTED TRIPADVISOR'S #1 DESTINATION, POOL, TENNIS
So thankful to have found such a beautiful place. There were so many things to do in the area and the hosts did an amazing job at being responsive and provided assistance wherever needed. We do plan to come back again in hopes of catching another wonderful vacation there. Couldn’t have asked for more! :)
Home in Marathon
5 out of 5 average rating, 5 reviewsGated w/Bayside Marina- Marlin Bay Resort & Marina
Beautiful property with all the comfort of home! Very clean and organized. This was the perfect location and home for our family of 5. We have a 17, 15 and 9 year old, lots of entertainment for all the kids! Best family vacation ever!
Vacation rentals for every style
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Popular amenities for Grassy Key vacation rentals
Other great vacation rentals in Grassy Key
Home in Key Colony Beach
5 out of 5 average rating, 3 reviewsHuge Swim Spa~ Incredible Special Fall Pricing
Stunning location and home. Everything was beyond perfect. Sherry was helpful when I had any questions. Best stocked AirBNB I have stayed. Simple check in and out. Lots of supplies for the beach and a great binder of places to visit. Would 10000% stay again. Fishing off the canal was the highlight of the stay for the guys and I loved the swim spa. Can’t wait to visit again.
Townhouse in Key Largo
4.75 out of 5 average rating, 115 reviewsKey Largo Getaway 3/3 Townhouse w/ Paradise Vibes
Excellent stay in a wonderful location! The rooms were ready for sleeping in and the kitchen was ready for use. The central AC was warmer than expected at night particularly on the 3rd floor. Overall it was a pleasant experience and would gladly recommend this spot to family and friends.
Villa in Marathon
4.95 out of 5 average rating, 127 reviewsPrivate 4/3 Pool Heater/Dock/Kayaks/Bikes,etc
Isabel’s place was the perfect spot for my family’s vacation. The house has everything you need for cooking, sleeping and having fun. My kids are all adults and they loved the bikes, kayaks, paddle boards and corn hole. My daughter and her boyfriend were on the paddle board when a manatee and her baby swam right next to them! The location is great for the grocery store and beach. It was truly perfect.
Camper/RV in Key Largo
4.97 out of 5 average rating, 29 reviewsParadise Key Largo
Beautiful place - we loved the privacy, outdoor living space and the beautiful sunsets. Our host thought of everything and was one of the most helpful host I have had when staying in a.n Airbnb. Highly recommend
Camper/RV in Key Largo
4.67 out of 5 average rating, 12 reviewsRoller house in paradise
A perfect little set up! We stayed there a month. The place was very clean and it had all the necessities. The outdoor kitchen was awesome with a lot of prep room, big sink, and stove top. There is a nice covered outside area to relax in, with a great breeze, and a tv. The roof over the driveway kept the car cool and protected. Lisbet quickly responded every time I texted her. There was a problem with the bathroom faucet but she fixed it right away. The grill worked great and at the front gate you could get more propane and/or ice if needed. All the staff at the campground were friendly and helpful too! We would definitely come back!
Camper/RV in Key Largo
5 out of 5 average rating, 5 reviewsGallego deluxe rental key largo Florida
Absolutely beautiful 😍 We had THE BEST time and definitely did not want to leave when our time was up! We are already planning a return trip! Ronny was responsive and VERY helpful. Much appreciated. You won’t regret your stay here!
Home in Key Colony Beach
5 out of 5 average rating, 10 reviewsSleeps 8, 3 bedroom, 4 full bath, pool, 37.5' dock
Excellent location in a quiet upscale neighborhood. The house was like new, everything was clean and fresh. Very well equipped kitchen and baths. Lots of space indoors and out, with a beautiful small pool! Would definitely recommend this property for a peaceful getaway in the heart of the Florida Keys!!!
Townhouse in Marathon
4.95 out of 5 average rating, 21 reviewsWaterfront luxury Villa (29) with sunset views and boat slip
Couldn’t have imagined a better stay, view, location, convenience for our boat up staycation. It was perfection! Bonus, balcony overlooking the canal doubled as my yoga studio!!
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