Grassy Key vacation rentals

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Top-rated vacation rentals in Grassy Key

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Guest favorite

Condo

4.86 out of 5 average rating, 269 reviews

Condo in the Keys, Peaceful ocean view retreat!

Newly renovated ocean view condo in beautiful Tavernier, FL! Ideally situated in the Upper Keys, between Miami and Key West, this condo is close to state parks and coral reefs great for diving, fishing, and snorkeling. Relax on the private beach where kayak and paddle board rentals are available. Then enjoy a stroll on the pier to the gazebo. Splash around in the beautifully renovated heated pool and hot tub with mermaid bar! You can also enjoy food and beverages in the on-site cafe and bar

Guest favorite

Vacation home

4.95 out of 5 average rating, 100 reviews

Ocean Shores Villa 3 with pool and boat slip

This centrally located boater's paradise is the perfect place to relax. Walk to restaurants, cook in kitchen or grill downstairs. With only 4 units in the building the guests have half an acre of waterfront entertainment (boat slip, Kayaks, Bikes, Hammock and Pool). 32ft Dock Slip and Trailer Parking are included in the rental. Relaxing Balcony that looks down the Ocean Canal is the perfect place to have your morning coffee. Conveniently located near Sandbars, State parks and many attractions.

Superhost

Townhouse

4.75 out of 5 average rating, 115 reviews

Key Largo Getaway 3/3 Townhouse w/ Paradise Vibes

Beautiful 3 BR 3 bath townhome overlooking a tranquil lagoon. Swim or Snorkel the Saltwater Lagoon, & relax in the pool. Large area for cooling off or entertaining and great playground for the kids. The living room is equipped with a sleeper sofa. A screened-in porch is situated just off the living space on the first floor. On the 2nd floor, you'll find the living bedroom w/ a large open terrace overlooking the lagoon. Also, on the third floor in the master bedroom, you have an amazing view.

Superhost

Camper/RV

4.92 out of 5 average rating, 25 reviews

146 RV Vacation Rental n Key Largo Kampground, FL

RV has Kitchen with new stove/oven, kitchen utensils, Keurig coffee maker, rice cooker, toaster, etc. Sleeps 4 adults or 2 adults and 3 kids comfortably. Bed sheets and bath/pool towels provided. Just bring personal necessities. One bathroom/One bedroom with closet dresser and bunkbeds. Futon in living area and dining table. 2 TV's with cable. Large deck outside furnished with BBQ grill and mini refrigerator for your comfort. There's an adult heated pool/kiddie pool and a kids playground.

Guest favorite

Camper/RV

4.95 out of 5 average rating, 101 reviews

Paradise Casa Bayfront sunsets,pool,King bed ,dock

Welcome to Paradise Casa! Just five feet from the waterfront, you will think your on a cruise ship when you look out the windows. Breathtaking Unobstructed views of the sunset every night. This Glamping at its finest with an amazing pool. 2 bedrooms plus loft, with the main bedroom having a king size bed. Fireplace, fully stocked kitchen, massage chairs, 2 AC units for your comfort. 2 miles from John Pennekamp with kayak rentals, glass bottom boats, create memories scuba diving/snorkeling.

Guest favorite

Apartment

4.92 out of 5 average rating, 137 reviews

2/1 Oceanfront Apartment with Dockage

The Seaside Vista is a luxurious ocean front retreat located in Key Largo. Only 1 hour from Miami International Airport, we are located in the heart of the fishing and diving areas of the Florida Keys. From great dining, to water sports, to eco tours, to parasail, to museums, shopping and beaches, allow us to be your base for all of your Florida Keys activities. Freshly remodeled , enjoy our little piece of paradise...minutes from all that the Upper Keys has to offer. MC Permit #: 21302180

Superhost

Home

4.89 out of 5 average rating, 104 reviews

NEW CASA PALMA VOTED BEST AIRBNB RENTAL! GOLF CART

NO HIDDEN FESS! CASA PALMA IS A LICENSED AND LEGAL VACATION RENTAL WITH HUNDREDS OF 5 STAR REVIEWS AND SUPER HOST STATUS ON ALL VACATION RENTAL SITES. VOTED #1 KEY LARGO VACATION RENTAL! LOCATED IN THE HEART OF KEY LARGO! IT'S THE PERFECT HOME BASE TO EXPLORE THE KEYS! 2 POOLS, BEACH, FREE GOLF CART, FAST WIFI, KAYAKS, TENNIS/PICKELBALL, MARINA WITH BOAT RAMP AND TRAILER PARKING! SLIP RENTAL AVAILABLE! SWIMMING LAGOON! 2 KING BEDS! PLAYGROUND! FREE PARKING! PACK AND PLAY AND BOOSTER SEAT!

Guest favorite

Townhouse

5 out of 5 average rating, 6 reviews

Tropical Paradise at Moon Bay Key Largo, Florida

Your family will be close to everything when you stay at this centrally-located place. This spacious unit has 2 bedrooms each with full bathrooms and an additional half bath as well. The unit sleeps 6 comfortably. The master bedroom has a king size bed, second bedroom has a queen bed with a sofa that turns into a full size bed and there is also a queen sofa bed in the living room. The unit has a fully equipped kitchen and all you need for a great time. Games, cooler, fishing gear, etc.

Guest favorite

Home

5 out of 5 average rating, 21 reviews

Waterfront Escape -VACA-23-408

Come stay at this brand new home construction on a deep and wide canal leading to the ocean with pool and exotic decor. 75 foot dock with water and electric. Top of the line appliances with a fully stocked kitchen. Spa style showers with high end decor. Luxury at its best. Heated pool with sundeck and lots of seating around the edges. (Pool heater is an additional $100 per stay). Ground level cooking and dining for those beautiful days after boating or while laying around in the pool.

Superhost

Townhouse

4.84 out of 5 average rating, 67 reviews

VOTED TRIPADVISOR'S #1 DESTINATION, POOL, TENNIS

4 PROFESSIONALLY DECORATED MODELS TO CHOOSE. CLICK ON MY PROFILE TO SEE ALL MY LISTINGS. BOAT SLIP AVAILABLE AT ADDITIONAL COST, FAST WIFI. KID'S KAYAKS WITH LIFE JACKETS, TENNIS, LAGOON DIRECTLY OUTSIDE THE BALCONY AND 2 POOLS. This is a High living 2/2 LICENSED VACATION RENTAL PROPERTY is a luxury townhouse you would not expect to find in the Florida Keys. With it's Malibu feel, this Nautical Chic two Bedroom unit is located at The Kawama Yacht Club on MM 99

Superhost

Home

5 out of 5 average rating, 5 reviews

Gated w/Bayside Marina- Marlin Bay Resort & Marina

Marlin Bay Resort & Marina is a hidden gem located in the heart of The Keys! It is a newly launched boutique resort featuring 13 luxury vacation homes, 74 private marina slips and a centrally located pool deck and clubhouse. We provide unparalleled service in an intimate setting allowing you to relax and unwind. We are located in Marathon in The Middle Keys, so you can easily explore all that The Keys have to offer.

Superhost

Apartment

4.82 out of 5 average rating, 107 reviews

MODERN OCEANFRONT CONDO! OCEAN VIEWS! 2 KING BEDS!

You have just discovered one of the most unique properties in the heart of Key Largo. This OCEAN FRONT condo is located inside Kawama Yacht Club, a beautiful Hawaiian Island style resort that is situated along the southern border to the most popular park in all of the Keys, John Pennekamp National Underwater Park. Everything you could ever imagine making your Florida Keys vacation complete can be found here.