Plantation Key Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Plantation Key

A 57-foot trawler in Islamorada
8.4 out of 10, Very good, 19 reviews
"Dated, but very clean. Niced friendly marina. Joe"
A 57-foot trawler in Islamorada
Best Location for Your best vacation! June Special!
10.0 out of 10, Exceptional, 23 reviews
"My husband and I rented this property for the month of February 2024. It was conveniently located near Founder’s Park, Theater of the Sea, several restaurants, grocery stores, businesses and in a very safe and quiet neighborhood. Our daughter and her family visited for several days during our stay and the back of the property was great for entertaining. Although these owners reside on the premises they vacated the property during most of our stay so as to allow us our privacy as we enjoyed our...
Best Location for Your best vacation! June Special!
Capt Craig's 1 Bedroom /1 Bath Apartment in Islamorada, Florida Keys
9.6 out of 10, Exceptional, 8 reviews
"Although we only stayed one night, this place was clean and had everything we needed. It was centrally located and was perfect for us!"
The price is CA $212
CA $399 total
includes taxes & fees
Jun 3 - Jun 4
Capt Craig's 1 Bedroom /1 Bath Apartment in Islamorada, Florida Keys
Save an average of 15% on thousands of hotels when you're signed in
RESERVE QUICKLY! YOU’LL LOVE IT! EVERYONE DOES!
9.6 out of 10, Exceptional, 154 reviews
"Great location and property was clean and had all the essentials."
RESERVE QUICKLY! YOU’LL LOVE IT! EVERYONE DOES!
Oceanfront Estate with Private 350 foot Pier, Heated Pool, Pet Friendly
9.4 out of 10, Exceptional, 79 reviews
"We had a fantastic vacation! It was like our own little resort! The house and pool were perfect. The view and the dock were amazing. We saw turtles, manatee, lobster, fish, birds and stingray! The host was very easy to communicate with and made sure we had everything we needed. We couldn’t have asked for a better place to stay!"
Oceanfront Estate with Private 350 foot Pier, Heated Pool, Pet Friendly
Breezy Palms Resort
2.5 star property
8.4 out of 10, Very good, 329 reviews
"Love it!"
The price is CA $227
CA $326 total
includes taxes & fees
Jun 5 - Jun 6
Breezy Palms Resort
Mangrove Marina and Resort Aqualodge Houseboats
3.0 star property
9.4 out of 10, Exceptional, 315 reviews
"Absolutely beautiful! Cant wait to come back and stay here again."
Mangrove Marina and Resort Aqualodge Houseboats
Amazing Ocean view at Ocean Pointe w/Heated Pool
9.6 out of 10, Exceptional, 9 reviews
"The condo was nicely decorated. The kitchen was well stocked with everything for cooking. The beds were comfortable and plenty of bath and beach towels. Bring your own necessities, tp, paper towels, shampoo, soap everything else was there! The pool and beach are fantastic! We enjoyed our stay and would definitely stay again!"
Amazing Ocean view at Ocean Pointe w/Heated Pool
Island Bay Resort
2.5 star property
9.8 out of 10, Exceptional, 73 reviews
"What a wonderful, little tucked away gem!! We had such a great time here, the property is spotless and beautiful, the rooms were perfect in size and beautifully decorated, and the couple who run the property make you feel so welcome and like your family. We rarely left the property, it was so relaxing to sit on the beach, or take the kayaks or paddle boards out into the water, we even saw, sharks and manatees and got to swim with them right at the resort. We will definitely go back!"
Island Bay Resort
VOTED BEST KEY LARGO VACATION RENTAL
10.0 out of 10, Exceptional, 61 reviews
"Exactly the place we needed"
VOTED BEST KEY LARGO VACATION RENTAL
Anchorage Resort & Yacht Club
3.0 star property
8.6 out of 10, Excellent, 262 reviews
"Very nice and quaint property with a very relaxing charm! We definitely recommend ❤️"
The price is CA $307
CA $345 total
includes taxes & fees
Jun 3 - Jun 4
Anchorage Resort & Yacht Club
Oceanfront Property with Elevator, Lagoon and 2 Heated Pools
9.6 out of 10, Exceptional, 118 reviews
"Perfect place, everything you will need and more! The owner is great at communicating and is will to quickly resolve anything that needs resolved!"
Oceanfront Property with Elevator, Lagoon and 2 Heated Pools
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool
9.8 out of 10, Exceptional, 24 reviews
"House was just as described. It was in the perfect location with supermarket and restaurants nearby. The house was super clean and had everything we needed for a relaxing vacation. My husband and son enjoyed fishing from the jetty and my daughter enjoyed sunning by the pool. We also enjoyed snorkeling in the lagoon and the beach. We're so happy we found this treasure. Can't wait to visit again!"
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool
Key Largo-Islamorada area-1 BR, 1 Bath -Privately Owned Condo -Fab Reviews!
10.0 out of 10, Exceptional, 138 reviews
"Very nice."
Key Largo-Islamorada area-1 BR, 1 Bath -Privately Owned Condo -Fab Reviews!
Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo
9.8 out of 10, Exceptional, 179 reviews
"Our stay was amazing from start to finish. The condo was beautiful and complete with everything we needed. The pool was perfect and allowed for night swimming after long days of recommended activities. The whole experience was great and I was telling everyone back in WI that it needs to be added to their accommodation list. Quiet and close enough to some really great restaurants as well. Felt like home!"
The price is CA $308
CA $648 total
includes taxes & fees
Jun 4 - Jun 5
Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo
Beautiful Modern House in Key Largo
10.0 out of 10, Exceptional, 25 reviews
"This property was amazing. The house is newly remodeled and done in a very modern way. The owner was very good with communication and I would highly recommend staying at this location."
The price is CA $307
CA $697 total
includes taxes & fees
Jun 3 - Jun 4
Beautiful Modern House in Key Largo
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
9.6 out of 10, Exceptional, 31 reviews
"Super cute tiny house! Perfect for our night there. Wish we had more time."
The price is CA $263
CA $617 total
includes taxes & fees
Jun 17 - Jun 18
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
Lady Blue Yacht in FL KEYS
7.0 out of 10, Good, 4 reviews
"We loved the experience until we couldn't access the WiFi for the television. There were a couple of wet places in the forward bedroom and bed, dirty underwear and shorts were left in the washer. We loved it though!"
The price is CA $301
CA $500 total
includes taxes & fees
Jun 15 - Jun 16
Lady Blue Yacht in FL KEYS
Beautiful Escape In Paradise
7.0 out of 10, Good, 2 reviews
"It took us little longer to find out how things worked. Only thing is the toilet had no water the last day"
Beautiful Escape In Paradise
Ocean front 1/1,AMAZING OCEAN/MARINA VIEWS,Tavernier/Key Largo Fl. Florida Keys
10.0 out of 10, Exceptional, 235 reviews
"Clean and comfortable! We really enjoyed our stay."
Ocean front 1/1,AMAZING OCEAN/MARINA VIEWS,Tavernier/Key Largo Fl. Florida Keys
Don't see what you're looking for?
See all available properties in Plantation Key
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Plantation Key Vacation Rental Travel Info

Other types of properties in Plantation Key you may be interested in

Creekside Inn Islamorada
2.5 star property
8.0 out of 10, Very good, 1,002 reviews
"Ok"
The price is CA $190
CA $214 total
includes taxes & fees
Jun 2 - Jun 3
Creekside Inn Islamorada
Treasure Harbor
2.0 star property
9.4 out of 10, Exceptional, 29 reviews
"Clean, adorable house boat. Would definitely stay again."
The price is CA $246
CA $448 total
includes taxes & fees
Jun 2 - Jun 3
Treasure Harbor
Ragged Edge Resort & Marina
2.5 star property
9.4 out of 10, Exceptional, 127 reviews
"Just one word. Excellent!!"
The price is CA $354
CA $398 total
includes taxes & fees
Jun 2 - Jun 3
Ragged Edge Resort & Marina
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Plantation Key. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Recent reviews of Plantation Key properties
Expedia verified reviews