Plantation Key Holiday Rentals

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Holiday Rentals in Plantation Key

Treasure Harbor
3.0 star property
8.8 out of 10, Excellent, (108)
"If you are looking for a laid back vibe with no hassle here is the place. Friendly staff. Aqualodge was cute and comfortable. Easily rented a boat for the day...found great snorkeling and beautiful views. "
United States
JoAnn
The price is NZ$439
includes taxes & fees
28 Oct - 29 Oct
Treasure Harbor
Oceanfront Estate with Private 350 foot Pier, Heated Pool, Pet Friendly
9.4 out of 10, Exceptional, (98)
"Oceans views for miles! Great pool. "
United States
marcy w.
Oceanfront Estate with Private 350 foot Pier, Heated Pool, Pet Friendly
Breezy Palms Resort
2.5 star property
8.8 out of 10, Excellent, (550)
"Nice place to stay for the wedding I went to "
United States
michael
The price is NZ$213
includes taxes & fees
27 Oct - 28 Oct
Breezy Palms Resort
The Islands of Islamorada
4.0 star property
9.8 out of 10, Exceptional, (67)
"Great for family vacation with kids. love it"
United States
Dixania
The price is NZ$1,174
includes taxes & fees
26 Oct - 27 Oct
The Islands of Islamorada
Island Bay Resort
2.5 star property
10.0 out of 10, Exceptional, (133)
"Buutifull and cozy place "
United States
DILIA
The price is NZ$483
includes taxes & fees
27 Oct - 28 Oct
Island Bay Resort
Key Largo Cottages
2.5 star property
9.6 out of 10, Exceptional, (25)
"Beautiful and peaceful place "
United States
Jacqueline
Key Largo Cottages
Paradise in Key Largo, FL
9.6 out of 10, Exceptional, (58)
"Overall, it was a great location, a comfortable place to stay, and everything you needed to spend a great time in the Keys. "
United States
Andy P.
The price is NZ$508
includes taxes & fees
26 Oct - 27 Oct
Paradise in Key Largo, FL
Beachside Retreat w/ Pool, Boat Ramp Dock for Rent
9.6 out of 10, Exceptional, (42)
"Beautiful place. Our stay was quiet and wonderful. Very clean and comfortable. "
United States
Bobbi J
The price is NZ$507
includes taxes & fees
28 Oct - 29 Oct
Beachside Retreat w/ Pool, Boat Ramp Dock for Rent
Anchorage Resort & Yacht Club
3.0 star property
8.6 out of 10, Excellent, (297)
"Really good place to stay "
United States
Elier
The price is NZ$392
includes taxes & fees
3 Nov - 4 Nov
Anchorage Resort & Yacht Club
Kings Kamp
2.5 star property
8.8 out of 10, Excellent, (23)
"Kings Kamp was a charming stay. The owners were friendly and made the stay easy"
United States
Erica
Kings Kamp
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
9.4 out of 10, Exceptional, (79)
"Awesome experience specially whit Barbara"
United States
jorge l.
The price is NZ$645
includes taxes & fees
18 Nov - 19 Nov
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
Relax in your one bedroom Oceanfront Suite in Tavernier FL. Florida Keys.
9.6 out of 10, Exceptional, (59)
"Awesome condo! "
United States
John M.
Relax in your one bedroom Oceanfront Suite in Tavernier FL. Florida Keys.
Charming Home in Key Largo
9.8 out of 10, Exceptional, (26)
"It was clean and a very nice place to stay. Plenty of room and awesome amenities."
United States
Eric M.
The price is NZ$747
includes taxes & fees
24 Oct - 25 Oct
Charming Home in Key Largo
BEACHFRONT POOL HOME
9.6 out of 10, Exceptional, (106)
"Property was great. Everyone enjoyed their stay definitely would come back."
United States
Bradley P.
BEACHFRONT POOL HOME
Ocean Front Private Beach, Pool/Hot Tub, Pool Bar, Marina with Cafe
9.8 out of 10, Exceptional, (187)
"Condo was very clean and tidyHost was quick to respondWe really appreciated the beach chairs"
United States
Jennifer O.
Ocean Front Private Beach, Pool/Hot Tub, Pool Bar, Marina with Cafe
Amazing Ocean view at Ocean Pointe w/Heated Pool
9.6 out of 10, Exceptional, (39)
"We enjoyed our time at Ocean Point. "
United States
Sarah K.
Amazing Ocean view at Ocean Pointe w/Heated Pool
Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo
9.8 out of 10, Exceptional, (226)
"We had a great time at the house,pool and bar!"
United States
Peter W.
Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo
Mangrove Marina and Resort Aqualodge Houseboats
3.0 star property
9.4 out of 10, Exceptional, (331)
"Everything was good, cleaning, bar , pool and service was excellent "
United States
orampa
Mangrove Marina and Resort Aqualodge Houseboats
Key Largo Sunset Estate
10.0 out of 10, Exceptional, (58)
"Perfect house, beautiful sunsets, boat dock was convenient (kid's loved fishing off the dock), great location - loved it! Wonderful homes for a family vacation! We'll never forget it!"
United States
Iva T.
Key Largo Sunset Estate
FALL '25 Deals! OCEANFRONT Lux 1350sf w/ Stunning Views & All Amenities of home!
9.6 out of 10, Exceptional, (291)
"The host was great to communicate .We really enjoyed our stay."
United States
Surama M.
FALL '25 Deals! OCEANFRONT Lux 1350sf w/ Stunning Views & All Amenities of home!
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.
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Top Plantation Key Hotel Reviews

Find out more about Plantation Key

Everything you need to know about Plantation Key holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Plantation Key holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Plantation Key holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Plantation Key holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Plantation Key. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Plantation Key holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Plantation Key holiday rentals we have selected for you start as low as NZ$213 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Plantation Key rentals

At Expedia, we put the best Plantation Key holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Plantation Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Plantation Key holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Plantation Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.