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. "
The price is AU$389
includes taxes & fees
20 Oct - 21 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. "
Oceanfront Estate with Private 350 foot Pier, Heated Pool, Pet Friendly

Venetian Shores Escape! Heated Pool, 3BR, 70ft Dock, Dog-Friendly!

9.6 out of 10, Exceptional, (58)
"The property is central location in Islamorada, best location....The outdoor area is perfect,pool heated very enjoyable.. great neighborhood..Friendly Host JoAnn is amazing, and prompt response, a delightful person, and a wonderful host!"
Venetian Shores Escape! Heated Pool, 3BR, 70ft Dock, Dog-Friendly!

Paradise in Venetian Shores Pool / SPA - Heater / Chiller & Commercial Ice Maker

10.0 out of 10, Exceptional, (38)
"Was a nice property and pleasant enough for our stay."
Paradise in Venetian Shores Pool / SPA - Heater / Chiller & Commercial Ice Maker

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (543)
"Spacious rooms and location was great for what we needed. "
The price is AU$202
includes taxes & fees
13 Oct - 14 Oct
Breezy Palms Resort

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (66)
"Absolutely outstanding resort. Legitimate 5 star property. "
The price is AU$1,041
includes taxes & fees
13 Oct - 14 Oct
The Islands of Islamorada

Island Bay Resort

2.5 star property
10.0 out of 10, Exceptional, (132)
"Clean, friendly, has its own beach"
The price is AU$410
includes taxes & fees
19 Oct - 20 Oct
Island Bay Resort

Key Largo Cottages

2.5 star property
9.6 out of 10, Exceptional, (25)
"Beautiful and peaceful place "
Key Largo Cottages

Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo

9.8 out of 10, Exceptional, (225)
"We found the condo very nicely located to Key Largo, Islamorada, and Tavernier. Enjoyed restaurants with sunset bayside, snorkeling excursion off John Pennecamp state park, and the pool and tiki hut on resortPremises! Would return here if back in the area. "
Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo

Kings Kamp

2.5 star property
8.8 out of 10, Excellent, (23)
"The property is beautiful, nicely renovated and clean. A true gem is a covered patio with grill and a small beach right outside the door. There is plenty of local attractions to choose from near by. We had a fantastic stay and would highly recommend this property. We hope to come back again some day. Thank you!"
Kings Kamp

Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

9.6 out of 10, Exceptional, (40)
"Beautiful place. Our stay was quiet and wonderful. Very clean and comfortable. "
The price is AU$438
includes taxes & fees
2 Nov - 3 Nov
Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

Relax in your one bedroom Oceanfront Suite in Tavernier FL. Florida Keys.

9.8 out of 10, Exceptional, (57)
"Great unit, nicely renovated and a good weekend! "
Relax in your one bedroom Oceanfront Suite in Tavernier FL. Florida Keys.

Charming Home in Key Largo

9.8 out of 10, Exceptional, (25)
"Great location. Very clean very nice, stay there again"
The price is AU$527
includes taxes & fees
15 Oct - 16 Oct
Charming Home in Key Largo

Amazing Ocean view at Ocean Pointe w/Heated Pool

9.6 out of 10, Exceptional, (39)
"We enjoyed our time at Ocean Point. "
Amazing Ocean view at Ocean Pointe w/Heated Pool

Anchorage Resort & Yacht Club

3.0 star property
8.6 out of 10, Excellent, (296)
"Really good place to stay "
The price is AU$348
includes taxes & fees
13 Oct - 14 Oct
Anchorage Resort & Yacht Club

Waterfront Tiny House w Pool, Beach, and Boat Dock

9.6 out of 10, Exceptional, (61)
"Excelent place "
The price is AU$597
includes taxes & fees
29 Oct - 30 Oct
Waterfront Tiny House w Pool, Beach, and Boat Dock

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."
FALL '25 Deals! OCEANFRONT Lux 1350sf w/ Stunning Views & All Amenities of home!

Key Largo Sunset Estate

10.0 out of 10, Exceptional, (58)
"Wonderful week spent at both houses at this lovely property. We swam, dined and most of all.... enjoyed the gorgeous sunset view. "
Key Largo Sunset Estate

Ocean Front Private Beach, Pool/Hot Tub, Pool Bar, Marina with Cafe

9.8 out of 10, Exceptional, (186)
"The property was exactly as described. Great view nice amenities and friendly employees. Great location everything is close by. Already planning on coming back again "
Ocean Front Private Beach, Pool/Hot Tub, Pool Bar, Marina with Cafe

5 Star Coastal Luxury: Key Largo 2BR Condo w/Lagoon, Golf Cart, Pools& Amenities

10.0 out of 10, Exceptional, (16)
"Great vacation spot , only thing missing is a good saltwater beach."
5 Star Coastal Luxury: Key Largo 2BR Condo w/Lagoon, Golf Cart, Pools& Amenities
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 favourite 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 depend 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 AU$202 per night. Entering your travel dates in the search wizard might find you 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.