Search Plantation Key Villa Accommodation

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Villas in Plantation Key

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$1,033
includes taxes & fees
6 Aug - 7 Aug
The Islands of Islamorada

Oceanfront Villa overlooking the Atlantic and Molasses Reef Marina

9.8 out of 10, Exceptional, (51)
"Great location Vivian was very responsive to any questions we had"
Oceanfront Villa overlooking the Atlantic and Molasses Reef Marina

2bd/2ba Ocean Retreat in Kawama Yacht Club

10.0 out of 10, Exceptional, (41)
"We enjoy the property and great Key Largo location. Owner was very quick to respond to questions. Some repairs are needed that he is aware of and he said they would be fixed soon. "
2bd/2ba Ocean Retreat in Kawama Yacht Club

Waterfront House with Boat Dock

5.0 star property
6.0 out of 10, (1)
"Covered porch was nice for time outside. Inside was in need of work. Closets unfinished, no place to put any luggage, advertises a king bed and a queen bed, but only had a king and a full, no tp, or tissue products when we arrived. None of the above were deal breakers but just allot of small things that add up to frustration."
Waterfront House with Boat Dock

Bayberry Key: Waterfront Htd Pool, FREE Boat Dockage Sep-Oct Only!

10.0 out of 10, Exceptional, (1)
"This was a beautiful spot for 3 couples to relax and enjoy this beautiful setting. The outside space was perfect with tables, firepit & grills. The house was stocked well enough to be able to prepare some meals. I would definitely return again."
Bayberry Key: Waterfront Htd Pool, FREE Boat Dockage Sep-Oct Only!

Angler’s Reef house. Paddle or Kayak to sandbar. Lic #24-0055

10.0 out of 10, Exceptional, (13)
"Anglers Way was a meticulously clean property centrally located on Islamorada. The hosts were extremely responsive to our inquiries prior to and during our stay in their home. The property was well equipped and provided for all our needs. They undoubtedly deserve our 5 star review and would recommend this property for those seeking a restful vacation. "
Angler’s Reef house. Paddle or Kayak to sandbar. Lic #24-0055

The Lookout with Resort Privileges

The Lookout with Resort Privileges

Serenity by the Sea!! Anglers Reef with Boat Slip Available!!

10.0 out of 10, Exceptional, (115)
"The property and the location was absolutely perfect. "
Serenity by the Sea!! Anglers Reef with Boat Slip Available!!

Isla Guava: Boutique Resort, FREE Boat Dockage Sept-Oct Only!

9.4 out of 10, Exceptional, (3)
"We’ve vacationed in the Keys many times and this property was the best. First is location. It’s on a canal cut off Little Basin. There are many walkable restaurants and attractions. The house itself was very clean and the layout conducive to renters with two master suites upstairs and a smaller bedroom and bath down. Property management very attentive and communicative with a very nice young lady coming on site. Beautiful pool area and deck by water. Can’t go wrong with this."
Isla Guava: Boutique Resort, FREE Boat Dockage Sept-Oct Only!

Endless Summer with Resort Privileges

9.6 out of 10, Exceptional, (14)
"Great location. Everyone was very attentive. They went beyond during our stay and after. Resort is such a bonus. I've been a serval times and i highly recommend the property"
Endless Summer with Resort Privileges

Newly upgraded Key Largo Villa W/Boat Slip

10.0 out of 10, Exceptional, (81)
"Excellent location Great value"
Newly upgraded Key Largo Villa W/Boat Slip

Villa with private plunge pool, boat dock, & amazing sunsets in Islamorada Fl

10.0 out of 10, Exceptional, (2)
"The house is clean, well decorated, and equipped with everything that you would need for a vacation. Quick response and good communication. The plunging pool was great at the house, and a larger pool - ocean side if you need more sun! Within walking distance to restaurants, and Cafe Moka next door. We would stay here again, in a heart beat."
Villa with private plunge pool, boat dock, & amazing sunsets in Islamorada Fl

Sea-Esta with Resort Privileges

10.0 out of 10, Exceptional, (8)
"We had an amazing winter getaway . Clean , new , house in a wonderful location "
Sea-Esta with Resort Privileges

Gull's Nest with Resort Privileges

9.6 out of 10, Exceptional, (25)
"Not far from miami airport. Great resort access. Beautiful and clean lodging. Food is also great as resort. Will rebook! "
Gull's Nest with Resort Privileges

Sea Haven with Resort Privileges

9.8 out of 10, Exceptional, (9)
"Place was clean. Shuttle from house to resort was quick & reliable. Resort very nice."
Sea Haven with Resort Privileges

Isla Honeydew: 3 En-Suite Bedrooms! FREE boat dockage Sept-Oct only

3.0 star property
10.0 out of 10, Exceptional, (4)
"The home was just as it was described on the website! Beautiful, comfortable and clean. Plenty of cooking items. Location was wonderful-we could walk to several restaurants and store. Would stay again!"
Isla Honeydew: 3 En-Suite Bedrooms! FREE boat dockage Sept-Oct only

Twilight with Resort Privileges

10.0 out of 10, Exceptional, (1)
"What a great option to have access to the hotel but come back each day and finish at the clubhouse pool for sunset! Really great house with plenty of room and great variety to get away from the hotel! "
Twilight with Resort Privileges

Latitudes with Resort Privileges

8.8 out of 10, Excellent, (3)
"Family Men’s Bible study and “slow living” weekend. Perfect scene and stay! Thank you!"
Latitudes with Resort Privileges

Isla Kiwi: Waterfront Boutique Resort, FREE Boat Dockage Sept-Oct Only

10.0 out of 10, Exceptional, (1)
"Fantastic location with loads of bars and restaurants within walking distance. Property is lovely, very clean and modern with a great pool. Definitely stay again."
Isla Kiwi: Waterfront Boutique Resort, FREE Boat Dockage Sept-Oct Only

Sunset Villas: Bayfront Beach Compound<br>**28 Night Min**

10.0 out of 10, Exceptional, (24)
"What a wonderful place to stay from getting to meet Ryan and enjoy all of the amenities. The thoughtfulness of key lime pie and other local specialties, kayaks, paddle boards, corn hole, bait bucket and fishing rods, and more. The outdoor seating was plentiful and the views are amazing!! We highly recommend enjoying this property."
Sunset Villas: Bayfront Beach Compound<br>**28 Night Min**
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.
Save an average of 15% on thousands of hotels when you're signed in