Plantation Key Holiday Rentals

    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
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
14 Aug - 15 Aug
Tomorrow
15 Aug - 16 Aug
This weekend
15 Aug - 17 Aug
Next weekend
22 Aug - 24 Aug

Holiday Rentals in Plantation Key

Treasure Harbor
25-inch flat-screen TV with digital channels, TV

Treasure Harbor

3.0 star property
9.0 out of 10, Wonderful, (98)
"Unique House boat experience, friendly staff. "
The price is HK$706
HK$1,898 total
includes taxes & fees
2 Sept - 3 Sept
Treasure Harbor
Venetian Tropics weekly Pvt home w/heated Pool, 3 bedroom /70ft dock w/canal
Outdoor pool, a heated pool

Venetian Tropics weekly Pvt home w/heated Pool, 3 bedroom /70ft dock w/canal

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 Tropics weekly Pvt home w/heated Pool, 3 bedroom /70ft dock w/canal
Breezy Palms Resort
Exterior

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (505)
"Best kept secret, love staying here,!"
The price is HK$605
HK$1,087 total
includes taxes & fees
8 Sept - 9 Sept
Breezy Palms Resort
The Islands of Islamorada
2 outdoor pools, open 8:00 AM to 6:00 PM, pool loungers

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 HK$4,317
HK$5,289 total
includes taxes & fees
15 Aug - 16 Aug
The Islands of Islamorada
Island Bay Resort
Private beach, sun-loungers, beach umbrellas, beach towels

Island Bay Resort

2.5 star property
10.0 out of 10, Exceptional, (129)
"Clean, friendly, has its own beach"
Island Bay Resort
Key Largo Cottages
Boating

Key Largo Cottages

2.5 star property
9.6 out of 10, Exceptional, (24)
"Beautiful and peaceful place "
Key Largo Cottages
Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo
Outdoor pool, a heated pool

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

9.8 out of 10, Exceptional, (220)
"Condo was clean and quiet. Loved the main suite in the back."
The price is HK$1,413
HK$3,244 total
includes taxes & fees
17 Aug - 18 Aug
Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo
Condo in the Keys
Outdoor pool

Condo in the Keys

5.0 star property
8.8 out of 10, Excellent, (9)
"Thoroughly enjoyed our stay! The pool, beach area and pickleball courts were fantastic! Also enjoyed the premium cable. "
Condo in the Keys
Ocean Front Private Beach, Pool/Hot Tub, Pool Bar, Marina with Cafe
Marina

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

9.8 out of 10, Exceptional, (185)
"Nice place, lots to do, great location, great views"
Ocean Front Private Beach, Pool/Hot Tub, Pool Bar, Marina with Cafe
Charming Home in Key Largo
Fridge, microwave, oven, stovetop

Charming Home in Key Largo

9.8 out of 10, Exceptional, (25)
"loved it!!"
The price is HK$1,031
HK$3,095 total
includes taxes & fees
18 Aug - 19 Aug
Charming Home in Key Largo
Anchorage Resort & Yacht Club
Exterior

Anchorage Resort & Yacht Club

3.0 star property
8.6 out of 10, Excellent, (292)
"All around amazing place"
The price is HK$1,562
HK$1,757 total
includes taxes & fees
17 Aug - 18 Aug
Anchorage Resort & Yacht Club
Oceanfront Key Largo Paradise with Private Beach~Pool~Tennis~Marina and more....
On the beach, sun-loungers, beach towels

Oceanfront Key Largo Paradise with Private Beach~Pool~Tennis~Marina and more....

10.0 out of 10, Exceptional, (267)
"We enjoyed our stay! It was a great condo and was exactly as described in the listing. "
Oceanfront Key Largo Paradise with Private Beach~Pool~Tennis~Marina and more....
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool
Exterior

Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool

9.8 out of 10, Exceptional, (66)
"Such a great, gated location with access to a variety of amenities. "
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool
OCEANFRONT ANGLERS REEF in ISLAMORADA -Pool, Dock, Beach, Kayaks, Paddle Boards
A heated pool

OCEANFRONT ANGLERS REEF in ISLAMORADA -Pool, Dock, Beach, Kayaks, Paddle Boards

10.0 out of 10, Exceptional, (185)
"Lodgings first rate. Boat access to Mahi and Grouper catches."
OCEANFRONT ANGLERS REEF in ISLAMORADA -Pool, Dock, Beach, Kayaks, Paddle Boards
Kings Kamp
Fishing

Kings Kamp

2.5 star property
8.6 out of 10, Excellent, (22)
"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
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
Marina

New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

9.4 out of 10, Exceptional, (72)
"The house is great, tidy little spot to start all your Keys adventures from!"
The price is HK$839
HK$2,796 total
includes taxes & fees
18 Aug - 19 Aug
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
BEACHFRONT POOL HOME
Outdoor pool, a heated pool

BEACHFRONT POOL HOME

9.6 out of 10, Exceptional, (106)
"Another fantastic stay in an amazing spot!!"
BEACHFRONT POOL HOME
Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada
Outdoor pool, a heated pool

Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada

9.6 out of 10, Exceptional, (29)
"Nice property . Well kept. Good management "
Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada
Relax in your one bedroom Oceanfront Suite in Tavernier FL. Florida Keys.
Outdoor pool, a heated pool

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

9.6 out of 10, Exceptional, (55)
"This condo exceeded our expectations! It was immaculately clean and had a cozy, welcoming feel. The view was spectacular, offering a serene and beautiful backdrop. We had everything we needed, from kitchen essentials to comfy furniture, making our stay seamless and enjoyable. It’s the perfect spot for a relaxing escape. Highly recommend!"
Relax in your one bedroom Oceanfront Suite in Tavernier FL. Florida Keys.
FALL SPECIALS! Islamorada Anglers Reef Oceanview: Private Beach, Pool, Marina
Outdoor pool

FALL SPECIALS! Islamorada Anglers Reef Oceanview: Private Beach, Pool, Marina

10.0 out of 10, Exceptional, (3)
"Our stay was nothing but amazing! The area/community is beautiful and Al was a wonderful host! Will definitely be staying here again next year!!"
FALL SPECIALS! Islamorada Anglers Reef Oceanview: Private Beach, Pool, 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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Plantation Key Hotel Reviews

Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay

10/10 Excellent
"staff was amazing"
Daniel 3-night trip
Posted 17 hours ago
Hampton Inn Key Largo Manatee Bay