Plantation Key holiday rentals

We found 1,884 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Plantation Key

Showing deals for:20 Nov - 27 Nov

Marina
Interior
Private kitchen
Living area
Exceptional
(89 reviews)

Breathtaking Ocean views! Owners who care. “Sangria Sunrise”! 10% off charters!

Tavernier

7% off
S$2,666
for 7 nights, 1 apartment
S$381 per night
includes taxes & fees
Breathtaking Ocean views! Owners who care. “Sangria Sunrise”! 10% off charters!
Private kitchen
Property grounds
Exterior
Exterior detail
Exceptional
(38 reviews)

SUMMER LAST MINUTE SPECIAL 300 a NIGHT

Islamorada

6% off
S$4,422
for 7 nights, 1 home
S$632 per night
includes taxes & fees
SUMMER LAST MINUTE SPECIAL 300 a NIGHT
Sports court
Second pool
Downstairs area
Kitchen
Exceptional
(17 reviews)

NEW LISTING! Key Largo Oceanside Townhouse with Private Marina, Lagoon, & Pools

Key Largo

8% off
S$4,232
for 7 nights, 1 home
S$605 per night
includes taxes & fees
NEW LISTING! Key Largo Oceanside Townhouse with Private Marina, Lagoon, & Pools
Propane fire pit and Adirondack chairs.
Sunrise over the large Maison resort style pool.
Great room with sliding glass doors to balcony deck.
The Maison Property, beach, pool, summer kitchen and day dock from the Atlantic.
Exceptional
(76 reviews)

Sunrise Haven - Maison 306 - Beach, Pool, Hot Tub, Kayaks, SUPs & Day Dock

Islamorada

8% off
S$7,048
for 7 nights, 1 apartment
S$1,007 per night
includes taxes & fees
Sunrise Haven - Maison 306 - Beach, Pool, Hot Tub, Kayaks, SUPs & Day Dock
PICNIC AREA
Largest lagoon pool night view
Main Dining Room
Master Suite with king bed and sitting area
Exceptional
(22 reviews)

True Key Largo Luxury!

Key Largo

8% off
S$5,574
for 7 nights, 1 home
S$796 per night
includes taxes & fees
True Key Largo Luxury!
Get lost enjoying the canal view and watch nature go by from the balcony!
Sun bathe and relax in the sun with these comfy chaise loungers!
Bedroom one has a memory foam mattress, 100% cotton sheets, and 50" Roku TV.
Plenty of comfy seating to plan out your Key Largo adventure!
Exceptional
(26 reviews)

Jaw-dropping Canal View Key Largo Boat Slip, Bay

Key Largo

8% off
S$4,564
for 7 nights, 1 apartment
S$652 per night
includes taxes & fees
Jaw-dropping Canal View Key Largo Boat Slip, Bay
Pool Area and Bar at Oceanpointe
Marina walkway at night
Marina and our building at night
Club house at Night
Exceptional
(149 reviews)

OCEANVIEW / OCEANFRONT APARTMENT WITH RESORT AMENITIES, KEY LARGO, TAVERNIER

Tavernier

7% off
S$3,617
for 7 nights, 1 apartment
S$517 per night
includes taxes & fees
OCEANVIEW / OCEANFRONT APARTMENT WITH RESORT AMENITIES, KEY LARGO, TAVERNIER
Property grounds
Dining
Room
Living area
Exceptional
(63 reviews)

Paradise awaits, remodeled, marina, pickleball, tennis, pools, salt water lagoon

Key Largo

7% off
S$3,433
for 7 nights, 1 home
S$490 per night
includes taxes & fees
Paradise awaits, remodeled, marina, pickleball, tennis, pools, salt water lagoon
Exterior
Terrace/patio
Marina
Main Pool
Exceptional
(36 reviews)

Overlooking The Marina and Ocean

Key Largo

8% off
S$4,566
for 7 nights, 1 apartment
S$652 per night
includes taxes & fees
Overlooking The Marina and Ocean
Room
Terrace/patio
Private kitchen
Marina
Exceptional
(39 reviews)

Waterfront Key Largo Escape with Boat Slip and Beautiful Sunrise Views

Key Largo

8% off
S$4,974
for 7 nights, 1 apartment
S$711 per night
includes taxes & fees
Waterfront Key Largo Escape with Boat Slip and Beautiful Sunrise Views

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why people love visiting adventurous Plantation Key

The ocean views and other outdoor surroundings create an inviting atmosphere in Plantation Key. This welcoming city is known for its fishing, boating and seafood restaurants. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Sightseeing in and around Plantation Key

Are you searching for attractions to visit during your stay? Travellers enjoy fun activities like fishing and boating. Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Plantation Key has to offer. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Jacob's Aquatic Center (10.8 mi / 17.4 km)
  • MarineLab Undersea Laboratory (14.5 mi / 23.4 km)

Exploring the natural landscape of Plantation Key

Travellers enjoy Plantation Key for its sunsets and seaside. Whether you're an adventurous traveller or just want to take in the scenery, Plantation Key is a great place to get outside. Here are some of the area’s most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Founders Park (1.3 mi / 2.1 km)
  • Islamorada County Park (1.4 mi / 2.3 km)
  • Anne's Beach (14.6 mi / 23.4 km)
  • Fiesta Key (17.5 mi / 28.2 km)
  • Windley Key Fossil Reef Geological State Park (3.4 mi / 5.5 km)
  • Harry Harris Park (5.2 mi / 8.4 km)

Frequently asked questions

What is the most popular type of holiday rental accommodation in Plantation Key?
Houses are the most popular style of holiday rental in Plantation Key, according to our data. Even if you have something bigger or smaller in mind, Vrbo has properties in many sizes and shapes. Look over our options to find your ideal fit.
How much does it cost to rent a holiday rental in Plantation Key?
Property type, length of stay and season are among the factors that can influence the price of a holiday home. Simply click on your dates of travel to find your perfect match. From comfy cottages to plush villas, all Vrbo holiday rentals offer incredible value.
How much does it cost to rent a beach house in Plantation Key?
When you travel and the style and size of the property will help determine the cost of your beachside holiday rental. Type in your Plantation Key travel dates to view your options on Vrbo. Can't live without a hot tub? Use the filters to select the features and amenities you want in your rental.
Are there pet-friendly holiday rentals in Plantation Key?
Pack a tug toy and treats for your canine companion because Plantation Key has 276 holiday homes that put out the welcome mat to pets. Let your four-legged pal have fun with the family at one of our pet-friendly holiday rentals on Vrbo. Simply enter your destination and dates, then check the "Pets allowed" filter box.
Can I rent a house with a pool in Plantation Key?
Add a whole other level of fun to your getaway by booking one of the 221 houses with a private pool in Plantation Key. Use our handy search filter to find the kind of property you want on Vrbo, and then spend your days splishing and splashing in a swimming pool that's all your own.
What are popular rental amenities in Plantation Key?
When it comes to rental amenities that people are searching for in Plantation Key, ski-in/ski-out facilities, a lake view and a nearby river rank the highest. With Vrbo holiday homes, there are choices to fit your style and taste, whether you're going away with relatives, friends or even pets.
Are there large group holiday rentals in Plantation Key?
Choose from 36 holiday rentals in Plantation Key that can sleep 10 or more people. Whether you're planning a trip with extended family or an event like an anniversary, there's plenty of space to get your loved ones together under the same roof.
Are there holiday rentals in Plantation Key that welcome kids?
With 276 family-friendly holiday properties to pick from in Plantation Key, now is an awesome time to introduce your little ones to the pleasures of travel. Simply click on our "Properties good for families" filter to discover stays packed with conveniences perfect for families on the move, like full kitchens, pools, entertainment areas and hot tubs.
What are the top attractions for families in Plantation Key?
Keep the kids occupied at these fun family-friendly attractions in Plantation Key:
  • Theatre of the Sea
  • Laura Quinn Wild Bird Sanctuary
  • Florida Keys Wild Bird Rehabilitation Centre
Are there one-bedroom holiday rentals in Plantation Key?
Take your pick from 23 one-bedroom rentals in Plantation Key. Whether you're searching for a cosy chalet or a fancy condo, our one-bedroom rentals are just right if you don't need lots of room. One of the major perks of having your own digs? You won't ever have to share your getaway with strangers.
Can I find two-bedroom holiday rentals in Plantation Key?
Pick from 97 two-bedroom properties in Plantation Key. Give your little ones the second room or fill it with a couple of your best friends. There's a spot for whoever's fortunate enough to be coming along for the ride.
Are there holiday rentals with WiFi in Plantation Key?
Whether you want to keep up to date with the news, write a few emails or surf your social networks, there are 119 holiday homes with WiFi in Plantation Key. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.
How can I find holiday rentals with air conditioning in Plantation Key?
You can pick from 273 Vrbo holiday homes with air conditioning in Plantation Key providing that gentle, cool breeze and extra comfort level. Just enter your chosen travel dates and then use our handy filter tool to look for stays with air conditioning.
How old do you have to be to rent a holiday rental in Plantation Key?
The minimum age allowed can vary across properties on Vrbo, so double-check the rules of the holiday rental in Plantation Key you want to book. But in general, it's 16, 18 or 21.
How long can I rent a holiday rental in Plantation Key for?
It really depends on the Plantation Key property. To view all available options offering extended stays, simply enter your travel dates and guest number into Vrbo. Enjoy having the property to yourself, along with amenities such as a kitchen, air conditioning and a backyard to run around in. Keep an eye out for any long-term stays that offer discounted weekly or monthly prices.

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