Short-Term Rentals in Plantation by the Sea, FL: Compare 10+ Sites & Save

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954 Best Short-Term Rentals in Plantation by the Sea (Starting from $130)

Executive Bay Club Condo M-1
Executive Bay Club Condo M-1
Apartment
Plantation by the Sea, Islamorada, Florida, USA
0.7k from Plantation by the Sea center

Apartments, Accommodations, Pools, Lodgings, Beach, Places to stay, Condos

2 Bedrooms6 Guests
New to Booking
$132
Average price / night
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Charming 3BR condo in Islamorada with heated pool and gorgeous ocean views.
Charming 3BR condo in Islamorada with heated pool and gorgeous ocean views.
Condo
Islamorada, FL, 33036, United States
0.0k from Plantation by the Sea center

AC, Balcony, Dryer, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking

3 Bedrooms6 Guests
New to Booking
$376
Average price / night
Check Availability
EXECUTIVE BAY ISLAMORADA BY SOFLA VACATIONS
EXECUTIVE BAY ISLAMORADA BY SOFLA VACATIONS
House
Islamorada, FL, USA
0.7k from Plantation by the Sea center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach

11 Bedrooms28 Guests
8.5

Very Good

2 reviews

$180
Average price / night
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Ocean front property
Ocean front property
Condo
Islamorada, FL, 33036, United States
0.0k from Plantation by the Sea center

AC, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
9.6

Exceptional

7 reviews

$132
Average price / night
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Escape to the Keys
Escape to the Keys
Apartment
Islamorada, FL, USA
0.7k from Plantation by the Sea center

Apartments, Accommodations, Pools, Lodgings, Beach, Places to stay

2 Bedrooms8 Guests
New to Booking
$202
Average price / night
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Pet Friendly 2BR/2BA Steps from the Water’s Edge with Unparalleled Sunrises
Pet Friendly 2BR/2BA Steps from the Water’s Edge with Unparalleled Sunrises
House
Islamorada, FL, 33036, United States
0.1k from Plantation by the Sea center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$409
Average price / night
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Eclectic Easeful Stay!
Eclectic Easeful Stay!
Apartment
Plantation by the Sea, Islamorada, Florida, USA
0.9k from Plantation by the Sea center

Private Beach, Internet, Parking, Balcony/Terrace, Kitchen, Pool, Ocean View

2 Bedrooms6 Guests
New to Booking
$130
Average price / night
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STUNNING CONDO with BALCONY/POOL in Oceanfront Building in beautiful Islamorada!
STUNNING CONDO with BALCONY/POOL in Oceanfront Building in beautiful Islamorada!
Condo
Islamorada, FL, 33036, United States
0.1k from Plantation by the Sea center

AC, Arcade, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$165
Average price / night
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Islamorada Paradise Overlooking the Fabulous Florida Bay.
Islamorada Paradise Overlooking the Fabulous Florida Bay.
Apartment
Tavernier, FL, USA
1.0k from Plantation by the Sea center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Places to stay, Self-catering

3 Bedrooms6 Guests
9.8

Exceptional

6 reviews

$189
Average price / night
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Treehouse Cottage: A cozy 1-bedroom retreat in beautiful Islamorada with kayaks and paddleboards
Treehouse Cottage: A cozy 1-bedroom retreat in beautiful Islamorada with kayaks and paddleboards
Apartment
Islamorada, FL, 33036, United States
0.1k from Plantation by the Sea center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

1 Bedroom2 Guests
10.0

Exceptional

21 reviews

$295
Average price / night
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Pineapple Beach
Pineapple Beach
House
Islamorada, FL, USA
1.1k from Plantation by the Sea center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay

5 Bedrooms10 Guests
New to Booking
$2500
Average price / night
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Oceanfront condo in Islamorada, amazing sunrise views, renovated in 2019!
Oceanfront condo in Islamorada, amazing sunrise views, renovated in 2019!
Condo
Islamorada, FL, 33036, United States
0.1k from Plantation by the Sea center

AC, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet

2 Bedrooms4 Guests
10.0

Exceptional

13 reviews

$228
Average price / night
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Harbor House
Harbor House
House
Islamorada, FL, USA
2.7k from Plantation by the Sea center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Places to stay, Family

4 Bedrooms8 Guests
New to Booking
$366
Average price / night
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Ocean Harbour P21 ~ Modern Oceanfront Islamorada Condo with Boat Slip
Ocean Harbour P21 ~ Modern Oceanfront Islamorada Condo with Boat Slip
Condo
Islamorada, FL, 33036, United States
0.1k from Plantation by the Sea center

AC, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet

3 Bedrooms8 Guests
New to Booking
$341
Average price / night
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Islamorada Haven
Islamorada Haven
House
Tavernier, FL, USA
2.8k from Plantation by the Sea center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Accessible hotels

2 Bedrooms6 Guests
New to Booking
$130
Average price / night
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Cozy 2-Bedroom Condo in Islamorada Plantation By The Sea
Cozy 2-Bedroom Condo in Islamorada Plantation By The Sea
Condo
Islamorada, FL, 33036, United States
0.2k from Plantation by the Sea center

AC, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Living Area

2 Bedrooms4 Guests
New to Booking
$215
Average price / night
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Salt House
Salt House
House
Tavernier, FL, USA
2.8k from Plantation by the Sea center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Accessible hotels

3 Bedrooms6 Guests
New to Booking
$240
Average price / night
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Charming 2-bedroom oceanfront condo in Islamorada, ideal for a tropical getaway.
Charming 2-bedroom oceanfront condo in Islamorada, ideal for a tropical getaway.
Condo
Islamorada, FL, 33036, United States
0.2k from Plantation by the Sea center

AC, Balcony, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$252
Average price / night
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Anglers Reef Paradise
Anglers Reef Paradise
House
Islamorada, FL, USA
3.9k from Plantation by the Sea center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach

2 Bedrooms6 Guests
9.6

Exceptional

19 reviews

$400
Average price / night
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Cozy 1-bedroom Hawksbill Cottage in Islamorada, perfect for a romantic getaway.
Cozy 1-bedroom Hawksbill Cottage in Islamorada, perfect for a romantic getaway.
House
Islamorada, FL, 33036, United States
0.2k from Plantation by the Sea center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

1 Bedroom2 Guests
9.8

Exceptional

13 reviews

$381
Average price / night
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Leatherback Cottage: Adorable 2-bedroom oceanfront pool home with open water views in Islamorada.
Leatherback Cottage: Adorable 2-bedroom oceanfront pool home with open water views in Islamorada.
House
Islamorada, FL, 33036, United States
0.2k from Plantation by the Sea center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

2 Bedrooms8 Guests
10.0

Exceptional

17 reviews

$762
Average price / night
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Charming 3-bedroom townhome in fabulous Islamorada seconds from the bay!
Charming 3-bedroom townhome in fabulous Islamorada seconds from the bay!
House
Islamorada, FL, 33036, United States
0.3k from Plantation by the Sea center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Pool, Washer

3 Bedrooms6 Guests
New to Booking
$305
Average price / night
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Lovely 2-bedroom house in ocean front resort.
Lovely 2-bedroom house in ocean front resort.
House
Islamorada, FL, 33036, United States
0.3k from Plantation by the Sea center

AC, Dryer, Fitness Equipment, Heater, Internet, Laundry, Microwave, No Smoking, Pool

2 Bedrooms6 Guests
New to Booking
$273
Average price / night
Check Availability
Relax at Ocean Harbour K-35, a 3-bedroom oceanfront condo with dockage
Relax at Ocean Harbour K-35, a 3-bedroom oceanfront condo with dockage
Condo
Islamorada, FL, 33036, United States
0.3k from Plantation by the Sea center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
New to Booking
$373
Average price / night
Check Availability
Enjoy the Ocean from the deck of this 2BR. Minimum 28-Day Reservation Required
Enjoy the Ocean from the deck of this 2BR. Minimum 28-Day Reservation Required
House
Islamorada, FL, 33036, United States
0.4k from Plantation by the Sea center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$271
Average price / night
Check Availability
Condo on Islamorada on the beautiful Atlantic Ocean.\nCome enjoy and relax!
Condo on Islamorada on the beautiful Atlantic Ocean.\nCome enjoy and relax!
Condo
Islamorada, FL, 33036, United States
0.4k from Plantation by the Sea center

AC, Arcade, Barbecue, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
9.4

Superb

3 reviews

$206
Average price / night
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 Oceanview 2 bedroom with jaw-dropping views!  Min 28-Day Reservation Required
Oceanview 2 bedroom with jaw-dropping views! Min 28-Day Reservation Required
House
Islamorada, FL, 33036, United States
0.4k from Plantation by the Sea center

AC, Balcony, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$275
Average price / night
Check Availability

Pro Tip:
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Frequently Asked Questions

You can explore 954 verified short-term rentals in Plantation by the Sea, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Plantation by the Sea vary depending on location, property size, and travel dates. Rates typically start from around $130 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Plantation by the Sea include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Plantation by the Sea, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Plantation by the Sea often include amenities such as Pool, Balcony/Terrace, and Laundry, providing a comfortable and convenient stay.

Short-term rentals in Plantation by the Sea are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.