Oceanfront Rentals in Plantation by the Sea, FL: Compare 10+ Sites & Save

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  2. Oceanfront Rentals
  3.  USA

  4.  Florida
  5.  Islamorada
  6.  Plantation by the Sea

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443 Best Oceanfront 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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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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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 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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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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 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
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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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Oceanview 2BR home in a pet-friendly resort! Minimum 28-Day Reservation Required
Oceanview 2BR home in a pet-friendly resort! Minimum 28-Day Reservation Required
House
Islamorada, FL, 33036, United States
0.4k from Plantation by the Sea center

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

2 Bedrooms6 Guests
9.0

Fabulous

2 reviews

$275
Average price / night
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Ragged Edge Resort & Marina
Ragged Edge Resort & Marina
Resort
Islamorada, FL, USA
1.8k from Plantation by the Sea center

Accommodations, Pools, Resorts, Parking, Lodgings, Places to stay, Family, Self-catering

14 Bedrooms35 Guests
9.1

Superb

157 reviews

$248
Average price / night
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Ocean Harbour Condominium is an Oceanfront Fisherman's Paradise in Islamorada
Ocean Harbour Condominium is an Oceanfront Fisherman's Paradise in Islamorada
Condo
Islamorada, FL, 33036, United States
0.4k from Plantation by the Sea center

AC, Barbecue, Crib, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$315
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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Florida Keys Chic
Florida Keys Chic
House
Islamorada, FL, 33036, United States
0.5k from Plantation by the Sea center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$204
Average price / night
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Anglers Reef Vacation Rental
Anglers Reef Vacation Rental
Villa
Islamorada, FL, USA
4.0k from Plantation by the Sea center

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

2 Bedrooms6 Guests
9.5

Superb

2 reviews

$495
Average price / night
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Amazing 2-bedroom waterfront resort home!  Minimum 28-Day Reservation Required
Amazing 2-bedroom waterfront resort home! Minimum 28-Day Reservation Required
House
Islamorada, FL, 33036, United States
0.6k from Plantation by the Sea center

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

2 Bedrooms6 Guests
New to Booking
$247
Average price / night
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New Tropical Escape Sea Gulls 407
New Tropical Escape Sea Gulls 407
House
Tavernier, FL, USA
4.1k from Plantation by the Sea center

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

2 Bedrooms4 Guests
9.3

Superb

3 reviews

$324
Average price / night
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2 bedroom home with stunning ocean views, in a resort!
2 bedroom home with stunning ocean views, in a resort!
House
Islamorada, FL, 33036, United States
0.6k from Plantation by the Sea center

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

2 Bedrooms6 Guests
New to Booking
$248
Average price / night
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Drop Anchor Resort & Marina
Drop Anchor Resort & Marina
Resort
Islamorada, FL, USA
4.2k from Plantation by the Sea center

Accommodations, Pools, Resorts, Parking, 3-star, Lodgings, Beach, Places to stay, Glamping

18 Bedrooms43 Guests
7.7

Good

341 reviews

$377
Average price / night
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Exec Bay 3 Bedroom townhouse w/heated pool, marina, tennis & more
Exec Bay 3 Bedroom townhouse w/heated pool, marina, tennis & more
Villa
Islamorada, FL, 33036, United States
0.7k from Plantation by the Sea center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$189
Average price / night
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Paridise luxury & fishing canal Home
Paridise luxury & fishing canal Home
House
Tavernier, FL, USA
4.6k from Plantation by the Sea center

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

4 Bedrooms14 Guests
New to Booking
$600
Average price / night
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Executive Bay Club R8 ~ 3 Bed  / 3 Bath + Loft Townhouse on Plantation Key
Executive Bay Club R8 ~ 3 Bed / 3 Bath + Loft Townhouse on Plantation Key
House
Islamorada, FL, 33036, United States
0.7k from Plantation by the Sea center

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

4 Bedrooms10 Guests
New to Booking
$237
Average price / night
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Spacious Exec Bay Townhouse w/heated pool marina+
Spacious Exec Bay Townhouse w/heated pool marina+
Apartment
Islamorada, FL, 33036, United States
0.7k from Plantation by the Sea center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Microwave

2 Bedrooms6 Guests
New to Booking
$192
Average price / night
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Paradise @ Islamorada
Paradise @ Islamorada
House
Islamorada, FL, 33036, United States
0.7k from Plantation by the Sea center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen

2 Bedrooms8 Guests
9.6

Exceptional

8 reviews

$381
Average price / night
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Amazing Sandy Beach Sunsets + New Pool + Best Location w/ Park - Bikes & Kayaks
Amazing Sandy Beach Sunsets + New Pool + Best Location w/ Park - Bikes & Kayaks
House
Islamorada, FL, 33036, United States
0.7k from Plantation by the Sea center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet

4 Bedrooms6 Guests
9.8

Exceptional

34 reviews

$462
Average price / night
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Charming and Cozy  Townhouse in the Fl Keys with Pool and Beach Access
Charming and Cozy Townhouse in the Fl Keys with Pool and Beach Access
House
Islamorada, FL, 33036, United States
0.7k from Plantation by the Sea center

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

2 Bedrooms4 Guests
9.8

Exceptional

10 reviews

$151
Average price / night
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Endless Paradise at Executive Bay Club in Islamorada
Endless Paradise at Executive Bay Club in Islamorada
House
Islamorada, FL, 33036, United States
0.7k from Plantation by the Sea center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
8.8

Fabulous

16 reviews

$173
Average price / night
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Executive Bay Club U2 ~ 3 bed / 3 bath + Loft Townhouse in Islamorada
Executive Bay Club U2 ~ 3 bed / 3 bath + Loft Townhouse in Islamorada
House
Islamorada, FL, 33036, United States
0.7k from Plantation by the Sea center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms8 Guests
New to Booking
$259
Average price / night
Check Availability
Spring Break in the Sun! Islamorada townhome w/ beach, pool in gated community!
Spring Break in the Sun! Islamorada townhome w/ beach, pool in gated community!
House
Islamorada, FL, 33036, United States
0.7k from Plantation by the Sea center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
9.2

Superb

11 reviews

$193
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Oceanfront Rentals in Plantation by the Sea.

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Plantation by the Sea Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 443 verified oceanfront rentals in Plantation by the Sea. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Plantation by the Sea vary depending on the property size, exact beachfront location, and season. Rates typically start from around $130 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Plantation by the Sea offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Plantation by the Sea welcome pets. Currently, 7 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Plantation by the Sea often include features designed for a comfortable coastal stay, such as View, Oceanfront, and Ocean View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.