Owner Direct Oceanfront Rentals in Islamorada

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  3.  USA

  4.  Florida

  5.  Islamorada

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261 Islamorada Oceanfront Rentals From $183

Want the sea right at your doorstep in Islamorada? Look through stunning oceanfront villas, coastal cottages, and boardwalk condos. Compare verified properties on Owner Direct to enjoy direct beach access and unhindered ocean views.

Beacon Reef 222
Beacon Reef 222
House
Islamorada, FL, USA
0.3k from Islamorada center

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

2 Bedrooms4 Guests
New to Booking
$252
Average price / night
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BOOK YOUR DREAM VACATION at  BEACON REEF - SPECIAL SUMMER DEAL
BOOK YOUR DREAM VACATION at BEACON REEF - SPECIAL SUMMER DEAL
Condo
Islamorada, FL, 33036, United States
0.2k from Islamorada center

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

2 Bedrooms4 Guests
9.4

Superb

9 reviews

$251
Average price / night
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Beacon Reef 301
Beacon Reef 301
House
Islamorada, FL, USA
0.3k from Islamorada center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Beach, Jacuzzis

2 Bedrooms4 Guests
New to Booking
$183
Average price / night
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This condo is located in one of Islamorada's most prestigious condo complexes.
This condo is located in one of Islamorada's most prestigious condo complexes.
Condo
Islamorada, FL, 33036, United States
0.6k from Islamorada center

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

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$247
Average price / night
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Beacon Reef 306
Beacon Reef 306
House
Islamorada, FL, USA
0.3k from Islamorada center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Beach, Jacuzzis

2 Bedrooms4 Guests
New to Booking
$192
Average price / night
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Infinity Bay Islamorada ~ Luxury 9-bed, 10-bath Bayfront Estate in Islamorada
Infinity Bay Islamorada ~ Luxury 9-bed, 10-bath Bayfront Estate in Islamorada
House
Islamorada, FL, 33036, United States
0.8k from Islamorada center

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

9 Bedrooms18 Guests
New to Booking
$2515
Average price / night
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Beacon Reef 307
Beacon Reef 307
House
Islamorada, FL, USA
0.3k from Islamorada center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Beach, Jacuzzis

2 Bedrooms4 Guests
New to Booking
$197
Average price / night
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The Islands of Islamorada
The Islands of Islamorada
Villa
82779 Old Hwy, Islamorada, FL, 33036, United States
0.8k from Islamorada center

AC, Bar, Barbecue, Breakfast Available, Crib, Elevator, Fitness Equipment, Free Parking, Heater

1 Bedroom4 Guests
9.6

Exceptional

76 reviews

$774
Average price / night
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Beacon Reef 310
Beacon Reef 310
House
Islamorada, FL, USA
0.3k from Islamorada center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Beach, Jacuzzis

2 Bedrooms4 Guests
New to Booking
$206
Average price / night
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Oceanfront Private Cottage!
Oceanfront Private Cottage!
Cottage
Islamorada, FL, 33036, United States
0.9k from Islamorada center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

1 Bedroom4 Guests
10.0

Exceptional

117 reviews

$271
Average price / night
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Beacon Reef 406
Beacon Reef 406
House
Islamorada, FL, USA
0.3k from Islamorada center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Beach, Jacuzzis

2 Bedrooms4 Guests
New to Booking
$188
Average price / night
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Breathtaking ocean views for your Paradise vacations
Breathtaking ocean views for your Paradise vacations
Apartment
Islamorada, FL, 33036, United States
0.9k from Islamorada center

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

2 Bedrooms8 Guests
10.0

Exceptional

104 reviews

$516
Average price / night
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Beacon Reef 501
Beacon Reef 501
House
Islamorada, FL, USA
0.3k from Islamorada center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Beach, Jacuzzis

2 Bedrooms4 Guests
New to Booking
$206
Average price / night
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Chateau On The Ocean - The Southernmost Shangrila
Chateau On The Ocean - The Southernmost Shangrila
House
Islamorada, FL, 33036, United States
1.0k from Islamorada center

AC, Balcony, Barbecue, Breakfast Available, Crib, Elevator, Fireplace, Free Parking, Heater

7 Bedrooms14 Guests
10.0

Exceptional

1 reviews

$15003
Average price / night
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Beacon Reef 503
Beacon Reef 503
House
Islamorada, FL, USA
0.3k from Islamorada center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Beach, Jacuzzis

2 Bedrooms4 Guests
New to Booking
$256
Average price / night
Check Availability
Island Escape in Islamorada | Breakfast, Pool & Pet-Friendly Stay!
Island Escape in Islamorada | Breakfast, Pool & Pet-Friendly Stay!
Apartment
Islamorada, FL, 33036, United States
1.0k from Islamorada center

AC, Barbecue, Breakfast Included, Elevator, Free Parking, Heater, Internet, No Smoking, Pool

2 Bedrooms4 Guests
New to Booking
$375
Average price / night
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Comfort and Convenience! Free Onsite Parking, Pets Allowed, Free Breakfast
Comfort and Convenience! Free Onsite Parking, Pets Allowed, Free Breakfast
Apartment
Islamorada, FL, 33036, United States
1.0k from Islamorada center

AC, Barbecue, Breakfast Included, Elevator, Fireplace, Free Parking, Heater, Internet, Kitchen

2 Bedrooms4 Guests
8.4

Very Good

6 reviews

$305
Average price / night
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Your Home Away From Home! Onsite Pool, Free Breakfast, Free Parking
Your Home Away From Home! Onsite Pool, Free Breakfast, Free Parking
Apartment
Islamorada, FL, 33036, United States
1.0k from Islamorada center

AC, Barbecue, Breakfast Included, Elevator, Free Parking, Heater, Internet, No Smoking, Pool

2 Bedrooms4 Guests
6.0

Review score

3 reviews

$308
Average price / night
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Oceanfront July 4 | Private Beach & Pool | 3 Acres
Oceanfront July 4 | Private Beach & Pool | 3 Acres
House
Islamorada, FL, 33036, United States
1.1k from Islamorada center

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

3 Bedrooms8 Guests
10.0

Exceptional

54 reviews

$1738
Average price / night
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Sprawling Bayfront Estate in Heart of Islamorada with Deep Dockage, Heated Pool, Kayaks and More!
Sprawling Bayfront Estate in Heart of Islamorada with Deep Dockage, Heated Pool, Kayaks and More!
House
Islamorada, FL, 33036, United States
1.2k from Islamorada center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

8 Bedrooms22 Guests
New to Booking
$2958
Average price / night
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Spacious Bayfront Home with Heated Pool, Deep Dockage, Kayaks and More
Spacious Bayfront Home with Heated Pool, Deep Dockage, Kayaks and More
House
Islamorada, FL, 33036, United States
1.2k from Islamorada center

AC, Barbecue, Crib, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Microwave

4 Bedrooms10 Guests
10.0

Exceptional

11 reviews

$1486
Average price / night
Check Availability

Pro Tip:
OwnerDirectVacationRental 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 Islamorada.

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Endless Variety

From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.

Frequently Asked Questions

There are a lot of options in Islamorada. If you plan on staying in the Islamorada area, consider making a reservation for a few nights at one of these properties as these have been rated the top Oceanfront Rentals in Islamorada

You can explore 261 verified oceanfront rentals in Islamorada. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Islamorada vary depending on the property size, exact beachfront location, and season. Rates typically start from around $183 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 Islamorada 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 Islamorada welcome pets. Currently, 30 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 Islamorada often include features designed for a comfortable coastal stay, such as View, Wellness Facilities, and Oceanfront. 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.