Owner Direct Private Beach Rentals in Islamorada

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  1. ODVR
  2. Private Beach Vacation Rentals
  3.  USA

  4.  Florida

  5.  Islamorada

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13 Islamorada Private Beach Rentals From $130

Want to bypass the crowded public shores in Islamorada? Discover isolated coastal homes and luxury beach villas that offer dedicated, private access to the sand. Explore verified listings on Owner Direct for an exclusive ocean holiday.

Chesapeake Beach Resort
Chesapeake Beach Resort
Resort
Islamorada, FL, USA
0.5k from Islamorada center

Accommodations, Pools, Resorts, Parking, Romantic, Pet-friendly, 3-star, Lodgings, Beach

45 Bedrooms75 Guests
8.0

Good

846 reviews

$536
Average price / night
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Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Resort
Islamorada, FL, USA
1.4k from Islamorada center

Accommodations, Pools, Resorts, Parking, Romantic, Pet-friendly, 3-star, Lodgings, Beach

26 Bedrooms69 Guests
8.4

Very Good

26 reviews

$649
Average price / night
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Islander Resort
Islander Resort
Resort
Islamorada, FL, USA
2.0k from Islamorada center

Accommodations, Pools, Resorts, Parking, Romantic, Pet-friendly, 4-star, Lodgings, Beach

107 Bedrooms68 Guests
8.7

Fabulous

1451 reviews

$348
Average price / night
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Cheeca Lodge & Spa
Cheeca Lodge & Spa
Resort
Islamorada, FL, USA
2.6k from Islamorada center

Luxury, Accommodations, Pools, Resorts, Parking, Spa, Golf, Romantic, 5-star

243 Bedrooms64 Guests
8.7

Fabulous

977 reviews

$865
Average price / night
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Drop Anchor Resort & Marina
Drop Anchor Resort & Marina
Resort
Islamorada, FL, USA
2.7k from Islamorada 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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Anglers Reef Vacation Rental
Anglers Reef Vacation Rental
Villa
Islamorada, FL, USA
2.9k from Islamorada 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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Anglers Reef Paradise
Anglers Reef Paradise
House
Islamorada, FL, USA
2.9k from Islamorada 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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Bayside Villas by Islander Resort
Bayside Villas by Islander Resort
Resort
Islamorada, FL, USA
3.4k from Islamorada center

Accommodations, Pools, Resorts, Parking, Romantic, Pet-friendly, 4-star, Lodgings, Beach

20 Bedrooms30 Guests
8.6

Fabulous

232 reviews

$345
Average price / night
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Pines & Palms Resort
Pines & Palms Resort
Resort
Islamorada, Florida, USA
4.7k from Islamorada center

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

24 Bedrooms44 Guests
9.0

Fabulous

762 reviews

$282
Average price / night
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Executive Bay Club Condo M-1
Executive Bay Club Condo M-1
Apartment
Islamorada, Florida, USA
6.2k from Islamorada center

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

2 Bedrooms6 Guests
New to Booking
$132
Average price / night
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EXECUTIVE BAY ISLAMORADA BY SOFLA VACATIONS
EXECUTIVE BAY ISLAMORADA BY SOFLA VACATIONS
House
Islamorada, FL, USA
6.2k from Islamorada 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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Escape to the Keys
Escape to the Keys
Apartment
Islamorada, FL, USA
6.3k from Islamorada center

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

2 Bedrooms8 Guests
New to Booking
$202
Average price / night
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Eclectic Easeful Stay!
Eclectic Easeful Stay!
Apartment
Islamorada, Florida, USA
7.7k from Islamorada center

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

2 Bedrooms6 Guests
New to Booking
$130
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 Private Beach Vacation Rentals in Islamorada.

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OwnerDirectVacationRental can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

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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 Private Beach Vacation Rentals in Islamorada

You can explore 13 verified private beach vacation rentals in Islamorada. These include secluded coastal homes and estates that offer direct beach access with a higher level of privacy.

Prices for private beach rentals in Islamorada vary depending on the property size, location, and level of beach access. Rates typically start from around $130 per night, with higher prices for larger homes or properties located on more exclusive stretches of coastline.

A private beach rental typically provides direct access to a stretch of sand that is limited to guests or nearby residents. Access levels can vary by location, so reviewing property details can help you understand how secluded the beach area is.

Yes, some private beach rentals in Islamorada welcome pets. Currently, 4 listings allow pets, although policies may vary. It’s also important to check local beach regulations for any seasonal or area-specific restrictions.

Private beach properties are often limited in number and in high demand, so booking 90 to 150 days in advance is recommended for the best selection. Planning early increases your chances of securing a more secluded and desirable property.

Private beach rentals in Islamorada often include amenities such as Private Beach, Ocean View, and View. These features enhance comfort and allow guests to enjoy a more private and relaxing coastal stay.

Yes, there is a difference. "Oceanfront" means the property is located directly by the water, while "Private Beach" typically indicates that access to the beach area is restricted or less crowded. This distinction is important for travelers seeking a quieter and more exclusive beach experience.