Beach Home Rentals in Islamorada, FL: Compare 10+ Sites & Save

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194 Beach Home Rentals in Islamorada (Starting from $183)

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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Cozy Islamorada retreat!
Cozy Islamorada retreat!
House
Islamorada, FL, 33036, United States
0.1k from Islamorada center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms8 Guests
New to Booking
$461
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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BOOK YOUR DREAM VACATION at  BEACON REEF - SPECIAL MAY DEAL
BOOK YOUR DREAM VACATION at BEACON REEF - SPECIAL MAY 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

$321
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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Islamorada Beach Beachfront, Fire Pit & Pool
Islamorada Beach Beachfront, Fire Pit & Pool
House
Islamorada, FL, 33036, United States
0.4k from Islamorada center

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

6 Bedrooms12 Guests
8.0

Good

1 reviews

$2804
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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Southern Diversion Estate  Islamorada
Southern Diversion Estate Islamorada
House
Islamorada, FL, 33036, United States
0.6k from Islamorada center

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

5 Bedrooms16 Guests
9.8

Exceptional

84 reviews

$2096
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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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

$226
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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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
$2378
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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4 BR Oceanview Villa | Accessible + Resort Perks
4 BR Oceanview Villa | Accessible + Resort Perks
House
Islamorada, FL, 33036, United States
0.8k from Islamorada center

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

4 Bedrooms8 Guests
New to Booking
$2515
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
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Oceanview Living + Resort Perks | 4BR Villa
Oceanview Living + Resort Perks | 4BR Villa
House
Islamorada, FL, 33036, United States
0.8k from Islamorada center

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

4 Bedrooms8 Guests
New to Booking
$2534
Average price / night
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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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Oceanview 4BR Villa + Resort Perks | Bunks | Sleeps 10
Oceanview 4BR Villa + Resort Perks | Bunks | Sleeps 10
House
Islamorada, FL, 33036, United States
0.8k from Islamorada center

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

4 Bedrooms10 Guests
New to Booking
$2630
Average price / night
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Little Bay Compound
Little Bay Compound
House
Islamorada, FL, USA
1.4k from Islamorada center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings, Beach

6 Bedrooms18 Guests
New to Booking
$16123
Average price / night
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Oceanfront + Resort Perks | 4BR Villa (Sleeps 8)
Oceanfront + Resort Perks | 4BR Villa (Sleeps 8)
House
Islamorada, FL, 33036, United States
0.8k from Islamorada center

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

4 Bedrooms8 Guests
New to Booking
$2753
Average price / night
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Little Bay Prime
Little Bay Prime
Apartment
Islamorada, FL, USA
1.4k from Islamorada center

Apartments, Accommodations, Parking, Spa, Lodgings, Beach, Places to stay, Family

4 Bedrooms12 Guests
New to Booking
$1099
Average price / night
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Oceanfront + Resort Perks | 4BR Villa with Bunks (Sleeps 10)
Oceanfront + Resort Perks | 4BR Villa with Bunks (Sleeps 10)
Condo
Islamorada, FL, 33036, United States
0.8k from Islamorada center

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

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$2853
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, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub

1 Bedroom4 Guests
9.8

Exceptional

73 reviews

$841
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, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

1 Bedroom4 Guests
10.0

Exceptional

113 reviews

$269
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

100 reviews

$464
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

$424
Average price / night
Check Availability
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
5.0

Review score

2 reviews

$424
Average price / night
Check Availability

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 Beach Rentals in Islamorada.

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Islamorada Beach Rentals on the Map

Frequently Asked Questions

You can explore 194 verified beach rentals in Islamorada. Our listings are sourced from trusted booking providers, giving you access to a wide selection of oceanfront homes, seaside condos, and coastal stays—all in one place.

Beach rental prices in Islamorada vary depending on the season, property size, and distance from the shoreline. Rates typically start from around $183 per night, with beachfront properties and peak summer dates often priced higher. Comparing available options can help you find the best fit for your budget.

Many beach rentals in Islamorada offer direct access to the sand or are located within a short walking distance of the shoreline. You can use filters to find properties with beachfront locations, private walkways, or unobstructed ocean views.

Yes, many beach rentals in Islamorada welcome pets. Currently, 28 listings allow pets, although policies may vary by property. It’s also a good idea to check local beach regulations for any restrictions on pets during your stay.

For peak travel periods such as summer holidays or spring break, it’s recommended to book your beach rental 90 to 120 days in advance to secure the best options. During off-peak seasons, you may find more flexibility and availability closer to your travel dates.

Beach rentals in Islamorada often include amenities designed for coastal living, such as View, Wellness Facilities, and Ocean View. These features help enhance comfort and make it easier to enjoy time by the water.

Some beach rentals provide extras like chairs, umbrellas, or beach gear, but this can vary by property. It’s best to review the amenities section of each listing to confirm what is included and plan accordingly.