
Beachfront vacation rentals in Islamorada
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Islamorada
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Islamorada beachfront rentals
Beachfront home rentals with a pool

Beachside Unit 22 - Private Beach on Atlantic

Soothing Nest

Sunset Views, Pool and Dock

Beautiful Beachfront Villa w/ Pool/Tiki/Dock

Key Colony Beach-POOL & DOCK

NEW PET FRIENDLY Waterfront Single Home-Pool,Beach

Cary’s Oceanside

Aqua Vista~ Luxury Waterfront w Pool & 35' Dock!
Beachfront home rentals with a hot tub

Huge Swim Spa~ Incredible Special Fall Pricing

Luxe Waterfront Keys Cottage- with Jacuzzi

Oceanside Oasis 2bed/2bath with brand new private

Island Oasis ~ YOUR Paradise Awaits!

VO Community 501 Midrise 2Bd/1.5Ba Large Open Deck

Plunge Pool Villa on Blue Water Lagoon

Oceanfront Resort W/Indoor Pickleball - Spacious!

House in Calusa Campground
Pet-friendly beachfront home rentals

Seaside Sunrise. Newly remodeled waterfront

Beach/Docks Avail/3 Pools/Hot tub/Gym/Restaurants

The Pink Dolphin House.

Private Ocean Oasis by Key West, Florida

Oasis in The Keys-Kayaks-Paddle Boards-Cabana Club

Beachfront Villa - Florida Keys

Stunning* New* Home Pool in Ocean Breeze Marathon

The Ultimate Bay View Home
Quick stats about beachfront rentals in Islamorada
Total rentals
280 properties
Nightly prices starting at
$80 before taxes and fees
Total number of reviews
1K reviews
Family-friendly rentals
150 properties are a good fit for families
Pet-friendly rentals
170 properties allow pets
Rentals with a pool
220 properties have a pool
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- Beachfront rentals Monroe County
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Bahia Honda State Park
- Coral Castle
- Biscayne National Park
- Calusa Beach & Loggerhead Beach
- Cannon Beach
- Cocoa Plum Beach
- Monkey Jungle
- Far Beach
- Long Beach
- Sea Oats Beach
- EAA Air Museum
- Everglades Alligator Farm
- Windley Key Fossil Reef Geological State Park
- Horseshoe Beach
- Sandspur Beach
- Theater of the Sea
- Keys' Meads
- Long Key State Park
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