
Beachfront vacation rentals in Islamorada
Find and book unique beachfront homes on Airbnb
Quick stats about beachfront rentals in Islamorada

Total vacation rentals
Explore 220 vacation rentals in Islamorada

Nightly prices starting at
Islamorada vacation rentals start at ﺩ.ﺇ 331 per night before taxes and fees

Verified guest reviews
Over 1,730 verified reviews to help you choose

Family-friendly vacation rentals
100 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 150 rentals that welcome pets

Vacation rentals with a pool
210 properties feature pools

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wi-Fi availability
210 of Islamorada vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Islamorada rentals

4.6 Average rating
Islamorada stays receive an average rating of 4.6 out of 5 from guests
Top-rated beachfront rentals in Islamorada
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

NEW! Casa Azul - Golf Cart, 2 King, Pool, Kayaks
No Hidden Fees! Book with confidence. No added Airbnb, resort, guest, or management fee when booking any of my homes. Casa Azul - Where the Salt Life Meets Luxury Welcome to your Key Largo vacation rental. No animals permitted, including service animals, due to owner allergies. This villa includes a private golf cart, pools, one adult kayak, three kids' kayaks, pickleball, tennis courts, a swimming lagoon, and a beach area. Enjoy kayaking, fishing, and snorkeling. Hundreds of 5-star reviews!

Best View Ocean Pointe Pool Beach King Bed, Gated
***IMPORTANT*** The pictures you see here are of OUR unit. What you see is what YOU GET. No surprise when you arrive at Ocean Pointe. NO bait and switch. We own in the Prominent Building #3 just steps from the Pool & Jacuzzi. Wireless Internet Netflix & Cable TV, XBOX ONE. ***Most of our guests (99%) claim this is the cleanest Airbnb they have ever stayed in.*** You will get a TRUE UNIMPEDED OCEAN VIEW in our unit. Read our reviews, our past guests tell it all. ⭐ 5 STAR ⭐ Get what you pay for.

NEW luxury RV, Marina, 6 beds&1.5 baths, 2 pools!
This hidden gem is anything but ordinary!!! Come enjoy a piece of paradise in Key Largo while you relax in this spacious NEW luxury RV. It has a BOAT RAMP, indoor/outdoor kitchen with a TV, outdoor speakers, 2 hammock chairs, outdoor sofa, outdoor dining, separate bedrooms including a bunk room that can sleep 5-6, 1.5 baths, 2 heated pools, 2 beaches, volleyball court, playground, & shuffleboard. There are so many outdoor activities to enjoy right at the Kampground, you'll never want to leave!

Amazing Ocean Front Views Key Colony Beach
Everything is brand new in this gorgeous condo with amazing oceanfront views. #40 has two queen beds, well equipped kitchen with full-size appliances and everything you need to cook & serve meals. Fast, reliable WiFi, large SmartTV. Super cold new A/C unit Enjoy stunning views of sunrise from your private balcony & sunsets next door at Sunset Park. Heated pool, beach BBQs & tiki huts for guest use We are centrally located to awesome Keys adventures just a few miles drive from the condo.

🏝 Oceanfront Paradise Awaits You
Bring your boat to next vacation in tropical paradise surrounded by mangrove forest, coconut trees and the pristine turquoise waters. Welcome to the most visited resort in the beautiful Florida Keys. Ocean Pointe is one of the most luxurious resorts in Tavernier, Florida Keys. The resort offers a private sandy beach, heated swimming pool, jacuzzi, tennis courts, restaurant, bar, marina with boat ramp and dockage, boat & trailer storage, and more - all situated on 60 lush tropical acres.

360 DEGREE WATERVIEW HOUSEBOAT
IMPORTANT Enjoy your own private retreat aboard a solar and wind powered houseboat moored 1/2 mile from land in the beautiful Islamorada Please do not arrive after dark and NO night riding. Need experience with hand pull outboard motors a 12 foot skiff with a 6hp outboard motor is provided reliable to go back and forth from shore NOT reliable for exploring No hot water on shower, heat water in Tpots or Solar bags. Please shave before arriving No suitcases, least amount of cloths.

My Little Oasis3 Waterfront Retreat Key Largo
Best of the Best, very exclusive, located on the oceanfront with a million dollar view, this tiny house is on a higher level than the others, is comfortable and cozy. It is ideal for a couple who want to escape. The property is located on a residential island, restaurants, bars, stores and grocery stores are within a 15 minute drive from the property. Note: The upstairs room is not comfortable for seniors or adults, the ceiling height is 4 feet (an adult has to walk on his knees

Beachside Unit 27 - The Beach is Calling You!
Unit 27 Details: Main Floor, Walk-in shower, King Bed plus a Queen Pull-Out Sofa, Maximum Occupancy 4 Guests (0-2 years old count as a guest). Not Handicapped Accessible. A registration and liability waiver form signature will be required as part of your reservation. Welcome to Continental Inn Condominiums in Key Colony Beach, Florida known as “The gem of the Florida Keys.” Our oceanfront property includes a private heated pool and private beach retreat on the Atlantic Ocean.

Turtle Nest 1 Private beach,Pool, 2bed 2bath
Ocean Pointe Suite is located on the Atlantic. Featuring ocean views from living room, master bedroom and balconies. King bed in master bedroom, Queen bed in guest bedroom, pull out queen sofa, 2 bathrooms, Smart TV's with cable WIFI. Completely stocked kitchen with all appliances. Amenities include heated swimming pool, private beach, marina with boat launch & dockage for extra fee book through marine info in pictures. Tennis courts, gazebo, located on 60 tropical acres.

Romantic Bayside Guesthouse peaceful beach sunsets
Private Romantic Bayside Cabin/Guesthouse, peaceful settings, lovely sunsets, beach, fishing pier, lush gardens surrounded by nature and wildlife, birds, iguanas, manatees, dolphin’s, eagles, the beach is just a short walk away from the Guesthouse enjoying a cocktail, fishing, boats cruising by, kayaking, snorkeling or an amazing sunset. *Guesthouse on bayside not Bayfront ! Same property private from the residence! "No pets inside the Guesthouse "

Houseboat Getaway In Marathon
Get ready to indulge in a relaxing and unforgettable experience at the first overwater houseboat getaway in Marathon, Florida! 🌴🌊 What awaits you is - fun filled days living and exploring out on the fabulous florida keys waters in your own private aqualodge, breathtaking sunsets, and a private sanctuary perched above the sea. 😍 Don't miss out on this one-of-a-kind experience! Book your stay now and create memories that will last a lifetime.

MODERN OCEANFRONT CONDO! OCEAN VIEWS! 2 KING BEDS!
You have just discovered one of the most unique properties in the heart of Key Largo. This OCEAN FRONT condo is located inside Kawama Yacht Club, a beautiful Hawaiian Island style resort that is situated along the southern border to the most popular park in all of the Keys, John Pennekamp National Underwater Park. Everything you could ever imagine making your Florida Keys vacation complete can be found here.
Popular amenities for Islamorada beachfront rentals
Pet-friendly beachfront home rentals

2 bedroom & 25' Boat Dock Waterfront Atlantic Side

Vibrant Beachfront Villa

Relaxing Town home with great water views

Sunset Catch Gulf Front, Pool, Dock, Kayaks, Fish

Mermaid's Paradise ~ Pool ~ Dock ~ Games ~ Views!

Boaters delight! 1 min to open water, Dock & Beach

SeaEsta! Bring your boat & 1 block to the beach!

New Private 4/3 Single Family - Kayaks & Bicycles+
Beachfront home rentals with a pool

Kawama Yacht Club and Molasses Reef Marine

Tropical Getaway

Oceanfront Condo w/Lake, Kayak, Paddleboard & Bike

2BR - Key Largo Sunshine Getaway

Exceptional vaca in Angler's Reef Islamorada

Closest Oceanfront Home - 3 Stories, Views & Dock

Islamorada Oceanfront 2 bdrm, 2 bath, View, Pool

Serenity at Moon Bay!
Private beachfront home rentals

P01 - New 3 bed, 3 bath with private pool

Treetops Apt.Sleep1-4 Beach Steps Away

Panoramic Ocean Views, Ocean Pointe Condo

Grouper Getaway @ Ocean Isles Fishing Village

Cabana Club Condo: Key Colony Beach, FL

Villa 5028 on Duck Key BOAT SLIP available

Private Beach in Marathons Key Colony Beach

Paradise found! Sea-Esta Condo beach and pool.
When is the best time to visit Islamorada?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,256 | ﺩ.ﺇ 1,421 | ﺩ.ﺇ 1,642 | ﺩ.ﺇ 1,153 | ﺩ.ﺇ 2,145 | ﺩ.ﺇ 1,153 | ﺩ.ﺇ 1,421 | ﺩ.ﺇ 1,355 | ﺩ.ﺇ 1,340 | ﺩ.ﺇ 1,153 | ﺩ.ﺇ 1,091 | ﺩ.ﺇ 1,227 |
| Avg. temp | 20°C | 22°C | 23°C | 25°C | 27°C | 28°C | 29°C | 29°C | 28°C | 27°C | 24°C | 22°C |
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Biscayne National Park
- Schnebly Redland's Winery & Brewery
- Calusa Campground
- Homestead-Miami Speedway
- Coral Castle
- Bahia Honda State Park
- Robbies Marina Of Islamorada
- Seven Mile Bridge
- Theater of the Sea
- Everglades Alligator Farm
- Ernest F. Coe Visitor Center
- Monkey Jungle
- Key Largo Kampground And Marina
- Florida Keys Aquarium Encounters
- Dolphin Research Center
- Harry Harris Beach and Park
- Founder's Park
- History Of Diving Museum
- Conch Key
- Homestead Bayfront Park





