
Holiday rentals with beach access in Islamorada
Find and book unique rentals with beach access on Airbnb
Top-rated rentals with beach access in Islamorada
Guests agree: these rentals with beach access are highly rated for location, cleanliness and more.

Waterfront Sunsets, Great Price, Relaxing Spot!!!
Beautiful Waterfront, Modern Coastal Décor, Spacious !! Enjoy your vacation in this beautiful recently renovated home. Views from almost every window and door of the harbor. Walk to many local restaurants and bars for fresh local seafood and a cold draft beer!! 28 day rental. Enjoy sunsets from your private porch. Easy access to Atlantic Ocean. We Do Not Allow Fishing on our Property! I am a licensed charter captain and offer discounts to guests! Fishing, Sandbar or a Sunset Cruise!!!

Sunrise Escape - Ocean Front Villa - Sleeps 10
Enjoy the sunrise while sitting on one of two terraces and sipping your morning coffee in the exclusive part of Kawama Yacht Club overlooking the Marina and Ocean. Enjoy the many choices for the day: Kayaking/paddle boarding just 20 steps from your door, walking to the south beach just 100 yards away, or walking to the beach jetty just across the marina. Or take a swim/snorkel in our swimmable lagoon or one of our two pools. Then bring a glass of wine to watch the breathtaking sunsets from our o

Florida Keys Houseboat, unique waterfront stay-
Escape to the laid-back luxury of the Florida Keys aboard your own floating oasis. This fully equipped houseboat offers the perfect blend of comfort, adventure and true waterfront living. Wake up to breathtaking sunrises, sip your morning coffee as the marine life glide by, and fall asleep to the gentle sway of the water. Whether you’re celebrating something special or simply craving a one-of-a-kind getaway, this houseboat is the ideal home base for both keys adventures and peaceful retreats 💫

Captain’s Quarters Ahoy Mateys! Florida, Keys
This is located at the Florida Keys in Key Colony, Marathon. It is a spacious two bedroom, two bathroom duplex surrounded by water. It is a renovated beauty and close to the best restaurants and the tranquility of this city. It is the perfect getaway where you can recharge your exhausted batteries. Captain’s Quarters is a clean and spacious base camp location for the many adventures that await you in this amazing location. Water views and the accessibility to the best fishing in the world.

Your Happy Place - Oceanfront
Experience the ultimate coastal getaway at Ocean Point in the Florida Keys. Nestled along the Atlantic Ocean, our 2 bed/2 bath condo offers unrivaled ocean views from the moment you step inside. Indulge in the array of amenities available at our property including a private beach, pier, marina, snorkeling, family pool and a full service restaurant. Our condo comfortably sleeps 6-7 guests. Equipped with full kitchen and washer/dryer, we provide all the conveniences for a seamless stay.

Oasis2 in Key Largo With a million dollar view
Million Dollar view at a fraction of the price! This property is on the water with amazing bay views. It includes one kayak for 2 people, paddle board, fishing rod, washer and dryer, kitchen with all cooking utensils. 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). The property is located on a residential island, restaurants, bars, stores and grocery stores are within a 15 minute drive from the property.

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.

Ocean views at “Sangria Sunrise” 10% off Charters
Welcome to Sangria Sunrise at Ocean Pointe Suites in the beautiful Tavernier Key Florida. Relax and enjoy all of the options offered such as Jr. Olympic sized pool, beach, marina, kayak rentals, tennis courts, and so much more! We invite you to come stay at this cozy and updated one bedroom and one bathroom top floor condo with the most amazing ocean views. We offer a very comfortable queen sized bed and also a queen sleeper sofa that's equally as comfortable.

Turtles Nest 2 Beach, Pool, Restaurant 2bed 2bath
Turtle lovers rejoyce! Enjoy this Two Bedroom/Two Bath Condo with the perfect blend of style, comfort and convenience. Featuring a spacious living room and a fully stocked Kitchen. The Master bedroom features a King size bed and ensuite master bathroom. The guest bedroom features a Queen bed with a unattached bathroom. Both bathrooms feature a walk-in shower. The balcony offers views of the nature preserve and peek-a-boo views of the Atlantic Ocean!

Key Largo Oceanside 3/3 Golf Cart & kayaks
Remodeled 3 bedroom/3 bath townhome located in a 24 hr gated community on the Oceanside of Key Largo, MM 100. The unit has 3 floors with 2 separate living rooms with sofas and smart TVs, 3 full bathrooms, 1 bathroom on each floor. Master bed room has a queen bed with TV closet and balcony. Guest room has 2 twin beds with a balcony and on the first floor you have a private room with Queen bed. Golf Cart, Bicycles and Kayaks included.

Paradise in Key Colony Beach + Cabana Club
Beautiful two bedroom, two bathroom property in the prestigious Key Colony Beach neighborhood. This property is a ten minute walk from Sunset Beach, two minute walk from restaurants and bars in KCB and across the street from a golf course, tennis court and playground. Dockage for boats up to 50ft and beautiful water views. Key Colony Beach Cabana Club is included with your stay. You'll feel completely relaxed in this tropical oasis.

KCB Waterfront Split Home Walkable to Cabana Club
3BR/ 2 BA stilt home on crystal clear canal with open water views on deep water with 30 foot boat slip on a cul de sac. Short walking distance to multiple restaurants/bars, shops, and the Cabana Club with beach, pool, and hot tub. Fenced in waterfront patio with tiki hut. Kid friendly, with toys and high chair. Covered parking. Guests required to sign Regulations for Key Colony Beach form.
Popular amenities for rentals with beach access in Islamorada
Apartment rentals with beach access

Oceanfront Bliss • Wall-to-Wall Water Views + Pool

New Coastal Escape 2BR/2BA Oceanfront Condo

Ocean View 2br/2ba w/pool, bar, gym + dockage 28ft

Overlooking Marina/Ocean view & FREE GOLF CART

Ocean Pointe | Pool, Hot Tub, View, Beach, Parking

Panoramic Ocean Views, Ocean Pointe Condo

Ocean Pointe 2309 with Ocean Views

4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina
House rentals with beach access

NEW! CASA PALMA - Golf Cart, 2 King-Size Beds, Pool, Kayaks

Florida Keys Resort-Style Home w/ Pool & Dock 5/3

Charming Beach House directly ON the beach

Twin Dolphin Marathon Deep Water Canal, 100’ Yard!

Beachfront Villa - Florida Keys

Casa Blue Flamingo

Viamarhe House-Private beach, Kayak, yard games

Waterfront Oceanside, 60 Ft Dock, As seen on HGTV
Apartment rentals with beach access

Beachside Unit 36 Private Patio & Beach Plus Pool

Villa 5027 on Duck Key BOAT SLIP available

Reel Large END Unit in Ocean Point Suites

2BR - Key Largo Sunshine Getaway

Key Largo Paradise - Remodeled Townhome in Kawama

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach

Ocean Views at Ocean Pointe

🏝 Oceanfront Paradise Awaits You
When is the best time to visit Islamorada?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 281 | € 335 | € 333 | € 303 | € 436 | € 281 | € 287 | € 288 | € 278 | € 266 | € 289 | € 303 |
| 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 |
Quick stats about holiday rentals with beach access in Islamorada

Total holiday rentals
Explore 430 holiday rentals in Islamorada

Nightly prices starting at
Islamorada holiday rentals start at € 35 per night before taxes and fees

Verified guest reviews
Over 3,480 verified reviews to help you choose

Family-friendly holiday rentals
300 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 250 rentals that welcome pets

Holiday rentals with a pool
360 properties feature pools

Rentals with dedicated workspaces
300 properties have a dedicated workspace

Wifi availability
430 of Islamorada holiday rentals include wifi access

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

4.7 Average rating
Islamorada stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Havana Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Bungalow rentals Islamorada
- Rentals with an EV charger Islamorada
- Flat rentals Islamorada
- Family-friendly rentals Islamorada
- Villa rentals Islamorada
- Waterfront rentals Islamorada
- Pet-friendly rentals Islamorada
- Resort rentals Islamorada
- Beachfront rentals Islamorada
- Rentals with pools Islamorada
- Townhouse rentals Islamorada
- Hotel rooms Islamorada
- Fitness-friendly rentals Islamorada
- Rentals with breakfast Islamorada
- Rentals with a kayak Islamorada
- Rentals with a hot tub Islamorada
- Luxury rentals Islamorada
- Beach apartment rentals Islamorada
- Beach house rentals Islamorada
- Apartment rentals Islamorada
- Rentals with a firepit Islamorada
- Rentals with a fireplace Islamorada
- House rentals Islamorada
- Serviced apartment rentals Islamorada
- Rentals with a washing machine and dryer Islamorada
- Rentals with outdoor seating Islamorada
- Rentals with a patio Islamorada
- Rentals with beach access Monroe County
- Rentals with beach access Florida
- Rentals with beach access United States
- Everglades National Park
- Sombrero Beach
- Zoo Miami
- John Pennekamp Coral Reef State Park
- Biscayne National Park
- Calusa Beach & Loggerhead Beach
- Long Beach
- Coral Castle
- Schnebly Redland's Winery & Brewery
- Bahia Honda State Park
- Sea Oats Beach
- Theater of the Sea
- Everglades Alligator Farm
- Homestead-Miami Speedway
- Conch Key
- Calusa Campground
- Seven Mile Bridge
- Key Largo Kampground And Marina
- Monkey Jungle
- Sunset Park
- Dolphin Research Center
- Florida Keys Aquarium Encounters
- Robbies Marina Of Islamorada
- Founder's Park




