
Condo vacation rentals in Islamorada
Find and book unique condos on Airbnb
Quick stats about condo rentals in Islamorada

Total vacation rentals
Explore 110 vacation rentals in Islamorada

Nightly prices starting at
Islamorada vacation rentals start at €61 per night before taxes and fees

Verified guest reviews
Over 720 verified reviews to help you choose

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

Vacation rentals with a pool
110 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

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

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

4.9 Average rating
Islamorada stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated condo rentals in Islamorada
Guests agree: these condos are highly rated for location, cleanliness, and more.

Toes in the Sand - 2 Bedroom Condo Sleeps 4
Two bedrooms and two full bathrooms on the 4th floor with ocean views. Amenities include a huge heated pool and hot tub with a bar, a beach cafe serving food and drinks, a private Key's beach, viewing pier, rentable boat slips & boat trailer storage, tennis, pickleball courts, basketball, children's swings, and BBQ areas, and gated entry with 24-hour security! Just remember that you're on "Island Time," mon, relax and enjoy! Perfectly located between Key Largo and Islamorada, close to Penneka
4.86 out of 5 average rating, 271 reviews
Gorgeous lagoon-front 2BR Townhouse with 2 pools
Kawama Yacht Club is situated between an extension of John Pennekamp Coral Reef State Park and a salt-water, filtered, tidal snorkeling lagoon! Two pools, tennis courts, private beach, a waterfront (lagoon) will keep you busy on site, while the neighborhood offers boating, many great restaurants and you may even swim with dolphins just outside the gates to the community. The townhouse comes equipped with two bicycles and two kayaks. All brand new appliances throughout + extra lg washer/dryer.
4.91 out of 5 average rating, 171 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.
4.97 out of 5 average rating, 234 reviews
SPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!
Enjoy a Top Floor condo with stunning ocean views from your living room and balcony. This condo features a King bed in the bedroom, updated kitchen, a queen pull out sofa and a new washer and dryer. Enjoy the wonderful amenities the property offers to include a Large pool/ spa area or relax on the private beach with lounge chairs provided. There are lighted tennis courts, areas to grill out and a small playground. This property sits on 68 acres and one side is surrounded by a nature preserve.
4.9 out of 5 average rating, 338 reviews
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.
4.96 out of 5 average rating, 285 reviews
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.
4.95 out of 5 average rating, 152 reviews
Tropical Getaway
This light, airy two bedroom condo is located in the community of Kawama. Overlooks a small lake, where people swim, kayak and paddleboard. The condo community features two pools, tennis courts, playground, fishing, beach and marina. A long jetty extends out in the ocean where you can watch the beautiful sunrises or sunsets in the afternoons. Centrally located in Key Largo near restaurants, shopping and attractions. Come down and enjoy the peaceful atmosphere of our tropical area.
4.9 out of 5 average rating, 197 reviews
Ocean Views at Ocean Pointe
Conveniently located at MM 92.5, approximately 1 hour drive from Miami, you can enjoy a modern, newly redecorated Keys escape with amazing views of the sunrise right from your oceanside balcony. 2 bed/2 bath with full kitchen and washer/dryer. Pool, beach, pier, BBQ area, and private boat marina within this private community. Kayaks, paddle boards and bikes available for rent. No need to leave, but grocery stores, spas and ample restaurants are close by to fill any need.
4.99 out of 5 average rating, 225 reviews
BEAUTIFULLY DESIGNED OCEANFRONT CONDO
Enjoy a Tavernier adventure on a private 60-acre oceanfront sanctuary. The condo was recently renovated & is beautifully designed with comfortable, beach chic decor. It offers an abundance of natural light surrounded by windows overlooking lush landscaping and the Atlantic Ocean. Ocean Pointe Suites offers a private sandy beach, a junior Olympic sized pool, a 14-person spa, a boardwalk, a pickleball court, deep-water marina, gazebo, 2 tennis courts & more!
4.93 out of 5 average rating, 172 reviews
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!
4.94 out of 5 average rating, 160 reviews
Ocean Shores Villa 2 with pool and boat slip
This centrally located boater's paradise is the perfect place to relax. Walk to restaurants, cook in kitchen or grill downstairs. With only 4 units in the building the guests have half an acre of waterfront entertainment (boatslip,kayaks,bikes,fire pit,hammock and heated pool). 32ft dock slip and trailer parking are included in the rental. Conveniently located near Sandbars, State Parks and many attractions.
4.92 out of 5 average rating, 153 reviews
Mad Mahi | Housekeeping + Waterfront + Marina View
Welcome to THE MAD MAHI — your ultimate waterfront getaway in Marathon! This stunning 1-bedroom condo comfortably sleeps up to 4 guests and is perfect for a relaxing Florida Keys retreat. Enjoy a full kitchen, private balcony, resort-style pool, Tiki Ba and restaurant. Conveniently located between Key Largo and Key West, with local shops, dining, and attractions just a short walk or bike ride away.
4.9 out of 5 average rating, 156 reviewsPopular amenities for Islamorada condo rentals
Condo rentals with a pool

🏝 Oceanfront Paradise Awaits You
4.85 out of 5 average rating, 126 reviews
2BR - Key Largo Sunshine Getaway
4.88 out of 5 average rating, 181 reviews
Reel Large END Unit in Ocean Point Suites
4.88 out of 5 average rating, 187 reviews
Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach
4.95 out of 5 average rating, 181 reviews
3212 Across from Pool * King & Queen/Twin Bunk Bed
4.95 out of 5 average rating, 130 reviews
Slip, Private Ramp, Pool, Trailer Parking, Freezer
4.97 out of 5 average rating, 120 reviews
Condo in Tavernier
4.96 out of 5 average rating, 55 reviews
5-Star Sandy Beach Sunsets & Pool in Best Location
5.0 out of 5 average rating, 19 reviewsWeekly condo rentals

Waterfront Apt Key Largo #4, 10% Off 7+, 5% Off 4+
4.86 out of 5 average rating, 166 reviews
Keys Sunrise Sanctuary
4.92 out of 5 average rating, 12 reviews
*NEW* Private Beach, pool & fully loaded kitchen
4.93 out of 5 average rating, 41 reviews
Private Beach in Marathons Key Colony Beach
5.0 out of 5 average rating, 29 reviews
Newly Renovated Piece ofParadise
5.0 out of 5 average rating, 30 reviews
Just a Few Friends - Ocean View and Bring your Boa
4.94 out of 5 average rating, 33 reviews
Island Getaway at Ocean Point
4.88 out of 5 average rating, 40 reviews
2-story condo w/ panoramic bay views and balconies
4.95 out of 5 average rating, 56 reviewsPet-friendly condo rentals

Villa 5087 on Duck Key BOAT SLIP available
4.88 out of 5 average rating, 112 reviews
Sunrises - Sunsets - Free Kayaks
4.83 out of 5 average rating, 108 reviews
Jaw-dropping Canal View Key Largo Boat Slip, Bay
5.0 out of 5 average rating, 103 reviews
Spacious Waterfront 2 bedroom w/dock. Pet Friendly
4.88 out of 5 average rating, 26 reviews
Key Largo Condo
4.95 out of 5 average rating, 38 reviews
180 Degrees of Ocean Views, Lagoon and Florida Bay
4.67 out of 5 average rating, 3 reviews
Ocean Isles Fishing Village #97
4.88 out of 5 average rating, 34 reviews
Peace & Paradise| Open Water Views Condo 2B/2.5BTH
New place to stayWhen is the best time to visit Islamorada?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €230 | €227 | €298 | €260 | €237 | €238 | €179 | €151 | €151 | €146 | €179 | €195 |
| 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
- Homestead-Miami Speedway
- Coral Castle
- Bahia Honda State Park
- Seven Mile Bridge
- Robbies Marina Of Islamorada
- Everglades Alligator Farm
- Theater of the Sea
- Key Largo Kampground And Marina
- Ernest F. Coe Visitor Center
- Florida Keys Aquarium Encounters
- Harry Harris Beach and Park
- Dolphin Research Center
- Founder's Park
- Monkey Jungle
- History Of Diving Museum
- Homestead Bayfront Park
- Calusa Campground
- Conch Key





