
Apartment vacation rentals in Islamorada
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Top-rated apartment rentals in Islamorada
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Popular amenities for Islamorada apartment rentals
Weekly apartment rentals

Waterfront Condo on Blackwater Sound + 25’ Slip
Our stay at Moon Bay was excellent! Kelly & Jamal's condo was spotless and vibrantly decorated with Caribbean flare that underscore their love of the ocean and the creatures that live there. The furniture was comfy and fit the space well. There was also ample towels, snorkel gear, carts, sporting equipment, cookware, utensils, bath products, and more. It felt lived in and well taken care of! Everything is also thoughtfully labeled with instructions to make things easy. There's a nice community pool and jacuzzi, tennis courts, air conditioned club house with ping pong and foosball tables, and a marina you can stroll. We saw crabs, nurse sharks, and even a manatee! Be aware that if you have more than 4 people staying, you may need to make use of the Murphy bed that's located right next to the front door and kitchen. The bed is very comfy, but not in a private room (though privacy screens are included), so make sure you plan accordingly! I slept on the Murphy bed and had no problems.

Gorgeous Moon Bay Condo Heated Pool Beach
home was beautiful! view from balcony very impressive! can't beat those sunsets! location convenient to walking to many restaurants.

Relax with the whole family at this peaceful place
Came for a week and were pleasantly surprised how centrally located it was. Walking distance to Publix and Walgreens! There’s lots to do in area. Check in was very easy. The walk into building on the one side was blocked by construction but you can get into inside of building on both sides so not big deal at all. Parking was right out front of screened porch which made coming and going easy. She had chairs in closet to take to beach which we were thankful for. She always responded to questions fast and was very helpful. Even with construction the areas very quiet. We didn’t spend lot of time at condo as we had family in town . 2 of grown kids came in for few days to stay with us and we were comfortable with 4 adults. Freezer has ice maker but we bought extra ice for drinks . We enjoyed our stay and would love to come back to stay here again! Recommendations: bike works in marathon had best deals on evokes and great way to get around!

Dive Into Comfort – 2BR Key Largo Retreat
Incredible stay! Mollie was a fantastic host—welcoming, attentive, and thoughtful in every detail of the space. The Airbnb above Horizon Divers is perfect for anyone diving with the shop or just looking to enjoy Key Largo. The location couldn’t be better— not far from the water and right above the shop. After long days on the water, it was great to come back to such a clean, comfortable, and well-equipped space. Whether you’re here for diving or just to relax, this is the spot. I’ll definitely be booking again!

Sunny Beach Suite. 2 beds bath
Awesome place my wife and i had the place at the beach to ourselves most of the time. Only downside you cant fish fishing is prohibited you have to go off site to fish

Panoramic Ocean Views, Ocean Pointe Condo
Beautiful condo, clean, just like the pics, great views! Kitchen was well stocked and we cooked the majority of our own meals there. Beach is small but I happily snorkeled several times. Both beds are very comfortable. Cindy was responsive and helpful. Plenty of towels. Things are well labeled where instructions were needed. Highly recommend!

Best View-Guaranteed "The Keys Life Condo" 2B/2B
This was a wonderful stay. Lovely home, just as described, incredibly clean with many amenities and beautiful view. Great location, very peaceful and close to Islamorada restaurants, activities and fresh fish markets. Super cozy to stay in and cook fresh meals or dine out. Host was very responsive and friendly. We were so happy with our choice to stay here, it was the perfect mini getaway for my husband and me. Perfect spot to unplug. 💖

Boot Key Harbor Penthouse
Wonderful views, quiet. Clean and had free laundry. Just what we were looking for. Beautiful property with balcony, patio and rooftop deck. Centrally located and close to shopping Good places to eat nearby
Private apartment rentals

"O" Fish Ally Paradise @Ocean Isle Fishing Village
Ocean Isles is a beautiful property. Very quiet and calm. Everyone we encountered was so friendly. Great views! Nice amenities and property had box of fun extras…we had to leave a couple behind to add to the stash. Great communication. We definitely will be booking again in the future.

Motel Room #1, Private Entrance, Beach and Marina
This place was in a beautiful location, next to the gulf side of the key, with beautiful sunset views. There are tables & chairs to sit by the water & chill out. Big Chill is just down the street, with excellent food & drink. Great stay, we would definitely come back !

Key Largo Condo at Moon Bay
Very nice condo and pool and small but perfect beach.

Two Bedroom Suite - Gulf View
Love it! Definitely will come back!!! Great place, amazing view, very positive, nice and friendly staff!

Lagoon-front family townhome
We loved our stay! Perfect size for a family and in a great location close to diving and fishing. The place was equipped with everything we needed and Phil was super communicative throughout the trip. Would absolutely stay again!

Kawama New Listing!
This is a great place in the Kawama Yacht Club community. We really liked the convenient location of the building, as it’s close to the entrance of the community and the pool area. The pictures don’t show it, but the pool area is visible from the relaxing lanai. The apartment is clean, comfortable and nicely renovated and decorated. Exactly as described and seen in the pictures! Great spot!

A slice of paradise!
Don't underestimate the HUGE benefit of having unlimited access to the Cabana Club! This is a big perk with a private beach, pool and snacks. Really nice on days that you want to just chill with your family and relax. The house itself if amazing inside and has a great spot on the canal. Perfect if you want to rent a local boat or bring your own. The location is walkable to several parks and there are walking paths around the area. Farmers market and several restaurants are walkable. Really nice location! The process and the host were top notch. We are very picky about our rentals and we were impressed from start to finish...we will stay here again!

2/2 Unit at Kawama Yacht Club
Excellent place to stay
Apartment rentals with a hot tub

Ocean View 2br/2ba w/pool, bar and dockage 28ft
Awesome stay. Very responsive host!

Turtles Nest 2 Ocean Point condo
Amazing condo! The view from the balcony is beautiful for sunrises and sunsets! My family had a great time at the pool and restaurant on the property. We will definitely be coming back! 😊

Island Time at Ocean Pointe Luxe 2 King Spa BR/BA
Gorgeous spot! We stayed 3 nights and felt right at home in Laurie’s beautifully decorated apartment. It was very comfortable & we loved the pool and pool bar & the beach was stunning! I highly recommend this spot while visiting the area.

When Paradise is Key: Tropical Oceanfront Condo
We had a wonderful time staying at Michael’s place. It was exactly as described, clean, modern, and very comfortable. The attention to detail in the decor made it feel like a true home away from home. The location was perfect, close to everything we needed, yet quiet enough for a relaxing stay. Michael was a fantastic host: communicative, helpful, and respectful of our privacy. We especially appreciated the well-stocked kitchen, fast Wi-Fi, and cozy balcony area for morning coffee. We would absolutely stay here again and highly recommend it to anyone looking for a hassle-free and enjoyable stay. Thanks again, Michael!

Seaside Serenity Brand New Remodeled 2 Bed 2 Bath
We had a great stay at this two-bedroom unit! While it’s on the smaller side, it’s been beautifully remodeled with modern, clean, and tasteful decor. The kitchen is fully equipped with all the brand new pots and pans . The living room gets fantastic natural light, and the view from the balcony is great—perfect for enjoying sunsets. We also loved spending time at the pool and hot tub. The location is excellent, with a short walk to the waterfront, which was so peaceful and relaxing. The walls are on the thinner side, so we could hear kids running in the common areas at times, but it wasn’t a major issue. The host truly went above and beyond by shipping back items I accidentally left behind, which we greatly appreciated. Overall, a wonderful experience, and we’d happily stay again!

Sea Side Dreams at Ocean Pointe - 07
Had a great stay here. The unit was as described and the property amenities were great. The condo is equipped with many beach and pool supplies and Jennifer went above and beyond to order tennis and pickleball equipment when I asked questions about the property tennis courts. The overall location made it easy to get to other parts of Key Largo and Islamorada.

Ocean Pointe 2309 with Ocean Views
This condo was exceptionally clean and well-maintained. It had all the amenities we needed for a comfortable stay during our trip to the Keys. The location—about two hours from Key West—was ideal for a convenient day trip. I highly recommend her property to anyone visiting the area.

Welcome to the Pelican Lodge !
The unit was exactly as described. We used it as a base between fishing in Islamorda and restaurants in Key Largo. Very comfortable for 4 adults and the Murphy bed was easy to use. Check in and check out were easy, and getting into the unit was not an issue.
Quick stats about apartment rentals in Islamorada
Total rentals
50 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
40 properties have a pool
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Bahia Honda State Park
- Coral Castle
- Cannon Beach
- Conch Key
- Biscayne National Park
- Calusa Beach & Loggerhead Beach
- Theater of the Sea
- Everglades Alligator Farm
- EAA Air Museum
- Cocoa Plum Beach
- Long Beach
- Monkey Jungle
- Far Beach
- Horseshoe Beach
- Windley Key Fossil Reef Geological State Park
- Long Key State Park
- Keys' Meads