Apartment holiday rentals in Islamorada

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Popular amenities for Islamorada apartment rentals

Weekly apartment rentals

Guest favourite
Apartment in Tavernier
4.87 out of 5 average rating, 31 reviews

Sea Side Whimsy Ocean Pointe -06

MartinRating, 5 stars1 week ago
We had a lovely overnight stay, Jennifer and Mark were so accommodating, the condo was perfect for what we wanted and we had a very comfortable stay. Thank you both for letting us stay in your piece of paradise.
Top guest favourite
Apartment in Key Largo
5 out of 5 average rating, 20 reviews

Newly Renovated Piece ofParadise

WolfgangRating, 5 stars3 weeks ago
We had such a wonderful stay at Todd’s Airbnb in beautiful Key Largo! The place was modern, spotless, and thoughtfully decorated—it felt like a true home away from home. The kitchen was well stocked with everything we needed, which made cooking a breeze. There were so many fun things to do on the property, from grilling out on the BBQs to relaxing in the hammocks, and playing foosball or ping pong. The pool was awesome, and the marina was absolutely stunning—especially at sunset. Todd was an incredible host, full of helpful information and spot-on recommendations that made our trip even better. We’d highly recommend his place to anyone looking for a fun, comfortable, and well-located home base in Key Largo. Can’t wait to come back!
Superhost
Apartment in Duck Key
4.85 out of 5 average rating, 95 reviews

Villa 5087 on Duck Key BOAT SLIP available

JadenRating, 5 stars1 month ago
Great stay, would highly recommend, home was clean and quiet. Can’t wait to come back to duck key so I can book again.
Guest favourite
Apartment in Key Largo
4.97 out of 5 average rating, 38 reviews

PENTHOUSE SUITE - OFFERS BEST PANORAMIC OCEAN VIEW

MelissaRating, 5 stars1 month ago
Our stay was everything we could have wanted. The view was incredible. The condo had everything we could need. We will definitely come again and recommend it to family and friends.
Guest favourite
Apartment in Key Largo
4.93 out of 5 average rating, 73 reviews

Mariner's Club 522 - Don't worry Beach Happy!

BillRating, 5 stars1 week ago
Location of unit is beautiful! Amenities were also wonderful and resort like. Host provided a prompt response regarding some questions about the unit and addressed any concerns presented. Thank you for a relaxing stay!
Guest favourite
Apartment in Tavernier
4.87 out of 5 average rating, 15 reviews

Island Getaway at Ocean Point

EmilyRating, 5 stars3 weeks ago
We stayed at a couple different places in the keys and this was by far our favorite!! Very nice and clean, the bed was comfortable and i was very impressed by the amount of utensils in the kitchen. Normally I have to bring some of my own cooking utensils for airbnbs but they already had everything I needed here!
Superhost
Apartment in Tavernier
4.5 out of 5 average rating, 24 reviews

Island Escape at Ocean Pointe in Tavernier

AustinRating, 5 stars3 months ago
great condo in Tavernier. great location. quiet and peaceful property
Superhost
Apartment in Tavernier
4.87 out of 5 average rating, 87 reviews

Turtle Nest 1 Ocean Point Condo “Newly Remodel”

JenniferRating, 5 stars2 days ago
The condo was beautiful and perfect. We went for a friend’s wedding and we turned the weekend to a mini vacation. The location was perfect. There are shopping centers , restaurants, supermarkets etc all around. The condo has everything you need and more! You can see the sunrise from the balcony and the ocean. Very peaceful if you are looking for a relaxing getaway. Definitely one of our favorite locations.

Pet-friendly apartment rentals

Apartment in Islamorada

180 Degrees of Ocean Views, Lagoon and Florida Bay

NatashaRating, 5 stars5 months ago
The house was exactly what we needed for our family vacation. We all felt super at home. The kids made their space on the patio and loved the outdoor TV. We fished from the pier and beach, took day trips, and enjoyed dinner nightly on the patio. overall, exceed expectations.
Superhost
Apartment in Marathon
5 out of 5 average rating, 3 reviews

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

MichaelneuroRating, 5 stars5 months ago
Great experience, great host and accommodations. Hot tub wasn't working while we were there, but repair was delayed over the holiday week which was out of the hosts' control. Very communicative and responsive.
Guest favourite
Apartment in Layton
4.86 out of 5 average rating, 14 reviews

Keys Getaway- 2 bedrooms w/Boat Dock, Pet Friendly

DorothyRating, 5 stars3 weeks ago
Sea Bird Marina is the place you want to go if you have a boat. Plenty of slips and great help by TONY❣️❣️ everyone at the marina is very helpful. Plenty of great restaurants. We loved it there and will definitely be going back ❣️❣️
Guest favourite
Apartment in Marathon
5 out of 5 average rating, 6 reviews

Seashells Getaway - Boat Slip, Ramp, Pool

TaraRating, 5 stars7 months ago
Hello. We Booked this place so I could be in the sun on a lounge chair and husband could fish. It was exactly what we wanted. We were able to hang out together and both get what we wanted. He caught fish like crazy! Place is beautiful and exactly how described. Getting an Uber/lyft was easy. Sombrero Beach was beautiful. Ana was excellent to communicate with. Condo bed was very comfy and the bedroom dark. The use of a cooler and beach chairs was appreciated. Would not hesitate to book again.
Superhost
Apartment in Key Largo
4.86 out of 5 average rating, 86 reviews

Oceanside Key Largo 3/3 kayaks included

StephRating, 5 stars2 weeks ago
We had a great stay at Rich's place. There were 6 of us (and our dog) so we were able to sleep on the first and third floors and then hang out together, watch TV, eat, etc. on the second floor. There was a lot to do in the complex (e.g., paddleboard the in the lagoon and fish off the jetty), and we were close to a ton of restaurants and places to do other activities as well. Rich was very responsive and checked on us often. We felt very safe. Would return again!
Top guest favourite
Apartment in Key Largo
5 out of 5 average rating, 19 reviews

Key Largo Condo

MykenzieRating, 5 stars3 weeks ago
This was hands down the best airbnb I have ever stayed at. It had EVERYTHING we needed besides basic groceries. It was also extremely clean when we arrived, everything worked properly and was in incredible condition. The pool was amazing - they play great music down there and there was even such a good food truck right outside the condo we went to a couple of times. The sunrise and view was so stunning each morning! I don’t have a single negative comment about our stay or the place! Thank you Michael!
Superhost
Apartment in Key Largo
4.92 out of 5 average rating, 37 reviews

key Largo 3 Bedroom Townhouse Gated Community

TriciaRating, 5 stars3 months ago
Everything was great! Nice area, and easy access to local activities. we enjoyed our stay.
Guest favourite
Apartment in Key Largo
4.89 out of 5 average rating, 81 reviews

Hidden Key Hideout

GregRating, 5 stars3 weeks ago
What a wonderful place! Very private considering it being in the marina, great location to hit the keys or Miami, the kayaks was a great package and being able to watch the sunrise from bed was worth it alone. Diane made everything very easy, especially when I forgot my refrigerated medicine behind 🤦🏽. Highly recommended and will be staying again!

Apartment rentals with a pool

Guest favourite
Apartment in Tavernier
4.91 out of 5 average rating, 22 reviews

Condo Resort: Pool, Beach, Marina, Pickleball

ThomasRating, 5 stars1 week ago
We had a great time. Condo was amazing. Everything we expected and more. Will definitly be back.
Top guest favourite
Apartment in Islamorada
5 out of 5 average rating, 27 reviews

Luxury condo with boat slip overlooking the bay

KerrinRating, 5 stars1 month ago
We have stayed at Lee and Loretta’s home several times over the past few years and it never disappoints! Clean, spacious, well appointed and comfortable - both Lee and Loretta are extremely responsive with any questions we have had during our stay - we love it there!
Guest favourite
Apartment in Tavernier
4.89 out of 5 average rating, 122 reviews

500 Burton Drive Tavernier, Key Largo

BettyRating, 5 stars1 month ago
My sister's and I absolutely enjoyed our stay! There were so many things to do close by - short and easy drive! The pool on site was fantastic & the bartender at the beach restaurant was Wonderful! She gave us tips, ideas and suggestions! The weather was awesome - a bit rainy on last morning. We stumbled on an amazing food tour - Craigsfoodtour at Islamorada & it was a MUST DO!!!! Thank you Dave for sharing this wonderful space! WE are all relaxed, connected & left with smiles & memories! Thank you Betty
Guest favourite
Apartment in Key Largo
4.91 out of 5 average rating, 46 reviews

Key Largo Oasis

StefanRating, 5 stars1 month ago
We as a family are very satisfied with Michelle's condo. Our children are 5 & 9 years old and the condo and the community had a lot to offer for the. Everything from a beach area with kayak, a great heated pool, docks where we were watching shark fishing at night and the manatees came cruising by. The condo itself had everything we could wish for and was as described in the listing. Everything you need for the stay, even fishing gear is available in the condo. This is a great listing and the host was very quick to answer the questions we had. If you're planning to visit the Keys with kids, this condo is a great place!
Top guest favourite
Apartment in Key Largo
5 out of 5 average rating, 18 reviews

Stylish & Secluded | Pool, Dock, Key Largo Living

EricRating, 5 stars1 week ago
The property was well maintained. The location was perfect for our visit (scuba diving with Horizon divers). Adriana was very responsive, accommodating and easy to get in touch with. We will stay again if the property is available on our next visit.
Apartment in Tavernier
5 out of 5 average rating, 3 reviews

Key Largo 2BR w/ Partial Ocean Views & Pool

KelseyRating, 5 stars2 months ago
Great place to stay! Check in part was a bit of a hassle as you have to check in at a different location down the road. All in all it was a beautiful spot and we enjoyed our time!
Apartment in Tavernier
4.85 out of 5 average rating, 289 reviews

Condo in the Keys, Peaceful ocean view retreat!

MichelleRating, 5 stars4 days ago
My husband and I take yearly trips to the Keys. We typically stay in the lower/middle Keys at 4 and 5 star resorts (I am very picky about accommodations). This year was our first time traveling with a baby so we wanted something low-key and quiet to celebrate my husband’s first father’s day and birthday. This condo offered that, it was stocked with all essentials, was clean, and had a pack n play which made traveling with a 4 month old easier. It was only a 15 minute drive from a lot of great fishing guides in Islamorada. We had a minor issue with the fridge when we checked in and Ben was super responsive and immediately fixed the issue. This place was perfect for our quick trip to the Keys - nice private beach area, pool, and safe/quiet community.
Top guest favourite
Apartment in Tavernier
5 out of 5 average rating, 5 reviews

Oceanfront 2 bdrm, 2 bath, View, Pool, Islamorada

MichalRating, 5 stars6 months ago
We stayed here for the Thanksgiving week. The place was nice, clean, and quiet. My kids enjoyed the playroom and the pool. The condo had plenty of board games to keep the kids entertained. The Keys have lots to offer, so there is always plenty to do. Donna was very responsive, the check-in was very simple, and we had a great time. Thank you for hosting us.

Quick stats about apartment rentals in Islamorada

  • Total rentals

    90 properties

  • Nightly prices starting at

    $90 SGD before taxes and fees

  • Total number of reviews

    660 reviews

  • Family-friendly rentals

    60 properties are a good fit for families

  • Rentals with a pool

    80 properties have a pool

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

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