Skip to main content

Seas the day, or just relax. You’re on island time.

Incredible Vacation Rentals

in the Upper Florida Keys

Sun. Fun. Relaxation. A non-stop island adventure. From kicking back on tropical beaches to exploring a vibrant culture, the Florida Keys is an endless list of wonders. But, no matter what your vacation in the Florida Keys looks like, it starts with breathtaking accommodations. Our Florida Keys vacation rentals are more than a place to relax after a sensational day. Whether you’re looking for a family condo or a peaceful couples retreat, our properties are your home in the heart of paradise. The real question is, how do you make the most out of your time in this island paradise?

If you want to immerse yourself in the true magic of the Keys, you need a native of the Keys to show you the way. Stay at one of our sensational Florida Keys vacation condos, and you’ll enjoy an insiders-look at the island. Where to eat, what to do, and where the locals love to go. You know, the kind of information you can’t get in a guidebook or travel website. Browse our properties and make your vacation rental booking today, your keys to an island paradise are waiting.

Featured Properties

Ocean Pointe Suites Vacation Rentals

From Islamorada vacation condos to Key Largo vacation rentals, we have your perfect home away from home in the Florida Keys. With our wide range of properties, we have a rental that’s just right for you. From family-oriented vacation condos to romantic getaways, your perfect island escape is just a click away. Take a look at our featured rentals, and book your unforgettable island stay today.

Ocean Pointe 3301

See Property

Ocean Pointe 4209

See Property

Ocean Pointe 2416

See Property

Ocean Pointe 1211

See Property

Ocean Pointe 3407

See Property

Ocean Pointe 3216

See Property

Ocean Pointe 5312

See Property

Ocean Pointe 5413

See Property

Explore the Florida Keys your way

Magnificent beaches, fascinating museums, deep-sea fishing, mouth-watering food, rich culture – the Florida Keys is a place of endless enchantment. Whatever your perfect vacation looks like, there’s no doubt you will experience it in this incredible wonderland of sunny bliss. With an atmosphere all its own, and an island vibe that lets you leave your worries on the mainland, a visit to the Florida Keys is unlike anything else.

Sunshine All Year

Much of the Keys is blessed with over 250 sunshine days per year, which means you get more days to be out enjoying the perfect sun-soaked weather.

Non-stop Adventures

Catch some waves by boat or paddleboard, browse local goods in the markets, or work on your tan lines at the beach – the Florida Keys has something for everyone.

Oceans of Excitement

Swim, snorkel, boat, or just relax, the crystal-clear ocean stretches across an endless horizon and features some of the most beautiful water in the world.


Great stay. Will definitely be back. Unit has everything you need. Ocean Pointe is a beautiful resort that has great pool with a pool bar. Nice little beach with cafe that also has light food and drinks. Marina is very pretty as well. The key to ocean pointe is renting with someone like Largo so there is no bait and switch on your unit. Largo is great to deal with!

Eleanor K.

We are very pleased with this property. The condo is absolutely beautiful. Recently renovated, nice appliances, impeccable, spacious, beds are super comfortable and has nice sheets. Partial ocean view. Nice building and well maintained. Big and nice pool too. Close to everything. Fantastic customer service. Largo was a real pleasure to deal with. Could not be happier with our experience there.

Jeff D.

The unit is VERY nice. Just as nice as represented in the pictures here. The view is amazing. The complex is quiet and beautiful. Everything was clean, and the staff are professional and very courteous. The owner was responsive and friendly. I cannot recommend this property highly enough! I hope we can get back here in the future.

Role O.

Ready to book? Contact us today!


Let us help you book an unforgettable vacation!