Apartment holiday rentals in Islamorada

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

Discover paradise in this exquisite 2-bedroom, 2-bathroom ocean view condo. Enjoy breathtaking vistas from your private balcony and delight in bird watching. The property features a refreshing swimming pool, sports courts, a pristine beach, and a picturesque pier perfect for leisurely strolls. Snorkel in the clear waters to explore the vibrant marine life. Prime location in Tavernier, FL Keys. Come stay at 'The View' and immerse yourself in tranquility. Book today and make lasting memories!

Location · Value · Pool

Waterfront Studio 1| Kayaks | Pool |Bay View |Wifi

Escape to Northern Key Largo for a relaxing vacation! Discover great restaurants, beautiful state parks, and marine life. This bright, modern studio boasts excellent views of Manatee Bay, free kayaks and paddle boards, and a full kitchen. With access to a swimming pool and docks, there’s always something to do. 10 Min Drive to the Gilbert’s Resort 15 Min Drive to John Pennekamp Coral Reef State Park 22 Min Drive to African Queen Canal Cruise Experience Key Largo With Us & Learn More Below!

Location · Family · Shared spaces

5. Key Largo Waterfront Studio | Kayak & Reef

See why Cabana 5 is a guest favorite — a bright, modern Key Largo waterfront studio at Waterfront Cabanas, right on the canal with direct ocean access. Kayak the mangroves, snorkel the reef, and watch manatees and nurse sharks from your seawall, then relax as the sun sets over the water. Sleeps 4, with a full kitchen, walk-in shower, Smart TV, fast Wi-Fi, ice-cold A/C, parking, and a private boat dock (by reservation). Minutes from John Pennekamp Park and world-class snorkeling and diving.

Value · Family · Barbecue

Brand New Luxury Waterfront Condo! Pool + Tiki Bar

Welcome to Breezy Bonefish—a beautifully appointed 1BR/1BA waterfront suite overlooking scenic Boot Key Harbor. Enjoy peaceful marina views, refreshing ocean breezes, and the privacy of an elevated second-floor setting designed for relaxation and tranquility. Nestled within a resort-style waterfront community in the heart of the Florida Keys, guests enjoy access to a sparkling pool, lively Tiki Bar, chef-inspired restaurant, and full-service on-site marina for the ultimate island getaway.

Family · Location · Pool

Keys Sunset Sanctuary

Escape to paradise in this stunning oceanfront condo in Tavernier, heart of the Florida Keys! Wake up to breathtaking Atlantic views from your private balcony, steps from a private sandy beach. Relax by the heated 1/2 Olympic size pool, soak in the spa, or launch a kayak from the marina. Perfectly located between Key Largo & Islamorada, you’re minutes from snorkeling, fishing, eco-tours, and fresh Keys cuisine. Coastal chic decor, modern comforts—your serene island retreat awaits! 🌊☀️

Location · Value · Quiet

Ocean Pointe 2309 with Ocean Views

Come and enjoy all the activities the Florida Keys has to offer from this new inviting oceanfront condo. Your vacation begins the moment you drive into our 60 acre Ocean Pointe property. The Jr. Olympic sized heated pool is surrounded by beautiful landscaping, a hot tub, & the Mermaid bar. Other amenities include: a sandy beach, a Marina for boats up to 28ft, a ramp, tennis courts, pickle ball court, children's swings, charcoal grills, picnic tables, pier, cafe bar & lounging areas.

Value · Location · Pool

Beachside Unit 22 - Private Beach on Atlantic

Unit 22 Details: Main Floor, Walk-in Shower, 2 Queen Beds and Queen Sofa Pull-out, Maximum Occupancy 4 Guests (0-2 years old count as a guest), Not Handicapped Accessible. A registration and liability waiver form signature will be required as part of your reservation. Our oceanfront property includes a private heated pool and private beach retreat on the Atlantic Ocean. Welcome to Continental Inn Condominiums in Key Colony Beach, Florida known as “The gem of the Florida Keys.”

Family · Location · Shared spaces

Condo with Pool and Beach Access

Come enjoy this newly remodeled unit located at Ocean Pointe Suites in Tavernier! This amazing oceanfront resort will have everything you need to have an amazing stay and create memories that will last a lifetime. Ocean Pointe has its own private beach and fishing pier. Lounge on the beach or under the gazebo at the end of the pier or go explore the waters on the available rental kayaks. Come enjoy the large heated jr. Olympic swimming pool or huge 14 person jacuzzi.

Family · Location · Hospitality

Ocean View Duplex Penthouse | Pool | Vista Two

Indulge in the epitome of coastal living in this expansive duplex penthouse boasting ocean views in Islamorada. Relish captivating tranquility with an open-concept layout seamlessly blending living, dining, and a chef’s kitchen, all framed by panoramic seascapes and access to top-tier amenities. Just a short walk from the beach and world-class waterfront dining, this private haven is where serenity meets sophistication. Enhanced cleaning practices implemented.

Family · Location · Hospitality

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

Experience an unforgettable Florida getaway at this waterfront apartment in Tavernier. Perfectly suited for families, this retreat offers resort access, a sparkling pool, and a relaxing hot tub. Enjoy a fully equipped kitchen, private balcony, and beach access just moments away. Whether you are seeking adventure with nearby diving and fishing or a peaceful escape by the water, our home provides the ideal base for your Key Largo vacation.

Value · Family · Hot tub

Ocean Pointe Condo | Beach, Pool, Hot Tub & Tennis

Stylish, fully remodeled end-unit condo in Ocean Pointe — steps to the beach! ☞ Resort access (pool + hot tub) ☞ Private beach access w/ sun loungers ☞ Fully equipped + stocked kitchen ☞ Smart TVs + bluetooth sound system ☞ Workspace + 350 Mbps wifi ☞ Tennis/pickleball courts ☞ BBQ grill + picnic tables ☞ Parking lot (2 cars max) 5 mins → DT Tavernier (cafes, dining, shopping) 15 mins → John Pennekamp Coral Reef State Park

Value · Location · Decor

4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina

Top Floor - Oceanview condo with tennis courts, pickleball, hot tub, BBQ, marina & private beach. ★ "Exactly as described & very clean. Beautiful views & a nice peaceful escape." ➠ Resort size heated pool + Jacuzzi ➠ Balcony w/ ocean view ➠ Private beach access w/ sun lounger ➠ Fully equipped + stocked kitchen ➠ Double Master Suites ➠ 55” smart TVs w/ cable ➠ Car park (2 cars max) ➠ 250 Mbps WIFI

Value · Location · Comfort