Apartment vacation 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!

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!

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.

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

Oceanview condo with tennis courts, pickleball, hot tub, BBQ, marina & private beach. ★ "We absolutely loved the condo - the beds were comfy, and you can see the ocean from the family room. Everything you could possibly need. Responsive hosts and inside was spotless!" ➠ 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

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! 🌊☀️

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.

When Paradise is Key: Tropical Oceanfront Condo

🚨*PRICE YOU SEE IS ALL IN! Includes Airbnb fees and taxes!*🚨 🚨09.09.26 - 10.14.26 Elevator will be out of service due to installation of a new elevator 🚨 ☀️ Discover the ultimate beachfront getaway in our top floor, two-bedroom, two-bathroom condo, perfectly designed to offer an unforgettable escape. Nestled right on the oceanfront, this retreat comfortably accommodates up to six guests, making it ideal for families, friends, or couples seeking a serene coastal experience. ⛱️

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.”

Tipsy Tarpon | Marina + Housekeeping & Breakfast

Stay in a brand-new luxury 1BR/1BA Waterfront Suite on scenic Boot Key Harbor in the heart of the Florida Keys. Enjoy breathtaking marina views and resort-style amenities including a pool, Tiki Bar, waterfront restaurant, pickleball courts, fitness center, and complimentary breakfast. Ideally located between Islamorada and Key West, this elegant retreat is perfect for boating, beaches, fishing charters, waterfront dining, and unforgettable island adventures.

Cozy Keys Efficiency 8a

Efficiency has a queen size bed, a 3-seat sofa and a small dining table with 2 chairs. Private bathroom. AC will keep you cool. Kitchen is fully equipped with 4 burner stove, microwave, medium size refrigerator with freezer. Enjoy the breezes on your patio, each unit has a gas BBQ grill and a picnic bench outside. Enjoy a swim in our shared pool. Optional boat slip can be rented for $25/night Efficiency has a 2 person maximum occupancy - no exceptions.

OCEAN community, perfect condo

Experience coastal living in this modern 1BR/2BA condo in the gated Ocean Isles Fishing Village. Enjoy a king bed, new queen sleeper sofa, full kitchen, WiFi, A/C, and in-unit laundry. Relax in the oceanfront heated pool, fish from the pier, or launch your paddleboard onsite. OIFV offers 7 acres of oceanfront amenities, including a clubhouse, grills, and more. Perfect for a relaxing or adventure-filled stay in the Florida Keys!

Elevated Retreat | Sunset Access + Boat Basin

Elevated, thoughtfully updated retreat in the heart of Islamorada with rare access to a private boat basin and fishing jetty—perfect for sunset views and relaxing by the water. Set above the trees for a more open, airy feel, yet tucked into a peaceful setting. Enjoy walkable access to restaurants, shops, and breweries, plus fast WiFi and everything needed for a comfortable Keys getaway 🌴