
Apartment vacation rentals in Islamorada
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Quick stats about apartment rentals in Islamorada

Total vacation rentals
Explore 30 vacation rentals in Islamorada

Nightly prices starting at
Islamorada vacation rentals start at G$8,358 GYD per night before taxes and fees

Verified guest reviews
Over 280 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
20 properties feature pools

Wi-Fi availability
30 of Islamorada vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Islamorada rentals

5 Average rating
Islamorada stays are highly rated by guests—averaging 5 out of 5!
Top-rated apartment rentals in Islamorada
Guests agree: these apartments are highly rated for location, cleanliness, and more.

5. Guest's Favorite: Waterfront Apt in Key Largo!
Embrace the tranquil waterfront lifestyle in Key Largo! Revel in picturesque boat views and indulge in freshly caught dishes served at nearby restaurants. Observe the serene presence of manatees, nurse sharks, and a variety of fish leisurely gliding through the canal. Conveniently dock your boat at the Pilot House Marina nearby. Our unit boasts a Modern, Spacious, and Impeccably Clean atmosphere, featuring Private Parking, Wifi, YouTubeTV, Refreshingly Cool AC, Plush Pillows, and a Cozy bed.

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.

Waterfront Studio 2| Couples Oasis | Kayaks | Pool
Enjoy gorgeous sunsets and excellent views of Manatee Bay from this beautifully upgraded studio apartment. The perfect spot for couples and small families, this modern studio comes with kayaks and paddle boards so you can get out on the water like a local. The ideal location offers easy access to the Bay, great restaurants, and local beaches. 10 Min Drive to the Gilbert’s Resort 15 Min Drive to John Pennekamp Coral Reef State Park Experience Key Largo With Us & Learn More Below!

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.

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.

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, 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.”

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.

Waterfront Escape | Pool, Tiki, Breakfast & Marina
Stay at Mystic Mermaid, a brand-new luxury 1BR/1BA Waterfront Villa that sleeps up to 4 guests. Located on a scenic canal in the heart of the Florida Keys, this elegant retreat offers marina views and resort-style amenities including a pool, Tiki Bar, restaurant, pickleball & sand volleyball courts, fitness center, and complimentary breakfast. Perfectly located between Islamorada and Key West for the ultimate island getaway.

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

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

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 🌴
Popular amenities for Islamorada apartment rentals
Weekly apartment rentals

Quiet Canalfront Retreat • Near Sombrero Beach

Overlooking Marina/Ocean view

Steps to the Ocean & Heated Pool

Coco Plum Beach Paradise w Heated Pool & Boat Slip

Villa 4204 on Duck Key - Boat Slip available

Dive Into Comfort – 2BR Key Largo Retreat

Ocean Bliss on Beach Heated Pool Unit U32

Dock POOL Kayaks Bikes Beach2mi WalkToStores
Private apartment rentals

Seaside Villa~ Charming Beachfront Condo w/ Pool!

Kawama Lagoon, 3D corner chickee 2bdr , 2 baths

Two Bedroom Suite - Gulf View

Marathon Getaway•5 Min to Sombrero Beach•Sleeps 4

Kawama New Listing!

Sunny Beach Suite. 2 beds bath

Eclectic Easeful Stay!

2 Bdrm Oceanfront Complex Private Beach & Pool
Apartment rentals with a hot tub

New Coastal Escape 2BR/2BA Oceanfront Condo

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

Island Time at Ocean Pointe Luxe 2 King Spa BR/BA

When Paradise is Key: Tropical Oceanfront Condo

New Key Largo- Ocean Pearl, Pickleball, Restaurant

Marathon Studio on Lovely Gulf Front Resort

Sea Side Dreams at Ocean Pointe - 07

Welcome to the Pelican Lodge !
When is the best time to visit Islamorada?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$59,758 GYD | G$52,236 GYD | G$53,280 GYD | G$51,609 GYD | G$49,937 GYD | G$47,848 GYD | G$47,848 GYD | G$52,236 GYD | G$47,012 GYD | G$47,012 GYD | G$47,848 GYD | G$52,236 GYD |
| Avg. temp | 20°C | 22°C | 23°C | 25°C | 27°C | 28°C | 29°C | 29°C | 28°C | 27°C | 24°C | 22°C |
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Biscayne National Park
- Schnebly Redland's Winery & Brewery
- Coral Castle
- Calusa Campground
- Homestead-Miami Speedway
- Bahia Honda State Park
- Theater of the Sea
- Robbies Marina Of Islamorada
- Everglades Alligator Farm
- Seven Mile Bridge
- The Turtle Hospital
- Ernest F. Coe Visitor Center
- Florida Keys Aquarium Encounters
- Monkey Jungle
- Dolphin Research Center
- Harry Harris Beach and Park
- Key Largo Kampground And Marina
- History Of Diving Museum
- Conch Key
- Founder's Park





