
Apartment vacation rentals in Islamorada
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Top-rated apartment rentals in Islamorada
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Hidden Gem Islamorada | 1st Floor
This newly renovated unit is truly is a Hidden Gem in the heart of Islamorada! This duplex is nestled in the trees just a few steps from one of the most amazing sunsets in the Upper Keys. Walking distance to all the wonderful shops, restaurants and breweries that Islamorada has to offer. Bikes and Kayaks can be rented steps away from the front door of this unit. Want to find a place that you'll want to return year after year? Look no further! 🌅🌴😎💎 This unique property was originally built

Sea Side Dreams at Ocean Pointe - 07
Welcome to your oceanfront condo! Watch breezy pelicans float by as you overlook the Atlantic. Ocean Pointe is perfectly positioned to allow you to experience all the Florida Keys has to offer. Our family of five has been returning to the Keys year after year. Our 2 bedroom, 2 bath unit is perfectly sized for family & friends with a king master & twin-over-fullsize bed in second room. There's much to explore in the Florida Keys. Make some memories at this unique and family-friendly place!

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.

Oceanview | Jacuzzi | Private Beach | Marina | BBQ
Oceanview beach condo with tennis courts, pickleball, hot tub, BBQ, marina & private beach. ★ "Exactly as described & very clean. Beautiful views & a nice peaceful escape." ➠ Resort heated pool + Jacuzzi ➠ Balcony w/ ocean + pool views ➠ Private beach access w/ sunloungers ➠ Fully equipped + stocked kitchen ➠ Master suite w/ king + bathroom ➠ 55” smart TVs w/ cable ➠ Car park (2 cars max) ➠ 250 Mbps wifi Quick drive to… ↝ Downtown Tavernier (5 mins) ↝ Theater of the Sea (15 mins)

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!

Oceanfront Bliss • Wall-to-Wall Water Views + Pool
The options for fun and adventure are unlimited! From the multitude of activities on property, to the variety of water sports and other adventures in the Key Largo surrounding area, you can be sure that you will bring home memories that will last a lifetime. Ocean Pointe Suites at Key Largo offers a variety of activities including tennis and swimming. Fishing, diving, ECO Tours and sailing are available only a short distance from the Ocean Pointe Suites at Key Largo

Breathtaking Oceanfront Views at Tropical Daze
New Island Grill Pool Bar & Marina Cafe now open! Deluxe 2/2 right on the ocean, offering spectacular views of the purple and aquamarine waters of Tavernier Key. Jr Olympic Pool with hot tub. Resort community has a beach, iconic pier, marina, tennis & pickle ball. Gated entry with 24 hour security! Perfect location with popular waterfront restaurants, and the best fishing, snorkeling, kayaking, paddle boarding and diving the world has to offer at your footsteps.

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.”

Beautiful condo with a balcony
🌴 Newly Renovated Beach Décor Unit 🌴 Welcome to your slice of paradise! This beautifully updated unit is designed with beach-inspired décor and offers breathtaking views of the protected Florida Keys mangroves. Resort Amenities Include: Heated Olympic-Size Pool & Jacuzzi: Complete with a fully equipped bar and bartender for those poolside cocktails. Onsite Marina: Features a beach, gazebo, dockage ramp, and easy access to the ocean.

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
Popular amenities for Islamorada apartment rentals
Weekly apartment rentals

Seaside Villa~ Charming Beachfront Condo w/ Pool!

Moon Bay Key Largo | Sunset Views | 24' Boat Lift

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

500 Burton Drive Tavernier, Key Largo

Villa 4204 on Duck Key - Boat Slip available

Two Bedroom Suite - Gulf View

Kawama New Listing!

Best Place to see the sunset
Private apartment rentals

Oceanfront Sanctuary | Pool. Private Beach

Quiet Canalfront Retreat • Near Sombrero Beach

Key Largo Condo at Moon Bay

Key Largo, Florida - Gem by the Sea

Lagoon-front family townhome

Waterfront Studio | Canal View | Outdoor Bar Area

Boot Key Harbor Penthouse

OCEAN community, perfect condo
Apartment rentals with a hot tub

New Coastal Escape 2BR/2BA Oceanfront Condo

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

Brand New - Oceanfront Condo

When Paradise is Key: Tropical Oceanfront Condo

Panoramic Ocean Views, Ocean Pointe Condo

The viewpoint

Welcome to the Pelican Lodge !

Oceanview • Pool View • Indoor/Outdoor Pickleball
When is the best time to visit Islamorada?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ808 | ﺩ.ﺇ823 | ﺩ.ﺇ834 | ﺩ.ﺇ907 | ﺩ.ﺇ878 | ﺩ.ﺇ841 | ﺩ.ﺇ841 | ﺩ.ﺇ918 | ﺩ.ﺇ826 | ﺩ.ﺇ826 | ﺩ.ﺇ841 | ﺩ.ﺇ918 |
| 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 |
Quick stats about apartment rentals in Islamorada

Total vacation rentals
Explore 40 vacation rentals in Islamorada

Nightly prices starting at
Islamorada vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

Verified guest reviews
Over 990 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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 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!
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Biscayne National Park
- Calusa Beach & Loggerhead Beach
- Coral Castle
- Sea Oats Beach
- Schnebly Redland's Winery & Brewery
- Long Beach
- Everglades Alligator Farm
- Conch Key
- Bahia Honda State Park
- Theater of the Sea
- Homestead-Miami Speedway
- Monkey Jungle
- Key Largo Kampground And Marina
- Seven Mile Bridge
- Calusa Campground
- Sunset Park
- Robbies Marina Of Islamorada
- Dolphin Research Center
- Florida Keys Aquarium Encounters
- Founder's Park




