
Apartment holiday 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

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. 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.

Ocean Pointe | Pool, Hot Tub, View, Beach, Parking
Ocean Pointe beach condo — magnificent views, resort amenities & steps to the water. ★ "The view from the balcony is even better than the pictures." ➪ Resort access (pool + hot tub) ➪ Balcony w/ ocean + pool views ➪ Private beach access w/ sunloungers ➪ Fully equipped + stocked kitchen ➪ Keurig + drip coffee maker ➪ Tennis/pickleball courts ➪ BBQ grill + picnic tables ➪ Parking lot (2 cars) 5 mins → DT Tavernier (cafes, dining, shopping) 15 mins → John Pennekamp Coral Reef State Park

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! 🌊☀️

Kawama J3 Pool & Lagoon View free bikes & kayaks
This modern and beautifully decorated three level townhome is the perfect spot for your next family vacation or couples' getaway. Located in the gated community of Kawama Yacht Club, you'll have access to a variety of amenities, including a saltwater lagoon, two heated pools, a kids' playground, tennis and pickleball courts, marina boat ramp, fire pits and we even provide two kayaks and two bikes to explore the area. Book now for your next getaway and indulge in the ultimate retreat.

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.

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.”

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

Key's Cottage Escape
Our cottage is a 1 bedroom suite with separate living and dining area on the 1st floor of our 2 story house in a quiet residential neighborhood. It has its own separate entrance on the side of the house. It's completely renovated with new kitchen, bathroom and tile throughout. It's cozy and has a modern coastal decor. It's close to restaurants, shopping center, beaches and parks.
Popular amenities for Islamorada apartment rentals
Weekly apartment rentals

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

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!

#1 Island Hideaway 89 - OCEAN FRONT

Florida Keys Tropical Coastal Condo!

Eclectic Easeful Stay!
Private apartment rentals

Gorgeous Moon Bay Condo Heated Pool Beach

Sombrero Beach 2 bedroom apartment close to Beach!

Key Largo, Florida - Gem by the Sea

Lagoon-front family townhome

Azul del Mar Tropical Garden Suite (Palma)

Little Venice in Marathon (in the Beautiful Keys)

New Deluxe Duplex Unit, 1 Queen Bed, Unit E-2

Lovely Oceanfront Townhouse with pool & boat slip.
Apartment rentals with a hot tub

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

New Coastal Escape 2BR/2BA Oceanfront Condo

1BR-Oceanview Key Largo Condo | Pool* Marina*Beach

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

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 | £163 | £166 | £168 | £183 | £177 | £169 | £169 | £185 | £166 | £166 | £169 | £185 |
| 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 flat rentals in Islamorada

Total holiday rentals
Explore 30 holiday rentals in Islamorada

Nightly prices starting at
Islamorada holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 280 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
20 properties feature pools

Wifi availability
30 of Islamorada holiday rentals include wifi 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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- Flat rentals Monroe County
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- Everglades National Park
- Sombrero Beach
- Zoo Miami
- John Pennekamp Coral Reef State Park
- Biscayne National Park
- Long Beach
- Coral Castle
- Sea Oats Beach
- Schnebly Redland's Winery & Brewery
- Bahia Honda State Park
- Homestead-Miami Speedway
- Theater of the Sea
- Everglades Alligator Farm
- Conch Key
- Calusa Campground
- Key Largo Kampground And Marina
- Seven Mile Bridge
- Sunset Park
- Monkey Jungle
- Dolphin Research Center
- Robbies Marina Of Islamorada
- Florida Keys Aquarium Encounters
- Founder's Park
- The Turtle Hospital




