
Apartment holiday rentals in Islamorada
Find and book unique apartments on Airbnb
Quick stats about flat rentals in Islamorada

Total holiday rentals
Explore 50 holiday rentals in Islamorada

Nightly prices starting at
Islamorada holiday rentals start at €35 per night before taxes and fees

Verified guest reviews
Over 480 verified reviews to help you choose

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

Holiday rentals with a pool
30 properties feature pools

Wifi availability
40 of Islamorada holiday rentals include wifi access

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

4.8 Average rating
Islamorada stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated apartment rentals in Islamorada
Guests agree: these apartments are highly rated for location, cleanliness and more.

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!
4.9 out of 5 average rating, 340 reviews
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! 🌊☀️
5.0 out of 5 average rating, 20 reviews
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.
4.9 out of 5 average rating, 116 reviews
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. ⛱️
4.88 out of 5 average rating, 102 reviews
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.”
4.86 out of 5 average rating, 153 reviews
3. Waterfront Key Largo Studio | Scuba & Dock
Base your Key Largo adventure at this modern waterfront studio at Waterfront Cabanas — a canal-front rental with direct ocean access, minutes from John Pennekamp Coral Reef State Park, dive shops, and the reef. Snorkel, dive, and kayak by day, then walk to waterfront dining and watch manatees and nurse sharks from the seawall. 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).
4.78 out of 5 average rating, 256 reviews
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.
4.86 out of 5 average rating, 117 reviews
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.
5.0 out of 5 average rating, 44 reviews
Ocean View 2br/2ba w/pool, bar, gym + dockage 28ft
**SEPTEMBER & OCTOBER SPECIAL — SAVE 30%!** 🌴 Escape to The View, a beautiful 2BR/2BA ocean-view condo with a private balcony in the Florida Keys. Enjoy the huge resort-style pool, beach, sports courts, marina and picturesque pier, plus snorkeling right from the property. Perfectly located in Tavernier for exploring Key Largo and Islamorada. Limited fall dates remain at this special rate — book your Keys escape while the deal lasts!
4.99 out of 5 average rating, 106 reviews
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
5.0 out of 5 average rating, 102 reviews
Waterfront Suite | Pool & Tiki Bar
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.
5.0 out of 5 average rating, 31 reviews
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Oceanview condo with tennis courts, pickleball, hot tub, BBQ, marina & private beach. ★ "Outstanding accommodations! The condo was very clean and comfortable. Exquisite decorations." ➠ 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
4.96 out of 5 average rating, 295 reviewsPopular amenities for Islamorada apartment rentals
Weekly apartment rentals

OCEAN community, perfect condo
5.0 out of 5 average rating, 18 reviews
Florida Keys Tropical Coastal Condo!
5.0 out of 5 average rating, 11 reviews
Dive Into Comfort – 2BR Key Largo Retreat
4.95 out of 5 average rating, 65 reviews
2 Bdrm Oceanfront Complex Private Beach & Pool
4.93 out of 5 average rating, 41 reviews
Studio apartment in Calusa Resort & Campgrounds
4.88 out of 5 average rating, 93 reviews
Ocean Side Paradise Awaits! VACA-24-211
5.0 out of 5 average rating, 7 reviews
Villa 4204 on Duck Key - Boat Slip available
5.0 out of 5 average rating, 21 reviews
Quiet Canalfront Retreat • Near Sombrero Beach
4.93 out of 5 average rating, 15 reviewsPrivate apartment rentals

Sombrero Beach Tropical Paradise Hotel
4.85 out of 5 average rating, 67 reviews
#1 Island Hideaway 89 - OCEAN FRONT
5.0 out of 5 average rating, 22 reviews
Kawama Lagoon, 3D corner chickee 2bdr , 2 baths
4.99 out of 5 average rating, 187 reviews
Key's Cottage Escape
4.78 out of 5 average rating, 323 reviews
Poolside 2 queen Apartment
4.77 out of 5 average rating, 53 reviews
Standard 1 Bedroom King Suite with Balcony
4.63 out of 5 average rating, 1588 reviews
Little Venice Waterfront - Marathon, FL Keys
4.86 out of 5 average rating, 77 reviews
Key Largo Waterfront Tropical Paradise
5.0 out of 5 average rating, 3 reviewsApartment rentals with a hot tub

Welcome to the Pelican Lodge !
4.89 out of 5 average rating, 35 reviews
Panoramic Ocean Views, Ocean Pointe Condo
4.85 out of 5 average rating, 27 reviews
Condo with Pool and Beach Access
4.95 out of 5 average rating, 85 reviews
1BR-Oceanview Key Largo Condo | Pool* Marina*Beach
4.67 out of 5 average rating, 6 reviews
Keys Escape | Oceanfront Resort Condo | Sleeps 6
4.5 out of 5 average rating, 4 reviews
Oceanview • Pool View • Indoor/Outdoor Pickleball
4.94 out of 5 average rating, 63 reviews
Marathon Studio on Lovely Gulf Front Resort
5.0 out of 5 average rating, 5 reviews
Isla Santorini | Islamorada Waterfront Condo, Pool
When is the best time to visit Islamorada?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €249 | €218 | €222 | €196 | €190 | €156 | €200 | €218 | €196 | €196 | €200 | €218 |
| 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
- Homestead-Miami Speedway
- Coral Castle
- Bahia Honda State Park
- Seven Mile Bridge
- Robbies Marina Of Islamorada
- Everglades Alligator Farm
- Theater of the Sea
- Key Largo Kampground And Marina
- Ernest F. Coe Visitor Center
- Florida Keys Aquarium Encounters
- Harry Harris Beach and Park
- Dolphin Research Center
- Founder's Park
- Monkey Jungle
- History Of Diving Museum
- Homestead Bayfront Park
- Calusa Campground
- Conch Key





