Compare Islamorada Condo Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Islamorada Condo Rentals

Don't see what you're looking for?
See all available properties in Islamorada
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Islamorada Accommodation Oceanfront

    Casa Morada

    Casa Morada

    136 Madeira Road, Islamorada, FL
    The price is $476 per night from Dec 5 to Dec 6
    $476
    includes taxes & fees
    $431 per night
    Dec 5 - Dec 6
    9.2/10 Wonderful! (368 reviews)
    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
    The price is $390 per night from Dec 2 to Dec 3
    $390
    includes taxes & fees
    $346 per night
    Dec 2 - Dec 3
    9/10 Wonderful! (1,003 reviews)
    Topsider Resort by Capital Vacations

    Topsider Resort by Capital Vacations

    75500 Overseas Hwy, Islamorada, FL
    8.8/10 Excellent! (59 reviews)
    Islander Resort

    Islander Resort

    82100 Overseas Highway, Islamorada, FL
    The price is $270 per night from Dec 1 to Dec 2
    $270
    includes taxes & fees
    $240 per night
    Dec 1 - Dec 2
    8.8/10 Excellent! (1,001 reviews)
    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy, Islamorada, FL
    The price is $246 per night from Dec 3 to Dec 4
    $246
    includes taxes & fees
    $218 per night
    Dec 3 - Dec 4
    8.8/10 Excellent! (1,212 reviews)
    Drop Anchor

    Drop Anchor

    84959 Overseas Highway, 222, Islamorada, FL
    The price is $232 per night from Nov 23 to Nov 24
    $232
    includes taxes & fees
    $210 per night
    Nov 23 - Nov 24
    8.8/10 Excellent! (1,000 reviews)
    La Siesta Resort & Villas

    La Siesta Resort & Villas

    80241 Overseas Highway, Islamorada, FL
    The price is $221 per night from Dec 4 to Dec 5
    $221
    includes taxes & fees
    $196 per night
    Dec 4 - Dec 5
    8.6/10 Excellent! (1,001 reviews)
    Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

    Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

    84001 Overseas Hwy, Islamorada, FL
    The price is $425 per night from Nov 26 to Nov 27
    $425
    includes taxes & fees
    $378 per night
    Nov 26 - Nov 27
    8/10 Very Good! (1,000 reviews)
    Creekside Inn Islamorada

    Creekside Inn Islamorada

    90611 Old Highway, Tavernier, FL
    The price is $116 per night from Dec 1 to Dec 2
    $116
    includes taxes & fees
    $103 per night
    Dec 1 - Dec 2
    7.8/10 Good! (1,001 reviews)

Hotel Options in Islamorada

    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
    The price is $390 per night from Dec 2 to Dec 3
    $390
    includes taxes & fees
    $346 per night
    Dec 2 - Dec 3
    9/10 Wonderful! (1,003 reviews)
    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy, Islamorada, FL
    The price is $246 per night from Dec 3 to Dec 4
    $246
    includes taxes & fees
    $218 per night
    Dec 3 - Dec 4
    8.8/10 Excellent! (1,212 reviews)
    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy, Islamorada, FL
    The price is $218 per night from Dec 1 to Dec 2
    $218
    includes taxes & fees
    $199 per night
    Dec 1 - Dec 2
    9/10 Wonderful! (1,367 reviews)

Luxury Condos

Find luxury condos in Islamorada
Get your vacation off to a fabulous start by booking a luxury condo in Islamorada. They’re a great option if you want to pamper yourself a little more than usual on your next getaway. Plus, they give you a unique opportunity to see the city the way a local would. You’re not in a hotel—you’re home. Condominiums come in all shapes and sizes, and with Orbitz on your side, you’ll find exactly the right one for your trip.

Stay in a Islamorada condo
Vacation condo rentals are a nice alternative to hotels with perks such as multiple bedrooms, living rooms, balconies, laundry facilities, Wi-Fi access and espresso machines. And don’t underestimate the power of the full kitchen in your condo: whipping up midnight snacks is a breeze, and hey, making a meal on your own without worrying about ordering in or going out to eat is just plain convenient. You might also have a pool, a gym and a hot tub on the property or close by.  

Exploring Islamorada will be a breeze with a downtown condo as your home base. You’ll be close to the top sights, and within walking distance of great restaurants, shopping, and bars. Got leftovers? Put them in your fridge. Remember, you’re living like a local now.

Islamorada Condo Rentals essential information

Accommodation
331 Condo Rentals
Lowest Price
$116
Highest Price
$476
Popular accommodation
Two Spectacular Ocean Views from the Living Room and Master Bedroom of the Condo, EXPERIENCE OUR UNIQUE OCEAN VIEW RESORT STYLE PROPERTY AT KEY LARGO!, Oceanfront condo with beach access, pool, balcony, & tennis - marina available, Relax & Recharge at our Quiescent 2 BR Condo with Stunning Ocean Views, Its an enjoyable two bed/bath unit with pleasant view of the marina and 0cean., Relax in your one bedroom Oceanfront Suite in Tavernier FL. Florida Keys., Ocean Pointe Ocean View w/heated pool beach marina, Oceanfront Property with Elevator, Lagoon and 2 Heated Pools, RESERVE QUICKLY! YOU’LL LOVE IT! EVERYONE DOES!