Browse Islamorada Condos for Rent

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Featured Condo Rentals in Islamorada

NEWLY RENOVATED Oceanside Oasis at Kawama Tower

NEWLY RENOVATED Oceanside Oasis at Kawama Tower

Key Largo
When you stay at this condo in Key Largo, you'll be by the ocean, within a 15-minute drive of Jimmy Johnson's Big Chill and John Pennekamp Coral Reef State ...
Opens in a new windowNEWLY RENOVATED Oceanside Oasis at Kawama Tower
Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo

Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo

Tavernier
The price is AU$678 per night from 30 Nov to 1 Dec
AU$678
30 Nov - 1 Dec
includes taxes & fees
With a stay at this condo in Tavernier, you'll be on the beach, within a 15-minute drive of Jimmy Johnson's Big Chill and Harry Harris Park.
Opens in a new windowTwo Panoramic Ocean Views from the Living room and Master Bedroom in this Condo
Relax in your one bedroom Oceanfront Suite in Tavernier FL. Florida Keys.

Relax in your one bedroom Oceanfront Suite in Tavernier FL. Florida Keys.

Tavernier
With a stay at this condo in Tavernier, you'll be on the beach, within a 15-minute drive of Jimmy Johnson's Big Chill and Harry Harris Park.
Opens in a new windowRelax in your one bedroom Oceanfront Suite in Tavernier FL. Florida Keys.
Save an average of 15% on thousands of hotels when you're signed in
Mariners Club Oceanfront Condo, Water views from every room, Tennis & Pickleball

Mariners Club Oceanfront Condo, Water views from every room, Tennis & Pickleball

Key Largo
With a stay at this condo in Key Largo (Rock Harbor), you'll be within a 15-minute drive of Jimmy Johnson's Big Chill and John Pennekamp Coral Reef State ...
Opens in a new windowMariners Club Oceanfront Condo, Water views from every room, Tennis & Pickleball
FALL '25 Deals! OCEANFRONT Lux 1350sf w/ Stunning Views & All Amenities of home!

FALL '25 Deals! OCEANFRONT Lux 1350sf w/ Stunning Views & All Amenities of home!

Key Largo
With a stay at this condo, you'll be centrally located in Key Largo, a 4-minute drive from Jimmy Johnson's Big Chill and 10 minutes from John Pennekamp Coral ...
Opens in a new windowFALL '25 Deals! OCEANFRONT Lux 1350sf w/ Stunning Views & All Amenities of home!
5 Star Coastal Luxury: Key Largo 2BR Condo w/Lagoon, Golf Cart, Pools& Amenities

5 Star Coastal Luxury: Key Largo 2BR Condo w/Lagoon, Golf Cart, Pools& Amenities

Key Largo
When you stay at this condo in Key Largo, you'll be on the beach, a 2-minute drive from Jimmy Johnson's Big Chill and 9 minutes from John Pennekamp Coral Reef ...
Opens in a new window5 Star Coastal Luxury: Key Largo 2BR Condo w/Lagoon, Golf Cart, Pools& Amenities
Castaway Key, Double balcony ocean views in prime building 4

Castaway Key, Double balcony ocean views in prime building 4

Tavernier
With a stay at this condo in Tavernier, you'll be on the beach, within a 15-minute drive of Jimmy Johnson's Big Chill and Harry Harris Park.
Opens in a new windowCastaway Key, Double balcony ocean views in prime building 4
Keys Deal w/Cafe & Pool Bar! Up to 20% Off Beachfront 1BD Sleeps 4.

Keys Deal w/Cafe & Pool Bar! Up to 20% Off Beachfront 1BD Sleeps 4.

Tavernier
With a stay at this condo in Tavernier, you'll be on the beach, within a 15-minute drive of Jimmy Johnson's Big Chill and Harry Harris Park.
Opens in a new windowKeys Deal w/Cafe & Pool Bar! Up to 20% Off Beachfront 1BD Sleeps 4.
Oceanfront Key Largo Paradise with Private Beach~Pool~Tennis~Marina and more....

Oceanfront Key Largo Paradise with Private Beach~Pool~Tennis~Marina and more....

Tavernier
With a stay at this condo in Tavernier, you'll be on the beach, within a 15-minute drive of Jimmy Johnson's Big Chill and Harry Harris Park.
Opens in a new windowOceanfront Key Largo Paradise with Private Beach~Pool~Tennis~Marina and more....
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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 Condo Rentals essential information

Accommodation
418 Condo Rentals
Lowest Price
AU$368
Highest Price
AU$678
Popular accommodation
NEWLY RENOVATED Oceanside Oasis at Kawama Tower, Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo, Relax in your one bedroom Oceanfront Suite in Tavernier FL. Florida Keys., Mariners Club Oceanfront Condo, Water views from every room, Tennis & Pickleball, FALL '25 Deals! OCEANFRONT Lux 1350sf w/ Stunning Views & All Amenities of home!, 5 Star Coastal Luxury: Key Largo 2BR Condo w/Lagoon, Golf Cart, Pools& Amenities, Castaway Key, Double balcony ocean views in prime building 4, Keys Deal w/Cafe & Pool Bar! Up to 20% Off Beachfront 1BD Sleeps 4., Oceanfront Key Largo Paradise with Private Beach~Pool~Tennis~Marina and more....

Top trending hotels in Islamorada

Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is AU$446 per night from 20 Nov to 21 Nov
AU$446
20 Nov - 21 Nov
includes taxes & fees
With a stay at Cheeca Lodge & Spa in Islamorada (Matecumbe), you'll be a 4-minute walk from Matecumbe United Methodist Church and 5 minutes by foot from Florida ...
Opens in a new windowCheeca Lodge & Spa
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is AU$411 per night from 9 Nov to 10 Nov
AU$411
9 Nov - 10 Nov
includes taxes & fees
Located in Islamorada (Matecumbe), Chesapeake Beach Resort is within a 5-minute drive of History of Diving Museum and Windley Key Fossil Reef Geological State ...
Opens in a new windowChesapeake Beach Resort
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is AU$368 per night from 30 Nov to 1 Dec
AU$368
30 Nov - 1 Dec
includes taxes & fees
With a stay at Amara Cay Resort in Islamorada (Matecumbe), you'll be a 4-minute walk from Bud n' Mary's Dive Center and a 2-minute drive from Florida Keys Brewing ...
Opens in a new windowAmara Cay Resort
Save an average of 15% on thousands of hotels when you're signed in
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is AU$461 per night from 10 Nov to 11 Nov
AU$461
10 Nov - 11 Nov
includes taxes & fees
With a stay at Islander Resort in Islamorada (Matecumbe), you'll be steps from Keys History & Discovery Center and 9 minutes by foot from Islamorada Brewery ...
Opens in a new windowIslander Resort
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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.

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^Subject to availability and chosen travel dates.