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Featured Condo Rentals in Islamorada

Caloosa Cove Resort by CoolVacay

Caloosa Cove Resort by CoolVacay

3 out of 5
73801 Overseas Hwy Islamorada FL
With a stay at Caloosa Cove Resort by CoolVacay in Islamorada (Matecumbe), you'll be a 3-minute walk from Sunset Drive Beach and 6 minutes by foot from Anne's ...
Opens in a new windowCaloosa Cove Resort by CoolVacay
Oceanfront Key Largo Paradise~Private Beach~Pool~Tennis~Marina~Cafe/Bar

Oceanfront Key Largo Paradise~Private Beach~Pool~Tennis~Marina~Cafe/Bar

Tavernier FL
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~Private Beach~Pool~Tennis~Marina~Cafe/Bar
Mariners Club Oceanfront Condo, Water views from every room, Tennis & Pickleball

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

Key Largo FL
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
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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 FL
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.
Mariners Club 114, Amazing Location & Views, Epic Amenities, Indoor Pickleball

Mariners Club 114, Amazing Location & Views, Epic Amenities, Indoor Pickleball

Key Largo FL
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 114, Amazing Location & Views, Epic Amenities, Indoor Pickleball
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 FL
The price is AU$704 per night from 22 May to 23 May
AU$704
22 May - 23 May
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
Two Spectacular Ocean Views from the Living Room and Master Bedroom of the Condo

Two Spectacular Ocean Views from the Living Room and Master Bedroom of the Condo

Tavernier FL
The price is AU$581 per night from 20 May to 21 May
AU$581
20 May - 21 May
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 Spectacular Ocean Views from the Living Room and Master Bedroom of the Condo
Luxury Condo at Ocean Front Kawama Tower Complex

Luxury Condo at Ocean Front Kawama Tower Complex

Key Largo FL
When you stay at this condo in Key Largo, you'll be on the beach, a 3-minute drive from Jimmy Johnson's Big Chill and 10 minutes from John Pennekamp Coral Reef ...
Opens in a new windowLuxury Condo at Ocean Front Kawama Tower Complex
Oceanfront Property in Kawama Tower with Elevator, Lagoon and 2 Heated Pools

Oceanfront Property in Kawama Tower with Elevator, Lagoon and 2 Heated Pools

Key Largo FL
When you stay at this condo in Key Largo, you'll be on the waterfront, a 4-minute drive from Jimmy Johnson's Big Chill and 10 minutes from John Pennekamp Coral ...
Opens in a new windowOceanfront Property in Kawama Tower with Elevator, Lagoon and 2 Heated Pools
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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
423 Condo Rentals
Lowest Price
AU$386
Highest Price
AU$704
Popular accommodation
Caloosa Cove Resort by CoolVacay, Oceanfront Key Largo Paradise~Private Beach~Pool~Tennis~Marina~Cafe/Bar, Mariners Club Oceanfront Condo, Water views from every room, Tennis & Pickleball, Relax in your one bedroom Oceanfront Suite in Tavernier FL. Florida Keys., Mariners Club 114, Amazing Location & Views, Epic Amenities, Indoor Pickleball , Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo, Two Spectacular Ocean Views from the Living Room and Master Bedroom of the Condo, Luxury Condo at Ocean Front Kawama Tower Complex, Oceanfront Property in Kawama Tower with Elevator, Lagoon and 2 Heated Pools

Top trending hotels in Islamorada

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$386 per night from 21 May to 22 May
AU$386
21 May - 22 May
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
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
The price is AU$522 per night from 31 May to 1 June
AU$522
31 May - 1 June
includes taxes & fees
With a stay at Cheeca Lodge & Spa in Islamorada (Matecumbe), you'll be steps from Matecumbe United Methodist Church and 5 minutes by foot from Florida Keys Brewing ...
Opens in a new windowCheeca Lodge & Spa
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway Islamorada FL
The price is AU$392 per night from 19 May to 20 May
AU$392
19 May - 20 May
includes taxes & fees
With a stay at Islander Resort in Islamorada (Matecumbe), you'll be steps from Keys History & Discovery Center and 7 minutes by foot from Islamorada Brewery ...
Opens in a new windowIslander Resort
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Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
The price is AU$414 per night from 18 May to 19 May
AU$414
18 May - 19 May
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
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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.