Browse Islamorada Condos for Rent

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Featured Condo Rentals in Islamorada

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 John Pennekamp Coral Reef State Park and Bluefin Rock Harbor ...
Opens in a new windowMariners Club Oceanfront Condo, Water views from every room, Tennis & Pickleball
Ohana Cay 4 bed & 4 bath Unit 906 @Mariners Club - Sleeps 10!!

Ohana Cay 4 bed & 4 bath Unit 906 @Mariners Club - Sleeps 10!!

Key Largo FL
With a stay at this condo in Key Largo (Rock Harbor), you'll be within a 10-minute drive of John Pennekamp Coral Reef State Park and Bluefin Rock Harbor ...
Opens in a new windowOhana Cay 4 bed & 4 bath Unit 906 @Mariners Club - Sleeps 10!!
Key Largo-Islamorada area-1 BR, 1 Bath -Privately Owned Condo -Fab Reviews!

Key Largo-Islamorada area-1 BR, 1 Bath -Privately Owned Condo -Fab Reviews!

Tavernier FL
Located in Tavernier, this condo is by the ocean, within a 5-minute drive of Harry Harris Park and Mangrove Marina.
Opens in a new windowKey Largo-Islamorada area-1 BR, 1 Bath -Privately Owned Condo -Fab Reviews!
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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 FL
When you stay at this condo in Tavernier, you'll be on the beach, within a 5-minute drive of Harry Harris Park and Mangrove Marina.
Opens in a new windowKeys Deal w/Cafe & Pool Bar! Up to 20% Off Beachfront 1BD Sleeps 4.
Mariners Club 316 Oceanfront Condo, Private Gym, Epic Amenities, Pickleball

Mariners Club 316 Oceanfront Condo, Private Gym, Epic Amenities, Pickleball

Key Largo FL
With a stay at this condo in Key Largo (Rock Harbor), you'll be within a 15-minute drive of John Pennekamp Coral Reef State Park and Bluefin Rock Harbor ...
Opens in a new windowMariners Club 316 Oceanfront Condo, Private Gym, Epic Amenities, Pickleball
Oceanfront Community, Luxury,Beach,Pools, TOP AMENITIES & VALUE in FLORIDA KEYS

Oceanfront Community, Luxury,Beach,Pools, TOP AMENITIES & VALUE in FLORIDA KEYS

Key Largo FL
With a stay at this condo, you'll be centrally located in Key Largo, within a 15-minute drive of John Pennekamp Coral Reef State Park and Jimmy Johnson's Big ...
Opens in a new windowOceanfront Community, Luxury,Beach,Pools, TOP AMENITIES & VALUE in FLORIDA KEYS
Breathtaking Ocean views! Owners who care. “Sangria Sunrise”! 10% off charters!

Breathtaking Ocean views! Owners who care. “Sangria Sunrise”! 10% off charters!

Tavernier FL
Located in Tavernier, this condo is by the ocean, within a 5-minute drive of Harry Harris Park and Mangrove Marina.
Opens in a new windowBreathtaking Ocean views! Owners who care. “Sangria Sunrise”! 10% off charters!
Condo with Pool and Beach Access

Condo with Pool and Beach Access

Tavernier FL
Located in Tavernier, this condo is within a 5-minute drive of Harry Harris Park and Mangrove Marina.
Opens in a new windowCondo with Pool and Beach Access
Updated ocean-view condo with 2 balconies, pool, hot tub, W/D, & AC

Updated ocean-view condo with 2 balconies, pool, hot tub, W/D, & AC

Tavernier FL
When you stay at this condo in Tavernier, you'll be by the sea, within a 5-minute drive of Harry Harris Park and Mangrove Marina.
Opens in a new windowUpdated ocean-view condo with 2 balconies, pool, hot tub, W/D, & AC
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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
433 Condo Rentals
Lowest Price
AU$407
Highest Price
AU$790
Popular accommodation
Mariners Club Oceanfront Condo, Water views from every room, Tennis & Pickleball, Ohana Cay 4 bed & 4 bath Unit 906 @Mariners Club - Sleeps 10!!, Key Largo-Islamorada area-1 BR, 1 Bath -Privately Owned Condo -Fab Reviews!, Keys Deal w/Cafe & Pool Bar! Up to 20% Off Beachfront 1BD Sleeps 4., Mariners Club 316 Oceanfront Condo, Private Gym, Epic Amenities, Pickleball, Oceanfront Community, Luxury,Beach,Pools, TOP AMENITIES & VALUE in FLORIDA KEYS, Breathtaking Ocean views! Owners who care. “Sangria Sunrise”! 10% off charters!, Condo with Pool and Beach Access, Updated ocean-view condo with 2 balconies, pool, hot tub, W/D, & AC

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$407 per night from 22 Dec to 23 Dec
AU$407
22 Dec - 23 Dec
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
The price is AU$501 per night from 4 Jan to 5 Jan
AU$501
4 Jan - 5 Jan 2026
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
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$790 per night from 4 Jan to 5 Jan
AU$790
4 Jan - 5 Jan 2026
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
Save an average of 15% on thousands of hotels when you're signed in
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

3.5 out of 5
84001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is AU$663 per night from 11 Jan to 12 Jan
AU$663
11 Jan - 12 Jan 2026
includes taxes & fees
Located in Islamorada, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort is by the ocean, within a 5-minute drive of Windley Key Fossil ...
Opens in a new windowThree Waters Resort and Marina, Islamorada, a Tribute Portfolio 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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