Top Islamorada Villa Rates

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Villas in Islamorada

The Islands of Islamorada

The Islands of Islamorada

4 out of 5
82779 Old Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is AU$986 per night from 20 May to 21 May
AU$986
20 May - 21 May
includes taxes & fees
With a stay at The Islands of Islamorada in Islamorada (Matecumbe), you'll be within a 10-minute walk of History of Diving Museum and Islamorada Brewery & ...
Opens in a new windowThe Islands of Islamorada
Tropical bayfront villa with sandy beach

Tropical bayfront villa with sandy beach

Key Largo FL
With a stay at this villa in Key Largo, you'll be a 1-minute drive from Jimmy Johnson's Big Chill and 8 minutes from John Pennekamp Coral Reef State Park.
Opens in a new windowTropical bayfront villa with sandy beach
Newly upgraded Key Largo Villa W/Boat Slip

Newly upgraded Key Largo Villa W/Boat Slip

Key Largo FL
With a stay at this villa in Key Largo, you'll be a 2-minute drive from Jimmy Johnson's Big Chill and 8 minutes from John Pennekamp Coral Reef State Park.
Opens in a new windowNewly upgraded Key Largo Villa W/Boat Slip
Save an average of 15% on thousands of hotels when you're signed in
Lagoon View Free Kayaks Pool Playground Pickle Ball

Lagoon View Free Kayaks Pool Playground Pickle Ball

Key Largo FL
When you stay at this villa 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 windowLagoon View Free Kayaks Pool Playground Pickle Ball
Our place overlooks the Atlantic. Our marina is less than 50 ft from our patio

Our place overlooks the Atlantic. Our marina is less than 50 ft from our patio

Key Largo FL
When you stay at this villa in Key Largo, you'll be on the waterfront, within a 15-minute drive of Jimmy Johnson's Big Chill and John Pennekamp Coral Reef State ...
Opens in a new windowOur place overlooks the Atlantic. Our marina is less than 50 ft from our patio
Beautiful Oceanside Mariner`s 3 Bedroom Townhome

Beautiful Oceanside Mariner`s 3 Bedroom Townhome

Key Largo FL
With a stay at this villa 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 windowBeautiful Oceanside Mariner`s 3 Bedroom Townhome
Oceanview • Pool View • Indoor/Outdoor Pickleball

Oceanview • Pool View • Indoor/Outdoor Pickleball

Key Largo FL
With a stay at this villa 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 windowOceanview • Pool View • Indoor/Outdoor Pickleball
Bayberry Key: Waterfront Htd Pool, FREE Boat Dockage Sep-Oct Only!

Bayberry Key: Waterfront Htd Pool, FREE Boat Dockage Sep-Oct Only!

Islamorada FL
With a stay at this villa in Islamorada (Matecumbe), you'll be steps from Islamorada Brewery & Distillery and 9 minutes by foot from Keys History & Discovery ...
Opens in a new windowBayberry Key: Waterfront Htd Pool, FREE Boat Dockage Sep-Oct Only!
Villa with private plunge pool, boat dock, & amazing sunsets in Islamorada Fl

Villa with private plunge pool, boat dock, & amazing sunsets in Islamorada Fl

Islamorada FL
With a stay at this villa in Islamorada (Matecumbe), you'll be a 5-minute walk from Matecumbe United Methodist Church and 8 minutes by foot from Keys History ...
Opens in a new windowVilla with private plunge pool, boat dock, & amazing sunsets in Islamorada Fl
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 Luxury Villas

It’s time to plan your next getaway, and this time, you want it to be amazing. You just want a holiday where you’ll come away with humble brags like “I just couldn’t choose between the pool or the hot tub” and “It was so hard for the whole family to pick their rooms in such a big house”. OK, maybe those aren’t so humble. And that’s exactly the point when you’ve got Islamorada villa accommodation from lastminute.com.au.

You know what else you might get with that villa? A gourmet kitchen. What does one do in a gourmet kitchen? Why, craft delicious meals that are bound to impress your significant other, kiddos, mum, or whoever else you count among your travelling companions. Nothing says “clan getaway” like a tasty dinner in luxey surroundings, after all. But who says you even have to cook? Conjuring up gastronomic delights takes effort, and you ask us, cheap villa holidays are all about relaxing—and enjoying the fact you’re getting so much bang for your buck. Islamorada has plenty of ways to delight your taste buds, and don’t get us started on the scenery. No filter, indeed.

Yes, this holiday will give you plenty of humble brags, but there’s nothing humble at all about our awesome deals. Put in for some annual leave and grab some pocket change, because we’ve got Islamorada villas that will have you wondering “How is that even possible?” Anything is possible—well, almost anything—when you’ve got lastminute.com.au on your side.

Islamorada Villas essential information

Accommodation
60 Villas
Lowest Price
AU$391
Highest Price
AU$986
Popular accommodation
The Islands of Islamorada, Tropical bayfront villa with sandy beach, Newly upgraded Key Largo Villa W/Boat Slip, Lagoon View Free Kayaks Pool Playground Pickle Ball, Our place overlooks the Atlantic. Our marina is less than 50 ft from our patio, Beautiful Oceanside Mariner`s 3 Bedroom Townhome, Oceanview • Pool View • Indoor/Outdoor Pickleball, Bayberry Key: Waterfront Htd Pool, FREE Boat Dockage Sep-Oct Only!, Villa with private plunge pool, boat dock, & amazing sunsets in Islamorada Fl

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$391 per night from 21 May to 22 May
AU$391
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$415 per night from 21 May to 22 May
AU$415
21 May - 22 May
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
Fully refundableReserve now, pay when you stay
The price is AU$426 per night from 31 May to 1 June
AU$426
31 May - 1 June
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
Save an average of 15% on thousands of hotels when you're signed in
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$420 per night from 19 May to 20 May
AU$420
19 May - 20 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
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.

Top Picks

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.