Top Islamorada Villa Rates

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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$1,102 per night from 5 Jan to 6 Jan
AU$1,102
5 Jan - 6 Jan 2026
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
Waterfront House with Boat Dock

Waterfront House with Boat Dock

5 out of 5
213 Aberdeen Ct Tavernier FL
With a stay at this villa in Tavernier (Hammer Point), you'll be within a 5-minute drive of Mangrove Marina and Mariners Hospital.
Opens in a new windowWaterfront House with Boat Dock
4BR Key Largo Villa w/ Beach & Marriott Perks

4BR Key Largo Villa w/ Beach & Marriott Perks

Key Largo FL
With a stay at this villa 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 window4BR Key Largo Villa w/ Beach & Marriott Perks
Save an average of 15% on thousands of hotels when you're signed in
Serenity by the Sea!!  Anglers Reef with Boat Slip Available!!

Serenity by the Sea!! Anglers Reef with Boat Slip Available!!

Islamorada FL
Located in Islamorada, this villa is by the ocean, within a 5-minute drive of Windley Key Fossil Reef Geological State Park and Rain Barrel Village.
Opens in a new windowSerenity by the Sea!! Anglers Reef with Boat Slip Available!!
Isla Honeydew: 3 En-Suite Bedrooms! FREE boat dockage Sept-Oct only

Isla Honeydew: 3 En-Suite Bedrooms! FREE boat dockage Sept-Oct only

3 out of 5
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 windowIsla Honeydew: 3 En-Suite Bedrooms! FREE boat dockage Sept-Oct only
Isla Mirabelle: Boutique Resort, FREE Boat Dockage Sep-Oct Only!

Isla Mirabelle: Boutique Resort, 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 windowIsla Mirabelle: Boutique Resort, FREE Boat Dockage Sep-Oct Only!
Private 5-bedroom pool villa in beautiful Key Largo, resort lifestyle!

Private 5-bedroom pool villa in beautiful Key Largo, resort lifestyle!

2 out of 5
Key Largo FL
With a stay at this villa in Key Largo (Buccaneer Point), you'll be within a 15-minute drive of John Pennekamp Coral Reef State Park and North Nest Key.
Opens in a new windowPrivate 5-bedroom pool villa in beautiful Key Largo, resort lifestyle!
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
With a stay at this villa in Key Largo, you'll be on the waterfront, within a 15-minute drive of John Pennekamp Coral Reef State Park and Jacob's Aquatic ...
Opens in a new windowOur place overlooks the Atlantic. Our marina is less than 50 ft from our patio
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 within a 10-minute drive of John Pennekamp Coral Reef State Park and Jacob's Aquatic Center.
Opens in a new windowNewly upgraded Key Largo Villa W/Boat Slip
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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 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
64 Villas
Lowest Price
AU$400
Highest Price
AU$1,102
Popular accommodation
The Islands of Islamorada, Waterfront House with Boat Dock, 4BR Key Largo Villa w/ Beach & Marriott Perks, Serenity by the Sea!! Anglers Reef with Boat Slip Available!!, Isla Honeydew: 3 En-Suite Bedrooms! FREE boat dockage Sept-Oct only, Isla Mirabelle: Boutique Resort, FREE Boat Dockage Sep-Oct Only!, Private 5-bedroom pool villa in beautiful Key Largo, resort lifestyle!, Our place overlooks the Atlantic. Our marina is less than 50 ft from our patio, Newly upgraded Key Largo Villa W/Boat Slip

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$400 per night from 25 Jan to 26 Jan
AU$400
25 Jan - 26 Jan 2026
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
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$638 per night from 4 Jan to 5 Jan
AU$638
4 Jan - 5 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
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$493 per night from 4 Jan to 5 Jan
AU$493
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
Save an average of 15% on thousands of hotels when you're signed in
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$610 per night from 4 Jan to 5 Jan
AU$610
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
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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.