Hot Islamorada Villa Rates 2026

Start date: Check-in selected.
To Date
End date: Check-out

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 NZ$1,268 per night from 7 Dec to 8 Dec
NZ$1,268
7 Dec - 8 Dec
includes taxes & fees
Stay at this beach villa in Islamorada. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Popular attractions 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
Stay at this luxury villa in Tavernier. Enjoy free Wi-Fi, free parking and laundry facilities. Popular attractions Mangrove Marina and Harry Harris Park are ...
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
Stay at this villa in Key Largo. Enjoy free Wi-Fi, laundry facilities and concierge services. Popular attractions Jimmy Johnson's Big Chill and John Pennekamp ...
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
Stay at this beach villa in Islamorada. Enjoy free Wi-Fi, a beach locale and a garden. Popular attractions Windley Key Fossil Reef Geological State Park and ...
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
Stay at this villa in Islamorada. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Islamorada Brewery & Distillery and 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
Stay at this villa in Islamorada. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Islamorada Brewery & Distillery and 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
Stay at this villa in Key Largo. Enjoy a fitness centre, laundry facilities and air conditioning. Popular attractions John Pennekamp Coral Reef State Park and ...
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
Stay at this family-friendly villa in Key Largo. Enjoy free Wi-Fi, a fitness centre and a garden. Popular attractions John Pennekamp Coral Reef State Park and ...
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
Stay at this villa in Key Largo. Enjoy laundry facilities, patios and cable/satellite TV service. Popular attractions Jimmy Johnson's Big Chill and John Pennekamp ...
Opens in a new windowNewly upgraded Key Largo Villa W/Boat Slip
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.co.nz.

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.co.nz on your side.

Islamorada Villas essential information

Accommodation
60 Villas
Lowest Price
NZ$466
Highest Price
NZ$1,268
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 NZ$466 per night from 4 Jan to 5 Jan
NZ$466
4 Jan - 5 Jan 2026
includes taxes & fees
Stay at this beach hotel in Islamorada. Enjoy free breakfast, free Wi-Fi and 2 outdoor pools. Our guests praise the breakfast and the pool in their reviews. ...
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 NZ$662 per night from 17 Dec to 18 Dec
NZ$662
17 Dec - 18 Dec
includes taxes & fees
Stay at this 5-star luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff ...
Opens in a new windowCheeca Lodge & Spa
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 NZ$509 per night from 8 Dec to 9 Dec
NZ$509
8 Dec - 9 Dec
includes taxes & fees
Stay at this beach resort in Islamorada. Enjoy 2 restaurants, a private beach and 3 bars/lounges. Our guests praise the pool and the helpful staff in their reviews. ...
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 NZ$1,080 per night from 13 Dec to 14 Dec
NZ$1,080
13 Dec - 14 Dec
includes taxes & fees
Stay at this beach hotel in Islamorada. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the pool and the helpful staff in their reviews. ...
Opens in a new windowIslander 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.

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