Compare Islamorada Villas

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Featured Villas in Islamorada

Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes

$548 nightly

$609 total

Oct 22 - Oct 23

Total with taxes and fees

Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden.

Overlooking Pool Free Golf Cart Free Kayaks Pickleball

This villa features an outdoor pool and laundry facilities.

At this villa, guests have access to an outdoor pool, laundry facilities, and barbecue grills.

Sirens Cove - Ocean Views, Game Room, Pool and Dock Access

At this villa, guests have access to features like an arcade/game room. This family-friendly villa also has barbecue grills.

Free Golf Cart Free Kayaks Steps to Pool Pickleball

This villa features an outdoor pool and laundry facilities.

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

Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden.

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

Guests of this villa enjoy features like an outdoor pool, a gym, and laundry facilities. This family-friendly villa also has a garden.

PRIVATE BEACH / Heated Pool / Private Dock / Dolphin Key

$3,093 nightly

$3,443 total

Nov 8 - Nov 9

Total with taxes and fees

At this villa, guests have access to barbecue grills. Staff members can help with accommodation requests, and provide concierge services.

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

Guests staying at this villa have access to laundry facilities, a garden, and barbecue grills. Staff members can answer questions about accommodations, and also provide concierge services.

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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.

Hotel Options in Islamorada

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

$186 nightly

$209 total

Oct 13 - Oct 14

Total with taxes and fees

Chesapeake Beach Resort

83409 Overseas Hwy Islamorada FL

$185 nightly

$208 total

Oct 18 - Oct 19

Total with taxes and fees

9.2/10 Wonderful! (1,790 reviews)

Islander Resort

82100 Overseas Highway Islamorada FL

$316 nightly

$355 total

Oct 20 - Oct 21

Total with taxes and fees

Luxury Villas

Book luxury villas in Islamorada
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Islamorada. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Islamorada, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Islamorada
You won’t have a problem finding your own space in Islamorada. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Islamorada on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Islamorada rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Islamorada Villas essential information

Accommodation	78 Villas
Lowest Price	$208
Highest Price	$3,443
Popular accommodation	Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes, Overlooking Pool Free Golf Cart Free Kayaks Pickleball, Keys Villa, Sirens Cove - Ocean Views, Game Room, Pool and Dock Access, Free Golf Cart Free Kayaks Steps to Pool Pickleball, Serenity by the Sea!! Anglers Reef with Boat Slip Available!!, Our place overlooks the Atlantic. Our marina is less than 50 ft from our patio, PRIVATE BEACH / Heated Pool / Private Dock / Dolphin Key, Bayberry Key: Waterfront Htd Pool, FREE Boat Dockage Sep-Oct Only!