Compare Islamorada Villas

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Featured Villas in Islamorada

Free Cancellation

Reserve now, pay when you stay

$548 nightly

$617 total

Aug 2 - Aug 3

Total with taxes and fees

Guests of The Islands of Islamorada have access to a marina, 2 outdoor pools, and a 24-hour gym. There's free parking if you drive. Front-desk staff can help with tours or tickets, and provide local restaurant recommendations. Other amenities at this beach villa include free WiFi in public areas, a hot tub, and free use of bicycles.

Pool

Hot Tub

Tropical bayfront villa with sandy beach

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

Kitchen

Washer

Free Golf Cart Free Kayaks Steps to Pool Pickleball

$901 nightly

$1,001 total

Jul 24 - Jul 25

Total with taxes and fees

This villa features an outdoor pool and laundry facilities.

Pool

Kitchen

Isla Key Lime: Boutique Resort, FREE Boat Dockage Sept-Oct Only!

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

Pool

Kitchen

Newly upgraded Key Largo Villa W/Boat Slip

At this villa, guests have access to features like laundry facilities. This smoke-free villa also has barbecue grills.

Pool

Kitchen

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

Pool

Kitchen

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.

Pool

Kitchen

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

Pool

Kitchen

Isla Lychee: Boutique Resort, FREE Boat Dockage Sep-Oct Only!

At this villa, guests have access to features like laundry facilities. This smoke-free villa also has barbecue grills.

Pool

Kitchen

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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

$238 nightly

$268 total

Jul 16 - Jul 17

Total with taxes and fees

9.2/10 Wonderful! (1,347 reviews)

Chesapeake Beach Resort

83409 Overseas Hwy Islamorada FL

$215 nightly

$242 total

Aug 10 - Aug 11

Total with taxes and fees

9.2/10 Wonderful! (1,754 reviews)

Amara Cay Resort

80001 Overseas Hwy Islamorada FL

$236 nightly

$266 total

Jul 14 - Jul 15

Total with taxes and fees

8.8/10 Excellent! (1,293 reviews)

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	$242
Highest Price	$1,001
Popular accommodation	The Islands of Islamorada, Tropical bayfront villa with sandy beach, Free Golf Cart Free Kayaks Steps to Pool Pickleball, Isla Key Lime: Boutique Resort, FREE Boat Dockage Sept-Oct Only!, Newly upgraded Key Largo Villa W/Boat Slip, Keys Villa, Our place overlooks the Atlantic. Our marina is less than 50 ft from our patio, Bayberry Key: Waterfront Htd Pool, FREE Boat Dockage Sep-Oct Only!, Isla Lychee: Boutique Resort, FREE Boat Dockage Sep-Oct Only!