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Check prices for these dates

In two weeks
19 Sep - 21 Sep
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov
In four months
26 Dec - 28 Dec

Villas in Islamorada

The Islands of Islamorada
2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (66)
"Absolutely outstanding resort. Legitimate 5 star property. "
The price is SAR 2,064
SAR 2,529 total
includes taxes & fees
9 Sep - 10 Sep
The Islands of Islamorada
Oceanfront Villa overlooking the Atlantic and Molasses Reef Marina
Marina

Oceanfront Villa overlooking the Atlantic and Molasses Reef Marina

9.8 out of 10, Exceptional, (51)
"Great location Vivian was very responsive to any questions we had"
Oceanfront Villa overlooking the Atlantic and Molasses Reef Marina
Newly upgraded Key Largo Villa W/Boat Slip
Outdoor dining

Newly upgraded Key Largo Villa W/Boat Slip

10.0 out of 10, Exceptional, (81)
"Excellent location Great value"
Newly upgraded Key Largo Villa W/Boat Slip
Waterfront House with Boat Dock
Terrace/patio

Waterfront House with Boat Dock

5.0 star property
6.0 out of 10, (1)
"Covered porch was nice for time outside. Inside was in need of work. Closets unfinished, no place to put any luggage, advertises a king bed and a queen bed, but only had a king and a full, no tp, or tissue products when we arrived. None of the above were deal breakers but just allot of small things that add up to frustration."
Waterfront House with Boat Dock
Angler’s Reef house. Paddle or Kayak to sandbar. Lic #24-0055
Outdoor pool, a heated pool

Angler’s Reef house. Paddle or Kayak to sandbar. Lic #24-0055

10.0 out of 10, Exceptional, (14)
"Anglers Way was a meticulously clean property centrally located on Islamorada. The hosts were extremely responsive to our inquiries prior to and during our stay in their home. The property was well equipped and provided for all our needs. They undoubtedly deserve our 5 star review and would recommend this property for those seeking a restful vacation. "
Angler’s Reef house. Paddle or Kayak to sandbar. Lic #24-0055
Full Ocean View Luxury Villa | Gym & Beach Club
A heated pool

Full Ocean View Luxury Villa | Gym & Beach Club

Full Ocean View Luxury Villa | Gym & Beach Club
Villa in Key Largo – Gym, Pool + Beach
A heated pool

Villa in Key Largo – Gym, Pool + Beach

10.0 out of 10, Exceptional, (3)
"The house was great and so was the resort access. Enjoyable long weekend!"
Villa in Key Largo – Gym, Pool + Beach
Serenity by the Sea!! Anglers Reef with Boat Slip Available!!
A heated pool

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

10.0 out of 10, Exceptional, (116)
"The property and the location was absolutely perfect. "
Serenity by the Sea!! Anglers Reef with Boat Slip Available!!
Isla Guava: Boutique Resort, FREE Boat Dockage Sept-Oct Only!
Exterior

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

9.4 out of 10, Exceptional, (3)
"We’ve vacationed in the Keys many times and this property was the best. First is location. It’s on a canal cut off Little Basin. There are many walkable restaurants and attractions. The house itself was very clean and the layout conducive to renters with two master suites upstairs and a smaller bedroom and bath down. Property management very attentive and communicative with a very nice young lady coming on site. Beautiful pool area and deck by water. Can’t go wrong with this."
Isla Guava: Boutique Resort, FREE Boat Dockage Sept-Oct Only!
4BR Key Largo Stay – Pool, Parking + Beach Club
A heated pool

4BR Key Largo Stay – Pool, Parking + Beach Club

9.6 out of 10, Exceptional, (14)
"Great location. Everyone was very attentive. They went beyond during our stay and after. Resort is such a bonus. I've been a serval times and i highly recommend the property"
4BR Key Largo Stay – Pool, Parking + Beach Club
4BR Key Largo Villa w/ Beach & Marriott Perks
A heated pool

4BR Key Largo Villa w/ Beach & Marriott Perks

9.6 out of 10, Exceptional, (25)
"We all had fantastic time"
4BR Key Largo Villa w/ Beach & Marriott Perks
Key Largo 4BR Villa | Partial Ocean View + Marriott
A heated pool

Key Largo 4BR Villa | Partial Ocean View + Marriott

9.4 out of 10, Exceptional, (6)
"Excellent in every way … clean , new and beautiful place !!"
Key Largo 4BR Villa | Partial Ocean View + Marriott
Key Largo 4BR Villa – Partial Ocean View & Pool
A heated pool

Key Largo 4BR Villa – Partial Ocean View & Pool

9.0 out of 10, Wonderful, (6)
"Place was better than listed as pictures don’t show it allGreat location and service from the resort was awesome "
Key Largo 4BR Villa – Partial Ocean View & Pool
Key Largo 4BR Villa | Pool, Clubhouse & Gym
A heated pool

Key Largo 4BR Villa | Pool, Clubhouse & Gym

10.0 out of 10, Exceptional, (1)
"What a great option to have access to the hotel but come back each day and finish at the clubhouse pool for sunset! Really great house with plenty of room and great variety to get away from the hotel! "
Key Largo 4BR Villa | Pool, Clubhouse & Gym
4BR Villa w/ Private Pool & Gym Access
A heated pool

4BR Villa w/ Private Pool & Gym Access

9.4 out of 10, Exceptional, (10)
"Place was clean. Shuttle from house to resort was quick & reliable. Resort very nice."
4BR Villa w/ Private Pool & Gym Access
Isla Honeydew: 3 En-Suite Bedrooms! FREE boat dockage Sept-Oct only
Exterior

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

3.0 star property
10.0 out of 10, Exceptional, (4)
"The home was just as it was described on the website! Beautiful, comfortable and clean. Plenty of cooking items. Location was wonderful-we could walk to several restaurants and store. Would stay again!"
Isla Honeydew: 3 En-Suite Bedrooms! FREE boat dockage Sept-Oct only
Key Largo 4BR Villa | Pool + Resort Access
A heated pool

Key Largo 4BR Villa | Pool + Resort Access

8.8 out of 10, Excellent, (3)
"Family Men’s Bible study and “slow living” weekend. Perfect scene and stay! Thank you!"
Key Largo 4BR Villa | Pool + Resort Access
Villa in Key Largo – Pool & Beach Club
A heated pool

Villa in Key Largo – Pool & Beach Club

10.0 out of 10, Exceptional, (8)
"We had an amazing winter getaway . Clean , new , house in a wonderful location "
Villa in Key Largo – Pool & Beach Club
Villa with private plunge pool, boat dock, & amazing sunsets in Islamorada Fl
Exterior

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

10.0 out of 10, Exceptional, (2)
"The house is clean, well decorated, and equipped with everything that you would need for a vacation. Quick response and good communication. The plunging pool was great at the house, and a larger pool - ocean side if you need more sun! Within walking distance to restaurants, and Cafe Moka next door. We would stay here again, in a heart beat."
Villa with private plunge pool, boat dock, & amazing sunsets in Islamorada Fl
Isla Kiwi: Waterfront Boutique Resort, FREE Boat Dockage Sept-Oct Only
Exterior

Isla Kiwi: Waterfront Boutique Resort, FREE Boat Dockage Sept-Oct Only

10.0 out of 10, Exceptional, (2)
"Fantastic location with loads of bars and restaurants within walking distance. Property is lovely, very clean and modern with a great pool. Definitely stay again."
Isla Kiwi: Waterfront Boutique Resort, FREE Boat Dockage Sept-Oct Only
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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Top Islamorada Hotel Reviews

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Frequently asked questions

How much do villas in Islamorada cost?
Prices for villas in Islamorada range between SAR 2,064 and SAR 2,064 per night. Whatever your budget, you'll find a place that fits the bill on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Islamorada?
Choose from 46 villas in Islamorada. Whether you're taking a trip with the family or planning a getaway with some friends, Expedia can help you find the perfect space for your whole crew.
Why book your villa in Islamorada with Expedia?
Booking a villa in Islamorada is as simple as entering your travel dates and picking an option that has what you need. Looking for something low cost or luxurious, or a stay that also features a kitchen? Use Expedia's search filters to narrow your results and find the perfect pad.