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Featured Villas in Islamorada

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

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (39)
"We loved the entire experiences; especially the amenities on site (kayaks, paddle boards, swimming-pool & ocean, food & bar) and Emmanuel (person responsible kayaks and paddle boards)."
The price is AU$881
includes taxes & fees
16 Jan - 17 Jan 2025
The Islands of Islamorada
Sensational Ocean Front Villa | Kayak+PBs+Cinema+Fire Pit+Pool
On the beach, sun-loungers, beach towels

Sensational Ocean Front Villa | Kayak+PBs+Cinema+Fire Pit+Pool

9.8 out of 10, Exceptional, (65)
"Loved the property and had a great time but the luxury in the listing was not there. The biggest issue being the pergola in the pictures was gone and replaced with a single umbrella. The string lights in the backyard were broken and the majority of items were powered by extension cords laying on the ground, many with tripped breakers. The pool/hot tub was unable to be controlled and we needed to text someone whenever we wanted a change. The outdoor cinema experience was a projector in a box that...
Sensational Ocean Front Villa | Kayak+PBs+Cinema+Fire Pit+Pool
LICENSED MANAGER - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!
Property grounds

LICENSED MANAGER - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!

9.4 out of 10, Exceptional, (54)
"Absolutely amazing very accommodating "
LICENSED MANAGER - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!
Hideaway with Resort Privileges
On the beach

Hideaway with Resort Privileges

9.4 out of 10, Exceptional, (15)
"Very nice place the pool right by the house was actually our favorite"
Hideaway with Resort Privileges
Newly upgraded Key Largo Villa W/Boat Slip
A heated pool

Newly upgraded Key Largo Villa W/Boat Slip

10.0 out of 10, Exceptional, (75)
"The owners were very kind and communicative. Although they offered a different unit, everything was wonderful. We would like to recommend this rental to every one. You will get amazing staying in Key Largo. "
Newly upgraded Key Largo Villa W/Boat Slip
Sandcastle Luxury Villa in Key Largo with Resort Privileges
On the beach

Sandcastle Luxury Villa in Key Largo with Resort Privileges

Sandcastle Luxury Villa in Key Largo with Resort Privileges
Coral Breeze with Resort Privileges
On the beach

Coral Breeze with Resort Privileges

10.0 out of 10, Exceptional, (1)
"I've stayed at a few of these houses but this was the first time staying at this one. Love the property. Awesome that they allow pets. Communication with the property manager was great. They were very helpful. Love the resort privileges. The upstairs outdoor patio was really comfy with a great view. I'll definitely stay again"
Coral Breeze with Resort Privileges
SPACIOUS 3/3.5 VILLA - INDOOR PICKLEBALL - MOST UPSCALE OCEANFRONT RESORT IN KL!
Outdoor pool, a heated pool

SPACIOUS 3/3.5 VILLA - INDOOR PICKLEBALL - MOST UPSCALE OCEANFRONT RESORT IN KL!

9.6 out of 10, Exceptional, (58)
"Absolutely breathing views. the kids loved the pools!!! The villa was amazing!!! Very beautiful!"
SPACIOUS 3/3.5 VILLA - INDOOR PICKLEBALL - MOST UPSCALE OCEANFRONT RESORT IN KL!
SPACIOUS 4/3.5 VILLA! INDOOR PICKLEBALL! MOST UPSCALE OCEANFRONT RESORT IN KL!
Outdoor pool, a heated pool

SPACIOUS 4/3.5 VILLA! INDOOR PICKLEBALL! MOST UPSCALE OCEANFRONT RESORT IN KL!

9.4 out of 10, Exceptional, (26)
"We visited with 9 adults and had a great week at the condo and pools. Having 2 stories worked out perfect for us. Our kids and their friends had a separate area to hang out. The place was clean and exactly as described, and the hosts provided clear instructions for arrival and departure. We had no issues all week and loved using the pools, hot tubs, exercise facility, and games room. Shopping was convenient, and we took a trip snorkeling as well. Everything you’d want was near-by."
The price is AU$1,609
includes taxes & fees
20 Jan - 21 Jan 2025
SPACIOUS 4/3.5 VILLA! INDOOR PICKLEBALL! MOST UPSCALE OCEANFRONT RESORT IN KL!
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, (45)
"This property is amazing. In addition to being spacious the property my was clean, had a great location, and everything you need for a great Key Largo vacation. Definitely will be back."
Oceanfront Villa overlooking the Atlantic and Molasses Reef Marina
MODERN VILLA - INDOOR PICKLEBALL - KL'S MOST UPSCALE OCEANFRONT RESORT & MARINA!
Outdoor pool, a heated pool

MODERN VILLA - INDOOR PICKLEBALL - KL'S MOST UPSCALE OCEANFRONT RESORT & MARINA!

9.6 out of 10, Exceptional, (39)
"We really enjoyed our stay - very clean, beautiful pools, tennis and pickle ball courts well maintained. Would stay again!"
MODERN VILLA - INDOOR PICKLEBALL - KL'S MOST UPSCALE OCEANFRONT RESORT & MARINA!
Tranquility with Resort Privileges
On the beach

Tranquility with Resort Privileges

9.6 out of 10, Exceptional, (5)
"The townhouse was beautiful, clean and well stocked. Very quiet as only 3 townhomes are ready for guests. Andrea, the property manager was wonderful! Would stay again when traveling to the Upper Keys."
Tranquility with Resort Privileges
Sea-Esta with Resort Privileges
On the beach

Sea-Esta with Resort Privileges

10.0 out of 10, Exceptional, (3)
"We went on a family get away for 3 days, 4 adults and 3 kids, 2 girls (6years old ) and one baby( 20 months ). We had an incredible time and can’t wait to come back but for more days. The house is perfect, super clean, well decorated and extremely well equipped. We have stayed at many apartments, houses with Vrbo in the past but this one by far has been my favorite. The manager Jossie really cares, the answered my texts right away, the check in was a breeze. She even contacted me even earlier...
Sea-Esta with Resort Privileges
Endless Summer with Resort Privileges
On the beach

Endless Summer with Resort Privileges

9.2 out of 10, Wonderful, (10)
"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"
Endless Summer with Resort Privileges
2bd/2ba Ocean Retreat in Kawama Yacht Club
Sun-loungers

2bd/2ba Ocean Retreat in Kawama Yacht Club

10.0 out of 10, Exceptional, (35)
"Condo was perfect for my family. Had everything we needed and was clean/comfortable. The host was friendly and communicated well. Kawama is a great resort with so much to offer."
2bd/2ba Ocean Retreat in Kawama Yacht Club
Gull's Nest with Resort Privileges
On the beach

Gull's Nest with Resort Privileges

9.6 out of 10, Exceptional, (18)
"great layout. clean user friendly could use more forks spoons"
Gull's Nest with Resort Privileges
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, (10)
"Thank you Lourdes and Jose for a lovely home exactly as pictured to enjoy our son’s wedding nearby! We were able to relax a little before and after all the events! Your home was beautifully decorated and in perfect working order. It was well stocked with 3 different coffee machines to use and full sized stackable washer dryer. We appreciated the great cold Air Conditioning having to prep for many wedding events. There was comfortable furniture and decorator decor to rest your eyes upon. It made...
Angler’s Reef house. Paddle or Kayak to sandbar. Lic #24-0055
Sea Haven with Resort Privileges
On the beach

Sea Haven with Resort Privileges

10.0 out of 10, Exceptional, (1)
Sea Haven with Resort Privileges
Sunset Villas: Bayfront Beach Compound<br>**28 Night Min**
Property grounds

Sunset Villas: Bayfront Beach Compound<br>**28 Night Min**

10.0 out of 10, Exceptional, (24)
"Our experience was so wonderful I almost don't want to review the property so we can keep it our little secret! The property is amazing. The listing is a little hard to figure out in terms of layout so I'll start there. The entrance has parking for at least 10 cars. The first villa is a 2 bed 1 bath and is the main house. Villas 2 and 3 are 1 bed 1 bath and are set up like a duplex. Villa 4 is a 1 bed 2 bath plus an outdoor shower as well. Every villa has it's own stove, fridge, living room,...
Sunset Villas: Bayfront Beach Compound<br>**28 Night Min**
Twilight with Resort Privileges
On the beach

Twilight with Resort Privileges

Twilight with Resort Privileges
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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Other property types in Islamorada

Breezy Palms Resort
Exterior

Breezy Palms Resort

2.5 star property
8.6 out of 10, Excellent, (381)
"Spacious studio on the water. Highly recommend."
The price is AU$310
includes taxes & fees
12 Jan - 13 Jan 2025
Breezy Palms Resort
The Islands of Islamorada
2 outdoor pools, open 8:00 AM to 6:00 PM, pool loungers

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (39)
"We loved the entire experiences; especially the amenities on site (kayaks, paddle boards, swimming-pool & ocean, food & bar) and Emmanuel (person responsible kayaks and paddle boards)."
The price is AU$881
includes taxes & fees
16 Jan - 17 Jan 2025
The Islands of Islamorada
Beautiful Waterfront Villa 133 Anglers Reef with On-Site Boat Slip
Beach

Beautiful Waterfront Villa 133 Anglers Reef with On-Site Boat Slip

10.0 out of 10, Exceptional, (5)
"We had a wonderful visit. We come every Thanksgiving. Anglers is wonderful place to stay."
Beautiful Waterfront Villa 133 Anglers Reef with On-Site Boat Slip
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.

Frequently asked questions

How much do villas in Islamorada cost?
Rates for villas in Islamorada range between AU$881 and AU$1,609 per night. Whatever your budget, you can find someplace that fits your needs with Expedia. This price was 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?
Reclaim your holiday days and pick from 71 villas in Islamorada. For a family trip, a getaway with friends or anything in between, Expedia can help you find your ideal stay in just a few clicks.
What is there to do near my villa in Islamorada?
You’ll find loads of fun things to sink your teeth into in Islamorada. Make tracks to top attractions like Theatre of the Sea, Annes Beach and Windley Key Fossil Reef Geological State Park. Florida Keys Brewing Co., Sunset Drive Beach and Indian Key Historic State Park are also visited by many.