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Our top choices for Islamorada vacation homes

Charming Home in Key Largo

Charming Home in Key Largo
Key Largo
9.8 out of 10, Exceptional, (30 reviews)
"Great location. Very clean very nice, stay there again"
United States
Mark B.
The price is ¥34,470
¥83,152 total
includes taxes & fees
Feb 12 - Feb 13
Charming Home in Key Largo

Casa Largo

Casa Largo
Key Largo
9.0 out of 10, Wonderful, (129 reviews)
"Very nice updated home in a nice community with views to the lagoon. Would definitely stay here again!"
United States
Priscilla G.
The price is ¥41,902
¥89,793 total
includes taxes & fees
Jan 22 - Jan 23
Casa Largo

NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.

NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.
2.0 star property
Key Largo
10.0 out of 10, Exceptional, (46 reviews)
"Good location. Lagoon and pool right outside door. "
United States
Debra C.
The price is ¥42,550
¥92,144 total
includes taxes & fees
Jan 26 - Jan 27
NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.

The Coral House - Bayside Retreat for 6-8 guests

The Coral House - Bayside Retreat for 6-8 guests
2.0 star property
Key Largo
7.6 out of 10, Good, (8 reviews)
"Great location with private beach loved it "
United States
Bobby A.
The price is ¥142,308
¥162,547 total
includes taxes & fees
Jan 27 - Jan 28
The Coral House - Bayside Retreat for 6-8 guests

Sunrise Escape - Ocean Front Villa - Sleeps 10

Sunrise Escape - Ocean Front Villa - Sleeps 10
Key Largo
9.8 out of 10, Exceptional, (67 reviews)
"This place was perfect for 9 people. Both the condo and the area had plenty to do "
United States
Ethan
The price is ¥38,695
¥119,232 total
includes taxes & fees
Jan 20 - Jan 21
Sunrise Escape - Ocean Front Villa - Sleeps 10

Oceanview Escape – Pool, Hot Tub & Private Deck!

Oceanview Escape – Pool, Hot Tub & Private Deck!
Key Largo
The price is ¥61,596
¥137,808 total
includes taxes & fees
Jan 20 - Jan 21
Oceanview Escape – Pool, Hot Tub & Private Deck!

New! Lagoon-front 2-BR townhome, Key Largo, gated waterfront community, 2 pools

New! Lagoon-front 2-BR townhome, Key Largo, gated waterfront community, 2 pools
Key Largo
9.4 out of 10, Exceptional, (13 reviews)
"Me my wife and 2 kids 18 & 19 had a great time. Loved the lagoon and the local places to eat and drink. "
United States
Craig H.
The price is ¥40,186
¥77,703 total
includes taxes & fees
Jan 21 - Jan 22
New! Lagoon-front 2-BR townhome, Key Largo, gated waterfront community, 2 pools

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

LICENSED MANAGER - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!
Key Largo
9.4 out of 10, Exceptional, (62 reviews)
"Easy clean condo "
United States
Stephen G.
The price is ¥55,342
¥117,958 total
includes taxes & fees
Jan 31 - Feb 1
LICENSED MANAGER - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!

NEW! CASA PALMA OCEANSIDE -GOLF CART, 2 KING SUITES, POOL, BEACH, PICKLE, KAYAKS

NEW! CASA PALMA OCEANSIDE -GOLF CART, 2 KING SUITES, POOL, BEACH, PICKLE, KAYAKS
Key Largo
9.8 out of 10, Exceptional, (170 reviews)
"Everything was clean and in good condition. The owner responded right away to any questions. Golf Cart is a plus! "
United States
Anonymous traveler
The price is ¥80,708
¥154,420 total
includes taxes & fees
Jan 29 - Jan 30
NEW! CASA PALMA OCEANSIDE -GOLF CART, 2 KING SUITES, POOL, BEACH, PICKLE, KAYAKS

NEW OCEANFRONT RESORT CASA MAR-NO RESORT OR MANAGEMENT FEES WHEN BOOKING WITH ME

NEW OCEANFRONT RESORT CASA MAR-NO RESORT OR MANAGEMENT FEES WHEN BOOKING WITH ME
Rock Harbor
10.0 out of 10, Exceptional, (104 reviews)
"Loved the location, the decor and the pool area!"
United States
Laureen h.
The price is ¥106,731
¥210,607 total
includes taxes & fees
Jan 25 - Jan 26
NEW OCEANFRONT RESORT CASA MAR-NO RESORT OR MANAGEMENT FEES WHEN BOOKING WITH ME

Beautiful Oceanside Mariner`s 3 Bedroom Townhome

Beautiful Oceanside Mariner`s 3 Bedroom Townhome
Rock Harbor
10.0 out of 10, Exceptional, (90 reviews)
"Great place, great hosts. We'll probably be backThank you"
United States
Curt B.
The price is ¥60,899
¥118,683 total
includes taxes & fees
Feb 4 - Feb 5
Beautiful Oceanside Mariner`s 3 Bedroom Townhome

2-bedroom townhome in pleasant gated community located in Key Largo

2-bedroom townhome in pleasant gated community located in Key Largo
Key Largo
The price is ¥47,713
¥89,058 total
includes taxes & fees
Jan 25 - Jan 26
2-bedroom townhome in pleasant gated community located in Key Largo

Keys Relaxing Getaway

Keys Relaxing Getaway
Key Largo
10.0 out of 10, Exceptional, (57 reviews)
"All new and very clean. Great place to stay."
United States
M D.
The price is ¥52,812
¥107,798 total
includes taxes & fees
Jan 19 - Jan 20
Keys Relaxing Getaway

NEW! CASA AZUL OCEANSIDE - GOLF CART, 2 KING SUITES, POOL, BEACH, PICKLE, KAYAKS

NEW! CASA AZUL OCEANSIDE - GOLF CART, 2 KING SUITES, POOL, BEACH, PICKLE, KAYAKS
Key Largo
9.8 out of 10, Exceptional, (194 reviews)
"We had a wonderful experience. The house had everything we needed for our family of 8. We had the security of a gated community with the freedom to explore like it was a little private island. The house was clean and very accommodating. Host was so nice and communicated promptly anytime we needed her. We had so much fun and we are so thankful for the host and her property. Will visit again if given the opportunity. "
United States
Alyssa I.
The price is ¥101,671
¥182,589 total
includes taxes & fees
Feb 1 - Feb 2
NEW! CASA AZUL OCEANSIDE - GOLF CART, 2 KING SUITES, POOL, BEACH, PICKLE, KAYAKS

Waterfront Cottage - Beach and Dockage! Open Water Views!

Waterfront Cottage - Beach and Dockage! Open Water Views!
Key Largo
9.4 out of 10, Exceptional, (46 reviews)
"This was a very cute resort, with perfect views! We were able to stay with our family and even bring our puppies. We had an absolutely amazing time!!"
United States
Shane F.
The price is ¥55,342
¥103,866 total
includes taxes & fees
Jan 19 - Jan 20
Waterfront Cottage - Beach and Dockage! Open Water Views!

Lakefront Retreat pool jacuzzi

Lakefront Retreat pool jacuzzi
Buccaneer Point
The price is ¥166,026
¥224,214 total
includes taxes & fees
Feb 13 - Feb 14
Lakefront Retreat pool jacuzzi

Beautiful Kawama Townhouse

Beautiful Kawama Townhouse
Key Largo
9.8 out of 10, Exceptional, (141 reviews)
"Great location, well stocked kitchen, bathrooms, etc. Excellent host, had a great time in a beautiful community. The lagoon is a great feature."
United States
jannet p.
The price is ¥54,868
¥110,428 total
includes taxes & fees
Jan 19 - Jan 20
Beautiful Kawama Townhouse

SPACIOUS 4/3.5 VILLA! INDOOR/OUTDOOR PICKLEBALL - SPEAKEASY - OCEANFRONT RESORT!

SPACIOUS 4/3.5 VILLA! INDOOR/OUTDOOR PICKLEBALL - SPEAKEASY - OCEANFRONT RESORT!
Rock Harbor
9.6 out of 10, Exceptional, (32 reviews)
"Great place to stay. Plenty of room for everyone. Lots to do at the resort. "
United States
Tandy T.
SPACIOUS 4/3.5 VILLA! INDOOR/OUTDOOR PICKLEBALL - SPEAKEASY - OCEANFRONT RESORT!

Two Authentic Conch Houses with Private Beach on FL BAY

Two Authentic Conch Houses with Private Beach on FL BAY
Tavernier
10.0 out of 10, Exceptional, (48 reviews)
"It was nice, homes and grounds were clean and in order."
United States
Milton H.
Two Authentic Conch Houses with Private Beach on FL BAY

Spacious 4BR/3BA • 8 Beds • Mariner’s Club Community • Perfect for Large Groups

Spacious 4BR/3BA • 8 Beds • Mariner’s Club Community • Perfect for Large Groups
Rock Harbor
10.0 out of 10, Exceptional, (71 reviews)
"very clean, lots of beds, very comfortable common areas, great all around"
United States
Joe F.
The price is ¥92,500
¥210,497 total
includes taxes & fees
Feb 12 - Feb 13
Spacious 4BR/3BA • 8 Beds • Mariner’s Club Community • Perfect for Large Groups
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

Find out more about Islamorada

Islamorada Vacation Homes information

Number of reviews
1,191
Accommodation
714 Vacation Homes
Lowest Price
¥77,703
Highest Price
¥224,214