Holiday Homes in Islamorada

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Featured Holiday Homes in Islamorada and around

Our top choices for Islamorada holiday homes

Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool

9.8 out of 10, Exceptional, (68)
"We always enjoy this unit at Kawama. Close to the lagoon and pools, bikes, kayaks, etc. Well stocked kitchen, comfortable beds. "
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool

Fall Deals & Spring Openings - Cozy 4BR Key Largo Escape in Mariners Club!

10.0 out of 10, Exceptional, (138)
"You would be very hard presses to find a better Key Largo location. Especially for family, boating and fishing!"
Fall Deals & Spring Openings - Cozy 4BR Key Largo Escape in Mariners Club!

Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7

10.0 out of 10, Exceptional, (85)
"Wonderful place to stay for families. We loved it. Rooms and bathrooms were fantastic. Michele was a great host that made sure our stay was perfect. "
Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7

OCEAN VIEW ANGLERS REEF - POOL, DOCK, BEACH. Walk or Bike to local food + bars

10.0 out of 10, Exceptional, (195)
"We just got back from Islamorada and cannot stop talking about our trip. This property was clean and comfortable and the private development had everything we wanted. Everyone was very nice. I will definitely rent again if/when we return."
OCEAN VIEW ANGLERS REEF - POOL, DOCK, BEACH. Walk or Bike to local food + bars

Mariners Club Townhouse, Epic Amenities, Tennis & Indoor Pickleball

9.2 out of 10, Wonderful, (20)
"Clean , beautiful location and pools . "
Mariners Club Townhouse, Epic Amenities, Tennis & Indoor Pickleball

Resort-Style Living at Mariner's Club – Steps from Pools, Marina, & Ocean Views!

10.0 out of 10, Exceptional, (10)
"We stayed at this property for our spring break trip and thoroughly enjoyed our stay. The home was clean, comfortable, and well-equipped with everything we needed. The location was great—close to local attractions yet peaceful enough for a relaxing getaway. The host was responsive and accommodating, making the entire experience seamless. We would definitely stay here again!"
Resort-Style Living at Mariner's Club – Steps from Pools, Marina, & Ocean Views!

Kawama L4 - Upscale Oceanside Villa with Marina

9.6 out of 10, Exceptional, (140)
"This property was perfect in the heart of key largo with pool and ocean access. Had everything we need and even included two bikes! Great stay overall!"
Kawama L4 - Upscale Oceanside Villa with Marina

Beautiful Oceanside Mariner's 3 Bedroom Townhome

10.0 out of 10, Exceptional, (82)
"Great communication, beautiful property and close to lots of great restaurants and attractions. "
Beautiful Oceanside Mariner's 3 Bedroom Townhome

BRAND NEW! KEYS BEACH RETREAT! CAPTIVATING WATERVIEW VILLA! WIFI! FREE GOLF CART

10.0 out of 10, Exceptional, (116)
"Clean, cute, well thought out rental! Pools and lagoon were great for kids though in a little older community. Golf cart was nice to have!"
BRAND NEW! KEYS BEACH RETREAT! CAPTIVATING WATERVIEW VILLA! WIFI! FREE GOLF CART

Charming Home in Key Largo

9.8 out of 10, Exceptional, (25)
"Great location. Very clean very nice, stay there again"
Charming Home in Key Largo

Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada

9.6 out of 10, Exceptional, (32)
"Nice property . Well kept. Good management "
Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada

5 bedroom - Deep Dockage & Heated Pool in Islamorada.

10.0 out of 10, Exceptional, (118)
"Wonderful location."
5 bedroom - Deep Dockage & Heated Pool in Islamorada.

VOTED BEST KEY LARGO VACATION RENTAL

10.0 out of 10, Exceptional, (82)
"Wonderful property! Very clean, plenty of space, and updated interior. Access to many amenities across the whole property with multiple pools, a swimming lagoon, fishing equipment, bikes, kayaks, and more. Great location to everything in Key Largo and southern Florida activities. Would highly recommend. "
VOTED BEST KEY LARGO VACATION RENTAL

Oceanfront 4-BR w/ private 31' Boat Slip Included, Pool & Beach, gourmet kitchen

9.8 out of 10, Exceptional, (34)
"We had a great family trip! The house was perfect and so comfortable "
Oceanfront 4-BR w/ private 31' Boat Slip Included, Pool & Beach, gourmet kitchen

Sunrise Escape - Ocean Front Villa - Sleeps 10

9.8 out of 10, Exceptional, (62)
"Great place, great location (especially if boating), and a great host. Would return for sure."
Sunrise Escape - Ocean Front Villa - Sleeps 10

609 Mariners Club Key Largo | 4 Bed, 4 Bath

9.4 out of 10, Exceptional, (13)
"Perfect place as advertised. There were 7 of us of which 5 were teenagers and it met all of our needs. Would highly recommend staying here. "
609 Mariners Club Key Largo | 4 Bed, 4 Bath

Brand New Listing! Beautiful - Upscale newly remodeled Modern Tropical Oasis!

10.0 out of 10, Exceptional, (29)
"We had a wonderful week stay in Key Largo! Our host communicated well and we were comfortable during our stay! The kitchen was stocked with all the necessary things, we enjoyed the convenience of the units to the basketball/pickleball courts and beds were all comfy. The pool was beautiful! The only thing we would change would be accessibility to snacks or drinks on property! We were sad to leave the sun and salt water! "
Brand New Listing! Beautiful - Upscale newly remodeled Modern Tropical Oasis!

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

9.4 out of 10, Exceptional, (9)
"Me my wife and 2 kids 18 & 19 had a great time. Loved the lagoon and the local places to eat and drink. "
New! Lagoon-front 2-BR townhome, Key Largo, gated waterfront community, 2 pools

Superb Keys home w/heated pool, jacuzzi, fast wifi & more!

10.0 out of 10, Exceptional, (2)
"This is a lovely home with an open floor plan. The pool was a real bonus. The grill was great. Toaster oven was not. Fish pond was fun. Picked a huge avacado from the tree. We enjoyed our stay very much"
Superb Keys home w/heated pool, jacuzzi, fast wifi & more!

Fall Specials & Spring Openings- 4BR Key Largo Retreat in Mariners Club!

10.0 out of 10, Exceptional, (69)
"Really enjoyed every aspect of the stay. Property manager made things really easy. Place was clean and in a great location. "
Fall Specials & Spring Openings- 4BR Key Largo Retreat in Mariners Club!
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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Islamorada Holiday Homes information

Number of reviews
1,267
Accommodation
732 Holiday Homes
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