Search Vacation Homes in Islamorada

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Compare 550 Vacation Homes in Islamorada with updated reviews, rates, and availability.

Beach
Completely Remodeled 3/3 in the heart of Key Largo (Oceanside)
10.0 out of 10, Exceptional, (161)
"This place was exactly what we needed to get everything ready for our son’s wedding. We loved the kitchen for all of the desserts we made. It was nice to be so close to the pool. There was so much space to spread out. It’s a wonderful place to stay."
Completely Remodeled 3/3 in the heart of Key Largo (Oceanside)
Beach | Beach nearby
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool
9.8 out of 10, Exceptional, (24)
"We loved the beautiful and quiet location of our unit within the facility and also enjoyed all of the amenities. Having the living quarters downstairs and bedrooms on the second story made it easy to accommodate early and late risers. If you like to do your own cooking, you may want to think about bringing measuring cups and perhaps ziplock baggies or wrap for any leftovers. The cupboards were stocked with some nice spices and other surprises. We had a lovely time and would definitely consider...
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool
Property grounds
Kawama Townhome with Amazing Master View - Direct Waterfront on a Tidal Lagoon!
9.8 out of 10, Exceptional, (138)
"Great place to stay. Beautiful grounds. We enjoyed the lagoon and the tennis courts. The condo is nicely decorated. Great layout and views from the balcony."
Kawama Townhome with Amazing Master View - Direct Waterfront on a Tidal Lagoon!
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Outdoor pool, a heated pool
Oceanfront Estate with Private 350 foot Pier, Heated Pool, Pet Friendly
9.4 out of 10, Exceptional, (79)
"We had a fantastic vacation! It was like our own little resort! The house and pool were perfect. The view and the dock were amazing. We saw turtles, manatee, lobster, fish, birds and stingray! The host was very easy to communicate with and made sure we had everything we needed. We couldn’t have asked for a better place to stay!"
Oceanfront Estate with Private 350 foot Pier, Heated Pool, Pet Friendly
Outdoor pool, a heated pool
Amazing Florida Keys Retreat!
10.0 out of 10, Exceptional, (52)
"Lovely property in a great location! Our family enjoyed our stay in this lovely place."
Amazing Florida Keys Retreat!
A heated pool
Islamorada Anglers Reef! “Sandbar Bungalow Villa" AMAZING! Middle row location!
9.8 out of 10, Exceptional, (142)
"ANGLER'S REEF house is really good on so many levels. Modern everything, clean and user friendly. Property has great beach and awesome pool. Close to everything you will want to do, eat at or hang out. Host/mgr is easy to reach and communicate with. Let me know if you can't make it and we'll go for you...!"
Islamorada Anglers Reef! “Sandbar Bungalow Villa" AMAZING! Middle row location!
On the beach
4 Bedroom House In Angler's Reef, Includes 31' Boat Slip
10.0 out of 10, Exceptional, (98)
"Lived up to its name, and great hosts! We will be back!"
4 Bedroom House In Angler's Reef, Includes 31' Boat Slip
Property grounds
VOTED BEST KEY LARGO VACATION RENTAL
10.0 out of 10, Exceptional, (60)
"Exactly the place we needed"
VOTED BEST KEY LARGO VACATION RENTAL
Outdoor dining
NEW! FREE GOLF CART! VOTED #1 RENTAL! CASA PALMA! PICKLEBALL-KAYAKS- BEACH- POOL
9.8 out of 10, Exceptional, (149)
"Great Place to stay. Spacious and very clean."
The price is $443
$878 total
includes taxes & fees
Jun 9 - Jun 10
NEW! FREE GOLF CART! VOTED #1 RENTAL! CASA PALMA! PICKLEBALL-KAYAKS- BEACH- POOL
Exterior
Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada
10.0 out of 10, Exceptional, (8)
"Beautiful, spotlessly clean, comfortable, well appointed, great pool! A lovely little cottage that had everything we needed! Perfect stay!"
Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada
Pool
Luxury and Spacious 5-bedroom house with Pool and Dock with Ocean Access
Luxury and Spacious 5-bedroom house with Pool and Dock with Ocean Access
Property grounds
Beautiful Waterfront Villa 133 Anglers Reef with on-site Boat Slip
10.0 out of 10, Exceptional, (2)
"We stayed for a week in late April. The location couldn't be better, and having a boat dock was amazing. We had lots of pool time and time on the water. The house had everything we needed to make our stay in Islamorada a dream. We'll be back for sure!"
Beautiful Waterfront Villa 133 Anglers Reef with on-site Boat Slip
Property grounds
Kawama 3 bedroom townhouse--2 heated pools, marina, tennis, lagoon & much more!
9.6 out of 10, Exceptional, (85)
"Nice place and convenient."
Kawama 3 bedroom townhouse--2 heated pools, marina, tennis, lagoon & much more!
Property grounds
Beautiful Key Largo Town Home Fully Renovated Top to Bottom
9.8 out of 10, Exceptional, (146)
"Nice property, in the corner of the complex, patio was perfect for drying wet dive gear. Bikes and golf cart available but walking through the lagoon and pools is very nice. Sunsets out on the jetty were beautiful."
Beautiful Key Largo Town Home Fully Renovated Top to Bottom
Outdoor pool, a heated pool
Oceanfront, Spacious Gourmet Kitchen, Includes 31' Boat Slip, Dock, Pool & Beach
10.0 out of 10, Exceptional, (18)
"Exceeded all expectations"
Oceanfront, Spacious Gourmet Kitchen, Includes 31' Boat Slip, Dock, Pool & Beach
1 bedroom, desk, iron/ironing board, free WiFi
Refined. Safe. Clean. Waterfront. Golf cart , courtesy to our guests
10.0 out of 10, Exceptional, (87)
"Great vacation! Loved the unit, location was great, host was great. Would stay there again."
The price is $343
$623 total
includes taxes & fees
May 29 - May 30
Refined. Safe. Clean. Waterfront. Golf cart , courtesy to our guests
Living area | TV
Overlooking Salt-water Lagoon- Free Golf Cart + 2 Kayaks
9.8 out of 10, Exceptional, (20)
"Andy was terrific"
Overlooking Salt-water Lagoon- Free Golf Cart + 2 Kayaks
Property grounds
Completely Renovated -Beautiful Key Largo Townhome
9.0 out of 10, Wonderful, (117)
"Nice vibe, condo was clean and newly remodeled. Pool was heated, people were nice, grounds were well maintained. We had a great time."
The price is $378
$714 total
includes taxes & fees
Jun 2 - Jun 3
Completely Renovated -Beautiful Key Largo Townhome
Lake
Anglers Reef Islamorada home with ocean views, private marina, beach & pool
10.0 out of 10, Exceptional, (58)
"Very nice, spacious, well-provisioned house with some water view from the back deck. Great central pool, and a good dock you can rent for a reasonable rate if you're renting a boat. Cute neighborhood, central to tons of restaurants and amazing activities. Rob & Jen were very communicative hosts who responded to every request within an hour."
Anglers Reef Islamorada home with ocean views, private marina, beach & pool
2 outdoor pools, open 10:00 AM to 6:00 PM, sun loungers
Mariner's Club Key Largo by KeysCaribbean
3.5 star property
7.4 out of 10, Good, (263)
"Great property "
Mariner's Club Key Largo by KeysCaribbean
Don't see what you're looking for?
See all available properties in Islamorada
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.

Other property types in Islamorada

Exterior
Breezy Palms Resort
2.5 star property
8.4 out of 10, Very Good, (328)
"Love it!"
The price is $153
$188 total
includes taxes & fees
May 29 - May 30
Breezy Palms Resort
2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers
The Islands of Islamorada
4.0 star property
9.6 out of 10, Exceptional, (35)
"My wife and I have been traveling to Islandmorada for many years and this place is what we have been searching for. Clean, quaint, all the amenities of a large restort withiut the corporation feel. Absolutely refreshing!"
The Islands of Islamorada
Property grounds
Beautiful Waterfront Villa 133 Anglers Reef with on-site Boat Slip
10.0 out of 10, Exceptional, (2)
"We stayed for a week in late April. The location couldn't be better, and having a boat dock was amazing. We had lots of pool time and time on the water. The house had everything we needed to make our stay in Islamorada a dream. We'll be back for sure!"
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.

Islamorada Vacation Homes information

Number of reviews
1,551
Accommodation
550 Vacation Homes
Lowest Price
$343
Highest Price
$443

Recent reviews of Islamorada hotels
Expedia verified reviews