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Swimming pool
Wireless Internet
Air conditioning
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Garden
Internet access
DVD player
Grill
Cot available
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Table tennis
Games room
Pool or snooker table
Fax machine
Shared outdoor pool (unheated)
Clothes dryer
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared indoor pool
Shared outdoor pool (heated)
Cribs
Ceiling Fans
Video player
Climbing frame
Boat available
Fridge
Central heating
Stereo system
Kettle
Toaster
Iron
Hair dryer
Stove
Freezer
Staffed property
Microwave
Linen provided
Towels provided
Bicycles available
Swing set or jungle gym
Trampoline
Private fishing lake or river
Housekeeping Included

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Pets
Pets allowed
Parking
Car not required

Children under 5
Smoking allowed
Non-Smoking property
Smoking - Ask
Wheelchair adapted
Wheelchair accessible
Secure parking

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Beach or lakeside relaxation
Skiing – property near ski resort
Walking trips
Tennis in town

Nightlife
Water sports
Horse riding
Fishing
Golf course on site or within 15 min walk
Waterfront
Lakefront

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45 house rentals

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Anglers Reef Islamorada Florida Sleeps 6

Islamorada house

2 bedrooms
3 bathrooms

sleeps 6

Match: Children's pool Swimming pool

All filters match

Price per night from

$344

Bay Front Beauty/ Summer Sea Must See!!!!

Islamorada condo

1 bedroom
1 bathroom

sleeps 4

Match: Children's pool Swimming pool

All filters match

Price per night from

$158

Executive Bay Club- great unit, great location!,

Islamorada villa

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 20 minutes

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$205

Anglers Reef Islamorada Florida Sleeps 6

Islamorada house

2 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$377

ISLAMORADA 3bd in WATERFRONT COMMUNITY w BEACH!!

Islamorada apartment

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$363

2 BDR ISLAMORADA HOME in WATERFRONT - FREE DOCK!!

Islamorada studio

Studio
2 bathrooms

sleeps 2

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$286

Bayview house with bayviews. Pool with Spa, dock center of town great fishing !!

Islamorada house

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$819

Reel Paradise Islamorada

Lower Matecumbe Key condo

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$212

New Listing! Charming Angler's Reef Home with Pool, Dockage

Islamorada house

2 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$458

Islamorada Escape - Executive Bay w/Pool, Fishing Dock, Beach, Tennis/Pickleball

Islamorada house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$206

ISLAND DREAM

Lower Matecumbe Key house

4 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$773

Come relax in Islamorada, the tropical jewel of the Florida Keys!!

Islamorada apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$201

WATERFRONT TOWNHOME IN ISLAMORADA K1

Islamorada apartment

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$184

Islamorada trop paradise pool, fishing, 2fls luxury with a filet stationn

Islamorada house

4 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$784

New Upscale, private pool, Dockage, kayaks, bikes, downtown Islamorada locale

Islamorada house

3 bedrooms
4 bathrooms

sleeps 6

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$911

Newly refinished condo open water views very nice

Islamorada condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$229

"Irish Ayes" Elegant Waterfront Home with Pool

Islamorada house

4 bedrooms
4 bathrooms

sleeps 10

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$802

Bayside Condo, marina, pool and beach

Islamorada condo

3 bedrooms
2 bathrooms

sleeps 6

“Phenomenal keys experience!” This bay front condo is the perfect destination for the entire family! The fishing ranks up with the best in the world, there are plenty of other activities, and Key West is just a short trip down the beautiful HWY 1. I've had the pleasure of staying at this condo several times and have honestly never had a bad time (even during a cat 5 Trop Storm). There is too much to do, the condo is comfy, and the weather is always beautiful. Definitely recommend this condo!

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$253

Experience the Florida Keys like never before!!!

Islamorada condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$245

Vacation in Tropical Paradise with the Family! Waterfront Townhome in Islamorada

Islamorada townhouse

2 bedrooms
3 bathrooms

sleeps 5

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$602

Beautiful Waterfront Townhome in Islamorada! Perfect for Florida Keys Vacation!

Islamorada house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$602

Islamorada Waterfront Townhome w Priv. Beach! Comfortable Family Vacation Rental

Islamorada townhouse

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$602

Gorgeous Vacation Home with Beach Access!

Islamorada townhouse

3 bedrooms
2 bathrooms

sleeps 7

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$602

Venetian Tropics 3 bedroom pool home on sailboat canal weekly vacation rental

Islamorada house

3 bedrooms
3 bathrooms

sleeps 8

“Comfortable home for family get-together” Positive experience overall: Our family of six adults had a tropical-feeling destination Christmas here. The house easily accommodated all of us, and we enjoyed the wrap-around porch and pool. We appreciated the commodious kitchen with a two-tier dishwasher and side-by-side refrigerator with ice/water dispenser. Having a washer and dryer on the premises was very helpful, since guests are requested to wash linens and towels before departing. Some drawbacks: the house did not come equipped with adequate staples, such as paper products, laundry detergent, and garbage bags, so be prepared to purchase these. There are no beaches or stores within walking distance. On a couple of nights, noisy neighbors talking on the street woke us up. (In general, though, the area is quiet.)

Responds fast! avg. 1 hour 0 minutes

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$670