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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
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Washing machine
Garden
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DVD player
Grill
Cot available
Sauna
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Private outdoor pool (heated)
Private outdoor pool (unheated)
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Fax machine
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Cribs
Clothes dryer
Ceiling Fans
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Swing set or jungle gym
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Toaster
Iron
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Stove
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Boat available
Linen provided
Towels provided
Bicycles available
Climbing frame
Trampoline
Private fishing lake or river
Staffed property
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
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Skiing – property near ski resort
Walking trips
Tennis in town
Nightlife

Water sports
Horse riding
Fishing
Cycling trips
Golf course on site or within 15 min walk
Golf within 30mins drive
Waterfront
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173 Houses

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Welcome to Paradise

Long Key townhouse

2 bedrooms
3 bathrooms

sleeps 5

Price per night from

$205

Luxury beachfront home with pool in Islamorada

Layton house

3 bedrooms
4 bathrooms

sleeps 6

Responds fast! avg. 1 hour 30 minutes

Price per night from

$589

Sea Renity: Experience Tranquility, 2-Story Oceanfront Condo, Breathtaking Views

Layton condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 34 minutes

Price per night from

$172

Great rentals within 20 miles that match your search

Ocean Side View on Canal, Great for Fishing, Near Sombrero Beach & Restaurants

Marathon Shores house

3 bedrooms
2 bathrooms

sleeps 8

Price per night from

$689

Bay and Beach Beauty

Islamorada house

3 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 2 hours 10 minutes

Price per night from

$533

Paradise with or without a boat Clean Waterfront Beach Near Pet free

Marathon Shores house

2 bedrooms
2 bathrooms

sleeps 7

Responds fast! avg. 51 minutes

Price per night from

$345

Key Colony Beach Home

Key Colony Beach house

2 bedrooms
2 bathrooms

sleeps 6

Price per night from

$264

Duck Key 50% off October

Duck Key house

3 bedrooms
2 bathrooms

sleeps 9

Price per night from

$660

ISLAND DREAM

Lower Matecumbe Key house

4 bedrooms
3 bathrooms

sleeps 8

Price per night from

$775

FL Keys Waterfront Pool Home 2 Bedrooms Sleeps 6 w/ 60 Feet of Dockage

Marathon Shores house

2 bedrooms
2 bathrooms

sleeps 6

Price per night from

$287

Oceanfront 2/2 Condo in Beacon Reef - Free boat dock

Islamorada condo

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$1,492

Paradise Found - Sandy Beach, Beachside Bar, Great Views, And Dock

Islamorada villa

3 bedrooms
3 bathrooms

sleeps 6

Price per night from

$1,148

Beautiful Home on the Water

Marathon Shores house

3 bedrooms
2 bathrooms

sleeps 8

Price per night from

$327

Harbour Dream~3/2..DKKB24~McGinnis

Duck Key house

3 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 2 hours 17 minutes

Price per night from

$675

Spacious Waterfront Getaway, 100ft Deep Water Dock, Gorgeous Sunset Views, Pool

Marathon house

4 bedrooms
5 bathrooms

sleeps 10

Price per night from

$1,090

Last Minute Sunday to Sunday Availability August 22nd - August 29th

Marathon Shores house

3 bedrooms
3 bathrooms

sleeps 8

Price per night from

$517

Fabulous " Sea Breeze 41 ", 3 / 2 Condo located Oceanside in Islamorada

Islamorada apartment

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$192

Private studio with dock. Perfect getaway for fishing and grilling.

Marathon Shores studio

Studio
1 bathroom

sleeps 2

Price per night from

$172

2-Story condo w/ panoramic views and balconies

Marathon condo

2 bedrooms
3 bathrooms

sleeps 6

Price per night from

$373

Island Conch Cottage

Matecumbe Key house

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$155

Breezy Palms

Marathon house

4 bedrooms
3 bathrooms

sleeps 10

Price per night from

$660

Glamping in the Florida Keys

Grassy Key caravan/mobile home

1 bedroom
1 bathroom

sleeps 3

Price per night from

$184

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

Islamorada house

2 bedrooms
1 bathroom

sleeps 6

Price per night from

$821

3Bd/2Ba POOL on Canal, Dock, Kayaks, Bikes, Fishing Poles, Sombrero Beach 2.3mi

Marathon Shores apartment

3 bedrooms
2 bathrooms

sleeps 8

Price per night from

$574

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

Islamorada house

3 bedrooms
4 bathrooms

sleeps 6

Price per night from

$912

"Gulfside Grouper", Waterfront-Ground floor, 60' Dockage, Pool/Hot Tub, Pets OK

Marathon Shores house

4 bedrooms
4 bathrooms

sleeps 10

Price per night from

$984

Harbor Hideaway 4 Bedrooms-3 Bathrooms Waterfront- Indoor Pool

Marathon Shores house

4 bedrooms
3 bathrooms

sleeps 8

Price per night from

$745

Beachfront Islamorada Villa with Dockage and Bay Views

Lower Matecumbe Key house

3 bedrooms
3 bathrooms

sleeps 6

Price per night from

$349

Reel Paradise Islamorada

Lower Matecumbe Key condo

1 bedroom
1 bathroom

sleeps 4

Price per night from

$213

Key Colony Beach Oasis

Key Colony Beach house

4 bedrooms
3 bathrooms

sleeps 10

Price per night from

$1,148

Oceanside waterfront 2/2 home with 55ft dock and paddle equipment

Marathon Shores house

2 bedrooms
2 bathrooms

sleeps 6

Price per night from

$287

The Mini Coconut

Marathon Shores house

2 bedrooms
1 bathroom

sleeps 6

Responds fast! avg. 1 hour 48 minutes

Price per night from

$259

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

Islamorada house

3 bedrooms
2 bathrooms

sleeps 8

Price per night from

$207

Hammerhead Hideaway- 2 Bed 2Bath Canal Front Home w/Cabana Club!

Key Colony Beach house

2 bedrooms
2 bathrooms

sleeps 6

Price per night from

$343

Key Colony Beach-2 Bed 2 Bath Canal Front Home with Cabana Club!

Key Colony Beach house

2 bedrooms
2 bathrooms

sleeps 6

Price per night from

$308

Majestic estate, 200' of private oceanfront beach & pool, 3,600sqft tiki

Islamorada house

3 bedrooms
3 bathrooms

sleeps 8

Price per night from

$1,475

Sunset Catch- Gulf Front Home Incredible Views Pool Dock private and spacious

Grassy Key house

3 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 1 hour 39 minutes

Price per night from

$803

Blue Dolphin Private Oceanfront 1.8 acre Estate on Millionaire's Row with Pool

Islamorada house

5 bedrooms
4 bathrooms

sleeps 12

Price per night from

$1,148

Viewing 38 of 173
rentals in Long Key

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Long Key Rentals

Per night

173 Houses

Viewing 38 of 173rentals in Long Key

Also consider

Viewing 38 of 173
rentals in Long Key