This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation
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Long Key Vacation Rentals Show this location only Back to top
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Charming Oceanfront Rental on a Private Island!
1BR+/1.5BA
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Sleeps 4
– Long Key #343812
$229 - $259 per night 2 night min stay
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Waterfront Rental at Florida Keys Resort!
1BR+/1BA
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Sleeps 4
– Long Key #3491207ha
$209 - $259 per night 2 night min stay
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Private Historic Layton House with Pool & Spectacular Sunset & Waterfront
3BR+/5BA
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Sleeps 8
– Long Key #266547
$475 per night 3 night min stay
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Affordable Oceanfront Luxury Rental in Florida Keys
3BR+/3.5BA
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Sleeps 6-8
– Long Key #249553
$3500- $5500/mo
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Fisherman's Paradise with 30 Foot Boat Slip and Pool
3BR+/2BA
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Sleeps 8
– Long Key #227285
$1750/wk
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Luxury Oceanfront Townhouse
4BR+/2BA
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Sleeps 8
– Long Key #9198
From $1750/wk
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Atlantic Ocean Beachfront Duplex with Private Dock
2BR+/1BA
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Sleeps 4-6
– Layton #29457
From $250/nt - $1675/wk - $4500/mo
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Keys Luxury Oceanfront Paradise-New Special Rates
3BR+/3.5BA
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Sleeps 8
– Long Key #198197
$4200 per month 28 night min stay
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Bliss in the Florida Keys
4BR/3BA
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Sleeps 9
– Layton #448098
$195 - $245 per night 3 night min stay
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"The Pelican Cove"
2BR/2BA
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Sleeps 4-6
– Layton #104891
$3,200- $3,500/mo
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Long Key Getaway
1BR+/1BA
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Sleeps 4
– Long Key #281195
$1251 - $1440 per month 30 night min stay
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Privacy and World Class Fishing at Oceanside Isle
3BR/2BA
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Sleeps 6
– Long Key #324254
$1200-$1800/wk - $4000-$5000/mo
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My Dream
3BR/2BA
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Sleeps 6
– Layton #162546
$2500- $3000/mo
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Escape to the Beautiful Florida Keys!
2BR+/1.75BA
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Sleeps 3-6
– Long Key #213120
$3500- $4000/mo
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My Dynasty
3BR/2BA
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Sleeps 2-6
– Layton #229020
$3200/mo
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Relax and Enjoy the Island Lifestyle!
3BR/2BA
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Sleeps 6
– Layton #311519
$2550/mo
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Vacation in the Warm, Beautiful Florida Keys
2BR/2.5BA
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Sleeps 4-6
– Long Key #335493
$3900- $3100/mo
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Tropical Keys Decor Oceanfront Condo on Long Key/Florida Keys
2BR+/1.5BA
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Sleeps 4-6
– Long Key #390318
$2,500 Month
- Great Fall/Winter Getaway !! Private Beach,Htd Pool,Tennis Ct,Dock. 2BR+/2BA – Sleeps 6 – Long Key #115064ha
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Quiet Open Water Hideaway Overlooking Nature Preserve
1BR/1BA
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Sleeps 2
– Long Key #210446ha
$200 - $229 per night
- 1 Bedroom 1 Bath on Long Key 1BR/1BA – Sleeps 6 – Long Key #184783ha
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A Fisherman's Dream! Ocean Front Condo with Custom Flats Fishing Boat
2BR/2BA
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Sleeps 6
– Long Key #292416ha
$1400 per week 7 night min stay
- Secluded Waterfront Getaway-Rooftop Sundeck-Dock Minutes to Ocean or Bay 2BR/2BA – Sleeps 8 – Long Key #279801ha
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Charming Oceanfront Rental on a Private Island!
1BR+/1.5BA
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Sleeps 4
– Long Key #343812
Overview of Long Key Vacation Rentals
Long Key Vacation Rentals Offer the Perfect Getaway
Each year, the Florida Keys attract countless visitors that are looking for a sunny, relaxing getaway. If you prefer, you can spend most of your vacation soaking up the sun near one of the Long Key vacation rentals. However, there are plenty of activities such as snorkeling or parasailing to fill your Islamorada travel itinerary if you want to venture out for a few days.
The Perfect way to View Marine Life
Diving and snorkeling are two of the best ways to view marine life near Islamorada. Snorkeling excursions take less preparation than diving but you may not see as much marine life. Several shops such as Anne's Easy Adventures offer snorkeling lessons if you are a little hesitant about heading out on the water. You don't have to be an experienced diver to go scuba diving here so don't worry if this is your first time. Several shops such as Conch Republic Divers offer diving lessons to get you familiar with the sport before heading out to sea. However, if you are an experienced diver and own gear, bring it along after booking one of the Long Key resort rentals.
Try a Water Sport
If you want to try something unique during your stay at one of the Long Key vacation rentals, go parasailing, jet skiing, or kiteboarding. You can schedule lessons on any of these water sports at a local shop such as 7 Sports or Otherside Boardsports. These companies also offer rentals when you are ready to hit the water. Water sports are a great way to cool down during your Long Key vacation but also get some sun and exercise. Fishing is also popular here with many shops such as Blue Chip Too Charters offering guided tours.
Other equally beautiful and popular but also affordable Florida Keys vacation destinations include Key Colony Beach vacation rentals, lodging in Marathon, Islamorada beach house rentals, Key Largo lodging, or Key West rentals. You are sure to find many recommended by others ideal vacation rentals available to you during your next family trip to Florida Keys.