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Long Key Rentals

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393 Results

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Price: high to low

Number of reviews

393 Houses

Bay Harbour D-114

Long Key house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$328

MY PARADISE

Layton house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$275

Bay Harbour A-304- 7 night minimum

Long Key house

3 bedrooms / 3 bathrooms / sleeps 6

“Perfect” Stayed here for over a week to go fishing with the family. I would say its the perfect place to stay if you want to fish the keys. We rented a boat at Bud and Mary's and it was delivered right to the units slip. Bait and fuel is available right across the property from Mr. Lobster. Manatees and tarpon were always right in front of the boat slip too. 304 was also very clean. Its the perfect place to stay in the Keys. We will be back again next year!

Price per night from

$328

Florida Keys Oceanfront Paradise

Long Key apartment

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 23 minutes

Price per night from

$191

Penthouse Paradise | Developer Unit w/ Every ★ Upgrade Possible!!

Layton apartment

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 29 minutes

Price per night from

$1,418

135 Gulfview Drive

Long Key house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$115

PELICAN LANDING

Layton house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$263

2 BDR Penthouse w/ Breathtaking Views ~ Designer Furnished ~

Layton apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 29 minutes

Price per night from

$511

Safety Harbour Canalfront

Layton house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$487

Presidential Retreat!!!

Layton house

7 bedrooms / 8 bathrooms / sleeps 16

Responds fast! avg. 29 minutes

Price per night from

$6,789

A Pirates Great Escape ~ 3bed/2baths Ocean View Slip ~LKKB

Layton condo

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 19 minutes

Price per night from

$334

Welcome to Paradise

Long Key townhouse

2 bedrooms / 3 bathrooms / sleeps 5

Price per night from

$231

132 Atlantic Lane

Layton house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$153

The "Designated Paradise" - let this Bayside Estate take your breath away

Layton house

6 bedrooms / 5 bathrooms / sleeps 12

Responds fast! avg. 7 minutes

Price per night from

$4,576

Chic Oceanfront Oasis | Private Beach & Boat Dock | Wraparound Deck

Layton house

2 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$278

New Listing! Oceanfront Paradise w/ Private Beach & Boat Dock on Canal

Layton house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$215

Great rentals within 20 miles that match your search

Paradise

Key Colony Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$271

WELCOME TO PARADISE! In the heart of Islamorada

Islamorada condo

1 bedroom / 1 bathroom / sleeps 5

Price per night from

$167

Premier Condo in Upper Florida Keys

Islamorada apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$276

Keys Kottage / Bayside

Islamorada villa

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$276

Windley Key, FL Keys

Islamorada caravan/mobile home

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$129

DEC & APRIL DEAL MONTH MINIMUM ENJOY! 9545791140

Islamorada apartment

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$171

Islamorada Waterfront Paradise 2

Islamorada house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$581

Florida Keys Fishing & Diving, waterfront Home heated pool, deep dock, parking

Marathon house

4 bedrooms / 5 bathrooms / sleeps 10

“PERFECT multi-family” House was great for us, our kids, and another family. It's a split-living type house, and was PERFECT!!! The pool was very nice, not too small. We spend most of the time on the boat, or in the pool. DEFINITELY recommend this house!!!!

Price per night from

$452

Beautiful Captain's Cove

Islamorada villa

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$420

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

Islamorada villa

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$452

MARATHON MAJIC

Marathon house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$323

Get out of the cold Feb.5-12, 2018 in Florida Keys at Marathon,The Hammocks

Marathon Shores villa

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$555

Salty Anglers, Spacious Sombrero Beach Waterfront 4 Bdrm w/Heated Pool & Dockage

Marathon house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$939

Key Colony Beach Griffins' Getaway

Key Colony Beach house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$368

Recently Remodeled Beautiful Pool Home with Private Dock with Beach Access

Islamorada house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$418

RENOVATED 2 BED MARATHON TOWNHOME w/ DOCK SPACE - WALK TO BEACH!

Marathon Shores townhouse

2 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$341

Island Conch Cottage

Matecumbe Key house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$146

Palm Cottage - Upscale, 2BR/2BA, Cabana Club Pool

Key Colony Beach house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$233

Paradise In Marathon, FL Keys Large Oceanside Home

Marathon house

3 bedrooms / 3 bathrooms / sleeps 8

“Wonderful property. We had a great stay!” Super close to publix and boat ramp ($30 fee in and out) so convenient. Very nice accommodations. Wonderful to have the boat right out back

Responds fast! avg. 43 minutes

Price per night from

$405

ISLAMORADA WATERFRONT PARADISE with FREE DOCKAGE

Matecumbe Key studio

Studio / 1 bathroom / sleeps 2

“Relaxing Weekend Getaway” We love this home! It is on a private dead-end street, and everything is just perfect. Kept the boat right at the dock, fished right there at night, took some nice boat rides through the back country, and relaxed in paradise. Wifi is good and fast (I had to do some work while we were there), and we can't wait to go back.

Price per night from

$173

Florida Keys Beach Home Pool Fishing Diving

Marathon house

2 bedrooms / 2 bathrooms / sleeps 6

“Wonderful stay” Post hurricane and still a spectacular place to stay. Office staff was great. Free use of tennis court, rackets, and balls. Pool and jacuzzi were very excellent. TG

Travelers’ Choice award

Price per night from

$236

3 bedrooms at Ocean Harbour Apartment, Islamorada, Florida Keys.

Islamorada apartment

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$272

Viewing 38 of 393
rentals in Long Key

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Top Destination reviews

MY PARADISE
My Paradise from architect's perspective

My wife and I spend a month at My Paradise and, as an architect, there are certain aspects that bear mention. First, if the weather is mild, you can open the wall of folding glass doors and unite the main interior room (dining, den and kitchen) with the oversize teak deck. The deck itself is a marvel. A covered sitting area gets you out of the sun, with six teak sun loungers for warming up and working on your tan. The house is in a turtle nesting area, but is equipped with special yellow lights that give the beach a soft glow at night. The deck itself is fitted with a string of mini lights that give it a romantic glow at night. The entire interior is walled with pickled wood planking with clerestory windows that are complemented by recessed indirect lighting if you experiment with the myriad assortment of light controls. While the just-renovated kitchen can handle a group making meals, the second and third bedrooms, along with the second bath, make a nice mini-suite (the bedroom with the big bed has a private door to the bath, the real gem of the house is the master bedroom. The master suite has a bedroom with three walls of huge windows looking out onto the ocean. If you open the windows, you can fall asleep with the lapping of the waves as your lullaby. The entire house is fitted with motorized hurricane shutters for protection during storms. The master bath is huge and has an amazing walk-in shower that is roomy for two. The master closet, off the bathroom, is cedar lined and easily holds more than enough clothes for a month. The master suite has its own Hvac system, so you can cool it down on a balmy night for snuggling under the covers. The home has four TVs, a stereo system with speakers on the deck, Wi-Fi, cable and phone. There are swim fins, snorkels and masks for exploring the beach waters. My son and I came across a pair of manta rays that swam off as we watched in wonder. The beach is excellent for fishing, the boat dock is handy. Bring kayaks for funsee more
Bay Harbour A-304- 7 night minimum
outstanding, the placewas exactly how described by freewheeler.

This place was very nice and clean and exactly how it was described by Freewheeler. If we go to the keys in the future, we will definitely rent from them again. You don't mind paying as long as there are no surprises or dissapointments. … see more

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