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Long Key Rentals

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414 Results

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414 Houses

Bay Harbour D-114

Long Key house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$330

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

$330

135 Gulfview Drive

Long Key house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$116

220 Costa Bravo Drive

Layton house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$231

Presidential Retreat!!!

Layton house

7 bedrooms / 8 bathrooms / sleeps 16

Responds fast! avg. 1 hour 3 minutes

Price per night from

$5,865

PELICAN LANDING

Layton house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$265

2 BDR Penthouse w/ Breathtaking Views ~ Designer Furnished ~

Layton apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 3 minutes

Price per night from

$518

137 Cortez Drive

Layton house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$251

Pirate's Great Escape 3bed/2bath open water with shared pool & dockage

Layton condo

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$338

Price per night from

$311

Florida Keys Oceanfront Paradise

Long Key apartment

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$199

Welcome to Paradise

Long Key townhouse

2 bedrooms / 3 bathrooms / sleeps 5

Price per night from

$213

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

Layton apartment

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 20 minutes

Price per night from

$892

Safety Harbour Canalfront

Layton house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$481

132 Atlantic Lane

Layton house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$154

Great rentals within 20 miles that match your search

Price per night from

$119

VACA COVE Waterfront Vacation Home B Sleeps 10 4BR Pool Hot-Tub Dock Family Fun!

Marathon Shores house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 2 hours 22 minutes

Price per night from

$661

Paradise at Islamorada

Islamorada townhouse

2 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$166

Luxury condo overlooking harbor with ocean view

Islamorada condo

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 49 minutes

Price per night from

$320

Luxurious Anglers Reef with Boat Slip, Pool, Ocean

Islamorada house

2 bedrooms / 3 bathrooms / sleeps 5

“A perfect retreat! Every need anticipated.” Anglers Reef is the ideal spot for a truly relaxing and enjoyable holiday. The owner was so helpful prior to our arrival that we were able settle into our vacation home immediately. It was spotless and everything we needed was at our fingertips. The grounds, pool, and ocean-side location were everything we'd hoped for. As we were travelling with a baby, we were naturally a bit anxious regarding managing the demands of caring for an infant in a new location. As a high chair and travel crib were already set up for us on arrival, as well a high quality food blender in the kitchen, we were able to proceed with a perfectly restful and fun holiday. The home is beautifully and tastefully decorated which only added to our a+ vacation. Attention to details like extra large plush beach towels, recommendations for enjoying The Keys, where to go shopping, plenty of dishes, cookware & utensils all added to our enjoyment. We look forward to returning to anglers Reef, especially when we need to get away from the winter - which seemed to be endless this year! Thanks again for making us feel so welcome.

Responds fast! avg. 59 minutes

Price per night from

$408

8c, Efficiency located 50 yards from Ocean

Marathon studio

Studio / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 8 minutes

Price per night from

$196

LUXURY KEYS HOME IN PARADISE-106 ANGLERS REEF

Islamorada villa

2 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$332

Sandy Shore Place 100' Dock, Pool, Kayaks,Sleep 10

Marathon house

4 bedrooms / 2 bathrooms / sleeps 10

“Everything we hoped for!” Service was great, from booking, until the finish of our stay. Place was clean, a little worn, but clean. Our favorite things included the location, right on the beach, and easy access to anything, like stores, restaurants, churches, airport, etc... It is private. The least thing we liked is after a storm the grass all came in and covered the water, but not much can be done about that. We are definitely intending to book again next year. Thank you for a great vacation!

Price per night from

$475

Gulf View Three - 3 bedroom, 3 bathroom, Gulf Side

Marathon house

3 bedrooms / 3 bathrooms / sleeps 8

“Paradise Getaway...” My Husband and I were more than thrilled to take our vacation at the Fisherman's Haven with Dock. Right on the inlet he was able to fish and enjoy the beautiful scenery Fishing license was easy to obtain from the local Kmart just south. We were able to grill out and enjoy eating outside or dine in the beautiful and very accommodating Kitchen which was fully stocked with more than one could need. Everything was very clean.! Having a washing machine was perfect. Beds very comfortable also. We were able to drive to various Keys and enjoyed Key West so much we went twice. Thank You Rent my Island for an a+ and 5 star *** Experience!!! Ps Sharky"s just south on a! has .25 wings and shrimp from 4-6! We will definitely come back!

Price per night from

$441

Islamorada Oceanfront Home In Anglers Reef Ocean Views, Dock, Comm Pool & Beach

Islamorada house

2 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$544

4BR Waterfront Retreat-Tiki-Jacuzzi-Dock

Marathon Shores house

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$389

100' Private Beach Front Ocean Front Estate

Islamorada house

4 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 1 hour 52 minutes

Price per night from

$1,072

***NEW 3D Tour Indigo Reef Luxury Villa Exquisite "Latitude Adjustment"! #33

Marathon villa

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 39 minutes

Price per night from

$232

Forever Sunset 5bed/3bath open water views with pool & dockage

Marathon house

5 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 8 minutes

Price per night from

$642

Mile Marker 87 - Mina Bay - Oceanfront "Million Dollar View"

Islamorada townhouse

2 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$159

Unit 10, Furnished Studio located 50 yards from ocean

Grassy Key apartment

/ 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 8 minutes

Price per night from

$209

Oceanside retreat , in minutes you can be fishing

Marathon Shores house

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$305

Paradise

Key Colony Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$250

Newly refinished condo open water views very nice

Islamorada condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 38 minutes

Price per night from

$171

Islamorada Waterfront Paradise Getaway!

Islamorada house

1 bedroom / 1 bathroom / sleeps 2

“AMAZING!!!!!!!” Ewa and Peter were incredible hosts at this beautiful property. We felt right at home immediately and had so many activities to do plus Ewa and Peter had loads of great tips when we asked. The studio was so well stocked with all the essentials and then even the ones you forgot! It was wonderful to see a manatee swim up past the dock our first morning there. A very magical spot with generous hosts. It had everything we wanted and then some. After a week there and driving around the whole Keys it was 100% the most perfect choice for us. I miss those hammocks!

Responds fast! avg. 1 hour 41 minutes

Price per night from

$268

Sombrero Beach, canal front home with pool!

Marathon house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 46 minutes

Price per night from

$477

Twin Dolphins on Shelter Bay

Key Colony Beach house

6 bedrooms / 5 bathrooms / sleeps 14

“Better than the pictures!” Vrbo from Homeaway You Have a Review! A new review has been submitted for your property and will be automatically posted within 2 days. The review is displayed at the bottom of this message. We encourage you to submit an owner response to all reviews which will be displayed with the review on the website. Responding to a review gives you an opportunity to make additional comments about your property. Respond Now Review #5651360 Great vacation! I wanted to send an email thanking you and you staff for the help in making this rental possible. We had a wonderful time and the place was amazing. The pictures and description of the place on the website are great but the house is so much more than was described. It was a really big part in making the trip we had amazing. Thank you again for all of your help. We will definitely be going back and hope to be able to use your company in making it happen again. I can't thank you enough. We are still talking about the great time we had and how great he place was. Erik

Price per night from

$445

Kokomo Cove Boat House

Marathon house

2 bedrooms / 2 bathrooms / sleeps 8

“Boat ramp and beautiful pool in the heart of the Keys” We wanted a house on a canal in the Marathon area, where we have been vacationing for years. This house had its own boat ramp, so we rented kayaks for a week and launched effortlessly right on site. The pool is lovely and relaxing. The house is well equipped and centrally located so trips up to Key Largo and down to Key West are quick.

Price per night from

$260

Viewing 38 of 414
rentals in Long Key

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Top Destination reviews

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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