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55 villas

Bayside 3BR/3BA w/ Heated Pool, Dock Access, Rooftop Terrace & Stunning View

Marathon villa

3 bedrooms / 3 bathrooms / sleeps 8

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$117

Dream Escape in Islamorada at Anglers Reef

Islamorada villa

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 11 minutes

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$286

Indigo Reef, 32' dock, Marathon FL

Marathon villa

3 bedrooms / 3 bathrooms / sleeps 6

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$344

A quiet spot in paradise close to fishing with dockage included (#4)

Conch Key villa

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 3 hours 4 minutes

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$189

Best Kept Secret,Port Largo Villas In Key Largo,FL

Key Largo villa

2 bedrooms / 2 bathrooms / sleeps 6

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$212

Waterfront luxury Villa (54) with sunset views and boat slip

Marathon villa

3 bedrooms / 3 bathrooms / sleeps 8

“Beautiful condo in a beautiful setting” Sitting on the front porch watching the sunset was one of the highlights of the trip. And the pool was the best we've ever swam in.

Responds fast! avg. 1 hour 38 minutes

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$315

LITTLE BAY - Upper Duplex

Islamorada villa

2 bedrooms / 2 bathrooms / sleeps 6

“Classic Islamorada - Amazing Property” Little Bay was a perfect property for us! The setting is idyllic and classic keys - Huge backyard on the Bay with excellent dock area, hammocks and view of the bay. Covered porch was the full width of the house and was a great place to hang out morning and evening. The property had everything that we needed, was centrally located and have plans to visit again! Service provided by rental agency was top notch and very attentive - they showed us around, accepted packages on our behalf and were friendly and helpful throughout our entire rental experience - from planning to checkout. This is definitely on our To Re-Do List.

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$393

Waterfront luxury Villa (42) with sunset views and boat slip

Marathon villa

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 38 minutes

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$315

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

Marathon villa

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 2 minutes

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$201

Waterfront luxury Villa (34) with sunset views and boat slip

Marathon villa

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 38 minutes

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$315

LITTLE BAY - Cottage

Islamorada villa

2 bedrooms / 2 bathrooms / sleeps 6

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$357

No dockage allowed. Florida Keys. Beautiful condo. Short walk to the beach area.

Islamorada villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 5 minutes

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$285

Island Retreat 2BR Waterfront Villa w/2 Balconies & Aquamarine Ocean Views

Duck Key villa

2 bedrooms / 1 bathroom / sleeps 6

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$135

LUXURY KEYS HOME IN PARADISE-106 ANGLERS REEF

Islamorada villa

2 bedrooms / 3 bathrooms / sleeps 6

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$320

Waterfront luxury Villa (51) with sunset views and boat slip

Marathon villa

3 bedrooms / 3 bathrooms / sleeps 6

“Relaxation” My finance and I stayed at the amazing Indigo Reef, unit 51. We choose Indigo Reef, primarily for the location. We love Marathon and desired to be close to all the fantastic restaurants and the lovely Sombrero Beach. We snorkeled for the day at the Sombrero Beach lighthouse (incredible - highly recommended)! Indigo Reef was lovely, quiet, family friendly, clean, and comfortable. The pool was a nice treat, after a long day in the sun. Unit 51 treated us very well. My fiance and I enjoyed the beautiful and very clean unit. The linens were clean and beds were very comfortable. We loved the outside balcony's and back patio view of the bay!! Our favorite space in the house was the outside patio; relaxing and watching the sun set. We captured beautiful photo's of orange/pink tints to the sky. Gorgeous! The unit was spacious enough to accommodate our friends traveling from Pgh, to spend a few nights, enjoying the keys with us! We visited Key West for the day (an hour drive). My communication with John Zito, prior to our stay, was simply fantastic. Thank you for allowing us to share this lovely place with our friends. Angela and Alex

Responds fast! avg. 1 hour 38 minutes

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$315

Waterfront luxury Villa (43) with sunset views and boat slip

Marathon villa

3 bedrooms / 3 bathrooms / sleeps 8

“Key West get away to Marathon” My now husband, two daughters, and myself decided to take a week during Spring Break to get out of Key West. We actually went to Marathon that week to get married! I search and searched for place. Mr. Zito was very quick to respond, very helpful, and pleasant. He even allowed us to take a drive up one day to see the villas. His wide was nice enough to show us around. When we stayed there is was very clean and in perfect condition for our arrival. I big thank you to the housekeepers! The full kitchen and grills outside allowed us to be able to grocery shop and not have to eat out every meal. A benefit when you have children! The location was very kid friendly. The sunsets were amazing! Everything was honestly perfect! We would take a monthly trip if we were able to!

Responds fast! avg. 1 hour 26 minutes

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$315

SUNSHINE PLACE

Islamorada villa

1 bedroom / 1 bathroom / sleeps 3

“a jewel worth the search” Dog friendly, spacious location for relaxing or as a base for exploring the upper/middle keys. The property is shoehorned between two resorts, but surprising quiet and even secluded, in a way. Plenty of people-watching available, but sunrise it's just you, the pelicans, warblers and ospreys. Yes, there is an active osprey nest over the driveway/parking area.

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$180

Licensed Manager W/10 Rentals Available - 3/3 Villa - OCEANFRONT BEACH RESORT!

Key Largo villa

3 bedrooms / 3 bathrooms / sleeps 8

“Key Largo vacation” I along with my group were very pleased with the accomodations and the location. Felt extremely safe with the gated community. Fernando was extremely friendly and helpful with prompt email replies to all questions. I have never stayed in such a rental property, but will cetainly do so in the future. It was wonderful to not have to eat out for all meals and all possible cooking utensils were available.

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$201

Beautiful Captain's Cove

Islamorada villa

3 bedrooms / 2 bathrooms / sleeps 6

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$373

Pirates Playground - Waterfront Villa on Duck Key!

Marathon villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 58 minutes

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$165

LITTLE BAY - Lower Duplex

Islamorada villa

2 bedrooms / 2 bathrooms / sleeps 6

“Beautiful House in the heart of Islamorada” My kids and I stayed on the property and rented the lower duplex. We had an amazing time and the dock for our boat was perfect. The kids and I went paddleboarding right off the back of our house and the dog also loved the large yard. The kids could snorkel right out back and it was located right next to everything. We never used our car to get around since we had the boat right in our back yard. We will most certainly be back.

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$393

Waterfront luxury Villa (60) with sunset views and boat slip

Marathon villa

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 38 minutes

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$315

Conch Key Villas Unit 2 Spectacular open water views!

Conch Key villa

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 3 hours 4 minutes

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$189

3BR/3BA w/ Rooftop Deck & Ocean View - Boat Dock, Access to Club Beach & Pool

Marathon villa

3 bedrooms / 3 bathrooms / sleeps 8

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$142

Waterfront luxury Villa (30) with sunset views and boat slip

Marathon villa

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 38 minutes

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$315

Licensed Manager W/10 Rentals Available - 4/3.5 Villa - #1 KL OCEANFRONT RESORT

Key Largo villa

4 bedrooms / 4 bathrooms / sleeps 10

“The most relax g vacation..Awesome” We stayed at Mariners Run Key Largo.the place was beautiful,clean, state of the art appliances.there was nothing Fernanado didn't think us. my entire family raved about the rental.the pool was beautiful .we had two adjoining townhouses so it work put perfect ,more than enough room.

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$373

Paradise in Islamorada at Anglers Reef

Islamorada villa

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 11 minutes

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$287

Licensed Manager W/10 Rentals Available - 2/2 Villa - OCEANFRONT BEACH RESORT!

Key Largo villa

2 bedrooms / 2 bathrooms / sleeps 6

“Nationals” Beautiful home with separate pool house. Imaculately decorated, awesome pool area, great location and wonderful owners. You can't go wrong with this unit!

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$155

FALL SPECIAL STAY 4 NIGHTS GET 5TH NIGHT FREE $225 NIGHTLY

Duck Key villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 42 minutes

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$258

Licensed Manager W/10 Rentals Available - 2/2 Suite - #1 KL OCEANFRONT RESORT!

Key Largo villa

2 bedrooms / 2 bathrooms / sleeps 6

“Beautiful condo in a great location” The Mariners Club has great potential. Jose made our stay as comfortable as possible with some great entertainment recommendations! Unfortunately not all the amenities listed were functional due to hurricane damage but we still had a great time. I would definitely come back to this location, but not until it was fixed up.

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$201

Waterfront luxury Villa (29) with sunset views and boat slip

Marathon villa

3 bedrooms / 3 bathrooms / sleeps 8

“WONDERFUL!!!!!!!” Everything at this unit was excellent! Clean upscale unit! We are going to rent next year and planning it already. Peaceful, beautiful & clean! We couldn't have asked for anything better! Unfortunately we had to depart 2 days early due to business emergency but we will be back next year!!

Responds fast! avg. 1 hour 26 minutes

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$315

Florida Keys, Marathon_March 30-April 6, 2019 (1 full week)

Lower Keys villa

2 bedrooms / 2 bathrooms / sleeps 6

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$425

4/3 VILLA~SLEEPS 10! PRIVATE POOL & DOCK ON CANAL~ BEACH~FISH CLEANING STATION

Marathon villa

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 3 hours 45 minutes

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$474

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

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$493

Southern Diversion Marathon see our spring special

Marathon villa

8 bedrooms / 5 bathrooms / sleeps 20

Responds fast! avg. 3 hours 8 minutes

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$2,045

Waterfront luxury Villa (59) with sunset views and boat slip

Marathon villa

3 bedrooms / 3 bathrooms / sleeps 6

“Awesome” Our stay at Indigo Reef was excellent. The unit is everything we hoped it would be. We would definitely return.

Responds fast! avg. 1 hour 38 minutes

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$315

Licensed Manager W/10 Rentals Available - 3/3.5 Villa - #1 KL OCEANFRONT RESORT!

Key Largo villa

3 bedrooms / 4 bathrooms / sleeps 8

“Wonderful family vacation!” We had a wonderful time in Key Largo staying in this beautiful townhouse. The house was very clean and looked exactly like it was advertised. We have two children ages 16 and 12, and it was very enjoyable with each of them being able to have their own bedroom and bathroom. The pools and hot tubs at this resort are absolutely beautiful. Also, there is a restaurant right next to the resort that has wonderful food and music. We would definitely stay here again and highly recommend it to others.

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$258

Dream Getaway in Islamorada at Anglers Reef

Islamorada villa

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 11 minutes

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Price per night from

$288

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