Updating...
Match: Rental types
All filters matchPrice per night from
$224

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 30 minutes
Match: Rental types
All filters matchPrice per night from
$271

“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.
Match: Rental types
All filters matchPrice per night from
$430

Waterfront luxury Villa (42) with sunset views and boat slip
Marathon villa
- 3 bedrooms
- 3 bathrooms
- sleeps 6
Responds fast! avg. 1 hour 30 minutes
Match: Rental types
All filters matchPrice per night from
$300
Waterfront luxury Villa (34) with sunset views and boat slip
Marathon villa
- 3 bedrooms
- 3 bathrooms
- sleeps 6
Responds fast! avg. 1 hour 30 minutes
Match: Rental types
All filters matchPrice per night from
$271
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 30 minutes
Match: Rental types
All filters matchPrice per night from
$271
Match: Rental types
All filters matchPrice per night from
$430
“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.
Match: Rental types
All filters matchPrice per night from
$430
Match: Rental types
All filters matchPrice per night from
$573
Match: Rental types
All filters matchPrice per night from
$355
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 30 minutes
Match: Rental types
All filters matchPrice per night from
$271
“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.
Match: Rental types
All filters matchPrice per night from
$214
Waterfront luxury Villa (60) with sunset views and boat slip
Marathon villa
- 3 bedrooms
- 3 bathrooms
- sleeps 6
Responds fast! avg. 1 hour 30 minutes
Match: Rental types
All filters matchPrice per night from
$271
Waterfront luxury Villa (30) with sunset views and boat slip
Marathon villa
- 3 bedrooms
- 3 bathrooms
- sleeps 8
Responds fast! avg. 1 hour 30 minutes
Match: Rental types
All filters matchPrice per night from
$271
2 BEDROOM 2 1/2 BATH VILLA WITH PRIVATE PATIO AND PLUNGE POOL
Duck Key villa
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 1 hour 26 minutes
Match: Rental types
All filters matchPrice per night from
$338
LICENSED MANAGER - MODERN 4/3.5 VILLA - AREA'S MOST LUXURIOUS 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.
Match: Rental types
All filters matchPrice per night from
$487
LICENSED MANAGER - MODERN 2/2 VILLA - OCEANFRONT BEACH RESORT & MARINA!
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!
Match: Rental types
All filters matchPrice per night from
$224
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 30 minutes
Match: Rental types
All filters matchPrice per night from
$271
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 30 minutes
Match: Rental types
All filters matchPrice per night from
$271
LICENSED MANAGER - MODERN 3/3.5 VILLA - AREA'S MOST LUXURIOUS 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.
Match: Rental types
All filters matchPrice per night from
$430
Paradise Found - Sandy Beach, Beachside Bar, Great Views, And Dock
Islamorada villa
- 3 bedrooms
- 3 bathrooms
- sleeps 6
Match: Rental types
All filters matchPrice per night from
$1,146
LICENSED MGER - REMODELED 3/3.5 VILLA! AREA'S MOST LUXURIOUS OCEANFRONT RESORT!
Key Largo villa
- 3 bedrooms
- 4 bathrooms
- sleeps 8
Match: Rental types
All filters matchPrice per night from
$441
Match: Rental types
All filters matchPrice per night from
$205
Price per night from
$315
Bayview Villa Vacation Home Rental Bayside Sunset Cove Access *Renovated 2020*
Key Largo villa
- 2 bedrooms
- 2 bathrooms
- sleeps 6
“Beautiful property” This place is way nicer then the pictures. The property itself is breathtaking and its right on the water with a beautiful deck. I love that we had access to kayaks whenever we wanted. No one else but our party was there. The house seemed pretty clean but I wish it had a quick sweep again before we got there. The barstools had lots of dead flies. Which is weird because we didn’t have any flies around even while cooking outside. I loved that we could fish right off the deck. Just wished there was a pipe outside to wash up before going in. It’s definitely heaven, I woke up at 6 one day and enjoyed the sunrise n watching Dolfins and manitees. I would definitely stay here again.
Match: Rental types
All filters matchPrice per night from
$229
6 bedroom Duval Street Compound - Pool, Hot Tub, 2 parking spots - A++ Location
Key West villa
- 6 bedrooms
- 7 bathrooms
- sleeps 16
Match: Rental types
All filters matchPrice per night from
$2,005
the private and secluded PENINSULARHOUSE AKA THE TREEHOUSEin Marathon.
Marathon villa
- 3 bedrooms
- 3 bathrooms
- sleeps 8
“Nice get away” Beautiful and relaxing. Did alot of snorkeling right off the deck. Enjoyed the paddle boats and the kayaks. When we make it down that way again I would definitely stay here.
Match: Rental types
All filters matchPrice per night from
$344
Key Largo Ocean Front Villa with Dock and Incredible views
Key Largo villa
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 2 hours 34 minutes
Match: Rental types
All filters matchPrice per night from
$573
Luxury Oceanview Pool Eco-friendly Villa Near Key West
Summerland Key villa
- 4 bedrooms
- 2 bathrooms
- sleeps 10
Match: Rental types
All filters matchPrice per night from
$871
Waterfront Luxury Villa (62) with sunset views and boat slip
Marathon villa
- 3 bedrooms
- 4 bathrooms
- sleeps 6
Responds fast! avg. 1 hour 30 minutes
Match: Rental types
All filters matchPrice per night from
$722
Key Lime Cottage - Beautiful Duck Key House W/ Private Dip Pool & Water Views
Marathon villa
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Match: Rental types
All filters matchPrice per night from
$179
Match: Rental types
All filters matchPrice per night from
$1,661
Responds fast! avg. 27 minutes
Match: Rental types
All filters matchPrice per night from
$344
New Listing! Gone Coastal-Waterfront Bring Your Boat! Cabana Club Membership
Key Colony Beach villa
- 2 bedrooms
- 2 bathrooms
- sleeps 5
Match: Rental types
All filters matchPrice per night from
$217
Price per night from
$315
INCREDIBLE 3 BED HOME IN PORTO LARGO w FREE DOCKAGE! AVAILABLE THIS WINTER!!
Tavernier villa
- 3 bedrooms
- 3 bathrooms
- sleeps 6
Match: Rental types
All filters matchPrice per night from
$366
Amazing Sunsets from your private pool, sundeck and ocean access dock.
Marathon Shores villa
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Match: Rental types
All filters matchPrice per night from
$320