
House vacation rentals in Sugarloaf Key
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Top-rated house rentals in Sugarloaf Key
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Popular amenities for Sugarloaf Key house rentals
House rentals with a pool

Sea Ray Cove, Mini Lobster week NOW OPEN!
We had a great time during our one week stay. The location was perfect! Easy walk to the beach and beautiful canal views. We loved our visits from the manatee! We spent our days outside exploring the Keys and it was lovely to return each evening to this great house. We grilled dinners and enjoyed meals on the screened porch. Sunrise over the canal was gorgeous. We were sad to leave!

Coastal Comfort; Waterfront Luxury Home with priva
We all loved the house. Plenty of space, the outdoor patios were a daily hangout, the views were great, what's not to love. The maintenance of the house itself was excellent and it didn't feel like a "rental". Well decorated, not worn down, a bathroom for everyone, it was great. We rented a golf cart to get back and forth from town which was very easy and barely a ten minute drive. We did have a small issue with the pool while there, which apparently is very unusual. It is Key West so it took a few days to get the parts needed. However, Javier was always easy to reach and while he did eventually fix it it was his 'out of the box' thinking and communication on everything that was superbly professional. I understand he manages several properties and we would gladly stay at any of them. With an AirBNB, if something goes wrong and you're far from home all you have to rely on is the owner/manager and you are in excellent hands with Javier. A++ on customer service

Casa Solaris | Key Largo home with Private Pool!
I am typically not an Airbnb person, as I prefer a hotel. This home was better than any resort we could’ve stayed at. Check in was simple. The home was beautiful. The location was perfect. Our favorite part was the second space that was separate from the main house. We are a family of four (mom, dad and two kids) who were traveling with my sister. She was able to have her own space with a private bathroom and entrance and could “go home” when the craziness of two kids was enough. Both units were adequately stocked with towels and linens. The kitchens had anything you could need including coffee maker, blender, toaster, pots and pans. The pool and hot tub were incredible! So much so, that we took two full days and only left for dinner! Sean and Denise were great hosts and super responsive! We will be back.

Cary’s Oceanside
We had a great time at Cary’s Oceanside! Beautiful location, beautiful and comfortable accommodations! Maria was very helpful and responsive with our questions. We really enjoyed the pool and outdoor area.

Serenity Bay Estate-FL Keys Best Kept Secret! Beau
Stunning location, very comfortable with plenty of space for 10 people. When we arrived we never felt like leaving. Beautiful pool and hot tub surrounded by palm trees, sandy area with great fire pit, gorgeous outdoor eating area and kayaks to drop from pier. Very private location with spectacular sunsets! Fabulous!!!!

Pelico Palms Sunset Suites
fantastic cottage and pool with plenty of privacy, close to the water. basically 3 master suites with adjoining bathrooms, one living area and a kitchen. really big pool deck with seating and cornhole, Webber grill and outdoor dining table. (bring bug spray). we had a great time, close to key West and Bahia Honda, a great cottage!

Venetian Tropics private heated pool at 82 degrees
I’d like to start this review with JoAn is amazing and super responsive. If you need anything, she will ensure that you will get it. This house is the epitome of what you would expect for a Florida keys home. If you’re looking for a house with a lot of character, in a phenomenal location for Atlantic access and fuel, this is the place. We throughly enjoyed our time staying here and will be back next year. The pool was nice to get into after diving every day, there was a fresh water hose on the dock, a freshwater outside shower and even a fish cleaning station. There is a deep freezer for ice and a tiki bar outside with a sink. Couldn’t be any happier with the house or the host. Thanks again JoAn for letting us use your house.

“La casa azul” step 3’ to a private pool
We throughly enjoyed our stay. We especially loved the private pool and watching the wildlife and boaters in the canal. It was very relaxing and the Florida spring weather was awesome!
Weekly house rentals

Keys getaway
House was perfect for my family of 3- including my 15 month old. There was some trouble with the AC thermostat at first but Jana was very responsive and immediately took care of it. We walked to Morning Joint and My New Joint/Square Grouper. My son loved the pool. All neighbors were super friendly, as well as security guards. The grill was perfect for dinner at home one night and the kitchen was fully stocked!

Private Beach, Deep Water Dockage, Cabana Club
Roberto is by far the most thorough and conscientious host. We were so pleased with our accommodations and immediately felt at home. The use of The Cabana Club was a real bonus on the hottest days. Will most certainly return to Marathon!

Serene Lily~ Luxurious 2 bed, 2.5 bath home
Beautiful home and we enjoyed our stay. We felt right at home and the pool was a nice walk. The kitchen had anything you would need to make a meal. We will definitely come back again. Thank you.

Yellowtail Getaway with Boat Dock and Pool 2
We absolutely loved the place , it was spacious , clean and had all the extras you would need. So convenient with the boat dick and loved having the pool. Would definitely return.

Blue Ocean Bungalow Spring discounts-NOW available
The house was really nice, clean and a real home away from home. It accommodated my family of 5 with 3 bedrooms and 3 baths. It was located on a canal where we were able to enjoy the manatees and pelicans. It was centrally located and only a short distance from the beaches, snorkeling, wind surfing and excellent restaurants. We will definitely stay again if we visit the keys

The Snapper House 3/2.5 45' dock sleeps 8+ pets OK
We didn't know anything about Key Colony so based our reservation strictly on reviews and price. Well worth every penny that was spent. What a wonderful tropical getaway! Can't wait to visit the Keys again with my 4 children and husband. If you're looking for a great place to spread out and enjoy family this should be your rental.

Island Oasis ~ YOUR Paradise Awaits!
Bonnie was a nice, responsive host and even brought us additional kayaks to use. We had a great stay!

Carysfort Reef Light Suite
Can’t say enough about how much we enjoyed our stay!! I’ve stayed in 50 plus AirBnB as I travel for work (This one was vacation) and don’t like staying in hotels. This unit is hands down the most equipped AirBnB I’ve ever stay at in all my travels. Well done. The hosts were super responsive to a few questions I had throughout the week and very helpful. It is beautifully appointed and decorated also it couldn’t be in a better spot if you ask me. We are already looking into our next stay. 10/10
Private house rentals

Key West Paradise
Sharon was an excellent host that answered any of our questions promptly. The place was even better than what the photos showed. Comfortable enough for 7 people to stay for a long weekend. We didn't use the pool, but it was nice to have the option. Easy to get into the gated community, and we didn't struggle to find parking with our rental car. Easy to get to many different popular spots around Key West with rideshare. Convenient to have some convenience stores like CVS within walking distance, and a Publix not too far via car. Only thing I would improve is having more toilet paper and hand soap refills in each bathroom, especially with 7 people staying over a long weekend.

Seaside Sunrise. Newly remodeled waterfront
Everything was excellent. Only complaint would be the bicycles. One bike was usable but the seat was loose and we didn’t have tools to fix it. The other adult bike’s chain was rusted so bad it wasn’t usable. We still had an excellent experience.

4BR 3B, Heated Pool & Spa, 60' Dock
Amazing house. Beautiful surroundings. Plenty of room for 3 families and kids. Everything we needed.

Waterfront House - 30' Dock & Pool at Cabana Club
We will be back! We loved it! Clean, comfortable with lots of room. We loved being able to keep our boat behind the house and the trailer in the driveway. We loved walking around Keys Colony. The Cabana Club and Sparkys Restaurant were both within walking distance. The kitchen had every gadget you could imagine. The dining table was perfect for dinners and card playing. The beds were comfy. No allergies whatsoever! Thank you so much!!

Waterfront Home 37.5-ft dock, Cabana Club Included
We loved our stay! The house was super clean and the back patio was beautiful. We loved the back canal area and saw lots of very cool wildlife and enjoyed fishing right there. Having the kayaks to use was also great. Beds were very comfy and the rooms were spacious. The house had everything we needed. We loved the key colony area. The cabana club was a great space and the house is in walking distance to Sunset Beach, which was beautiful. The whole area is super close to fun things to do and great restaurants. We would absolutely stay here again!

Casa Lago Mar 3/2 with Cabana Club Access
We loved staying at Melissa’s Airbnb. The neighborhood was nice and very walkable. Loved being right on the canal. The Cabana Club was great for kids with the pool and beachfront area. Marathon was a great Key to stay on with lots to do. The duplex was clean and beds were comfortable. Loved sitting out on the back porch in the morning with coffee. We would definitely recommend and would love to come back someday.

Private 174ft Dock, Boat Launch, Sombrero Beach
We had a great stay here, beds were comfortable and bathrooms were clean. Kids loved fishing off the dock - although the boat ramp was unavailable, we were able to use the ramp at the marina down the block ($30 each drop). Hosts were easy to communicate with and very helpful when we had a question. Wed definitely stay here again next time in Marathon.

Key Colony Beach Waterfront 321
Great place right in the heart of Key Colony. House had all we needed and more to make our 8 day stay comfortable. Great boat dock with plenty of room for 2 31 ft boats.
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