House holiday rentals in Lower Sugarloaf Key

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Popular amenities for Lower Sugarloaf Key house rentals

House rentals with a pool

Top Guest favourite
Home in Marathon
4.99 out of 5 average rating, 133 reviews

Sea Ray Cove, Mini Lobster week NOW OPEN!

MauraRating, 5 stars3 days ago
We had an incredible week at Eddie’s place! The listing description and pictures matched our experience. Our favorite places to hang out were the screened in area, Tiki Hut, and by the dock. We fished off the dock daily and caught a great number of fish! We were also visited by a manatee. Eddie’s place is easily walkable to Sombrero Beach. The kitchen was well stocked and had everything we needed! We truly enjoyed this beautiful spot and would definitely book again on a future stay!
Superhost
Home in Key West
4.6 out of 5 average rating, 5 reviews

Coastal Comfort; Waterfront Luxury Home with priva

JayRating, 5 stars18 months ago
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
Guest favourite
Home in Marathon
4.89 out of 5 average rating, 63 reviews

Beautiful Beachfront Villa w/ Pool/Tiki/Dock

BarbaraRating, 5 stars3 weeks ago
You won’t find a better set up than this with family. Playground, beach, pool , sidewalks for walking everywhere, and great kayaking area as well. And the owner makes sure his guests have all they need.
Guest favourite
Home in Key Largo
4.94 out of 5 average rating, 70 reviews

Casa Solaris | Key Largo home with Private Pool!

JessicaRating, 5 stars2 days ago
My family had a wedding in Key Largo and wanted a nice space to hold 6 people with a private pool. This place matched our needs perfectly! It's incredibly spacious, has amazing amenities and of course had the most beautiful pool and spa. I loved how there was a separate downstairs area with a kitchenette so my husband and I could have extra space as well. It was also close distance to restaurants and grocery stores. Sean always answered quickly and offered help if we ever needed it. It was the perfect house for our little getaway.
Superhost
Home in Key Largo
4.86 out of 5 average rating, 100 reviews

Cary’s Oceanside

KrissieRating, 5 stars3 months ago
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.
Superhost
Home in Islamorada
4.86 out of 5 average rating, 7 reviews

Venetian Tropics private heated pool at 82 degrees

JessicaRating, 5 stars7 months ago
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.
Top Guest favourite
Home in Key Colony Beach
5 out of 5 average rating, 83 reviews

“La casa azul” step 3’ to a private pool

KarenRating, 5 stars3 weeks ago
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!
Superhost
Home in Key Colony Beach
4.83 out of 5 average rating, 12 reviews

P22 - Updated 3 bedroom 2 bath duplex with private

BrittanyRating, 5 stars31 months ago
We had six adults in our group and the house was a perfect location to go out fishing or to the beach. The house was well stocked and with plenty of linens and beach towels. We rented a boat for three days from Tropical boat rentals and the canal location made fishing super easy. Access to the ocean or the bay was convenient. We even caught several fish in the canal. We saw manatees, sharks, manna rays and tons of fish while enjoying the swimming pool. We can’t wait to make a return trip.

Weekly house rentals

Superhost
Home in Cudjoe Key
4.84 out of 5 average rating, 51 reviews

Keys getaway

JamiRating, 5 stars2 weeks ago
We were there to celebrate my husband's 50th birthday. The master bed, pillows and linens were very comfortable. The screened in porch with plenty of comfortable seating was our favorite amenity of the property. We hope to rent there again when we are back in the area. Very comfortable and very clean. 😁
Superhost
Home in Key Colony Beach
4.74 out of 5 average rating, 23 reviews

Private Beach, Deep Water Dockage, Cabana Club

GregRating, 5 stars9 months ago
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!
Superhost
Home in Key West
4.71 out of 5 average rating, 7 reviews

Serene Lily~ Luxurious 2 bed, 2.5 bath home

RoyRating, 5 stars1 month ago
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.
Guest favourite
Home in Marathon
5 out of 5 average rating, 40 reviews

Yellowtail Getaway with Boat Dock and Pool 2

HopeRating, 5 stars1 month ago
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.
Guest favourite
Home in Marathon
4.91 out of 5 average rating, 69 reviews

Blue Ocean Bungalow Spring discounts-NOW available

HixRating, 5 stars1 month ago
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
Guest favourite
Home in Key Colony Beach
4.91 out of 5 average rating, 135 reviews

The Snapper House 3/2.5 45' dock sleeps 8+ pets OK

NicoleRating, 5 stars1 week ago
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.
Superhost
Home in Cudjoe Key
4.87 out of 5 average rating, 104 reviews

Island Oasis ~ YOUR Paradise Awaits!

AbbyRating, 5 stars3 weeks ago
Bonnie was a nice, responsive host and even brought us additional kayaks to use. We had a great stay!
Top Guest favourite
Home in Marathon
5 out of 5 average rating, 114 reviews

Waterfront Oceanside, 60 Ft Dock, As seen on HGTV

LaurenRating, 5 stars1 month ago
We had a wonderful time staying at Tim’s place! He was an excellent host who was always available if I had a question. The house is in a beautiful location. We enjoyed sitting on and fishing off the dock. The house had everything we needed for a fantastic stay and a very enjoyable vacation. I can’t say enough good things about our experience at the home. We were able to meet Tim and he was a lovely host. Thank you for a great vacation! We hope to come back in the future!

Private house rentals

Superhost
Home in Key West
4.87 out of 5 average rating, 61 reviews

Key West Paradise

BryanRating, 5 stars1 week ago
Very convenient location for our scheduled golf outing and fishing trips! Just a short distance to old town KW for all the crazy fun, which meant we got to leave the noise behind when we were ready to relax and just spend time with the family on the large back porch and the pool. The place was very clean and felt like home to us for the week that we spent there. Thank you to Sharon for everything.....my entire family is already asking when are we coming back!!!!
Guest favourite
Home in Marathon
4.92 out of 5 average rating, 136 reviews

Marathon Star - home with hot tub

MichaelRating, 5 stars3 weeks ago
good location, clean and quiet. Close to shopping and restaurants and attractions.
Top Guest favourite
Home in Key Largo
4.91 out of 5 average rating, 168 reviews

Blue House Marine in Key Largo

CharlieRating, 5 stars1 week ago
We had a Great stay ! Location was perfect for our dive plans ! Also a wonderful restaurant just around the corner for an easy walk
Guest favourite
Home in Key Colony Beach
4.94 out of 5 average rating, 49 reviews

Waterfront House - 30' Dock & Pool at Cabana Club

LauraRating, 5 stars4 months ago
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!!
Guest favourite
Home in Key Colony Beach
4.95 out of 5 average rating, 112 reviews

Waterfront Home 37.5-ft dock, Cabana Club Included

JessRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Marathon
4.97 out of 5 average rating, 58 reviews

Paradise Ocean Front 4/3Home Heated Pool

DustinRating, 5 stars4 weeks ago
Great place to stay! I would come back. was hoping to see manatees but you can't control nature. Great set up for. families with kids.
Superhost
Home in Marathon
4.93 out of 5 average rating, 29 reviews

Serenity Bay Estate-FL Keys Best Kept Secret! Beau

JerrieRating, 5 stars5 months ago
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!!!!
Top Guest favourite
Home in Key Largo
4.89 out of 5 average rating, 123 reviews

Paradise Palace 3/3 Waterfront Pool Kayak 60' Dock

NathanRating, 5 stars1 week ago
We had a great time visiting the FL keys and staying on Mangrove lane. It was awesome hanging on the dock, using the pool, fishing, and catching the sunsets each night. We also really enjoyed having the screened in porch upstairs and spent our breakfasts and night cap cocktails out there. Great spot on a private street! Looking forward to coming back in the future.

Destinations to explore