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House vacation rentals in Lower Sugarloaf Key

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Popular amenities for Lower Sugarloaf Key house rentals

House rentals with a pool

Top guest favorite
Home in Marathon
4.99 out of 5 average rating, 130 reviews

Sea Ray Cove, Mini Lobster week NOW OPEN!

NicholasRating, 5 stars1 month ago
We had a wonderful time. The house was comfortable, and the amenities such as the pool and grill added to the experience. The location, specifically the proximity to the beach, made this house the perfect property in Marathon. Would gladly stay again!
Superhost
Home in Key West
5 out of 5 average rating, 3 reviews

3 BR 2BA + Private Pool + Waterfront

DavidRating, 5 stars1 month ago
Amazing oasis from the cold up north and from the bustle of town when you need a peaceful moment by the pool. The outdoor kitchen is incredible and the boat dockage is great.
Superhost
Home in Marathon
5 out of 5 average rating, 18 reviews

W09 - New Luxury Property! Breathtaking Canal Fron

KImRating, 5 stars2 months ago
This was our 2nd stay at the house it a big and nice for our group! Just needs a little update and some extra kitchen towels which we did get just little stuff. But for the most part we had a wonderful trip 😊
Guest favorite
Home in Key Largo
4.94 out of 5 average rating, 66 reviews

Casa Solaris | Key Largo home with Private Pool!

AllisonRating, 5 stars1 week ago
Had a great time and the house was perfect for our group!
Superhost
Home in Key West
4.82 out of 5 average rating, 57 reviews

Downtown Paradise

Jon & ElizabethRating, 5 stars3 weeks ago
The place is great. I recommend it. Just a few steps off Duval. Far enough south on Duval to be peaceful relaxation. But far enough North to be right in the thick of things and walk to the warf.
Superhost
Home in Key Largo
4.86 out of 5 average rating, 100 reviews

Cary’s Oceanside

KrissieRating, 5 stars2 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 Summerland Key
4.88 out of 5 average rating, 33 reviews

Pelico Palms Sunset Suites

AndyRating, 5 stars2 weeks ago
I had an excellent stay at this apartment last weekend. The place is just like the photos: very beautiful, comfortable, and with a warm atmosphere that makes you feel at home right away. Everything was spotlessly clean and well maintained. The location is perfect for relaxing and disconnecting, and the peaceful surroundings made my experience even better. The hosts were super attentive and friendly, always available for anything I needed. I would definitely recommend this place to other guests, and I’d love to come back. Thank you for such a lovely stay!
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.

Weekly house rentals

Superhost
Home in Cudjoe Key
4.84 out of 5 average rating, 50 reviews

Keys getaway

ElizabethRating, 5 stars3 weeks ago
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!
Superhost
Home in Key Colony Beach
4.74 out of 5 average rating, 23 reviews

Private Beach, Deep Water Dockage, Cabana Club

GregRating, 5 stars8 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 stars3 weeks 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.
Top guest favorite
Home in Marathon
5 out of 5 average rating, 40 reviews

Yellowtail Getaway with Boat Dock and Pool 2

HopeRating, 5 stars2 weeks 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 favorite
Home in Marathon
4.91 out of 5 average rating, 68 reviews

Blue Ocean Bungalow Spring discounts-NOW available

HixRating, 5 stars3 weeks 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 favorite
Home in Key Colony Beach
4.91 out of 5 average rating, 134 reviews

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

MelissaRating, 5 stars2 weeks ago
Had a wonderful, peaceful stay. We fished off the dock area, enjoyed time at the cabana, walked every morning enjoying the views and participated in the sunset community almost every night at the park! Great vacation for our multigenerational needs!
Guest favorite
Home in Key West
4.83 out of 5 average rating, 63 reviews

Historic Key West - Turtle House - Sleeps 6

ShereenRating, 5 stars1 month ago
Stevens place was amazing!! Highly recommend it and would definitely come back again! It's absolutely gorgeous outside by the pools and hot tub. We loved all the Hens and Roosters that visited us everyday. Stevens place is clean and comfortable and walkabe distance to many restaurants and Duval street. It's very close to several beaches too.
Superhost
Home in Cudjoe Key
4.87 out of 5 average rating, 101 reviews

Island Oasis ~ YOUR Paradise Awaits!

PamRating, 5 stars1 week ago
As soon as we walked in we felt right at home. We were celebrating my 65th bday week.Bonnie even had me a bday cake in the freezer .Power was destined to be out for several hours one day they brought us a small plug and play generator to run coffee pot hair dryer etc. My only disappointment was we could not use the Kayak's due to the sludge in the canal. That was not any fault of Bonnie or Joe's just mother nature. We had the pleasure of meeting the awesome host and hostess very nice people indeed. Loved their home and hospitality. If we ever come back will stay here again. Very comfortable bed. Clean and comfortable very relaxing.Nice resort and amenities very nice pool.

Private house rentals

Superhost
Home in Key West
4.86 out of 5 average rating, 58 reviews

Key West Paradise

EmilyRating, 5 stars2 weeks ago
Great location. Close to Key West without being down in all the chaos the entire time. Lived that CVS, Roostica (good Italian and pizza) and a delicious French bakery were all within walking distance.
Guest favorite
Home in Marathon
5 out of 5 average rating, 17 reviews

Seaside Sunrise. Newly remodeled waterfront

JonathynRating, 5 stars1 month ago
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.
Guest favorite
Home in Marathon
4.92 out of 5 average rating, 135 reviews

Marathon Star - home with hot tub

RandallRating, 5 stars2 months ago
Cecilia’s place was just wonderful! Amenities abounded. Spotless. Being close to mile marker 50, it was the halfway point in the Keys and easy to get anywhere. Beaches close by. Highly recommend!
Guest favorite
Home in Marathon
4.98 out of 5 average rating, 90 reviews

4BR 3B, Heated Pool & Spa, 60' Dock

ChrisRating, 5 stars3 weeks ago
We had a great time. Pool and spa was great. Caught fish of the dock great spot for the boat and easy access to the ocean!
Guest favorite
Home in Key Colony Beach
4.94 out of 5 average rating, 49 reviews

Waterfront House - 30' Dock & Pool & Cabana Club

LauraRating, 5 stars3 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 favorite
Home in Key Colony Beach
4.94 out of 5 average rating, 109 reviews

Waterfront Home 37.5-ft dock, Cabana Club Included

PatRating, 5 stars3 weeks ago
We have done many AIRBNBS and this was what we expected. Extremely clean, and everything that was advertised. The location was perfect, and close to many local restaurants that we enjoyed. Would consider going back and would highly recommend it to anyone who hasn't been in the area before.
Guest favorite
Home in Marathon
4.96 out of 5 average rating, 68 reviews

Private 174ft Dock, Boat Launch, Sombrero Beach

ChrisRating, 5 stars1 month ago
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.
Superhost
Home in Marathon
4.93 out of 5 average rating, 29 reviews

Serenity Bay Estate-FL Keys Best Kept Secret! Beau

JerrieRating, 5 stars4 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!!!!

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