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, 128 reviews

Sea Ray Cove, 75' boat dock, 1 block from beach!

ToddRating, 5 stars3 weeks ago
Fantastic home, very comfortable, proximity to beach was great.Went to several parks close by that were clean and scenic.Pool was great to cool you off on a hot day.Lots of neat species in the canal.Had a visit from a Manatee right next to the boat area for a few days,which was a amazing experience.
Superhost
Home in Key West
5 out of 5 average rating, 3 reviews

3 BR 2BA + Private Pool + Waterfront

DavidRating, 5 stars1 week 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.
Guest favourite
Home in Marathon
4.89 out of 5 average rating, 62 reviews

Beautiful Beachfront Villa w/ Pool/Tiki/Dock

TinaRating, 5 stars1 month ago
We had a wonderful week. House was beautiful and pool was so relaxing. Loved the location. Ever was friendly and responsive for all questions we had. We would love to go back. 😊
Guest favourite
Home in Key Largo
4.94 out of 5 average rating, 62 reviews

Casa Solaris | Key Largo home with Private Pool!

LeviRating, 5 stars4 days ago
Excellent place to stay in Key Largo. Yet perfect location between Islamorada and Key Largo to make traveling to either a breeze. Kids loved the pool / hot tub combo, and the parents enjoyed having a deck with umbrella to enjoy at the same time. Accommodations were perfect for two small families to split, and yet have enough shared spaced for the group. Would definitely come back when traveling to the area again.
Superhost
Home in Key West
4.9 out of 5 average rating, 10 reviews

Southern Comfort: Luxury Waterfront Home with priv

HillaryRating, 5 stars2 months ago
House was clean, spacious, and as pictured. While it is near the Home Depot, there is plenty of foliage that is if completely obscured. The street was very peaceful and quiet. Lovely water views! Lots of Ubers available that arrived quickly - nothing in the island is more than 15 mins away!
Guest favourite
Home in Key Colony Beach
5 out of 5 average rating, 79 reviews

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

AnthonyRating, 5 stars1 month ago
We really enjoyed our stay at La Casa Azul. Key Colony beach is quiet and has lots to do. Being on the channel was fun, sitting in the pool and watching neighbors fish or the boats strolling by. The house was perfect and spacious for two and would be equally roomy for 4 (but we left the kids at home!) The host was extremely responsive and helpful throughout our stay and made us feel right at home. Thanks Janine!
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 stars29 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.
Superhost
Home in Summerland Key
5 out of 5 average rating, 10 reviews

Pelico Palm Villa

KellyRating, 5 stars11 months ago
This home was absolutely beautiful!! It was exactly what we had hoped for, We were a family of 4 with my husband and I, with are two sons, ages 17 & 20, plus ones girlfriend age 16. We wanted a nice family vacation without the spring break chaos & this was it! This home was so clean yet cozy, had all the necessities we needed, everyone had their own room and bathroom which was super!!! This home could definitely accomodate so many more if you wanted to do so. We were the only ones there at the time, so we had the pool area to ourselves which we loved sooooo much! We played bags by the pool daily, swam during day & at night. The home had a great deck with a wonderful grill, we made slushy drinks with the ninja blender, anything you wanted this place had! We traveled to Key West a couple times which was nice and close, about a 30 minute drive. All in all this place is top notch! Don't hesitate to book! It's worth it!! LOVED this Home!! & Nate was a spectacular host!!!

Weekly house rentals

Superhost
Home in Cudjoe Key
4.85 out of 5 average rating, 46 reviews

Keys getaway

ChuckRating, 5 stars1 day ago
Very nice place. Had everything we needed. Clean and well appointed space in a great location.
Superhost
Home in Key Colony Beach
4.74 out of 5 average rating, 23 reviews

Private Beach, Deep Water Dockage, Cabana Club

GregRating, 5 stars7 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!
Guest favourite
Home in Marathon
5 out of 5 average rating, 38 reviews

Yellowtail Getaway with Boat Dock and Pool 2

JohnRating, 5 stars1 month ago
We agree with all the other 5-star reviews. We had an awesome stay at the Yellowtail Retreat. Carlos was an awesome host and communication was exceptional. The house was one of the cleanest we’ve stayed at and had absolutely no issues. The beds were very comfortable, unlike many other rentals. Few houses on the canals have pools and even less have heated ones – this was a big bonus. Open water in Florida Bay is about a 2-minute boat ride and the industrial ice machine came in very handy. We didn’t use the detached Mother-in-Law room, but would be perfect for a couple or kids to have some privacy. Plenty of parking, TV’s all worked without issues and well-equipped kitchen. This was easily one of the best vacation rentals we’ve stayed at and would stay here again without hesitation if we visit Marathon again. Thanks Carlos!
Guest favourite
Home in Marathon
4.81 out of 5 average rating, 59 reviews

7 Mile Ocean Bliss

JenniferRating, 5 stars4 months ago
We had an amazing stay at this beautiful Airbnb in the Keys! The home was stunning, with all the amenities you could ask for, including a relaxing hot tub. The fishing right on the property made it even better – perfect for enjoying the local marine life. The host was incredibly accommodating and made sure we had everything we needed for a perfect getaway. Highly recommend this spot for anyone looking for a peaceful and fun escape!
Guest favourite
Home in Marathon
4.91 out of 5 average rating, 67 reviews

Blue Ocean Bungalow Spring discounts-NOW available

NicholeRating, 5 stars1 month ago
Stay was good…we were able to get to everything we wanted to do in 15-30 minutes; except the day we spent in key west. Place is close to beaches and lots of good restaurants. We had an almost 6 month old with us and the place allowed for her to have her own place to play and sleep which was important to us. We also saw manatees in the canal right in front of the house.
Superhost
Home in Tavernier
4.84 out of 5 average rating, 19 reviews

Waterfront Home Near Key Largo | Long-Term Stay

ChristopherRating, 5 stars2 months ago
My group and I had an amazing stay! Corey and Armando were amazing hosts; super responsive to any questions and flexible to my requests. They even provided great recommendations for things to do in the area. Home was beautiful and in a great area. I would definitely stay here again!
Guest favourite
Home in Key Colony Beach
4.92 out of 5 average rating, 132 reviews

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

AnneRating, 5 stars1 month ago
Looks just like the photo’s. Unfortunately weather was a little chilly the first couple of days. When it warmed up we enjoyed the local cabana club with the heated pool, beach and restaurants. The accommodations were spacious and clean.
Superhost
Home in Key West
4.82 out of 5 average rating, 62 reviews

Historic Key West - Turtle House - Sleeps 6

ShereenRating, 5 stars1 week 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.

Private house rentals

Superhost
Home in Key West
4.89 out of 5 average rating, 53 reviews

Key West Paradise

KevinRating, 5 stars1 month ago
This place was fantastic, had 5 people, very comfortable. Pool was very close and very enjoyable. Everything was very clean and tidy. In a gated community, that was a bonus. No matter where you want to go it isn’t more than 15 min tops. There are a few good restaurants on Stock island, the rest you only have to go a few miles. Very good place to stay.
Guest favourite
Home in Marathon
5 out of 5 average rating, 15 reviews

Seaside Sunrise. Newly remodeled waterfront

MRating, 5 stars1 month ago
This home was simplistic, clean and a great peaceful location. The hot tub was a nice addition especially because we had cooler weather while we were here. I could make an espresso or regular drip coffee from the appliance provided. The shower was cutting-edge and beds were comfortable. I would recommend this house for anyone that comes to visit the keys.
Guest favourite
Home in Marathon
4.92 out of 5 average rating, 134 reviews

Marathon Star - home with hot tub

MichaelRating, 5 stars1 month ago
Good place to stay. Good space for the Keys. hot tub and everything was clean. My only complaints are the shower heads have no water pressure and the patio door is god awful. I would stay here again when visiting the Florida Keys Cecilia was a great host!
Guest favourite
Home in Marathon
4.98 out of 5 average rating, 85 reviews

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

LeanneRating, 5 stars2 weeks ago
Gerardo’s home was perfect for a family gathering. It had everything we needed for a fun and relaxing week. His home is in a great location with so many things to do! Watching sunrises and sunsets from the house and getting visits from manatees are an added bonus! You will love this home!
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 stars2 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
4.94 out of 5 average rating, 106 reviews

Waterfront Home 37.5-ft dock, Cabana Club Included

BillRating, 5 stars1 month ago
the home was spotless. modern and up to date. Quiet area and street. includes access to a beach club down the street. restaurants and shops nearby. my wife enjoyed the fresh seafood. it's a 10
Guest favourite
Home in Marathon
4.95 out of 5 average rating, 66 reviews

Private 174ft Dock, Boat Launch, Sombrero Beach

AmandaRating, 5 stars8 months ago
Beautiful location and house, we really enjoyed our stay! We had a few questions for the host and they were immediately responsive. Would stay here again for my next visit to 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 stars3 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!!!!

Destinations to explore