Lower Sugarloaf Key Vacation Rentals

Vacation Rentals in Lower Sugarloaf Key

Old Wooden Bridge Resort and Marina
2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV
Old Wooden Bridge Resort and Marina
2.5 star property
8.6 out of 10, Excellent, 129 reviews
"So,keep in mind that we were just stopping over for the night and thought it be fun to stay the night on a houseboat with the kids on our way to the next part of our trip. We did not realize that this was a fishing area and found it very smelly! Now, if you are an avid fisherman or fisherwoman, then you probably wouldn’t have a problem with it. The place was fine, I would say it’s more like camping in an RV. We enjoy seeing the key deer and iguana…it was the highlight of our stay."
The price is $139
$256 total
includes taxes & fees
Jun 11 - Jun 12
Old Wooden Bridge Resort and Marina
Steps from Duval, Pool & Bikes $129-$299 Night!
Beach towels
Steps from Duval, Pool & Bikes $129-$299 Night!
9.6 out of 10, Exceptional, 333 reviews
"My husband and I came to Key West to celebrate our 30th anniversary. Ken's Studio was perfect. We knew it was small going in and so that didn't bother us. The location is outstanding as it is within walking distance of Duval Street and easy bike rides to the beach. The bikes were great for getting around KW, we rode them all over. The beach supplies (cooler, umbrella, chairs, snorkel equipment) were very much appreciated as well. Ken was an excellent host and was very good at communicating with...
The price is $99
$239 total
includes taxes & fees
Jun 20 - Jun 21
Steps from Duval, Pool & Bikes $129-$299 Night!
Aqua Lodges at Hurricane Hole Marina
Restaurant
Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, 89 reviews
"Everyone was extremely nice and helpful."
The price is $98
$251 total
includes taxes & fees
Jun 13 - Jun 14
Aqua Lodges at Hurricane Hole Marina
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HAVANA VIEJA ~ Adults Only, Poolside 1 BR, 1 Ba w/ Shared Pool!
Beach nearby
HAVANA VIEJA ~ Adults Only, Poolside 1 BR, 1 Ba w/ Shared Pool!
9.4 out of 10, Exceptional, 99 reviews
"We loved it here. Great location and very clean. Would highly recommend if you are visiting key west."
The price is $116
$273 total
includes taxes & fees
Jun 17 - Jun 18
HAVANA VIEJA ~ Adults Only, Poolside 1 BR, 1 Ba w/ Shared Pool!
Poolside Cottage #411
Outdoor dining
Poolside Cottage #411
10.0 out of 10, Exceptional, 17 reviews
"Clean. Everything we needed in a key west stay."
The price is $216
$366 total
includes taxes & fees
Jun 12 - Jun 13
Poolside Cottage #411
34’ Catamaran Sailboat
Fridge, cookware/dishes/utensils, dining tables
34’ Catamaran Sailboat
9.4 out of 10, Exceptional, 25 reviews
"Friendly, easy access and close to desired destination "
34’ Catamaran Sailboat
Salvador's Studio by Brightwild | Heated Pool!
Pool
Salvador's Studio by Brightwild | Heated Pool!
8.0 out of 10, Very Good, 20 reviews
"So enjoyed it ! Had never stayed in this part of Old Town , and this introduced me to so much. Would absolutely return."
The price is $146
$299 total
includes taxes & fees
Jun 26 - Jun 27
Salvador's Studio by Brightwild | Heated Pool!
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!
Property grounds
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!
10.0 out of 10, Exceptional, 10 reviews
"The Yacht was beautiful. The marina was amazing. The marina and resort had excellent restaurants and bars. It was very cool to see all of the boats coming and going. It was an easy Uber ride to Key West and enjoy the fast pace life. Then it was wonderful to come back to the quiet of the marina. Would highly recommend a stay here."
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!
FLOR DE CANA ~ Adults Only, Poolview Suite in Azul Mansion!
Beach nearby
FLOR DE CANA ~ Adults Only, Poolview Suite in Azul Mansion!
9.8 out of 10, Exceptional, 103 reviews
"Beautiful property in a great location. I would definitely stay again."
The price is $124
$282 total
includes taxes & fees
Jun 16 - Jun 17
FLOR DE CANA ~ Adults Only, Poolview Suite in Azul Mansion!
FONTANA ~ Adults Only, Pool Access Suite in Azul Mansion!
Fridge, microwave, coffee/tea maker, dining tables
FONTANA ~ Adults Only, Pool Access Suite in Azul Mansion!
9.2 out of 10, Wonderful, 95 reviews
"Wonderful stay. Was not in the room much, except to sleep and used the pool and common areas a few times and, overall, Azul was just beautiful and should I return, I would stay here again."
The price is $122
$280 total
includes taxes & fees
Jun 16 - Jun 17
FONTANA ~ Adults Only, Pool Access Suite in Azul Mansion!
CORONA ~ Adults Only, Historic Azul Mansion Suite with Community Pool!
Beach nearby
CORONA ~ Adults Only, Historic Azul Mansion Suite with Community Pool!
9.8 out of 10, Exceptional, 108 reviews
"very nice.I suggest renting a bikes or scooter too save time walking to the tourist attractions and desired dining."
The price is $127
$284 total
includes taxes & fees
Jun 12 - Jun 13
CORONA ~ Adults Only, Historic Azul Mansion Suite with Community Pool!
SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Shared Pool!
Beach nearby
SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Shared Pool!
9.8 out of 10, Exceptional, 56 reviews
"Perfect, loved the pool area, very peaceful, beautiful property"
The price is $204
$448 total
includes taxes & fees
Jun 10 - Jun 11
SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Shared Pool!
COHIBA ~ Adults Only, Poolview 1 Bedroom Suite in Historic Azul Mansion!
Beach nearby
COHIBA ~ Adults Only, Poolview 1 Bedroom Suite in Historic Azul Mansion!
9.6 out of 10, Exceptional, 102 reviews
"The overall experience was very convenient and pleasant.The house and pool were very clean and nicely appointed. Our room’s bathroom could use some shelving or space to set items down. The AC was quite loud right above the bed and that is my only complaint but overall it was very pleasant and more reasonably priced than many places. Having parking at our residence was a huge benefit."
The price is $112
$266 total
includes taxes & fees
Jun 18 - Jun 19
COHIBA ~ Adults Only, Poolview 1 Bedroom Suite in Historic Azul Mansion!
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Property grounds
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
9.8 out of 10, Exceptional, 204 reviews
"Beautiful and quiet location. Close to Key West yet just far enough to be away from the crowds. Family thoroughly enjoyed it. Everything is as pictured and immaculately clean, truly a gem. Melanie was friendly, always available and always responsive."
The price is $350
$444 total
includes taxes & fees
Jul 9 - Jul 10
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
40'yacht in Paradise Awaits You!
Property grounds
40'yacht in Paradise Awaits You!
9.6 out of 10, Exceptional, 23 reviews
"We had a really nice couple of days on this boat. We are older (over 60), and we weren't sure if it was going to be our thing. It was good though! The host was amazingly helpful. We loved the private beach and pool right around the corner. We have been to Key West a lot, so we didn't need to do all the tourist stuff. We mostly stayed on Stock Island. It was easy to get Ubers, so we didn't bother with a car or golf cart. If we were staying longer, we probably would have rented a golf cart. The...
40'yacht in Paradise Awaits You!
Nassau Suite just steps to Duval Tropical oasis quiet location Downtown
Property grounds
Nassau Suite just steps to Duval Tropical oasis quiet location Downtown
9.0 out of 10, Wonderful, 214 reviews
"Very enjoyable"
Nassau Suite just steps to Duval Tropical oasis quiet location Downtown
May 20-23 or 27-30 ngt. mid-wk..spec. beach kitchen & patio 135..ngt + ex
Interior
May 20-23 or 27-30 ngt. mid-wk..spec. beach kitchen & patio 135..ngt + ex
9.6 out of 10, Exceptional, 186 reviews
"We spent a week in Key West at this nice little main floor one bedroom suite. The location is great, and walkable to anywhere you might want to go in Key West. Parking was pretty easy...always found a spot within a 1/2 block. The area is safe and quiet, but really easy to get to all the great sites and the beaches. If you are considering a trip to Key West, Marilyn's place is a great place to stay. Thank you, Marilyn for having us!"
May 20-23 or 27-30 ngt. mid-wk..spec. beach kitchen & patio 135..ngt + ex
Penthouse Level Ocean Views- Live the Dream
Outdoor pool, a heated pool
Penthouse Level Ocean Views- Live the Dream
9.6 out of 10, Exceptional, 210 reviews
"The penthouse was even more beautiful in person than shown in the photos! The view of the water was amazing, and there was plenty of space inside and on the (huge) balcony for me and my family to relax. Having access to the pool and private beach were also highlights, and it is conveniently located near Smathers Beach! The owners had everything setup and ready for us, and we had the best time! We will definitely be coming back!"
Penthouse Level Ocean Views- Live the Dream
Steps To The Beach And The Sunrise-No Contact Check-In
Beach
Steps To The Beach And The Sunrise-No Contact Check-In
9.4 out of 10, Exceptional, 95 reviews
"I rent a lot of VRBO’s and this is one of the best condos I have ever stayed at. It was very clean. It was very comfortable and I have to specifically comment on the beds. They were the most comfortable beds I’ve ever slept on in a condo. My friends said their bed was very very comfortable too. Also the location of this condo right by the pool is very convenient. And to sit on the patio and enjoy the wildlife out in the wetlands was very peaceful and enjoyable. I would rent his condo again."
Steps To The Beach And The Sunrise-No Contact Check-In
Key West Beachfront Luxury 2/2 Condo A212
Pool | A heated pool
Key West Beachfront Luxury 2/2 Condo A212
9.8 out of 10, Exceptional, 119 reviews
"Nice property with great furnishings; really liked that it felt more like a residence than a resort. I would stay here again if I had the chance."
Key West Beachfront Luxury 2/2 Condo A212
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See all available properties in Lower Sugarloaf Key
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Lower Sugarloaf Key Vacation Rental Travel Info

Popular accommodation
Lower Sugarloaf Key private vacation homes
International airport
Miami, FL (MIA-Miami Intl.)

Other types of properties in Lower Sugarloaf Key you may be interested in

Oceans Edge Key West Resort, Hotel & Marina
6 outdoor pools, free cabanas, pool umbrellas
Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
9.0 out of 10, Wonderful, 1,542 reviews
"Oceans Edge was a great stay. The room and grounds were amazing. The pools were clean and stay did an great job. The onsite restaurant and bar was very nice but expensive. There are other places to eat on Stock Island, but they either require a car or bike. Fortunately, you revived received complimentary bike rentals daily from the resort if you wanted to grab breakfast or lunch. And the shuttle service to Key Island was on time, comfortable, and usually had available seating. It was about a $20...
The price is $167
$246 total
includes taxes & fees
Jun 10 - Jun 11
Oceans Edge Key West Resort, Hotel & Marina
Margaritaville Beach House Key West
Beach nearby, white sand
Margaritaville Beach House Key West
4.0 star property
8.6 out of 10, Excellent, 1,789 reviews
"we had a great stay, we liked the beach. "
The price is $189
$276 total
includes taxes & fees
Jul 9 - Jul 10
Margaritaville Beach House Key West
Southernmost Beach Resort
3 outdoor pools, pool umbrellas, sun loungers
Southernmost Beach Resort
4.0 star property
8.4 out of 10, Very Good, 1,924 reviews
"Always a great place to stay and good location to everything."
The price is $214
$304 total
includes taxes & fees
Jun 10 - Jun 11
Southernmost Beach Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Everything you need to know about Lower Sugarloaf Key vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Lower Sugarloaf Key vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Lower Sugarloaf Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Lower Sugarloaf Key vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Lower Sugarloaf Key. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Lower Sugarloaf Key in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $98 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Lower Sugarloaf Key rentals

At Expedia, we put the best Lower Sugarloaf Key vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Lower Sugarloaf Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Lower Sugarloaf Key vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Lower Sugarloaf Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews of Lower Sugarloaf Key properties
Expedia verified reviews

Margaritaville Beach House Key West

Margaritaville Beach House Key West

5/5 Excellent
"It's a really nice place."
A verified traveler stayed at Margaritaville Beach House Key West
Posted 20 hours ago
Margaritaville Beach House Key West