Lower Sugarloaf Key Vacation Rentals

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Vacation Rentals in Lower Sugarloaf Key

Aqua Lodges at Hurricane Hole Marina

2.0 star property
9.0 out of 10, Wonderful, (162)
"The stay was beautiful "
$238 nightly
The price is $268
Oct 6 - Oct 7
Total with taxes and fees
Aqua Lodges at Hurricane Hole Marina

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (258)
"Really I have the best experience and soon I want to go again "
$205 nightly
The price is $231
Oct 5 - Oct 6
Total with taxes and fees
Old Wooden Bridge Resort and Marina

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very Good, (314)
"Great hotel with excellent location "
$264 nightly
The price is $297
Nov 4 - Nov 5
Total with taxes and fees
Hyatt Vacation Club at Sunset Harbor, Key West

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (404)
"this was exactly as advertised and close to all the action"
$246 nightly
The price is $273
Oct 12 - Oct 13
Total with taxes and fees
Steps from Duval, Pool on Site & Bikes Included!

Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC

8.8 out of 10, Excellent, (231)
"Property was cute and in a great location! "
$188 nightly
The price is $209
Oct 6 - Oct 7
Total with taxes and fees
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC

Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

10.0 out of 10, Exceptional, (22)
"We had a wonderful stay here with our kids. Can’t beat the location."
$300 nightly
The price is $331
Oct 8 - Oct 9
Total with taxes and fees
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

Heart of Downtown Key West Cottage With Off-Street Parking

10.0 out of 10, Exceptional, (138)
"Great Location, Free Parking, comfortable beds"
Heart of Downtown Key West Cottage With Off-Street Parking

Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West

6.6 out of 10, (12)
"Unfortunately this stay was very disappointing. The marina was awesome. Tessa was awesome. The boat itself was disgusting. The pictures are very deceiving. What you see is not what you get. "
$255 nightly
The price is $284
Oct 6 - Oct 7
Total with taxes and fees
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
8.2 out of 10, Very Good, (819)
"Great place really nice rooms"
Coconut Mallory Resort And Marina By Kees Vacations

Old Florida Style, wrap around porch, boat basin for dockage, open water

9.6 out of 10, Exceptional, (81)
"The secluded dock is a nice feature. The driveway is tricky to exit. "
Old Florida Style, wrap around porch, boat basin for dockage, open water

1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools

$307 nightly
The price is $341
Oct 10 - Oct 11
Total with taxes and fees
1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools

TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

9.2 out of 10, Wonderful, (183)
"Great location; excellent property management "
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

Perfect Location, Private Heated Pool, Pristine Luxury Home!

10.0 out of 10, Exceptional, (190)
"Outstanding place to stay, centrally located!"
$1,548 nightly
The price is $1,717
Oct 14 - Oct 15
Total with taxes and fees
Perfect Location, Private Heated Pool, Pristine Luxury Home!

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

7.8 out of 10, Good, (22)
"Loved everything about the stay, "
$450 nightly
The price is $500
Oct 5 - Oct 6
Total with taxes and fees
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

GATO ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen w/ Shared Heated Pool!

9.6 out of 10, Exceptional, (18)
"Short walk to Duval street, quiet and very clean and comfortable."
$292 nightly
The price is $324
Nov 3 - Nov 4
Total with taxes and fees
GATO ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen w/ Shared Heated Pool!

Resort View 1BR Suite

2.0 star property
10.0 out of 10, Exceptional, (3)
"Cleanliness "
$269 nightly
The price is $303
Oct 6 - Oct 7
Total with taxes and fees
Resort View 1BR Suite

Holly's Hideaway - Truman @ Duval | Two-Bedroom Prime Location!

9.6 out of 10, Exceptional, (17)
"Great place to stay! Very clean and steps to Duval Ave."
$336 nightly
The price is $370
Oct 5 - Oct 6
Total with taxes and fees
Holly's Hideaway - Truman @ Duval | Two-Bedroom Prime Location!

Island View 1BR Residence With Balcony

2.0 star property
10.0 out of 10, Exceptional, (1)
"The room was excellent, no complaints at all."
$292 nightly
The price is $329
Oct 27 - Oct 28
Total with taxes and fees
Island View 1BR Residence With Balcony

Living the Dream Key West Style

9.8 out of 10, Exceptional, (25)
"Great hosts and great accommodations!"
$200 nightly
The price is $223
Oct 5 - Oct 6
Total with taxes and fees
Living the Dream Key West Style

**RIVIERA AMERICANA @ THE BEACH** Ocean Views + LAST KEY SERVICES...

9.8 out of 10, Exceptional, (106)
"the condo was great roomingnice locationbeautiful, fun, great memories were made"
**RIVIERA AMERICANA @ THE BEACH** Ocean Views + LAST KEY SERVICES...
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.
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Top Lower Sugarloaf Key Hotel Reviews

Find out more about Lower Sugarloaf Key

Find out more about Lower Sugarloaf Key

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 $209 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.