Find Extended Stay Hotels in Sugarloaf Key, FL

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Nov 8 - Nov 9
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Nov 13 - Nov 15
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Nov 20 - Nov 22

Our top choices for Sugarloaf Key hotels with a kitchen

A wooden deck with a hanging hammock and a view of a green landscape.

1. Starlight Serenity - Hideaway with Stunning Views

Starlight Serenity - Hideaway with Stunning Views
Summerland Key
10.0 out of 10, Exceptional, (1 review)
"This place was everything we needed. The location was the perfect combination of secluded but with accessibility to Marathon and Key West. The house had everything we needed. We loved the appliances, the bed, the shower and the wrap-around porch with the swing. And the people managing the property made our visit the best experience from booking to departure. Will book again!"
United States
Tom H.
$582 nightly
The price is $648
Nov 19 - Nov 20
Total with taxes and fees
Starlight Serenity - Hideaway with Stunning Views
A wooden deck with a hanging hammock and a view of a green landscape.

2. Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
10.0 out of 10, Exceptional, (1 review)
"The host team is amazing and very responsive. The house is very beautiful inside and out. We loved grilling downstairs, so much room down there. We loved our stay here because it was very secluded, unlike Key West, where you are on top of each other. The location is perfect because you can still make it down to Key West in 25 minutes for activities and food."
United States
max
$646 nightly
The price is $727
Nov 19 - Nov 20
Total with taxes and fees
Starlight Serenity - Hideaway w Stunning Views
A covered deck with chairs and umbrellas overlooking a beach.

3. Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1,001 reviews)
"Super cute place and nice people! Would definitely stay again."
United States
Natalie
$198 nightly
The price is $223
Nov 30 - Dec 1
Total with taxes and fees
Parmer's Resort
A covered outdoor area with wicker furniture and string lights.

4. Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
Cudjoe Key
8.6 out of 10, Excellent, (4 reviews)
" Great 2 bedroom home in a lovely vacation community . We enjoyed the 2 recliners to relax after a full day of exploring as well as in the morning with our coffee. The screened in patio was a nice perk as well . At check in , a calendar of events was provided and the staff were friendly and helpful. FYI : We enjoyed a gorgeous sunrise right by the beach near the pool ."
United States
jim b.
$378 nightly
The price is $423
Nov 11 - Nov 12
Total with taxes and fees
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
A waterfront property with a multi-story building featuring balconies, a dock, and a landscaped garden with palm trees.

5. SAVE BIG $$$ NOV./DEC. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ NOV./DEC. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.6 out of 10, Exceptional, (99 reviews)
"Great location, wonderful hosts!"
United States
Blue Mountain Footwear F.
$431 nightly
The price is $480
Nov 21 - Nov 22
Total with taxes and fees
SAVE BIG $$$ NOV./DEC. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
A waterfront property with a covered porch, a boat dock, and a clear sky.

6. SAVE BIG $$$ NOV./DEC. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ NOV./DEC. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.4 out of 10, Exceptional, (113 reviews)
"Our family had an amazing time staying here! Our hosts were quick to answer any questions we had and the house was clean and fully stocked with everything you might need. Our favorite part was being able to sit out on the deck by the canal and see all the marine wildlife. We even had a little family of manatees hang out for awhile. Definitely would recommend staying here!"
United States
Mckayla S.
$378 nightly
The price is $421
Nov 10 - Nov 11
Total with taxes and fees
SAVE BIG $$$ NOV./DEC. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
A cozy room with a brown leather sofa, a white table, and a ceiling fan.

7. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (380 reviews)
"Great view , clean room and excellent staff ( Mr. shaggy )"
United States
Jordan
$201 nightly
The price is $226
Dec 4 - Dec 5
Total with taxes and fees
Old Wooden Bridge Resort and Marina
A pool area with multiple swimming pools, lounge chairs, and palm trees.

8. Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option

Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
Cudjoe Key
9.4 out of 10, Exceptional, (18 reviews)
"Perfect location, great price."
United States
Suzanne T.
$403 nightly
The price is $451
Nov 9 - Nov 10
Total with taxes and fees
Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
A pool area with multiple swimming pools, lounge chairs, and palm trees.

9. Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West

Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West
Cudjoe Key
8.8 out of 10, Excellent, (11 reviews)
"We loved our stayed and booked again for next year. Its in our price range, plenty of space and we were all so comfortable. Its our favorite house we have rented in the area and hope to be able to continue to enjoy it years to come. "
United States
Alisa M.
$413 nightly
The price is $462
Nov 9 - Nov 10
Total with taxes and fees
Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West
A marina with boats docked, a white building with a balcony, and palm trees in the background.

10. Canal Front home with easy Ocean access

Canal Front home with easy Ocean access
Cudjoe Key
8.8 out of 10, Excellent, (191 reviews)
"Porsche Berry Duty"
United States
Rafael G.
$314 nightly
The price is $352
Nov 26 - Nov 27
Total with taxes and fees
Canal Front home with easy Ocean access
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 Sugarloaf Key Hotel Reviews

A wooden deck with a hanging hammock and a view of a green landscape.
Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
Summerland Key

10/10 Excellent

The host team is amazing and very responsive. The house is very beautiful inside and out. We loved grilling downstairs, so much room down there. We loved our stay here because it was very secluded, unlike Key West, where you are on top of each other. The location is perfect because you can still make it down to Key West in 25 minutes for activities and food.
United States
max
Reviewed June 26, 2026
Starlight Serenity - Hideaway w Stunning Views

Find out more about Sugarloaf Key

Discover top Sugarloaf Key attractions

Sugarloaf Key, a hidden gem in the Florida Keys, offers a perfect blend of adventure and relaxation for the discerning traveler. Begin your journey at the Sugarloaf Key Bat Tower, an iconic structure that attracts local wildlife and provides an intriguing backdrop for family photos. For those seeking aquatic adventures, head to the nearby Looe Key Reef, where snorkeling and diving reveal a vibrant underwater world filled with colorful fish and corals. Don’t miss the chance to kayak through the tranquil mangroves of the Great White Heron National Wildlife Refuge, where you can spot herons, egrets, and other native species in their natural habitat. For a unique experience, consider a sunset dinner cruise that showcases the stunning waters of the Gulf of Mexico as the sun dips below the horizon, providing an unforgettable family moment. After a day of exploration, unwind at one of the charming waterfront resorts on Sugarloaf Key, where spacious rooms, attentive service, and easy access to local attractions promise a rejuvenating stay. Here, families can enjoy the serene atmosphere, with amenities like pools and private beach access, ensuring that each member feels pampered and taken care of.

Find the best extended stay hotels in Sugarloaf Key

For travelers heading to Sugarloaf Key, Florida, those looking for accommodations with kitchen facilities will find these top hotel options perfect for a comfortable and convenient stay. Each place offers essential kitchen amenities that make meal preparation easy and enjoyable during your getaway.

Sugarloaf Key Hotel at KOA Resort

  • Why it's great for an extended stay: Why it’s great: The Sugarloaf Key Hotel at KOA Resort is a fantastic choice for travelers who appreciate the convenience of cooking their own meals. With a remarkable guest review rating of 9.6, this hotel features a well-equipped kitchenette complete with a stovetop, microwave, and dishwasher, allowing guests to easily prepare their favorite dishes. The inviting outdoor pool and hot tub provide a great way to unwind after a day of adventure.
  • Other amenities:
  • Other amenities: Guests can enjoy a variety of amenities including a sandy beach area, outdoor seating with balconies, and a selection of water activities such as snorkeling and kayaking right onsite. With covered self-parking, evening entertainment options, and easy access to nearby boat tours, this hotel offers a blend of relaxation and fun. Those looking to explore can take a stroll along the walkway to the water, while on-site facilities like a snack bar and gift shop enhance the overall experience.
  • Nearby attractions: Key West Naval Station - 3.92 miles, Upper Sugarloaf Sound - 0.89 miles, Upper Sugarloaf Key - 0.62 miles

Frequently Asked Questions

What are the best long-term hotels in Sugarloaf Key?

With a swimming pool, a dining table and other amenities, Paradise Point - Amazing Views is perfect for your extended stay in Sugarloaf Key. Another excellent pick is Palms Resort At Sugarloaf - Grey House. Check in here and enjoy the use of a patio, a dryer and more. Both long-term hotels also offer a kitchenette or kitchen where you can serve up your favorite home-cooked meals. Use the money you save on takeouts for exciting things like seeing popular sights.

What are the top pet-friendly extended stay hotels in Sugarloaf Key?

South Point Sunset - Florida Keys Waterfront 3 rolls out the welcome mat for the whole family, including your four-legged chum. This pet-friendly escape features pet-friendly services and on-site parking options and is a top choice for an extended stay in Sugarloaf Key. Dogs and their owners are also well looked after at Paradise Point - Amazing Views. This long-term stay offers pet-friendly services, a patio and more.

Can I find extended stay hotels with pools in Sugarloaf Key?

Yes, so remember to pack your swimsuit! South Point Sunset - Florida Keys Waterfront 3 is an excellent choice for an extended stay in Sugarloaf Key. It comes with useful amenities, including a swimming pool, an oven and a kitchen to whip up your favorite meals. Another guest favorite is Paradise Point - Amazing Views. With a dryer, a queen bed and other conveniences, you'll find it easy to hang around a while. Both properties have a swimming pool to help you stay in vacation mode throughout your stay.

If you want to spend a lot of your vacation time playing in the water, travel to Sugarloaf Key during summer when average temperatures are between 82 ºF and 84 ºF. Of course, anytime is an excellent time to enjoy this leading destination, which has a tropical savanna climate.

Why book an extended stay hotel in Sugarloaf Key through Expedia?

Book an extended stay hotel in Sugarloaf Key through Expedia and you're certain to save. In addition to our special offers and reward programs, we make finding the ideal long-term stay easy. Use our filter tool to search for accommodations based on location, nearby attractions, affordability and more. Some long-term rentals may offer weekly rates to help you stay within budget. Often equipped with many of the comforts of home like a dining area and refrigerator, your next extended stay in Sugarloaf Key is just a couple of clicks away!

What can I expect from an extended stay hotel?

Save a bundle and enjoy the comforts of home with an extended stay hotel in Sugarloaf Key. Whether you need a studio for yourself or spacious accommodations that'll fit your whole crew, these types of properties provide amenities that'll make you feel at home. In addition to standard conveniences like a gym and a bar, many extended stay hotels have kitchens and a place to do laundry. This means you can cook your own meals and wash your own clothes, letting you keep some extra cash in your wallet. Discounted weekly rates can stretch your dollar even further.

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