Find Extended Stay Hotels in Cudjoe Key, FL

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Top Cudjoe Key Extended Stay Hotels | Reserve now, pay later

Our top choices for Cudjoe Key hotels with a kitchen

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Key
8.2 out of 10, Very Good, (50)
"Great area. Quiet and comfortable "
United States
nancy c.
$286 nightly
The price is $317
Dec 14 - Dec 15
Total with taxes and fees
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Charming cottages, dockage, pool, just minutes to Key West

Charming cottages, dockage, pool, just minutes to Key West
Cudjoe Key
8.6 out of 10, Excellent, (120)
"Jennifer was very nice and accommodating."
United States
Randy G.
$296 nightly
The price is $329
Dec 15 - Dec 16
Total with taxes and fees
Charming cottages, dockage, pool, just minutes to Key West

DECEMBER SAVE 60% OFF! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

DECEMBER SAVE 60% OFF! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.4 out of 10, Exceptional, (101)
"Great location. "
United States
Davian k.
$391 nightly
The price is $434
Dec 14 - Dec 15
Total with taxes and fees
DECEMBER SAVE 60% OFF! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

DECEMBER SAVE 60% OFF OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

DECEMBER SAVE 60% OFF OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
Cudjoe Key
9.8 out of 10, Exceptional, (82)
"The place is clean and convenient for anyone wanting to spend time on the water in the keys"
United States
Ubaldo G.
$504 nightly
The price is $560
Dec 14 - Dec 15
Total with taxes and fees
DECEMBER SAVE 60% OFF OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Island Time #110 Ocean Views - Cudjoe Key

Island Time #110 Ocean Views - Cudjoe Key
2.5 star property
Cudjoe Key
9.6 out of 10, Exceptional, (11)
"Our family had an amazing vacation! We love the house and hope to come back!! "
United States
Tammy G.
$585 nightly
The price is $650
Dec 15 - Dec 16
Total with taxes and fees
Island Time #110 Ocean Views - Cudjoe Key

Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!

Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!
Cudjoe Key
7.6 out of 10, Good, (13)
"Good experience. The property is well place and the Venture is really nice and quiet."
United States
Primeau J.
$432 nightly
The price is $480
Jan 6 - Jan 7, 2026
Total with taxes and fees
Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (1)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
$874 nightly
The price is $983
Dec 15 - Dec 16
Total with taxes and fees
Atlantic View Luxury Villa with Pool

Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
Cudjoe Key
$533 nightly
The price is $592
Dec 14 - Dec 15
Total with taxes and fees
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

Just 20 miles from Key West! Oceanfront, dockage, swimming pool

Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Cutthroat Harbor Estates
8.4 out of 10, Very Good, (118)
"Great experience "
United States
Peyton S.
$483 nightly
The price is $536
Dec 15 - Dec 16
Total with taxes and fees
Just 20 miles from Key West! Oceanfront, dockage, swimming pool

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
2.0 star property
Cudjoe Key
$560 nightly
The price is $621
Dec 14 - Dec 15
Total with taxes and fees
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
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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Most booked related extended stays in Cudjoe Key in 2026

Frequently asked questions

What are the best long-term hotels in Cudjoe Key?
If you're getting ready for an extended stay in Cudjoe Key, you'll want a place packed with amenities. We recommend Blackbeard`s Hideaway. It offers a patio, a porch and a kitchen where you can cook your favorite meals. Another long-term hotel to look up is 2 Bedroom Accommodation In Summerland Key. With conveniences like a barbecue grill, a queen bed and cooking facilities, a stay here is nice and easy.
What are the top pet-friendly extended stay hotels in Cudjoe Key?
Your canine companion shouldn't have to miss out when you go on vacation. Spend your extended stay in Cudjoe Key at Oceanfront Home With Large Private Deck With Boat Dockage. This pet-friendly escape offers conveniences such as pet-friendly services and a garden. Nice Home On Atlantic Side Of Cudjoe Key will also roll out the welcome mat for your precious pooch. It features a garden, pet-friendly services and more.
What's the best extended stay hotel in downtown Cudjoe Key?
Get to know Cudjoe Key from Blackbeard`s Hideaway. With its central location and amenities like a barbecue grill and a washing machine, it's the perfect place to recharge your batteries after your sightseeing adventures. Another top extended stay hotel is 2 Bedroom Accommodation In Summerland Key. It comes with a queen bed and a patio and also puts you in the middle of things.
What are the top extended stay hotels with 2 bedrooms in Cudjoe Key?
Oceanfront Home With Large Private Deck With Boat Dockage is a popular option for long-term stays in Cudjoe Key. Along with two bedrooms, it comes with loads of amenities including an oven and a sofa bed. Another guest favorite is Nice Home On Atlantic Side Of Cudjoe Key. Check in here and take advantage of a barbecue grill and a nearby laundromat. Whether you're traveling with friends or family or you'd just like more room to spread out, you'll appreciate having that extra bedroom.
Why book an extended stay hotel in Cudjoe Key through Expedia?
If you're looking for a long-term rental for your extended stay in Cudjoe Key, Expedia has your back. Tailor your search results by price, rating and location to narrow down your ideal long-term stay. Some of these sought-after properties may even offer discounted weekly rates. Like to know how to get the best deals? Sign up to become an Expedia member for free and save loads of cash with special offers — plus you'll receive reward points on every booking. Our extended stay hotels in Cudjoe Key have amenities like refrigerators and dining areas, so even though you're miles away, you can still enjoy the feeling of home.
What can I expect from an extended stay hotel?
Book an extended stay hotel in Cudjoe Key and take all the time you need discovering this exciting destination. As well as being able to stay a few weeks or longer, these types of properties have conveniences designed to make your travel experience a piece of cake. Kitchens, laundries and dining areas are just the beginning. To find your perfect extended stay hotel, use Expedia's filters to fine-tune your search based on price range, star rating and more. Often offering competitive weekly rates, extended stay hotels can be kinder to your budget compared to your standard hotel.

Top Cudjoe Key Hotel Reviews

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