Find Extended Stay Hotels in Islamorada, FL

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Top Islamorada Extended Stay Hotels | Reserve now, pay later

On the beach, sun loungers, snorkeling, kayaking
Drift Hotel

Drift Hotel

2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1009)
"Very nice place enjoyed myself to the fullest"
United States
BOBBY ROBERTSON
$92 nightly
The price is $103
Nov 30 - Dec 1
Total with taxes and fees
Drift Hotel
Sundeck
Rock Reef Resort

Rock Reef Resort

2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1072)
"Everything was perfect. Very clean great staff beautiful place to relax ."
United States
Miguel
$85 nightly
The price is $96
Dec 1 - Dec 2
Total with taxes and fees
Rock Reef Resort
Exterior
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

3.5 star property
Islamorada
8.2 out of 10, Very Good, (1015)
"Great experience, highly recommend staying at the Fisher Inn."
United States
Eduardo
$113 nightly
The price is $127
Dec 18 - Dec 19
Total with taxes and fees
Fisher Inn Resort & Marina
Marina
The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

2.0 star property
Key Largo
8.8 out of 10, Excellent, (1014)
"We were delighted with everything The Pelican said it was. The staff was friendly and courteous throughout the property. THE VIEWS were stunning! "
United States
Ramiro
$97 nightly
The price is $110
Nov 30 - Dec 1
Total with taxes and fees
The Pelican Key Largo Cottages
Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1587)
"Great breakfast very well kept grounds"
United States
James
$178 nightly
The price is $201
Dec 4 - Dec 5
Total with taxes and fees
Chesapeake Beach Resort
Exterior
Seafarer Key Largo

Seafarer Key Largo

2.0 star property
Rock Harbor
9.4 out of 10, Exceptional, (126)
"Everything was especially clean and the breakfast was incredible "
United States
FATIMA
$116 nightly
The price is $131
Nov 30 - Dec 1
Total with taxes and fees
Seafarer Key Largo
Private beach, fishing
La Jolla Resort

La Jolla Resort

2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (1003)
"Great place to stay lovely staff Easy to find "
United Kingdom
diane
$96 nightly
The price is $108
Dec 18 - Dec 19
Total with taxes and fees
La Jolla Resort
Aerial view
Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham

3.0 star property
Key Largo
7.6 out of 10, Good, (1003)
"clean room nice balcony view nice staff nice breakfast"
United States
Manuel
$112 nightly
The price is $126
Dec 3 - Dec 4
Total with taxes and fees
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Exterior
Lime Tree Bay Resort

Lime Tree Bay Resort

3.5 star property
Long Key
9.2 out of 10, Wonderful, (1112)
"Excellent stay! "
United States
Joshua
$169 nightly
The price is $190
Nov 30 - Dec 1
Total with taxes and fees
Lime Tree Bay Resort
Terrace/patio
Bayside Inn Key Largo

Bayside Inn Key Largo

3.0 star property
Key Largo
8.6 out of 10, Excellent, (1612)
"Great location and helpful staff !"
United States
Nikki
$142 nightly
The price is $157
Nov 30 - Dec 1
Total with taxes and fees
Bayside Inn Key Largo
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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Find out more about Islamorada

Discover top Islamorada attractions

Islamorada, a charming village in the Florida Keys, offers travelers a blend of adventure and relaxation that is perfect for families seeking quality experiences. Start your journey at the iconic Theater of the Sea, where you and your children can enjoy interactive marine life shows and even swim with dolphins, creating unforgettable memories. Next, dive into the vibrant underwater world by snorkeling at the nearby Alligator Reef, known for its stunning coral formations and diverse marine species, perfect for both novice and seasoned snorkelers. For a taste of local culture, head to the Morada Way Arts and Cultural District, where you can stroll through galleries and enjoy live music at various events, allowing your family to appreciate the local art scene. Don't miss a visit to the Windley Key Fossil Reef Geological State Park, where you can hike through lush trails and learn about the unique geological history of the Keys, making for an educational yet fun outing. Finally, savor fresh seafood at the renowned Hungry Tarpon restaurant, where you can feed tarpon fish while enjoying a delicious meal overlooking the water. For accommodations, consider staying at a waterfront resort like the Cheeca Lodge & Spa, which offers a family-friendly atmosphere with luxurious amenities, including a private beach, pools, and attentive service, ensuring your family feels pampered throughout your stay. With its blend of adventure, culture, and relaxation, Islamorada is a destination that promises a delightful escape.

Find the best extended stay hotels in Islamorada

For travelers seeking a comfortable stay in Islamorada with the convenience of in-room kitchen facilities, these top hotels offer excellent kitchen amenities and a welcoming atmosphere.

Sunset Inn

  • Why it's great for an extended stay: Sunset Inn is a charming option for travelers looking for a comfortable stay with kitchen facilities. Boasting an impressive review rating of 9.4, this inn provides kitchenettes featuring a refrigerator and microwave, perfect for easy meal prep. Guests can enjoy the outdoor pool and beautiful garden area, creating a peaceful environment to relax and recharge during their visit to Islamorada.
  • Other amenities: Beyond its kitchen amenities, Sunset Inn offers several additional features for guests' convenience. The hotel includes free self-parking and daily housekeeping to make each stay straightforward. Guests can take advantage of bicycles available on-site for exploring the area, while the pool cabanas provide a shaded retreat after a day in the sun. With air conditioning and complimentary toiletries, every guest can enjoy comfort and ease during their stay.
  • Neighborhood: Matecumbe
  • Nearby attractions: Matecumbe United Methodist Church - 0.53 miles, Islamorada Brewery & Distillery - 0.24 miles, Keys History & Discovery Center - 0.47 miles

Chesapeake Beach Resort

  • Why it's great for an extended stay: Chesapeake Beach Resort is an ideal choice for guests who appreciate the convenience of kitchen facilities during their stay. With a stellar review rating of 9.2, this resort features kitchenettes equipped with essential amenities such as a stovetop, microwave, and full-size refrigerator, making meal preparation simple and enjoyable. Guests can also unwind on their private patio or take a dip in the outdoor pool, ensuring a refreshing retreat after a day of exploration.
  • Other amenities: In addition to its kitchen amenities, the resort offers a range of features to enhance the guest experience. Enjoy free breakfast daily, beach towels for your seaside adventures, and access to boat tours right on-site. The resort's location provides easy access to snorkeling and personal watercraft activities, while the serene beach invites relaxation under the sun. With free off-street parking and daily housekeeping, every practical need is met for a seamless stay.
  • Neighborhood: Matecumbe
  • Nearby attractions: History of Diving Museum - 0.56 miles, Theater of the Sea - 1.08 miles, Windley Key Fossil Reef Geological State Park - 1.11 miles

Islander Resort

  • Why it's great for an extended stay: Islander Resort is an excellent option for travelers seeking a luxurious experience with convenient kitchen amenities. Rated 9.2 by guests, this resort features kitchenettes complete with mini-refrigerators and full-size refrigerators, making it easy to prepare meals and snacks during your stay. Guests can also enjoy access to beautiful beachfront areas and an outdoor pool, perfect for relaxation and fun in the sun.
  • Other amenities: Beyond its kitchen facilities, the Islander Resort offers a wide range of amenities for guests to enjoy. The hotel includes beach volleyball, a beachfront restaurant with ocean views, and an array of water sports equipment for adventurous outings. Guests can also take advantage of complimentary beach towels and sun loungers, as well as fitness classes to stay active during their vacation. With self-parking and a concierge service, every need is catered to for a seamless and enjoyable stay.
  • Neighborhood: Matecumbe
  • Nearby attractions: Matecumbe United Methodist Church - 0.53 miles, Islamorada Brewery & Distillery - 0.51 miles, Keys History & Discovery Center - 0.09 miles

Pines & Palms Resort

  • Why it's great for an extended stay: Pines & Palms Resort is a fantastic choice for guests looking for a blend of comfort and kitchen facilities during their stay in Islamorada. With an excellent review rating of 9.2, this resort offers fully equipped kitchens with amenities like a stovetop and dishwasher, making it easy for guests to prepare their meals at their convenience. The outdoor pool and private beach access provide ample opportunities for relaxation and enjoyment in the sun.
  • Other amenities: The resort also features several additional amenities to enrich the guest experience. Visitors can enjoy free beach towels and sun loungers, as well as on-site activities such as parasailing and yoga classes. With a concierge service available, guests can easily arrange local excursions. The hotel includes a terrace and yard for outdoor enjoyment, while air conditioning and complimentary toiletries ensure comfort throughout the stay.
  • Neighborhood: Matecumbe
  • Nearby attractions: Bud n' Mary's Dive Center - 0.62 miles, Indian Key Historic State Park - 0.23 miles, Hurricane Monument - 1.0 miles

Cheeca Lodge & Spa

  • Why it's great for an extended stay: For travelers desiring a luxurious experience with top kitchen amenities, Cheeca Lodge & Spa stands out with its elegant offerings. This hotel, rated 9.0 by guests, features fully equipped kitchens, including a stovetop, blender, and dishwasher, allowing for effortless dining options. Guests can indulge in the resort's lavish amenities, including a poolside bar and hot tub, ensuring a relaxing getaway in a beautiful setting.
  • Other amenities: In addition to its impressive kitchen features, Cheeca Lodge offers a wealth of amenities to enhance guest enjoyment. Guests can unwind at the full-service spa or take part in activities such as kayaking and snorkeling. The resort also includes on-site dining options with ocean views, a golf course for enthusiasts, and bicycles available for exploration. With luxurious bedding and designer toiletries, every stay is elevated to a memorable experience.
  • Neighborhood: Matecumbe
  • Nearby attractions: Matecumbe United Methodist Church - 0.06 miles, Florida Keys Brewing Co. - 0.28 miles, MoradaWay Arts & Cultural District - 0.34 miles

Expand your search

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Frequently asked questions

What are the best extended stay hotels in Islamorada?
Islander Resort is one of the 80 long-term rentals available in Islamorada. A swimming pool and a barbecue grill are a sample of the amenities you'll have access to here. Another excellent option is Pelican Cove Resort & Marina. It offers a picnic area and dry cleaning and laundry services. Whichever getaway you choose, you'll appreciate the convenience of having a kitchen where you can make your own meals and indulge in a late-night cookie (without anyone knowing). Expedia's range of long-term hotel stays in Islamorada have a total average guest review rating of 8.8.
What are the best long-term hotels in Islamorada?
If you're thinking about an extended stay in Islamorada, you'll need someplace packed with awesome amenities. One of our favorites? The Caribbean Resort Royal Palm South. It comes with a swimming pool, a barbecue grill and a kitchen where you can prepare your favorite meals. Another long-term hotel to look into is The Caribbean Resort Malayan Palm North. With conveniences such as a barbecue grill, an ATM machine and cooking facilities, a stay here is nice and easy.
Are there any cheap extended stay hotels in Islamorada?
With extended stay hotels in Islamorada starting from just $96 per night, you're sure to score one at an ideal price.* Check out Pines & Palms Resort. This budget getaway comes with many nearby restaurants and a swimming pool and is about 3.0 mi from downtown. Another popular pick is Lookout Lodge Resort, 5.0 mi from the center. Spend your extended stay in Islamorada here and enjoy the use of conveniences like a barbecue grill and a convenience store.You'll find tons of awesome free attractions around Islamorada if you need to sightsee cheaply too. Bud n' Mary's Dive Center and Islamorada County Park are just a small slice of what's on offer.*These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best weekly hotel rentals in Islamorada?
Whether you're on the lookout for long-term hotels with weekly rates or a place to stay overnight, you'll find your perfect pad on Expedia. Planning to stick around a while in Islamorada? Do it from Waterfront/tropical Landscaped Home With Magnificent Gulf View. Enjoy amenities designed for longer stays here, such as a kitchen, a nearby laundromat and a nearby coin laundry. Also consider Breezy Beach Waterfront Home In Port Antigua. There's a lot to love about this option, from an oven to a washing machine. For a little more travel inspo, don't miss Expedia's One-week Vacations & Getaways. Book one of our featured 7-day deals or create your own!
What are the top pet-friendly extended stay hotels in Islamorada?
There's no need to leave your best bud at a pet resort during your extended stay in Islamorada. One place that'll greet you and your pooch with open paws is Immaculate Oceanfront Villa With Resort Amenities. It has a host of amenities that cater to both furry and human guests, including pet-friendly services and a patio. Your pup can also be part of the fun at Gorgeous 3/2 Plus Loft Islamorada Next To Marina. Plan a long-term stay in a pet-friendly room and take advantage of this hotel's conveniences, including pet-friendly services and a garden.
What's the best extended stay hotel in downtown Islamorada?
Sample the vibe and culture of Islamorada from The Caribbean Resort Royal Palm South. With a central location and amenities such as an ATM machine and a swimming pool, it's a popular choice among travelers planning to stick around a while. The Caribbean Resort Royal Palm North will also place you near all the action. This extended stay hotel offers an ATM machine, a barbecue grill and more. As that old '60s song goes — everything's waiting for you downtown! Theater of the Sea and Bud n' Mary's Dive Center are two attractions within easy reach of Islamorada's center when it's time to go out and explore.
What are the best extended stay hotels with kitchens in Islamorada?
If you're taking a trip with the kids, eating out doesn't need to swallow a large chunk of your travel budget. Save on takeout bills at The Caribbean Resort Malayan Palm North. Featuring a kitchen, a nearby beach and cycling, this hotel is ideal for families. You can also cater to rumbling stomachs at The Caribbean Resort Royal Palm South. A swimming pool and a nearby beach make this option one of the most popular long-term stays in Islamorada.
Can I find extended stay hotels with pools in Islamorada?
Whether you're the sort of person who wants to cannonball in or just lazily float around, a pool is a fantastic addition to any vacation. Create memories with your family at Immaculate Oceanfront Villa With Resort Amenities. This extended stay in Islamorada also has an oven and fitness facilities. After a busy day of sightseeing, put your feet up poolside at The Caribbean Resort. This is another popular long-term stay that offers a barbecue grill and free internet services.Anytime is a good time to be in Islamorada, which has a tropical savanna climate. But if you'd love to spend your escape in the water, visit in the summer months when temperatures range between 82 ºF and 84 ºF.
What are the top extended stay hotels with 2 bedrooms in Islamorada?
Gated Waterfront Community With Marina is an excellent choice for small groups or families. Featuring two bedrooms, a patio and a swimming pool, you'll be comfortable here during your extended visit to Islamorada. Alternatively, spend your getaway at Beautiful Sunlit Home With Shared Pool And Tennis Court. This popular two-bedroom option also has conveniences that are suited to long-term stays, such as a kitchen, a patio and a swimming pool.
Why book an extended stay hotel in Islamorada through Expedia?
If you're after a long-term rental for your extended stay in Islamorada, Expedia's got you covered. Simply filter your results by price, rating and location to narrow down your perfect long-term stay. Some of these terrific properties may even offer weekly rates. Want to snag the best deals? Sign up to become an Expedia member for free and save a ton of cash with special offers — plus you'll receive reward points on every booking. Our extended stay hotels in Islamorada have amenities like laundries and kitchens, so even though you're far away, you can still experience the comforts of home.
What can I expect from an extended stay hotel?
Featuring amenities such as kitchens, laundries and dining areas, extended stay hotels in Islamorada can be a convenient and cheaper alternative to your standard property. Make home-cooked meals and avoid laundromat bills. Sometimes offering discounted weekly rates, extended stay hotels range from simple studios to luxurious and large options with two or more bedrooms. They also have many of the amenities you'd expect in a standard hotel, like recreational facilities or 24/7 guest services. If you want flexibility, privacy and the comforts of home for a few weeks or more, an extended stay hotel is an ideal choice.

Top Islamorada Hotel Reviews

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

10/10 Excellent
"Clean quiet"
Eric 2-night trip
Posted 1 day ago
Fisher Inn Resort & Marina

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