Find Extended Stay Hotels in Islamorada, FL

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Top Islamorada Extended Stay Hotels | Reserve now, pay later

Islander Resort
Relax in comfort on the beach with lounge chairs and enjoy the ocean views.

Islander Resort

4.0 star property
9.2 out of 10, Wonderful, (1016)
"We’ll stay again awesome Resort!!"
$268 nightly
The price is $302
Aug 4 - Aug 5
Total includes taxes and fees
Islander Resort
Drop Anchor
Relax in a semi-circular seating area overlooking the beach, surrounded by palm trees and a thatched umbrella.

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1005)
"The property was a throw back to old motels, charming…"
$148 nightly
The price is $163
Jul 16 - Jul 17
Total includes taxes and fees
Drop Anchor
Pines & Palms Resort
Relax on the beach with a clear view of the ocean from a wooden pier, surrounded by palm trees and comfortable lounge chairs.

Pines & Palms Resort

3.0 star property
9.2 out of 10, Wonderful, (1001)
"Great quiet spot!"
$218 nightly
The price is $245
Jul 16 - Jul 17
Total includes taxes and fees
Pines & Palms Resort
Islander Bayside Villas and Boatslips
Restaurant

Islander Bayside Villas and Boatslips

3.5 star property
8.8 out of 10, Excellent, (369)
"Excellent property. Clean, convenient and quiet."
$290 nightly
The price is $327
Jul 15 - Jul 16
Total includes taxes and fees
Islander Bayside Villas and Boatslips
The Caribbean Resort
Enjoy ocean views from shaded seating areas and lounge by the dock.

The Caribbean Resort

3.5 star property
10.0 out of 10, Exceptional, (154)
"Definitely will be back! Such a nice, quiet little place. "
The Caribbean Resort
Breezy Palms Resort
Relax on the beachfront lawn with lounge chairs, enjoy the tranquil atmosphere, and take in the views of the calm sea.

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (488)
"Laid back atmosphere with renovated rooms."
$143 nightly
The price is $159
Jul 15 - Jul 16
Total includes taxes and fees
Breezy Palms Resort
Angler's Reef Resort by KeysCaribbean
Stroll along the natural coastal path, surrounded by lush greenery and serene atmosphere.

Angler's Reef Resort by KeysCaribbean

3.5 star property
9.0 out of 10, Wonderful, (14)
"House is situated right off the main road and very noisy at all times day and night. Also no blinds in the Master room which is located at back of home off the road. Had to buy a set of frying pans because the pans there were in terrible condition for Teflon coated."
Angler's Reef Resort by KeysCaribbean
Bayview Villa- Pet-Friendly Waterfront Paradise. A fisherman's dream!
Enjoy a serene waterfront setting surrounded by lush greenery and a tranquil marina.

Bayview Villa- Pet-Friendly Waterfront Paradise. A fisherman's dream!

10.0 out of 10, Exceptional, (25)
"Beautiful property and the owners are wonderful!"
Bayview Villa- Pet-Friendly Waterfront Paradise. A fisherman's dream!
Keys Villa - Secluded tropical paradise located on the water!
Enjoy a serene waterfront retreat with a marina view, lush greenery, and a motorboat docked at the pier.

Keys Villa - Secluded tropical paradise located on the water!

9.8 out of 10, Exceptional, (58)
"Great place to stay and would highly recommend. Phyllis was great to work with. "
Keys Villa - Secluded tropical paradise located on the water!
Large Screened Porch, Professional Cleaning, Wifi
Enjoy a tranquil beachside retreat with a thatched-roof hut and palm trees.

Large Screened Porch, Professional Cleaning, Wifi

9.4 out of 10, Exceptional, (96)
"We greatly enjoyed our time at Sea Gulls. While the condo could use a little refresh, the location and amenities were perfect for our escape from the cold. We hope to return next year."
Large Screened Porch, Professional Cleaning, Wifi
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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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 9.2.
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 $159 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.

Recent reviews of Islamorada hotels
Expedia verified reviews

La Siesta Resort & Villas

La Siesta Resort & Villas

5/5 Excellent
"Amazing staff "
A verified traveler stayed at La Siesta Resort & Villas
Posted 16 hours ago
La Siesta Resort & Villas