Beginning of main content

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Islamorada Accommodation by the Lake

Drop Anchor
Drop Anchor
3.0 out of 5.0 84959 Overseas Highway, 222, Islamorada, FL
$113
4.5/5 (34 reviews)

We loved the retro style of the resort. The unit was clean and roomy. The grounds were beautiful. Loved watching the boats come and go.

Reviewed on Aug 2, 2020
Guests of Drop Anchor enjoy an outdoor pool, free WiFi in public areas, and coffee in a common area. If you drive, put free parking to good use. Friendly staff ...
Postcard Inn Beach Resort & Marina
Postcard Inn Beach Resort & Marina
3.0 out of 5.0 84001 Overseas Hwy, Islamorada, FL
$169
4.2/5 (55 reviews)

Nice place relaxing employees nice Specialy Sara at front desk. Will be back

Reviewed on Sep 8, 2020
Postcard Inn Beach Resort & Marina features a private beach, a marina, and 2 outdoor pools. Transportation is made easy with a free area shuttle. The 24-hour ...
Pelican Cove Resort & Marina
Pelican Cove Resort & Marina
3.0 out of 5.0 84457 Overseas Highway, Islamorada, FL
$149
4.1/5 (77 reviews)

Very nice no problems!

Reviewed on Sep 8, 2020
Guests of Pelican Cove Resort & Marina have access to a private beach, a marina, and an outdoor pool. If you drive, put free parking to good use. The 24-hour ...
Creekside Inn Islamorada
Creekside Inn Islamorada
2.5 out of 5.0 90611 Old Highway, Tavernier, FL
$110
3.8/5 (35 reviews)

Very clean property and the locations was perfect!

Reviewed on Mar 24, 2020
Renovated in 2017, Creekside Inn Islamorada offers a marina, an outdoor pool, and free WiFi in public areas. Free parking is available if you drive. The front ...
Map

Houseboats

Book a houseboat in Islamorada
Take command of your next vacation…by taking the helm of a houseboat! Why debate over whether to stay home or go to the coast? A Islamorada houseboat rental lets you do both. It’s especially ideal if you’re traveling with a bunch of people, whether it’s family or friends, because it blends all the comfort of a “staycation” at home with adventure on the high seas. When you book through Orbitz, you’ll have everything you need to captain your new vacation home.

Islamorada houseboat vacations for everyone
Gather everyone you know, because most houseboats can sleep over 10 people while maintaining a cozy, small-house feel—without feeling cramped. There are showers and kitchens on almost every house boat, and some vessels come with hot tubs, wet bars and multiple TVs. Take your houseboat out to a particular spot in the water, or kick off a proper Islamorada adventure and travel from port to port. Your on-board crew will be so impressed with this unique vacation, they’ll probably start calling you “Skipper.” 

They’ll be even more impressed with the luxury house boats that are available. Think stunning décor, gorgeous artwork and even fireplaces for cool evenings on the water. Some even have glass bottoms so you can look right into the water beneath you.

When you want to give your sea legs a break, come ashore and do some sightseeing in Islamorada. Snap up a meal at one of the local restaurants, or do a little grocery shopping so you can cook once you’re back on the water. And don’t forget to look into fishing permits—there’s nothing like cooking up fresh-caught fish to really complete your houseboat experience. 

Hotel Options in Islamorada

See all 1,135 Properties in Islamorada
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.