Find Hotels with Connecting Rooms in Islamorada, FL

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Pick from 11 Islamorada Hotels with Connecting Rooms and compare room rates, reviews, and availability. Most hotels are fully refundable.

Exterior
The Caribbean Resort
3.5 star property
10.0 out of 10, Exceptional, (134)
"What a wonderful resort in paradise. We stayed in the Bird of Paradise and it was perfect. Look out the window at the Atlantic Ocean. Would definitely come back again. 5 stars. "
The Caribbean Resort
Outdoor pool, a heated pool, pool umbrellas, sun loungers
Pines & Palms Resort
3.0 star property
9.2 out of 10, Wonderful, (955)
"Beautiful place to get away with your family"
The price is $169
$238 total
includes taxes & fees
Jun 2 - Jun 3
Pines & Palms Resort
Private beach, sun loungers, beach umbrellas, beach towels
Cheeca Lodge & Spa
4.0 star property
9.0 out of 10, Wonderful, (1008)
"Beautiful property. Love the updates. Staff friendly. had a wonderful stay. "
The price is $399
$511 total
includes taxes & fees
Jun 16 - Jun 17
Cheeca Lodge & Spa
Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort
2.5 star property
9.0 out of 10, Wonderful, (1325)
"Great staff, amazing views!"
The price is $209
$275 total
includes taxes & fees
May 21 - May 22
Chesapeake Beach Resort
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Drop Anchor
3.0 star property
9.0 out of 10, Wonderful, (1001)
"Good"
The price is $153
$207 total
includes taxes & fees
May 20 - May 21
Drop Anchor
Exterior
Amara Cay Resort
4.0 star property
8.8 out of 10, Excellent, (1246)
"We absolutely feel in love with this resort !!😍My family and I had a quality time there , beautiful view , awesome service, too many activities to do ,delicious food , room very clean .We don’t have nothing bad to say.Just want to thank to the staff to help us to enjoy our stay 😍😍.."
The price is $261
$349 total
includes taxes & fees
Jun 12 - Jun 13
Amara Cay Resort
Aerial view
Pelican Cove Resort & Marina
3.0 star property
8.2 out of 10, Very Good, (1000)
"We had never stayed at this resort before, but were very pleased with all the amenities, especially the pool and the on-site restaurants and bars. Our view from our room was gorgeous and the service was excellent. We will be staying there again!"
Pelican Cove Resort & Marina
Dock
Hadley Resort and Marina
3.5 star property
8.0 out of 10, Very Good, (928)
"The place was beautiful. Love the scenery from the balcony. Staff was very friendly and helpful if we needed anything. Was great that they have a pool and offer for free with your stay bikes, paddle boards, and kayak. "
The price is $145
$196 total
includes taxes & fees
May 20 - May 21
Hadley Resort and Marina
Exterior detail
Fisher Inn Resort & Marina
3.5 star property
7.6 out of 10, Good, (1000)
"The property looks simple from the highway, but when you get there, it is gorgeous! The rooms are very spacious and include most amenities you will need. The setting is peaceful and quiet, and mostly beautiful. I’ll stay there again. "
The price is $143
$194 total
includes taxes & fees
Jun 10 - Jun 11
Fisher Inn Resort & Marina
Outdoor pool, sun loungers
Coconut Cove Resort and Marina
2.5 star property
7.4 out of 10, Good, (659)
"Super Cute, if you’re looking for something quiet and still in the middle of the action. Nice little spot. "
The price is $127
$143 total
includes taxes & fees
May 20 - May 21
Coconut Cove Resort and Marina
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See all available properties in Islamorada
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.

Islamorada Hotels with Connecting Rooms information

 

Hotels with Connecting Rooms in Islamorada

11

Highest price
$399
Cheapest price
$127
Number of guest reviews
9,246
Total number of hotels in Islamorada
2,122

 

Frequently asked questions

How much do hotels with connecting rooms in Islamorada cost?
The price range for hotels with connecting rooms in Islamorada is $127 to $399 per night. Whatever your budget, you’re sure to find something that makes your wallet happy — as well as your entire family! This price was 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.
How many hotels with adjoining rooms are there in Islamorada?
Claim your vacation time and choose from 11 hotels with adjoining rooms in Islamorada. For business travel, a family getaway or anything in between, Expedia can help you find your ideal stay in a few quick clicks.
Are there any family-friendly hotels with connecting rooms in Islamorada?
Traveling with the family in Islamorada is a piece of cake at The Caribbean Resort. With connecting rooms and conveniences such as a swimming pool and a nearby beach, your crew can make themselves at home at this 3.5-star stay. Islander Resort is another family-friendly hotel with connecting rooms. It has a 3-star rating and amenities including beach cabanas and a swimming pool. Islamorada has loads of family-friendly attractions to visit when you need to keep the kids busy. Theater of the Sea and Robbies guarantee a fun day out for everyone.
Why book your hotel with connecting rooms in Islamorada with Expedia?
Getaways with the family shouldn’t be difficult, so if you’re searching for hotels with connecting rooms at a competitive price, Expedia is here to help. Keep costs down and pick a motel with connecting rooms, or book a luxury hotel and spoil your favorite people. Our search filters make it a breeze to find a stay in Islamorada that matches your needs.
How can I find cheap hotels with connecting rooms in Islamorada?
The easiest way to find cheap hotels with connecting rooms in Islamorada is with Expedia’s convenient filter tool. Tailor your search results by star rating, amenities and budget to land excellent rates in a few clicks.
What is there to do in Islamorada near my hotel with connecting rooms?
There are lots of fabulous things to do and see in Islamorada. Discover leading attractions like Theater of the Sea, Anne’s Beach and Florida Keys Brewing Co.. Windley Key Fossil Reef Geological State Park, Indian Key Historic State Park and Sunset Drive Beach are other must-see’s.

Recent reviews of Islamorada hotels
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