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23 Oct - 25 OctOur top choices for Islamorada family-friendly hotels




1. Cheeca Lodge & Spa
Cheeca Lodge & SpaMatecumbe
- Family adventures flourish at this Florida resort where kids discover outdoor fun and ocean discovery programmes all day long.
฿6,669
฿9,954 total
includes taxes & fees
20 Oct - 21 Oct




2. Islander Resort
Islander ResortMatecumbe
- Make family memories at this beachfront escape with outdoor pools, mini golf, pickleball courts, and complimentary bicycles.
฿6,996
฿10,330 total
includes taxes & fees
18 Oct - 19 Oct




3. Amara Cay Resort
Amara Cay ResortMatecumbe
- Endless family adventures at a private beach paradise where kids can swim, kayak, and explore oceanfront fun.
฿5,181
฿8,279 total
includes taxes & fees
20 Oct - 21 Oct




4. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio ResortIslamorada
- Family paradise awaits with three pools, a private beach, and an arcade for direct fun along the Islamorada shores.
฿8,017
฿11,470 total
includes taxes & fees
2 Nov - 3 Nov
฿4,813
฿6,361 total
includes taxes & fees
22 Oct - 23 Oct




6. Fisher Inn Resort & Marina
Fisher Inn Resort & MarinaIslamorada
- Family fun awaits at this oceanside motel with a private beach, heated pool, and complimentary bicycles for island adventures.
฿5,329
฿7,089 total
includes taxes & fees
20 Oct - 21 Oct
฿5,012
฿5,638 total
includes taxes & fees
26 Oct - 27 Oct
฿7,209
฿9,958 total
includes taxes & fees
15 Nov - 16 Nov
View all properties
Family-friendly hotels with pools in Islamorada
฿6,996
฿10,330 total
includes taxes & fees
18 Oct - 19 Oct
฿6,669
฿9,954 total
includes taxes & fees
20 Oct - 21 Oct
฿5,181
฿8,279 total
includes taxes & fees
20 Oct - 21 Oct
฿4,813
฿6,361 total
includes taxes & fees
22 Oct - 23 Oct
฿5,012
฿5,638 total
includes taxes & fees
26 Oct - 27 Oct




Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio ResortIslamorada
฿8,017
฿11,470 total
includes taxes & fees
2 Nov - 3 Nov
฿5,329
฿7,089 total
includes taxes & fees
20 Oct - 21 Oct
฿7,209
฿9,958 total
includes taxes & fees
15 Nov - 16 Nov
฿4,796
฿6,489 total
includes taxes & fees
9 Nov - 10 Nov
Family-friendly hotels with free breakfast in Islamorada




Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio ResortIslamorada
฿8,017
฿11,470 total
includes taxes & fees
2 Nov - 3 Nov
฿5,012
฿5,638 total
includes taxes & fees
26 Oct - 27 Oct
฿5,329
฿7,089 total
includes taxes & fees
20 Oct - 21 Oct
฿4,796
฿6,489 total
includes taxes & fees
9 Nov - 10 Nov
฿6,327
฿8,442 total
includes taxes & fees
18 Oct - 19 Oct
฿3,921
฿4,411 total
includes taxes & fees
20 Oct - 21 Oct




Baker's Cay Resort Key Largo, Curio Collection by Hilton
Baker's Cay Resort Key Largo, Curio Collection by HiltonKey Largo
฿9,866
฿12,947 total
includes taxes & fees
29 Oct - 30 Oct




Dove Creek Resort & Marina, Trademark Collection by Wyndham
Dove Creek Resort & Marina, Trademark Collection by WyndhamKey Largo
฿3,589
฿5,101 total
includes taxes & fees
29 Oct - 30 Oct
฿3,817
฿4,765 total
includes taxes & fees
29 Oct - 30 Oct




Playa Largo Resort & Spa, Autograph Collection
Playa Largo Resort & Spa, Autograph CollectionRock Harbor
฿9,351
฿12,367 total
includes taxes & fees
1 Nov - 2 Nov
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.
View all propertiesTop Islamorada Hotel Reviews
Hadley Resort and Marina
8/10 Good
"Lovely gem of a place and in a great location to explore either direction in the Keys! Helpful and friendly staff! I stayed in the room units closer to the road and next to the main lobby, so I can't compare them to the larger suites or ocean-view spots--which I'm guessing are fancier. The room was decently clean and comfy! Just noting (not complaining), the bathroom was tiny, but it worked fine for 1 person. Had a nice little kitchenette with a mini fridge, microwave, large sink, and coffee pod maker, so it was easy to save restaurant leftovers or keep a few groceries. There's a sweet little spot to sit in loungers or chairs at the end of the marina and soak up some ocean views (east-facing for sunrise is nice). It's just a quick walk to the backside of the property. It wasn't busy during my stay in early Oct., so it was easy to get a chair anytime, but note that there isn't space for more than a few people at a time. There are kayaks and other things you can use (I didn't have the time)."
Fisher Inn Resort & Marina
10/10 Excellent
"It was EXACTLY what I was looking for. Thank you! I wish I had more time to enjoy the super adorable room."
Pines & Palms Resort
10/10 Excellent
"This was an absolute dream vacation for my husband and I. The amenities were fantastic and the property was immaculate. The staff were exceedingly concerned about our comfort and asking if we needed anything. The location couldn’t have been better. We will be back."
The Caribbean Resort
10/10 Excellent
"Muy bien todo excelente servicio"












































