Find Family Hotels in Islamorada, FL
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Islamorada Family Hotels
Tonight
Aug 27 - Aug 28Tomorrow
Aug 28 - Aug 29This weekend
Aug 28 - Aug 30Next weekend
Sep 4 - Sep 6Our top choices for Islamorada family-friendly hotels
￥16,430
￥22,962 total
includes taxes & fees
Aug 31 - Sep 1
2. Cheeca Lodge & Spa
Cheeca Lodge & SpaMatecumbe
- Family adventures flourish at this Florida resort where kids discover outdoor fun and ocean discovery programs all day long.
￥23,721
￥38,328 total
includes taxes & fees
Sep 2 - Sep 3
3. Islander Resort
Islander ResortMatecumbe
- Make family memories at this beachfront escape with outdoor pools, mini golf, pickleball courts, and complimentary bicycles.
￥38,845
￥54,447 total
includes taxes & fees
Sep 22 - Sep 23
4. 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.
￥17,456
￥24,834 total
includes taxes & fees
Sep 21 - Sep 22
5. 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 non-stop fun along the Islamorada shores.
￥27,892
￥43,020 total
includes taxes & fees
Sep 2 - Sep 3
￥23,019
￥25,897 total
includes taxes & fees
Sep 10 - Sep 11
7. La Siesta Resort & Villas
La Siesta Resort & VillasMatecumbe
- Family paradise with private beach, outdoor pool, and fishing fun in coastal Matecumbe awaits young explorers.
￥24,609
￥39,327 total
includes taxes & fees
Aug 30 - Aug 31
8. Hadley Resort and Marina
Hadley Resort and MarinaMatecumbe
- Discover waterside family adventures with a private beach, playground, and complimentary bicycles on Florida's sunny shores.
￥17,456
￥24,834 total
includes taxes & fees
Sep 20 - Sep 21
View all properties
Family-friendly hotels with pools in Islamorada
￥16,430
￥22,962 total
includes taxes & fees
Aug 31 - Sep 1
￥23,721
￥38,328 total
includes taxes & fees
Sep 2 - Sep 3
￥17,456
￥24,834 total
includes taxes & fees
Sep 21 - Sep 22
￥23,019
￥25,897 total
includes taxes & fees
Sep 10 - Sep 11
￥24,609
￥39,327 total
includes taxes & fees
Aug 30 - Aug 31
￥17,456
￥24,834 total
includes taxes & fees
Sep 20 - Sep 21
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio ResortIslamorada
￥27,892
￥43,020 total
includes taxes & fees
Sep 2 - Sep 3
￥38,845
￥54,447 total
includes taxes & fees
Sep 22 - Sep 23
￥32,909
￥47,769 total
includes taxes & fees
Sep 7 - Sep 8
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Dove Creek Resort & Marina, Trademark Collection by WyndhamKey Largo
￥14,185
￥21,007 total
includes taxes & fees
Sep 8 - Sep 9
Family-friendly hotels with free breakfast in Islamorada
￥17,456
￥24,834 total
includes taxes & fees
Sep 21 - Sep 22
￥23,019
￥25,897 total
includes taxes & fees
Sep 10 - Sep 11
￥17,456
￥24,834 total
includes taxes & fees
Sep 20 - Sep 21
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio ResortIslamorada
￥27,892
￥43,020 total
includes taxes & fees
Sep 2 - Sep 3
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Dove Creek Resort & Marina, Trademark Collection by WyndhamKey Largo
￥14,185
￥21,007 total
includes taxes & fees
Sep 8 - Sep 9
￥23,084
￥25,970 total
includes taxes & fees
Aug 31 - Sep 1
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Baker's Cay Resort Key Largo, Curio Collection by HiltonKey Largo
￥39,050
￥52,713 total
includes taxes & fees
Sep 27 - Sep 28
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
Chesapeake Beach Resort
8/10 Good
"We arrived one hour and twenty minutes before check in and were told there were no available rooms, although I am positive there were clean ready rooms. My husband and I went to the pool and enjoyed some music before checking into our room. Room was clean and comfortable. Continental breakfast served the next morning. The attendance were lovely and seemed happy to be at work. Check out soon after."
Breezy Palms Resort
8/10 Good
"The room was spacious and clean. We were very happy with it. They only provide maid service every 3 days, and that was simply changing sheets and towels. The only issue is the smell from the beach due to dead sea grass and other stink. It made the beach impossible to use, and often was unpleasant anytime you went outside. If you plan to use the private beach, this hotel is not for you."
The Caribbean Resort
10/10 Excellent
"Excellent place to stay!"
Hadley Resort and Marina
10/10 Excellent
"Great spot for a vacation quiet clean spacious on the go breakfast. Also the ability to rent the boat while you’re there is also awesome. I would definitely reserve one beforehand. Other than that will be back again. I highly recommend this place."
La Siesta Resort & Villas
10/10 Excellent
"Wonderfully magical place that my wife and I enjoyed immensely! The beachfront bungalows were just perfect! Can't wait to see it again soon!"
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
10/10 Excellent
"I’d recommend getting breakfast locally instead of the resort’s breakfast. Very friendly and helpful staff."
Pines & Palms Resort
8/10 Good
"Lovely location, beautifully renovated, clean room, close to everything including great restaurants. If you want peace and quiet this is the spot for you. If your idea of the keys includes loud activities this is not for you. The small beach was not accessible due to rotting sargassum. You could not even spend much time at the pool due to the smell. Not the hotels fault obviously but affected our stay negatively."
Drop Anchor
8/10 Good
"Shower didn’t get super hot & not the best water pressure. Keep blinds closed in summer as the room got very hot and the a/c unit struggled to keep the room cool even at night. Could use a shade for the kitten window to help with this. Full length mirror in the room would’ve been nice as well. Overall nice property but a little older & can use some revamping"
Frequently asked questions
Explore a world of travel with Expedia
- Waterpark Hotels in Flamingo
- Lodges in North Key Largo
- Hostels in Flamingo
- Luxury Hotels in Key Largo
- All-Inclusive Hotel Hotels in Key Largo Village
- Adventure Hotels in Key Largo
- Riads in Big Pine Key
- Condo Resorts in Key Colony Beach
- Apartments in Big Pine Key
- Resorts in Homestead
- Inns in Key Colony Beach
- Lodges in Big Pine Key
- Cruise Ships in Florida City
- Hotels near Sombrero Beach
- Hotels near Zoo Miami
- Shopping Hotels in Key Largo
- Farmstay in Marathon
- Marathon Hotels
- Long Key Hotels
- Scuba Diving Hotels in Key Largo
- Motels in Homestead
- Resorts in Flamingo
- Beach Hotels in Key Largo Park
- Cheap Hotels in North Key Largo
- Scuba Diving Hotels in Key Largo Park
- Lodges in Homestead
- Hotels near Jimmy Johnson's Big Chill
- Inns in Islamorada
- Apartments in Homestead
- Hotels near Anne's Beach
- Resorts in Little Torch Key
- Rv Parks in Bahia Honda Key
- Scuba Diving Hotels in Florida City
- Hotels near Biscayne National Park
- Aparthotels in Key Colony Beach
- Holiday Park Resorts in Key Largo
- Hotels near Everglades National Park
- Hotels near Ocean Reef Club
- Motels in Florida City
- Luxury Hotels in Key Largo Park
- Beach Hotels in Key Largo
- All-Inclusive Hotel Hotels in Key Largo Park
- Resorts in Duck Key
- Scuba Diving Hotels in Marathon
- Ryokans in Big Pine Key
- Hotels near Biscayne Bay
- Resorts in Key Colony Beach
- Vacation Homes in Big Pine Key
- Resorts in Bahia Honda Key
- Hotels near Calusa Beach
- Inns in Duck Key
- Hostels in Key Largo
- Adults Only Resorts & in Long Key
- Key Largo Hotels
- Riads in Islamorada
- Hotels near Homestead Air Reserve Base
- Homestead Hotels
- Pet-Friendly Hotels in Flamingo
- Rv Parks in Long Key
- Riads in Key Largo
- Vacation Homes in Key Largo
- Rv Parks in Florida City
- Inns in Princeton
- Rv Parks in Islamorada
- Scuba Diving Hotels in Blue Waters
- All-Inclusive Hotel Hotels in Key Largo
- Aparthotels in North Key Largo
- Vacation Homes in Marathon
- Islamorada Hotels
- Rv Parks in Flamingo
- All-Inclusive Hotel Hotels in Florida City
- Scuba Diving Hotels in Key Largo Village
- Hotels near Baker's Cay Resort Beach
- Palaces in Key Colony Beach
- Flamingo Hotels
- All-Inclusive Hotel Hotels in Key Colony Beach
- Adults Only Resorts & in Marathon
- Coral Lagoon Hotels
- Hotels near Homestead Miami Speedway
- All-Inclusive Hotel Hotels in Matecumbe
- Resorts in No Name Key
- Family Hotels in Grassy Key
- Cutler Bay Hotels
- Beach Hotels in Key Colony Beach
- Guest Houses in Islamorada
- Motels in Islamorada
- Hotels near Florida Keys Marathon
- Beach Hotels in Key Largo Village
- Hotels near Prime Outlets Florida City
- Hotels near Homestead Air Force Base
- Big Pine Key Hotels
- Princeton Hotels
- Hotels with a Pool in Flamingo
- Resorts in Key Largo
- Cheap Hotels in Key Largo
- Hotels near Caribbean Club Bar
- Resorts & Hotels with Spas in Flamingo
- Luxury Hotels in Key Largo Village
- Resorts in Islamorada