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Kid-friendly vacation rentals in Islamorada

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Popular amenities for Islamorada kid-friendly rentals

Kid-friendly house rentals

Superhost

Home in Key Largo

4.74 out of 5 average rating, 19 reviews

Brand new beautiful and modern waterfront home

SandraRating, 5 stars3 weeks ago
Comfortable and conveniently located home, close to restaurants and dive shops. Nice surroundings.
Guest favorite

Home in Marathon

4.94 out of 5 average rating, 182 reviews

Avail. Now! 70ft Dock, Close to Beach VACA23-16,

LynetteRating, 5 stars2 weeks ago
Nice spot on Marathon , really quiet , private , lots of areas to hang out. It comfortably slept 8 of us ... beds were very comfortable ( the best beds and pillows I have encountered in an Airbnb ) .... We loved being on a canal so we could rent a boat and go out each day to explore. It is a nice neighborhood with larger lots than many places in the Keys. Very conveniently located behind the Publix shopping area and near a Marina where the boat rental staff were lovely. Crane Point Hammock is worth a visit and just on the other side of US 1 from where the house is located. Plenty of towels , dishes , cups / mugs and coolers. It is an older home which means nice yard vegetation , kitchen a bit dated , could use new pots and pans but really a great spot and Jeff was super friendly, flexible and responsive ... would come here again. Everyone had a great time !!!
Guest favorite

Home in Marathon

4.94 out of 5 average rating, 126 reviews

Paradise - Pool, Hot tub, Mini Golf, Dockage, Fish

DeniseRating, 5 stars2 months ago
The house is very well appointed. We maxed out the occupancy with three families converging for an annual get together. There was a bed for every body, plenty of towels (and the ability to dry them quickly), adequate cookware for our large feasts, tons of ice with the commercial ice maker, and enough space that we weren’t always on top of each other. It is in a convenient location to reach the bottom or the top of the Keys and a quick drive takes you to nearby shopping, beaches, and activities.
Guest favorite

Home in Marathon

5 out of 5 average rating, 12 reviews

Waterfront Oasis w/Private Pool-Dockage-Beach

DaveRating, 5 stars1 month ago
Incredible property. Perfect gathering space for my entire family of 6. Private yet close to commerce like Publix and local gym to work out. Great memories made.
Guest favorite

Home in Key Colony Beach

4.94 out of 5 average rating, 106 reviews

Waterfront Home 37.5-ft dock, Cabana Club Included

BillRating, 5 stars2 weeks ago
the home was spotless. modern and up to date. Quiet area and street. includes access to a beach club down the street. restaurants and shops nearby. my wife enjoyed the fresh seafood. it's a 10
Guest favorite

Home in Key Largo

5 out of 5 average rating, 12 reviews

Island Breeze

BradRating, 5 stars1 week ago
I can’t say enough about this stay! The place was better than the pictures. It was peaceful and extremely comfortable. The place was spotless and Maddy had cold beverages in the fridge to welcome us. This was an incredible place!
Guest favorite

Home in Marathon

4.96 out of 5 average rating, 51 reviews

Paradise Ocean Front 4/3Home Heated Pool

BekkiRating, 5 stars1 week ago
Absolutely loved our stay here. So convenient, lovely view, and warm pool even in the colder weather. Safe neighborhood and easy to get everywhere.
Superhost

Home in Key Colony Beach

4.73 out of 5 average rating, 133 reviews

NEW PET FRIENDLY Waterfront Single Home-Pool,Beach

CherylRating, 5 stars1 month ago
Mary's place was in a very safe and beautiful location. Everyone was friendly and there were endless dining options. There were even local conveniences that I didn't expect nearby such as Dollar Tree, Winn Dixie, Home Depot, etc. Showers had great water pressure, hot water, and had zero sulphur smell. Decor was lovely and ample storage space for your things. A/C and heat works great and no musty smells anywhere. Beds, outdoor furniture and couches very comfortable. Convenient off-street parking. Was too busy to enjoy the cabana amenities but visited it briefly and it looked wonderful. Thank you Mary hope to return in the future!

Kid-friendly apartment rentals

Superhost

Apartment in Key Colony Beach

4.84 out of 5 average rating, 104 reviews

Beachside Unit 22 - Private Beach on Atlantic

MeganRating, 5 stars2 weeks ago
This place was a nice quiet area for our family to relax. Enjoyed the private beach very much and we were able to successfully make dinner with our fresh catch in the kitchen and at the grill after stocking kitchen with necessities. Could use some new pillows, but everything was very clean and tidy. We’d be back.
Guest favorite

Apartment in Key Largo

4.99 out of 5 average rating, 142 reviews

Kawama Lagoon, 3D corner chickee 2bdr , 2 baths

EowynRating, 5 stars4 weeks ago
A lovely and unique stay in Key Largo! The listing was better than the photos, I love the ocean theme and all of the color. I particularly appreciated having access to kayaks. The hosts are also lovely and provided help as needed and recommendations. I would love to return.
Guest favorite

Apartment in Islamorada

4.82 out of 5 average rating, 11 reviews

The House HMH

NataliyaRating, 5 stars1 week ago
Heathermarie is a fantastic hostess and very kind person. We enjoyed staying at her rental. It’s was clean, quiet, private and beautifully designed. We would definitely come back.
Superhost

Apartment in Key Largo

4.92 out of 5 average rating, 256 reviews

Waterfront Studio 2| Couples Oasis | Kayaks | Pool

LisaRating, 5 stars1 month ago
easy check in. excellent communication. host replaced heater within 12 hrs. used kayaks, Spent the day on the water and saw manatees. Definitely a 5 star place.
Superhost

Apartment in Key Largo

4.82 out of 5 average rating, 38 reviews

Best Place to see the sunset

CrystalRating, 5 stars9 months ago
Spacious and comfortable condo for a family of four! We enjoyed the pools, swimming lagoon, pickleball courts, and the sitting areas on the ocean. The kitchen is well-appointed and the attached private laundry room was a bonus. The beds in both rooms were very comfortable. We regularly did the 5-minute drive to Pennekamp State Park for the sandy beach, rental kayaks and paddle boards through the mangroves, and snorkeling trips to the reefs and shipwrecks. We also enjoyed the local fish markets in the marina just a short walk from the unit. We will stay here again.
Superhost

Apartment in Key Largo

4.83 out of 5 average rating, 328 reviews

Escape to the Keys!

LynneRating, 5 stars2 weeks ago
This was our first visit to the Keys, spending over a week overall and 5 nights at Ana's place. We loved how convenient it was to the main highway; we could slip in for a quick meal or change of clothing as we went from place to place. While we only came as a couple (our sons being young adults), Ana's place is spacious and well-equipped for a family with children--or for two couples to share. I loved having a washer-dryer combination right off the kitchen, and knowing it was there allowed us to bring fewer clothes. Ana also quickly responded the few times I messaged with questions. If we return to the Keys, we would most certainly stay there again. Highly recommended.
Guest favorite

Apartment in Marathon

4.97 out of 5 average rating, 101 reviews

Beachfront Condo w/ Ocean Views in Marathon

WendyRating, 5 stars2 weeks ago
Stunning views, peaceful. we had stayed in this building before 7 years ago and found other vacations have never measured up to the view. This owner puts money back into his investment, furniture was comfortable, kitchen was beautiful and well stocked. This is a end unit so you really get special views! We definitely are going home with huge smile on our faces and are so distressed. On top of all that the unit was so clean!❤️
Guest favorite

Apartment in Tavernier

4.89 out of 5 average rating, 466 reviews

Capt Craigs Apartment

KymberlyRating, 5 stars3 weeks ago
We loved our stay here! Not only was the location was great, the place had everything you could need- the kitchen was fully stocked with all cooking utensils, the bathroom was nice, big comfy bed...definitely worth the visit!

Kid-friendly condo rentals

Superhost

Condo in Tavernier

4.9 out of 5 average rating, 153 reviews

2BR - Key Largo Sunshine Getaway

SandraRating, 5 stars1 month ago
Very close to local attractions and had adorable game area (darts, corn hole, etc). Pool was convenient and very clean. Great condo with all you need.
Guest favorite

Condo in Key Largo

4.87 out of 5 average rating, 116 reviews

Kawama Breeze

JeniRating, 5 stars3 weeks ago
My family of 4 had a great stay at the Condo for 5 nights. Patricia is a super host: great communication, clear instructions for check in and out, great suggestions to local activities’, thoughtful space arrangements in the Apt., and quality appliances for us to feel right at home. The Apt was very clean, spacious and comfortable. Highly recommend it, and thanks once again to our wonderful host!
Guest favorite

Condo in Key Largo

5 out of 5 average rating, 8 reviews

Key Lime Breeze Ocean Retreat | Waterfront Oasis

NathanielRating, 5 stars2 weeks ago
We had a wonderful time staying at this property! It lives up to the photos/description and did not disappoint. We enjoyed staying within a gated community and having access to the clubhouse, pickle ball courts, pools, and hot tubs. There's a lot to do within reasonable driving distance too - from Theater of the Sea to feeding tarpon to visiting Everglades National Park. Kim and Jazz were both very responsive hosts and a pleasure to communicate with. We would definitely stay again!
Guest favorite

Condo in Key Largo

4.89 out of 5 average rating, 74 reviews

Island Palms~Overlooking Tennis Courts

KellyRating, 5 stars3 weeks ago
We loved your condo!!! We want to stay there again. There were 6 of us that stayed there and we were all very comfortable. The staff is amazing: very professional, friendly and helpful. We had an issue with the internet (which ended up being our fault) but the maintenance guy came right up with in a few minutes and we got it figured out. The area was beautiful. The lagoon was very cool, we saw some wild life around it. The best area was just on the other side of the marina. If we had more time we would have hung out there more.
Superhost

Condo in Key Largo

4.87 out of 5 average rating, 119 reviews

Waterfront Spacious Condo Key Largo #4, 10% Off 7+

JessicaRating, 5 stars1 week ago
Place was perfect for what we needed. A lot of great restaurants in the area.
Guest favorite

Condo in Tavernier

4.89 out of 5 average rating, 112 reviews

Luxurious Suite+Open Ocean Views+Pool & Cabana Bar

DawnRating, 5 stars3 weeks ago
We enjoyed our stay very much, we found the condo very well equipped, clean and beautifully decorated. Loved the view from the balconies. Largo was a great host, quick to respond to any questions we had and gave us great recommendations to area restaurants. We would book again.
Guest favorite

Condo in Tavernier

5 out of 5 average rating, 34 reviews

Key Largo Sunrise Resort Style Ocean Pointe 5315

TracyRating, 5 stars1 week ago
Sean’s place was squeaky clean, beautifully decorated, comfortably furnished, supplied with everything we needed and more, with a beautiful ocean view from the balcony and conveniently located to the pool and beach. Sean responded immediately and cheerfully to any questions. A new marina restaurant/bar just opened at the marina/beach. Looked beautiful! Wish we could have stayed for happy hour! We loved it and would highly recommend Sean’s place!
Guest favorite

Condo in Key Largo

4.96 out of 5 average rating, 122 reviews

Kawama Suntastic @ Key Largo

NancyRating, 5 stars2 weeks ago
The condo is in a well established community around a lagoon with shade trees and full of fish that can be seen from a deck just steps from the back door. Everyone was friendly and quiet. We felt immediately relaxed and at home. The pool and beach are only a few minutes walk away. The condo is very well stocked and has new appliances. We ate out at number of restaurants within 10 mins of the house and also easily shopped near by for a BBQ back at the house. Very comfortable and relaxing

Quick stats about vacation rentals that are kid-friendly in Islamorada

  • Total rentals

    60 properties

  • Nightly prices starting at

    $80 before taxes and fees

  • Total number of reviews

    1.3K reviews

  • Family-friendly rentals

    60 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    40 properties have a pool

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