Kid-friendly holiday rentals in Islamorada

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Popular amenities for Islamorada family-friendly rentals

Kid-friendly house rentals

Guest favourite
Home in Key Largo
4.76 out of 5 average rating, 21 reviews

Brand new beautiful and modern waterfront home

BrittanyRating, 5 stars6 days ago
The rental is located in a gated campsite that includes both houses and campers. The campground is quiet and has views of the ocean to watch the sunset. The rental has a lovely ground level with a large tv, grill, dining area, and outdoor furniture. The inside of the rental was extremely clean upon our arrival. Both beds were nice and comfy. The kitchen and bathrooms had all necessary items. We appreciate Claudia sharing her place in Key Largo for us and our pups.
Guest favourite
Home in Marathon
4.94 out of 5 average rating, 183 reviews

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

LynetteRating, 5 stars1 month 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 favourite
Home in Marathon
4.94 out of 5 average rating, 127 reviews

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

ZachRating, 5 stars5 days ago
We booked Ryan's home for a family escape from the cold. We had an amazing time and I highly recommend the property for anyone looking for a larger space, and a relaxing getaway. Ryan was extremely communicative and helpful. He checked in several times and offered tips and guidance regarding the area. He also ensured we had what we needed to enjoy ourselves. The space itself is also great - the layout was great for our family who could enjoy the living space while also have separate sleeping areas. That said, the backyard is really what makes this place special. The pool is amazing, and we preferred sitting back there and just laying out over the beach. I can't recommend more highly!
Guest favourite
Home in Marathon
5 out of 5 average rating, 12 reviews

Waterfront Oasis w/Private Pool-Dockage-Beach

DaveRating, 5 stars2 months 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 favourite
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 stars1 month 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 favourite
Home in Key Largo
5 out of 5 average rating, 15 reviews

Island Breeze

KathyRating, 5 stars4 days ago
This is a great find! The amazing outdoor area with the pool and tiki hut were perfect for the days we stayed in. We felt safe as we walked the neighborhood. Cleanest Airbnb we e ever stayed at! Would definitely go back!
Superhost
Home in Tavernier
4.89 out of 5 average rating, 18 reviews

Waterfront Home Near Key Largo | Long-Term Stay

ChristopherRating, 5 stars1 month ago
My group and I had an amazing stay! Corey and Armando were amazing hosts; super responsive to any questions and flexible to my requests. They even provided great recommendations for things to do in the area. Home was beautiful and in a great area. I would definitely stay here again!
Guest favourite
Home in Marathon
4.96 out of 5 average rating, 53 reviews

Paradise Ocean Front 4/3Home Heated Pool

VictoriaRating, 5 stars2 weeks ago
My family came from upstate ny for vacation. We had an amazing time. My 8 year old loved the bunk beds and made a fort. We loved the pool and the outdoor space! Having coffee in the morning outside was fantastic. We are already starting to plan a trip back next year!

Family-friendly apartment rentals

Guest favourite
Flat in Marathon
5 out of 5 average rating, 15 reviews

Ocean Breeze Gated Community

JodiRating, 5 stars1 month ago
The condo was light, bright & clean. The 2 full baths were nicely appointed as was the kitchen. Windows let in the light during the day and shades provided privacy at night. We did a fair amount of cooking. Fresh seafood is available for purchase at King’s Market in easy walking distance. Or you could fish from the concrete area/pier at back of this gated space. Easy check in and check out with the host. Everything inside & out was neat and well-maintained. Many good restaurants are easily accessible - most require a drive but are quick to find: Castaways, Dockside Boot Key Harbor, and Blu Bistro were great. Winn Dixie and Publix are located within 10-15 minutes; Walgreens right across the street. Our favorite experience was guided kayaking around boot key harbor. You must visit Sombrero Beach & Sunset Beach. On our last night the crowd applauded the sunset & sang along to a song about Marathon at Sunset Beach. The views & clear blue waters were spectacular. Many thanks to our host!
Superhost
Flat in Key Colony Beach
4.84 out of 5 average rating, 105 reviews

Beachside Unit 22 - Private Beach on Atlantic

DevinRating, 5 stars3 days ago
We enjoyed our stay at the Key Colony Continental Inn. The environment and location was described accurately by Cindy, as stated there were endless amenities nearby which made the stay feel like home. The beach at the condo was nice although we discovered a nice public beach nearby named Sombrero Beach. Overall, Cindy was a great host whom responded quickly to our questions. We would definitely comeback to visit again and again.
Guest favourite
Flat in Key Largo
4.99 out of 5 average rating, 142 reviews

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

EowynRating, 5 stars2 months 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 favourite
Flat in Key Largo
4.92 out of 5 average rating, 257 reviews

Waterfront Studio 2| Couples Oasis | Kayaks | Pool

MarthaRating, 5 stars2 weeks ago
The studio was just as described. It was great to wake up in the morning and watch the sunrise from the balcony. We had the pool mostly to ourselves and enjoyed kayaking the bay. There was an issue with the keypad but the host remedied it quickly. He was very responsive.
Superhost
Flat in Key Largo
4.79 out of 5 average rating, 39 reviews

Best Place to see the sunset

CrystalRating, 5 stars10 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
Flat in Key Largo
4.83 out of 5 average rating, 331 reviews

Escape to the Keys!

TiffanyRating, 5 stars2 weeks ago
The house was as described and pictured. It was clean and smelled fresh. I wish there had been more wash cloths as we had to wash every other day (I didn’t let Ana know this issue so it may have been resolved if I had). It was a little too noisy (close to the highway) for my liking. The couch (which is cloth) needs to be cleaned. A couple of other minor things which Ana said she would take care of after our stay…the coffee pot didn’t work well and the front right burner on the stove didn’t work. I would recommend her place.
Guest favourite
Flat in Marathon
4.97 out of 5 average rating, 102 reviews

Beachfront Condo w/ Ocean Views in Marathon

WendyRating, 5 stars1 month 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!❤️
Superhost
Flat in Key Largo
4.77 out of 5 average rating, 209 reviews

3. Oceanside Retreat with Canal Access, Key Largo!

JordanRating, 5 stars4 days ago
We had a great stay! Would definitely stay here again. Everything looked exactly as in the pics. Was a perfect place for a little baby moon trip. Loved the patio right by the water. It's in a great spot, not really walking to much from here but so many great restaurants nearby, very close to a lot of boating adventures. It was a perfect jump off spot to places in both the keys and day trip to Everglades/Biscayne. There was some active construction nearby during weekday business hours but we were barely there during those times and it certainly didn't start before we were waking up.

Family-friendly apartment rentals

Superhost
Apartment in Tavernier
4.9 out of 5 average rating, 153 reviews

2BR - Key Largo Sunshine Getaway

SandraRating, 5 stars2 months 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 favourite
Apartment in Key Largo
4.87 out of 5 average rating, 117 reviews

Kawama Breeze

JoeRating, 5 stars1 month ago
Great little gated community with a couple pools. Actually one of them is a natural fed lagoon with fish, etc. Nice walking loop with a small point with sitting area that reaches out into the Atlantic. Walking distance to a couple bar restaurants. Easy to get in and out of.
Guest favourite
Apartment in Key Largo
5 out of 5 average rating, 9 reviews

Key Lime Breeze Ocean Retreat | Waterfront Oasis

NathanielRating, 5 stars1 month 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 favourite
Apartment in Key Largo
4.89 out of 5 average rating, 75 reviews

Island Palms~Overlooking Tennis Courts

KellyRating, 5 stars1 month 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
Apartment in Key Largo
4.87 out of 5 average rating, 119 reviews

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

JessicaRating, 5 stars1 month ago
Place was perfect for what we needed. A lot of great restaurants in the area.
Guest favourite
Apartment in Tavernier
4.89 out of 5 average rating, 114 reviews

Luxurious Suite+Open Ocean Views+Pool & Cabana Bar

EmilyRating, 5 stars3 weeks ago
A beautiful tropical setting. A wonderful view.
Guest favourite
Apartment in Key Largo
4.77 out of 5 average rating, 61 reviews

Spring-Summer Deals! LUX Oceanfront 1300sf Condo!

PeteRating, 5 stars1 month ago
After many cold New Years Eve (my wife's birthday is 1/1) parties we decided to get to warmer weather for this one. Marianne's condo is an excellent location. Private. Quiet. Great amenities. Spacious. My wife and I enjoyed the heated pool, the lagoon and fish there that you can swim with on the northern beach end while you feed them. You can do nothing OR many options for recreation up and down the Keys. We did some jet skiing, went to John Pennekamp Park, had some beautiful sunset views at Bayside Grille and Snooks, shopped at the local places. I loved walking out on the jetty in the morning. The views from the room, of the marina and water, were beautiful. Everyone was friendly, residents and guests. There is tennis, pickle ball, bike riding, fishing, kayaking, and more. Marianne was a great host and the communication with her and Diane was excellent and immediate. We would certainly return to the condo in the future.
Guest favourite
Apartment in Tavernier
5 out of 5 average rating, 39 reviews

Key Largo Sunrise Resort Style Ocean Pointe 5315

KarenRating, 5 stars1 week ago
We thoroughly enjoyed our stay! The room was nice and neat. The balcony was very small but nice for 2. Sean was proactive in offering tips!

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

  • Total rentals

    60 properties

  • Nightly prices starting at

    £63 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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