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Family-friendly holiday rentals in Plantation Key

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Popular amenities for Plantation Key family-friendly rentals

Family-friendly home rentals with a hot tub

Apartment in Tavernier
4.63 out of 5 average rating, 306 reviews

Ocean view condo with Balcony/Ocean View

LauraRating, 5 stars3 weeks ago
This is our second time staying at Ron and Irma's place and we'll continue to go back! The condo is spacious, clean, modern and in a convenient location. Ron and Irma made sure to include absolutely everything you may need during your stay– down to the pots and pans. My family and I love staying here, and we highly recommend it.
Top guest favourite
Home in Key Colony Beach
5 out of 5 average rating, 45 reviews

Florida Keys Retreat / Completly remodeled

SeanRating, 5 stars2 months ago
Perfect for our family of 5. Great outdoor area at the house for fishing and relaxing. The layout was great for us because of the separation from the master to the kitchen/living room…our baby could sleep and we didn’t have to worry about making noise and waking up the baby. KCB is in a great central location for exploring the Keys. We were also pleasantly surprised at the quality of restaurant’s nearby. The Cabana Club was crowded and has a small beach. Drinks there were good. I have nothing overly negative to say, other than that I wouldn’t look to stay in KCB or this property if you just want to hang at the pool and beach all day. But it was fine for a few easy afternoons between other activities in the area. We highly recommend and would stay again!
Guest favourite
Home in Marathon
4.95 out of 5 average rating, 136 reviews

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

TashaRating, 5 stars2 weeks ago
Plenty of room for all the family and their families. We enjoyed all the backyard amenities with pool, kyacks, boat dockage and fish cleaning station. There was sufficient seating for everyone and a great area to hangout. The only things we struggled with was TVs didn’t work properly in some of the rooms, no washcloths or kitchen towels available. With that being said, we will definitely consider renting Ryan’s place again in the future!
Guest favourite
Home in Marathon
4.98 out of 5 average rating, 92 reviews

4BR 3B, Heated Pool & Spa, 60' Dock

MondeRating, 5 stars3 weeks ago
Our stay in Marathon couldn’t have gone any better! I traveled with my three 20-something sons and their wives/significant others. The layout of Gerardo’s home was perfect for our needs. We had plenty of room, places to enjoy together, and space where everyone could find some peace and quiet. The location was ideal. We were within an easy driving distance of all excursions and restaurants and could even walk to Island Fish Company, which was one of our favorites. Gerardo was extremely responsive. He checked in prior to our arrival and touched base a couple of times to make sure there was nothing we needed. An excellent home I recommend to others with no hesitation!!
Superhost
Home in Marathon
4.4 out of 5 average rating, 5 reviews

One Particular Harbor ~ Pool Home, 110' Dock

DianeRating, 5 stars2 months ago
Our group of six adults loved our stay at One Particular Harbor! The property was beautiful and spacious! The pictures couldn’t do it justice. Our hosts were very helpful and attentive! We would definitely stay there again.
Superhost
Townhouse in Marathon
4.83 out of 5 average rating, 145 reviews

Plunge Pool Villa on Blue Water Lagoon

KyleRating, 5 stars1 week ago
Place was very nice and accurately described
Superhost
Townhouse in Key Largo
4.87 out of 5 average rating, 60 reviews

Family Key Largo Townhome for Fun Sun & Relaxation

DeannaRating, 5 stars4 months ago
Our group of 8 stayed Feb 2025. The home is nicely decorated, clean, and Jose supplied a starter set of toiletries for the shower, hand soap, toilet paper, paper towels, dishwashing liquid, dishwasher pods, some coffee pods, and spices for cooking. They supplied large beach towels for the pool, a small cooler, and noodles. The oasis pool and hot tub were awesome. Don’t miss the second pool by the marina that is heated and a hot tub grotto which was perfect in the evenings. 2 pools, 2 hot tubs, you just can’t beat it! This townhome is located near many restaurants and fun places for activities. You enter the home from the first floor but second floor is the main living area with full kitchen, living room, and nice balcony. Two bedrooms are on the third floor so lots of stairs but worth the trip. First floor has a private king bedroom with a pull out couch in the living area and a small kitchen. Laundry room is in a storage area outside next to the front door. We loved our stay and Jose!
Superhost
Apartment in Key Largo
4.63 out of 5 average rating, 83 reviews

The Marlin House at Mariner's Club

AndreaRating, 5 stars2 months ago
The stay was great loved the big pool and scenery. Anything we needed we felt comfortable asking. Star properties was great ! We will be back for sure

Family- and pet-friendly home rentals

Top guest favourite
Home in Marathon
4.89 out of 5 average rating, 37 reviews

Sunset Catch Gulf Front, Pool, Dock, Kayaks, Fish

LydiaRating, 5 stars10 months ago
We booked this home last minute and now have our go-to vacation spot in Marathon! Alida is a friendly host with great communication. The home is very clean. Beds are very comfortable. Kitchen is well stocked with pots, pans, etc. The kayaks and paddle board made our vacation even more special! The steet is very quiet and peaceful. The setting in the back yard is very private, as is the long dock. We had a 23' rental boat for our stay. The view is amazing and the sunsets are a special treat each evening. I very much appreciated the ample, comfortable seating everywhere - inside and outside of the home. Thank you Alida. We made great family memories here!
Superhost
Townhouse in Marathon
4.82 out of 5 average rating, 17 reviews

Waterfront luxury Villa (34) with sunset views and boat slip

AngelaRating, 5 stars30 months ago
Great place and location. Close to lots of restaurants. Pool was really nice! Kitchen was fully stocked and nice that they provide paper towels/toilet paper/dishwasher detergent/etc. to get you started. Had a nice bottle of champagne waiting for us upon arrival as well.
Superhost
Campervan/Motorhome in Key Largo
4.55 out of 5 average rating, 269 reviews

2 BR/2 BA Oasis w Kayak, Pool, Beach & Dock Rental

LauraRating, 5 stars3 weeks ago
Very clean, smelled fresh as soon as we opened the door. Everything was bright and clean. Excellent for the two of us! The outside table and chairs were very nice. We did not get to use the Kayaks or the paddle boards because we were with family and there was a boat. I do recommend this place because it was so peaceful. The pool was refreshing and even snorkeling in the canal was a treat! I look forward to visiting again and staying longer. Thank you kindly! Laura Gosnell and David Carson, Vero Beach Fl
Superhost
Cottage in Key Largo
4.77 out of 5 average rating, 13 reviews

Cottage w/ Private Yard, Free Kayaks, Boats, Etc

KlaraRating, 5 stars3 months ago
We really enjoyed our stay with Key Lime sailing club! We especially appreciated the easy access to water activities and created life long memories kayaking in the beautiful surroundings. The hosts are kind, helpful and made our stay more memorable!
Top guest favourite
Villa in Marathon
4.95 out of 5 average rating, 140 reviews

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc

BrandyRating, 5 stars4 days ago
This place is absolutely beautiful! The host has really thought out the comfort for their guest. They have fans in the closet. Cause if you have ever stayed on an island it can get a bit warm at times. Those fans came in real handy! There was plenty of room for parking as well. The home was beautifully designed and clean. All the little touches like providing pool / beach towels really showed their attention to detail and was greatly appreciated! We hope to stay here again in the future.
Guest favourite
Villa in Marathon
4.88 out of 5 average rating, 59 reviews

New Paradise On Sombrero Beach

JenniRating, 5 stars1 month ago
The house was well equipped with all of the essentials. We had 8 adults and plenty of room. We did have to wash towels a few times, and buy more laundry soap, but the washer and dryer were conveniently located on the main level. The pool was smaller than what the pictures showed, but it perfectly suited our needs. All members of our party viewed the listing before we booked it and none of us realized it was a twin home. However, there is tons of privacy and the only times we noticed we had neighbors was when the shared dock was used. We had to buy a cooler (for poolside and the beach) and beach chairs. There were some pool floaters left behind, from previous guests that we used. The interior of the home is beautiful, with high ceilings and comfortable furniture. This is in a great location - close to grocery stores, restaurants and Sombrero beach! Monica was great to work with!
Home in Marathon
4.96 out of 5 average rating, 163 reviews

Vida De Aqua - Water Life!

BrianRating, 5 stars4 days ago
Pure paradise! This private corner-lot home on the water gave us everything we dreamed of for our Keys getaway. Our boys fished from dawn to dusk while we kicked back, relaxed, and enjoyed the incredible peace, quiet, and space—it truly felt like our home away from home. The location is unbeatable: a quiet, friendly neighborhood that’s close to everything but feels like a private retreat. Inside was spotless, comfortable, and thoughtfully equipped—perfect for cooking, bathing, sleeping, and recharging after long days outdoors. The window A/Cs in the bedrooms were loud but kept things ice cold, and the kitchen ants are just part of life in the Keys. The bait freezer in the garage was perfect for our week of fishing. We loved having use of the 1-car garage—super convenient for tossing in all our beach and fishing gear at the end of the day. There were plenty of towels, extra sheets, and everything we could possibly need in the kitchen and bathrooms. We can’t wait to come back! 5 stars!
Superhost
Campsite in Big Pine Key
4.73 out of 5 average rating, 120 reviews

Bring Your Own RV! Our Lot Your RV B6 No Tents

CarolynRating, 5 stars2 months ago
The RV lot was well landscaped making the space feel tropical. Access to bath and laundry facility were just a few steps from the lot.

Family-friendly home rentals with a pool

Guest favourite
Villa in Islamorada
5 out of 5 average rating, 35 reviews

Anglers Reef Islamorada

KatherineRating, 5 stars1 month ago
What a great place to stay! The community was well kept and the amenities were wonderful. There are great restaurants close by and it's location is perfect. We had a wonderful time and met some really wonderful people. We plan on returning, next year!
Apartment in Tavernier
4.83 out of 5 average rating, 6 reviews

Oceanfront with unbelievable views

MegRating, 5 stars2 months ago
The view is beautifully tropical with the ocean water alternating turquoise blues! The white sand beach, palm trees and sparkling pool added to the ambience. The condo had everything we needed, beach towels, umbrella and beach chairs were a plus. There is a high school next door so you can expect high school activities. As it was our first experience in the keys, the location worked well for us. We could go back and forth across all the keys and experience what they had to offer.
Guest favourite
Apartment in Islamorada
4.76 out of 5 average rating, 66 reviews

Bayside Condo with Marina, Beach and Pool

SammyRating, 5 stars2 weeks ago
Easy to find, easy to contact and reach glenn, and he was very helpful, would definitely stay here again.
Campervan/Motorhome in Key Largo
4.77 out of 5 average rating, 153 reviews

Key Largo Kampground and Marina Site #83

NicoleRating, 5 stars5 months ago
We had a great time in the RV. It was spacious and clean. Check in was a little confusing with the Kampground office - but it was resolved quickly. The kids loved the pool and the location was great. We could go north or south easily! We also enjoyed All Hanns on Deck for a charter fishing trip. Good times had by all.
Home in Islamorada
4.85 out of 5 average rating, 39 reviews

Anglers Reef is Oceanfront, Blue Marlin House2/2.5

JulieRating, 5 stars19 months ago
Very nice house. Very clean. Only downside is the noise from the road behind the house. You don’t pay any attention to it until you try and sleep. The place is very beautiful. Swimming pool was very nice. We used the kayaks and bikes. It was a quiet community. What we were looking for and it was gated. We would definitely stay there in the future.
Guest favourite
Townhouse in Key Largo
4.94 out of 5 average rating, 154 reviews

Your island home away from home!

MannyRating, 5 stars1 month ago
Lucia’s place is exactly as described. Beautiful location in one of the most beautiful areas of the country. I highly recommend walking down to the marina and taking a siesta under one of the cabanas facing the bay. The other thing I appreciated about Lucia’s place was the simplicity of the close out. An excellent choice I highly recommend to all.
Superhost
Flat in Key Largo
4.79 out of 5 average rating, 39 reviews

Best Place to see the sunset

CrystalRating, 5 stars14 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.
Guest favourite
Home in Marathon
5 out of 5 average rating, 21 reviews

Keys Waterfront Pool Home - Dock - Ocean - Kayaks

MichaelRating, 5 stars2 months ago
We had an unforgettable stay at Mary’s place! The house was spotless, cozy, and truly felt like a home away from home. We spent most of our time relaxing by the pool—it was so peaceful and quiet, the perfect setting for some much-needed downtime. The location was incredibly convenient, with grocery stores and great restaurants just minutes away. One of the most special moments of our trip happened here—we got engaged! I honestly couldn't have imagined a better place to celebrate such an important moment in our lives. If I had to suggest anything, the house could get a bit warm at times with the thermostat set at 72, but it wasn’t a deal breaker at all. Mary was amazing—super responsive, helpful, and kind. We would absolutely come back. Thank you for such a memorable experience!

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