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Family-friendly vacation rentals in Plantation Key

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Plantation Key family-friendly rentals

Family-friendly home rentals with a hot tub

A vibrant sunset is captured over the ocean, with hues of orange, purple, and pink blending in the sky. Silhouetted palm trees frame the scene, creating a serene tropical atmosphere that highlights the natural beauty of the Florida Keys.
Condo 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 favorite
A spacious outdoor area features a round table surrounded by chairs and a long wooden bench. Lush palm trees sway gently in the breeze, providing shade. A serene canal with docked boats is visible in the background, reflecting the clear blue sky.
Home in Key Colony Beach
5 out of 5 average rating, 45 reviews

Florida Keys Retreat / Completly remodeled

SeanRating, 5 stars1 month 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 favorite
A collage highlights an inviting outdoor space featuring a heated pool, hot tub, and two putting greens on lush lawn. The open living area showcases comfortable seating, light-colored furnishings, and ocean-themed decor. Exterior views reveal spacious patios and well-maintained landscaping under a colorful sunset.
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!
Superhost
A serene waterway is shown, flanked by palm trees and waterfront homes. A boat is seen navigating the calm waters, with clear skies enhancing the tranquil scene. The reflection of the surroundings is visible on the surface, creating a peaceful atmosphere.
Home in Cudjoe Key
4.63 out of 5 average rating, 167 reviews

Ocean Front Home in Great Location

HaroldRating, 5 stars2 weeks ago
This booking was great for what we needed, thank you to the responsive hosts and pet friendly house that made our vacation that much better.
Guest favorite
A spacious canal front home is displayed, featuring a large outdoor pool and spa area. The porch overlooks the water, surrounded by lush greenery. Lounge chairs line the pool deck, with a private dock accessible directly from the pool area.
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
A private pool is showcased, surrounded by lush greenery and palm trees. The clear blue water invites relaxation, while a spacious deck provides seating options for outdoor enjoyment. The background features a glimpse of the home, enhancing the tranquil, outdoor atmosphere.
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
A charming entrance to the villa is visible, framed by well-maintained greenery. White picket fencing and vibrant pink plants line the approach to a welcoming front door, which features a glass panel and an oval window. Subtle landscaping enhances the tropical feel.
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
A spacious pool area is framed by lounge chairs that overlook the sea. Lush greenery surrounds the pool, with palm trees and a shaded seating area in the background. Sailboats can be seen in the distance against a clear blue sky.
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!

Family- and pet-friendly home rentals

Top guest favorite
The image captures a sparkling private pool overlooking the water, with a sandy beach and a wooden dock in the distance. A yellow kayak is positioned nearby, and several lounge chairs are arranged by the pool, inviting relaxation under the tropical sky.
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!
Villa in Key Largo
4.9 out of 5 average rating, 20 reviews

Lux Villa for Spring Break: Pool, Kayak & Marriott

JillRating, 5 stars2 weeks ago
Beautiful home with amazing access to amenities
Superhost
A large outdoor pool is surrounded by tall palm trees, reflecting the vibrant hues of the sunset. Lounge chairs are arranged neatly around the water, inviting relaxation. A shaded structure is visible in the background, facilitating outdoor gatherings.
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
A spacious swimming pool area is surrounded by tropical trees, featuring umbrellas and lounge chairs for relaxation. A separate hot tub is visible adjacent to the pool, providing a serene spot for unwinding on warm days.
Camper/RV 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
The cottage interior features a spacious sleeping area with a king-size bed dressed in a patterned cover. Light flows in through windows, complemented by a rattan chair and a small lamp. Bunk beds are visible in a semi-separate area, with artistic decor adding a whimsical touch.
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!
Guest favorite
The two-story villa presents a light green exterior with multiple large windows, allowing natural light to enter. Elevated on stilts, ample space underneath offers shade, while the stairway leads to the main entrance. Architectural details emphasize a welcoming coastal style.
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!
An outdoor tiki hut provides a shaded seating area with comfortable wicker furniture. Decorative cushions adorn the sofas, and a hammock hangs nearby. Lush greenery surrounds the space, offering a relaxing spot for gathering or unwinding.
Home in Marathon
4.96 out of 5 average rating, 163 reviews

Vida De Aqua - Water Life!

BrianRating, 5 stars3 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
A designated grilling area is visible, featuring a charcoal grill and propane tank set against a backdrop of lush green palm fronds. A light gravel surface surrounds the space, and a fence is seen in the background, enhancing the outdoor environment.
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 favorite
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!
Guest favorite
An aerial view showcases the community's vibrant grounds, featuring a 65-slip marina with boats docked alongside red-roofed buildings. Lush greenery surrounds the area, leading to the tranquil blue waters of the bay, complemented by the distant shoreline and open sky.
Condo in Islamorada
4.76 out of 5 average rating, 66 reviews

Bayside Condo with Marina, Beach and Pool

SammyRating, 5 stars1 week ago
Easy to find, easy to contact and reach glenn, and he was very helpful, would definitely stay here again.
Camper/RV 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.
Top guest favorite
Townhouse in Islamorada
4.98 out of 5 average rating, 81 reviews

Bayside Townhome in Islamorada with Boat Slip

SteveRating, 5 stars2 months ago
Claire had an emergency which caused her to forget to contact house cleaning but she was awesome to work with and went over and above to make it right when we told her of the problem. You won’t find a more beautiful private place to stay. Location is as good as it gets. Claire was a great host and we really appreciated it.
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.
Superhost
A serene sunset is displayed over calm waters, with hues of orange, yellow, and purple blending in the sky. The horizon is dotted with silhouettes of distant land, while gentle ripples reflect the warm colors of the evening.
Apartment 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 favorite
Home in Marathon
5 out of 5 average rating, 21 reviews

Keys Waterfront Pool Home - Dock - Ocean - Kayaks

MichaelRating, 5 stars1 month 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!
Guest favorite
Home in Islamorada
4.85 out of 5 average rating, 60 reviews

Oceanfront community 114 Anglers Reef Islamorada

MarkRating, 5 stars1 month ago
We absolutely loved Jennifer’s home! The house was so clean and had everything we needed included towels, kid’s toys and even baby gates for the stairs. The pool was so perfect and we had a blast swimming every day. We highly recommend staying at this beautiful property and will be visiting again!

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