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Family-friendly vacation rentals in Lower Matecumbe Key

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Lower Matecumbe Key family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favorite
Home in Key Colony Beach
5 out of 5 average rating, 44 reviews

Florida Keys Retreat / Completly remodeled

SeanRating, 5 starstoday
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, 131 reviews

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

JenniferRating, 5 stars1 week ago
Although the place wasn’t ready when we arrived, Ryan was a great communicator! He addressed every issue we had (which were NOT within his control) and responded in a timely manner. He offered a fair solution and allowed us to sit back, relax and enjoy paradise! I’d highly recommend and hope to be back sometime soon!
Superhost
A crystal-clear pool is surrounded by lush tropical palm trees, lounge chairs, and umbrellas. The calm water reflects a clear blue sky, creating a serene atmosphere. This outdoor space offers ample seating for relaxation, with the ocean visible in the background.
Townhouse in Key Colony Beach
4.77 out of 5 average rating, 31 reviews

Manatee Quay-2 Canal waterfront,access BEACH club

DanielleRating, 5 stars2 months ago
Our stay at this home was absolutely perfect! The location couldn’t have been better—peaceful, relaxing, and right on the water. We spent so much time unwinding on the dock, soaking in the beautiful views and enjoying the gentle ocean breeze. The Marathon area was a fantastic place to explore, offering everything we needed for an unforgettable getaway. We loved being close to state parks for hiking and wildlife spotting, as well as having access to amazing restaurants serving fresh seafood. Bike rentals were nearby, making it easy to explore the area at a leisurely pace. If you’re looking for the perfect blend of relaxation and adventure, this is the place to be!
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, 91 reviews

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

RobbieRating, 5 stars1 week ago
Amazing house. Beautiful surroundings. Plenty of room for 3 families and kids. Everything we needed.
Superhost
The outdoor area features a spacious pool with a spillover jacuzzi, surrounded by lush tropical landscaping. A thatched-roof tiki hut provides shaded seating, complemented by palm trees swaying gently in the breeze. The inviting space is designed for relaxation and enjoyment.
Home in Marathon
4.62 out of 5 average rating, 26 reviews

Sweet Retreat! 4 bedroom 2.5 Baths Sombrero Beach

LoriRating, 5 stars37 months ago
Beautiful home that comfortably held our 6 person family of adults. Absolutely loved the pool, spa, and outdoor seating. Really nice kitchen and bathrooms. We used Marathon as home base and drove to Key Largo, Key West, etc. Always nice to return to the house and pool to relax!
Guest favorite
A well-maintained tennis court features a vibrant blue playing surface, with a clear net dividing the two sides. Lush green trees and a bright blue sky are visible in the background, creating a serene environment for outdoor activities.
Condo in Tavernier
4.84 out of 5 average rating, 150 reviews

Bright & Sunny Suite w/ Magnificent Ocean Views

CaseyRating, 5 stars5 days ago
I can't say enough about our experience here at Tavenier. Largo was extremely responsive and helpful. The communication honestly could not be improved at all. The condo was beautiful and met all of our needs. It is close to several attractions as well as grocery stores and coffee shops. We would love to stay here again the next time we return to the Keys! You can't go wrong with this airbnb choice.
Superhost
A view of the ocean is captured from a balcony, showcasing the tranquil water under a clear sky. Lush greenery lines the shore, while a private dock is visible in the distance, providing access to the bay.
Home in Cudjoe Key
4.8 out of 5 average rating, 91 reviews

Palm Breezes! Room for Everyone on the Ocean.

RoseRating, 5 stars2 months ago
This place was a great get away. Perfect location between key west and marathon. Very quiet and private. Plenty of space
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
4.82 out of 5 average rating, 142 reviews

Plunge Pool Villa on Blue Water Lagoon

LindaRating, 5 stars1 month ago
Great spot in the resort property . Courtyard outback was tranquil… One young buck who was cleaning his boat on Sat had his music waaaay to loud but once he finished it was quiet again. Bed comfortable, kitchen well stocked. We stayed 2 days on our way down to Key West to enjoy Marathon and Turtle hospital. It was nice also that she allowed less than 3 day rentals :)

Family- and pet-friendly home rentals

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

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

LydiaRating, 5 stars8 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
A shaded porch area features four white Adirondack chairs with colorful designs. The view highlights a lush green lawn, palm trees, and a calm waterway with boats docked nearby, creating a serene outdoor setting.
Townhouse in Marathon
4.88 out of 5 average rating, 16 reviews

Waterfront luxury Villa (14) with sunset views and boat slip

DanRating, 5 stars30 months ago
Highly recommend this location and townhome. Everything was really clean and the kitchen was well stocked. Our children really enjoyed the huge pool and the area attractions. Our favorite spots to send time were Sombrero Beach and Sandspur Beach at Bahia Honda State Park. We rented a boat for a few days and went out to the Sombrero Reef and the sandbar. So much fun! We are definitely coming back to stay at this home again.
Superhost
A well-maintained tennis court with a vibrant green playing surface and red surrounding area. Nearby, basketball hoops stand ready for use, and palm trees provide a tropical backdrop against a clear blue sky. The court is situated within a tranquil community.
Home in Cudjoe Key
4.61 out of 5 average rating, 161 reviews

Ocean Front Home in Great Location

SarahRating, 5 stars3 months ago
Was a very nice place. Loved sitting on the deck it was very peaceful and we went to the pool 1 day which was very nice. Easy about 25 minute ride into key west. Great location.
Superhost
A sandy area is shown with a large tree providing shade. Various kayaks and paddle boards are organized on the ground, while a small beach leads to the water. In the background, boats are visible docked along the shoreline, framed by palm trees and a tiki hut.
Cottage in Key Largo
4.77 out of 5 average rating, 13 reviews

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

KlaraRating, 5 stars1 month 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!
Superhost
Home in Key Largo
4.72 out of 5 average rating, 71 reviews

Waterfront Ocean Side House with Dock & Boat Ramp

KeithRating, 5 stars3 months ago
stayed for 4 weeks, great when two couples are traveling together quiet location, near great restaurants, very clean, lots of toys to use very ell priced for area
Guest favorite
Home in Marathon
5 out of 5 average rating, 13 reviews

Fish Camp, Fun, Keysy Oasis, with Tiki, pool, dock

ChristinaRating, 5 stars3 weeks ago
Fish Camp was spotless and the owners and property management were very communicative leading up to our trip and once we arrived. No major issues - and if we reached out they responded right away. Beach chairs would have been a great addition for our stay.
Superhost
An exterior view of the home showcases a private pool in a kidney shape, surrounded by a spacious stone deck. The light blue facade of the two-story house contrasts with the tropical landscaping and palm trees, creating a welcoming outdoor space.
Home in Marathon
4.63 out of 5 average rating, 8 reviews

Pier Pressure~ Waterfront Pool Home, 100' Dock

RobertRating, 5 stars9 months ago
We had a great time, and the place was perfect for what we were looking for. The dock had room for my 25' center console and my two sons-in-laws smaller inshore boat and flats boat. Plus being able to keep the trailers on property was huge for us. As far as the house, it was very nice inside and the layout worked out nice for the 8 of us. The pool was perfect and was positioned in such a way which allowed direct sunlight through the whole day for most of the pool and had some shade on one side for those who wanted to get out of the sun for a while (at least during this time of year). It had two paddle boards and two kayaks which we used every day. The kitchen had everything we need.
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, 57 reviews

New Paradise On Sombrero Beach

TonyaRating, 5 stars4 months ago
This place had everything we needed for a relaxing family vacation prior to the crazy Holiday season. we only had 6 people but it would easily accommodate more. Monica was responsive to any questions or concerns. The location was perfect. Easy access to sombrero Beach and Marathon amenities: bars, restaurants, and activities. we were able to experience a turtle release on Sombrero Beach from The Turtle Hospital. Highly recommend renting from Monica again and on Marathon Beach.

Family-friendly home rentals with a pool

Guest favorite
Villa in Islamorada
5 out of 5 average rating, 32 reviews

Anglers Reef Islamorada

NicoleRating, 5 stars1 month ago
Our family of 5 loved our time in Islamorada. The community was beautiful and quiet. It was definitely mostly retired couples but everyone was friendly with our young kids. The condo was bigger than the pictures made it seem- we had more than enough space. Everything was clean and we had everything we needed.
A serene beach scene is framed by swaying palm trees, featuring gentle waves and a clear sky. A playground sits in a grassy area, while a sandy beach offers a dining pavilion. Two kayaks are placed on the shore, adding to the active outdoor vibe.
Home in Marathon
4.82 out of 5 average rating, 34 reviews

Waterfront, dock, easy ocean access, heated pool!

MelissaRating, 5 stars12 months ago
This house was a perfect spot for my partner and I and Cooper our pup. swam in the pool, sat in jacuzzi, paddle boarded ,kayaked, road the bikes, ect. we brought our boat down but unfortunately had a few issues with it so wasn't able to go out fishing as much as we'd liked. but there was plenty to do at and around this beautiful place. would definitely come back in the future:))
A row of four white Adirondack chairs is positioned on fine, white sand, facing the calm turquoise water. A small round table sits in the middle of the chairs, providing a spot for drinks or snacks. The distant horizon features gentle waves under a cloudy sky.
Home in Islamorada
4.88 out of 5 average rating, 26 reviews

Angler's Reef Oceanfront

CorinneRating, 5 stars39 months ago
My friend and I stayed at this lovely house in a well maintained community. The house is clean and very nice. The owner was very responsive. We had no issues during our week stay. The community pool was fantastic. We grilled a few nights and took advantage of the great restaurants within 10 minutes away. Highly recommend unit and location.
A sunlit sitting area features comfortable seating with soft cushions, surrounded by large windows that provide views of the lush tropical surroundings. A ceiling fan offers a cooling breeze, while decorative elements like plants add to the relaxing ambiance of the space.
Home in Marathon
4.9 out of 5 average rating, 20 reviews

Villa Casa Cayo

AmyRating, 5 stars3 months ago
This home was just what my family needed for our vacation! We all loved relaxing in the outdoor living room surrounded by greenery. We also enjoyed swimming in the pool and kayaking through the canals and Boot Key. We made most of our meals due to dietary restrictions, and the kitchen here was adequate. The location in Marathon is excellent! It was just a 5-minute walk to Sombrero Beach, so we never had to worry about parking. We could easily drive to all the activities we wanted to do in the area, too.
A private pool invites relaxation with clear blue water, surrounded by a spacious patio. Lounge chairs are positioned nearby, offering views of the dock and ocean. Lush greenery and palm trees frame the scene, enhancing the serene atmosphere of the beachfront property.
Home in Summerland Key
5 out of 5 average rating, 3 reviews

Family Retreat

AngelaRating, 5 stars2 months ago
Beautiful view and clean home. Watch gorgeous sunrises right from the screened in porch or out on the dock. Great local restaurants close. We highly recommend The No Name Pub (amazing pizza, and make sure you bring a dollar for their wall). The Bent Prop was another favorite and was only about half a mile away. Breakfast recommendation is to go to Key West to Blue Heaven (try the banana bread)!
Guest favorite
Home in Key Colony Beach
4.95 out of 5 average rating, 152 reviews

Beautiful open plan remodeled home in Key Colony

BrennanRating, 5 stars5 months ago
Rolando was an excellent host! We thoroughly enjoyed our time at his place. The location was exactly what we were looking for as it was central in the keys and close to everything. We did run into a problem while there, but Rolando was extremely responsive and helpful and had the issue solved literally the very next day. All in all, it was an excellent place to stay.
The image captures a serene outdoor space featuring a landscaped pool area surrounded by palm trees and lush flora. Lounging chairs are positioned around the pool, with vibrant landscaping leading toward the beach. The sky is clear, enhancing the tranquil atmosphere.
Condo in Islamorada
5 out of 5 average rating, 7 reviews

Sunrise Townie - Maison Matecumbe Islamorada, FL

JaneRating, 5 stars11 months ago
Beautiful place, exactly as pictured, for our family of six. We LOVED the pool and spa! The porch space was well used with lovely furniture overlooking the pool. Great location for restaurants and activities. The landscaping and grounds are beautifully maintained. Very peaceful and private during our stay.
Home in Key Colony Beach
4.84 out of 5 average rating, 25 reviews

Keys Elegance. Pool, Hot Tub, Dock Summer Specials

KaraRating, 5 stars7 months ago
This house was absolutely amazing! Our family had the best week here. The outside area was so nice and lots of room. We all enjoyed the pool. I loved to sit on the swing every morning and evening. The house was perfect, had everything we needed for our family of 6. It was walking distance to the cabana club that we very much enjoyed also. Lots of food options within a 15 min drive. We would absolutely love to come back and stay.

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