Kid-friendly vacation rentals in Big Pine Key

Find and book unique kid-friendly rentals on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Big Pine Key kid-friendly rentals

Kid-friendly house rentals

Top guest favorite
A sparkling in-ground pool is visible in the foreground, surrounded by a spacious patio. Lounge chairs are positioned along the deck, offering views of the lagoon. Lush palm trees provide shade, while a clear sky enhances the tranquil atmosphere of the waterfront setting.
Home in Marathon
4.99 out of 5 average rating, 137 reviews

Cancellation Deal: 08/02 thru 08/09

KevinRating, 5 stars1 week ago
The house was very clean and inviting upon arrival. Nice location short drive to great restaurants and local grocery stores also less than 5min walk to the beach. Mr Eddie responded in a timely manner when we had questions. All in all we had a great time and very much enjoyed our stay! Thanks Mr Eddie
Superhost
A serene waterfront scene features a pier with thatched roof structures surrounded by calm blue waters. The sky is partly cloudy, showcasing a blend of whites and blues. Buoys are placed in the water, adding a touch of color to the landscape.
Home in Cudjoe Key
4.84 out of 5 average rating, 45 reviews

Relaxing Home in the Keys

JamesRating, 5 stars1 month ago
We had a great time in the Florida Keys, and our stay at this Airbnb definitely made the trip even more enjoyable. The ocean is visible from the front door. The amenities that we found upon checking in were exactly what were described to us beforehand. Alain was also very quick to respond to all of our questions.
Guest favorite
The exterior of the vacation home is framed by vibrant palm trees, providing a tropical feel. A white staircase leads to the covered front porch, which features a round glass door. Decorative stone landscaping complements the structure, enhancing its inviting appearance.
Home in Cudjoe Key
4.93 out of 5 average rating, 54 reviews

Private Ocean Oasis by Key West, Florida

EricaRating, 5 stars2 weeks ago
Just what our family needed. As a new Florida resident it’s safe to say the Keys rank up there as one of my favorite places to visit. Rhonda’s home felt like our home. We enjoyed the pool and bikes. A local restaurant The Bent Prop bar and grill was a treasured find. My husband and I met the owner who is from the same area as us in Maryland. If you’ve ever wondered what Maryland Cream of Crab soup taste like… that’s the place to get it from! Can’t wait to book us again for next year!
Superhost
A serene view of a waterfront canal is captured from a covered porch. The calm water reflects the sky, with boats docked along the edges. Palm trees gently sway in the breeze, enhancing the coastal setting. Nearby structures suggest a vibrant community atmosphere.
Home in Cudjoe Key
4.83 out of 5 average rating, 264 reviews

OCEAN PARADISE AT VENTURE OUT + 4 BIKES/ 2 KAYAKS!

AlexRating, 5 stars1 month ago
The house was exactly as pictured and in a very peaceful community. The beds were comfortable, as was the couch (two of our group opted to sleep on the couch itself instead of pulling out the sleeper sofa, and said it was pretty comfy!). Several of our group enjoyed using the bikes at night, and while we didn’t use the kayaks, it’s nice they were available. We didn’t get to do everything we hoped to do on our trip to Keys, but we plan to stay here again someday when we come back!
Top guest favorite
A serene view of a canal populated by several pelicans floating on the water's surface. Palm trees line the shore, and colorful houses are visible in the background. A boat is docked nearby, enhancing the peaceful coastal scene.
Home in Key Colony Beach
4.98 out of 5 average rating, 105 reviews

Waterfront House with 37 ft Dock & Cabana Club

MarciaRating, 5 stars1 month ago
This was a great place for our family. We had plenty of space to relax. The home is well stocked with linens, kitchen items and paper goods. We only had to buy groceries. The tvs had streaming services and there are two types of coffee makers!
Top guest favorite
An open living space is featured, highlighted by a round dining table surrounded by comfortable seating. A large television is mounted on the wall, while light-colored walls enhance the bright atmosphere. A serene coastal artwork depicting a pier adds a calming touch to the decor.
Home in Key Colony Beach
5 out of 5 average rating, 18 reviews

Bohemian Beach Bungalow

AnnaRating, 5 stars1 week ago
I can’t say enough great things about this beach bungalow! From the moment we arrived, we were welcomed with warm hospitality and thoughtful touches that made our stay truly special. The bungalow itself is cozy, clean, and beautifully decorated with a laid-back coastal vibe—exactly what you want for a beach getaway. Whether you’re looking for a romantic escape, a solo retreat, or a peaceful base for beach adventures, this place is a gem. We left feeling refreshed and recharged, and we’re already dreaming of coming back!
Guest favorite
A bright living area features a green sofa adorned with decorative cushions, flanked by two woven ottomans. Natural light filters through the white curtains, while a large television and colorful wall art enhance the space. Rattan accents and indoor plants bring a refreshing touch.
Home in Cudjoe Key
4.93 out of 5 average rating, 59 reviews

Betty's Place

Tue LienRating, 5 stars2 weeks ago
The house was very cozy and a nice place to come home to after a hot day in Key West. The kitchen appliances were nice, the community pool and sports areas were enjoyable and we had a great time riding the bikes around the neighborhood. Overall a cute, relaxing and refreshing space to spend time with family.
Superhost
A pair of outdoor chairs is positioned on a balcony, overlooking a vibrant canal. Palm trees and neighboring homes line the waterway, while a bright sky filled with fluffy clouds enhances the serene waterfront view.
Home in Cudjoe Key
4.87 out of 5 average rating, 104 reviews

Island Oasis ~ YOUR Paradise Awaits!

AbbyRating, 5 stars2 months ago
Bonnie was a nice, responsive host and even brought us additional kayaks to use. We had a great stay!

Kid-friendly apartment rentals

Superhost
A comfortable room features a spacious bed with crisp white linens, positioned against a coral-themed accent wall. Natural light streams through a window with white shutters. A small dining table and chairs complement a kitchenette area, while a large mirror enhances the sense of space.
Apartment in Key West
4.88 out of 5 average rating, 1,502 reviews

At Mine | Lovely Suite steps from Duval Street

JesseRating, 5 starstoday
We had a fantastic stay at Tranquility Guest House — we were able to check in early and everything was already clean and prepared for us. The host was very responsive and helpful with messaging which was reassuring. The pool is also clean, quiet, and private. Overall this is a great value for the money and the location is perfect!
Superhost
A shaded tiki hut with a thatched roof stands on the sandy shore, overlooking the calm, blue waters of the Atlantic Ocean. Two palm trees frame the structure, creating a serene beach environment, with gentle waves lapping at the rocks in the background.
Apartment in Key Colony Beach
4.84 out of 5 average rating, 115 reviews

Beachside Unit 22 - Private Beach on Atlantic

JamesRating, 5 stars2 weeks ago
Very nice condo in key colony beach, affordable, great stay for a family. Clean rooms, nice pool, nice private beach area, will bring family down again.
Guest favorite
A serene bedroom is adorned with a blue and white palm leaf wallpaper, featuring a spacious bed dressed in a deep blue quilt. Two bedside lamps provide soft lighting, and a colorful decorative pillow adds contrast. A framed artwork depicts a bird against the wall.
Apartment in Key West
4.9 out of 5 average rating, 107 reviews

Duval Street Suites full kitchen Old Town with hea

RichardRating, 5 stars2 days ago
The location of the apartment could not have been in a better place. Easy access to the apartment from the rear of the building through the parking lot in Pool area to the front of the apartment on Duval Street. The apartment was immaculately kept. The bed and the pullout couch was very comfortable
Superhost
A spacious bedroom features a large bed with a plaid blanket, accented by a collection of framed artwork on a bright blue wall. Wood flooring complements the overall decor, while a nearby closet provides convenient storage.
Apartment in Key West
4.77 out of 5 average rating, 361 reviews

Key West - Sunrise ❀ The Green House

ChadRating, 5 stars1 month ago
Great spot, super close to everything but never disturbed by late night noise. Balcony is awesome to have !
Guest favorite
A warm-toned room features wood-paneled walls accented by natural light from two windows. A spacious bed with an orange bedspread is positioned alongside a cozy seating area comprising two cream-colored couches facing a small round table.
Apartment in Key West
4.84 out of 5 average rating, 799 reviews

Duval Balcony - Street Suite

BrittanyRating, 5 stars2 weeks ago
The place is exactly as it’s shown on the listing! Super cute and quaint! It’s got a cute deck to people watch from when you need a moment to relax from all the fun of being in the middle of duval! And Tom was a great host! Super friendly and very easy to reach when needed. Will definitely book with him next time we visit!
Top guest favorite
A bright and welcoming living space features a galley kitchen with a counter and two stools. The refrigerator is visible along with colorful walls in shades of yellow and coral. A TV unit stands nearby, and a red sofa adds a pop of color to the cozy area.
Apartment in Key West
4.98 out of 5 average rating, 502 reviews

Bella Vita: 1B/1B Condo for 2 Just Steps off Duval

LeslieRating, 5 stars2 weeks ago
We had a really lovely stay at this space! It is as advertised and very clean. We used the kitchen every day and sometimes twice a day. What’s great about this space is that the patio and seating area is always in the shade…. at every hour of the day!
Guest favorite
A decorative wooden sign is mounted on a white post, featuring the text 'Center Court Historic Inn & Cottages' in bold letters. Lush tropical greenery surrounds the area, with palm trees and vibrant plants visible, creating a welcoming entrance to the property.
Apartment in Key West
4.95 out of 5 average rating, 319 reviews

Honeymoon Hideaway, King bed, Private Deck & Spa!

EmilyRating, 5 stars2 weeks ago
This was our first time traveling to Key West and we weren’t sure what to expect. I can’t say enough great things about Center Cottage Inn. They went above and beyond our expectations and it was the perfect place to experience a lot of the wonderful things the island has to offer. The cottage we stayed in was fully equipped for all of our needs and was tiny in the best way. It had a lot of great storage, ample towels (both for bathing and the pool), fully stocked kitchen (we opted to make our own breakfast each day), and lots of thoughtful details like a portable speaker, bug spray, charging ports and more. Naomi was super responsive and helpful. We were able to leave our bags on the premises as our departure flight wasn’t until late afternoon. This was a game changer as we were able to enjoy our last day without carrying luggage around. If you want to feel like locals this is the place for you.
Guest favorite
A light-filled living room features a blue sofa, a comfortable chair, and a glass coffee table. Large sliding doors open to a balcony with ocean views. A soft area rug lies on the tiled floor, adding warmth to the space, while sunlight illuminates the room.
Apartment in Marathon
4.97 out of 5 average rating, 105 reviews

Beachfront Condo w/ Ocean Views in Marathon

AnneRating, 5 stars1 month ago
This was our first family trip to the Keys and this location in Marathon was ideal! The condo was welcoming, beautiful and spacious for our family of 3. The balcony was our favorite place, which overlooked the pool and the seashore. The beach was lovely for shorter walks and just "being" with the ocean. Fun seashells & hermit crabs at low tide! Lots to do in the area -- definitely hoping to return next year. Mike was fantastic host & super helpful with questions.

Kid-friendly condo rentals

Superhost
A living room is shown with a red accent wall featuring a logo. A white chair and a red sofa with patterned cushions provide seating. A round coffee table sits in front and green plants are placed throughout the room, complemented by warm wooden flooring.
Condo in Key West
4.83 out of 5 average rating, 276 reviews

La Dolce Vita, Old Town Steps to Duval! 3 blks bch

MichaelRating, 5 stars2 weeks ago
Right next to Duval Street, easily walkable to major attractions, restaurants, bars.. Host was super responsive, friendly, and really worked with us on anything we needed.. Great place!
Top guest favorite
A beachfront view captures a well-maintained property featuring multiple levels of balconies. Sun loungers are arranged on the sandy shore, accompanied by vibrant beach umbrellas. The ocean's gentle waves meet the sand under a clear blue sky, enhancing the coastal atmosphere.
Condo in Marathon
5 out of 5 average rating, 19 reviews

*NEW LUXURY*Sea Glass-Beach/Pool

NicoRating, 5 stars4 days ago
Great, clean and well organized apartment. Great little pool a good beach and some restaurants and bars in walkable distance. Yuni responded very quickly to our messages and took care of the online little thing that wasn’t perfect right away. The location on marathon is also great as there are many things to do and see in a 5-10 minute drive. Great stay. Would absolutely do again and recommend. Thank you Yuni!
Guest favorite
A spacious living room is furnished with a soft blue sofa and matching armchair. Light wooden flooring complements the room's bright atmosphere, and a coffee table sits in the center. Large sliding glass doors lead to a patio area, allowing natural light to fill the space.
Condo in Key West
4.9 out of 5 average rating, 141 reviews

Tropical Escape at Sunrise

MalloryRating, 5 stars3 weeks ago
We enjoyed our stay! A little outside of the heart of Key West so it was very quiet. This place does have a unit above, luckily we were not bothered by any sort of upstairs noise. Would recommend!
Guest favorite
A charming two-story building with light pastel-colored siding and white railings is shown. The entrance features a circular window and a welcoming porch with comfortable seating. Lush greenery and a white picket fence frame the entrance, enhancing the inviting exterior.
Condo in Key West
4.89 out of 5 average rating, 168 reviews

A Perfect Getaway

DavidRating, 5 stars1 week ago
We had a wonderful visit in Key west. The place was very clean, close to everything. We enjoyed this place very much and would rent it again. Thank you so very much. Sue and Dave Hopper.
Guest favorite
A modern living area features a spacious layout with a comfortable seating arrangement and a large flat-screen TV mounted on the light green wall. Natural light floods in through expansive glass doors, revealing views of the outdoors. A stylish kitchen island with sleek countertops complements the space.
Condo in Key West
4.95 out of 5 average rating, 151 reviews

Fully renovated 2/2 bath condo w/ shared pool!

NancyRating, 5 stars1 week ago
Enjoyed our time at Chris’s place. Plenty of towels and the kitchen was well furnished. Wonder if an air purifier might help as a few of our allergies kicked in when we were inside. All in all a great vacation
Guest favorite
A serene waterfront scene is captured at sunset, featuring palm trees, boat docks, and a gently reflecting harbor. A large boat is tied up alongside the dock, with colorful lights and silhouettes of the surrounding structures visible in the background.
Condo in Key West
4.9 out of 5 average rating, 207 reviews

"Abaco" Key West • 2/2 End Unit Waterfront+Dockage

SusanRating, 5 stars1 week ago
The condo was exactly as pictured, clean, quiet and close enough you could walk to some things, I would suggest taking an uber to downtown especially during the summer. The restaurant/bar Mac’s next door has good food. The noise others complain about we could not really hear inside the condo, so not sure why that was mentioned by others. We had a great time, ate some great food and explored a lot of what Key West has to offer. We would definitely stay in this condo again. Thanks Jennifer for sharing your beautiful place with us.
Top guest favorite
A light-filled living area is visible, featuring a comfortable seating arrangement and a mounted television. A dining table occupies the foreground, adorned with a bowl of oranges. The walls are painted in soft blue, providing a relaxed atmosphere, with a ceiling fan overhead.
Condo in Marathon
4.96 out of 5 average rating, 102 reviews

Slip, Ramp, Pool, Trailer Parking, Bait Freezer

AlexRating, 5 stars2 weeks ago
Absolutely perfect for a honeymoon getaway, quiet perfect amount of space for us, the set up was great with 2 bathrooms and a huge walkin closet, the couches were super comfy, the TV was big enough to see from across the room, we enjoyed everything about it. Got to meet some of the neighbors and they were all very welcoming and enjoyed talking to them. Scott had some great local recommendations and we enjoyed everything.
Superhost
A serene canal view stretches across the horizon, showcasing boats anchored amidst lush greenery. A vibrant sunset fills the sky with a blend of oranges, pinks, and purples, reflecting on the water's surface and creating a peaceful atmosphere.
Condo in Marathon
4.85 out of 5 average rating, 238 reviews

Sombrero Beach Tropical Getaway

CaseyRating, 5 stars1 month ago
This was our 2nd stay at this place. We love all the resort has to offer and the location makes it easy to get to places in Marathon

Quick stats about vacation rentals that are kid-friendly in Big Pine Key

  • Total rentals

    30 properties

  • Nightly prices starting at

    R2,333 ZAR before taxes and fees

  • Total number of reviews

    410 reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    10 properties have a pool

Destinations to explore