Kid-friendly vacation rentals in Big Pine Key

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Popular amenities for Big Pine Key kid-friendly rentals

Kid-friendly house rentals

Guest favorite

Home in Key West

4.91 out of 5 average rating, 46 reviews

Key West Paradise

AjaRating, 5 stars1 month ago
Everything was perfect and this place really helped build the foundation for an unforgettable weekend. It will be the first place I look up for future trips!
Guest favorite

Home in Marathon

4.95 out of 5 average rating, 124 reviews

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

DeniseRating, 5 stars1 month ago
The house is very well appointed. We maxed out the occupancy with three families converging for an annual get together. There was a bed for every body, plenty of towels (and the ability to dry them quickly), adequate cookware for our large feasts, tons of ice with the commercial ice maker, and enough space that we weren’t always on top of each other. It is in a convenient location to reach the bottom or the top of the Keys and a quick drive takes you to nearby shopping, beaches, and activities.
Guest favorite

Home in Marathon

5 out of 5 average rating, 11 reviews

Waterfront paradise w/Private Pool-Dockage-Beach

CamiRating, 5 stars6 months ago
We had such a great time. Not only was that weather perfect, the house was too! The house has everything you need and more. The host stocked the fridge and pantry which was completely unexpected. We traveled with our adult children and grandchildren and this house has everything you need for all ages. Not only did it have dog treats for our pups, but they also had a playpen, high chair, blow up mattress, kayaks, outside bait freezer, long bulkhead for fishing from the dock, hammock and a pool. Ruth was very responsive, kind and thoughtful. We highly recommend this home away from home!
Superhost

Home in Marathon

4.79 out of 5 average rating, 78 reviews

Waterfront Private Pool & Dock Near Sombrero Beach

DianaRating, 5 stars2 months ago
This beautiful home was exactly as described in the listing and Michael was very responsive to communication. We would be happy to stay here again.
Guest favorite

Home in Key Colony Beach

4.94 out of 5 average rating, 102 reviews

Waterfront Home 37.5-ft dock, Cabana Club Included

FernandoRating, 5 stars4 weeks ago
Excellent place we had everything we needed for a great time, the boat dock was great in keeping your boat safe and scratch free, the front parking is big, very convenient, great location and great host
Guest favorite

Home in Marathon

4.96 out of 5 average rating, 49 reviews

Paradise Ocean front Family Home Heated Pool.

WilliamRating, 5 stars2 weeks ago
We had a great time at this home in Marathon! The location was beautiful and we were only minutes away from the beach, snorkeling reefs, and restaurants. We really loved the pool, the back deck, and the fact that we could dock our boat in the canal behind the house with quick access to the open water. The home was clean and comfortable- the host also provided kayaks and bikes that we used to explore the surrounding areas. We highly recommend this place.
Guest favorite

Home in Marathon

4.98 out of 5 average rating, 53 reviews

Casa Blue Flamingo

MarilynRating, 5 stars3 weeks ago
From the day we booked our stay the communication from Diana was positive and consistent. The home was very clean and beautifully furnished inside and out. The next-door neighbors were very welcoming, and the neighborhood was very quiet and peaceful. The property provides a beautiful outdoor area with a gas fire pit, refrigerator for drinks and games for fun. It was the perfect place to wind down and relax. This location will be on our list of places to visit again and highly recommend it to anyone traveling to the area.
Superhost

Home in Summerland Key

5 out of 5 average rating, 10 reviews

Pelico Palm Villa

KellyRating, 5 stars8 months ago
This home was absolutely beautiful!! It was exactly what we had hoped for, We were a family of 4 with my husband and I, with are two sons, ages 17 & 20, plus ones girlfriend age 16. We wanted a nice family vacation without the spring break chaos & this was it! This home was so clean yet cozy, had all the necessities we needed, everyone had their own room and bathroom which was super!!! This home could definitely accomodate so many more if you wanted to do so. We were the only ones there at the time, so we had the pool area to ourselves which we loved sooooo much! We played bags by the pool daily, swam during day & at night. The home had a great deck with a wonderful grill, we made slushy drinks with the ninja blender, anything you wanted this place had! We traveled to Key West a couple times which was nice and close, about a 30 minute drive. All in all this place is top notch! Don't hesitate to book! It's worth it!! LOVED this Home!! & Nate was a spectacular host!!!

Kid-friendly apartment rentals

Guest favorite

Apartment in Key West

4.98 out of 5 average rating, 479 reviews

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

JimRating, 5 stars1 week ago
We can't say enough about our stay. starting with communication. owners were very responsive with and questions. 48 hrs before arrival Eric called me and we spoke about parking and how to access the unit. he also told me that if we had any problem finding parking to call him and he would "talk us in". we did have I've sight issue, my own fault, and he answered the phone immediately. super easy access with keypad set to my phone number. nothing to remember! unit was exactly as in posted pictures. the cleanest we've ever rented! nice sitting area on porch for morning coffee, EASY walk to ask our favorite places. just half a block off Duvall but remarkably quiet. plenty of space for 2 people. with a nightly rate lower than any of the local hotels we checked. we rent 3-6 places like this each year. this was the one the was the cleanest, most matched the listing and had the most responsive owners. they even sent a video of p on how to use the front door keypad Incase it is new to you.
Guest favorite

Apartment in Key West

4.91 out of 5 average rating, 765 reviews

Duval Balcony Spanky's Retreat

LynnRating, 5 stars2 weeks ago
Had a blast staying on Duval St. Tom’s apartment was comfortable and in a great location. We enjoyed having a cocktail on the balcony watching all the activity on the street. Cabaret across the street played loud music till midnight, but luckily the sound of the A/C drowned it out and we slept well.
Guest favorite

Apartment in Key West

4.85 out of 5 average rating, 226 reviews

Studio Near Downtown - The Bartlum

JennaRating, 5 stars2 weeks ago
A beautiful space in the heart of the city! Though a bit understocked, the hosts were extremely kind and the location was unbeatable.
Guest favorite

Apartment in Tavernier

4.96 out of 5 average rating, 171 reviews

Capt Craigs Apartment

SierraRating, 5 stars1 week ago
Great stay with Justin in Tavernier! It was our first time to FL (and the Keys) and this was a great spot along the way to stay. The amenities were amazing, we took note of the care and thought that went into this rental. the kitchen utensils were top notch and were exactly what we needed. The ice maker was an added bonus. The A/C worked great! The decor was really nice. The only thing that was a minus in our book was the feel of the bed, it was way too soft (but to each their own!) That wouldn't stop me from staying in this location again. The noise of the restaurant patrons was a bit much one night but didnt last too long past "closing time" so it was okay. Everything was clean and looked very nice. The book with recommendations around the area was an added touch. Thank you!
Guest favorite

Apartment in Key West

4.92 out of 5 average rating, 184 reviews

Duval St Apartment w/ Balcony w/parking Adult Only

SanjayRating, 5 stars2 weeks ago
Our stay at this property on Duval Street was fantastic! The home was spotless, beautifully decorated, and equipped with everything we needed for a comfortable visit. The vibrant atmosphere and thoughtful details made it truly memorable. The location was unbeatable—right in the heart of Key West on Duval Street, with easy access to local attractions, restaurants, and nightlife. The only minor drawback was that it could get a bit noisy at times due to the lively surroundings, but that’s to be expected in such a prime location and didn’t affect our overall experience. We had an amazing time and would highly recommend this property to anyone visiting Key West. Can’t wait to come back!
Guest favorite

Apartment in Tavernier

4.83 out of 5 average rating, 257 reviews

Breathtaking Oceanfront Views at Tropical Daze

VivianRating, 5 stars6 months ago
Great location with amazing ocean views from living room and primary bedroom. Very comfortable unit, perfect for a family of 4. The unit has everything you need. Walking distance to the pool.
Superhost

Apartment in Key West

4.85 out of 5 average rating, 222 reviews

#205 Key West Suites

RichardRating, 5 stars2 weeks ago
Was a convenient location for anyone wanting to be near Duval St. with the added benefits of being seconds away from CVS and a Faustos’s Grocery Store. This doesn’t even include the countless bars and restaurants. If you’re on the edge of booking or not - book this room and you won’t regret it.
Guest favorite

Apartment in Key West

4.97 out of 5 average rating, 263 reviews

Poolside Truman Annex 2 Bed | Conch Life Condo

RobRating, 5 stars4 days ago
This is the best spot in Key West. Quick and easy walk to Duval St the historic waterfront! Then when you get back, it's a nice quiet gated neighborhood. Best of both words. Will stay there again every time!

Kid-friendly condo rentals

Guest favorite

Condo in Key West

4.98 out of 5 average rating, 58 reviews

Oceanfront 3 bed condo Ocean Edge w/ optional slip

DanRating, 5 stars3 weeks ago
We enjoyed our family vacation at Carri’s place! The home was clean, well-equipped, and airy. The view was amazing. We found the beds, sofas, etc. to be comfortable. We would definitely stay here again!
Superhost

Condo in Tavernier

4.9 out of 5 average rating, 153 reviews

2BR - Key Largo Sunshine Getaway

SandraRating, 5 stars2 weeks 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 favorite

Condo in Key West

4.9 out of 5 average rating, 115 reviews

Tropical Escape at Sunrise

LaurenRating, 5 stars1 month ago
Beautiful, quaint, clean and exactly what we needed to enjoy a few days in Key West with another couple! Thank you for a great stay!
Guest favorite

Condo in Marathon

5 out of 5 average rating, 5 reviews

*NEW* Kokomo Views-Pool/Beach

BiancaRating, 5 stars2 weeks ago
We had a wonderful stay in this beautiful home. It was our first time to the keys from Australia and staying here made our stay extra special. There was absolutely everything we needed in and around the house. The decor was beautiful with a great book with all the information we needed. I would highly recommend staying with Yani
Superhost

Condo in Key West

4.87 out of 5 average rating, 93 reviews

Key Wes't Best- Upgraded condo 5 mins to Smathers

WilliamRating, 5 stars6 months ago
The condo was just as pictured and right next to Smathers Beach. The parking garage has a very low ceiling, so if you are driving make sure not to bring a vehicle over about 6' (and be careful opening your trunk). My daughters enjoyed the pool, especially because it has a deep end rather than some pools that only go to 5 feet. The building was quiet and the balcony had a view of the pool and beach. It was a nice relaxing stay.
Guest favorite

Condo in Tavernier

4.89 out of 5 average rating, 110 reviews

Luxurious Suite+Open Ocean Views+Pool & Cabana Bar

NicoleRating, 5 stars1 week ago
Everything about the Condo was amazing. The host was so easy to communicate with and was super helpful. It was so comfortable. We enjoyed our stay! I would definitely stay here again
Guest favorite

Condo in Tavernier

5 out of 5 average rating, 32 reviews

Key Largo Sunrise Resort Style | Ocean Pointe 5315

JudithRating, 5 stars3 weeks ago
My family had a great time on our visit. The accommodations were perfect. And, wow, what a beautiful view from our balcony. Sean was very responsive in answering our questions. The condo was comfortable and had everything we needed. We would definitely book this unit next time.
Superhost

Condo in Key West

4.85 out of 5 average rating, 13 reviews

Sunset South: First Floor 2 Bedroom 1 Bath Condo a

StevenRating, 5 stars17 months ago
Place was extremely clean, perfect location and had everything we needed!! We will be back!

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

  • Total rentals

    30 properties

  • Nightly prices starting at

    $110 before taxes and fees

  • Total number of reviews

    360 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