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Family-friendly holiday rentals in Vaca Key

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Vaca 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 stars2 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 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 favourite
Home in Marathon
4.93 out of 5 average rating, 44 reviews

Florida Keys get-a-way in Marathon w/ full dock

MartinRating, 5 stars5 months ago
It was an unforgettable week in Maria and Johnny's house. The house was very clean and beautifully furnished. Each of our three children had their own room in which they felt very comfortable. Our bedroom had a large terrace where my wife could do yoga in the morning sun. The kitchen and living room were really well epuiped and terrace with the hot tub were just right for a relaxing family holiday. Nothing was missing. Communication with Johnny was easy and quick. He gave us great ideas for activities and restaurants in the area. Thank you for that. We can highly recommend Maria and Johnny's accommodation!
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.
Flat in Marathon
4.68 out of 5 average rating, 44 reviews

Remodeled Sombrero Beach Waterfront Duplex with Dock

Prudence Rating, 5 stars2 months ago
Just what we needed for winter break , loved having coffee in the morning on the canal, hammock very relaxing, liked the open living space.
Home in Key Colony Beach
4.84 out of 5 average rating, 25 reviews

Keys Elegance. Pool, Hot Tub, Dock Summer Specials

KaraRating, 5 stars9 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.
Superhost
Townhouse in Marathon
4.66 out of 5 average rating, 38 reviews

Manatee Quay-I Canal waterfront,access BEACH club!

ArnieRating, 5 stars5 months ago
Very beautiful place, quiet, so many things to do in such a short time. Loved it!!
Guest favourite
Flat in Tavernier
4.83 out of 5 average rating, 259 reviews

Breathtaking Oceanfront Views at Tropical Daze

PatriciaRating, 5 stars2 months ago
We enjoyed our stay at Keith's place. The kitchen was well stocked except for having only one hand towel which we had to wash a few times. We loved being able to make coffee every morning and sip it on the patio, there is a drip coffee maker and plenty of filters. We purchased coffee and other food at Winn Dixie which is a very short drive, less than 5 minutes. The view from the balcony is even nicer than the photos. Traffic was congested at times because of road construction so we had to leave ourselves extra time to get to places. There were a lot of activities we did like scuba diving, snorkeling, kayaking, shopping, etc and Keith's place was in a great location to do everything we wanted and a short drive to many restaurants. Keith gave good recommendations for things to do and places to eat. The Roku TV was nice, easy to watch anything we wanted and also to stream Netflix, etc. If in the keys, we would definitely book Keith's place again.

Family- and pet-friendly home rentals

Superhost
Campervan/Motorhome in Big Pine Key
4.55 out of 5 average rating, 20 reviews

Bring your own RV. Our lot your Camper B5 No Tents

KevinRating, 5 stars3 months ago
It is a great place just a little tight getting the camper in The neighbors are all very friendly and helpful
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 stars9 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 stars29 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.
Home in Marathon
4.82 out of 5 average rating, 34 reviews

Waterfront, dock, easy ocean access, heated pool!

MelissaRating, 5 stars14 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:))
Home in Marathon
4.9 out of 5 average rating, 20 reviews

Villa Casa Cayo

AmyRating, 5 stars5 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.
Home in Islamorada
4.94 out of 5 average rating, 16 reviews

Islamorada Waterfront Escape

ColeRating, 5 stars13 months ago
Great stay and location. Chris was super helpful with check in and had great communication
Guest favourite
Villa in Marathon
4.88 out of 5 average rating, 58 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, 161 reviews

Vida De Aqua - Water Life!

LauraRating, 5 stars1 week ago
Despite rain and windy weather the first part of the week, we had a relaxing and fun time. Really loved the tiki in the backyard, and watching manatee and tarpon in the canal. The home was lovingly decorated with personal artwork and clean. The hosts were very accommodating and quickly responded to questions. We also liked that we could walk to restaurants, and the grocery stores were also nearby.

Family-friendly home rentals with a pool

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 Tavernier
5 out of 5 average rating, 24 reviews

A place in the Sun

RyanRating, 5 stars2 months ago
We really enjoyed our stay. The place was very nice. There are a lot of activities nearby ranging from kayaking, to snorkeling, to boating. The pool in the complex was great! We would definitely stay there again.
Guest house in Big Pine Key
4.48 out of 5 average rating, 54 reviews

RV Lot Land Only W/ Hook-Ups, Pool.

ShawnRating, 5 stars34 months ago
The space was a bit small however, our RV is a 23' travel trailer and fit nicely. A very quiet RV Park with an outstanding pool! :) Big Pine Key is a nicely centered Key that is only about 30 min from Key west. This is NOt an RV Resort....so don't expect paved camping sites or fire pits to cook smores. This is a area where the lots are owned by private owners who live there or rent their spaces out. Looks like a rough neighborhood when you first pull in but the people there are very friendly! The Key Deer are everywhere so if you have a dog, please make sure they are on a leash. We loved our stay and Jodi was an awesome host!!
Home in Islamorada
4.88 out of 5 average rating, 26 reviews

Angler's Reef Oceanfront

CorinneRating, 5 stars41 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.
Boat in Tavernier
4.88 out of 5 average rating, 48 reviews

Aqua Lodge Houseboat "Yellow Tail "

SaraRating, 5 stars2 months ago
We stayed at this wonderful houseboat as we began our trip to the Florida Keys and it was perfect! We saw manatees, enjoyed dinner at the outdoor bar with locals, and had a beautiful view of the sunset. Great location with a wonderful host!
Guest favourite
Apartment in Tavernier
4.82 out of 5 average rating, 100 reviews

Paradise off Pickles Reef - Ocean Pointe Suites

KaylaRating, 5 stars2 weeks ago
We decided to go to the Keys on a whim and found this adorable place. It was everything we needed and more! We loved that it was private and had everything we needed on the property including a private beach, but it also wasn't far when we decided to explore. Would definitely recommend! We are already hoping to plan another trip!
Home in Islamorada
4.7 out of 5 average rating, 27 reviews

Anglers Reef is Oceanfront, Yellowtail Hse. 2/2.5

AmandaRating, 5 stars17 months ago
We had a fantastic stay here during our week in Islamorada. The house was incredibly clean, uncluttered, and had a nice feel. The road noise was pretty much constant, which we were prepared for ahead of time based on other reviews. But noise makers were provided and helped a bit. There were full sized soaps in the kitchen/bathrooms. There were plenty of cleaning supplies in the kitchen including garbage bags, Clorox wipes, and dishwasher detergent. Beach/pool towels were also provided. All of these amenities make it easier when traveling by air. The property had paddle boards and kayaks for use on a first come first serve basis. All 5 of us, my hubby, our three girls ages 13, 19, and 21 had a fantastic time paddling around nearby. Watching the sunset was particularly lovely on the water. There were some fantastic restaurants nearby that were walkable and within a 5-10 minute drive. If we were to come back to the area, we would definitely consider staying here again. Thank you!!
Guest favourite
Apartment in Tavernier
4.93 out of 5 average rating, 103 reviews

Light, Bright & Nautical Condo at Ocean Pointe

BrendaRating, 5 stars1 week ago
The condo was exactly as described. It was the perfect location, peaceful and clean!They gave great recommendations for restaurants with beautiful sunsets.

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