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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

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
4.98 out of 5 average rating, 92 reviews

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

MondeRating, 5 stars2 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
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
Townhouse in Key Largo
4.87 out of 5 average rating, 60 reviews

Family Key Largo Townhome for Fun Sun & Relaxation

DeannaRating, 5 stars3 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!
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.
Superhost
Apartment in Key Largo
4.63 out of 5 average rating, 83 reviews

The Marlin House at Mariner's Club

AndreaRating, 5 stars1 month ago
The stay was great loved the big pool and scenery. Anything we needed we felt comfortable asking. Star properties was great ! We will be back for sure
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!!

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.
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!
Townhouse in Little Torch Key
4.77 out of 5 average rating, 91 reviews

Waterfront 2BD / 2.5BTH Luxury Townhome

AlexRating, 5 stars1 month ago
Wonderful place to stay and great location for multiple key adventures throughout your stay. My family and I enjoyed the stay. We will definitely stay with little torch cottages again!
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
4.63 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.
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 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.
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.
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!
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.
Apartment in Key Colony Beach

3 Bedrm Condo on Ocean (7 day min.)

LourdesRating, 5 stars23 months ago
Our stay was amazing. The staff that runs the condo very friendly always cleaning all the common areas. Peter kept the beach areas clean every morning. Very quiet we rented kayaks and paddle that out to the sandbar every day. It was beautiful.

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