Family-friendly holiday rentals in Marathon

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Popular amenities for Marathon 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!
Superhost
Home in Cudjoe Key
4.63 out of 5 average rating, 166 reviews

Ocean Front Home in Great Location

HaroldRating, 5 stars2 weeks ago
This booking was great for what we needed, thank you to the responsive hosts and pet friendly house that made our vacation that much better.
Guest favourite
Home in Marathon
4.98 out of 5 average rating, 92 reviews

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

MondeRating, 5 stars3 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!!
Top guest favourite
Apartment in Key West
5 out of 5 average rating, 33 reviews

EYW Getaway

JaneRating, 5 stars1 week ago
We were next to the airport but didn't hear the planes. It was far away from Key West tourist attractions and restaurants. It was nice to come back to our place for peace and quiet. It was nicely decorated and felt like a beach get-away.
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.
Guest favourite
Home in Key Largo
4.91 out of 5 average rating, 107 reviews

Sunsets In Palms Paradise

TaylorRating, 5 stars4 weeks ago
We thoroughly enjoyed this house! The backyard is amazing with plenty of space to play cornhole, throw frisbees, and enjoy the beautiful weather. We saw a manatee behind the property and with the provided paddleboard got to see it close up as well! The house was clean and had all desired amenities . We will definitely be back.
Superhost
Townhouse in Key Largo
4.82 out of 5 average rating, 110 reviews

Oceanfront Resort W/Indoor Pickleball - Spacious!

JulieRating, 5 stars3 months ago
We had a nice stay at the condo. The place was very clean and spacious. The beds were comfortable. There are 3 levels and another outdoor staircase to get up on to the rooftop area. The outdoor patio was nice to sit on in the morning and evening. The grounds and the pools at the resort were great. We spent most of the days outside. The condo is located in a busy area and close to restaurants and grocery stores. There are some basic supplies like small shampoo bottles and some spices for cooking but you will need to bring or buy your own. There are plenty of dishes and cookware between the 2 kitchens but no plastic cups to take outside.
Superhost
Home in Cudjoe Key
4.8 out of 5 average rating, 92 reviews

Palm Breezes! Room for Everyone on the Ocean.

GerritRating, 5 stars2 months ago
10 out of 10 stay. Beautiful, serene property where we often felt we had the mangrove and key to ourselves. Several days were spent on a recurring rotation of kayaking, pool, hot tub, repeat. Perfect distance from Key West for adventuring there, but plenty on Cudjoe Key and Big Pine if you don't want to venture to the hustle and bustle. Sincerely hope to return!!

Family- and pet-friendly home rentals

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 stars10 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
4.88 out of 5 average rating, 16 reviews

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

DanRating, 5 stars32 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
Campervan/Motorhome in Key Largo
4.55 out of 5 average rating, 269 reviews

2 BR/2 BA Oasis w Kayak, Pool, Beach & Dock Rental

LauraRating, 5 stars2 weeks ago
Very clean, smelled fresh as soon as we opened the door. Everything was bright and clean. Excellent for the two of us! The outside table and chairs were very nice. We did not get to use the Kayaks or the paddle boards because we were with family and there was a boat. I do recommend this place because it was so peaceful. The pool was refreshing and even snorkeling in the canal was a treat! I look forward to visiting again and staying longer. Thank you kindly! Laura Gosnell and David Carson, Vero Beach Fl
Superhost
Cottage in Key Largo
4.77 out of 5 average rating, 13 reviews

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

KlaraRating, 5 stars3 months 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
Townhouse in Key West
4.93 out of 5 average rating, 225 reviews

Spotlessly clean 3 bedroom/3 bathroom family home

AliceRating, 5 stars3 weeks ago
It was an excellent stay. The house was clean and everything was in good working condition. It was very easy to communicate with the host. We like the location. It was private and easy to get to attractions. We will stay again in the future.
Superhost
Home in Key Largo
4.7 out of 5 average rating, 73 reviews

Waterfront Ocean Side House with Dock & Boat Ramp

PatrickRating, 5 stars2 weeks ago
Older home with a few issues, nothing major. Maikel was great and always responded to calls and texts. It was overall a great stay and we would come back!!
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!
Superhost
Campsite in Big Pine Key
4.73 out of 5 average rating, 120 reviews

Bring Your Own RV! Our Lot Your RV B6 No Tents

CarolynRating, 5 stars2 months ago
The RV lot was well landscaped making the space feel tropical. Access to bath and laundry facility were just a few steps from the lot.

Family-friendly home rentals with a pool

Home in Marathon
4.89 out of 5 average rating, 19 reviews

NEW LUXURY 4/3 SINGLE FAMILYw/HEATED P00L,BOATDOCK

BradleyRating, 5 stars10 months ago
It was an awesome place! Beautiful, clean, and cozy! You can pull your boat right up to the dock! easy access threw the canal to the ocean and a couple of restraunts! pools nice! plenty of room for a big family! All of your amenities are nearby! Grocery store, restraunts, bars if your into that, gift shops and more!
Guest favourite
Apartment in Key Largo
4.95 out of 5 average rating, 79 reviews

Key Largo Sunsets Penthouse on the Ocean

KimberlyRating, 5 stars6 days ago
Jose was an amazing host! His son was super helpful with local recommendations, also. Very easy and quick to reply. The condo was super clean (I'm very picky) and had everything that we needed to be comfortable and "at home." They even had a book on what to do in the Florida Keys- we did many activities listed in the book. The condo location was close to everything we did- snorkeling, deep sea fishing, restaurants etc. The lagoon was SO AWESOME! The fish would swim around the kids! The parrot fish were beautiful. The kids had so much fun! We also watched the iguanas climbing the trees. One would sleep on the top of the palm tree outside of our 5th floor balcony! The view of the sunsets are phenomenal. We would absolutely stay here again!
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.
Top guest favourite
Townhouse in Islamorada
4.98 out of 5 average rating, 81 reviews

Bayside Townhome in Islamorada with Boat Slip

SteveRating, 5 stars2 months ago
Claire had an emergency which caused her to forget to contact house cleaning but she was awesome to work with and went over and above to make it right when we told her of the problem. You won’t find a more beautiful private place to stay. Location is as good as it gets. Claire was a great host and we really appreciated it.
Top guest favourite
Apartment in Key Largo
4.99 out of 5 average rating, 113 reviews

Enjoy sunsets & sunrise in your home away home.

AmandaRating, 5 stars3 weeks ago
Great condo in a perfect location to access the best of Key Largo. The condo is in a nice complex, with a great pool, mini beach, and dock area. The unit was well stocked with beach & bath towels, all kitchen appliances, washer dryer with detergent & dryer sheets, spare cooler, charcoal & lighter fluid for the grill. The bedrooms were super comfy. I highly recommend staying here!
Guest favourite
Townhouse in Key Largo
4.9 out of 5 average rating, 303 reviews

Casa Fish LLC

EmilyRating, 5 stars1 week ago
We had a wonderful stay and Tanya was an excellent and very responsive host. Hope to stay again in the future.
Top guest favourite
Villa in Key Largo
4.96 out of 5 average rating, 67 reviews

Oceanfront/2 Pools/Lagoon/Tennis/Picketball/Marina

EranRating, 5 stars2 months ago
We were looking for a larger stay in the keys, and Jose’s home fit the bill perfectly. It was spacious, spread over only 2 floors (vs 3 floors for most properties in Kawama). The top floor has 2 bedrooms and 2 bathrooms and is recently remodeled (incl. the kitchen and the bathrooms). The lower floor is slightly less new but still in good shape. It has the 3rd bedroom and bathroom. Provided were a club car for our use, 2 kayaks, bikes, towels, snorkeling gear… great for spending time in the lagoon (which is essentially an enclosed salt water pool). Overall great stay in Key Largo. Thank you Jose!

Quick stats about holiday rentals that are family-friendly in Marathon

  • Total rentals

    1.3K properties

  • Total number of reviews

    22K reviews

  • Pet-friendly rentals

    470 properties allow pets

  • Rentals with a pool

    1K properties have a pool

  • Rentals with dedicated workspaces

    650 properties have a dedicated workspace

  • Wifi availability

    1.2K properties include access to wifi

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