Kid-friendly vacation rentals in Cudjoe Key

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Cudjoe Key

Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Key Colony Beach

5 out of 5 average rating, 5 reviews

Huge Swim Spa~ Incredible Special Fall Pricing

3 Bedroom~ 2 Bath Duplex With Outdoor Solar Shower, on a Deep Water Canal in Key Colony Beach. Near The Vaca Cut Makes For Easy Access To The Gulf Of Mexico or Atlantic Ocean. Boat Dockage for up to a 34' Boat. Golf Course, Pickle Ball~Tennis Courts, and Great Playground. We have a Large Swim Spa in The Private Garden, Arcade Game Room~Ice Maker, Paddle Board, 2 Kayaks, 4 Fishing Rods & Bait, Margarita Machine, Outdoor Shower. Cabana Club Membership With Free Beach/ Ocean Access & Huge Pool.

Top guest favorite

Cottage in Marathon

4.97 out of 5 average rating, 32 reviews

Catch n' Relax Canalfront Cottage in Marathon

Enjoy our cottage right on a deep canal with 50' dock. Step right into your boat to fish the Atlantic Ocean & Gulf or just relax & enjoy the view! Enjoy an outdoor kitchen space for fish fry & Happy Hour drinks. Tan on our loungers or enjoy dinner under the stars. Kayaks/Bikes for you too. A Perfect location Minutes from Airport, 7Mile Bridge, Sombrero Beach & other Attractions. Close to shops & restaurants. Easily launch your boat from a free public marina nearby. Rental License #VACA-22-85

Superhost

Home in Key Colony Beach

4.74 out of 5 average rating, 137 reviews

NEW PET FRIENDLY Waterfront Single Home-Pool,Beach

NEW VACATION RENTAL. Completely renovated. Open floorplan. New kitchen and bathrooms. New furnishings. Beautiful water views. Game room with pool table. DOGS PERMITTED ($250 FEE PER DOG, 1- 2). YOU MUST TELL ME IF YOU WANT TO BRING A DOG WHEN YOU SUBMIT YOUR REQUEST. Yard with Tiki. Enjoy meals, drinks or shady relaxation. 35 feet of dockage. Cabana Beach and Pool Club included. MUST SIGN KCB AND HOUSE RULES DOCUMENTS WITHIN 48 HOURS OF BOOKING AGE 25 OR OLDER TO BOOK PLEASE

Top guest favorite

Vacation home in Marathon

4.97 out of 5 average rating, 68 reviews

Perfect Paradise

Perfect paradise is located in the heart of marathon. Only 9 minutes away from sombrero beach. Restaurant, supermarkets, ice cream, aquarium, and much more less than 7 minutes away. Public boat ramp is 5 minutes away. The house has plenty of parking spaces in the front to park your boat and cars. The home is fully stocked with everything you will need during your stay. For specific dates please message me first before booking so I may accommodate you to the dates that you would like to book.

Guest favorite

Home in Key West

4.97 out of 5 average rating, 251 reviews

Harrison's Hideaway-Sleeps up to 4, K & F Sl Sofa!

Historic Harrison's Hideaway is in an 1880's Cigar Maker's cottage renovated in 2010. It features a K size Pottery Barn memory foam bed, custom made full sleeper sofa, newly renovated kitchen with granite counter tops, 2 burner stove, under counter fridge/freezer, dishwasher, microwave, tumbled marble 2 person shower, private front deck with seating for 4 and 2 person Solana spa. Perfect for a couple or a family with children. Freshly painted a Caribbean blue with plantation shutters.

Guest favorite

Condo in Key Colony Beach

4.96 out of 5 average rating, 253 reviews

Amazing Ocean Front Views Key Colony Beach

Ocean front Florida Keys Studio Condo in Key Colony Beach with private balcony, heated pool and sandy beach. Continental Inn Unit #40 is a studio condo with a tropical interior featuring 2 queen beds and kitchen stocked with everything needed to cook a complete meal (stove, oven, toaster, microwave, blender, fridge, etc). Relax on the back balcony and enjoy sunsets from Sunset Park right next door. Private beach with lounge chairs, patio tables, tiki's and BBQ grills for guest use.

Guest favorite

Home in Marathon

5 out of 5 average rating, 33 reviews

Waterfront Escape -VACA-23-408

Come stay at this brand new home construction on a deep and wide canal leading to the ocean with pool and exotic decor. 75 foot dock with water and electric. Top of the line appliances with a fully stocked kitchen. Spa style showers with high end decor. Luxury at its best. Heated pool with sundeck and lots of seating around the edges. (Pool heater is an additional $100 per stay). Ground level cooking and dining for those beautiful days after boating or while laying around in the pool.

Top guest favorite

Home in Islamorada

4.97 out of 5 average rating, 188 reviews

Flakey's

Flakeys, short for Florida Keys is everything you would expect to find on the small Caribbean island. Its paradise! Located in the heart of Islamorada there is no need for a car. You can walk or bike to the best restaurants, bars, beaches and shops this island has to offer. On Morada Way in the middle of the Art and Culture district. Everything at Flakeys is brand NEW! All new appliances, furniture and decor. Shabby Island Chic! Affordable, super clean and you can't beat the location.

Guest favorite

Condo in Key West

4.88 out of 5 average rating, 146 reviews

Downtown Aruba 2BR/2BA • Pool, Dock, Pet OK

Time to relax! Bring your family & friends to this 1200 sqft Waterfront home. Boat slips available on site with commercial ice machine, fish cleaning station and BBQ grills. Located in historic Downtown Key West. Walk/Bike everywhere less 1mi to Duval Street, Historic Seaport, Hemingway House, etc. On-site amenities: heated pool, boat slip, tiki bar & grills, parking, secure keyless entry, & private elevator. Large Park adjacent with tennis courts. 10min from airport (EYW).

Guest favorite

Home in Marathon

4.93 out of 5 average rating, 113 reviews

Beautiful Renovated Home in Marathon, FL

Cozy home centrally located in the heart of Marathon with a ton of parking space for a boat or RV... Stay at ease in this family friendly neighborhood with lots of fun nearby (within 10 minutes) such as Sombrero Beach, FL Keys Aquarium, public boat ramp, kayaking, diving, restaurants and more!!! Licensed and inspected by the City of Marathon, Lic.#VACA-21-409

Superhost

Townhouse in Key West

4.93 out of 5 average rating, 217 reviews

Spotlessly clean 3 bedroom/3 bathroom family home

Great family home in the gated community of Coral Hammock, located just 10 minutes from the center of Key West. It boasts a saltwater pool just steps away from the property. Perfect for families or groups of mature adults. All renters must be 25 or over or with a parent/guardian.

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What guests are saying

Home near beach & restaurants

4.96 out of 5 average rating, 24 reviews1 week ago

We had a great time at “Home near beach and restaurants” in Marathon. I would say the high points of this place were: - It was very clean - It was very comfortable in terms of the shared living space as well as the two bedrooms and baths. - We ate in 5 out of 7 nights (but one of those was pizza) and the kitchen was very well stocked. - I loved having a working icemaker in the refrigerator - And the air conditioning worked wonderfully (it was very warm outside). - We enjoyed going to the beach multiple times and there was beach “stuff” included that we definitely made use of.

Home in Marathon

What guests are saying

Sunset Catch Gulf Front, Pool, Dock, Kayaks, Fish

4.89 out of 5 average rating, 37 reviews8 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!

Home in Marathon

What guests are saying

Yellow Home Free Pontoon Rental! See details

4.83 out of 5 average rating, 30 reviews2 months ago

This place was perfect! To have your own pool to relax in without other guests was amazing. Such a peaceful space. Views are amazing! Mitch and Lu were so quick with answers. Did have a small problem finding it. GPS had me going a weird way and some construction going on. Mitch was quick to help me find his place! I miss it already!

Home in Cudjoe Key

What guests are saying

The Pink Dolphin House.

4.95 out of 5 average rating, 21 reviews2 weeks ago

Beautiful ocean views and great local recommendations from the host! Some aspects of the interior were a bit dated, but with multiple areas to enjoy the outdoors (offering full shade to full sun and everything in between), we didn't do much inside except sleep. Kids spent hours per day in the pool and adults most enjoyed lounging on the jetty with 345 degrees of ocean views. Board games (and a ps3) were available for the occasional down time. The location allows for a feeling of privacy on the ocean while offering many hidden gems for dining and activities nearby.

Guesthouse in Marathon

What guests are saying

Amazing Bayfront New House with Dock and Pool!

5 out of 5 average rating, 34 reviews1 month ago

We had a great stay. The highlights were the view of the bay and the heated pool. The beds were comfortable and the open space was great to gather as a family. Unfortunately we didn’t catch too many fish but had a great time trying. The paddle boards were perfect for our teenage kids. Would definitely love to return.

Home in Marathon

What guests are saying

(#1)Beautiful 4 Bed 3 Bath Pool Home w Free Dock

4.84 out of 5 average rating, 56 reviews2 weeks ago

Had a great week here. 6 adults and we had plenty of room in the House. Could not say enough good things about Susan and her maintenance guys, so helpful with things to do and recommended great restaurants. Very responsive and helpful in every way. Highly recommend this House.

Townhouse in Marathon

What guests are saying

Private Pool! Luxury Paradise Pointe, Pet Friendly

4.93 out of 5 average rating, 15 reviews5 months ago

This place was wonderful for our family. Located on the water with boat lift. We caught tons of fish and saw manatees off the dock. The pool and cabana were great during the gorgeous days and to catch sports at night. I loved the morning sunrise in the top deck. Kitchen well equipped and beds comfy. The paddle boards and kayaks provided were an added bonus. I only wish we had brought bikes. The community was perfect for biking. The cabana Club was great. My kids loved the playground across the street. We played pickleball, bocce ball, and shuffleboard everyday. Centrallt located nears tons of great restaurants. I recommend Castaways and Sparky’s. Also for boat rental Vacation Boat Rental. The owner is very responsive with any issues we may have had. The property manager Tony is wonderful to work with if needed also. I cannot say enough great things about this location. 5 star all the way.

Home in Key Colony Beach

What guests are saying

Boaters delight! 1 min to open water, Dock & Beach

4.89 out of 5 average rating, 18 reviews2 months ago

Wonderful home on canal that opens up to gulf. The home had everything that was described and was comfortable with AC. Cannot think of anything we needed that was not there. Terrific views from balcony. Saw lots of wildlife including manatees and the iguanas were fun to watch. There was a double and a single kayak to use as well as bikes to get around as the traffic was busy. There are close neighbors next door but they were quiet. If you want a place to relax, this fits the bill.

Home in Marathon

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