Kid-friendly vacation rentals in Key West

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Key West

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

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Guest favorite

Home in Key West

4.95 out of 5 average rating, 306 reviews

Romantic Retreat - 2 person K Suite, Pvt deck/Spa!

Romantic Retreat is an Historic, free standing cottage which, in the 1800's, was the cistern for the Cigar Maker cottages here. It is decorated in a light Caribbean motif, efficiency kitchen (frig, microwave, hot plate) and a very airy bathroom with tub/shower. King memory foam bed and sleeps 2 persons only. 32” Smart TV (bring your Netflix, Amazon UN/PW's). Bose Bluetooth speaker, Amazon Alexa provided. A private adjacent deck with a 2 person Solana spa/seating. Also handicapped accessible.

Guest favorite

Rental unit in Key West

4.98 out of 5 average rating, 470 reviews

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

1B/1B condo located in Old Town less than 1/2 block from Duval St. & a couple blocks from the Southernmost Point, Hemingway House & many other Key West attractions. Bella Vita accommodates 2 adults only and features a large porch with chairs & table, living room with leather sofa, galley kitchen with bar seating, king-size bed with Tempurpedic mattress, desk area, bathroom with large walk-in shower, wi-fi, sound machine, 2 Smart TVs, DVD players & BlueTooth stereo system with CD player & radio.

Guest favorite

Guest suite in Marathon

4.98 out of 5 average rating, 193 reviews

Casa Mariposa: Easy walk to Sombrero Beach

***SUMMER SALE*** Book your relaxing getaway now at Casa Mariposa in the heart of the Florida Keys! See why we were rated by Forbes the #1 Airbnb for couples south of Orlando for 2024 and a top 10 Airbnb in Florida. Step from your private suite to our 50' chilled lap pool surrounded with swaying palm trees and tropical foliage, large coral stone patio, and extensive tropical gardens. Avoid beach parking fees at beautiful Sombrero Beach with a short stroll from your suite at Casa Mariposa!

Superhost

Vacation home in Key West

4.87 out of 5 average rating, 269 reviews

Historic Cigar House. 3rd floor Suite W/Kitchen

This unit is located in the historic "Cigar House" of the Island City House Hotel. Unit 12 is on the 3rd floor and is one of the most requested units in the entire hotel. Your private balcony overlooks the pool. Only 3 blocks from Duval street so close everything, yet quiet enough for a good nights sleep. You will have your own private entrance and use of all the hotel amenities. The space is a private 1BR with a kitchen and NEW sleeper sofa (12/23). In Old Town, walk to everything.

Superhost

Houseboat in Key West

4.83 out of 5 average rating, 197 reviews

Happys Houseboat

Looking for a unique and unforgettable vacation experience in Key West? Look no further than this charming houseboat listed on Airbnb! Escape the ordinary and indulge in the tranquility of living on the water. Our houseboat offers all the comforts of a cozy home, with the added bonus of breathtaking views and a prime location. Included in the rental is use of a skiff to get to and from land and a seventh generation local captain to assist in check in and give a tour of the Houseboat.

Guest favorite

Boat in Key West

4.86 out of 5 average rating, 151 reviews

ALL INCLUSIVE! Snorkel/Sail/Spear Fish/Fishing/Fun

You will love staying on this 45' GulfStar Sloop. The boat boasts 2 BR, 1.5 bath with shower, full working galley, A/C throughout and plenty of room to relax down below. Every reservation comes with a sunset sail along with day sailing, snorkeling or fishing. Layout and be lazy on the spacious deck or whatever you would like to do! Visit SailAway GetAways on FB for more detailed view. **Unfortunately one night reservations do not allow time for excursions. Except a sunset sail.**

Guest favorite

Guesthouse in Key West

4.94 out of 5 average rating, 557 reviews

Old Town - Room Opens to Pool and Garden

Located in the heart of Old Town, we are three blocks from Duval Street, a 10-minute walk to Higgs Beach, and around the corner from the best, least-expensive meal in town--El Siboney Cuban Restaurant. We suggest bicycling around Key West. Rentals from We-Cycle Bike Shop can be delivered to our door. Two blocks away, The Duval Loop offers free air-conditioned bus service 7 a.m. until midnight. We also offer a link with recommendations for excursions, tours, & restaurants.

Superhost

Houseboat in Key West

4.87 out of 5 average rating, 218 reviews

Key West Luxury Houseboat at Yacht Club Resort

Beat The Heat! Luxury Houseboat in Private Yacht Club! 15 min from DownTown Key West! Sleeps 6. Brand New Central A/C. 1st level - 2 Queen Bedrooms, 2 Private Ensuite Bathrooms on . 2nd Level - Ocean view Living Room, Full Kitchen, Half Bath. Large, Comfortable Sun Decks for lounging fore and aft on both levels and 40'x15' Rooftop Sun Deck. 15 min from downtown KEY WEST. Located at Stock Island Yacht Club. Panoramic Views from 3rd level sun deck POOL, PRIVATE BEACH, Gym.

Superhost

Villa in Marathon

4.91 out of 5 average rating, 222 reviews

New Aqua Lodge 2Beds 1 Bath with Full Kitchens

This hip spot is the new thing in lodging. Aqua Lodge is all the modern amenities while being on the water. Full kitchens, flat screen tv's, wi-fi , pool, bikes, sunset beach. We have it all right at your finger tips. You can sleep up to 5 people comfortably. We have great air conditioning and big showers. The deck is furnished with a dining table for those romantic outdoor dinners in the moonlight. We also have a sunset beach area for the best sunsets in the Florida keys!

Superhost

Rental unit in Key West

4.87 out of 5 average rating, 1,147 reviews

At Mine | Key West Suite steps from Duval Street

Beautifully renovated boutique hotel suite steps from Duval Street. This property is situated on a quiet street and offers a private pool and peaceful accommodation for vacationers and business travelers. The unit features a comfortable Queen-sized bed, Mini Fridge, a microwave, Iron and iron board, hangers, TV, and AC. Indulge in Key West's warm weather year-round. This special place is close to everything, making it easy to plan your visit.

Guest favorite

Boat in Key West

4.9 out of 5 average rating, 130 reviews

Stay on the Roxie!

Enjoy ocean-breezy, star-filled nights, Key West style on water! Free, early bag storage! 🛥🌴 Free daily transport to and from Roxie anchored in protected, shallow bay as late as 11PM. You’ll have Roxie all to yourself. We live on a boat a half-mile away if you need anything. 😊 Roxie has a Keurig, snacks like chips, breakfast muffins or donuts , Keurig pods, bread, peanut butter and jelly, and bottled waters on ice.

Guest favorite

Rental unit in Key West

4.96 out of 5 average rating, 256 reviews

Poolside Truman Annex 2 Bed | Conch Life Condo

Cozy condo in the Truman Annex to fully experience the conch life. It is close to Fort Zachery Beach and State Park, Hemingway House, Mallory Square, and Duval Street. Location is perfect due to Island proximity to any event and occasion. My place is a great getaway for couples, solo adventurers, business travelers, and families (with kids).