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Kid-friendly holiday 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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Cottage in Cudjoe Key

4.9 out of 5 average rating, 134 reviews

ATLANTIS...Ocean Front Cottage Retreat!

ATLANTIS~An ocean front cottage retreat! Completely remodeled, direct ocean-front cottage offers everything you'll need for the perfect getaway. Boat dock (25ft), HD TVs, washer & dryer, S/S appliances & gas cooking! Complimentary kayaks & bikes plus access to all the Venture Out Residential Condominium Community amenities: heated pool, Jacuzzi, kiddie pool, tennis, basketball & bocce courts, ocean bay swimming area, marina w/fuel, boat ramps & wash station, and a convenience market on-site!

11–18 Dec

$1,586 NZD per night

Home in Cudjoe Key

4.81 out of 5 average rating, 124 reviews

Ocean View 2/2 on Canal

Hurricane Ian did no damage This is a non-smoking, no pets, canal front home with a 35' sea wall. Ocean views from either deck. Vaulted great room. Fully equipped kitchen and linens with two private bed/bath suites offering privacy. The resort is gated and secure with plenty of amenities: a small tiki beach, marina, large pool, hot tub, pickle ball, tennis,laundry and general store. One time $113.00 resort fee Required to book: 1. verified identity 2. have positive reviews on AIrbnb

28 May – 4 Jun

$749 NZD per night

Guest favourite

Guest suite in Marathon

4.98 out of 5 average rating, 185 reviews

Casa Mariposa: Easy walk to Sombrero Beach

Book your relaxing getaway now at Casa Mariposa in the heart of the Florida Keys! See why we were rated a top 15 cozy retreat in the Keys, 1 0f 24 amazing AirBNB rentals in the Keys, and, in 2023, 1 of 23 Amazing Airbnbs In Florida Keys. Step out from your private suite to our 50' lap pool surrounded with tropical foliage, large patio, and tropical gardens. Avoid beach parking fees with a short walk from your suite at Casa Mariposa! Contact us if you are interested in other lengths of stay.

6–13 Jul

$420 NZD per night

Tiny home in Big Pine Key

4.8 out of 5 average rating, 92 reviews

Breezy pines 28 foot 5th wheel trailer .

Central air,queen size bed in the bedroom,queen size futon in the living room, tv,stove,refrigerator,propane grill,wifi,and an outdoor dining table.Owner uses the outdoor storage shed for fishing purposes.Newly renovated vinyl floor.New carpet in the bedroom.New toilet installed.The water pressure has been fixed and is now perfect.One cup k cup machine.Mile marker 30.Take the north entrance.Take your first left.Take your second right.Bare right and lot 54 is the first trailer on the left.

13–20 Nov

$226 NZD per night

Home in Cudjoe Key

4.9 out of 5 average rating, 104 reviews

Sunrise Beach Escape

For your next vacation, come stay in this resort home, where you'll enjoy a cocktail at sunset alongside the Cudjoe bay overlooking the Atlantic Ocean. This beautiful and luxurious home is part of the Sunrise Beach Resort, an exclusive 11 home gated community overlooking the Atlantic Ocean & Cudjoe Bay. A community that is only 17 miles north of Key West. Make yourself at home in this tastefully decorated 1200 sq foot living space, which offers countless amenities such as kayaks and bikes.

17–24 Dec

$708 NZD per night

Guest favourite

Cottage in Little Torch Key

4.91 out of 5 average rating, 146 reviews

Waterfront Cozy Cottage with Boat Ramp & Dock!

Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with 250 foot dock, ramp, and basin for your boat. It's a must-see rustic outdoor environment and fishery experience, very typical in the Keys! The property lot is almost an acre with a work section and still very spacious. Stunning panoramic water views, sunrise and sunset. Steps away from ocean water. Bring or rent fishing and snorkel gear nearby to fish right off the dock and enjoy the underwater scenery!

28 Apr – 5 May

$1,037 NZD per night

Home in Cudjoe Key

5.0 out of 5 average rating, 7 reviews

Venture Out- Million Dollar Island Resort

Oceanfront Home, Pool Access/50 Ft Dock Fresh & Fabulous best describes this island listing . This fantastic Ocean home is in a Island resort community that is one the most unique places in the world. The stylish 2 Bedrooms, King or 2 Twins & living area will make your stay in Paradise one to remember. Deep water dock so in minutes you can visit tropical islands by boat or kayak . Enjoy the two Pools/ Resort amenities or you just BBQ & fish off your dock. Resort 1 time fee $125

7–14 Dec

$662 NZD per night

Guest favourite

Home in Cudjoe Key

4.97 out of 5 average rating, 123 reviews

Cudjoe Key Home with a View

We are so excited to share our little piece of paradise with you! Our unit is located a short walk away from all the amenities the Venture Out community has to offer such as a pool, hot tub, lagoon, bocce ball, tennis courts, playground and boat marina. On the property we have a 2-person hybrid kayak for your enjoyment. We also provide table games (we love a game night) as well as the equipment to play bocce ball and darts which can be played in the recreation center.

15–22 Oct

$762 NZD per night

Home in Cudjoe Key

4.81 out of 5 average rating, 221 reviews

OCEAN PARADISE AT VENTURE OUT + 4 BIKES/ 2 KAYAKS!

*PERFECT LOCATION! * 35' Seawall *AWWSOME 2 bedroom 2 full bath waterfront stilted house in Cudjoe Key. Located in the lower Florida Keys at MM# 23 only 25minutes to Key West. Located in the gated community of Venture Out Resort. *Sleeps 6 *55" TV *A/C & heat *Fully equipped kitchen *Brand New Amenities including grill, 4 Bikes & 2 two-person Kayaks *PLUS: Pool, HotTub, Marina, Boat Ramp, Store, Playground, Game Room, Tennis, Library, etc. Too much to list!

19–26 Apr

$835 NZD per night

Guest favourite

Apartment in Key West

4.92 out of 5 average rating, 1048 reviews

At Mine | Lovely 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.

28 Jul – 4 Aug

$522 NZD per night

Guest favourite

Home in Cudjoe Key

4.92 out of 5 average rating, 142 reviews

Paradise at Cudjoe Bay

"This three-story home overlooks the Atlantic ocean in a gated community of only 10 other homes. Just south enough to enjoy the bluest water in the keys and only 20 minutes away from Key West! This pristine home sleeps 6 comfortably and makes a great destination to exploring all the wonders the FL Keys. Come enjoy the pool, fishing, boating, diving or just relax with the ocean breeze. This location has all the best of the Keys."

16–23 Jan

$780 NZD per night

Guest favourite

Home in Cudjoe Key

4.94 out of 5 average rating, 17 reviews

May Extravaganza - Relax in Paradise!

Wow!!! Our new spacious 3 bedrooms, 2 full bath home on a 60-foot wide, deep-water canal with a 60-foot-long dock is only 1,500 feet from the open waters of Kemp Channel. Our canal enters Kemp Channel just to the north of the Overseas Highway Bridge, so that our guests bringing their boats have access to the Atlantic Ocean and the Gulf of Mexico. We have a guest friendly cancellation policy as described below in this listing.

1–8 Oct

$441 NZD per night

Holiday rentals for every style

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Popular amenities for Cudjoe Key kid-friendly rentals

Free parking on premises

Air conditioning

Child-friendly house rentals

Guest favourite

Home in Marathon

4.99 out of 5 average rating, 107 reviews

Sea Ray Cove , 75’ boat dock, 1 block from beach!

24–31 Aug

$748 NZD per night

Guest favourite

Home in Marathon

4.97 out of 5 average rating, 118 reviews

Marathon one-level home on the Marina - with slip!

20–27 Apr

$1,203 NZD per night

Guest favourite

Home in Marathon

4.96 out of 5 average rating, 125 reviews

Oceanfront Tiny Villa in the Heart of the FL Keys

1–8 Jul

$916 NZD per night

Home in Cudjoe Key

4.85 out of 5 average rating, 39 reviews

Relaxing Home in the Keys

11–18 Nov

$447 NZD per night

Guest favourite

Home in Cudjoe Key

4.95 out of 5 average rating, 19 reviews

Conch Cabana in Paradise 23 miles outside Key West

22–29 Mar

$630 NZD per night

Home in Cudjoe Key

4.88 out of 5 average rating, 73 reviews

Island Oasis ~ YOUR Paradise Awaits!

23–30 Mar

$689 NZD per night

Home in Cudjoe Key

4.92 out of 5 average rating, 12 reviews

Waterfront 35’ Dock,80’ pool,20 min Key West

10–17 Dec

$650 NZD per night

Guest favourite

Home in Cudjoe Key

4.95 out of 5 average rating, 22 reviews

White Vacation Home. Free cancellation see details

16–23 Nov

$1,181 NZD per night

Kid-Friendly apartment rentals

Guest favourite

Apartment in Tavernier

4.89 out of 5 average rating, 435 reviews

Capt Craigs 1 Bedroom /1 Bath Apartment

2–9 Sep

$318 NZD per night

Guest favourite

Apartment in Key West

4.98 out of 5 average rating, 450 reviews

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

26 Apr – 3 May

$625 NZD per night

Guest favourite

Apartment in Key West

4.97 out of 5 average rating, 237 reviews

Poolside Truman Annex 2 Bed | Conch Life Condo

21–28 Mar

$1,468 NZD per night

Guest favourite

Apartment in Key West

4.9 out of 5 average rating, 212 reviews

Starr's Suite - 2 person K Suite w/Private Spa!

10–17 Dec

$1,005 NZD per night

Guest favourite

Apartment in Key West

4.94 out of 5 average rating, 360 reviews

Studio Blu - Key West, FL - Hip Studio in Old Town

14–21 Sep

$477 NZD per night

Apartment in Key Largo

4.84 out of 5 average rating, 238 reviews

Key's Cottage Escape

24–31 Dec

$341 NZD per night

Apartment in Key West

4.8 out of 5 average rating, 127 reviews

Mango Hideaway steps off World Famous Duval street

26 Nov – 3 Dec

$957 NZD per night

Apartment in Key West

4.92 out of 5 average rating, 175 reviews

KW Luxury 2/2 Beachfront resort Tropical Oasis

4–11 Sep

$1,019 NZD per night

Child-Friendly Holiday Condos

Guest favourite

Condo in Key Colony Beach

4.93 out of 5 average rating, 190 reviews

Anchors Away Condo - Key Colony Beach Oceanfront

12–19 Dec

$538 NZD per night

Guest favourite

Condo in Key West

4.93 out of 5 average rating, 132 reviews

Beach Club Ocean Front 2BR Condo

16–23 May

$1,096 NZD per night

Guest favourite

Condo in Key West

4.89 out of 5 average rating, 148 reviews

Large waterfront 2/2 end unit with boat slip

7–14 Mar

$1,373 NZD per night

Guest favourite

Condo in Key Colony Beach

4.91 out of 5 average rating, 112 reviews

Beachside Unit 39 Tiki Huts, Private Beach & Pool

22–29 Aug

$446 NZD per night

Guest favourite

Condo in Key West

4.86 out of 5 average rating, 129 reviews

A Perfect Getaway

3–10 Oct

$825 NZD per night

Guest favourite

Condo in Marathon

4.87 out of 5 average rating, 192 reviews

Sombrero Beach Tropical Getaway

22–29 Oct

$459 NZD per night

Guest favourite

Condo in Tavernier

4.95 out of 5 average rating, 108 reviews

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach

7–14 Oct

$496 NZD per night

Guest favourite

Condo in Tavernier

4.99 out of 5 average rating, 102 reviews

Ocean View Corner Penthouse | Ocean Pointe 5416

21–28 Sep

$697 NZD per night

Quick stats about holiday rentals that are kid-friendly in Cudjoe Key

Total rentals
20 properties
Wi-Fi availability
20 properties include access to Wi-Fi
Rentals with a pool
10 properties have a pool
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
950 reviews
Nightly prices starting at
$183 NZD before taxes and fees

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