Family-friendly vacation rentals in Key Colony Beach

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Top-rated family-friendly rentals in Key Colony Beach

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

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Superhost
Home in Marathon
5 out of 5 average rating, 4 reviews

Water Views | Private Pool Oasis + Gazebo + Kayaks

Modern 4BR/4.5BA waterfront getaway in Marathon’s Coco Plum, set on a wide open canal with gorgeous water views—perfect for boaters, families, and friend groups. Spend your days in the huge private pool, relax under the gazebo, and come home to a newer, beautifully kept 2012 house designed for easy Keys living. 🏊 Huge private pool + gazebo (with poolside bathroom) 🛶 Kayaks included + big open-canal view ⚓ Pier-style dockage for your boat or rental boat 🌅 Wraparound covered porch for sunrise/

Top guest favorite
A serene view of a canal populated by several pelicans floating on the water's surface. Palm trees line the shore, and colorful houses are visible in the background. A boat is docked nearby, enhancing the peaceful coastal scene.
Home in Key Colony Beach
4.98 out of 5 average rating, 122 reviews

Waterfront House with 37 ft Dock & Cabana Club

Right in the middle of the action between Miami and Key West. This 2/2 house has been nicely renovated and furnished with new stainless kitchen appliances and a gorgeous granite countertop. Comfortable outside/inside living space perfect for a getaway in paradise. Walk out to the porch and backyard, and you will be engulfed by the beauty of the sunset views while lying on the cozy hammock. It features lots of outdoor entertaining: fishing, paddling, BBQ or just plain hanging out in the shade.

Top guest favorite
A light-filled living area is visible, featuring a comfortable seating arrangement and a mounted television. A dining table occupies the foreground, adorned with a bowl of oranges. The walls are painted in soft blue, providing a relaxed atmosphere, with a ceiling fan overhead.
Condo in Marathon
4.96 out of 5 average rating, 114 reviews

Slip, Ramp, Pool, Trailer Parking, Bait Freezer

7 DAY MINIMUM BOOKINGS / MAX 4 PERSONS NAUTI HIDEAWAY - This Nauti Stays Vacation Rental property is a 2-bedroom, 2-bath 2nd level 925 sq ft. condo located in Coco Plum, Marathon. Set in a well-protected, deep canal on the Atlantic, comes with a deep slip (length up to 40 ft) next to pool allowing access to the Atlantic Ocean and Florida Bay. ONSITE boat ramp & trailer (36 ft max) parking! Enjoy a heated or chilled pool after a boat day! Dock has water, power hook ups & fish cleaning station.

Guest favorite
A covered Tiki Hut is featured at the waterfront, furnished with comfortable seating arrangements. Views of the water and dock are visible beyond the structure, framed by lush greenery and palm trees. The space is designed for relaxation and enjoyment of the serene surroundings.
Home in Key Colony Beach
4.92 out of 5 average rating, 131 reviews

Captain’s Quarters Ahoy Mateys! Florida, Keys

This is located at the Florida Keys in Key Colony, Marathon. It is a spacious two bedroom, two bathroom duplex surrounded by water. It is a renovated beauty and close to the best restaurants and the tranquility of this city. It is the perfect getaway where you can recharge your exhausted batteries. Captain’s Quarters is a clean and spacious base camp location for the many adventures that await you in this amazing location. Water views and the accessibility to the best fishing in the world.

Guest favorite
An aerial view of a vibrant waterfront neighborhood showcases a pale yellow house surrounded by lush greenery. Nearby, several homes with varying colors and styles line the streets, while a deep canal runs at the back, providing easy waterway access.
Home in Key Colony Beach
4.92 out of 5 average rating, 25 reviews

Key Colony Beach-POOL & DOCK

Escape to a 4-bed, 1800 sq. ft. waterfront haven! On a deep canal opening to Vaca cut this gem offers all you need. The master suite boasts a king bed, there are three queen beds in separate rooms. Dive into the pool or to the private dock for waterway access. Upstairs, an open kitchen with a six-person breakfast bar beckons culinary adventures. Downstairs, an outdoor kitchen invites alfresco delights. This non-smoking sanctuary is more than a rental—it's a canvas for unforgettable moments.

Guest favorite
A tiki bar with a thatched roof offers seating along a glass countertop. Two cocktails rest on the counter, with serene water views visible beyond. Boats are docked discreetly along the shoreline, surrounded by greenery and natural light.
Home in Key Colony Beach
4.76 out of 5 average rating, 161 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

Superhost
A wide, gravel driveway is seen leading to the duplex building. Colorful foliage borders the space, and utility poles are visible in the background. The parking area accommodates vehicles comfortably, with additional spaces towards the right for guests or boats.
Home in Key Colony Beach
4.67 out of 5 average rating, 15 reviews

Maria's 3 Bedroom. Dock. Pool Club is 1 block away

This duplex is sits on a Wide, Deep-water canal with 3 minute access by Boat to the Atlantic Ocean and 10 minute ride to the Gulf. CABANA CLUB pool and beach club is included free! BOTH SIDES of this duplex are available Features Full set of amenities inside. Just bring your toothbrush and your boat. Full kitchen 3 br with 6 beds Only a 1 block walk to the Cabana Club pool and ocean front beach club!! Dock space of 28 feet so only a 25 ft boat or less Some Small-medium pets allowed.

Guest favorite
A paved outdoor patio features two lounge chairs and a small round table, surrounded by tropical plants and palms. The tranquil canal is visible in the background, offering a serene waterfront view.
Home in Key Colony Beach
4.94 out of 5 average rating, 135 reviews

Waterfront Home 37.5-ft dock, Cabana Club Included

Bright, Open Floor Plan with new floors & kitchen. East facing for sunny mornings and shady afternoons on the great screened porch. Two roomy bedrooms and 2 full baths. Plenty of parking on the paved driveway. Perfectly located with the boater and angler in mind on a 37. 5 ft concrete dock, on deep & wide canal. Here on Key Colony Beach you can walk or bike the entire city to the marina, Sunset Park, 3 restaurants, play golf, tennis, pickle ball, bocce ball, horseshoes & basketball.

Top guest favorite
Home in Key Colony Beach
5 out of 5 average rating, 48 reviews

Heated&Cooled PrivatePool/CabanaClub/Bikes/PaddleB

Fresh and Clean!! 2 Paddle Boards and 6 Bikes!! Our home is located on the south end of 9th Street, making it an easy walk to Sunset Beach, Key Colony Inn and access to "Members Only" Cabana Club w/ Pool, Beach and Restaurant. We have everything you'll need for a wonderful vacation! Need something special, just ask! The 37.5' dock with plug in, fish cleaning station, water and green underwater fish light will be sure to please any angler and crew! KCB is the GEM of the FL Keys!!

Guest favorite
Home in Key Colony Beach
4.75 out of 5 average rating, 20 reviews

P64 - Spacious 3 bedroom duplex in Key Colony with

Beautiful duplex home in Key Colony Beach. Key Colony Beach is a small, friendly, walkable island with easy access to local restaurants, Cabana Club and Sunset Park. This 3 bedroom, 2 bath home is fully equipped, modern and comfortable. *Both sides of this duplex home are available to rent together (P63 & P64). As a 6 bedroom, 4 bathroom, 2 kitchen home; guests can spread out, enjoy a little extra privacy and still take advantage of the full range of amenities this home and ...

Superhost
Tall palm trees frame a breathtaking sunset over the ocean, with hues of orange and yellow reflecting on the water. A sandy beach area is visible, along with white lounge chairs inviting relaxation by the shore.
Condo in Key Colony Beach
4.88 out of 5 average rating, 124 reviews

Beachside Unit 12- Pool, Private Beach & Tiki Huts

Unit 12 Details: Second Floor Unit, Tub with shower, Two Queen Beds, Maximum Occupancy 4 Guests. No elevator on site and Not Handicapped Accessible. A registration and liability waiver form signature will be required as part of your reservation. Our oceanfront property includes a private heated pool and private beach retreat on the Atlantic Ocean. Welcome to Continental Inn Condominiums in Key Colony Beach, Florida known as “The gem of the Florida Keys.”

Top guest favorite
The living area features contemporary furnishings and large windows, allowing for bright natural light and views of the waterways. A dining table is positioned beside the seating area. The spacious lanai showcases an outdoor dining setup with a view of the dock and water.
Home in Key Colony Beach
4.95 out of 5 average rating, 130 reviews

Paradise in Key Colony Beach + Cabana Club

Beautiful two bedroom, two bathroom property in the prestigious Key Colony Beach neighborhood. This property is a ten minute walk from Sunset Beach, two minute walk from restaurants and bars in KCB and across the street from a golf course, tennis court and playground. Dockage for boats up to 50ft and beautiful water views. Key Colony Beach Cabana Club is included with your stay. You'll feel completely relaxed in this tropical oasis.

Popular amenities for Key Colony Beach family-friendly rentals

When is the best time to visit Key Colony Beach?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ1,175ﺩ.ﺇ1,245ﺩ.ﺇ1,340ﺩ.ﺇ1,138ﺩ.ﺇ1,032ﺩ.ﺇ1,080ﺩ.ﺇ1,127ﺩ.ﺇ1,061ﺩ.ﺇ874ﺩ.ﺇ896ﺩ.ﺇ1,028ﺩ.ﺇ1,249
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Quick stats about vacation rentals that are family-friendly in Key Colony Beach

  • Total vacation rentals

    Explore 480 vacation rentals in Key Colony Beach

  • Nightly prices starting at

    Key Colony Beach vacation rentals start at ﺩ.ﺇ477 per night before taxes and fees

  • Verified guest reviews

    Over 10,430 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 180 rentals that welcome pets

  • Vacation rentals with a pool

    400 properties feature pools

  • Rentals with dedicated workspaces

    230 properties have a dedicated workspace

  • Wi-Fi availability

    480 of Key Colony Beach vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Key Colony Beach rentals

  • 4.8 Average rating

    Key Colony Beach stays are highly rated by guests—averaging 4.8 out of 5!

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