House holiday rentals in Key Colony Beach

A spacious Tiki Hut featuring comfortable seating arrangements, with two plush armchairs and a central coffee table. The ceiling fan hangs overhead, and the area is adorned with whimsical decorations, including fish motifs, while offering views of the canal and surrounding boats.

4.9 out of 5 average rating, 31 reviews

TropiCarribean - Pool Club, Canal, XL Tiki Hut!

Beautiful private & upscale Key Colony ground level half-duplex on canal near open water FEATURES 3 Bedrooms and 2 bathrooms in a spacious 1590 sq ft Cabana Club pool & beach club included free! Home is furnished with the best quality solid wood dining table. Seating for 6+, 60 In TV (Sign into your own TV service) Super-sized Tiki Hut with TV and ceiling fan! Outdoor patio furniture 37 foot step-down dock 2 minute Boating access to Atlantic & Gulf sides In-Water Dock light for viewing Fish

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.

4.98 out of 5 average rating, 126 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.

An aerial view captures the Snapper House situated alongside expansive canals, with direct access to the water. A red marker highlights the property’s location. Surrounding homes and palm trees create a vibrant neighborhood environment, reflecting the essence of coastal living.

4.92 out of 5 average rating, 158 reviews

The Snapper House 3/2.5 45' dock sleeps 8+ pets OK

The Snapper House is a spacious 3/2.5 bed/bath duplex with 45' of canal dock frontage, also Includes the Cabana Club with large pool (food/drinks for purchase) and ocean facing beach. Awning extends to dock from sliding doors. TV package includes 100+ channels Each bedroom and living room has a full size flat screen TV. For best WIFI reception, an extender is available and should be used when in the back bedrooms, it's name is the same as the main house with an "ext" at the end (same pw).

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.

4.93 out of 5 average rating, 144 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.

A modern duplex home features a spacious outdoor area with a swimming pool surrounded by lounge chairs. The structure is two stories with multiple balconies overlooking the pool, while tropical greenery provides privacy along the perimeter.

5 out of 5 average rating, 30 reviews

Cielo's Del Mar 1 - Pool / Dock / Beach Luxury in KCB

Cielo's Del Mar 1 is a luxurious new construction duplex home located within walking distance of Key Colony's best waterfront dining restaurants and beaches. This spacious home comes equipped with 40' of dockage, outdoor swimming pool, spacious balconies and plenty of games for enjoyment. The home was designed with vacation and relaxation in mind, it is the perfect place for family and friends to enjoy time together. Big families can rent both sides of the duplex home for larger gatherings!

5 out of 5 average rating, 5 reviews

Happy Manatee - 3 bed/2 bath 1/2 duplex home water

Happy Manatee - Waterfront Keys Coastal Retreat | 37’ Dockage | Tiki Hut | Cabana Club Private Access with private pool, beach and tiki bar. Key Colony Beach, FL Welcome to Happy Manatee, a laid-back island escape in Key Colony Beach. This 3BR/2BA waterfront home offers 37’ dockage, a private tiki hut, fish cleaning station, and bait freezer. Perfect for boating, fishing, and relaxing in true Florida Keys style. Pet friendly. Walking distance to Cabana Club. Easy Atlantic and Gulf access.

5 out of 5 average rating, 4 reviews

Entire private two family water front home.

Forget your worries in this spacious and serene space. This is a great option for large multi-generational families that want to be in two separate areas of a full home. This is a full two family home with separate entrances. Enjoy 75 feet of waterfront with a concrete seawall, davits, a fish cleaning station, and direct ocean and bay access via nearby Vaca Cut. The home offers full privacy, a private heated and chilled pool in the heart of Key Colony Beach; the entire home is yours!

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.

4.94 out of 5 average rating, 140 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.

5 out of 5 average rating, 54 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!!

5 out of 5 average rating, 3 reviews

The Islander 3BR Pool Oasis in Key Colony- KCB#1

5-Star Luxury 3-Bedroom Pool Home in Key Colony Beach Welcome to your dream getaway! This stunning 3-bedroom, 5-star rated home is located in the exclusive island community of Key Colony Beach—one of the most unique and charming destinations in the world. INCLUDED is a private club with a Private Club with a Sandy Beach,Jacuzzi and Olympic Heated Pool..Enjoy the best of the Florida Keys with your own private, luxury heated chilled pool, deep water dock. Small pets allowed.

4.94 out of 5 average rating, 17 reviews

P62 - 3 Bedroom 2 bath, private pool and beach mem

Beautiful duplex in Key Colony Beach with private fenced yard and private heat optional pool. Three bedroom, two bath home located on Sixth Street (The Causeway). Guests have access to the homes 2 car garage to keep those vehicles out of the Florida sunshine. This homes comes with membership to Cabana Club. - Maximum Occupancy: 6 guests (includes adults and children of any age) (*children of any age, including infants, count toward occupancy)

A two-story home is set against a backdrop of vibrant greenery, with a private in-ground pool visible in the foreground. A white fence outlines the pool area, while steps lead to a spacious balcony above that overlooks the pool.

4.89 out of 5 average rating, 127 reviews

Pet Friendly Half Duplex Pool Home with Boat Slip

Want a spacious home with private pool and dock? You have found it! On a deep water canal. Enough dock space for a 37' boat. Enjoy your private heated pool or lounge in the shade or sun. Water views from EVERY room (canal in back, pond with fountains in front). Easy walking to restaurants, shops, golf course, park, playground and entertainment. YOU MUST AGREE TO THE CITY'S RULES, IF YOU BOOK. Pool heater optional. $50/night or $250/week

Popular amenities for house rentals in Key Colony Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A spacious Tiki Hut offers shade with palm fronds overhead, surrounded by a paved area. A light blue table with matching chairs is arranged under the hut, providing an inviting spot for relaxation beside the canal.

4.96 out of 5 average rating, 83 reviews

KCB Tiki Hut Oasis: 37.5' Dock + Cabana Club!

4.56 out of 5 average rating, 9 reviews

Villa Blue-Water Front-Cabana Club-37ft Dock Space

5 out of 5 average rating, 8 reviews

Beach House in Marathon with Amazing Backyard!

An inviting outdoor space features comfortable seating and a hot tub, surrounded by lush greenery. A large screen is set up for movie nights, and ambient lighting enhances the evening atmosphere as the sun sets.

5 out of 5 average rating, 76 reviews

Tropical Keys Retreat | Pool | Hot Tub | Cinema

Aerial view of the property along a wide canal, showcasing lush landscaping and a private Tiki Hut. The pristine water reflects a clear blue sky, bordered by palm trees and neighboring homes. Dock space is visible, indicating direct water access.

4.91 out of 5 average rating, 67 reviews

*Newly Renovated Single Family Home w/Private Pool

A vibrant view of the property showcases a private patio bordered by palm trees, with outdoor seating and a sun umbrella. The canal is visible, alongside the private dock equipped with seating. Bright colors of the home contrast with the clear blue sky.

4.83 out of 5 average rating, 6 reviews

2 Bedroom 2 Bath Retreat with Cabana in KCB

A light-filled living area features a comfortable seating arrangement with leather sofas and a large area rug. A television is housed within a white entertainment unit, flanked by decorative glass vases. Expansive sliding glass doors open to the outside, providing an airy ambiance.

4.96 out of 5 average rating, 75 reviews

Sea Glass Beach Bungalow in Key Colony Beach!

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.

4.9 out of 5 average rating, 29 reviews

KeyColony,4 Bedroom, Pool, 40'Dock, Quick Vaca Cut

Weekly house rentals

The exterior of a charming waterfront home is depicted, showcasing a canal with clear turquoise water. Lush palm trees frame the property, and well-maintained landscaping adds to the serene environment. The two-story building features a spacious porch and multiple balconies, enhancing outdoor living.

4.96 out of 5 average rating, 78 reviews

Coral Lagoon #23- Private Villa Home

5 out of 5 average rating, 14 reviews

Best Location in Marathon & KCB!

A spacious outdoor area features a round table surrounded by chairs and a long wooden bench. Lush palm trees sway gently in the breeze, providing shade. A serene canal with docked boats is visible in the background, reflecting the clear blue sky.

5 out of 5 average rating, 66 reviews

Keys Retreat, Dock, King bed, Cabana Club, Pool.

A half-duplex property is featured with light blue exterior walls and white railings. A walkway leads to the upper level accessed by a staircase. Lush greenery lines the side, and two red lounge chairs are positioned on a gravel surface under the shade of palm trees.

5 out of 5 average rating, 93 reviews

Dock, Beach Club, Ocean & Gulf Access, Tennis

Blue Heaven Marathon

4.67 out of 5 average rating, 3 reviews

Flamingo Bay~ Pool, Cabana Club, 30' Dock!

Luxe

4.94 out of 5 average rating, 31 reviews

Maison Blue Sands/120'Dock/4 Bed room/Htd Pool/

5 out of 5 average rating, 6 reviews

Key Colony Second Wind

Private house rentals

5 out of 5 average rating, 3 reviews

Trip Around the Sun 2/2 + Dockage & Cabana Club

4.75 out of 5 average rating, 24 reviews

3BR ocean view home with kayaks - dog-friendly

An aerial view of a two-story house situated by a deep-water canal. The property features a private pool and a dock for a boat. Lush palm trees surround the outdoor area, with a spacious patio that includes seating and dining spaces.

4.93 out of 5 average rating, 14 reviews

Steps away from Cabana Club One house, two options

A welcoming exterior view of the property showcases a landscaped front yard with lush palm trees and tropical plants. A brick driveway leads to the entrance, complemented by a wooden privacy fence in the background under a clear blue sky.

4.85 out of 5 average rating, 39 reviews

4/2.5 Waterfront home on Key Colony, Pool, Dockage

5 out of 5 average rating, 6 reviews

Key Colony Beach Retreat w/ Dock & Club Access

An aerial view captures the beach house surrounded by lush greenery and neighboring properties along the waterway. A spacious dock extends into the canal, providing easy access to the ocean, while the large rooflines emphasize the coastal architecture.

5 out of 5 average rating, 35 reviews

Easy Ocean Access 30' Dock House Pool Cabana Club

4.88 out of 5 average rating, 8 reviews

Sunshine Getaway in Kcb Luxury Pool Home, 3BR · 3

The waterfront patio features a wooden dock leading into the calm water, surrounded by neatly arranged lounge chairs and palm trees. The single-story home is seen in the background with large glass doors and windows, allowing for ample natural light.