Apartment holiday rentals in Key Colony Beach

Villa 4204 on Duck Key - Boat Slip available

Boat slip available for additional $100 a night. Largest boat that can fit is 33 ft. Ask for availability. This apartment boasts breathtaking sunsets, close to water sports, charter fishing, restaurants while being surrounded by one of the most exclusive island neighborhoods with lush landscaping. Duck Key is family-friendly, or it can be a serene couples retreat. Dine with Sunsets on the rear deck, or explore the world-class restaurants of the middle keys. Please NO Smoking indoors NO pets

Two shuffleboard courts are situated outdoors, surrounded by swaying palm trees and ocean views. The courts feature marked scoring areas, with a sandy landscape in between, leading towards a pier and beach in the background under a bright blue sky.

Paradise ocean view in Marathon

Forget your worries in this spacious and serene space located in paradise. Spectacular ocean view from your balcony. If you are looking for a place to call your own with magnificent views of the ocean don’t look any further. You can enjoy your coffee or drink with the serenity of the ocean waves. The layback atmosphere allows you to clear your mind and take a piece of paradise in. You can also enjoy strolling along the private beach or watching the sunset. A variety of Restaurants to eat nearby.

A welcoming sign for Skipjack Resort and Marina is prominently displayed, surrounded by lush palm trees and manicured greenery. The blue sky adds a bright backdrop, enhancing the inviting atmosphere of the resort.

4.86 out of 5 average rating, 43 reviews

Sombrero Beach Tropical Paradise Hotel

Spacious 1 Bedroom Condo at Skip Jacks Resort in the heart of Marathon, located at Mile Marker 50 Positions you in the perfect spot to explore all that the Florida Keys has to offer, Just 1 hour to Key West or Key Largo Spend your day,Boating,Snorkeling, Fishing, Lounging by the Pool or spend the Day at Sombrero Beach. The Condo has TV's with Wifi and a Fully Stocked Kitchen if you just want to Stay in sit on the Balcony and Enjoy the Music coming from the Live band at the Tiki bar VACA-24-205

A welcoming living area features a dark gray sofa and armchair, complemented by patterned cushions. A light wooden coffee table sits atop beige tile flooring. A large flat-screen TV is mounted on the wall, and natural light filters through window coverings, creating a bright atmosphere.

4.96 out of 5 average rating, 68 reviews

Dock POOL Kayaks Bikes Beach2mi WalkToStores

Come enjoy tranquil Atlantic breezes at our DUPLEX. Enjoy all the keys islands & adventure in three (3) bedrooms & two (2) bathrooms with full tubs. Enjoy cooking & baking for family & friends On-site gated parking and dock space for ocean toys/ boat (35 ft max) on the 75 ft waterfront concrete seawall & wood dock complete with fish cleaning station and outdoor kitchen & grill to prepare your daily catches. Enjoy the multiple spacious outdoor spaces (shared) for playing, relaxing & dining.

The kitchen features modern cabinetry, stainless steel appliances, and a large island with seating for two. Natural light fills the open living area, which includes a comfortable L-shaped couch decorated with tropical-themed cushions.

4.91 out of 5 average rating, 23 reviews

Gated Oceanfront Heated Pool

Enjoy your tropical getaway at this condo, within the gated, newly built, Ocean Isles Fishing Village, centrally located in the Florida Keys on Marathon. Townhouse #14 is located steps from the largest private pool on the Island and the Atlantic Ocean! This luxurious retreat has one bedroom, two full bathrooms and can accommodates up to four guests. There's a queen pull out sofa on the main floor with a king bed and pull out sofa upstairs in the en-suite bedroom with two private balconies.

The room features two spacious beds with light-colored bedding, complemented by decorative pillows. A ceiling fan is present above, while large windows with shutters allow natural light. Colorful artwork depicting flamingos adorns the walls beside bedside tables and lamps.

5 out of 5 average rating, 15 reviews

2 Bdrm Oceanfront Complex Private Beach & Pool

Ground floor 2 bdrm/1 bath condo in Key Colony Beach. Oceanfront complex with heated pool and private white sandy beach. New renovation with new beds, furnishings and new bathroom! Condo has kitchen stocked with everything you'll need to cook & serve complete meals. You will be a 20 second walk to our private beach and enjoy glorious sunrises every morning. Lounge chairs, patio tables, tiki huts & BBQ grills available for guest use. Sorry no boats or trailers allowed in our parking lot

A scenic outdoor area features a thatched-roof gazebo overlooking the ocean. Palm trees sway gently in the breeze, and a paved pathway leads to the waterfront. The blue waters reflect the sky, creating a tranquil coastal atmosphere.

5 out of 5 average rating, 21 reviews

#1 Island Hideaway 89 - OCEAN FRONT

Enjoy the BEST VIEW from your living room window, 1st floor balcony and 2nd floor balcony directly overlook the Atlantic, marina and clubhouse. This 1 bedroom 1.5 bathroom is luxury and peaceful. Enjoy coffee in the captain's chairs on the balcony as the sun goes up or cocktails as the sun goes down. Custom kitchen bigger than most any other in this property, designer upgrades, professionally decorated. Enjoy the sitting area on the third floor overlooking the ocean.

A thatched-roof Tiki hut stands near the water's edge, providing shade over a wooden picnic table. The surrounding area features tiled flooring, and the turquoise sea is visible in the background, with gentle waves lapping at the shore.

The Sandcastle Suite! NEW 2BD! Oceanfront Complex!

SPECIAL DISCOUNTED PRICING FOR OUR FIRST GUESTS! Experience the ultimate Florida Keys vacation getaway at our BRAND NEW beach home in the breathtaking community of Ocean Isles! We are the ONLY 2 Bedroom/2 Bathroom in the community that offers complete, comfortable accommodations for up to 6 guests at competitive 1Bed/1Bath pricing! Unit 38 is the larger style, 2-story design. Walk in the front door to this gorgeously furnished, cozy home! See more...

A welcoming entrance features a door labeled '8A' and is flanked by two red chairs with blue and white striped cushions. A small table rests between them, surrounded by potted plants. A window offers a glimpse of natural light within the unit.

4.86 out of 5 average rating, 109 reviews

Cozy Keys Efficiency 8a

Efficiency has a queen size bed, a 3-seat sofa and a small dining table with 2 chairs. Private bathroom. AC will keep you cool. Kitchen is fully equipped with 4 burner stove, microwave, medium size refrigerator with freezer. Enjoy the breezes on your patio, each unit has a gas BBQ grill and a picnic bench outside. Enjoy a swim in our shared pool. Optional boat slip can be rented for $25/night Efficiency has a 2 person maximum occupancy - no exceptions.

A shaded tiki hut with a thatched roof stands on the sandy shore, overlooking the calm, blue waters of the Atlantic Ocean. Two palm trees frame the structure, creating a serene beach environment, with gentle waves lapping at the rocks in the background.

4.85 out of 5 average rating, 131 reviews

Beachside Unit 22 - Private Beach on Atlantic

Unit 22 Details: Main Floor, Walk-in Shower, 2 Queen Beds and Queen Sofa Pull-out, Maximum Occupancy 4 Guests, 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.”

New place to stay

Luxury Waterfront Suite w/ Marina, Pool, Tiki Bar

Welcome to the Bashful Barracuda—the brand-new 1BR/1BA luxury Waterfront Suite overlooking beautiful Boot Key Harbor. Enjoy peaceful water views, boat slips just outside your door, and a resort featuring a sparkling pool, a lively Tiki Bar, chef-crafted restaurant, and on-site Marina— located in the heart of the Florida Keys making it the perfect place to explore the Islands or just relax and enjoy this piece of paradise.

A private balcony showcases a view of the ocean, with clear waters gently lapping at the sandy beach below. A glass table and several metal chairs are positioned for outdoor relaxation, framed by a lush green lawn and palm trees swaying in the gentle breeze.

4.91 out of 5 average rating, 11 reviews

Oceanfront Condo! Pool & Beach!

This place is so special,” is a comment we hear quite a bit! Sea Isle #9 is an oceanfront, completely renovated, 2 bedroom, 2 bathroom private vacation rental in the heart of Key Colony Beach in the Florida Keys in Florida. Condo #9 offers 180 degree OCEAN VIEWS!! There are ocean views from every window! Our incredible condo has a variety of amenities including a private beach just for the condos & sparkling pool.

Popular amenities for Key Colony Beach apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

A view of a well-maintained pathway lined with palm trees leads toward the ocean. The image captures two townhomes on the left, featuring balconies and staircases, with additional homes visible on the right, framed by a bright blue sky and fluffy white clouds.

4.83 out of 5 average rating, 6 reviews

Ocean Isles Seaside Oasis

A private splash pool is surrounded by wooden decking and lush tropical landscaping. Lounge chairs are positioned invitingly around the pool, providing a comfortable space for relaxation. Sunlight filters through palm trees, creating a serene atmosphere.

Sunny Adventure | Lighthouse. Private Pool

An aerial view captures the layout of the Ocean Isles Fishing Village, showcasing multiple light blue condos with white roofs positioned along winding roads. The Atlantic Ocean glimmers in the background, surrounded by lush greenery and residential areas, illustrating the tranquil setting of the Florida Keys.

5 out of 5 average rating, 15 reviews

Oceanfront Getaway in Marathon!

The open-concept living area features a spacious kitchen island with bar seating, modern appliances, and pendant lighting. A comfortable sectional sofa faces a large flat-screen TV, while a dining table for six is positioned nearby. Natural light fills the room through bright windows.

5 out of 5 average rating, 10 reviews

Blue Octopus Hideaway at OI!

Ocean front with private beach and pool!

The exterior of the townhouse features a modern design with multiple balconies and a staircase leading to the entrance. Lush greenery surrounds the building, and a clear blue sky with scattered clouds completes the scene.

Ocean Side Paradise Awaits!

The entrance to the efficiency is framed by tropical landscaping and palm trees. Red umbrellas shade picnic tables while a charcoal grill is available nearby. Colorful fish signs direct guests towards unit 8A, enhancing the inviting exterior ambiance of the property.

4.8 out of 5 average rating, 76 reviews

Small Efficiency, 8b

An aerial view captures the vibrant Boot Key Harbor, dotted with numerous sailboats on turquoise waters. The surrounding area includes greenery and a road lined with buildings, showcasing the scenic coastal landscape and inviting atmosphere of the Keys.

Waterfront Marathon Keys FL #205

Private apartment rentals

A modern kitchen features stainless steel appliances and granite countertops, complemented by a circular dining table. A comfortable chair is positioned next to a small side table. The living area includes a large wall-mounted TV displaying a serene ocean scene.

5 out of 5 average rating, 20 reviews

Ocean Breeze Gated Community

A large swimming pool is surrounded by palm trees and lounge chairs. Umbrellas and shaded areas are present for guest comfort. The area is illuminated in a blue evening light, with a relaxed atmosphere enhanced by nearby dining options.

4.56 out of 5 average rating, 71 reviews

Accessible Deluxe 1 Bedroom King Suite w/ Balcony

The master bedroom features two queen beds with tropical-patterned bedding. Accents include a ceiling fan with leaf-shaped blades and soft lighting from bedside lamps. A balcony with a seating area overlooks the outside, while light-colored walls and flooring enhance the room's spaciousness.

Ocean Isles Peace and Serenity

The exterior of the rental unit is showcased, featuring a vibrant yellow facade. A welcoming entrance is framed by lush greenery and palm trees, with a seating area that includes bright red chairs. The American flag is displayed proudly above the doorway.

4.92 out of 5 average rating, 91 reviews

Fully furnished Efficiency 50 yards from ocean, 10

An open walkway features white railings and is bordered by palm trees and greenery. Directly visible are multiple buildings in the background, contributing to the relaxed atmosphere. The bright blue sky and scattered clouds enhance the sense of space and light.

5 out of 5 average rating, 12 reviews

Steps to the Ocean & Heated Pool

An aerial view captures the expansive ocean and its varying shades of blue, framed by a sandy shoreline and a marina. A large pool is visible amid well-maintained grounds, alongside a collection of white-roofed condos, palm trees, and recreational areas.

Ocean Isles Yellowtail Row

The resort-style pool is framed by comfortable lounge chairs in vibrant blue and white. A shaded clubhouse with a metal roof overlooks the sparkling water, offering a relaxing spot for guests. Lush palm trees provide a tropical backdrop against a clear blue sky.

4.8 out of 5 average rating, 5 reviews

#1 Island Hideaway Marathon

An outdoor patio area features comfortable seating for four around a round table. Lush palm trees provide shade, and the bright yellow exterior of the building creates a cheerful contrast against the greenery. The nearby sliding glass doors lead into the interior space.

4.63 out of 5 average rating, 8 reviews

Boot Key Harbor #1

Apartment rentals with a hot tub

A sunset view is captured over calm waters, reflecting warm hues of orange and yellow. Silhouettes of boats and a dock are visible, framed by gentle waves. An American flag stands proudly on a nearby dock, completing the serene coastal scene.

Relax at The Reef - Pool/Boat slip/Kayaks/Bikes

A well-lit living area features a comfortable beige sofa and a wooden TV stand positioned above a tiled floor. A dining table is visible in the background, accompanied by large windows that allow natural light to fill the space.

4.69 out of 5 average rating, 45 reviews

Remodeled Sombrero Beach Waterfront Duplex with Dock

The pool area is surrounded by palm trees, showcasing a large swimming pool with lounge chairs positioned around it. A tiki bar is visible in the background, offering shade with bright blue umbrellas. The serene waters beyond reflect the evening sky.

Marathon Studio on Lovely Resort w/Amenities

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