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Beachfront vacation rentals in Vaca Key

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Top-rated beachfront rentals in Vaca Key

Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

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Top guest favorite
An expansive oceanfront balcony showcases unobstructed views of the tranquil waters and gentle waves. The horizon is adorned with soft pastel colors from the sky, reflecting the serenity of the surroundings. A white railing frames the scene, enhancing the feeling of openness.
Townhouse in Islamorada
5 out of 5 average rating, 13 reviews

Panoramic Oceanside Luxury, Dockage & Gameroom

🌴Welcome to Paradise Palms– the Crown Jewel of the Neighborhood🌴 This brand-new, gated oceanfront retreat offers an exclusive luxury experience in the Florida Keys. This three-story home blends modern elegance with tropical charm, featuring unobstructed panoramic ocean views, boat dockage, and luxury amenities designed for the ultimate getaway. Enjoy two oceanfront balconies and take in unforgettable sunrises and sunsets. We’re committed to providing the best—because you deserve nothing less.

Top guest favorite
An aerial view showcases the beachfront location of the condominiums, with a gleaming pool surrounded by well-kept lawns. White sandy beaches meet the clear turquoise waters, while tropical palm trees sway gently in the breeze. Nearby canals and homes create a serene coastal community.
Condo in Marathon
4.96 out of 5 average rating, 26 reviews

*NEW* Private Beach, pool & fully loaded kitchen

Escape to paradise in our brand new, beautifully furnished Sun Life Vacation Homes beachfront oasis in the heart of Key Colony Beach, Florida, (some still call it Marathon). This luxurious two-bedroom, two-bathroom condominium invites you to experience the ultimate coastal retreat with private beach & pool access, tiki huts and BBQ grills. Come and experience the ultimate beachfront getaway at our Sun Life Vacation Homes, Key Colony Beach Club vacation rental. We recommend all guests purchas

Superhost
A row of townhomes is positioned along the water's edge, surrounded by well-maintained landscaping. Lush green trees provide shade, and the calm water reflects the serene environment. The horizon reveals a glimpse of distant trees and open water.
Condo in Duck Key
4.88 out of 5 average rating, 109 reviews

Villa 5027 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 villa boasts breathtaking sunsets, close to watersports, 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 and NO pets.

Top guest favorite
A spacious bedroom features a king bed with light bedding and decorative throw pillows. Large windows offer unobstructed ocean views and allow natural light to fill the room. A comfortable seating area is positioned nearby, facing the beach and tiki huts.
Condo in Key Colony Beach
4.91 out of 5 average rating, 197 reviews

Exquisite Oceanfront Paradise - Key Colony Beach

Exquisite renovation just completed (Nov 2024). Unobstructed ocean views from our beachfront condo in Key Colony Beach. Ground floor and just a few steps away from our private beach and heated pool. Location just does not get any better. Stunning, clean white interior - kitchen stocked with everything (dishes, cookware, utensils, glassware, stove, oven, toaster, microwave, blender, fridge, etc). Guests can enjoy the quiet private beach with lounge chairs, patio tables, tiki's and BBQ grills.

Top guest favorite
A serene swimming pool, featuring a vibrant logo of the Fishing Village at its center, is set against a backdrop of clear blue skies and palm trees. Lounge chairs line the edges of the pool area, offering a tranquil space for relaxation.
Home in Marathon
4.98 out of 5 average rating, 50 reviews

Grouper Getaway @ Ocean Isles Fishing Village

Escape to paradise at the Grouper Getaway located at Ocean Isles Fishing Village in Marathon Key, FL. This beautiful brand new fully furnished 1 bed/2 bath studio townhouse, offers a central location and an array of luxurious amenities for a truly unforgettable vacation. Steps away from the the Atlantic Ocean, enjoy the largest pool in Marathon with clear views of the VACA Cut boat traffic and the Sombrero Light House. Enjoy fishing, paddle boarding, kayaking, tiki huts, beach, and grills.

Top guest favorite
A two-story home is showcased, featuring a spacious backyard with a swimming pool surrounded by lounge chairs and umbrellas. The exterior is illuminated under a twilight sky, while a stone walkway leads to the inviting entrance. Lush greenery adds a vibrant touch to the setting.
Home in Marathon
5 out of 5 average rating, 41 reviews

Mermaid's Paradise ~ Pool ~ Dock ~ Games ~ Views!

Experience the relaxing setting of this 4BR 4.5Bath home, ideally situated in the picturesque waterfront neighborhood of Marathon, FL. Discover the area's scenic beauty and a diverse selection of water activities, attractions, and landmarks. After a day of exploring, return to our home for a rejuvenating stay. ✔ 4 Comfy BRs ✔ Open Design Living ✔ Full Kitchen ✔ Balcony ✔ Backyard (Pool, Games, BBQ, Lounges, Dining) ✔ 73-Foot Dock ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking See more below!

Guest favorite
A private backyard showcases a tranquil pool surrounded by a stone deck. Comfortable lounge chairs are positioned for relaxation, with a vibrant float placed in the water. The blue exterior of the house enhances the outdoor space under a partly cloudy sky.
Home in Marathon
4.93 out of 5 average rating, 83 reviews

New Private 4/3 Single Family - Kayaks & Bicycles+

Blue Treasure at Sombrero Beach is a 2020 built single-family home in a private community within walking distance to the beautiful Sombrero beach and 5 minute boat ride to the ocean. This house is a private fully equipped 4/3 that has three king memory foam beds and one queen memory foam & queen sofa memory foam. All the rooms have a TV w/ cable & Netflix. We also have a separate downstairs area that we provide kayaks, paddle boards, and bicycles at no additional cost. License #:VACA-20-150

Top guest favorite
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.
Apartment in Key Colony Beach
5 out of 5 average rating, 14 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

Guest favorite
The image features a distant houseboat silhouetted against a vibrant sunset, reflecting shades of orange and purple on the water's surface. The view is taken from a skiff, with gentle ripples seen in the foreground, creating a serene atmosphere.
Boat in Islamorada
4.93 out of 5 average rating, 357 reviews

360 DEGREE WATERVIEW HOUSEBOAT

IMPORTANT Enjoy your own private retreat aboard a solar and wind powered houseboat moored 1/2 mile from land in the beautiful Islamorada Please do not arrive after dark and NO night riding. Need experience with hand pull outboard motors a 12 foot skiff with a 6hp outboard motor is provided reliable to go back and forth from shore NOT reliable for exploring No hot water on shower, heat water in Tpots or Solar bags. Please shave before arriving No suitcases, least amount of cloths.

Top guest favorite
A spacious balcony provides views of the ocean and pool area, with comfortable seating arrangements including two chairs and a table. The gentle wave pattern of the sea is visible in the background, along with a poolside and a nearby pier.
Condo in Marathon
4.97 out of 5 average rating, 31 reviews

Ocean Oasis!OceanView-Private Beach/Pool/TikiHuts

Welcome to Ocean Oasis, your tropical haven in Marathon, Florida! Our stunning 2-bedroom, 2-bathroom condo is located at 501 E Ocean Dr, Marathon, FL 33050. Ocean Oasis offers the ultimate beachfront retreat, with a King-sized bed in the master bedroom and two full-sized beds in the second bedroom, comfortably sleeping six. The spacious balcony boasts breathtaking views of the ocean and pool, perfect for sipping morning coffee or enjoying a sunset cocktail. No Pets Allowed.

Guest favorite
The image captures a view of the Atlantic Ocean framed by lush palm trees. A pathway meanders alongside the vibrant green lawn, leading toward the beach. The clear blue sky is visible above, enhancing the calm and serene coastal atmosphere.
Condo in Key Colony Beach
4.87 out of 5 average rating, 139 reviews

Beachside Unit 33-Private Tropical Beach Plus Pool

Unit 33 Details: Second Floor, Walk-in 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.”

Superhost
A cozy living space features a navy blue sofa adorned with nautical-themed throw pillows. A dining area with a glass table and chairs is visible in the background, alongside a decorative display of framed art and a potted plant. Natural light filters through the windows.
Houseboat in Marathon
4.89 out of 5 average rating, 123 reviews

Houseboat Getaway In Marathon

Get ready to indulge in a relaxing and unforgettable experience at the first overwater houseboat getaway in Marathon, Florida! 🌴🌊 What awaits you is - fun filled days living and exploring out on the fabulous florida keys waters in your own private aqualodge, breathtaking sunsets, and a private sanctuary perched above the sea. 😍 Don't miss out on this one-of-a-kind experience! Book your stay now and create memories that will last a lifetime.

Popular amenities for Vaca Key beachfront rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Pet-friendly beachfront home rentals

Superhost
A spacious room features a large wooden bed with crisp white bedding. Light from a sliding glass door illuminates the space, revealing a view of palm trees and the outdoors. A ceiling fan and two bedside lamps provide ambient lighting, with a small desk and seating area visible.
Hotel room in Marathon
4.85 out of 5 average rating, 265 reviews

Wreckers House King Room - Adults Only

Superhost
An aerial view of a canal-front home showcases a spacious backyard with a private swimming pool. A long dock extends into the water, bordered by lush greenery. The surrounding neighborhood features a mix of single and multi-story homes, with palm trees dotted throughout the landscape.
Home in Marathon

Sale! Lux Home, Walk to Beach, 90' Dock, Pool

A stilted house stands proudly under a bright sky, surrounded by palm trees. A gravel driveway is visible, accommodating vehicles. The exterior reflects tropical charm, showcasing a mix of light-colored siding and wooden accents while a nearby patio area offers additional outdoor space.
Home in Marathon
4.8 out of 5 average rating, 65 reviews

7 Mile Ocean Bliss

Guest favorite
A view from a balcony reveals a calm canal with a clear blue sky above. Palm trees sway gently in the breeze, and various boats are docked along the waterfront. The setting showcases a peaceful neighborhood with homes lining the opposite shore.
Apartment in Key Colony Beach
4.86 out of 5 average rating, 7 reviews

A slice of paradise!

A wooden dock extends into clear waters, surrounded by soft sandy shores. The sky is bright with fluffy white clouds, reflecting a peaceful coastal atmosphere. The gentle waves lap against the dock, inviting relaxation and exploration.
Townhouse in Layton
4.85 out of 5 average rating, 13 reviews

Florida Keys Getaway w/ Stunning Ocean Views

Guest favorite
A waterfront view captures a serene canal lined with tropical greenery and residential boats. The white boat is positioned on the dock, with steps leading to an inviting home painted in a soft yellow. Clear blue skies enhance the tranquil atmosphere.
Apartment in Marathon
4.87 out of 5 average rating, 55 reviews

Little Venice in Marathon (in the Beautiful Keys)

A spacious hotel room features a king bed with crisp white linens and two blue armchairs arranged opposite a wooden dresser. Large sliding glass doors lead to a balcony, allowing natural light to fill the room. A television is mounted on the wall, adding convenience for guests.
Apartment in Islamorada
5 out of 5 average rating, 5 reviews

Premium Suites w/ Kitchenette! Pets Allowed, Pool

An outdoor pool is surrounded by lounge chairs under palm trees, with the tranquil water reflecting the evening sky. The setting sun casts a soft light, enhancing the serene atmosphere of the pool area, which overlooks the bay.
Hotel room in Islamorada
4.65 out of 5 average rating, 37 reviews

Scenic Resort w/ Outdoor Pool | Florida Keys Stay

Beachfront home rentals with a pool

The exterior of Windley Cottage features a light yellow two-story home surrounded by lush landscaping and palm trees. A covered carport is visible, allowing for parking. A welcoming front porch with white railings shows a pair of chairs, inviting relaxation outdoors.
Home in Islamorada

Oceanfront Angler's Reef Pool Home!

Home in Islamorada
4.65 out of 5 average rating, 40 reviews

4 Bedroom Private Oceanfront House - Bahia

Apartment in Marathon
New place to stay

Ocean front with private beach and pool!

A private pool area features two connected sections, including a spacious swimming area and a jacuzzi. Surrounding palm trees and well-maintained landscaping create a serene atmosphere. Bright blue skies and fluffy clouds reflect on the water's surface, inviting relaxation.
Vacation home in Islamorada

Port Antigua NEW lux apart

An aerial view of a condo complex along a serene beachfront. The clear blue Atlantic Ocean stretches into the distance, while a heated pool is visible in the center of the complex. Lush palm trees and well-maintained landscaping surround the buildings.
Condo in Marathon
4.83 out of 5 average rating, 6 reviews

Beachfront Condo on Coco Plum Beach w/heated pool

Home in Marathon
4.4 out of 5 average rating, 10 reviews

Beautiful Beachfront Home w/Heated Pool-45' Dock

Guest favorite
A serene waterfront view is presented, featuring several white Adirondack chairs positioned along a sandy beach. The calm water reflects a clear blue sky, with lush greenery visible in the background, creating an inviting space for relaxation.
Home in Islamorada
4.85 out of 5 average rating, 61 reviews

Oceanfront community 114 Anglers Reef Islamorada

Guest favorite
A view of the calm Atlantic Ocean stretches across the horizon, visible from a private balcony. The water displays various shades of blue and green under a clear sky, enhancing the serene coastal environment. A railing frames the balcony, providing an unobstructed vista.
Condo in Key Colony Beach
5 out of 5 average rating, 16 reviews

Oceanfront Panoramic View, Pool, Hot Tub, Tennis

Private beachfront home rentals

Guest favorite
A sandy beach area features a row of tiki huts shaded by palm leaves, offering seating for relaxation. Clear water reflects the sky and invites guests to enjoy the oceanfront setting, while a broad expanse of blue sky and billowing clouds enhances the tropical atmosphere.
Condo in Key Colony Beach
4.79 out of 5 average rating, 133 reviews

Beachside Unit 36 Private Patio & Beach Plus Pool

Guest favorite
A spacious bed is adorned with crisp white linens and a vibrant throw pillow featuring a fish design. Large windows frame the room, allowing natural light to illuminate the interior while offering views of the ocean and nearby palm trees.
Condo in Key Colony Beach
4.96 out of 5 average rating, 221 reviews

Oceanfront Sunrise Condo Private Beach Heated Pool

Guest favorite
A spacious studio features a comfortable bed dressed in soft blue and white linens, complemented by decorative pillows. A cozy seating area with a light blue sofa and armchair stands nearby. Windows provide unobstructed ocean views, framed by tropical artwork and natural light.
Condo in Key Colony Beach
4.93 out of 5 average rating, 255 reviews

Oceanfront Breeze, Stunning Views, Beach/Pool

Top guest favorite
A modern living area is displayed with light-colored walls and a wood-style floor. A comfortable sectional sofa and vibrant blue seating surround a circular table. A flat-screen television mounts on the wall, and natural light enters through two windows, enhancing the bright atmosphere.
Condo in Key Colony Beach
4.97 out of 5 average rating, 255 reviews

Keys Breeze Ocean View Condo & Pool - Key Colony

Guest favorite
A bright and airy bedroom features a spacious bed with crisp white bedding and decorative pillows. Nightstands with turquoise lamps flank the bed, and starfish art adorns the walls. Natural light filters through the shutters, creating a fresh and inviting atmosphere.
Condo in Key Colony Beach
4.91 out of 5 average rating, 237 reviews

Poolside 2 Bdrm in Oceanfront Complex, Key Colony

Guest favorite
A bright studio condo is shown with two queen beds, separated by privacy screens. Tropical decor includes a seahorse sculpture and dolphin wall accents. A cozy blue couch is present, accompanied by a light-colored accent chair. A dining table with floral artwork completes the inviting space.
Condo in Key Colony Beach
4.91 out of 5 average rating, 153 reviews

Seaside Whimsy - Beach and Pool, Key Colony Beach

A waterfront view showcases a bright yellow retreat nestled by the water. A wooden deck features umbrellas and seating, while a private beach area is highlighted by lounge chairs. The surrounding landscape includes palm trees providing a tropical atmosphere.
Home in Key Largo

2BR Oceanfront | Dock | Deck | Tennis | W/D

Guest favorite
The exterior of Sunset Villas is presented, showcasing a two-story building surrounded by lush palm trees and tropical flora. A dock extends into the water, providing access for boats. The clear waters reflect the building's vibrant color, enhancing the inviting waterfront atmosphere.
Hotel room in Conch Key
4.96 out of 5 average rating, 53 reviews

1-bedroom suite - Full Kitchen, Dockage, Boat Ramp

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Monroe County
  5. Vaca Key
  6. Beachfront rentals