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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
A spacious sleeping area includes a king-sized bed with crisp white bedding and decorative pillows. Metal fish sculptures adorn the wall, complemented by two bedside lamps. A dark sectional sofa is positioned nearby, creating a comfortable seating area for relaxation.
Condo in Key Colony Beach
4.92 out of 5 average rating, 310 reviews

Key Colony Beach Luxury Condo, New Modern Interior

Private studio condo at Key Colony Beach with a private balcony, heated pool and sandy beach. Unit #15 was recently renovated and offers one comfy King size bed and a fully equipped kitchen with essentials (stove, oven, toaster, microwave, blender, fridge, cooking utensils). Wifi, Amazon Echo and a TV. Enjoy a short walk to Sunset Park next door to experience a stunning Florida Keys sunset. Guests also have access to a private beach with lounge chairs, patio tabales, tiki huts, and BBQ grills.

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
4.97 out of 5 average rating, 29 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, 113 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
An expansive view of a private beach is captured, showcasing gentle ocean waves lapping at the shore. Lounge chairs are arranged on a green lawn, offering relaxation options while a solitary figure strolls along the sandy beach. Palm trees frame the scene under a partly cloudy sky.
Condo in Key Colony Beach
5 out of 5 average rating, 23 reviews

Private Beach in Marathons Key Colony Beach

Atlantic Ocean location with a beautiful ocean view. The beach is private for sunbathing, fishing, diving, and snorkeling. The sea life off the beach is abundant. Watching the boats come in and out of Vaca Cut is very cool. In addition to the onsite pool there is a Tiki Hut, beachside barbecue area, and a beautiful grass lawn. Being on the third floor offers beautiful ocean views. Please see my host guidebook for detailed info on a few of the local attractions including fav restaurants.

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, 55 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, 49 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!

Top guest favorite
Lounge chairs are positioned on the grass near the ocean, surrounded by palm trees. A soft gradient of colors in the sky, transitioning from pale pink to light blue, is visible above the tranquil waters. Rocky shoreline meets the beach, creating a peaceful environment.
Condo in Key Colony Beach
4.96 out of 5 average rating, 49 reviews

Paradise found! Sea-Esta Condo beach and pool.

Sea-Esta is located on the Atlantic Ocean with a private white sandy beach. If the ocean isn’t calling you, Sea-Esta by the heated pool to cool off and work on your tan. Or, Sea-Esta in your master bedroom with its king-size bed and ocean views from its small deck. Sea-Esta under the shade of the lush landscaping that Sea Isle has to offer. Walking distance to Sunset Park, 3 par golf course, pickleball, tennis, bocce ball, and playground. Safe bike/walking paths throughout Key Colony.

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, 367 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.

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
4.94 out of 5 average rating, 35 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.

Superhost
A screened balcony offers a view of the ocean and sandy beach, framed by palm trees. A round dining table with four chairs is positioned for outdoor meals, while the large pool area is visible below, complementing the serene coastal setting.
Condo in Marathon
4.67 out of 5 average rating, 9 reviews

Oceanview Retreat w/Pool Steps Away From Beach #14

Discover our inviting 1-bedroom condo in Marathon, a serene retreat with stunning ocean views from a screened balcony. Featuring a king bed, updated amenities, and cozy living spaces, this condo is ideal for those seeking a beachside experience. Steps from a rare sandy beach and adjacent to Coco Plum Beach, it's perfect for water sports or relaxation. Enjoy updated furnishings, a king-sized bed, and easy pool and tennis court access for a memorable Florida Keys adventure.

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
4.88 out of 5 average rating, 146 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
4.88 out of 5 average rating, 126 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

Guest favorite
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, 279 reviews

Wreckers House King Room - Adults Only

Superhost
A single kayak glides through a serene mangrove tunnel, surrounded by lush greenery. The still water reflects the vibrant foliage above, creating a calming atmosphere. The branches arch gracefully overhead, providing a sense of enclosure in this natural waterway.
Houseboat in Marathon
4.91 out of 5 average rating, 32 reviews

Adventurers escape breathtaking off-grid houseboat

Home in Layton
4.2 out of 5 average rating, 10 reviews

Beautiful 2BR Oceanfront Dog Friendly | Dock

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 sandy beach scene is depicted with palm trees swaying gently in the breeze. A rainbow arches over the turquoise sea, while a wooden dock stretches into the water. Two lounge chairs are positioned near the shoreline, creating a relaxing outdoor space.
Hotel room in Layton
4.59 out of 5 average rating, 17 reviews

Amazing Beachfront Studio w/ Stunning Gulf Views!

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
4.89 out of 5 average rating, 9 reviews

A slice of paradise!

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
4.68 out of 5 average rating, 40 reviews

Scenic Resort w/ Outdoor Pool | Florida Keys Stay

Superhost
A serene evening view captures the moon reflecting off the calm ocean waters. Palm trees stand silhouetted against the backdrop of a partly cloudy sky, creating a tranquil ambiance. The coastline is visible, along with a glimpse of the dock in the distance.
Home in Islamorada

Waterfront Home With Beautiful Views

Beachfront home rentals with a pool

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

4 Bedroom Private Oceanfront House - Bahia

Lounge chairs are arranged on an expansive green lawn, with palm trees swaying gently nearby. The ocean is visible in the background, reflecting the blue sky and scattered clouds.
Condo in Key Colony Beach
5 out of 5 average rating, 4 reviews

Stunning tropical Ocean view condo

Guest favorite
Condo in Key Colony Beach
4.93 out of 5 average rating, 263 reviews

Oceanfront Breeze, Stunning Views, Beach/Pool

An outdoor balcony space features a round table surrounded by two armchairs and a spacious sofa, all in light wicker with patterned cushions. Palm trees frame the serene ocean view, creating a relaxing retreat.
Hotel room in Marathon
5 out of 5 average rating, 5 reviews

Oceanfront Balcony King, Isla Bella, Beach Resort

Apartment in Marathon

Ocean front with private beach and pool!

Top guest favorite
A bright and airy studio features two spacious queen-sized beds adorned with crisp white linens and blue decorative pillows. A small bedside table and lamps are positioned between the beds. A cozy seating area contains a brown couch and a window adorned with light curtains.
Condo in Key Colony Beach
4.94 out of 5 average rating, 131 reviews

Tropical Beachfront Condo Key Colony Beach & Pool

Superhost
A tiki hut with a thatched roof provides shaded seating, surrounded by tall palm trees. Clear blue waters extend to the horizon, while the sandy beach features white lounge chairs arranged nearby, creating a serene coastal setting.
Condo in Key Colony Beach
4.85 out of 5 average rating, 115 reviews

Beachside Unit 37 - Come Relax on the Atlantic!

Guest favorite
Condo in Key Colony Beach
4.96 out of 5 average rating, 270 reviews

Amazing Ocean Front Views Key Colony Beach

Private beachfront home rentals

Top 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, 227 reviews

Oceanfront Sunrise Condo Private Beach Heated Pool

Top guest favorite
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.
Apartment in Key Colony Beach
4.86 out of 5 average rating, 134 reviews

Beachside Unit 22 - Private Beach on Atlantic

Guest favorite
Condo in Key Colony Beach
4.85 out of 5 average rating, 106 reviews

Beachside Unit 14 - Brand New Kitchen and Bathroom

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
4.96 out of 5 average rating, 263 reviews

Keys Breeze Ocean View Condo & Pool - Key Colony

Guest favorite
A spacious studio condo layout is featured, showcasing two queen beds with light-toned beddings. A comfortable seating area is included with a dark sofa and an accent chair. Decorative wall art and a potted plant enhance the fresh and minimalist style of the room.
Condo in Key Colony Beach
4.91 out of 5 average rating, 132 reviews

Sunny Beachfront Condo - Key Colony Beach & Pool

Guest favorite
A well-furnished bedroom features a spacious bed adorned with blue accent pillows and crisp white bedding. Two bedside lamps with decorative fish motifs sit on woven side tables. Colorful art pieces and wooden oars are displayed on the walls, complementing the relaxing atmosphere.
Condo in Key Colony Beach
4.94 out of 5 average rating, 199 reviews

Keys Time Condo Oceanfront Complex Heated Pool

Superhost
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, 245 reviews

Poolside 2 Bdrm in Oceanfront Complex, Key Colony

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

Destinations to explore

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