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Beachfront holiday 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 favourite
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 favourite
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.
Apartment in Marathon
4.96 out of 5 average rating, 25 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

Guest favourite
The exterior of the home showcases a modern two-story structure with a covered patio. A heated pool is surrounded by comfortable loungers, and a large umbrella provides shade. Lush green grass leads to the entrance, promoting relaxation and outdoor enjoyment.
Home in Marathon
4.95 out of 5 average rating, 19 reviews

Luna Light ~ Waterfront ~ Pool ~ Dock ~ Views!

Bring your family to the stylish 4BR 4.5Bath home in a tranquil waterfront area, and enjoy an unforgettable stay with your loved ones. Explore nearby attractions from this prime location, or spend the day soaking up the sun by the pool, fishing from the dock, savoring tasty BBQs, and much more! ✔ 4 Comfortable BRs ✔ Open Design Living ✔ Full Kitchen ✔ Outdoors (Heated Pool, Lounges, Dining, Games) ✔ Dock ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking (4 Cars + Trailer) ✔ Ev Charger See more bel

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.
Apartment 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 favourite
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 favourite
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.
Flat in Key Colony Beach
5 out of 5 average rating, 13 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

Top guest favourite
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, 356 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 favourite
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.
Apartment in Key Colony Beach
4.92 out of 5 average rating, 253 reviews

Oceanfront Breeze, Stunning Views, Beach/Pool

Newly renovated ocean front condo with gorgeous, unobstructed views from every window. Beautiful studio condo on the 1st floor only steps away from the private beach and heated pool. Condo features a fresh, clean interior with brand furnishings, bathroom and kitchen stocked with everything (dishes, cookware, utensils, glassware, stove, oven, toaster, microwave, blender, fridge, etc). Guests enjoy the quiet private beach with lounge chairs, patio tables, tiki's and BBQ grills.

Top guest favourite
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.
Apartment in Marathon
4.97 out of 5 average rating, 29 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
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.
Apartment in Key Colony Beach
4.88 out of 5 average rating, 121 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.”

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.

Top guest favourite
A panoramic view of the ocean showcases a sandy beach framed by palm trees. A pool is visible in the foreground, surrounded by a fence, while a dock extends into the water on the right. The vibrant blue sky complements the turquoise sea.
Townhouse in Islamorada
4.98 out of 5 average rating, 59 reviews

Peacock Shores Islamorada - Vacation On The Beach!

The ocean is your front yard at this modern, luxurious townhome hidden away in a small, private seaside community. Enjoy the pool, the beach, the dock and the peacocks! Walk to restaurants or cook at home on your private grill. We are work-from-vacation-home friendly with desk, chair, hi-speed wifi. Amazing fishing, boating, sightseeing, relaxing and dining experiences are all around you here, come visit and invent your perfect vacation!

Popular amenities for beachfront rentals in Vaca Key

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

A heated outdoor swimming pool is surrounded by palm trees and lounge chairs. A boat is docked nearby, and the pool area features a white fence, offering a relaxing atmosphere for guests.
Flat in Islamorada
5 out of 5 average rating, 3 reviews

3 Relaxing Units, Free Parking, Breakfast, Pool

An outdoor space is featured, showcasing a heated swimming pool surrounded by loungers and palm trees. Picnic tables are positioned nearby, with a view overlooking the water. The area is neatly landscaped, providing a serene atmosphere for relaxation and recreation.
Flat in Islamorada
4.69 out of 5 average rating, 29 reviews

Peaceful Island Getaway in Islamorada! Parking!

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
4.92 out of 5 average rating, 26 reviews

Adventurers escape breathtaking off-grid houseboat

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
4.77 out of 5 average rating, 13 reviews

Amazing Beachfront Studio w/ Stunning Gulf Views!

Guest favourite
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.
Flat in Key Colony Beach
4.86 out of 5 average rating, 7 reviews

A slice of paradise!

Guest favourite
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.
Flat in Marathon
4.87 out of 5 average rating, 55 reviews

Little Venice in Marathon (in the Beautiful Keys)

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
4.63 out of 5 average rating, 35 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!

Guest favourite
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.
Apartment in Key Colony Beach
4.96 out of 5 average rating, 220 reviews

Oceanfront Sunrise Condo Private Beach Heated Pool

Guest favourite
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.
Apartment in Key Colony Beach
4.91 out of 5 average rating, 237 reviews

Poolside 2 Bdrm in Oceanfront Complex, Key Colony

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, 3 reviews

Oceanfront Balcony King, Isla Bella, Beach Resort

Flat in Marathon
New place to stay

Ocean front with private beach and pool!

Guest favourite
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.
Apartment in Key Colony Beach
4.91 out of 5 average rating, 153 reviews

Seaside Whimsy - Beach and Pool, Key Colony Beach

A serene pool area is surrounded by lush palm trees and provides multiple lounge chairs with blue and white striped canopy umbrellas. The water in the pool glistens under a clear blue sky, enhancing the inviting relaxation experience.
Hotel room in Marathon

Marathon Oceanfront Room | 2Queens + Spa-Like Bath

Guest favourite
A spacious balcony features an orange circular couch with a coffee table, providing a comfortable seating area. The view includes lush palm trees, a green lawn, and a glimpse of the ocean. A spiral staircase leads to a rooftop deck, enhancing the outdoor experience.
Townhouse in Islamorada
4.88 out of 5 average rating, 25 reviews

Lazy Daze Beach House - Modern 5 Star Oceanfront

Private beachfront home rentals

Guest favourite
A bright and airy bedroom is furnished with two spacious queen beds featuring crisp white bedding. Colorful nautical-themed art pieces adorn the walls, while sheer curtains frame the large window that offers views of the surrounding greenery.
Apartment in Key Colony Beach
4.87 out of 5 average rating, 198 reviews

2 Bedroom Oceanfront Complex, Key Colony Beach

Top guest favourite
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.
Apartment in Key Colony Beach
4.92 out of 5 average rating, 299 reviews

Key Colony Beach Luxury Condo, New Modern Interior

Guest favourite
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.
Apartment in Key Colony Beach
4.9 out of 5 average rating, 125 reviews

Sunny Beachfront Condo - Key Colony Beach & Pool

Guest favourite
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.
Apartment in Key Colony Beach
4.95 out of 5 average rating, 195 reviews

Keys Time Condo Oceanfront Complex Heated 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.
Holiday home in Islamorada

Port Antigua NEW lux apart

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 favourite
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.
Apartment in Key Colony Beach
4.87 out of 5 average rating, 137 reviews

Beachside Unit 33-Private Tropical Beach Plus Pool

Guest favourite
The studio condo features a bright, white kitchen area with modern appliances, including a refrigerator and stove. An island counter with bar stools complements the space, which opens to a cozy sleeping area with two queen-sized beds. Decorative nautical elements are present on the walls.
Apartment in Key Colony Beach
4.94 out of 5 average rating, 236 reviews

Anchors Away Condo - Key Colony Beach Oceanfront

Destinations to explore

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