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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 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

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
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.
Apartment in Key Colony Beach
5 out of 5 average rating, 20 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 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, 49 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.

Guest favourite
A modern living area features a spacious sectional sofa paired with two upholstered armchairs, oriented towards panoramic ocean views. Natural light floods the space through large windows adorned with light-filtering shades, while subtle coastal dĂŠcor complements the serene atmosphere.
Home in Key Colony Beach
4.88 out of 5 average rating, 8 reviews

Beach Front

New built in 2023 WATERFRONT condo has it all. Sunrise & sunset views, OCEAN views with boats, manatees, fish, pelicans, pool views. Private white sand beach with lounge chairs & steps away from the pool. Enjoy this professionally decorated unit with high end furnishings. Upscale furniture throughout including patio. Close parking, elevator. Close to restaurants & more. Be the first to stay. Golf, pickleball, tennis all located in Key Colony Beach. 7 day minimum stay, City requirement.

Guest favourite
A spacious beachfront home is depicted, featuring a large outdoor area with neatly arranged tropical plants. A well-maintained pool is visible in the backyard, alongside a staircase leading to wraparound balconies that provide ample views of the surroundings.
Home in Marathon
4.9 out of 5 average rating, 69 reviews

Beautiful Beachfront Villa w/ Pool/Tiki/Dock

Beautiful Beachfront home located directly across the street from famous Sombrero Beach, with heated pool & Tiki Bar. Large wrap around balconies provides stunning beach views, sunrises & sunsets for relaxation. It boasts open floor plan with a large entertainment area that includes a gorgeous Olhausen Pool table, large bedrooms & the master bath is also a steam room. A 45' dock & spacious yard is great for entertaining or barbecuing. Pool Heater is available for an additional fee.

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, 251 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
4.96 out of 5 average rating, 28 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 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.
Apartment in Key Colony Beach
4.79 out of 5 average rating, 131 reviews

Beachside Unit 36 Private Patio & Beach Plus Pool

Unit 36 Details: Second Floor, 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. Welcome to Continental Inn Condominiums in Key Colony Beach, Florida known as “The gem of the Florida Keys.” Our oceanfront property includes a private heated pool and private beach retreat on the Atlantic Ocean.

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

Kitchen
Wifi
Pool
Free parking on premises
Air 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
4.84 out of 5 average rating, 263 reviews

Wreckers House King Room - Adults Only

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
4.67 out of 5 average rating, 27 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

Superhost
A well-maintained 28-ft Grey Wolf RV is parked on a gravel lot, surrounded by tropical greenery. Two lounge chairs are positioned on a green patch of grass, creating a relaxing outdoor seating area. Sunshine filters through the clouds, adding a bright ambiance to the scene.
Campervan/Motorhome in Big Pine Key
4.79 out of 5 average rating, 19 reviews

RV In The Keys | Tropical Retreat

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!

A private balcony features two comfortable chairs and a small table adorned with decorative fruit. Lush palm trees sway in the gentle breeze, framing the scenic view of the beach and ocean just beyond the railing.
Hotel room in Islamorada
5 out of 5 average rating, 3 reviews

Ocean View Guest Room, 1 King, Balcony

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
4.83 out of 5 average rating, 12 reviews

Florida Keys Getaway w/ Stunning Ocean Views

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.
Flat in Islamorada
5 out of 5 average rating, 3 reviews

Premium Suites w/ Kitchenette! Pets Allowed, Pool

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!

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!

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.
Apartment in Marathon
4.83 out of 5 average rating, 6 reviews

Beachfront Condo on Coco Plum Beach w/heated pool

Guest favourite
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

Top guest favourite
A bright and airy studio room features two queen-sized beds with crisp white bedding and anchor-themed decorative pillows. Light blue accents are present throughout, complemented by coastal artwork on the walls. Large windows allow natural light to fill the space, enhancing its serene atmosphere.
Apartment in Key Colony Beach
4.91 out of 5 average rating, 322 reviews

Coastal Key Colony Beach Condo, Oceanfront Complex

Home in Marathon
New place to stay

Luxury Retreat in the Keys | Boat Dock | Beach

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 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 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, 298 reviews

Key Colony Beach Luxury Condo, New Modern Interior

Guest favourite
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.
Apartment in Key Colony Beach
4.97 out of 5 average rating, 252 reviews

Keys Breeze Ocean View Condo & Pool - Key Colony

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

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

Guest favourite
The studio condo features two queen-sized beds with navy blue bedding and decorative pillows. A light grey nightstand with a lamp is positioned between the beds. A comfortable seating area and a low coffee table are visible, complemented by decorative items in muted colors.
Apartment in Key Colony Beach
4.94 out of 5 average rating, 243 reviews

Exquisite Luxury Oceanfront Complex Key Colony

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 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