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Condo vacation rentals in Vaca Key

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Vacation rentals for every style

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Popular amenities for Vaca Key condo rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Weekly condo rentals

A view of a marina shows several boats docked along wooden piers, with palm trees dotting the shoreline. The surrounding buildings display a tropical architecture style, under a sky filled with scattered clouds.
Condo in Marathon
4.62 out of 5 average rating, 13 reviews

The Reef at Marathon private villa/ Marina incl

Guest favorite
A welcoming two-story yellow building with a green metal roof is situated along the water's edge. Palm trees provide shade, while boats are docked nearby. The serene aquatic environment complements the unit's charming exterior, inviting relaxation and exploration.
Condo in Marathon
4.94 out of 5 average rating, 18 reviews

Marathon-waterfront 2Br with pool & boat slip

Guest favorite
An aerial view showcases the community's vibrant grounds, featuring a 65-slip marina with boats docked alongside red-roofed buildings. Lush greenery surrounds the area, leading to the tranquil blue waters of the bay, complemented by the distant shoreline and open sky.
Condo in Islamorada
4.76 out of 5 average rating, 66 reviews

Sept. Special Pricing. Bayside Condo with Marina

Top guest favorite
The view from the screened-in lanai displays a serene boat basin framed by palm trees. A ceiling fan adds a functional touch above a round dining table, while boats are moored in the distance under clear blue skies.
Condo in Islamorada
5 out of 5 average rating, 28 reviews

Luxury condo with boat slip overlooking the bay

Aerial view of a condo complex featuring a large turquoise pool surrounded by lounge chairs. The buildings showcase a light exterior with balconies and tropical landscaping. Palm trees are visible, adding to the serene atmosphere of the community.
Condo in Marathon
4.78 out of 5 average rating, 9 reviews

Updated 2/2 on the Ocean with private Beach & Pool

An aerial view captures a large swimming pool surrounded by lush greenery and palm trees. The pool area features lounge chairs and a smaller hot tub. In the background, the tranquil water and boats are visible, creating a serene coastal atmosphere.
Condo in Marathon
5 out of 5 average rating, 6 reviews

2BR Coastal Condo with Walk-Out Balcony

An aerial view showcases the condo surrounded by lush greenery and palm trees, with the vibrant blue waters of the Atlantic Ocean in the background. The surrounding area features a coastal road and distant properties, highlighting a serene atmosphere.
Condo in Marathon
4.89 out of 5 average rating, 28 reviews

Paradise @ MM61 - Waterfront 1 BR / 1 Bath Condo

A serene waterfront scene is depicted, showcasing a tranquil bay filled with boats at anchor. Lush palm trees frame the foreground, while several pilings are visible along the water's edge. The clear blue water reflects the sky, contributing to a peaceful atmosphere.
Condo in Marathon
4.56 out of 5 average rating, 9 reviews

OCEAN FRONT /W Pool/Balconies/golf, dock ramp

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Pet-friendly condo rentals

An open living area is highlighted by a vaulted wooden ceiling and features a combination of comfortable seating. A glass dining table is complemented by white chairs. Large windows provide views of the lagoon, while a staircase leads to an upper level.
Condo in Islamorada

180 Degrees of Ocean Views, Lagoon and Florida Bay

Guest favorite
An outdoor seating area is set on a patio, featuring brown wicker furniture with soft cushions. A small table is placed between two chairs, and a variety of plants decorate the space. The marina with boats and palm trees is visible in the background.
Condo in Layton
4.86 out of 5 average rating, 14 reviews

Keys Getaway- 2 bedrooms w/Boat Dock, Pet Friendly

A well-maintained pathway is surrounded by white buildings, showcasing a tropical landscape with vibrant red plants. The gravel drive leads towards parked vehicles, while spacious balconies overlook the courtyard area, emphasizing a relaxed community atmosphere.
Condo in Islamorada

Peaceful Palms- Islamorada's Newest Address!

Top guest favorite
A cozy bedroom features a white headboard above a spacious bed, adorned with light blue pillows. Soft lighting is provided by two bedside lamps, and decorative candles are placed on a shelf above the bed, enhancing the coastal theme.
Condo in Marathon
5 out of 5 average rating, 9 reviews

Seashells Getaway - Boat Slip, Ramp, Pool

Guest favorite
A bright kitchen and dining area features modern appliances and a spacious counter. A round table with four rattan chairs sits beside large windows, allowing natural light to fill the space. A door opens to the balcony, offering easy outdoor access.
Condo in Layton
4.92 out of 5 average rating, 13 reviews

Spacious Waterfront 2 bedroom w/dock. Pet Friendly

Top guest favorite
A tranquil scene captures the sun setting over Florida Bay, casting warm hues of orange and pink across the sky. Silhouettes of palm trees and a pier extending into the water frame the view, enhancing the serene waterfront atmosphere.
Condo in Islamorada
5 out of 5 average rating, 21 reviews

Bayside Villa in Islamorada

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Condo rentals with a pool

Guest favorite
A spacious outdoor heated pool is surrounded by sun loungers and tropical landscaping. Palm trees provide shade, while the ocean is visible in the background. The pool area offers a relaxing atmosphere with ample seating for guests.
Condo in Key Colony Beach
4.96 out of 5 average rating, 212 reviews

Oceanfront Sunrise Condo Private Beach Heated Pool

Guest favorite
The image showcases a vibrant living space within the Dapper Dolphin condo, featuring a stylish kitchen with granite countertops, a cozy dining area, and a comfortable bedroom with a king-sized bed. The outdoor area displays a large pool surrounded by lounge chairs, highlighting the resort's inviting atmosphere.
Condo in Marathon
4.94 out of 5 average rating, 99 reviews

Waterfront Fun: Pool, Marina & Tiki Bar

The image captures a vibrant view of a private boat dock positioned over calm, turquoise waters. Surrounding greenery sways gently in the breeze, framing the serene waterfront scene under a bright blue sky, reinforcing a tranquil atmosphere.
Condo in Marathon

Waterfront Dream Condo with Panoramic Views, Near

Guest favorite
An aerial view captures the oceanfront property showcasing lush greenery and inviting private beach access. Bright blue rooftops of the buildings contrast with the turquoise waters. Lounge areas with tiki huts and a heated pool are visible near the shore, promoting a relaxed outdoor atmosphere.
Condo in Key Colony Beach
4.93 out of 5 average rating, 246 reviews

Oceanfront Breeze, Stunning Views, Beach/Pool

Two striped beach chairs are positioned on a sandy shore, beside a colorful umbrella. The calm ocean stretches in the background, showcasing varying shades of blue and green. Gentle waves lap at the beach, creating a serene coastal atmosphere.
Condo in Marathon
4.71 out of 5 average rating, 72 reviews

Beach Hut: beach front, heated pool.

Guest favorite
Aerial view of the beachfront property reveals a well-maintained landscape with palm trees and lounge areas. The turquoise water transitions to sandy beach, with a swimming pool visible among nearby buildings. A boat can be seen in the distance, navigating the calm waters.
Condo in Key Colony Beach
4.97 out of 5 average rating, 249 reviews

Keys Breeze Ocean View Condo & Pool - Key Colony

Guest favorite
An aerial view captures the oceanfront complex with vibrant blue roofs and palm trees. The heated pool is visible, surrounded by lounge areas, tiki huts, and beach access. The clear water and sandy shoreline invite relaxation, while nearby boats glide smoothly across the bay.
Condo in Key Colony Beach
4.95 out of 5 average rating, 193 reviews

Keys Time Condo Oceanfront Complex Heated Pool

Guest favorite
An aerial view captures a waterfront property bordered by lush palm trees and a private beach. The complex features several buildings with distinct blue roofs. A heated pool is situated centrally, with lounge areas nearby and the ocean visible in the background, along with a boat cruising by.
Condo in Key Colony Beach
4.91 out of 5 average rating, 233 reviews

Poolside 2 Bdrm in Oceanfront Complex, Key Colony

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