Vacation rentals in Middle Torch Key

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Top-rated vacation rentals in Middle Torch Key

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Top guest favorite
A serene waterfront view showcases clear turquoise waters under a bright blue sky. A boat can be seen cruising along the horizon, while a patio with seating is visible at the forefront, adjacent to a dock lined with black posts.
Cottage in Cudjoe Key
4.94 out of 5 average rating, 149 reviews

King Master, 2BR, 2BA, 35' Seawall, SUP, Kayaks

Updated, waterfront, 2BR, 2BA with King Master and a 35' seawall.Bring your boat!Fully stocked kitchen w stainless appliances. So much to do here for up to 6 at this family-friendly, quiet resort-Venture Out, a gated,secure community. Fishing, lobstering, oversized pool, children's pool, hot tub, pickleball, tennis and basketball courts.Rec center. Bike, kayak, and SUPs.Between Key West(20Mi)and Marathon, this property and area is not to be missed! Free WIFI; Both bedrooms and LR have Roku TVs.

Top guest favorite
A wooden dock extends over calm waters, flanked by posts leading to a serene view of the sky at sunset. Lush palm trees are visible in the background, enhancing the tranquil atmosphere of the canal.
Guest suite in Key Colony Beach
4.99 out of 5 average rating, 119 reviews

Turtle-By-The-Sea: the Best Deal in KCB!

A perfect get-away for couples or budget travelers, Turtle-by-the-Sea is the best priced vacation rental or hotel room in the middle-keys. Together with its prime location and amenities there simply isn’t a better deal to be had! Bursting with Keys charm, this cozy retreat is the perfect place to relax & escape. Owners Mallory & Steve infused their love of the Keys & its surrounding ocean into every aspect of their waterside home. Shoot us a message & start planning your dream Keyscation!

Top guest favorite
Home in Cudjoe Key
5 out of 5 average rating, 14 reviews

Oceanfront Cottage with 60’ Dock

Oceanviev Serenity provides stunning open water views, and a 60 foot seawall for your boat. Comes with paddle board, kayaks, and more. Newly renovated 2BR cottage sleeps MAXIMUM OF FOUR (4) GUESTS, with a King in the Master BR and one Queen size bed Guest BR (both with new JW Marriott mattresses for comfort). All new appliances! Enjoy resort amenities like a pool, hot tub, tennis, and marina store. Just 30 minutes from Key West. $125 RESORT FEE DUE AT CHECK-IN (PER STAY, NOT PER PERSON).

Guest favorite
A spacious living area features a comfortable futon adorned with a decorative pillow. Large windows provide views of the tranquil water, allowing natural light to brighten the space. The walls are designed in a soft, neutral tone, enhancing the overall welcoming feel.
Houseboat in Key West
4.96 out of 5 average rating, 137 reviews

Amazing houseboat with 2nd floor observation deck

Escape to our one-of-a-kind houseboat “Wild One,” anchored minutes from Garrison Bight Marina in Key West. Surrounded by turquoise waters, enjoy one complimentary round trip per day, with times arranged around our charters. Evening rides may be available on request, last ride 10 PM. Extra charge after 8 PM Special Promotion: End your day with a private Sunset Eco Trip (6–7 PM) as your nightly ride to the houseboat—watch the sky ignite before settling in for a peaceful night afloat.

Superhost
A charming 5th wheel trailer sits amid tropical landscaping, surrounded by palm trees and potted plants. The exterior is painted in a soft blue hue, and details such as bike racks and a wood fence add character to the welcoming outdoor space.
Camper/RV in Big Pine Key
4.8 out of 5 average rating, 83 reviews

The Island Gypsy

Reconnect with nature at this unforgettable escape. Property butts up to the endangered Key deer refuge with almost daily sightings in the yard. Only 6 miles offshore is Looe key and the 3rd largest reef in the world. Our lot has parking for 2 vehicles with a outdoor dining area and large backyard for hanging out. The island gypsy is our 5th wheel which sleeps 4 with a queen bed, queen bunk beds and a sofa bed. Heated pool in the park and right across street from clubhouse.

Guest favorite
Three modern Aqua Lodges are positioned on water, featuring white exteriors and blue roofs. Each lodge has a furnished deck with chairs, providing relaxed seating options. A smooth, concrete path runs alongside the lodges, leading to a marina setting with sailboats in the background.
Villa in Marathon
4.9 out of 5 average rating, 428 reviews

New Aqua Lodge 2Beds 1 Bath with Full Kitchens

This hip spot is the new thing in lodging. Aqua Lodge is all the modern amenities while being on the water. Full kitchens, flat screen tv's, wi-fi , pool, bikes, sunset beach. We have it all right at your finger tips. You can sleep up to 5 people comfortably. We have great air conditioning and big showers. The deck is furnished with a dining table for those romantic outdoor dinners in the moonlight. We also have a sunset beach area for the best sunsets in the Florida keys!

Top guest favorite
An aerial view showcases a coastal community with a spacious beach area, palm trees, and turquoise waters. The two-story unit features a large balcony above the entrance, with the surrounding buildings and lagoon clearly visible, highlighting the vibrant landscape of the area.
Home in Cudjoe Key
4.97 out of 5 average rating, 174 reviews

Cudjoe Key Home with a View

We are so excited to share our little piece of paradise with you! Our unit is located a short walk away from all the amenities the Venture Out community has to offer such as a pool, hot tub, lagoon, bocce ball, tennis courts, playground and boat marina. On the property we have a 2-person hybrid kayak for your enjoyment. We also provide table games (we love a game night) as well as the equipment to play bocce ball and darts which can be played in the recreation center.

Guest favorite
Home in Little Torch Key
5 out of 5 average rating, 8 reviews

Beautiful Keys Home w/ Open Water Views & 90' Dock

Gorgeous 3BR 2.5BA home with 2000 sq ft for up to 8 guests. Crystal clear canal with multiple open water views. Completely furnished kitchen, dining room, living room, bathrooms, & TV room with large screen TV. Screened in porch, free parking, CAC, WIFI, 3 TVs, 90' of dock for your boat, air compressor, 2 work stations, Tiki bar, outside fridge, one car garage & one car port, dog friendly under 40 pounds, 3 kayaks, corn hole board, 4 bikes, and yoga mats & weights.

Guest favorite
A serene pool area is surrounded by lush tropical landscaping and palm trees. Lounge chairs are positioned around the pool, along with blue umbrellas providing shade. The clear water sparkles under the bright sun, creating an inviting space for relaxation.
Cottage in Islamorada
4.97 out of 5 average rating, 125 reviews

2br/1ba w heated pool, 1 mile to robbies marina

Your slice of Islamorada awaits at the Key Lime Cottage! Step inside this charming 2 bedroom cottage and you will instantly feel at home. Located in the heart of the Florida Keys yet nestled in a serene neighborhood, it offers the perfect blend of comfort and relaxation. With a full kitchen, access to a gorgeous pool shared with only 6 other homes, outside seating with grill and a fire pit, beach chairs and key lime treats - there is something for everyone!

Guest favorite
Aerial view of a waterfront property featuring a semi-circle dock leading to a small island. Brightly colored chairs in green and turquoise sit on sandy areas, surrounded by clear blue water and lush tropical vegetation. Nearby, additional properties can be seen amidst palm trees.
Home in Summerland Key
4.91 out of 5 average rating, 103 reviews

Waterfront Haven House with Boat Basin & Ramp!

Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with boat basin and ramp for your boat. The property lot is almost an acre with another rental home and still very spacious (search for Anchor House to reserve both homes if available). Stunning panoramic water views, sunrise and sunset. Steps away from ocean water. Bring or rent fishing and snorkel gear nearby to fish right off the point and enjoy the underwater scenery!

Top guest favorite
Home in Cudjoe Key
4.93 out of 5 average rating, 186 reviews

106- Newly Renovated House with Oceanview and Pool

Sunrise Beach Resort gated community (11 homes, built 2007) 2 balconies, pool, dock, hammock, tropical landscaping Dock boats up to 25 ft; kayaks & paddleboards included 20 mins from Key West; near dining, Bahia Honda, Looe Key 2 master suites w/ king beds, en-suites & Smart TVs Open living/kitchen, BBQ, outdoor dining, parking for 3 Sleeps 6 w/ air mattress; Wi-Fi, streaming, towels provided No pets allowed

Superhost
A spacious studio apartment features a king bed with simple wooden bedside tables. A comfortable black sofa with decorative greenery is paired with a wooden coffee table. A dining area is located next to a light grey table, accented by soft lighting from overhead fixtures.
Apartment in Marathon
4.82 out of 5 average rating, 164 reviews

Knight's Key Suites Deluxe King Room w/ Kitchen

One-of-a-kind place accommodations located next to the 7-Mile Bridge. These rooms feature one king bed that can accommodate up to two people. The room comes equipped with a kitchen. Perfect for long or short-term stays!

Popular amenities for Middle Torch Key vacation rentals