Vacation rentals in Conch Keys

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Top-rated vacation rentals in Conch Keys

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favourite
A beach home with a turquoise roof is nestled among palm trees and tropical landscaping. Two sets of chairs in yellow and blue are positioned on the sandy area in the foreground, inviting relaxation. A private pool and lush greenery are visible in the background.
Home in Marathon
4.92 out of 5 average rating, 72 reviews

Beach House, Private Pool, Dock, Gulf View Sunsets

You don’t come to the islands to stay in a town—you come to slow down. Welcome to our tropical keys beach home, tucked away from the traffic and noise of US Hwy #1. Sway with the palms on the wraparound deck, soak in wide-open panoramic bay views, and catch fiery sunsets right off your dock. Fire up the BBQ, brew a Keurig, float in the private pool, or cast a line from the 300’ private pier/dock. Easy going island living with ocean / gulf breezes, comfy beds, quality linens, Wi-Fi, and cable TV.

Superhost
A serene outdoor seating area is presented with two cushioned sofas and a wooden coffee table, overlooking a waterfront. The sunset creates a vibrant orange and yellow backdrop, reflecting off the water. Additional seating in the distance enhances the tranquil atmosphere of the space.
Camper/RV in Key Largo
4.93 out of 5 average rating, 136 reviews

Paradise Casa Bayfront sunsets,pool,King bed ,dock

Welcome to Paradise Casa! Just five feet from the waterfront, you will think your on a cruise ship when you look out the windows. Breathtaking Unobstructed views of the sunset every night. This Glamping at its finest with an amazing pool. 2 bedrooms plus loft, with the main bedroom having a king size bed. Fireplace, fully stocked kitchen, massage chairs, 2 AC units for your comfort. 2 miles from John Pennekamp that has kayak rentals, glass bottom boats, create memories scuba diving/snorkeling

Guest favourite
A private inground pool is surrounded by palm trees under a clear blue sky. A colorful rubber duck floats on the water's surface. A hammock can be seen in the background, while a red umbrella provides shade over two seated chairs nearby, creating a serene outdoor setting.
Home in Key Colony Beach
4.92 out of 5 average rating, 25 reviews

Welcome to Paradise, Private Pool, SUPs, Kayak!

Paradise Awaits You!! With a Beautiful Private Pool, 40’ Dock, Kayaks, SUPs, & Bikes; Welcome to Paradise is the Perfect Place to Stay & Play in the Sun & on the Water! Our home w Breezy Palms is centrally located w Beaches, Boating, Fishing, Diving, Swimming, Dining & Refreshing Cocktails just minutes away! We are owners, Luis & Aysie. We put all our love of the Keys into our home, & we just know you will love it too. Message us or book instantly & start planning your trip to Paradise!

Guest favourite
The charming cottage displays a pastel-colored exterior with a triangular roof and white trim. A small front porch is set above the entrance, flanked by two sets of French doors. Lush greenery and a white picket fence enhance the welcoming entryway.
Townhouse in Duck Key
4.96 out of 5 average rating, 188 reviews

3Bd 3Ba Cottage/Village at Hawks Cay/Ocean Views

Our Cottage is located between Islamorada and Marathon Key on Duck Key at the Village of Hawks Cay; one of the most desirable locations in the Florida Keys. This is at Mile Marker 61. With ocean views, high end finishes, comfy beds and plenty to do in the surrounding areas, the Cottage offers something for everyone. The outdoor green space overlooking the water is gorgeous. Sunsets are amazing right off the screened in lanai. We hope to host you as our guest in the beautiful Florida Keys.

Superhost
Aerial view of the property reveals a pair of modern houses with metal roofs, surrounded by lush greenery. A turquoise pool glistens amidst the outdoor space, adjacent to a wooden dock along the calm canal waters. The setting reflects a serene vacation atmosphere.
Home in Marathon
5 out of 5 average rating, 17 reviews

Grouper House: 4 Masters/6 BA, Pool/Dock, BoatRamp

Welcome to Grouper House, a stunning canal home w/ 4 Master Suites, King beds, private ensuite baths, in-room wine and coffee bars, smart TVs, and patio access. The open-concept kitchen/dining/living area includes a 55-inch smart TV and half bath. A covered porch overlooks a large saline pool w/ splash deck. Poolside is a shaded outdoor grill area w/ a sink, extra fridge, commercial icemaker, bait freezer, shower and 1/2 BA. The IPE dock has a fish-cleaning station and a private boat ramp.

Superhost
Home in Key Colony Beach
5 out of 5 average rating, 4 reviews

P08 - Beautiful 4 bedroom, 3 bath with Cabana Club

Now offering Cabana Club Membership! This lovely two-story half duplex in Key Colony Beach offers 4 bedrooms, 3 bathrooms and abundant living space on both levels. The upper level offers 2 bedrooms, 2 bathrooms, a kitchen with oversized breakfast bar and abundant living space. The lower level offers 2 bedrooms, 1 bathroom, a kitchenette and den. Key Colony Beach offers a par 3, nine-hole golf course, public pickle ball courts, Sunset Park, several restaurants, clothing boutiques ...

Superhost
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
4.89 out of 5 average rating, 518 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 favourite
An open walkway features white railings and is bordered by palm trees and greenery. Directly visible are multiple buildings in the background, contributing to the relaxed atmosphere. The bright blue sky and scattered clouds enhance the sense of space and light.
Apartment in Marathon
5 out of 5 average rating, 14 reviews

Steps to the Ocean & Heated Pool

Escape to paradise in a new 1 bed/2 bath centrally located in Marathon. Our condo is steps away from open ocean views, where you can fish off the docks, lounge under one of the many Tiki huts, or cool off in the vast elevated swimming pool that overlooks the Atlantic. Fully air conditioned clubhouse on property is equipped with a commercial ice machine. Convenient grilling stations located next to the clubhouse, to cook your fresh catch. Come enjoy paradise. VACA-23-312

Guest favourite
A bright bedroom features a spacious bed with a white duvet cover and decorative teal throw. Art depicting fish adorns the walls. Natural light enters through the window, complemented by a stylish lamp. A wooden dresser occupies one corner, enhancing the room's coastal theme.
Bungalow in Islamorada
4.95 out of 5 average rating, 66 reviews

Castaway Island - Pool, Spa, Tiki Bar, Kyaks,Sup’s

Sleeps 5 adults. 3rd bed is si sofa bed with a queen mattress. Indulge in the ultimate tropical retreat at our captivating bungalow Castaway Island, showcasing over 120 perfect guest reviews across multipl venues. Your hosts' extensive hospitality experience is evident in the restoration and thoughtful amenities, guaranteeing an exceptional vacation experience. Discover your ideal home away from home, where every detail is carefully designed to surpass expectations.

Guest favourite
A private swimming pool is visible, framed by inviting lounge chairs and a tiki hut, overlooking a tranquil canal. Palm trees line the waterway, which reflects the clear blue sky, enhancing the serene outdoor setting.
Home in Marathon
4.91 out of 5 average rating, 58 reviews

Private Pool, 40’ Dock, Tiki Hut, Open Water Views

Mana-Tiki Bay Stop! You’ve found it. This is the one. Mana-Tiki Bay checks all the boxes! Named after the mammals that frequently visit and can be spotted from the tiki hut, this home is centrally located near the best Marathon has to offer. This stylish 3/2 canal front home features a private swimming pool large enough for the kids to play and open water views that can be enjoyed while swimming or soaking in the sun from one of the outdoor loungers.

Guest favourite
A charming two-story villa is framed by swaying palm trees against a bright blue sky. Lush greenery borders the pathway leading to the entrance, which features a porch with round windows and white railings, emphasizing the inviting exterior of the residence.
Villa in Marathon
4.96 out of 5 average rating, 51 reviews

Seas the Keys Getaway with plunge pool/spa

Waterfront Spa Villa with Private Plunge Pool/spa, located in beautiful Hawks Cay situated conveniently between Marathon and Islamorada in the Florida Keys. Enjoy world-class fishing, diving & snorkeling, boating adventures and more. Swim with Dolphins, visit the Dolphin Research Center or spend the day at a tropical adventure park, all just minutes from your front door!

Top guest favourite
Condo in Key Colony Beach
4.96 out of 5 average rating, 273 reviews

Amazing Ocean Front Views Key Colony Beach

Newly renovated studio condo in Key Colony Beach, Florida Keys. Unit #40 offers two queen beds, a full equipped kitchen with full-size appliances and essentials, reliable WiFi, and a SmartTV for a comfortable stay. Enjoy the heated pool and private sandy beach just steps away. Sunset Park is next door-perfect for catching a beautiful Florida Keys Sunset.

Popular amenities for Conch Keys vacation rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Monroe County
  5. Conch Keys