Vacation rentals in Monroe County

Guest suite in Key Colony Beach

A wooden dock extends over calm waters, flanked by white pilings and gently swaying palm trees. The warm hues of twilight fill the sky, reflecting softly on the water's surface, creating a serene atmosphere perfect for evening relaxation.

4.99 out of 5 average rating, 110 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!

4.97 out of 5 average rating, 146 reviews

A serene waterfront view is framed by palm trees, with two green chaise lounges positioned for relaxation. The setting sun casts warm hues across the sky, reflecting on the water's surface. A Tiki structure adds charm, creating an inviting outdoor space.

Tiny home in Key Largo

Oceanfront Lookout Point w/two Kayaks & Deck

Lookout Point is Wide open breathtaking Water View , Amazing Sunrises with a cup of Morning coffee, Refreshing breeze, Sound of water and Rustle of palm trees will start your day… Fishing right from the property, Kayaking. Taking sunbath on Chaise lounges or Reading books or just sitting under Tiki having a nice conversations and enjoying beautiful scenery of the view. You will see fishes jumping out of water, seagulls trying to catch up it , you might see manatee swimming by or dolphins.

4.87 out of 5 average rating, 447 reviews

Guesthouse in Key Largo

Romantic Cabin/Guesthouse, beach Sunsets, fishing.

Private Romantic Bayside Cabin/Guesthouse, peaceful settings, lovely sunsets, beach, fishing pier, lush gardens surrounded by nature and wildlife, birds, iguanas, manatees, dolphin’s, eagles, the beach is just a short walk away from the Guesthouse enjoying a cocktail, fishing, boats cruising by, kayaking, snorkeling or an amazing sunset. *This Guesthouse is on bayside not Bayfront ! Same property but private from the residence! "No pets, Airbnb-granted pets Exemption cus allergies reasons"

4.74 out of 5 average rating, 281 reviews

Guest suite in Miami

Cozy Studio by Baseball Stadium. Own Entrance

Prime Miami Location! Enjoy a completely private experience with: - Your own entrance - Dedicated parking spot - Private bathroom - Kitchenette with cookware and tableware Conveniently located near: - Highways 836 and I-95 - Miami International Airport - Cruise Ship Terminal - Downtown Miami - South Beach - Jackson Hospital - Across Baseball Stadium Note: - Our location is in a bustling area, major routes with heavy traffic. - Expect some city noise, but enjoy the vibrant energy of Miami!

Guesthouse in Florida City

A modern kitchenette is displayed, featuring sleek gray cabinets and a stainless-steel refrigerator. Essential appliances include a microwave and a toaster oven. A flat-screen television is mounted on the wall. A small dining area with two bar stools is positioned next to the kitchen counter.

4.99 out of 5 average rating, 76 reviews

Luxury Loft

Kick back and relax in this calm, stylish space. A private suite with your own entrance, your personal parking space and no shared space with others! Safe neighborhood close to the Florida Keys, Outlet mall, Miami, the Everglades and so much more. Equipped with all the essential to make your stay comfortable. Just 3 minutes away from Walmart, 25 minute drive to the Keys & 27 to Miami! Nearby Everglades (5 min ) Key Largo (30 min) Miami (20 min) Hospital ( 10 min)

4.96 out of 5 average rating, 168 reviews

A spacious room features a large bed with white bedding, complemented by soft pillows. A wall-mounted TV is positioned across from a seating area with a chair and small table. Natural light streams through the windows, illuminating light-colored walls and tiled flooring.

Guest suite in Miami

Cozy and peaceful contemporary Suite in Miami

Our place is an extension of our minimalist house, with plants and light colors, very peaceful and homey. It is in the heart of Miami. Close to airport, beaches, Wynwood, Downtown, Coral Gables, Miami Children hospital and multiple Cosmetic clinics. Quiet residential area with multiple restaurants walking distance. Our private room is perfect for couples, solo adventurers, or business travelers. We are always available for you and your needs.

4.94 out of 5 average rating, 118 reviews

Home in Key Colony Beach

Paradise in Key Colony Beach + Cabana Club

Beautiful two bedroom, two bathroom property in the prestigious Key Colony Beach neighborhood. This property is a ten minute walk from Sunset Beach, two minute walk from restaurants and bars in KCB and across the street from a golf course, tennis court and playground. Dockage for boats up to 50ft and beautiful water views. Key Colony Beach Cabana Club is included with your stay. You'll feel completely relaxed in this tropical oasis.

4.95 out of 5 average rating, 246 reviews

Condo in Miami

2B/2B w Water View • FREE Parking • Pool • Lux Spa

Explore the luxury of this 2 bedroom 2 bathroom high-rise condo, beautifully designed to provide stunning water views with free entry to all W hotel luxury amenities – Olympic pool, Jacuzzi, spa & gym. Also included is a free parking spot at a garage (just across the street) that normally costs $60/day! Offering an unforgettable Miami experience in style, this suite is proudly hosted by SuCasa Vacay. Property Name: SuCasa Aqua

4.97 out of 5 average rating, 107 reviews

A waterfront patio is shown with comfortable seating, overlooking a calm body of water. The sun sets in the distance, casting warm light over the scene. Tropical vegetation can be seen, adding to the serene atmosphere.

Home in Key Largo

The Paradise 2

Relax with the whole family at this peaceful place to stay. Our home is located right by the water. Modern spacious and spotless with private parking, fast Wi-Fi, cold AC plus cozy beds and pillows in every bed. Relax on the waterfront patio chairs, swim in our newly renovated pool, watch the manatees and dolphins swim by and go fishing from our backyard dock anytime. We are sure you will absolutely love our Tiny Home!

4.96 out of 5 average rating, 138 reviews

A stone pathway lined with smooth pebbles leads through a lush garden area, featuring greenery on either side. Two horses can be seen walking in the open field beyond, with a white farmhouse and fencing in the background under a clear sky.

Guesthouse in Homestead

Villa Samsara - on a beautiful 5 acre farm

When you come and stay with us, it’s a deeply immersive experience with our horses. Often you will find them in your front door or window. There is something profoundly impactful about being around horses and sharing close-quarters with them. You are in their energy field, receiving all that they have to offer. Without even realizing it, your energies are being grounded and regulated through their presence.

4.87 out of 5 average rating, 210 reviews

A serene outdoor space is framed by lush tropical plants, creating a natural atmosphere. Two textured poufs sit on a wooden deck, providing a comfortable seating area. Sunlight filters through the foliage, casting gentle shadows on the surface.

Loft in Miami

TheLoft @CoconutGrove. Self checkin - Free Parking

Charming, well decorated, unique loft into the green of Coconut Grove. Just renovated, with all the amenities and top-end appliances. Ideal for 2; sleeps max 4 (Queen bed + sofa bed). Easy access to I-95, Brickell, Coral Gables, Wynwood and the Beaches. Free parking. Close to the metro-rail. Pets are welcome! Please inform us when you book. Pet fee is $100 per stay per pet. No smoking is allowed.

5 out of 5 average rating, 62 reviews

A bright and inviting space features a spacious bed with crisp white bedding, complemented by a vibrant yellow throw. A small dining area with black chairs and a bar height table is included. An orange accent wall adds a pop of color, creating a cozy atmosphere.

Guest suite in Homestead

Private suite near Keys & Everglades

Welcome to the Malibu Dream Suite! Relax in this charming and comfortable private suite. It's located near the Everglades, Biscayne National Park, and right at the entrance to the Florida Keys. This accommodation offers a fully equipped kitchen, a comfortable queen-size bed, fast Wi-Fi, air conditioning, a private bathroom, and an outdoor terrace where you can enjoy complimentary wine.

Vacation rentals for every style

Get the amount of space that is right for you

Bungalows

Intimate homes. inviting architecture

Houses

A space thats all yours, with room for everyone

Villas

Luxurious estates for the ultimate escape

Popular amenities for Monroe County vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Monroe County

The kitchen area features a modern sink with a view of the water through large sliding glass doors. A casual seating area with blue sofas and bright chairs can be seen, alongside a mounted TV. The waterfront setting is visible through the windows.

4.94 out of 5 average rating, 35 reviews

Florida Keys Oceanside Utopia

CaroleRating, 5 stars1 month ago

Shane and Kelly were fabulous! My husband and I enjoyed a week away and loved exploring Marathon. Fishing from the back deck was so much fun. We caught some mangrove snapper that we made for dinner which was exquisite! I also caught a Jack Cravalle and my hubby caught a shark. Definitely fun times! Explored beaches, hiked and went to Key West for a day. Weather did not disappoint. Highly recommend this great vacation home!

An aerial view captures the home surrounded by lush greenery, featuring a bright red-tiled roof. A private pool, bordered by a spacious patio, is visible, alongside several lounge chairs. Tropical palm trees frame the scene, providing a tranquil outdoor atmosphere.

Home in Miami

4.69 out of 5 average rating, 13 reviews

Serene Meadows Ranch

YeseniaRating, 5 stars3 weeks ago

This place is a hidden gem! We really enjoyed our stay and couldn't have asked for a better weekend. The space was just amazing, both kids and adults had a blast. Jorge was an amazing host, very responsive and everything is as the listing states. Would definitely recommend.

A covered outdoor seating area features modern white chairs arranged around a glass coffee table. A fully equipped outdoor kitchen is visible, with a view of a spacious pool surrounded by landscaped greenery and palm trees in the background.

Home in Miami

4.94 out of 5 average rating, 18 reviews

The Perfect Place - Lake Of Dream Miami House

NatalieRating, 5 stars2 weeks ago

This rental is just as described! Very private and go median between Miami and the Keys. The host was very responsive and when it’s time to check out you don’t need to worry about doing anything like most other rentals. There are birds on the property and cool fish in the lagoon. My teens loved the activities and random peacocks walking around. Like other reviews stated, there are workers on the far edge of the property (it is located in a farming zone and the property is huge) but they were hardly noticed and not a bother. You can also hear low animated animal noises, maybe from the nearby Monkey Jungle, but my kids loved that too. I don’t have anything negative to say about our stay. Maybe just out of personal preference I would prefer a taller and more firm mattress in the master suite.

A charming waterfront villa is framed by palm trees and vibrant tropical landscaping. The property features inviting balconies with white railings, visible from a pedestrian pathway lined with trimmed hedges. Sunlight gently illuminates the scene, enhancing the coastal atmosphere of Duck Key.

4.92 out of 5 average rating, 92 reviews

Conch Cottage at Hawks Cay - Chic Tropical Retreat

LindseyRating, 5 stars1 week ago

Beautiful place. Extremely peaceful! We enjoyed all the iguanas outside the fence.

4.98 out of 5 average rating, 93 reviews

Home in Miami

Brickell Spa Retreat

Haley AnneRating, 5 stars3 weeks ago

absolutely love the location of this house despite it being close to the highway it was a little bit of a surprise how close it was to the highway, but it didn’t bother me overall since I was close to everything I wanted to do literally all my favorite spots were less than 12 minutes awayvery clean house very clean, hot tub very comfortable bed plenty of towels definitely not a kitchen. I would have a huge chef’s dinner in with the supplies they had but I don’t cook so I don’t care.

5 out of 5 average rating, 4 reviews

The Roseate House at Grassy Key

MollyRating, 5 stars3 weeks ago

I don’t even know where to begin. From start to finish, our stay was absolute perfection. The views could not be beat. There are kayaks to venture out into the gulf and the mangroves, a pool that’s COOLED (you know how hot pools can get during the summer. It was so refreshing) and a garden oasis full of some of the most beautiful foliage I’ve ever seen. I’m from Charleston, SC. I’m used to waterfront living, but this was just something more magical than I could’ve ever predicted. I’m already planning my trip back for next year. Heidi left a great list of recs for restaurants and activities to do, but the property was so incredible, I only left to eat really. If you’re looking for a relaxing place to stay, with on site water days this is the place for you. The house is nice, but also has that old school beach vibe which is my absolute favorite. I just can’t say enough good things. Thank you so much, Heidi, for sharing your stunning home with us.