Apartment holiday rentals in Monroe County

4.93 out of 5 average rating, 102 reviews

A modern living area is displayed with a light-colored sofa and two accent chairs. A large television is mounted on the wall in front of a wooden media console. In the background, a dining table with bench seating is visible, creating a spacious atmosphere.

Flat in Downtown Miami

39th Floor 2BR Bay View Downtown Miami Sleeps 6

Brand-new (2024) 39th-floor 2BR in downtown Miami's Worldcenter district, with stunning city and bay views from a private balcony and floor-to-ceiling windows. Sleeps up to 6 — king, queen, and a living-room sofa bed — perfect for families or two couples. Free building gym, resort-style pool, on-site dining, and spa. Steps from Brightline, Metromover, Bayside, and Miami Worldcenter. Please note: A mandatory building resort fee of $35/night is required (set by the building, not the host — see de

4.8 out of 5 average rating, 1300 reviews

A well-appointed room features a comfortable queen bed with crisp white linens, framed by a floral accent wall and stylish bedside lamps. A large window allows natural light to fill the space and offers a view of the surrounding greenery. Dark curtains frame the window.

Flat in Little Havana

At Mine - Cuban Suite in Little Havana

The Tower Hotel in Little Havana, Miami, is a historical gem in the neighborhood. Each unit features a comfortable queen bed, smart TV, and mini split AC for your convenience. This prime location places you close to Brickell, making it an ideal spot for exploring the city's vibrant attractions. The property boasts a beautiful outdoor seating area where guests can relax and soak in the ambiance. Experience the charm and history of Little Havana with the modern comforts of Tower Hotel

A refreshing pool area is surrounded by green palm trees and blue umbrellas. Lounge chairs are arranged neatly around the pool, while tables with chairs provide seating for guests. The clear blue sky enhances the inviting atmosphere of the community space.

4.84 out of 5 average rating, 147 reviews

Penthouse in Paradise

Coconut Mallory is a waterfront private community that provides resort amenities. Hop in one of the two on-site pools to cool down after soaking up the sun at Smathers Beach, Key West's largest public beach just 2 miles away. There is also a Jacuzzi and a picnic area with BBQs for guest use. This unit is a two bedroom two bath. It also features two off street parking spaces included. *The Master Tub is not to be used per the community as leaks have occurred in other units before.

4.88 out of 5 average rating, 101 reviews

A bright living area features a comfortable gray sofa, decorative chairs, and a coffee table on a patterned rug. Natural light floods the space through large windows, creating a relaxed atmosphere. A wall-mounted TV and a small desk can also be seen, along with coastal decor.

Flat in Tavernier

When Paradise is Key: Tropical Oceanfront Condo

🚨*PRICE YOU SEE IS ALL IN! Includes Airbnb fees and taxes!*🚨 🚨09.09.26 - 10.14.26 Elevator will be out of service due to installation of a new elevator 🚨 ☀️ Discover the ultimate beachfront getaway in our top floor, two-bedroom, two-bathroom condo, perfectly designed to offer an unforgettable escape. Nestled right on the oceanfront, this retreat comfortably accommodates up to six guests, making it ideal for families, friends, or couples seeking a serene coastal experience. ⛱️

A spacious bed is framed by elegant side tables, each topped with a softly glowing lamp. Above the headboard, three framed artworks create a balanced focal point. Decorative pillows add a touch of color, while a leafy plant provides a natural element to the serene space.

4.95 out of 5 average rating, 481 reviews

Studio Blu -Hip Studio/Old Town

*Recent Update (2025): We’ve made a wonderful upgrade to the studio bathroom — it’s now fully enclosed with walls extending to the ceiling and a new exhaust fan for ventilation. Situated in the heart of the Cuban district, just steps from arguably the best café con leche in Key West, this bright and breezy studio apartment is minutes from everything on the island. No car needed — bikes and beach chairs are provided free of charge so you can explore at your own pace.

Top guest favourite

4.98 out of 5 average rating, 562 reviews

Bella Vita: 1B/1B Condo for 2 Just Steps off Duval

1B/1B condo located in Old Town less than 1/2 block from Duval St. & a couple blocks from the Southernmost Point, Hemingway House & many other Key West attractions. Bella Vita accommodates 2 adults only and features a large porch with chairs & table, living room with leather sofa, galley kitchen with bar seating, king-size bed with Tempurpedic mattress, desk area, bathroom with large walk-in shower, wi-fi, sound machine, 2 Smart TVs & DVD players.

4.88 out of 5 average rating, 580 reviews

Flat in Downtown Miami

Breathtaking Views Studio Suite | Downtown Miami

"Spectacular apartment with breathtaking views, amazing amenities, and perfect functionality." This contemporary studio suite offers stunning Downtown Miami & Biscayne Bay views. Steps away from Bayfront Park (2 min walk), it’s built for solo travelers seeking truly effortless stays. Perfect for post-procedure relaxation or a comfortable temporary base. Enjoy zero-hassle hospitality and ultimate convenience.

Top guest favourite

4.92 out of 5 average rating, 280 reviews

Sunset Suite-Historic 2 BR, K/Q, Sleeps 4, Spa!

Historic 1880's Cigar Maker's cottage completely renovated. 1 K and 1 Q BR’s, half bath upstairs between BR’s, 32” Smart TV's, Full kitchen with granite counter tops, new stainless steel appliances. A newly remodeled bath with tumbled marbled tile, hairdryer. Also a totally private outdoor shower located in your private patio. All bath amenities provided, plus pool towels and daily housekeeping!

4.86 out of 5 average rating, 168 reviews

Flat in Edgewater

New Boutique Hotel | Rooftop Pool + Gym | Sense28

Welcome to Sense28 by AvantStay! Set in Miami's Edgewater neighborhood, this 2 Bedroom Suite w/ Balcony is a flexible, design-forward retreat — boutique hotel polish with the space and ease of a true home base. ☕ Full kitchen with Nespresso, in-unit washer/dryer, and steamer 🏊 Rooftop pool, fitness center, and private balcony 🌅 Minutes to Wynwood, Design District, and Biscayne Bay

A large heated Olympic-sized pool is set within a tropical landscape, surrounded by palm trees and lounging chairs. The inviting blue water reflects the sky and is complemented by the nearby resort building, which features multiple levels and balconies.

4.92 out of 5 average rating, 200 reviews

KW Luxury 2/2 Beachfront resort Tropical Oasis

1357 s f Lux beachfront resort condo w/ all the amenities - beachfront huge heated pool, 3 lighted tennis courts, 20 man hot tub, tropical gardens, beach, saunas, Gym, BBQ Grills everything to make your vacation spectacular! You must be at least 25 years old to rent this property. This is a no animal rental due to extreme allergies of the owner. 16% mgmt fee is Abnb fee.

A shared pool area is showcased overlooking Garrison Bight Marina. Lounge chairs are arranged around the pool, with a thatched gazebo providing shaded seating. The marina is visible in the background, featuring moored boats and palm trees against a clear sky.

4.93 out of 5 average rating, 124 reviews

Waterfront Condo FREE Slip & Pool 2B2B in Key West

🌴 Key West Waterfront Paradise – FREE Dockage Included! Wake up to breathtaking marina views, unwind in the heated pool, and walk or bike to Duval Street in minutes. Enjoy a spacious condo with a private balcony, exclusive boat slip, and all the comforts you need for an unforgettable stay in the heart of Key West.

A charming building situated on a bustling street features a wraparound porch adorned with white railings. Palm trees offer shade, and an American flag adds a pop of color. Nearby vehicles are parked along the lively street, showcasing the vibrant atmosphere of the area.