Holiday rentals in Monroe County

Tiny Home Aqua Lodges 2/1

This memorable place is anything but ordinary. Stay in our fully equipped aqua lodge with private surroundings. This lodge has 1 queen bed, 1 full bed, a sofa sleeper full size on the main floor, and 1 twin in the loft. It has a full kitchen, mini split ac, and full bathroom with hot water. This location has great sunset views and private BBQ waterfront area. All lodges have all bedding and dishes and cooking utensils. You will also have access to the Cabana Club located in Key Colony Beach.

Perfect escape to the ocean

Enjoy the sounds of nature when you stay in this unique place. What awaits you is fun filled days living and exploring out on the fabulous florida keys waters in your own private floating paradise that is completely solar powered and all the amenities run 24/7! This fabulous floating home was build in 2025 and very nice, update and comfortable, it is 100% solar powered and eco friendly All the amenities run off batteries and solar power so you'll be able to enjoy cold ac, fridge, tv , 24/7

Miami Modern Villa Heated Pool, Game Room BBQ

☀️ Enjoy the perfect vacation in the City of the Sun! ☀️ This spacious 4-bedroom, 2 bathroom home is located just minutes from the airport, top restaurants, bars, shops, and Miami’s main attractions. Ideal for families and groups, the property features a large backyard designed for entertainment: refreshing pool, mini beach, fire pit, golf putting area, and giant chess. Every corner is crafted for relaxation, fun, and unforgettable memories. Come live your best Miami experience! 🌴

The Lighthouse - Beach Houses Key West

If you’re reading this, you’re already one step closer to paradise. Thank you for considering us for your getaway. Our charming Lighthouse Bungalow is a 2-bedroom, 1-bath loft-style retreat located just steps from our private beach. The master bedroom loft, accessed by a spiral staircase, offers a stunning bird’s-eye view of the Atlantic Ocean. The nautical-inspired living area opens to an exterior deck overlooking the beach—an ideal spot for peaceful mornings and ocean breezes.

Top guest favourite

Guest favourite

Marathon Oceanfront 4BR Private Pool 60’ Boat Dock

Wake up to open-water views at your private oceanfront retreat in Marathon. Bring the boat, step into your private pool, Perfect for families and boating groups.Your private 60' dock offers direct water access, freshwater for rinsing gear and flushing engines, while parking accommodates up to 4 vehicles. • Direct oceanfront setting • Private swimming pool • Private 60' boat dock • Complimentary kayaks • Sleeps up to 10 • Parking for 4 vehicles • Wi-Fi + dedicated workspace

Premium Floating Bungalow by Stay Ombi

Welcome to Stay Ombi, a fully off-grid micro-resort and escape on the gentle waters of Buttonwood Sound in the Florida Keys. Ombi offers three bungalows, crafted to immerse you in nature - without compromising on comfort. Guests are transported to the bungalow by boat (10-minute trip), which will be pre-stocked with all of your requested comforts. Our concierge team will work with you upon booking to plan one of the most unique experiences in the Keys.

Tropical Miami 5BR Retreat • Pool_BBQ & Game Room

Perfect escape in paradise. This majestic 5-bedroom home combines luxury, comfort, and entertainment . Dive into a private, heated pool, relax in the spacious social areas, fully equipped with a pool table, and more. Accommodating large families or groups of friends, each room has been designed with style and comfort. Enjoy a modern kitchen, outdoor lounge areas, a barbecue grill, and details that will make you never want to leave.

Gulf View Waterfront Resort, Two bedroom suite

Two bedroom suite offers a spacious and comfortable ground-floor stay with multiple sleeping arrangements, including queen beds, a double bed, and a futon in the living area. It features a full kitchen with a coffee maker and microwave. Guests enjoy air-conditioning, a ceiling fan, cable TV, and a hair dryer as part of the in-room amenities. Shared patio with seating as well as access to a charcoal grill in the outdoor area.

Top guest favourite

Guest favourite

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

Guest favourite

Hacienda Paraíso | Private Queen Suite |

Welcome to the original suite at Hacienda Paraíso! This cozy private retreat features a queen bed, private bathroom, kitchenette and separate exterior entrance. Step outside and enjoy our beautiful one-acre tropical property and shared pool. Hacienda Paraíso is home to five independent Airbnb stays, making it a unique place to relax, explore South Florida and experience the peaceful Miami Redlands.

Silver Palms Inn & Historic Homes, Classic Double.

Classic double queen city balcony offers a bright tropical retreat with comfortable beds, city views, and handy conveniences for easy Key West stays. Enjoy high speed wired and wireless internet, a 40 inch LCD TV with cable, an iPod docking station, in room safe, microwave and fridge, hairdryer, iron and ironing board, eco friendly bath amenities, pillow top comfort, and daily housekeeping.

Architectural Mid-Century Home w/ Moody Interiors

Welcome to Casa Mia, a fully curated 2-bedroom, 2-bath home in the heart of Kendall. The home features soaring 14-foot vaulted wood ceilings, a skylight that fills the kitchen with natural light, and an open layout designed for both comfort and entertaining. Guests can enjoy a private zen patio with a BBQ, as well as access to the community pool, tennis, basketball, and pickleball courts.