Vacation rentals in Monroe County

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Monroe County

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

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Guest favorite

Guest suite in Homestead

4.91 out of 5 average rating, 358 reviews

Honeymoon Suite~full kitchen & free parking

🌴Come and relax in our clean and cozy private guest suite, nested within a beautiful and safe gated community. Located just north of Key Largo, near Everglades National Park and Biscayne National Park. Whether you plan on exploring the fun city of Miami or enjoy the gorgeous Florida Keys, you will be in a great central location! Our guest suite has a luxurious and comfortable bed, high end amenities and a Smart TV. Everything you need to unwind, relax and recharge after a fun day of exploring! 😴

Guest favorite

Tiny home in Cutler Bay

4.98 out of 5 average rating, 189 reviews

Quiet tropical Oasis setting with 1 bed and 1 bath

Tropical oasis centrally located between Miami Beach and Key Largo. Although you may never want to leave. The cozy casita with private bath and balcony is tucked away, surrounded by lush vegetation and sounds of the waterfall. Take a dip in the pool or grotto, relax with an afternoon cocktail under the tiki hut, or snooze in the hammock. During those cooler months soak in the hot tub. We have bikes available to cruise the miles of nearby paths stretching from Coconut Grove to Black Point Marina.

Guest favorite

Cottage in Homestead

4.92 out of 5 average rating, 405 reviews

Redlands Bungalow

Newly remodeled guest house on 2 acres estate. Private entrance, yard with privacy fence and patio with gas grill and dining, all detached from main house. 10 mins walk to RF Orchids. 15 mins drive to Everglades or Biscayne Ntl Parks, 40 mins to the Keys and 45 mins to Miami and the beaches. Featuring 2 bdrms with superior quality mattress and TVs, Netflix included. New bathroom, washer/ dryer.The kitchen is equipped with a cook top, NO OVEN, microwave, dishwasher and a full size refrigerator

Guest favorite

Guest suite in Marathon

4.98 out of 5 average rating, 193 reviews

Casa Mariposa: Easy walk to Sombrero Beach

***SUMMER SALE*** Book your relaxing getaway now at Casa Mariposa in the heart of the Florida Keys! See why we were rated by Forbes the #1 Airbnb for couples south of Orlando for 2024 and a top 10 Airbnb in Florida. Step from your private suite to our 50' chilled lap pool surrounded with swaying palm trees and tropical foliage, large coral stone patio, and extensive tropical gardens. Avoid beach parking fees at beautiful Sombrero Beach with a short stroll from your suite at Casa Mariposa!

Guest favorite

Farm stay in Homestead

4.95 out of 5 average rating, 196 reviews

Beautiful getaway in the heart of the Redlands

Come and enjoy the tranquility of the agricultural Redlands, FL. located just minutes away from everything. Your relaxing oasis is located on a 5 acre tropical fruit farm, with over 10 different varieties of tropical and exotic fruit trees. During your stay you will be able to sample some of the exotic fruits that are in season such as longan, lychee, sugar apples, starfruit, watercoconuts, and avocados just to name a few . So come and Forget your worries in this spacious and serene space.

Guest favorite

Vacation home in Homestead

4.9 out of 5 average rating, 154 reviews

Beautiful Cozy Apartment.

Bring the whole family to this great place with lots of room for fun. Located in Homestead, you are in the central location for outlets, The Florida Keys and Miami. 2 floor apartment with the main bedroom on the second floor. Also located on the second floor is the bathroom and shower. All Televisions are brand new smart Tv's. They include Hulu, Netflix, HBO and Paramount for free. Avocado Villas is a quiet neighborhood, and the house is surrounded with security cameras for your protection.

Guest favorite

Cottage in Little Torch Key

4.9 out of 5 average rating, 155 reviews

Waterfront Cozy Cottage with Boat Ramp & Dock!

Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with 250 foot dock, ramp, and basin for your boat. It's a must-see rustic outdoor environment and fishery experience, very typical in the Keys! The property lot is almost an acre with a work section and still very spacious. 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 dock and enjoy the underwater scenery!

Guest favorite

Guesthouse in Key West

4.94 out of 5 average rating, 557 reviews

Old Town - Room Opens to Pool and Garden

Located in the heart of Old Town, we are three blocks from Duval Street, a 10-minute walk to Higgs Beach, and around the corner from the best, least-expensive meal in town--El Siboney Cuban Restaurant. We suggest bicycling around Key West. Rentals from We-Cycle Bike Shop can be delivered to our door. Two blocks away, The Duval Loop offers free air-conditioned bus service 7 a.m. until midnight. We also offer a link with recommendations for excursions, tours, & restaurants.

Guest favorite

Guest suite in Miami

4.98 out of 5 average rating, 120 reviews

Peaceful & Private Miami Getaway

Escape to tranquility at our lovely Miami space. Our private space offers a serene 1 bed / 1 bath haven. Immerse yourself in a peaceful retreat adorned with modern comfort. Our kitchen invites culinary adventures, while our cozy bedroom assures restful nights. Relax in the tastefully furnished living area, complete with a TV for entertainment & a dining table meant to share moments between all guests. With a great location close to city attractions, we have the space for you!

Guest favorite

Home in Marathon

4.94 out of 5 average rating, 157 reviews

Oceanfront Tiny Villa in the Heart of the FL Keys

Welcome to your happy place in the beautiful Florida Keys! Our oceanfront villa is located on Duck Key right outside of Marathon and next to the world famous Hawks Cay Resort. Halfway between Key Largo and Key West, it’s the perfect location to explore all our island paradise has to offer. Enjoy world class fishing, diving and snorkeling or kick back with a cold beverage and enjoy a stunning sunset on one of our covered porches. And always remember…it’s 5 o’clock somewhere!!

Superhost

Villa in Marathon

4.91 out of 5 average rating, 222 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!

Superhost

Rental unit in Key West

4.87 out of 5 average rating, 1,147 reviews

At Mine | Key West Suite steps from Duval Street

Beautifully renovated boutique hotel suite steps from Duval Street. This property is situated on a quiet street and offers a private pool and peaceful accommodation for vacationers and business travelers. The unit features a comfortable Queen-sized bed, Mini Fridge, a microwave, Iron and iron board, hangers, TV, and AC. Indulge in Key West's warm weather year-round. This special place is close to everything, making it easy to plan your visit.