House vacation rentals in Monroe County

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Top-rated house rentals in Monroe County

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

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Guest favorite

Home in Key West

4.94 out of 5 average rating, 272 reviews

Romantic Retreat - 2 person K Suite, Pvt deck/Spa!

Romantic Retreat is an Historic, free standing cottage which, in the 1800's, was the cistern for the Cigar Maker cottages here. It is decorated in a light Caribbean motif, efficiency kitchen (frig, microwave, hot plate) and a very airy bathroom with tub/shower. King memory foam bed and sleeps 2 persons only. 32” Smart TV (bring your Netflix, Amazon UN/PW's). Bose Bluetooth speaker, Amazon Alexa provided. A private adjacent deck with a 2 person Solana spa/seating. Also handicapped accessible.

Apr 2 – 9

G$118,201 GYD per night

Guest favorite

Home in Homestead

4.92 out of 5 average rating, 101 reviews

Cozy 2 bedroom home with free parking

Beautiful home away from home located in a quiet neighborhood. The home is split like a duplex. You will have the entire space to yourself as well as your own private entrance. Easily check in with self-check-in. There is a smart door lock. The property has 2 bedrooms and 1 bathroom. Comes stocked with a kitchenette and everything you’ll need for any home-cooked meals. A comfortable sectional that turns into a bed. The home is located 40 minutes from Miami and 20 minutes from the Florida Keys.

Jan 9 – 16

G$29,265 GYD per night

Guest favorite

Home in Key Largo

4.98 out of 5 average rating, 119 reviews

Waterfront Sunsets, Great Price, Relaxing Spot!!!

Beautiful Waterfront, Modern Coastal Décor, Spacious !! Enjoy your vacation in this beautiful recently renovated home. Views from almost every window and door of the harbor. Walk to many local restaurants and bars for fresh local seafood and a cold draft beer!! Enjoy the sunsets from your private porch. Easy access to Atlantic Ocean. We Do Not Allow Fishing on our Property! 28 day I am a licensed charter captain and offer discounts to guests! Fishing, Sandbar or a Sunset Cruise!!!

Aug 23 – 30

G$42,251 GYD per night

Guest favorite

Home in Miami

4.94 out of 5 average rating, 204 reviews

Private duplex in the center of Miami.

1 bed/1bath Duplex located in the heart of Miami. Outdoor space is communal with free street parking. 2 minute WALK to Magic City Casino, 5 minutes away from Miami international airport, 5 minutes from restaurants and nightlife in Coral Gables & calle ocho, 10 minutes from downtown Miami, bayside, etc. Perfect for anyone with long layover at Miami Int Airport, or awaiting a cruise departure from port of Miami (Port of Miami is 10 minutes away). FREE wifi & cable included during your stay.

Sep 8 – 15

G$18,499 GYD per night

Guest favorite

Home in Cudjoe Key

4.97 out of 5 average rating, 121 reviews

Cudjoe Key Home with a View

We are so excited to share our little piece of paradise with you! Our unit is located a short walk away from all the amenities the Venture Out community has to offer such as a pool, hot tub, lagoon, bocce ball, tennis courts, playground and boat marina. On the property we have a 2-person hybrid kayak for your enjoyment. We also provide table games (we love a game night) as well as the equipment to play bocce ball and darts which can be played in the recreation center.

Oct 7 – 14

G$76,030 GYD per night

Guest favorite

Home in Marathon

4.96 out of 5 average rating, 125 reviews

Oceanfront Tiny Villa in the Heart of the FL Keys

Welcome to your happy place in paradise! 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!!

Jul 28 – Aug 4

G$103,696 GYD per night

Guest favorite

Home in Homestead

4.91 out of 5 average rating, 100 reviews

Cozy 3 Bedroom House

This cozy, family friendly, 3 bedroom 2 bathroom home is located in Historic Downtown Homestead. It is in close proximity to two National Parks (Everglades & Biscayne) in addition to other local attractions such as the Florida Keys Outlet Mall, Homestead-Miami Speedway, Fruit and Spice Park, and more. In only an 8 minute walk away, you can also enjoy movies, bowling and an arcade at EVO Entertainment or the performance arts at the Historic Seminole Theatre.

Sep 10 – 17

G$31,539 GYD per night

Guest favorite

Home in Miami

4.96 out of 5 average rating, 319 reviews

The Miracle Cottage & Pool on Acre Miami Florida

Beautiful, brand new PRIVATE cottage on an acre property situated in million dollar neighborhood. Perfect place to relax and enjoy the Miami sun. This is a little piece of heaven in the heart of a magical city. Come & enjoy your best vacation. Charming , peaceful & comfortable . Cottage is a completely separate building from the main house. It’s 900 sf of living area. Cleaning & Decontamination as per CDC guidelines before every check in.

Apr 21 – 28

G$35,980 GYD per night

Guest favorite

Home in Miami

4.97 out of 5 average rating, 131 reviews

Feels just like home 🏠

You will feel at home because the studio has many amenities, easy to enter, total privacy located in one of the best areas of Miami. No traffic because it is a dead end street, very private but at the same time close to golf courses, tracks ice skating, parks, shopping centers and many restaurants of different cultures, near the Mikosukee casino resort, very close to Everglades safari park where you can enjoy a gator airboat tour

Mar 20 – 27

G$22,908 GYD per night

Guest favorite

Home in Cudjoe Key

4.92 out of 5 average rating, 142 reviews

Paradise and Cudjoe Bay

"This three-story home overlooks the Atlantic ocean in a gated community of only 10 other homes. Just south enough to enjoy the bluest water in the keys and only 20 minutes away from Key West! This pristine home sleeps 6 comfortably and makes a great destination to exploring all the wonders the FL Keys. Come enjoy the pool, fishing, boating, diving or just relax with the ocean breeze. This location has all the best of the Keys."

Jan 15 – 22

G$84,564 GYD per night

Guest favorite

Home in Key Largo

4.9 out of 5 average rating, 348 reviews

Your Keys Getaway!

Beautiful two bedrooms, 1 bath Keys Home fully renovated interior in a quiet residential neighborhood. Large breeze veranda for open air meals and relaxation. Large fence yard for sunbathing or playing around. Close to restaurants, shopping center, major hospital, beaches, parks and water sport activities. Perfectly located between Key Largo and Islamorada. Once you've been here you will want to come back.

Sep 28 – Oct 5

G$38,089 GYD per night

Guest favorite

Home in Marathon

4.97 out of 5 average rating, 117 reviews

Marathon one-level home on the Marina - with slip!

***New Listing! Recently renovated with all new furnishings and appliances*** Beautiful oasis in the heart of the Florida Keys, Marathon is a fisherman's paradise. Coral Lagoon is the perfect destination for a relaxing family getaway and this home is all new with stylish interior and unbeatable location.

Mar 23 – 30

G$133,761 GYD per night