Vacation rentals in Homestead

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Top-rated vacation rentals in Homestead

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

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Top guest favourite
An outdoor space is highlighted by a wooden picnic table and a cozy sofa underneath a large umbrella. String lights are illuminated above, creating a warm ambiance. Stepping stones set in dark rocks lead through the greenery, providing a tranquil setting for relaxation.
Villa in Homestead
4.99 out of 5 average rating, 158 reviews

The Pass Through - Brand New 2 | 1 Modern Villa

The Pass-Through is a cozy home located off of Florida’s Turnpike. Perfect if you’re looking for a pit stop when headed down to the Florida Keys or if you want to stay for a few days to explore Miami. Only a few minutes from Black Point Marina, where you can enjoy waterfront ambiance with outdoor seating, food, drinks, live band, and take your boat out for a ride to Biscayne Nat'l Park or Everglades Nat'l Park.Close to Florida’s Outlet Mall, authentic restaurants, wineries, freshfarms, and more.

Guest favourite
A modern living area is featured, showcasing a blue sectional sofa adorned with decorative pillows. A wooden coffee table is centered on a patterned rug. Wall art and decorative shelves add character, complemented by a dining area with a textured tablecloth and various plants strategically placed.
Guesthouse in Homestead
4.85 out of 5 average rating, 115 reviews

The Farm Keys experience New and adorable Unit 2

Kick back and relax in this stylish space. Modern country decoration, separate bedroom, bathroom, fully equipped kitchen, common area with sofa bed, washer and dryer, patio, barbecue and seats for your enjoy. Everything you need to feel at home!This convenient location is near to the Bay Side Parks, Everglades Park (The largest subtropical wilderness in the United States) many great beaches and entertaining night life in the Florida Keys!! Perfect choice for those traveling to Miami or the Keys!

Top guest favourite
A serene outdoor space includes a swimming pool surrounded by terracotta tiles and lush tropical vegetation. A tiki hut is positioned in the background, with an evening sky showcasing warm tones of orange and yellow. Soft furnishings and a relaxed seating area are visible nearby.
Tiny homes in Cutler Bay
4.98 out of 5 average rating, 255 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.

Top guest favourite
A spacious studio features a wooden sleigh bed complemented by two ceiling fans above. A small dining table is visible nearby, along with a wooden nightstand next to the bed. The elegant granite floor reflects the soft lighting from the simple wall fixtures.
Guest suite in Homestead
4.99 out of 5 average rating, 331 reviews

GATED king studio on 5 acres/22OV TESLA charging

Close to Everglades National Park, Biscayne National Park, FL Keys, located in the Redland tropical agricultural area. This is a gated property with secure parking for campers, boats, trailers, etc. The studio is totally renovated with the highest quality of materials. Fruit is available to guests when in season and there is usually something in season during the year. TESLA charging is available at parking area (guest must bring their TESLA charging cable). No children under 12 yrs. old.

Guest favourite
The entrance of the property is framed by mature palm trees and lush landscaping, showcasing vibrant greenery. A large half-circle driveway leads up to the house, highlighted by a smooth, paved surface. The warm-toned exterior of the home is visible, inviting guests into a tranquil setting.
Guest suite in Miami
4.91 out of 5 average rating, 421 reviews

Cozy Suite -Exterior Entrance, SelfCheckin

If you like Clean, New, Quiet and Great Hospitality, then this is the Perfect Room for you. We are conveniently located between Key Largo and Downtown Miami, in an upscale community. You’ll feel Safe and Welcome here! -GATEWAY to the Keys and Everglades -Private Entrance -Self Check-in -Free Parking -Fast WIFI -Bathroom with 2 sinks -SWIMMING POOL -Central A/C -HBO TV -Refrigerator -Ceiling Fan -Closet Space -Ceramic Tile Floors -Iron & Board -Towels & Bath essentials -Hair dryer

Top guest favourite
A modern two-story residence is shown, featuring a neutral façade of light and dark materials. Large windows are visible on the upper level, and a sleek garage door is positioned on the right. A minimalist landscape design includes young trees and a scooter parked on the driveway.
Guesthouse in Florida City
4.99 out of 5 average rating, 102 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)

Top guest favourite
A welcoming living area features a brown leather sofa paired with a round coffee table on a light rug. Wall art adorns the beige walls, and a ceiling fan provides airflow. A dining area is visible in the background, complemented by indoor plants.
Home in Homestead
4.93 out of 5 average rating, 150 reviews

CozyHome Near National Parks Between Miami & Keys

This cozy, family friendly, 3 bedroom 2 bathroom house 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 9 minute walk away, you can also enjoy movies, bowling and an arcade at Hooky Entertainment or the performance arts at the Historic Seminole Theatre.

Top guest favourite
A group of horses stands near a white fence under a colorful sunset. The scene captures a brown foal in the foreground, while three other horses, including a white one, are seen closer to the fence. The sky is painted with shades of orange and pink.
Barn in Homestead
4.9 out of 5 average rating, 211 reviews

The Glamping Barn - on a beautiful 5 acre farm!

When you come and stay with us, it’s a deeply immersive experience with our horses and chickens. 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.

Guest favourite
A charming two-story house is surrounded by tall palm trees, featuring a distinctive stone chimney and multiple windows. The exterior showcases a combination of wood and stone, with colorful potted plants at the entrance and a welcoming blue door.
Home in Homestead
4.95 out of 5 average rating, 115 reviews

Welcome to Waltonhurst

This unique 1913 home will make you smile. It has just been fully remodeled sparing no expense. It is a coral rock home with high ceilings and plenty of natural light that sits on a 5 acre avocado and mango grove with a lovely pool. Built by William Karl Walton, it neighbors the Historic Walton House. The home is splendid in its character and bears a rich history. The house accommodates a total of six guests.

Top guest favourite
A clear blue pool is framed by a protective screen enclosure, creating a serene swimming environment. Lush greenery surrounds the pool area, and a guesthouse is visible in the background, featuring a simple facade with a centrally located door.
Guesthouse in Homestead
4.97 out of 5 average rating, 181 reviews

Charming Private Pool house for two.

Charming private back pool house on a fenced property in a quiet neighborhood close to US 1, the Turnpike, the Keys, Nascar and the Homestead Speedway, and the Everglades. You are 15-20 minutes from the Speedway, 20 minutes from the Everglades, and 30 minutes from Key Largo. For guests wishing to stay a month or more, I would require you to provide a copy of your photo ID.

Guest favourite
Guest suite in Homestead
4.89 out of 5 average rating, 454 reviews

Tranquil Retreat with Vintage Charm

🌴 Retreat to a private guest suite in one of the area’s safest communities, just north of Key Largo. With a plush bed, upscale amenities, and a Smart TV, you’ll enjoy boutique comfort in a prime location—minutes from Everglades and Biscayne National Parks, and a short drive to Miami or the Florida Keys. Perfect for travelers who want both style and convenience. ✨ 💝

Guest favourite
A small outdoor seating area is presented, featuring two woven chairs with cushions arranged around a round table. Soft lighting from wall sconces enhances the ambiance, while the large window with horizontal slats provides views of the surroundings.
Home in Florida City
4.9 out of 5 average rating, 123 reviews

Private Cozy Studio Close to the Keys

There is NO cleaning fee and we are available 24/7 to cover all your needs. Peaceful and centrally-located place located to no more than 30 min to the Keys and to Brickel and all the turistic place in miami. This beatifull studio is part of a house but its completely independent of the house, you will enjoy your privacy and peace in this place.

Popular amenities for Homestead vacation rentals

When is the best time to visit Homestead?

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Frequently Asked Questions

  • Where should I stay in Homestead?

    Make yourself at home in Homestead by choosing from our most frequently booked neighborhoods. We have over 380 vacation rentals in Leisure City, and over 400 vacation rentals in Florida City.

  • Are there vacation rentals with a dedicated workspace in Homestead?

    Yes! Work meets play with ease at over 110 vacation rentals in Homestead featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Homestead?

    Four-legged friends are welcome in Homestead. Choose from more than 80 vacation rentals for guests traveling with pets.

  • Are there Homestead vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 60 vacation homes with pools in Homestead, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in guesthouse rentals in Homestead?

    Experience the best of Homestead with our guesthouse rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Homestead have wifi?

    Absolutely! We offer over 120 house rentals with wifi in Homestead. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Homestead have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Homestead. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Homestead have a gym?

    Absolutely! We offer over 10 house rentals with a gym in Homestead. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Homestead have self check-in?

    Absolutely! We offer over 10 house rentals with self check-in in Homestead. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Homestead?

    Homestead has more than 80 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about vacation rentals in Homestead

  • Total vacation rentals

    Explore 220 vacation rentals in Homestead

  • Nightly prices starting at

    Homestead vacation rentals start at $28 CAD per night before taxes and fees

  • Verified guest reviews

    Over 8,630 verified reviews to help you choose

  • Family-friendly vacation rentals

    80 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 80 rentals that welcome pets

  • Vacation rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wifi availability

    210 of Homestead vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym, and BBQ grill across Homestead rentals

  • 4.7 Average rating

    Homestead stays receive an average rating of 4.7 out of 5 from guests

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