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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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Guest favorite
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 home in Cutler Bay
4.98 out of 5 average rating, 249 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.

Superhost
The common area features a blue sectional sofa adorned with patterned cushions, paired with a wood dining table and chairs. A decorative wall shelf holds various items, while a mirror and wall art contribute to the space's modern country aesthetics. Natural light enters through the window with blinds.
Guesthouse in Homestead
4.85 out of 5 average rating, 110 reviews

Keys Porch Experience New and Beautiful Unit 1

Modern country decoration, separate bedroom, bathroom, fully equipped kitchen, common area with sofa bed, washer and dryer, patio with barbecue and seats for your enjoyment. Everything you need to feel at home! This convenient location is near to the beautiful Everglades and Biscayne National Parks ( The largest subtropical wilderness in the United Sates) and many great beaches and entertaining night life in the Florida Keys! Location is a perfect choice for those traveling to Miami or the Keys!

Top guest favorite
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, 322 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 favorite
A spacious outdoor area features a saltwater pool and a hot tub surrounded by lush tropical plants. A thatched tiki hut provides shaded seating, while a patio with lounge chairs is situated nearby. The home's façade is visible, highlighting large windows.
Home in Homestead
4.93 out of 5 average rating, 420 reviews

Private Paradise between Miami & the Keys

My 4/3 home is in the area known as the "Gateway to the Keys". Enjoy a comfortable stay for 10 people in 4 bed rooms. Great place for families & travelers. Very comfy home, & the back yard has the feel of a true tropical paradise. Good WIFI. NO ADDITIONAL GUESTS & NO DJs. NO PARTIES. I RESERVE THE RIGHT TO ENTER THE HOME IF I FEEL THERE IS AN UNAUTHORIZED PARTY/EVENT. FINES WILL BE APPLIED FOR NOISE VIOLATIONS. We do not allow parties. UNAUTHORIZED parties can/will result in a $500 fine.

Top guest favorite
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, 144 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 favorite
A charming bungalow is framed by lush greenery, with a pathway of stepping stones leading to the entrance. The sky is painted in hues of purple and orange, creating a serene atmosphere as the sun sets behind the trees.
Bungalow in Miami
4.99 out of 5 average rating, 105 reviews

@RedlandBungalow

Welcome to our newly built bungalow, nestled in the picturesque Redland, FL. This charming accommodation is perfectly situated within 10 miles of South Florida's most popular tourist attractions, ensuring a memorable stay for our guests. Explore the breathtaking natural beauty of the Everglades and encounter diverse wildlife in their natural habitat. Private entrance to the bungalow, you can bring your boat. Bungalow is located in an agricultural area.

Top guest favorite
A colorful hammock is suspended between two palm trees, inviting relaxation beside a sparkling pool. Lush tropical plants surround the outdoor area, creating a peaceful ambience. The inviting pool area is visible in the background, enhancing the serene outdoor setting.
Guest suite in Homestead
5 out of 5 average rating, 149 reviews

“Have Fun at Hacienda Paraíso” Suite 1 | pool |

Welcome to Room 1, the first addition at Hacienda Paraíso. This suite is conveniently located next to another Airbnb suite, providing flexibility for your stay. It features a private entrance, bathroom, kitchenette, and dining table, ensuring a comfortable and self-contained experience. Enjoy the convenience of hotel-like amenities paired with the added bonus of access to our stunning pool and lush yard, creating a truly relaxing retreat.

Guest favorite
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, 113 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 favorite
Guesthouse in Homestead
4.96 out of 5 average rating, 156 reviews

Villa Samsara - on a beautiful 5 acre farm

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

Top guest favorite
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, 179 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 favorite
Guest suite in Homestead
4.9 out of 5 average rating, 443 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 favorite
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
4.92 out of 5 average rating, 111 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

Quick stats about vacation rentals in Homestead

  • Total rentals

    220 properties

  • Nightly prices starting at

    G$4,183 GYD before taxes and fees

  • Total number of reviews

    8.6K reviews

  • Family-friendly rentals

    80 properties are a good fit for families

  • Pet-friendly rentals

    80 properties allow pets

  • Rentals with a pool

    60 properties have a pool

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 hotel rentals in Homestead?

    Experience the best of Homestead with our hotel rentals, starting at about $80 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.

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