Homestead vacation rentals

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Top-rated vacation rentals in Homestead

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

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Guest favorite

Guest suite in Homestead

4.9 out of 5 average rating, 310 reviews

Honeymoon Suite~Beach essentials & 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! 😴

Nov 21 – 28

G$21,441 GYD per night

Guest favorite

Guest suite in Homestead

4.93 out of 5 average rating, 412 reviews

Full Private Cozy Studio/ Loaded with Amenities

Cozy Private Studio Completely Independent From House. New Comfortable Queen Size Foam Mattress. A small Kitchen Area with an dining counter top. Has Microwave, Hot Plate, Toaster oven, Toaster, K-cup Coffee maker, Pots and pans, Utensils and Fridge/Freezer. With Coffee's Hot Chocolate, ETC.. "Full Cable with Premium Channel & Netflix ", "High Speed Internet" Blue ray/DVD Player and Bluetooth CD Stereo Radio. Private Shower and an Outside Private Patio Area. Home Away from Home! Read Our Reviews

Jul 21 – 28

G$13,386 GYD per night

Guest favorite

Tiny home in Cutler Bay

4.99 out of 5 average rating, 159 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.

Sep 3 – 10

G$30,276 GYD per night

Guest favorite

Home in Homestead

4.92 out of 5 average rating, 102 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.

Jul 13 – 20

G$29,535 GYD per night

Guest favorite

Bungalow in Homestead

4.92 out of 5 average rating, 375 reviews

Redlands Bungalow

Newly remodeled bungalow 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.

Oct 15 – 22

G$28,337 GYD per night

Guest favorite

Farm stay in Homestead

4.95 out of 5 average rating, 158 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.

Apr 28 – May 5

G$32,403 GYD per night

Guest favorite

Vacation home in Homestead

4.9 out of 5 average rating, 126 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.

Mar 14 – 21

G$24,077 GYD per night

Guest favorite

Guest suite in Miami

4.98 out of 5 average rating, 121 reviews

Modern Guest Suite with Private Outdoor Area!

Welcome Home! This private 1/1 unit is located in a quiet residential neighborhood. Accommodations include private entrance and 2 parking spaces. You will be able to sit back and relax in this calm and stylish space. We are centrally located near major expressways, casinos, airports, Miami Beach, Wynwood, the FL Keys, Cosmetic surgery Centers, and shopping centers. We can pick you up at the airport per request and availability. Great place for the family, friends, travel nurses or Dolls!

Apr 23 – 30

G$21,003 GYD per night

Guest favorite

Guest suite in Princeton

4.96 out of 5 average rating, 355 reviews

★OUR HOUSE ANNEX★ Homey~Clean~Trendy~5*hosting

Trendy 1 bedroom, living room and bathroom apartment attached to our house. Has separate entrance with key pad, kitchen & cozy patio area in a peaceful residential neighborhood right off the Florida turnpike exit 9 close to Florida Keys & Everglades. Being a family ourselves we understand it might be easier to stay at a comfort of a home vs hotel, but also potential for noise with our lively 11 year old son. We are available to offer tips on local shopping, activities, beaches etc.

Jan 11 – 18

G$21,145 GYD per night

Guest favorite

Guest suite in Miami

4.9 out of 5 average rating, 357 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

Jul 16 – 23

G$17,028 GYD per night

Guest favorite

Home in Homestead

4.91 out of 5 average rating, 101 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$31,500 GYD per night

Guest favorite

Guest suite in Homestead

4.99 out of 5 average rating, 250 reviews

beautiful private king studio on nearly 5 acres

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.

Jul 5 – 12

G$17,829 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Homestead vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Homestead's top sights

Florida Keys Outlet Marketplace81 locals recommend

Homestead-Miami Speedway96 locals recommend

Robert Is Here Fruit Stand125 locals recommend

Walmart Supercenter36 locals recommend

Cracker Barrel Old Country Store14 locals recommend

Golden Corral Buffet & Grill7 locals recommend

Other great vacation rentals in Homestead

Guest favorite

Apartment in Homestead

4.82 out of 5 average rating, 121 reviews

Historical property 30min from beautiful KEY LARGO

Dec 16 – 23

G$17,075 GYD per night

Guest favorite

Condo in Palmetto Bay

4.89 out of 5 average rating, 198 reviews

Bright Modern Studio Apartment

Jun 21 – 28

G$23,845 GYD per night

Guest favorite

Townhouse in Princeton

4.88 out of 5 average rating, 145 reviews

South Florida Vacation Townhome! 3/2.5, Sleeps 6

Jul 23 – 30

G$33,429 GYD per night

Guest favorite

Guesthouse in Homestead

5.0 out of 5 average rating, 111 reviews

Guest house with pool and private hot tub

Aug 13 – 20

G$43,895 GYD per night

Guest favorite

Home in Homestead

4.91 out of 5 average rating, 197 reviews

Boutique Style House, Golf BBQ Hot-Tub EV-Charger

Aug 14 – 21

G$40,512 GYD per night

Guest favorite

Apartment in Princeton

4.84 out of 5 average rating, 125 reviews

Retreat entire apartment (not shared)

Sep 10 – 17

G$17,406 GYD per night

Guest favorite

Farm stay in Homestead

4.92 out of 5 average rating, 156 reviews

Arritola B&B Ranch, is a unique farm experience!

Nov 30 – Dec 7

G$74,148 GYD per night

Guest favorite

Home in Homestead

4.93 out of 5 average rating, 358 reviews

Private Paradise between Miami & the Keys

Aug 27 – Sep 3

G$68,723 GYD per night

Show all

Other great vacation rentals in Homestead

Guest favorite

Guesthouse in Miami

4.93 out of 5 average rating, 41 reviews

Comfortarte

Dec 5 – 12

G$24,322 GYD per night

Guest favorite

Bungalow in Miami

4.97 out of 5 average rating, 35 reviews

@RedlandBungalow

Oct 14 – 21

G$29,999 GYD per night

Guest favorite

Guesthouse in Homestead

4.96 out of 5 average rating, 68 reviews

Hidden Cottage in the Redlands-New, midterm rental

Jan 21 – 28

G$34,680 GYD per night

Guest favorite

Apartment in Homestead

4.92 out of 5 average rating, 26 reviews

Paradise Apartment

Feb 21 – 28

G$21,180 GYD per night

Superhost

Home in Homestead

4.81 out of 5 average rating, 48 reviews

Cozy and charming Bungalow 1

Apr 27 – May 4

G$23,181 GYD per night

Guest favorite

Guest suite in Princeton

4.84 out of 5 average rating, 76 reviews

Modern Private Room (Not Shared )

Jul 7 – 14

G$12,629 GYD per night

Guest favorite

Cabin in Homestead

4.85 out of 5 average rating, 20 reviews

Impeccable all in one!

Oct 30 – Nov 6

G$26,112 GYD per night

Guest favorite

Guesthouse in Cutler Bay

4.93 out of 5 average rating, 41 reviews

Neighborly Nest

Jun 9 – 16

G$20,877 GYD per night

Show all

Quick stats about vacation rentals in Homestead

Total rentals
190 properties
Rentals with dedicated workspaces
100 properties have a dedicated workspace
Rentals with a pool
50 properties have a pool
Pet-friendly rentals
70 properties allow pets
Family-friendly rentals
80 properties are a good fit for families
Total number of reviews
7.8K reviews

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Homestead?
Yes! Work meets play with ease at over 100 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 70 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 50 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 house rentals in Homestead?
Experience the best of Homestead with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do guesthouse rentals in Homestead have wifi?
Absolutely! We offer over 10 guesthouse 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 20 house rentals with a bbq area in Homestead. Enjoy a tailored experience with all the comforts you desire.
Do hotel rentals in Homestead have a gym?
Absolutely! We offer over 10 hotel 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 20 house rentals with self check-in in Homestead. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Homestead?
Homestead has more than 60 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Homestead?
Enhance your stay in our House Rentals with the most popular amenities: over 100 homes with wifi, over 20 homes with a bbq area, over 20 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

Homestead vacation rentals

Top-rated vacation rentals in Homestead

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Homestead vacation rentals

Stay near Homestead's top sights

Other great vacation rentals in Homestead

Apartment in Homestead

Condo in Palmetto Bay

Townhouse in Princeton

Guesthouse in Homestead

Home in Homestead

Apartment in Princeton

Farm stay in Homestead

Home in Homestead

Other great vacation rentals in Homestead

Guesthouse in Miami

Bungalow in Miami

Guesthouse in Homestead

Apartment in Homestead

Home in Homestead

Guest suite in Princeton

Cabin in Homestead

Guesthouse in Cutler Bay

Quick stats about vacation rentals in Homestead

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Homestead?

Are there pet-friendly vacation rentals in Homestead?

Are there Homestead vacation rentals on Airbnb with pools?

How much does it cost to stay in house rentals in Homestead?

Do guesthouse rentals in Homestead have wifi?

Do house rentals in Homestead have a bbq area?

Do hotel rentals in Homestead have a gym?

Do house rentals in Homestead have self check-in?

Are there family-friendly house rentals in Homestead?

What are the most popular amenities for House Rentals in Homestead?

Destinations to explore