Vacation rentals with a pool in Homestead

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Homestead

Total vacation rentals
Explore 60 vacation rentals in Homestead
Nightly prices starting at
Homestead vacation rentals start at €35 per night before taxes and fees
Verified guest reviews
Over 1,570 verified reviews to help you choose
Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 20 rentals that welcome pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wi-Fi availability
50 of Homestead vacation rentals include wi-fi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Homestead rentals
4.6 Average rating
Homestead stays receive an average rating of 4.6 out of 5 from guests

Top-rated rentals with a pool in Homestead

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Naranja

Resort Style Pool House 5 Bed Mini-Golf Pool Table

Breathtaking Design: The entire private Home is equipped for up to 10 persons. It has 4 bedrooms, 5 beds, 4 bathrooms, and plenty of open natural lighting. Entertainment and family fun are guaranteed with access to a Gorgeous oversized Pool, Huge Backyard, Casino, Retro Games & Mini Golf Course Enjoy this home with its unique style and atmosphere for unforgettable vacations with your family. Ideal for large groups of friends & family looking for an excellent location without breaking the bank.

ValueFamilyQuiet

4.8 out of 5 average rating, 173 reviews

Top guest favorite

Home in Homestead

10 PPL Private Farm Retreat Pool Games & Near Keys

Welcome to Martha’s Village your private Homestead getaway! 🌴 Enjoy a spacious 3,500 sq. ft. single-story home designed for relaxing, entertaining and making memories with family and friends. ✨ What you’ll love: Fully equipped kitchen Private pool Spacious wrap-around outdoor patio Mini golf, ping-pong & billiards Charcoal BBQ Fire pit & outdoor areas Beautiful mural & photo spots Workspace Free on-site parking Small gatherings may be permitted with additional fees. Red Chevy not available

ValueFamilyDecor

4.98 out of 5 average rating, 118 reviews

Guest favorite

The outdoor space features a tropical-inspired saltwater pool with a unique shape, surrounded by natural stone decking. A thatched-roof tiki hut is visible nearby, along with a dining table and lounge chairs, creating an inviting area for relaxation and leisure.

Home in Homestead

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.

FamilyValueWifi

4.93 out of 5 average rating, 456 reviews

Superhost

An outdoor patio area features comfortable seating arrangements under a shaded pergola, overlooking a large swimming pool. The vibrant green lawn is bordered by palm trees, while the sunset colors softly illuminate the sky in the background.

Villa in Miami

NEW! "Villa Paradise" ~ Lux Gem ~ Pool ~ Game Room

Bring your family to the luxurious 3BR 2Bath Villa Paradise in the tranquil and friendly neighborhood in southern Miami, FL. Visit the exciting attractions, natural landmarks, restaurants, shops, and much more, and then retreat to the lavish oasis that will leave you in awe with its stylish design, private backyard, and rich amenity list. ✔ 3 Comfortable BRs ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Heated Pool ✔ Game Room ✔ Smart TVs ✔ Smart House ✔ High-Speed Wi-Fi ✔ Free Parking

ValueLocationBathroom

4.84 out of 5 average rating, 197 reviews

Guest favorite

Home in Miami

Oasis & Art, Heated Pool, Beach & Mini Golf.

House in Miami, Sleeps 12 Heated Pool/Mini Golf/Kids Playground/BBQ/Cornhole game/Small beach/mini football Ned/Hammocks. Peace, nature, fun and more you will find in our house. The house is decorated with unique original art. Don't miss out on this newly remodeled cozy home, an ideal retreat for a peaceful and rejuvenating vacation. With a spacious living room, dining area, and a fully equipped kitchen, this house has everything you need. Nestled in a secure and tranquil neighborhood.

FamilyValueDecor

4.98 out of 5 average rating, 116 reviews

Guest favorite

Guesthouse in Homestead

Modern Casita w/ Pool | Explore Everglades & Keys

✨ALL-INCLUSIVE PRICE! Rate includes cleaning & Airbnb fees—no hidden charges. Relax with the whole family at this peaceful, private Modern Casita guest house. Near Everglades National Park & Gateway to the Florida Keys. In the city of Homestead. The Modern Casita features an open-concept studio layout with two queen beds, a living area, kitchenette, and a private full bathroom, plus access to the pool and hot tub. (Pool not heated. Hot tub heating available for an additional daily fee.)

FamilyLocationBackyard

4.95 out of 5 average rating, 106 reviews

Superhost

A serene pool area is framed by lush greenery and palm trees, with a softly shaped pool surrounded by a light-colored stone deck. The outdoor seating area features a table and chairs, offering a perfect spot for relaxation.

Villa in Miami

Tropical MIAMI Oasis BBQ/ Pool/Games and More

Kick back and relax in this calm, stylish space. This elegant home will leave you speechless from the moment you walk in. Enjoy breeze and sun from your private Pool . Close to nearby Restaurants Metro Zoo Miami 2.2 miles away Bayside market place mall 19 miles away . Little Havana visitor center 17 miles Versailles Cuban cuisine 15 miles away Lincoln road mall 22 miles away Everglades national park 34 miles away Miami international airport 16 miles away . South beach 22 miles away

ValueLocationComfort

4.83 out of 5 average rating, 106 reviews

Guest favorite

A private pool area features a rectangular water space surrounded by lounge chairs and large umbrellas. Lush greenery encloses the yard, while playground equipment is visible in the background. The sky displays a colorful sunset, adding a serene ambiance to the setting.

Home in Homestead

Welcome to Serenity Luxury Villa! - Private Pool & Patio - Playground, BBQ, Fire pit & Outside furniture - 10 min to Redlands Golf Club - 20 min to Homestead Miami Speedway - Farm attractions nearby - 13 PPL (1 KING, 2 QUEEN, 2 full, 3 twin) - WIFI & Dedicated work space - Fully equipped kitchen - Free parking - Safe neighborhood - Washer & Dryer - Kids friendly & Crib included - Beach towels - Self check in & Hosts available 24/7 Text us any questions! We would love to host you!

FamilyLocationBathroom

4.96 out of 5 average rating, 105 reviews

Superhost

Home in Cutler Bay

South Miami Gem • Mini Golf, Pool table • Pool_BBQ

Discover the pinnacle of modern living in this newly remodeled 7-bedroom, 4-bath masterpiece. With sleek architecture and designer touches, this South Miami retreat offers a private heated pool and resort-style amenities for a truly unforgettable stay. Perfectly situated near stunning beaches, the Miami Zoo, Southland Mall, and top attractions, it’s your gateway to the best of South Florida. Experience unmatched comfort and sophistication—this one-of-a-kind home awaits you!

FamilyLocationBackyard

4.85 out of 5 average rating, 163 reviews

Top guest favorite

A spacious pool area is surrounded by vibrant greenery and palm trees. Seating arrangements with cushions are positioned near the water, complemented by a shaded area under an umbrella. The pool features a rock formation and is accented by colorful lounge chairs.

Home in Kendall

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.

ValueLocationLaundry

4.97 out of 5 average rating, 430 reviews

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

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.

ValueFamilyOutdoor spaces

4.94 out of 5 average rating, 126 reviews

Top guest favorite

Guest suite in Homestead

Hacienda Paraíso | Private Queen Suite |

Welcome to the original suite at Hacienda Paraíso! This cozy private retreat features a queen bed, private bathroom, kitchenette and separate exterior entrance. Step outside and enjoy our beautiful one-acre tropical property and shared pool. Hacienda Paraíso is home to five independent Airbnb stays, making it a unique place to relax, explore South Florida and experience the peaceful Miami Redlands.

FamilyLocationIndoor spaces

5.0 out of 5 average rating, 222 reviews