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 Game-Room

Breathtaking Design: The entire private Home is equipped for up to 10 persons. It has 4 bedrooms, 6 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.

4.8 out of 5 average rating, 169 reviews

Top guest favorite

A spacious living area is highlighted by a central chandelier and a modern fireplace. Light-colored sofas are arranged around a wooden coffee table, complemented by a cozy throw blanket. A large TV is mounted on the wall next to a decorative world map, enhancing the inviting atmosphere.

Home in Homestead

10 PPL Luxury Farm | 20 Min Keys | Games | Event

Welcome to Martha's Luxury Farm! Let us show you why you should book with us: - Events available - extra $ - Red chevy no available - 3500 ft2 ground floor house in Countryside Area - Ideal for Families and kids - Fully equipped kitchen - Huge Patio with fruit threes - Dedicated work space - FREE Onsite parking - Charcoal BBQ - Pool - Mini Golf -Mural for Ig Pics - Smart TV - Fast WIFI - Washer & Dryer - Fireplace decoration only - Chef Available extra $ - Games Area - Self check in -fire pit

4.98 out of 5 average rating, 117 reviews

Guest favorite

Home in Goulds

Cozy house

Welcome to Your Tranquil Getaway! Discover a serene escape at our unique and tranquil retreat, perfect for families and friends seeking relaxation and adventure. This beautifully designed property features a sparkling private pool, ideal for enjoying sunny days and creating lasting memories. Nestled in a prime location, you’re just minutes away from top attractions such as Monkey Jungle, the Miami Metro Zoo, Black Point Marina, and the Florida Keys. Explore nearby gems like Gilbert’s Resort.

4.94 out of 5 average rating, 127 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.

4.93 out of 5 average rating, 455 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.

4.98 out of 5 average rating, 111 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

4.83 out of 5 average rating, 104 reviews

Top guest favorite

A spacious backyard is showcased, featuring a clean saltwater pool surrounded by lounge chairs and tropical landscaping. A covered patio area is visible, with a stone countertop and decorative plants. The bright blue sky complements the serene outdoor setting.

Home in Fountainebleau

Miami Sanctuary | Heated Saltwater Pool & BBQ

Come and create unforgettable memories in this modernly designed single-family home with a spacious layout and a range of comfortable bedrooms. It features two king-size beds, one queen-size bed, and a twin fold-up bed, as well as an Italian queen-size sofa bed. The house is bathed in natural light and boasts modern amenities that cater to your convenience. Located in a prime location, this house is close to all the tourist areas!! The pool is salt water with heater, Also a grill area

5.0 out of 5 average rating, 486 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!

4.96 out of 5 average rating, 103 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!

4.85 out of 5 average rating, 163 reviews

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

“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.

5.0 out of 5 average rating, 219 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.

4.94 out of 5 average rating, 125 reviews

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

Charming Private Pool house for two.

Charming private efficiency cottage with pool access on a 2 acre 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.

4.96 out of 5 average rating, 198 reviews