Vacation rentals with a pool in Homestead

4.97 out of 5 average rating, 131 reviews

A refreshing outdoor pool is framed by palm trees and a surrounding patio of laid stones. Two loungers are positioned partially submerged in the water, complemented by a large umbrella for shade. The clear sky is visible above.

Home in Cutler Bay

King Bed Home by the Bay FAST WI-FI & Coffee

Whether you are visiting the Florida Keys, the beaches of Miami, or looking for a comfortable staycation, discover what South Florida has to offer while feeling at home. You'll be located near Southland Mall, The Falls Shopping Center, Black Point Marina, Miami Metro Zoo, Deering Estates, the Dennis C. Moss Arts Center and more! ❧ 48 minutes from the Florida Keys. ❧ 37 minutes from Miami Beach. ❧ 33 minutes from the Everglades. Message us about long stay, military, & first responder discounts.

4.97 out of 5 average rating, 234 reviews

A clear blue pool is surrounded by terracotta tiles, featuring two large umbrellas providing shade over white lounge chairs. The pool's inviting water reflects the greenery from nearby trees and allows for relaxation in a tropical setting.

Tiny home in Cutler Bay

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.

4.9 out of 5 average rating, 375 reviews

A spacious driveway curves past vibrant tropical plants and palm trees leading to a welcoming entrance of the property. The house features a warm orange exterior with decorative elements and a large garage door, complementing the lush landscaping.

Guest suite in Miami

Guest Suite-Exterior Entrance, SelfCheckin.

If you like Clean, New, Quiet and Great Hospitality, then this is the Perfect Place 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 -Swimming Pool -Central A/C -Ceiling fan -Kitchenette -Refrigerator -Microwave -Coffee maker -Netflix-HBO TV -Ceramic Tile Floors -Full Closet -Towels/Bath essentials -Iron & Board

4.93 out of 5 average rating, 402 reviews

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

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 My cleaning crew & I work very hard to keep it clean and sterile due to COVID. 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.

An inviting outdoor space features a heated pool surrounded by a patio with lounge chairs. A covered area offers seating options and is adorned with greenery. The tranquil atmosphere is enhanced by string lights overhead, creating a relaxing setting for gatherings.

4.92 out of 5 average rating, 133 reviews

2K beds, Fire Pit,spa shwr, otdr ktch by Hwy exit

Fire pit Heated Pool. Surround sound systems. Creative spaces with wall murals. Front gate, pvt prkng. Fiber optic WI-FI. Indoor and outdoors kitchens-Stainless steel appliances. Self check in. 4/2 w/smart TVs in all bdrs: 2 kings, queen & 2 double beds. Master bath w/spa like shower. Crib, playpen, highchair, indoor gate and infant car seat provided. Quiet established neighborhood. Starter kit of dishwasher detergent, trash bags, toilet paper, paper towel. Laundry detergent not provided

4.89 out of 5 average rating, 151 reviews

A private backyard features a heated swimming pool surrounded by a concrete patio, with comfortable lounge seating on one side. Colorful pool floaties rest on the water, while lush greenery and palm trees line the perimeter, enhancing the outdoor oasis.

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

Superhost

A serene outdoor space features a contemporary pool with a waterfall, surrounded by lush greenery. Colorful lights reflect in the water as evening descends. Comfortable lounge chairs are positioned beside the pool, creating a relaxing area for gatherings.

Villa in Coral Way

4.89 out of 5 average rating, 157 reviews

Modern Casa Alegre 2bed/2bath with Pool

Have fun with the whole family and Friends at this stylish Luxury pool Home. Relax under the covered patio or cook all you want on the grill enjoying the view of a nice yard. Parking inside (2) and street. The home is centrally located near popular tourist destinations. Coconut Grove is about 5 min drive, calle ocho (8th street) is 5 min drive, Key Biscayne island (Beaches) is 10 min, Brickell and downtown is 10 min, South beach is about 20 min drive and the airport about 15 min drive.

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.

4.99 out of 5 average rating, 333 reviews

Sanctuary Salt water heated pool BBQ Grill Oasis

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

A spacious two-story house with a fenced pool area is surrounded by lush green grass. Tall palm trees are visible in the background, and natural light illuminates the exterior, highlighting the inviting atmosphere of the backyard.

4.97 out of 5 average rating, 222 reviews

Beautiful Spacious 4 Bedroom Heated Pool

Bring your friends and family to this great place with lots of room for fun. Conveniently located near some of south Florida's best attractions, we welcome you and your folks to relax, cook, and swim surrounded by fruit trees and green grass, you would never guess that you are just minutes away from the highway. 🎁🎈The property accept events kids and family but please notify before booking🥳🎊 under House Rules no wild parties. hablamos español! Escríbanos para más información!

An outdoor area features a saltwater pool and a hot tub surrounding by lounge chairs. Colorful pool floats, including a unicorn and a mermaid, are visible. The scenic sky is highlighted with warm hues as evening approaches, enhancing the relaxing atmosphere.

4.98 out of 5 average rating, 161 reviews

Bold Elegance: 5BR w/ Pool, Wine & Designer Style

Vibrant style and captivating design define every corner of this elegant home. White floors and walls, glass doors, and wooden tables contrast beautifully with colorful seating in the living and dining spaces. In the fully equipped chef-style kitchen, a complimentary bottle of wine elevates hospitality to an art form. This exceptional rental is truly unique, ideal for an inspiring getaway or corporate retreat. The neighborhood offers both safety and serenity.

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.

4.97 out of 5 average rating, 373 reviews

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.