Vacation rentals with a pool in Homestead

Guesthouse in Fort Lauderdale

A private pool area is framed by lush palm trees, creating a serene outdoor oasis. The tranquil water reflects the surrounding greenery, while comfortable loungers invite relaxation. A dining set is visible on the patio, enhancing the inviting ambiance of the space along the New River.

4.92 out of 5 average rating, 108 reviews

Guest Suite - Private Pool! 15 Minutes to Beaches

Picture yourself relaxing at a PRIVATE pool not shared with other guests! Casita Del Rio, a stunning vacation rental on the New River in Ft. Lauderdale, FL! This private guest suite offers exclusive comfort with an upscale bathroom, refrigerator, microwave, and Keurig. The pool area is, exclusively yours, with loungers for basking in the sun. Book your unforgettable escape less than 20 minutes away from Ft. Lauderdale's stunning beaches, restaurants, and so much more. Questions? Message us :)

4.97 out of 5 average rating, 132 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, 236 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.

4.93 out of 5 average rating, 404 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, 134 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, 156 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

A large pool area is surrounded by lounge chairs and lush greenery. Towering residential buildings are visible in the background, with clear blue skies above. The pool invites guests for a refreshing swim, contributing to a relaxed atmosphere.

4.9 out of 5 average rating, 174 reviews

Feels Like Summer ~ Panoramic Water Views! 2BR

Bluewater Realty Miami welcomes you to The Grand, located in Downtown Miami on Biscayne Bay. Our 2 bedroom Feels Like Summer! is the ultimate retreat. Enjoy incredible panoramic water Biscayne Bay views that will leave you in awe. With South Miami Beach 3 miles away you can take in the sun of Miami Beach, while still feeling the energy of downtown Miami. It's the best of both worlds, giving you the ultimate Miami experience. Your Airbnb Superhosts, Rachel and Mia Bluewater Realty Miami

4.89 out of 5 average rating, 159 reviews

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

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, 337 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

4.91 out of 5 average rating, 407 reviews

The entrance of the property is framed by mature palm trees and lush landscaping, showcasing vibrant greenery. A large half-circle driveway leads up to the house, highlighted by a smooth, paved surface. The warm-toned exterior of the home is visible, inviting guests into a tranquil setting.

Guest suite in Miami

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

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, 224 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!

Aerial view of the expansive outdoor area featuring two large swimming pools flanked by neatly arranged lounge chairs. Lush greenery is interspersed throughout the space, with shaded areas and umbrella-covered seating providing comfort. The scene overlooks the water, enhancing the tranquil ambiance.

4.94 out of 5 average rating, 241 reviews

Water View 48th Floor • 2B/2B • FREE Parking •Pool

Experience 48th-floor luxury in this exquisitely designed two-bedroom suite, which offers breathtaking water views & complimentary access to the “The W Miami hotel” amenities. Enjoy Miami's largest swimming pool, spa facilities & other 5-star amenities. You'll also have access to a free parking space (across the street), normally priced at $60/day! Offering an unforgettable Miami experience in style, this suite is proudly hosted by SuCasa Vacay. Property Name: SuCasa Vista

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Popular amenities for Homestead rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.97 out of 5 average rating, 37 reviews

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

GeorgeRating, 5 stars2 weeks ago

We were here for a wedding, it was very convenient for our families. Great house and location for us . We spent the day at the Keys

A spacious outdoor area features a wooden table and chairs under a large tiki hut. The inviting pool is visible in the background, complemented by lounge chairs. Sunlight creates a bright atmosphere, enhancing the area’s relaxing vibe.

4.91 out of 5 average rating, 362 reviews

Charming house with private pool & large patio

LisaRating, 5 stars2 weeks ago

This place looked better in person. Than what’s on the website…… My family and I adored this home …. The host and his wife really out did my expectations. I’m coming back to Miami in October, my two sisters and I and I hope that I’m welcomed back . 🙏🏾🙏🏾🙏🏾🙏🏾🙏🏾

4.8 out of 5 average rating, 84 reviews

An outdoor area features a spacious saltwater pool surrounded by a clean, white deck. Two hammocks and lounge chairs are positioned alongside the pool, offering a place to relax. A well-maintained, fenced backyard enhances privacy, with grass bordering the pool area.

Home in Naranja

Resort Style Pool House Mini-Golf Game-Room Casino

SeanRating, 5 stars1 day ago

Great location for the price, lots of fun amenities. Would definitely stay here again if going to Miami or Key Largo.

The open-concept living space features a modern kitchen equipped with stainless steel appliances. A large island with seating for six is positioned next to a dining table. Comfortable seating arrangements are visible, complemented by neutral-toned decor and natural light flowing from nearby windows.

4.98 out of 5 average rating, 163 reviews

Bold Elegance: 5BR Pool Wine & Designer Style L36

BuildMeTechRating, 5 stars1 month ago

great communication. property looks like the pictures. had a minor difficulty with the pool: they sent someone out immediately to assist. I've stayed at 2 of there properties. no complaints.

4.98 out of 5 average rating, 60 reviews

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

ThaliaRating, 5 stars1 week ago

My family’s stay at Martha’s Village was outstanding and everyone enjoyed the property to the max. It is truly a wonderful place full of all you need to have a fun stay- everyone’s favorite was the huge outdoor space with pool table and the mini golf. Additionally, the inside of the house was beautifully decorated and extremely clean, fully equipped kitchen and great living space for a large group. We will definitely return and recommend to friends and family 🥰 The hosts are also wonderful, responsive and very helpful- great experience all around.

An aerial view showcases the house and its outdoor amenities, including a heated pool, mini golf area, and a small beach. Surrounding palm trees add greenery, while seating areas and a fire pit enhance the outdoor space, ideal for relaxation and activities.

4.96 out of 5 average rating, 48 reviews

Oasis & Art / Artificial Beach / Heated Pool / Mini Golf

LeslieRating, 5 stars2 days ago

Wonderful place to stay before we cruised. There was planet of room for all ten of us who stayed. Plenty of activities at the property! Clean! Just like what is described! Wonderful host. Very responsive. Would definitely stay again!

4.97 out of 5 average rating, 115 reviews

The outdoor area features a large swimming pool with an attached jacuzzi, surrounded by tropical landscaping. A patio area with lounge chairs is visible beside the pool, and the house's white exterior and covered porch blend harmoniously with the vibrant greenery.

Home in Biscayne Park

Miami Modern Luxury with Pool & Spa

SarahRating, 5 stars1 month ago

Pari’s home is even better than described! The backyard, pool and spa felt like our own private slice of paradise. Our hosts were immediately responsive to any questions we had, and even helped me troubleshoot my laptop’s configuration to join their network within a minute of me sending them a question. The house is wonderfully convenient to South Beach and all things east of its location. We stayed there for my daughter’s college graduation from University of Miami, and I have to admit we did not accurately understand how much traffic there can be at all times of the day getting from us to UoM! That just meant we had to adjust our schedules a bit, but everyone agreed there was place better to stay in Miami, and nowhere else we want to stay when we go back!

A modern swimming pool is surrounded by lush greenery and palm trees, offering a serene outdoor setting. The water appears clear, and a decorative sculpture is visible near the edge of the pool, adding an artistic touch to the landscape.

4.81 out of 5 average rating, 115 reviews

The New Miami Designer Cove

MattRating, 5 stars1 month ago

Great home in great neighborhood. I would definitely stay again.

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Condo rentals with a pool

Condo in Sunny Isles Beach

A sleek living area is highlighted by polished porcelain floors and reflective stretch ceilings. A grand piano adds elegance, while white sofas and a glass coffee table enhance the spaciousness. The open layout connects seamlessly to a modern kitchen in the background.

4.91 out of 5 average rating, 105 reviews

Luxury Beach & City View Condo 5 min walk to beach

KimRating, 5 stars2 weeks ago

I took my teenage girls here for our summer vacation. The location was perfect. The condo and pool was exactly as pictured. The beach is walking distance. My girls lived there lights (in their words “it was an entire vibe”). Joe and Cindy were super responsive to the questions I had. I highly recommend!!

Condo in Miami Design District

A comfortable seating area includes a twin-sized sofa bed, positioned beside a large wall art piece featuring circular designs. A work desk and smart TV are visible, complemented by floor-to-ceiling windows that open to a balcony, providing views of the surrounding cityscape.

4.88 out of 5 average rating, 117 reviews

Miami Design District Luxury Unit Stunning Views

RyanRating, 5 stars4 days ago

Nice unit with just enough space. nice view and amenities. Design district has,a lot to do and location makes Miami easy to navigate and get around. Well priced.

The outdoor pool area is surrounded by modern high-rise buildings, featuring a spacious swimming pool with a sleek, tiled deck. Lounge chairs line the poolside, and palm trees can be seen in the background, providing a touch of greenery to the urban setting.

4.94 out of 5 average rating, 143 reviews

Modern DT Studio | Near Port Miami + Free Parking

MiraRating, 5 stars1 day ago

Host was super helpful and communicative. Apartment was accurately described by the photos. Washer and dryer a huge plus! Convent location and great amenities. Would recommend.

A long, tranquil pool stretches through a landscaped area, surrounded by tall modern buildings. Lush greenery lines the poolside, and the shimmering water reflects the blue sky, creating a serene retreat for relaxation.

4.89 out of 5 average rating, 114 reviews

Stunning 2 bedroom+17 foot ceilings & heated pool

KyleRating, 5 stars2 weeks ago

Adam was a great host and the place was amazing. Very clean and just as described!

A spacious pool area is visible, featuring clear water surrounded by light-colored tiles. Lounge chairs are arranged along one side. Large windows allow natural light to fill the space, with potted plants positioned around the pool. The modern building stands in the background.

4.93 out of 5 average rating, 107 reviews

Luxury Miami Studio 3013 View, Pool, Gym Amenities

CalebRating, 5 stars1 week ago

While in my stay in the condominium it was nothing short of the photos on the listing. It was clean, well organized, and to top it all off has a great ocean view and of downtown Miami. Has many walkable locations and restaurants in the area as well. Also has great amenities like a gym, pool, and restaurant in the lobby. Would for sure stay here again and recommend it to others as well.

Two high-rise condominium buildings are depicted, showcasing modern architectural design with expansive glass balconies. The foreground contains landscaped greenery, enhancing the outdoor space. The perspective offers a view of the surrounding urban landscape, set against a clear blue sky.

4.77 out of 5 average rating, 213 reviews

BEAUTIFUL 2BD ★ OVERLOOKING THE OCEAN ★BRICKELL

KeithRating, 5 stars1 month ago

Great stay! Amazing views from the 38th floor! Definitely would stay here again! :)

A rooftop pool area is visible, featuring clear water and multiple lounge chairs positioned around it. The pool is surrounded by large windows offering expansive views of downtown Miami, with bright clouds reflecting in the water under a clear sky.

4.93 out of 5 average rating, 242 reviews

High Rise Condo w/Gym, Rooftop Pool & Bay View

YazeedRating, 5 stars4 days ago

I really liked this place. Check in was very easy. Don't hesitate to book it.

A serene view of the expansive pool area with two long swimming pools flanked by lounge chairs. Sunlight reflects off the water's surface, and skyscrapers rise in the background, creating a vibrant urban landscape beside the waterfront.