Vacation rentals with a pool in Pinecrest

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, 235 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.

4.94 out of 5 average rating, 179 reviews

The outdoor pool area features a clear blue salt-water pool, surrounded by lounge chairs and shaded by umbrella canopies. A natural rock slide is integrated into the design, set against lush green foliage and palm trees in the background.

Apartment in Miami

Private 1/1 Apt w/Oasis Pool Patio Setting

Private apartment-1 bedroom w/king size bed, 1 full size bathroom, separate living and dining area. Fully equipped kitchen. Free parking, beautiful oasis setting with salt water pool, hot tub & patio. Gazebo w/fire pit, Bar-be-cue, 2 TV’s, free WiFi. This is NOT a party spot but a place to relax in the pool, hot tub or relaxing dinners at home after visiting Miami venues. Set in a quiet neighborhood, 2 miles from shopping & restaurants. This is your home away from home vacation spot!

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, 359 reviews

Charming house with private pool & large patio

This is the classic 1950’s Miami family home in the very well-known neighborhood of Westchester. Original terrazzo floors with modern, mid-century inspired decor. The best feature is the spacious and private backyard with pool an large tiki hut, bbq, and plenty of space to relax and enjoy the weather. The house is fully furnished and well equipped. Bedding and towels provided. Washer and dryer are conveniently located inside the house. Large parking space in a very quiet and charming street.

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

An outdoor space displays a modern pool alongside a relaxing jacuzzi. Brown lounge chairs are positioned around the area, set against a backdrop of lush greenery and palm trees. A dining area with wooden furniture is visible, contributing to the inviting atmosphere.

4.9 out of 5 average rating, 163 reviews

Miami Paradise Westchester * Heated Pool*

Enjoy this gem in the heart of Miami newly renovated home. This modern chic home is designed to accommodate 13 guest. Perfect for entertaining backyard equipped with a counter top bar, BBQ area, dinning room area and sofa. Layout in the Miami sun in a modern pool or choose nightlife chill in jacuzzi overlooking the stars. For our fishing lovers, this home provides a deck overlooking a lake. This home is close to all main highways, malls, Miami beach, FIU, Brickell, Wynwood, downtown Miami.

4.89 out of 5 average rating, 158 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, 335 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, 404 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

Apartment in Coconut Grove

A bright and spacious guest room features a comfortable king-size bed with soft linens. Large windows offer partial views of Biscayne Bay and the city. A small seating area with a chair is visible, along with a modern bedside table and natural light illuminating the space.

4.96 out of 5 average rating, 113 reviews

MVR Don-t Miss Out on This Luxury Suite

🌟 Welcome to Arya Hotel – Luxury That Feels Like Home 🌟 Seeking comfort, prime location, and top amenities? Located in Coconut Grove, Arya Hotel blends hotel luxury with home-like comfort. Enjoy partial views of Biscayne Bay, relax by the rooftop pool, and explore Miami's vibrant attractions. Whether you're here for business, relaxation, or adventure, every detail is designed to enhance your experience. Discover your perfect Miami escape at Arya Hotel.

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, 374 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.

4.95 out of 5 average rating, 654 reviews

An outdoor pool area features a curved pool surrounded by sun loungers and tropical palm trees. A spacious deck allows for relaxation, while the building's terrace provides additional outdoor seating. The clear blue water reflects the sunny sky, creating an inviting atmosphere.

Condo in Miami

Marriott Villas and Doral 2BD sleeps 8

Located in one of the most prestigious areas of Miami, Marriott's Villas at Doral are a tranquil hideaway; only 13 miles from the sizzling excitement of Miami Beach, yet a world away. Sharing the 650-acre lush landscape is the celebrated Trump National Doral Miami, a Trump-managed resort. There, you have access to four championship courses, a classic European spa, a water recreation playground and several restaurants.

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Popular amenities for Pinecrest 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, 161 reviews

Home in Miami Springs

Spanish House 3 Bedroom Pool House

MariamRating, 5 stars3 weeks ago

Loved staying here for a bachelorette party! The house was beautiful. We loved cooking breakfast there in the mornings, lounging by pool, and the large game room. The host has stocked the house with lots of small items that come in handy while traveling, like sunscreen, bug spray and kitchen goods. You are a little ways out from South Beach, so make sure to yourself plenty of transit time when planning excursions to that area (we encountered lots of traffic to & from), but that said you can't bet the space that you get here. The host is kind and responsive. Would definitely stay again!

The heated swimming pool is surrounded by lush tropical plants and palm trees, under a vibrant sunset sky. The pool's clear water reflects the colorful clouds, while the patio area is furnished for outdoor relaxation.

4.96 out of 5 average rating, 182 reviews

Kendall Keys Oasis w/ HEATED Pool Theater & Arcade

KwameRating, 5 stars2 weeks ago

Christopher was a great host, very responsive. Pictures of the home looked exactly the same, very calm and quiet neighborhood. I truly enjoyed my days living in the home with my friends. I would definitely boom again and highly recommend!

A spacious outdoor area highlights a large pool surrounded by a tiled deck. Lounge chairs are positioned near a blue umbrella, while a hammock is visible among lush greenery. Tropical trees and shrubs frame the setting, offering a sense of privacy.

4.89 out of 5 average rating, 228 reviews

Large heated Pool Home (Centrally Located)

LauraRating, 5 stars1 month ago

We had a wonderful stay while we celebrated our son's graduation. The home is perfectly set up for entertaining and relaxing. The pool is lovely and the patio has numerous sitting/relaxing areas for eating or visiting. There are also numerous ways to "play" from a pickleball court and basketball hoop to pool toys and a zip line! The kitchen is very well stocked with everything you might need, including many lovely serving pieces if you entertain. The hosts are responsive and lovely. Highly recommend!

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, 223 reviews

Beautiful Spacious 4 Bedroom Heated Pool

JoeyRating, 5 stars1 week ago

Everything was perfect. The house was just what we needed, and Franklin was a great host. Thanks for being awesome!

4.98 out of 5 average rating, 124 reviews

Encanto Family, cozy heated pool, center of Miami

MariRating, 5 stars1 month ago

The house was a cute comfortable place. Straight forward check-in and checkout. The host was very responsive. All I needed for my stay

A spacious outdoor area features a blue pool with a water slide, surrounded by a tan stone deck. A covered gazebo with an outdoor dining set is visible, providing seating for guests. Lush greenery frames the background, enhancing the private atmosphere.

4.9 out of 5 average rating, 117 reviews

Magnolia House Pool Slide/Gazebo/Built in BBQ

StephanieRating, 5 stars1 month ago

The host was very responsive and proactive about communication. We received check-in instructions in a timely manner, the home was clean and well-kept, and there were plenty of supplies in kitchen along with towels and bedding for other areas of the home. I especially appreciated that the host reached out when it was discovered that my friend's daughter left her iPad behind. This kind of integrity is very much appreciated. The only note I feel I must say is that the tiles by the pool area along with the posts where the pool fence get placed definitely need to be addressed (not the presence of the posts themselves, but the fact that some of them no longer had the protective covering on the top). I did mention this to the host, and she responded quickly and advised that they would be sure to have maintenance review the issue. I would recommend staying here, or at any properties managed by this host.

A vibrant outdoor basketball court is centered in the image, featuring a blue and orange court with a basketball hoop. Surrounding the court, green grass and a landscaped area with lounge chairs and stepping stones contribute to a lively outdoor atmosphere.

4.93 out of 5 average rating, 149 reviews

Heated Pool/Basketball Court/Ping Pong Table/Golf

AliciaRating, 5 stars2 months ago

Me and my family enjoyed our stay! The house was lovely and has plenty for you and your family to do, there will never be a dull moment for the kids. Next time I visit Miami I will be booking this home again!

An outdoor dining area features a wooden table with game pieces and seating. Beyond the table, a salt pool is visible, surrounded by lounge chairs and umbrellas under a clear blue sky. Ceiling fans are installed for airflow, enhancing the space's comfort.

4.9 out of 5 average rating, 169 reviews

Miami Palm House with HEATED POOL & BBQ/BAR

JacobRating, 5 stars1 week ago

Great responsive host!

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Condo rentals with a pool

4.9 out of 5 average rating, 173 reviews

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.

Condo in Miami

Feels Like Summer ~ Panoramic Water Views! 2BR

ThomasRating, 5 stars2 weeks ago

Wow! What a fabulous apartment! We had the most amazing stay to celebrate my birthday! This apartment had everything we needed, a home from home! Immaculate throughout and in such a central location with AMAZING views!! These hosts were fantastic! Thank you so much! If you’re looking to stay in Miami, this is the one to book!

4.86 out of 5 average rating, 155 reviews

A refreshing swimming pool is located on the outdoor deck, surrounded by lounge chairs and modern high-rise buildings. The clear blue sky is visible, with a few clouds adding to the serene atmosphere. The Bank of America building stands prominently in the background.

Condo in Brickell

Chic Studio 5 Icon Brickell Amazing View

JordanRating, 5 stars2 weeks ago

The place was amazing and much more spacious than the pictures showed. Amenities were 10/10!! Elevators were a bit slow but it was a lot of floors so I understand. Highly recommend

4.95 out of 5 average rating, 108 reviews

A well-maintained pool area is surrounded by tropical foliage, with clear blue water reflecting the sunny sky. Several lounge chairs are positioned around the pool, along with a shaded umbrella for relaxation. A fencing encloses the space, ensuring privacy.

Condo in Key Biscayne

Gorgeous Beachy Chic Condo in Key Biscayne

SandraRating, 5 stars1 month ago

Wonderful place to stay! Very walkable. Many amenities, great host

4.85 out of 5 average rating, 105 reviews

A serene pool area features a spacious swimming pool surrounded by palm trees and comfortable lounge chairs. Modern architectural elements are visible in the background, creating a vibrant and inviting atmosphere in the outdoor space.

Condo in Brickell

★King Suite★ Located at SLS LUX Brickell Building

AjRating, 5 stars2 weeks ago

We stay in Brickell most of the time. This was a good choice at the SLS LUX. Nice host and overall good and clean unit. We'll come back. Thank you.

4.95 out of 5 average rating, 119 reviews

A modern living area offers floor-to-ceiling windows with skyline views of Miami. White leather sofas are arranged around a glass coffee table, while a dining area with dark chairs is visible in the background. Bright natural light floods the space, accentuating the sleek design.

Condo in Brickell

Upper Penthouse Corner Unit 2B/2B | Icon Brickell

ShelleyRating, 5 stars1 month ago

The most beautiful spotless apartment. So clean and updated. Amazing location. Beautiful in every way.

4.93 out of 5 average rating, 104 reviews

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.

Condo in Miami

Luxury Miami Studio 3013 View, Pool, Gym Amenities

AdelaidaRating, 5 stars5 days ago

We had an amazing stay at Frank’s place! The home was spotless, beautifully decorated, and exactly as described. The location was perfect—close to everything yet peaceful and quiet at night. Frank was an excellent host: responsive, helpful, and made us feel very welcome. We would definitely stay here again and highly recommend it to anyone visiting the area. Thank you for a great experience!