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, 192 reviews

The exterior of a private guesthouse is showcased, surrounded by lush greenery and tropical plants. Screened windows provide a view of the outdoors while offering a sense of openness. The building is designed with a light-colored façade, blending harmoniously with the natural setting.

Guesthouse in Miami

Cozy private guest studio

Welcome! This is a private guesthouse located in a quiet neighborhood. Accommodations are with a private entrance and parking space to make you feel at home. We are located near a major expressway. We have a pool; The POOL is a SWIM AT YOUR OWN RISK. It is shared with Owner. Enjoy a smoke free cottage. Ashtrays are provided outside for those guest that do smoke. We provide a queen size bed and a couch/bed. This space is perfect and comfortable for two guest.Please NO children and NO animals.

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.

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, 112 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, 653 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, 160 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!

4.96 out of 5 average rating, 73 reviews

Family retreat oasis, heated pool, jacuzzi & grill

AmariRating, 5 stars2 days ago

this Airbnb was perfecttt, the aesthetics of the home was beautiful And the host was very accommodating and responsive . Definitely recommend this Airbnb if in the Miami 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, 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!

A bright outdoor area features a refreshing swimming pool that is complemented by a spa, surrounded by lounge chairs. A patio with a dining set is visible, and landscaping includes manicured grass and palm trees, creating a relaxed environment for family gatherings.

4.89 out of 5 average rating, 27 reviews

Miami Fun House with Pool

YvesRating, 5 stars3 weeks ago

Erika is an amazing host, responds promptly to any inquiry. Swimming pool was my thing, thank you so much. I will definitely go there again and strongly recommend this place to anyone visiting the area.

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.

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!

4.88 out of 5 average rating, 155 reviews

A private pool area is surrounded by a spacious patio featuring turquoise lounge chairs beneath matching umbrellas. Lush greenery and palm trees can be seen in the background, while a light-colored house with large windows complements the serene setting.

Home in Flagami

Heated pool home only 7 miles from MIA Airport

GazalRating, 5 stars2 weeks ago

The house was clean and beautiful. Multiple amenities were provided and great location as well! Would highly recommend!

Two lightly dusted croissants are placed on white plates, resting on a weathered wooden table. The serene pool in the background sparkles under sunlight, surrounded by lush greenery and vibrant tropical plants.

4.97 out of 5 average rating, 76 reviews

South Miami/Coral Gables House with Exclusive Pool

RolandRating, 5 stars2 weeks ago

We fell in love with the place. The yard and the entire environment were so beautiful and peaceful, filled with lush greenery. We thoroughly enjoyed our stay, and Brian was always responsive to our messages. We highly recommend him as a host and his property. Thank you for allowing us to stay.

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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 Downtown 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!

4.77 out of 5 average rating, 364 reviews

An expansive rooftop pool area is visible, surrounded by lounge chairs and umbrellas. The vibrant blue water sparkles under sunlight. A scenic view of the marina and lush greenery is captured in the background, complementing the inviting atmosphere of the shared space.

Condo in Coconut Grove

Balcony Ocean View ! Pool - WiFi - Gym - Parking

MyrnaRating, 5 stars2 weeks ago

Really great place, clean, comfortable. Marie always answered my questions.

Condo in Brickell Business District

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.

4.86 out of 5 average rating, 155 reviews

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

4.94 out of 5 average rating, 141 reviews

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.

Condo in Downtown Miami

Modern DT Studio | Near Port Miami + Free Parking

SerenaRating, 5 stars2 weeks ago

Juan was such an amazing and attentive host! It’s my first time in Miami and Juan’s place was just perfect. I will be definitely rebook this place. Thank you again Juan, my friends and I had an amazing time!

Condo in Brickell Village

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.

4.85 out of 5 average rating, 105 reviews

★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.

Condo in Brickell Business District

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.

4.95 out of 5 average rating, 119 reviews

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.