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Vacation rentals with a pool in Pinecrest

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Pinecrest

  • Total vacation rentals

    Explore 50 vacation rentals in Pinecrest

  • Nightly prices starting at

    Pinecrest vacation rentals start at $56 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,610 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Pinecrest vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Pinecrest rentals

  • 4.8 Average rating

    Pinecrest stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated rentals with a pool in Pinecrest

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favourite
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.

4.95 out of 5 average rating, 178 reviews
Top guest favourite
A shared heated pool is surrounded by lush tropical landscaping, providing a serene atmosphere. A shaded pavilion equipped with seating and dining options is nearby, offering a spot for relaxation. The pool area features a concrete deck and two lounge chairs for sunbathing.
Cottage in South Miami

Cottage-Private Gated Estate w/heated Pool Near UM

A peaceful & secure place. Perfect for a peaceful getaway, artist/writer sabbatical. Recharge in the quiet oasis. Renovated, freestanding 726 SF cottage on 1.5 acre private gated estate w/ lush gardens. Close to UM, & Coral Gables. Quiet neighborhood, yet close to everything you need. 20-min walk/5-min car ride to UM. Self-check-in w/keypad entry. Separate bedroom w/ king-size bed, kitchen, washer/dryer, tv, high-speed fiber optic wi-fi, huge heated pool (shared) with outdoor shower. Pet Fee.

4.94 out of 5 average rating, 101 reviews
Top guest favourite
Guest suite in Coconut Grove

"Casa Mia's" pool & BBQ 1 bedroom bungalow

Private entrance offers bungalow experience to the one bedroom space, walk in closet en suite bathroom. Shared structural walls: sounds do travel. Exclusive access to pool (unheated), BBQ, stove top, small outdoor fridge, and “makeshift” sink. Plenty of privacy! 20 minute stroll to Coco Walk; restaurants, lush nature and historic sites. Nestled between Coral Gables ; South Miami and Brickell. Close to University of Miami; quick access to airport and beaches. Merry Christmas Park’s a block away

4.95 out of 5 average rating, 303 reviews
Guest favourite
Home in Miami

Miami Getaway - Heated Pool, Hot tub, BBQ

Be our guest and have a wonderful stay in this beautiful Miami home designed to create great memories. 3 bedrooms 2 bathrooms with enough space to sleep 10 guests. Heated pool & seperate HotTub to enjoy even during winter season. Conveniently located within a short distance from all of Miami's main attractions. Restaurants, shopping malls, nightclubs, bar/pubs, art centers, bicycle trails, beautiful parks and bay views between 5 - 10 minutes away. Only 50 minutes away from the Florida keys.

4.95 out of 5 average rating, 247 reviews
Superhost
A spacious saltwater pool is enclosed by a screened structure, reflecting warm sunset hues. A bright inflatable pool toy floats on the water's surface. The adjacent area features an inviting outdoor seating space, offering views of the lush backyard.
Home in Kendall

Kid & Pet Friendly Pool Oasis | 15 min Zoo Miami

Step into your own private oasis—with a screened saltwater pool, lush yard, & all the comforts of home. Perfect for families and pets, this modern retreat will keep you connected and relaxed. From wildlife to healthcare to beaches, these local hotspots are all within reach: 🏥 Baptist Hospital – 8 min 🐅 Zoo Miami – 15 min ✈️ Miami Intl Airport (MIA) – 20 min 🌺 Fairchild Botanic Garden – 20 min 🏖️ South Beach – 35 min 🏰 Vizcaya Museum – 35 min 🐊 Everglades National Park – 40 min

4.84 out of 5 average rating, 103 reviews
Guest favourite
A modern living room showcases marble accents and a large wall-mounted flat screen TV. A plush sectional sofa with bold black and white patterns is arranged around a decorative coffee table. Natural light filters through the window with minimalistic blinds.
Home in Miami

| LuxeLanding | Pool+Lounge+Chess+BBQ+Golf+Airport

Discover the magic of Miami at our stunning 4BR/3BA modern retreat in vibrant Little Havana’s west side! This spacious, open-concept home sleeps up to 11 and features a sleek living room, fully stocked kitchen with stainless steel appliances, dinnerware, wine/shot glasses, cookware, tabletop appliances & complimentary coffee. The highlight? A resort-style backyard with a pool, mini golf, life-size chess, cornhole, Connect Four, outdoor pool table, a covered gazebo & deluxe grill/hibachi!

4.94 out of 5 average rating, 130 reviews
Top guest favourite
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, 494 reviews
Superhost
A private backyard features a heated pool surrounded by lush greenery. Comfortable lounge chairs are positioned nearby on a stone patio, with vibrant plants framing the space. Light filters through the trees, creating a serene atmosphere for relaxation and entertaining.
Townhouse in Coconut Grove

Coconut Grove Luxury Villa (4 Bedrooms)

Welcome to our luxury townhouse villa in the heart of Coconut Grove! Perfect for family & friends, it features 4 spacious bedrooms & 4.5 luxurious bathrooms all en-suite. Enjoy modern & stylish decor, a private backyard with a heated pool and a tastefully furnished sitting/social area. Located in an exclusive section of the Grove, just blocks away from Coco Walk, Michelin Star restaurants, shops, parks, marina and markets. Book your stay today and experience the best of Coconut Grove!

4.93 out of 5 average rating, 111 reviews
Guest favourite
The pool area features a heated pool with gentle waterfalls, illuminated by soft lighting. Surrounded by palm trees, the outdoor dining space is visible in the background, furnished with a table and chairs, creating a serene environment for relaxation.
Home in Westchester

Tuscan Resort | Sleeps 16, Pool, Sauna, Gym, Spa

Your private Tuscan resort in Miami — heated pool, sauna, gym, pool table & room for 16 to spread out, never squeeze in. 🇮🇹 House of Italy — where Tuscany meets Miami. Resort amenities plus what hotels can't give: privacy, freedom, space to be together. 🌟 Guest Favorite — 4.95★ from 149 groups 🔥 Heated pool, hot tub, fire pit & BBQ 💪 Gym, sauna & massage beds 🎱 Pool table & basketball 📍 Minutes from Coral Gables & beaches More than a stay. An experience. @BeyondTheBNB

4.93 out of 5 average rating, 161 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 favourite
An open-concept living area is showcased with a light grey sofa and an ottoman situated on a plush white rug. Recessed lighting and pendant lamps highlight the space, which flows into a dining area furnished with a wooden table and chairs, framed by large windows.
Townhouse in Miami

The Sunflower Inn

Our Sunflower Inn is a perfect destination for your getaway in Miami! With close proximity to Miami International Airport, the Everglades, the Florida Keys and more, our space has all of your desired needs. Our townhouse features an open spacious natural living room and dining room area, a fully equipped kitchen, two bedrooms, and amenities such as a tennis court and pool readily available for your use! Come and enjoy our Sunflower Inn! **We are pet-friendly**

4.97 out of 5 average rating, 103 reviews
Guest favourite
Home in Miami

Miami Luxury Escape w/Heated Pool/Jacuzzi & BBQ

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.

4.9 out of 5 average rating, 182 reviews

Popular amenities for Pinecrest rentals with a pool

When is the best time to visit Pinecrest?

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