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Holiday houses in Pinecrest

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Pinecrest

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
An aerial view showcases a modern house situated near a tranquil canal. Lush green lawns and palm trees surround the property, with kayaks resting on a concrete area by the water's edge. The clear blue sky enhances the peaceful ambiance of the neighborhood.
Home in Miami
4.92 out of 5 average rating, 238 reviews

Enjoy our Beautiful Home on a Fun Canal! Hot tub!

Beautiful & Modern 4/3 Canal House! completely renovated. Go Kayaking through the Canals.. Enjoy the views of the backyard and canal with jumping fish all day, House is in a centric and quiet neighborhood. Amazing backyard & terrace with a BBQ, 2 Kayaks provided for Guest. Home is near nice restaurants and close to main Highways.. ✔️15min from Miami International airport ✔️25min - Downtown Miami ✔️ 30min - Miami Beach ✔️10-15min - Dadeland Mall & Merrick Park Come Relax at our Paradise Home!

LocationFamilyCheck-in

Guest favourite
A spacious living area features a comfortable sectional sofa in neutral tones, complemented by a decorative area rug. A large window allows natural light to brighten the space, while a small writing desk and a potted plant add functional and decorative elements.
Home in Palmetto Bay
4.88 out of 5 average rating, 34 reviews

Villa Picasso in an up-scale area of south Miami

Amazing 3-bedroom house, renovated, peaceful, in an up-scale residential area with large estates; Palmetto Bay, southern suburb of Miami. Located in a private property of 1.1 acre, grass covered yard, with oaks, palm trees and tropical plants. Close to everything, Miami downtown, Miami Beach, Key Biscayne, Art Galleries, Museums, Festivals, Casinos, restaurants, Marinas. Palmetto Bay Golf Club is 5 min away. Villa Picasso is equipped with everything for a very pleasant stay, indoors & outdoors.

LocationFamilyNearby

Top Guest favourite
A tranquil pool area is surrounded by lush greenery and tropical plants, creating a serene atmosphere. The rectangular swimming pool is framed by terracotta tiles and features potted plants on the edges, offering spaces for relaxation in the sun.
Guest suite in Coconut Grove
4.95 out of 5 average rating, 294 reviews

"Casa Mia's" World Cup Fifa pool & BBQ 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

ValueFamilyCheckout

Top Guest favourite
The cottage features a cozy sleeping area with a queen bed adorned in light-colored linens. Exposed wooden beams enhance the ceiling's charm. A small dinette set for four is visible, along with a kitchenette in the background, showcasing modern appliances.
Guesthouse in South Miami
4.96 out of 5 average rating, 150 reviews

South Miami Cottage

Welcome to Casita Bella! We are excited to have you! Our charming cottage with kitchen is in the centrally located and beautiful City of South Miami. Our sweet neighborhood is just blocks from South Miami's city center, offering shops, restaurants, and nightlife, and about 1 mile from the South Miami Metrorail station, making it easy to explore Miami. After a fun day in the Magic City, come home to the privacy and comfort you deserve! Perfect for a relaxing getaway or exciting city adventures!

ValueLocationBiking

Guest favourite
Home in Kendall
4.95 out of 5 average rating, 22 reviews

Luxury Villa • Racket Court • Gym • Grand Garden

Fully remodeled luxury home in a top area surrounded by mansions, minutes from The Falls Mall, Lifetime Fitness, Fresh Market & Publix. This modern retreat features open living spaces with high-end finishes, a gourmet kitchen, and custom details. Enjoy over 16,000 sq ft of private backyard with resort-style pool, racket sports court, BBQ, gym, ping pong and landscaped gardens—perfect for families or groups seeking elegance, recreation, and convenience. Fully equipped for families with babies

LocationFamilyLaundry

Top Guest favourite
Home in Cutler Bay
5 out of 5 average rating, 28 reviews

Beautiful Family Villa. Large Outdoor Space & BBQ

Spacious 4BR, 2BA home in Cutler Bay with 5 comfy beds, full kitchen, washer & dryer, and a massive backyard! Enjoy the oversized outdoor space — perfect for playing sports, barbecues, or relaxing under the sun. Located in a peaceful area near shops, parks, and Black Point Marina. Ideal for families and groups seeking comfort, privacy, and a true South Florida experience. The home offers free parking, fast Wi-Fi, smart TVs, and plenty of room to unwind and make lasting memories together.

FamilyLocationNearby

Guest favourite
A serene swimming pool is surrounded by lush greenery, with natural stone edges complementing the landscape. Soft lighting accentuates the water, creating a tranquil atmosphere within a private outdoor area. Tall trees and vibrant foliage provide a sense of seclusion and relaxation.
Home in Kendall
4.94 out of 5 average rating, 31 reviews

High House by Stone Bridge & Sunken Garden

A world away... in the middle of everything. Relax with the whole family at this peaceful home—the greenest house in Miami, by the Stone Bridge & the Sunken Garden. Your host family is always close by to help with whatever you need, like catering dinners & BBQ, or directions to INSIDER SPOTS in Miami. We’ve got all the gear for a young family: high chairs, baby bedding & baths. Charge your electric car off the sun! And learn how this big beautiful home can have a ZERO electric bill.

LocationFamilySleep quality

Superhost
A spacious outdoor area features a clear blue pool with surrounding lounge chairs and shaded seating under thatched umbrellas. Sunlight reflects off the water's surface, creating a bright and inviting atmosphere. The backdrop includes lush greenery, enhancing the relaxing environment.
Home in Pinecrest
4.81 out of 5 average rating, 26 reviews

Cozy Pinecrest Retreat / swimming pool-mini golf

Cozy Pinecrest Retreat, presents a luxury resort feeling with a fun and relaxing atmosphere. Enjoy this unique bali themed home with indoor/outdoor entertainment space perfect for family and friends. The house is located in the heart of Pinecrest only minutes from Miami Beach and Brickell. Don't feel like leaving? No worries! Take advantage of the pool in the convenience of the backyard or enjoy the multiple games we provide: Ping Pong, Foosball, Mini-Golf and Pool Table.

FamilyValueDecor

Superhost
A screened-in pool area showcases a large pool and an attached hot tub. Lounge chairs are positioned around the pool, while a dining table with chairs is visible nearby. Lush greenery surrounds the space, creating a tranquil outdoor atmosphere.
Home in Cutler Bay
4.77 out of 5 average rating, 144 reviews

Heated Pool/Jacuzzi Paradise: Cozy Miami Retreat

Welcome to our spacious 3 bedroom, 2 bathroom home located in the highly desirable Cutler Bay neighborhood! The home is perfect for families, couples, or friends looking for a comfortable getaway. Our home boasts a large pool with an attached Jacuzzi and a screened-in pool area perfect for enjoying the Florida sun. ✔ Fully Equipped Kitchen ✔ Comfortable Bedrooms with King/Queen/Full beds ✔ Open Concept Living Area ✔ Office Desk ✔ Piano ✔ High-Speed Wi-Fi

FamilyLocationAir conditioning

Superhost
A bright living area is furnished with a light-colored sofa and a wooden coffee table, enhancing the spacious feel. A large TV sits on a console, and natural light flows in from sliding glass doors that open to a balcony, framed by greenery.
Apartment in South Miami
4.84 out of 5 average rating, 137 reviews

Dharma |15% off Monthly| Perfect 1B | South Miami

Spacious, comfortable, upscale, and ideally located, Dharma Home Suites at Red Road Commons are the furnished accommodations you’ve been looking for. Quality living is at the forefront of this apartment community and we’ve made sure its modern and cozy interior offers the perfect home away from home for all travelers. Immerse yourself in Coral Gables’ vibrant surroundings, enjoy resort-style amenities and beautiful surroundings in the heart of South Miami.

LocationFamilyCondition

Guest favourite
Two spacious beds are highlighted in the inviting bedroom, featuring wooden headboards and soft white bedding. Natural light floods the room through a large window with sheer curtains, offering views of the greenery outside.
Home in Pinecrest
4.83 out of 5 average rating, 124 reviews

Miami - Group Retreat #1

Spacious 3 bedroom/ 2 full bathroom one story home next door to " Paradise Place - Pinecrest ", has large kitchen, big rooms, private laundry room and privacy fenced yard with patio. Brand new furnishings. Super fast, fiber optics Wi-Fi plus DIRECTV channels. Super convenient location in Pinecrest 1 mile to Dadeland or the Falls. Close to Coral Gables, South Miami, Kendall and Coconut Grove. Easy access to the Keys, Miami Metro zoo and the Everglades.

FamilyLocationBackyard

Top Guest favourite
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.
Home in Kendall
4.97 out of 5 average rating, 418 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.

ValueLocationWalkability

Popular amenities for Pinecrest holiday rentals

When is the best time to visit Pinecrest?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$265 AUD$314 AUD$368 AUD$357 AUD$267 AUD$255 AUD$255 AUD$322 AUD$331 AUD$341 AUD$295 AUD$314 AUD
Avg. temp20°C22°C23°C25°C27°C28°C29°C29°C28°C27°C24°C22°C

Frequently Asked Questions

  • Where should I stay in Pinecrest?

    Make yourself at home in Pinecrest by choosing from our most frequently booked neighborhoods. We have over 280 vacation rentals in Dadeland, and over 280 vacation rentals in Pinecrest.

  • How much does it cost to stay in hotel rentals in Pinecrest?

    Experience the best of Pinecrest with our hotel rentals, starting at about $170 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Pinecrest?

    Yes! Work meets play with ease at over 40 vacation rentals in Pinecrest featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly vacation rentals in Pinecrest?

    Pinecrest has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there pet-friendly vacation rentals in Pinecrest?

    Four-legged friends are welcome in Pinecrest. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there Pinecrest vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 50 vacation homes with pools in Pinecrest, available on Airbnb. Make a splash and soak up the sun in style!

  • Do apartment rentals in Pinecrest have air conditioning?

    Absolutely! We offer over 20 apartment rentals with air conditioning in Pinecrest. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Pinecrest have wifi?

    Absolutely! We offer over 10 hotel rentals with wifi in Pinecrest. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Pinecrest have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Pinecrest. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Pinecrest have a gym?

    Absolutely! We offer over 10 hotel rentals with a gym in Pinecrest. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Pinecrest

  • Total holiday rentals

    Explore 70 holiday rentals in Pinecrest

  • Nightly prices starting at

    Pinecrest holiday rentals start at $43 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,610 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Pinecrest holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Pinecrest rentals

  • 4.7 Average rating

    Pinecrest stays receive an average rating of 4.7 out of 5 from guests

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  4. Miami-Dade County
  5. Pinecrest