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Vacation rentals in Pinecrest

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Pinecrest

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

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Top guest favourite
Tiny homes in Coconut Grove
4.97 out of 5 average rating, 123 reviews

Private Gated Tiny House • C Grove Micro Retreat

Quiet, respectful guests only. Owner onsite. No visitors allowed. Ultra-tiny 10×10 Tiny House micro-retreat in walkable Coconut Grove with AC, fast WiFi, small kitchen, mini fridge & private outdoor shower. Ideal for solo travelers seeking safety, simplicity, nature & the outdoors within a gated, peaceful setting near cafés, parks, bayfront paths and the Village—an eco-focused, secure urban glamping stay in Miami. Designed for minimal luggage, early nights & guests who value calm over nightlife

Guest favourite
A spacious suite featuring a king size bed with crisp white linens. Dark accent walls provide contrast against light wooden flooring. Natural light enters through large windows adorned with sheer curtains, while a small desk and tasteful decorative elements complete the stylish environment.
Apartment in Coconut Grove
4.81 out of 5 average rating, 126 reviews

Coconut Grove Stunning City View Suite Free Park

INCREDIBLE VALUE! First, a $30 gift card to our restaurant GreenStreet and a bottle of champagne will be awaiting you in your room! In Coconut Grove, this privately owned & renovated bright suite on the 15th floor of a luxurious waterfront property offers breathtaking city views, is fully equipped for 2 w/ a king size bed & full bath. Enjoy all the luxury amenities this property has to offer, pool & hot-tub with incredible bay views, penthouse gym, sauna, business center, 24-hr security, squash

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
4.96 out of 5 average rating, 287 reviews

"Casa Mia's" 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

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
4.97 out of 5 average rating, 142 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!

Guest favourite
A winding stone pathway meanders through a lush tropical garden, flanked by various green shrubs and palm-like plants. Sunlight filters through the trees, creating a serene natural environment that invites exploration.
Guesthouse in Coconut Grove
4.95 out of 5 average rating, 101 reviews

Historic Coconut Grove cottage in a native hammock

A charming, unique window into a Miami of yore, steps from the South Florida of the future. The home is within walking distance of Downtown Coconut Grove and the water’s edge of Biscayne Bay. A gated, secure parking lot makes it even more of a rarity. You’ll love the place because of the lush, tropical landscape (a restored, native, tropical hardwood hammock), the neighborhood, the history, the seclusion, and last but not least, the water. The cottage is good for couples and solo adventurers.

Guest favourite
The living area features a comfortable blue sofa positioned across from a contemporary coffee table on a light-colored rug. A ceiling fan provides airflow, and a large window allows natural light to illuminate the space. Modern appliances and decorative elements enhance the overall ambiance.
Apartment in Miami
4.89 out of 5 average rating, 204 reviews

Close to UM & Shopping. BNR Vacation Rentals

Our fresh Airbnb is located in the upscale neighborhood of High Pines in Miami. The home is furnished with a super plush KING bed and the most comfortable pull-out bed imaginable. 5 Min to the University of Miami 7 Min Fairchild Tropical Botanical Gardens 12 Min to Vizcaya 14 Min Coconut Grove 14 Min to The Venetian Pools 15 Min to Downtown Miami Our place is great for guests looking for luxurious furnishings in a clean environment. Neighborhood is calm, quiet, and safe. Book now!!

Top guest favourite
The exterior of the modern house is showcased, featuring a paved driveway and a well-maintained front yard with greenery. A large palm tree stands prominently near the entrance, while the inviting facade displays neutral tones and large windows, framed by landscaped borders.
Home in Miami
4.99 out of 5 average rating, 356 reviews

Luxury Oasis: Private Grill Hot Tub and Serenity

Come make memories at 3/2 !!! 2 king size beds 1 queen size and 1 twin size ! A spacious house with modern amenities close to all tourist places in miami ! Very close to prestigious Coral gables,the University of Maimi, Venetian Pool ,Downtown Miami, and South Beach .. The place is one block away from shopping center , many famous restaurants !This house was built 2019 so you will a enjoy all the amenities of a modern designed House ..Also Salt water Jacuzzi for 8 people to relax

Top guest favourite
A peaceful outdoor seating area is situated on a wooden deck, featuring a small table with a potted plant. Two wrought iron chairs provide a comfortable spot to enjoy views of the tranquil lake and surrounding palm trees.
Guesthouse in South Miami
4.97 out of 5 average rating, 383 reviews

Sweet Dreams Lakeside Cottage near U of M Gables

Sweet Dreams Lakeside Cottage is a separate private guest house for complete living. Located on a beautiful lake in a quiet private upscale neighborhood near University of Miami, Coral Gables and downtown South Miami. The private back yard on the lake is like a mini Resort, tranquil, relaxing and romantic, complete with Tiki Hut and a Hammock for 2 and the High Speed WiFi works outside also. Conveniently located near a Metro Station, Shopping, Beaches, Restaurants and attractions.

Top guest favourite
A serene outdoor space includes a swimming pool surrounded by terracotta tiles and lush tropical vegetation. A tiki hut is positioned in the background, with an evening sky showcasing warm tones of orange and yellow. Soft furnishings and a relaxed seating area are visible nearby.
Tiny homes in Cutler Bay
4.98 out of 5 average rating, 261 reviews

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. Enjoy the miles of nearby walking paths stretching from Coconut Grove to Black Point Marina.

Superhost
Apartment in Dadeland
4.84 out of 5 average rating, 201 reviews

South Miami 2BR/2BA - Steps from Dadeland Mall

Minimum age to book and check in is 21 years old. Valid ID required at check-in. Modern 2-bedroom, 2-bath apartment in a prime Miami location! Enjoy a bright living space, fully equipped kitchen, and access to a beautiful outdoor pool. Just minutes from Dadeland Mall, Coral Gables, and Coconut Grove. Includes free parking, WiFi, and in-unit laundry—ideal for families, professionals, or weekend getaways!

Guest favourite
A cozy living area is featured with a light gray sofa positioned beside a circular coffee table. An accent wall displays a decorative sign, while shelves are neatly arranged with books and decorative items. A soft glow is provided by a floor lamp in the corner.
Guest suite in Miami
4.92 out of 5 average rating, 252 reviews

Private Guest Suite with Private Entry

Private GUEST SUITE within host home with PIVATE access: The whole group will enjoy easy access to everything from this centrally located guest suite. Private updated shower bathroom. Queen sized bed with 55” tv. Living area / breakfast nook. Coffee maker, microwave and Small mini fridge included. Private patio space included. No smoking on premises. No events or parties.

Top guest favourite
A spacious living area is surrounded by wooden walls and features a comfortable seating arrangement with a sectional sofa and accent chairs. Colorful artwork adorns the walls, while a large window allows natural light to illuminate the space, revealing a warm, inviting ambiance.
Home in Miami
4.99 out of 5 average rating, 108 reviews

Beautiful Historic House on Gorgeous Tropical Lot

2 bedroom/2 bath historic house located on a gorgeous lot, nestled among over 50 tropical fruit trees. Brand new bathrooms entirely renovated, Nespresso coffee, Wifi, Ping Pong Room, TV, working desk. Occupancy is 5 guests. Occupancy cannot exceed 5 guests. No exception. House equipped for adults and children over 2 y. old. No pets and no smoking. No party allowed.

Popular amenities for Pinecrest vacation rentals

When is the best time to visit Pinecrest?

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Avg. price$325 CAD$351 CAD$354 CAD$342 CAD$256 CAD$245 CAD$245 CAD$309 CAD$317 CAD$327 CAD$283 CAD$301 CAD
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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 290 vacation rentals in Dadeland, and over 290 vacation rentals in Pinecrest.

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

    Yes! Work meets play with ease at over 10 apartment rentals in Pinecrest featuring dedicated workspaces. Stay connected and productive in your home away from home.

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

    Experience the best of Pinecrest with our hotel rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly house rentals in Pinecrest?

    Pinecrest has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for Hotel Rentals in Pinecrest?

    Enhance your stay in our Hotel Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, over 10 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Pinecrest have wifi?

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

  • 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.

  • Are there pet-friendly house rentals in Pinecrest?

    Four-legged friends are welcome in Pinecrest. Choose from more than 10 house rentals for guests traveling with pets.

  • 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 vacation rentals in Pinecrest

  • Total vacation rentals

    Explore 80 vacation rentals in Pinecrest

  • Nightly prices starting at

    Pinecrest vacation rentals start at $41 CAD per night before taxes and fees

  • Verified guest reviews

    Over 2,680 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    80 of Pinecrest vacation rentals include wifi 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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